The Cuphead Show! / Characters

Welcome to the character page for The Cuphead Show!. If you're looking for the character page based on the Video Game, go here. This one focuses on the TV series.

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In General

Tropes generally applying to the cast.

Adaptational Wimp: None of the characters display any of the overtly supernatural abilities shown in the games (e.g. Chauncey seems to lack his psychic abilities from the game^note), aside from a few exceptions. The cups are also bereft of their finger gun abilities, which is justified as in-game, they only got said abilities after Elder Kettle gave them special potions and taught them how to use their powers, and they also had the option of buying upgrades from Porkrind.
Adaptational Jerkass: Quite a few of the characters who first appeared in the video games are more unpleasant than usual.
Animate Inanimate Object: Given the old-timey cartoon nature of the world, half the cast are living cups, dice, phones, and screwdrivers. Note that this is a break from the emulation of rubberhose cartoons, as in said cartoons, most background characters were either absent or generic-looking humans, with living objects serving more as one-time jokes than actual characters.
Character Exaggeration: Heavily Played for Laughs, but many characters from the game suffered from this. For example, Cuphead went from short-sighted to an impulsive Idiot Hero who never thinks things through. Mugman went from being more careful than Cuphead to a selfish Nervous Wreck who can sometimes come off as a jerk to his brother. Ms. Chalice also went from tricking Cuphead and Mugman once to a con artist, and The Devil became a Psychopathic Manchild when he cries once in the game.
Fog Feet: The ghosts have them in "Ghosts Ain't Real", and so do the unfortunate souls that have been stolen by the Devil. Cuphead's soul has one just moments before he is rescued by Mugman twice in the course of the first season.
White Gloves: All of them are animated characters, several of which are wearing white cartoon gloves. (Though some, like Cuphead and his brother, have yellow gloves. Granted, the former's soul appears to wear white gloves as well.)
World of Jerkass: Not quite as bad as some other cartoons, but a lot of the characters are shown to be very unfriendly, nasty and untrusting of each other in many episodes to a high Jerkass level. Not even the two main protagonists Cuphead and Mugman are immune to this, with the former being an extremely reckless Idiot Hero, and the latter being a (sometimes) rude Nervous Wreck.

Main Characters

Cuphead

Voiced in English by: Tru Valentino^{Other Languages}

"Ya know what I do when I'm not so sure? I double down!"

The lead character of the series, he's very much a thrill-seeker despite the fact it usually leads to trouble for him and his brother.

Achievements in Ignorance: He completely derails King Dice's plan to take his soul without even knowing he was in danger. Twice.
Adaptational Dumbass: While he wasn't the brightest cup in the cupboard in the game, he often comes across as almost Too Dumb to Live here; that said, he does still have a few rare moments of intellect or wisdom.
Adaptational Jerkass: While sharing his game counterpart’s impulsiveness, his nature as a troublemaker is much more emphasized here. He does have a heart, though.
Aesop Amnesia: Even after his soul is free from the Devil's debt due to expiration, Cuphead still foolishly risks it for cheap fun such as taking another shot of Soul Ball or being tempted into gambling at the Devil's casino.
Age-Stereotypical Food: He's pretty childish and likes hot dogs, ice cream and all kinds of sweets.
All There in the Manual: It's never stated in-universe who the oldest Cup sibling is but according to one of the books, Mugman is Cuphead's "younger brother", making Cuphead the older one.
Allergic to Routine: Often complains about having to stay home and do chores and looks for any excuse to leave and have some fun.
Cuphead: Paint the fence, milk the goat, patch the roof! It's the same old stuff every day! What we need is a little fun and adventure!
Arbitrary Skepticism: He keeps insisting to Mugman that "ghosts ain't real" in the episode of the same name, despite the fact that he's met the Devil and had his soul nearly taken by him. It takes him and Mugman being haunted by a trio of ghosts to convince himself otherwise.
Arch-Enemy: At least, the Devil seems to view him as such given his grudge against him.
Attention Deficit... Ooh, Shiny!: It's pretty easy to distract him; the Devil's carnival catches his attention while shopping for paint, and he all but forgets about Elder Kettle's lucky tire rolling away after he's invited onto Roll the Dice.
Attention Whore: He hogs King Dice's mic for a long time, telling the audience anecdotes and jokes that he can't even remember how to start at first. He's also pretty happy to have the Devil's attention when the latter isn't trying to steal his soul, even making him laugh.
Be Careful What You Wish For:
- He wanted a high seas adventure and he gets one in the episode of the same name, but while Mugman thrives in the episode, Cuphead ends up enduring much more fear and abuse than usual.
- At the beginning of "The Devil's Pitchfork" Cuphead expresses annoyance at always having to do everything together with Mugman. He does gain some distance from his brother by the end, but...
Big Brother Bully: While not as big as other examples of this trope, the way Cuphead treats Mugman can be kind of questionable at times. Best exempified in the episode "Sweet Temptations", where he leaves Mugman behind after the latter got turned into a gingerbread man.
Big Brother Instinct: While Cuphead is reckless and often needs his little brother to talk some sense into him, Cuphead does care about Mugman and will help him. In "Handle with Care", when Mugman's handle breaks, Cuphead tries to help him put it back together. Later, Cuphead literally goes to Hell to save his brother from the Devil.
Big Eater: He eats a whole stack of pancakes in one gulp, eats enough candy to make him sick while at a carnival, is willing to infiltrate a riverboat cruise for some ice cream, and lists off his favorite food (hot dogs) multiple times while introducing himself on Roll the Dice.
Bones Do Not Belong There: After being given the chair in Jailbroken, we see an outline of Cuphead's skeleton. Which apparently includes bones inside his straw.
Born Lucky:
- Cuphead's shown to have an incredibly good fortune, when he's not paying up a karmic debt, anyways. In playing Soul Ball, he was preternaturally gifted in sinking every shot in a game designed to lose — yet, when he was taken on-stage to play Roll the Dice, a gameshow designed to be impossible to lose so that the winner gets their soul stolen, Cuphead suddenly becomes so completely inept that he loses a roll-anything-to-win dice roll by causing them to explode. In short, his luck is so good that he'll tend to automatically succeed in the most fortunate course for him, in either direction of capability.
- Cuphead manages to keep up a continuous winning streak against the Devil in rock-paper-scissors.
Bullying a Dragon: In "The Devil's Pitchfork", Cuphead thinks it's a great idea to keep zapping the Devil with his own pitchfork for giggles, even before finding out the Devil no longer owns his soul. He decides to keep doing it, seemingly oblivious to the dangers of provoking one of the most powerful entities in the show, and learns the hard way what a mistake it was after the Devil drags Mugman down to the Underworld as revenge.
Butt-Monkey: Not to the same extent as Mugman, but he still receives plenty of Amusing Injuries here and there with some episodes like "Dangerous Mugman" being the ones where he gets the most abuse. This becomes an Hourglass Plot between him and Mugman in "A High Seas Adventure!"
Character Catchphrase:
- "Eh, I ain't too worried about it." Usually said as a dismissive for whatever bad situation he gets himself into, such as his response to Mugman reminding him about how he owes the Devil his soul.
- He uses "banana oil" (an actual period phrase meaning "nonsense") as another dismissive remark.
Child-Like Voice: Though he is probably more an adolescent than a child, he has a squeaky voice, befitting of his childish and innocent attitude.
Classical Anti-Hero: He has no bad intentions or desire to hurt other, but he tends to be so impulsive and delusional that he often does more damage than good.
Color-Coded Characters: Red, a color that fits his personality and make him more distinguishable from the meeker Mugman.
Conscience Makes You Go Back: In "Root-Packed," he's quick to blow off looking after Elder Kettle's garden and going to the movies, but decides to stick around after Mugman points out that they should stay and look after the vegetable "babies" because Elder Kettle looked after them when they were babies.
Cool Big Bro: To Mugman. Sibling Rivalry aside, they're both shown to be on good terms with each other.
Dumbass Has a Point: Being an Idiot Hero hasn't stopped him from occasionally making valid points, like when he accurately calls out Mugman for being jelly of his piano skills.
Epic Fail: A comedic example. To King Dice's frustration, he somehow manages to lose at "Roll The Dice", a game which King Dice created to be impossible to fail at, resulting in the dice not only coming off their hinges, but exploding as well.
Everyone Has Standards:
- While he alongside Mugman quickly break the "no fighting" rule that Elder Kettle imposed on them, they're extremely careful to not touch Kettle's precious radio.
- When he realizes that "Roll The Dice" is rigged to let the players win, he leaves with his brother to keep his dignity intact. He inadvertently saves his own life by doing so.
- While he may not be the brightest cup around, he's skeptical of Baroness Von Bon Bon and assumes she's trying to trick him. And he's correct. Keep in mind this was before the Baroness revealed her true colors.
- As reckless and thrill seeking as he can be, even he was freaked out by Bowlboy’s complete lack of regard when it came to the safety of their lives.
Fatal Flaw: Impulsiveness. Life would be so much easier on Cuphead if he just thought things through once in a while. While Mugman calls him out for it in "Another Brother" and "Lost in the Woods", it doesn't stick and it comes to a head in "The Devil's Pitchfork"; he pushes his luck with the Devil too far and loses Mugman because of it.
Foolish Sibling, Responsible Sibling: The foolish sibling to Mugman's responsible sibling, to the point where Cuphead's catchphrase, even in the face of overwhelming danger, is "eh, I ain't too worried about it." He's the braver and more assertive of the brothers, but rarely thinks ahead and gets them into trouble more often than not. The dichotomy is best seen in "Lost in the Woods" where Cuphead's reckless antics cause the two to be lost in the woods while winter is on its way, and the brothers split up after an argument. Cuphead ends up half-feral and starving in the woods while Mugman was able to build himself a cottage to take shelter in.
Genre Savvy: In "Sweet Temptation" he's read enough fairy tales to see through Baroness Von Bon Bon's initial offer to get him to eat the candy in Sugarland by correctly deducing she plans on eating him. Unfortunately, it doesn't last and he ends up breaking one of the two rules she told him never to break.
Hidden Depths:
- Despite his insistence to the contrary, the beginning of "Sweater Off Dead" implies that not only is he really scared of the Devil claiming his soul, but that both Mugman and Elder Kettle will end up hurt because of his debt.
- As shown in "Sweet Temptation", his impulsiveness caused him to eat all his brother's candies, but he actually has enough self-control to restrain himself from eating the Baroness' sweets as he suspects it to be a "Hansel and Gretel" trap at first.
- The episode “Piano Lesson” reveals he’s a piano prodigy, although Cuphead himself doesn't really seem to be aware of it.
- In "The Devil's Pitchfork", when the Devil threatens to take something valuable from Cuphead, the latter confidently replies that there's nothing the Devil can take from him that will affect him, implying that he doesn't place that much value in material goods. This is taken even further when the "something valuable" turns out to be Mugman, who Cuphead is terrified to lose.
- "Down & Out" reveals he has a rather deep understanding of the working of showbiz, using it to resurrect King Dice's musical career overnight.
- "A Very Devil Christmas" has him confess to Santa (actually the Devil in Santa's body just so he can get a toy train) that he was afraid Santa would skip his house and that he is well aware of all the bad stuff he did, showing that he has at least some remorse for what he did in the past.
Idiot Hero: Outside of the occasional scheme, he's generally shown to be not particularly bright and rarely thinks through any of his actions, easily falling for tricks from enemies without realizing he's in danger at all.
In-Universe Factoid Failure:
- He couldn't come up with the name of "Twinkle, Twinkle Little Star" on "Roll the Dice", calling it "Sprinkle, Sprinkle, Mr. Car". Elder Kettle didn't take too kindly to such a mistake. Even the Devil was profoundly irritated by it.
- He thought the odds of him winning a game of rock-paper-scissors were 85% when his, Mugman's, and Ms. Chalice's lives are at stake, and is dismayed when Mugman and Chalice tell him they're not.
It Amused Me: In "Lost in the Woods", he spends a great deal of the episode strapping things to fireworks and letting it blow away, including the woods he is supposed to harvest for winter, the axes used to cut the wood, the compass to find his way back out of the forest, and eventually Mugman himself... all because he finds it funny.
I Thought Everyone Could Do That: It's shown in "Piano Lesson" that he's a gifted pianist, though he seemed completely unaware of it until Ludwig calls him out for it.
Jerk with a Heart of Gold: Cuphead is a huge troublemaker and even proud of it on some occasions. That said, he still has some standards and always attempts to set things right when his antics have gone too far... most of the time, at least.
Jive Turkey: His accent is sort of a cross between this and Joisey.
Losing Your Head: His head can be taken off, notably by himself when trying out his "man handle" and when using it to dig a tunnel in "Jailbroken". Captain Brineybeard also uses him to drink coffee before realizing the cup he's holding is alive.
Motor Mouth: As shown in "Roll the Dice":
Cuphead: My name's Cuphead! I like roller coasters, and hotdogs, and tilt-a-whirl, and hotdogs, and flying swings, and hotdogs, and throwing up on roller coasters in that order!
Never My Fault: Many times, Cuphead deflects the blame onto others for when they're in bad situations or simply refuses to own up to his own irresponsibility. One example is when he and Mugman end up in prison, Cuphead blames Mugman for them getting arrested because he was the cautious one and therefore should've warned them against trusting Chalice, completely ignoring that he went along with Chalice's schemes as much as Mugman did. Another is when the two end up shipwrecked on an island and Mugman blames Cuphead for their predicament. Cuphead's response is to accuse Mugman of playing the blame game, only for Mugman to point out that Cuphead's often the one who does it in the first place.
Non-Mammalian Hair: While he normally doesn't have any hair on the cup that serves as his head, he does have the ability to grow a beard, as evidenced by "Jailbroken" and "Lost in the Woods".
Noodle Incident: During his time on King Dice's show, he gives a big raspberry to "Jimmy" and adds that Jimmy knows why.
Oblivious to His Own Description: He once pointed out that Bowlboy is irresponsible and reckless, while seemingly unaware that those terms describe him perfectly.
Paper Tiger: Despite fancying himself as braver than Mugman he often turns out to be just as cowardly as his brother when facing real danger, notably when he realizes that ghosts are indeed real or when he ends up shipwrecked in the middle of an island.
Protagonist Title: He's one of the central characters and his name is in the title.
Red Is Heroic: Even though he is definitely a flawed hero, his red color fits him quite well for this role.
Red Oni, Blue Oni: The impulsive and energetic red to Mugman's levelheaded and cautious blue.
Sensitive Guy and Manly Man: The manly man to Mugman's sensitive guy. Downplayed, since both of them are conventional for the most part, but Mugman is more in touch with his emotions, gets scared more easily and has some feminine interests.
Sibling Rivalry: While he and Mugman are best friends, they're also prone to arguments and sometimes can't even go literal seconds without fighting each other.
Sibling Team: With Mugman. The two are almost never seen apart from each other.
Stepford Smiler: Although he tries to play off the fact that the Devil has an eye on his soul, his nightmare in "Sweater off Dead" shows that he's more worried than he lets on.
Sympathy for the Devil: A literal example. After taking possession of the Devil's pitchfork and finding out that the Devil no longer owns his soul, Cuphead lampshades that the whole thing is just sad and decides to hand over the pitchfork out of pity... except for the fact that he's still screwing with him anyway.
Thousand-Yard Stare: In "The Devil's Pitchfork", after his actions lead to the Devil taking Mugman to the Underworld, Cuphead is left alone, staring in horrified silence. It even continues into the beginning of "The Devil's Revenge!"
Cuphead: ...Mugman?
Time-Passage Beard: Manages to grow one in the space of less than a single night when lost in the woods in "Lost in the Woods". Elder Kettle tells him to shave it off since it makes him look like a bum.
Trademark Favorite Food: He states (repeatedly) on "Roll the Dice" that his favorite food is hot dogs.
Thrill Seeker: He enjoys breaking the rules and adventuring where he isn't supposed to be. He also looks up to his hero, Dirk Dangerous and tries to be like him; more often than not, he ends up regretting it.
Unluckily Lucky: Part of the reason the Devil hasn't harvested his soul already is that Cuphead is simply a lucky goofball who thwarts all of his traps without even meaning it. Cases in point:
- In "Carn-Evil", he keeps continuously winning the Devil's "soul ball" game without being aware that losing it means the actual loss of his soul.
- In "Roll the Dice", on the flipside, when the game requires him to win for the Devil to take his soul, he suddenly ends up losing, even though the game is rigged to guarantee a victory.
- In "Release the Demons!", the Devil flat-out sends his third-finest demons to capture him. And the reason Cuphead manages to survive them all is because the Devil ends up sending the underwhelming ones after accidentally destroying his finest and second-finest demons in fits of literal burning rage. Furthermore, King Dice's interference prevents them from approaching Cuphead altogether, save for the snapping-turtle demon who's being walked over by the cup brothers upon meeting it.
Vague Age: He doesn't have a known age but seems to be around his preteen or teenage years.
Vocal Evolution: Not as immediately noticable as Mugman's, but the early episodes of Season 1 had him speaking in a deeper tone compared to his consistently higher pitch later on.

Mugman

Voiced in English by: Frank Todaro^{Other Languages}

"Cuphead, I'm not so sure..."

Cuphead's brother, who's a bit more cautious and tries to stay out of trouble, but usually ends up dragged into it regardless.

Adaptational Badass: In the game, he's only able to defeat the Devil at the end, and that was with both superpowers and Cuphead's help; here, he singlehandedly manages to beat Old Lucy thrice.
Adaptational Intelligence: His intelligence here is much more heavily emphasized than in the game. For instance, he was never indicated to be smart enough to come up with an (almost) successful plan to break out of prison in the game. However, he does so here.
Adaptational Jerkass: While not quite as bad as Cuphead, Ms. Chalice and Elder Kettle, Mugman has his moments where he is meaner than his original counterpart such as going straight-up psychopathic and sometimes threatens to kill people.
Adaptational Skill: He demonstrates great swordsmanship here, while his game counterpart never shows any melee skill.
Affectionate Nickname: Cuphead (and later, Ms. Chalice) occasionally calls him "Mugsy".
All There in the Manual: According to one of the books, Mugman is apparently younger than Cuphead.
Annoying Younger Sibling: Mostly averted. While he does sometimes get on Cuphead's nerves, he's not as bad as other examples of this trope.
Ax-Crazy: Downplayed, but multiple times, Mugman tends to lose his temper violently. Even though Cuphead is usually more crazy and volatile, Mugman gets downright psychotic and homicidal when his buttons are pushed.
- Mugman is pretty chill at taking care of Baby Bottle and repeatedly tell Cuphead to be nice with it. But the very moment the baby rips his favorite teddy bear apart, he loses it at a drop of a hat and attempts to kill it in retaliation.
- His first solution to Ludwig choosing Cuphead as his prodigy over him? – mutilating Cuphead's hands with Elder Kettle's garden shears. Elder Kettle's annoyed reaction implies Mugman has tried something similar in the past.
  Mugman: Cuphead can't play in the recital...IF HE DOESN'T HAVE ANY HANDS! (laughs maniacally while snapping the garden shears together)
  - Then he resorts to an alternate plan – crushing his brother with a piano!
- After the ice cream man annoys him one too many times and spoils the book Mugman was reading, Mugman straight-up mauls him like a feral animal, although he's too weak to deal any real damage.
- To get back at his brother, Mugman ties a log house he built to fireworks because he believes Cuphead is inside. Somewhat justified since Cuphead had been acting in true foolish sibling and Jerkass fashion up to this point, and he actually ends up doing just that to Mugman moments later, even if he didn't even have a valid reason to do it.
Badass Bookworm: Mugman is shown several times to enjoy reading. While his status as the sensitive guy to Cuphead's manly man qualifies him as a Cute Bookworm, his Cowardly Lion tendencies and hidden Thrill Seeker side pushes him into the badass category.
Beware the Nice Ones: While Mugman is generally the nicer of the two brothers, episodes like "The I Scream Man" and "Piano Lesson" show he can be surprisingly dangerous and vengeful when sufficiently angered. In the former he snaps at the ice cream man for interrupting his story then pummels him when the man spoils the ending and in the latter he tries to sabotage Cuphead's recital out of jealousy by crushing him with a piano.
Blue Is Calm: He is meek and shy (for the most part) and his primary color is blue.
Bring My Brown Pants: In "Ghosts Ain't Real", it's revealed he has a habit of getting his underwear dirty when he is scared. He considers having to change his pants only three times a record performance.
Butt-Monkey: Despite him being the one who tries to stay out of trouble, he's often the victim of misfortune. Ironically, when he takes on Cuphead's more foolhardy personality in "Dangerous Mugman", it's Cuphead who ends up taking most of the physical abuse.
Cloudcuckoolander's Minder: He tries to be this with Cuphead, being slightly more rational and level-headed than Cuphead. However, there are times where he's even less rational than Cuphead.
Color-Coded Characters: He distinguish himself by his blue color scheme as opposed to the red of his brother.
Cowardly Lion: He tends to shrink away from danger more than Cuphead, but proves to be brave when he needs to help, from protecting Cuphead from the Devil to fending off a Giant Enemy Crab with a sword and winning and confronting Cala Maria who turns everyone to stone with her gaze simply because he made a promise to Captain Brineybeard.
Cute and Psycho: Mugman is usually nice and shy by default. But when provoked enough? He tends to snap really bad.
Distressed Dude: Mugman winds up captured by the Devil in retaliation to Cuphead's refusal to hand his pitchfork back as well continuously screwing with him in general. Mugman handles being in the Underworld surprisingly well, though, as "The Devil's Revenge!" shows.
Divergent Character Evolution: He contrasts a lot more with Cuphead here than he did in the Video Game where he was essentially present to be the second player character.
Dragged Off to Hell: After Cuphead pushes his luck with the Devil too far in "The Devil's Pitchfork", he gets kidnapped by the Devil and taken to the Underworld.
Dreadful Musician: As shown in "Piano Lesson", he cannot play the piano to save his life.
Easily Forgiven: He tries to drop a piano on Cuphead in "Piano Lesson." Cuphead's response? "Don't sweat it, I would have done the same thing if I were you."
Everyone Has Standards: While he alongside Cuphead quickly break the "no fighting" rule that Elder Kettle imposed on them, they're extremely careful to not touch Kettle's precious radio.
Foolish Sibling, Responsible Sibling: Generally more levelheaded and a bit smarter than Cuphead. He's usually the first to notice when the two are in danger and tries, but usually fails, to rein in his brother's impulses. In "Lost in the Woods" he calls out Cuphead for always saying "eh, I ain't too worried about it" by pointing out the only reason Cuphead doesn't worry is because Mugman and Elder Kettle do it for him. When the two split up in the woods after getting lost with winter on its way, Mugman's able to build himself a cozy shelter while Cuphead ends up starving and half-feral. At the end of "The Devil and Ms Chalice", he gets sick of the Devil repeatedly begging for more chances to win at Rock Paper Scissors after losing to Cuphead and bluntly points out to both of them that Cuphead had won enough times and drags him away to leave.
Giftedly Bad: Despite his passion for piano, he is actually not that great of a musician, especially in comparison to his brother.
Green-Eyed Monster:
- He gets jealous in "Another Brother" when Cuphead decides to replace him with a new brother, and even more jealous when he finds out the person he's been replaced with is Bowlboy.
- In "Piano Lesson", Mugman's jealousy with Cuphead's piano skill and his chance to play at the piano competition leads to his attempt to mutilate Cuphead's arms with shears. And when that didn't work, he's straight up attempt to crush him with a falling piano trap.
Hidden Depths:
- "Dangerous Mugman" shows that, as cautious as he is, when given an excuse to be fearless, he's an even bigger Thrill Seeker than Cuphead is.
- As Down & Out shows, he has a knack for ventriloquism.
Hypocritical Humor: Mugman warns Captain Brineybeard on how his love, Cala Maria, is dangerous and wants him dead, yet he ends up smitten by her himself and even tries introducing himself to her. Even despite her still trying to eat him at the end, his fantasies in "The I Scream Man" have him depicted in the same situation as Brineybeard (though predictably, he imagines himself being more successful at wooing her).
In Touch with His Feminine Side: He's initially elated to be called "mama" by Baby Bottle and his choice of disguise when going outside with a broken handle is a bride's wedding ensemble, complete with lipstick and heeled slippers. He's also a dab hand at knitting, which he uses to make Cuphead's invisible sweater that protects him from the Devil. Later episodes also show him being partial to baking and embracing a feminine fake identity given to him by Porkrind...even when it jeopardizes a delivery he, Cuphead and Ms. Chalice have to make.
Jerkass to One: Mugman is usually a nice guy... except to Bowlboy, for some reason.
Let's Get Dangerous!: He's usually a cowardly Butt-Monkey, but there are times when Mugman can really rise to the challenge and prove himself a badass. Perhaps best seen in "Sweater Luck Next Time" where he manages to save his brother's soul from the Devil.
Lovable Coward: He is usually a scaredy cat who hates taking risks, but is also gentle enough to be endearing. Not to mention he has his Cowardly Lion moments where he shows bravery.
Mood-Swinger: As seen under Beware the Nice Ones and Ax-Crazy, Mugman's attitude can drastically change if pushed too far. However, he's usually a Nice Guy.
Nervous Wreck: You'd be hard-pressed finding an entire episode where he either doesn't get worked up or goes flat-out psychopathic. Partly justified though since Cuphead does bother him a lot and put him through hell.
Nice Guy: Far more responsible and thoughtful than his brother, excluding rare occasions.
Nice Job Breaking It, Hero: Mugman's panicked attempts to warn Cuphead about the Devil's sudden appearance wind up making Cuphead lose at Soul Ball, giving the Devil a claim on Cuphead's soul.
No Good Deed Goes Unpunished: Cuphead owes the Devil his soul in the first place because Mugman's attempts to warn his brother made him lose at Soul Ball.
Not So Above It All: He's certainly more cautious than Cuphead, but he still happily gets involved in many of Cuphead's wackier ideas, as long as they don't seem too perilous.
The Pirates Who Don't Do Anything: Despite his dream of becoming a "real pirate", which he fulfills when Brineybeard calls him one for keeping his promise to him, Mugman never actually engages in any high-seas criminal activity.
Precocious Crush: He gains one on the much older Cala Maria, spending the entirety of "The I Scream Man" trying to read a book where a character resembling himself tries to romance her, only to be repeatedly pulled out of the story before the two can kiss by the ice cream man's music.
Red Oni, Blue Oni: The responsible and cautious blue to Cuphead's impulsive and energetic red.
Sensitive Guy and Manly Man: The sensitive guy to Cuphead's manly man. Downplayed, since both of them are conventional for the most part, but Mugman is more in touch with his emotions, gets scared more easily and has some feminine interests.
Ship Tease: In "A High Seas Adventure", he ends up smitten with Cala Maria's singing voice and even tries to introduce himself to her, with clear intent of flirting and is dismayed when she dismisses him as her "dinner". "The I Scream Man" shows that his crush has only gotten bigger afterwards despite this, with him even imagining himself romancing her while reading a romance novel only to be (repeatedly) interrupted when he tries to fantasize about kissing her by the titular Ice Cream Man's music.
Sibling Rivalry: He and Cuphead are the best of friends, but they're also constantly arguing and sometimes can't even go literal seconds without a fight breaking out between them.
Sibling Team: With Cuphead. The two are almost never seen apart from each other.
Sitcom Archnemesis: He seems to hold a particular dislike towards Bowlboy, being mortified at the idea of being compared to him after his handle breaks off and becoming even more enraged when he realizes Bowlboy is his replacement as Cuphead's "new brother."
Stage Fright: Compared to Cuphead's Attention Whore nature and as shown in "Roll the Dice", Mugman has stage fright. When Cuphead chooses him to help with the answer to a song name, Mugman freezes up. Also, in "Root-Packed", Mugman yells for the crowd's attention and immediately freezes up upon doing so, a call back to "Roll the Dice". In Cupstaged he reveals he managed to find a way around this; namely, wearing a blindfold. The same episode reveals that he also has a bad case of "backstage fright".
Unknown Rival: Despite his dislike of Bowlboy, Bowlboy doesn't seem to hold any particular animosity to him.
Vague Age: Like Cuphead, his exact age in unknown.
Vocal Evolution: Mugman’s voice takes on a noticeable higher pitch in the second season.
With Friends Like These...: His rivalry with Cuphead can go a bit too far:
- The most notable example being when he attempted to crush his brother with a piano (having considered cutting off his hands prior) to prevent him for winning the talent contest out of jealousy.
- He also once strapped the house Cuphead was in with fireworks, but this instance is justified since it was in retaliation for Cuphead stealing the house. In fact, he forgave Mugman for the aforementioned murder attempt because "[he] would have done the same in [his] situation".

Elder Kettle

Voiced in English by: Joe Hanna^{Other Languages}

"BOOOOYS!"

Cuphead and Mugman's caretaker who usually has to deal with their shenanigans both at their home and outside of it.

Achievements in Ignorance: In "Roadkill", he manages to tame a cat into a gentle house pet, completely unaware that said "cat" is actually the Devil!
Adaptational Jerkass: Comes off as far more of a Grumpy Old Man in the show than in the game.
Adaptation Dye-Job: He's varying shades of green in the game, but is a very light gray here.
Adaptation Personality Change: He's more ill-tempered here, and stricter on Cuphead and Mugman than he is in the game. Justified, as the two boys themselves are now extremely rambunctious, foolhardy and accident-prone, and living with them proves a constant hassle.
Ambiguously Related: He's definetely Cuphead and Mugman's father figure (Mugman says that he's been taking care of them since they were babies), but they never call him "Dad," "Grandpa," "Uncle" or anything else that would imply that they're related.
Ascended Extra: In the game, he mainly provides a reason for Cuphead and Mugman to be able to use the Peashooter ability, and plays little role in the game outside of being the Big Good. In the show, he gets involved in Cuphead and Mugman's antics much more regularly, and is largely the focus character of "Dirt Nap" and "Say Cheese!".
Berserk Button: He really doesn't like his embarassing Diaper Baby ads being brought up; expect him to burn down any he discovers.
Blind Without 'Em: He's revealed to be this in "In Charm's Way", when losing his glasses means he can't even tell the difference between the real Cuphead and Mugman and two trash dummies they left on the couch.
Caring Gardener: He takes much care and pride in his vegetable plot and is seen frequently tending it.
Cloudcuckoolander: Kettle is a little eccentric in his old age, resorting to juvenile pranks to spite the boys, and one time, he thought The Devil was a cat.
*Crack!* "Oh, My Back!": This happens to him occasionally, most notably in "Root Packed," where he hurts himself while singing (and he says the trope name to boot). Even Ms. Chalice falls victim to this in "Joyride" while possessing him.
Didn't Think This Through: As one of his traps for the boys in "Dirt Nap", he greased the staircase. He somehow didn't think that he would slip on said stairs when he charged down with his weapon drawn, resulting in him falling down and triggering every other trap he has set up.
Disabled in the Adaptation: He wears glasses, and is Blind Without 'Em, as opposed to his game counterpart who doesn't have any.
Don't Tell Mama: Cuphead and Mugman are willing to face down angry mobs, various crooks, and the Devil himself, but they're much more afraid of Elder Kettle finding out about the trouble they're in than any of the dangers they face on the Inkwell Isles.
The Dreaded: While he is genuinely a fond caretaker, his wrath is scary enough to prospect that not only are the boys and Ms. Chalice afraid of him, but the entire angry mob that shows up at his cottage in "Charmed and Dangerous" agrees to take their scuffle outside in order to avoid waking him up. Granted, that was Played for Laughs. This is also seen with his fight with Werner Werman, as the rat sees he is not dealing with an amateur. And when his temper is pushed too far, well...
Dub Name Change: He has a different name in some of the dubs, note that most of these translations have the boys calling him "Grandpa" despite him not being stated as such in the original dub. Likely since "Elder" has no appropriate translations in these other languages.
- In French, he is known as "Papy Bouilloire" (Grandpa Kettle).
- In German he's called "Opa Kessel" (Grandpa Kettle).
- In Italian, he is called "Nonno Bricco" (Grandfather Pot).
- In Portuguese, he is known as "Vovô Chaleira" (Grandpa Kettle).
- In Swedish, he is known as "Farbror Kanna" (Uncle Pot).
Embarrassing Old Photo: He is very much embarrassed by his Diaper Baby ads; so much so to the point that he burned every billboard of it that he saw.
Freudian Excuse: He had a rough childhood due to the constant mockery he received because of an advertisement for diapers featuring him as a baby, which somewhat explains why he completely loses it when Cuphead and Mugman remind him of it.
Good Luck Charm: He has a "lucky tire" and hates when Cuphead and Mugman play with it. In fact, he has many objects that he holds dear, such as his radio, cookie jar or shears.
Grumpy Old Man: While it's downplayed as he still a caring caretaker for the boys, sometimes he can be pretty temperamental toward everything, especially to their antics.
High-Pressure Emotion: Considering he is a kettle, it's a given that he sometimes boils when angry.
His Name Really Is "Barkeep": According to his old Diaper Baby picture ads, Elder Kettle has been his name since he was born.
Hoist by His Own Petard: A comical one when he falls for every single trap he sets up for the boys in "Dirt Nap" after a Staircase Tumble.
Jerk with a Heart of Gold: A strict old man, but he cares about the boys.
Locked Out of the Loop: He has no idea The Devil is after Cuphead's soul and the brothers want to keep it that way. The only time he meets the Devil, he runs him over and even then, Kettle thinks he's a cat.
Non-Mammalian Hair: On a normally inanimate object, no less! Which he gets waxed on a weekly basis.
Not So Above It All: He is one of the wisest and put together person on Inkwell Isle, and the cups often go to him for advice, but there's a reason that Cuphead and Mugman view him as The Dreaded. He has a tendency to snap, and he behaves oddly violently.
Parents as People: Altough he is a well-intentioned parental figure to Cuphead and Mugman, he sometimes let his greed and love for his belongings go before them. He also likes to play tricks on the boys as payback for their own.
Poor Communication Kills: In "Dirt Nap", Elder Kettle is gradually overcome with paranoia after overhearing conversations between Cuphead and Mugman which made him think they were going to murder him and bury him in the backyard. He eventually resolves to get them first, booby-trapping the whole house and gearing himself up with his old soldier uniform and weapon. They were actually talking about Mugman's dying pet worm.
Pyrrhic Victory: He successfully prevents Werner Werman from stealing his cottage...at the cost of the near-complete destruction of the cottage itself.
Retired Badass: Was a decorated war hero in his younger years. He even get to use his battling experience against Werner.
Cuphead: This is no ordinary varmint!
Elder Kettle: Well, this is no ordinary kettle!
Senior Sleep-Cycle: Is old and regularly seen to be taking naps during the day, plus he can fall asleep during conversations, as seen when he's suspicious of Cuphead and Mugman being up to something... because they were being too nice. He still nods off anyway.
Skewed Priorities: He has a tendency to prioritize the safety of his possessions and his cottage over everything else. Mugman wants to mutilate Cuphead with the garden shears? Not with his shears, thank you very much!
Sweet Tooth: He's very fond of cookies and tries to eat Cuphead and Mugman while they have been transformed into sweet treats.
Tender Tears: He can't help but cry when Cuphead and Mugman start acting like the well-behaved kids he wish they were...made more sad by the fact that he is actually talking to dummies and the real boys flew away.
"Well Done, Dad!" Guy: In "Dirt Nap", as he starts believing Cuphead and Mugman (who he at least acts as a father figure towards) find him "gross and old", he does everything to impress them and prove them wrong, without much success. It turns out they already respected him and he just misinterpreted the conversation he overheard from the boys.
Who Names Their Kid "Dude"?: "Elder" is apparently his actual first name, if an old ad showing him as a baby in "Say Cheese!" is any indication.
Would Hurt a Child:
- Played for Laughs. He sets up an astonishing range of booby traps to get the boys when he thinks they're about to kill him off. They all backfire on him spectacularly when he himself accidentally triggers them all.
- He also doesn't hesitate to chase the boys with a fire poker when they don't stop laughing at his "Diaper Baby" photo, blackmail him with said photo, and then destroy the camera by accident.
You Are Grounded!: How he greets Cuphead and Mugman upon their return from prison in "Jail-Broken"? By announcing that they are Grounded Forever. Although he might have been hyperbolic since the punishment seems to be forgotten in the next episode.

Ms. Chalice

Voiced in English by: Grey DeLisle^{Other Languages}

"This chalice is nothing but trouble!"

A friend of the brothers who likewise tends to become involved in their misadventures.

Adaptational Angst Downgrade: In the games, Ms. Chalice is troubled by being stuck as a ghost, and the Delicious Last Course plotline happens because of her finding a temporary solution in the Astral Cookie, and looking for a permanent solution. Chalice has no such problem in the show and even when it's revealed she really is a ghost, she can switch between her astral and corporeal form at will.
- Then, it's revealed that she's only got that ability from a Deal with the Devil after getting hit by a streetcar
Adaptational Angst Upgrade: In this continuity, it revealed that Chalice used to live in an abusive orphanage and was left homeless after she decided to escape.
Adaptational Attractiveness: Downplayed. Not that her game counterpart isn't cute or anything, but the show gives Chalice a few more feminine details, such as thicker eyelashes, distinct gloves, etc.
Adaptational Distillation: In the Delicious Last Course, Mrs. Chalice can switch between her astral and corporeal form by the use of the Astral Cookie, taking the place of whichever cup brother the player is currently controlling. In the show, she can switch between her ghost and corporeal form at will.
Adaptational Jerkass: This is likely in an attempt to show the "inquisitive and zany" aspect of her character according to the art book of the game. Thus, she’s more of a grifter and troublemaker here compared to in the game, where she was (at least as the Legendary Chalice) the Greater-Scope Paragon.
- In The Delicious Last Course, while she tricks the cups into switching with her, it's primarily to show off the Astral Cookies' powers and explain her plight and she willingly abandons trying to bake the Wondertart when Saltbaker reveals it requires a living soul to bake, while Chalice here ditches the boys and lets the police arrest them for her own mistake, although reluctantly.
Adaptation Deviation: The entire story of The Delicious Last Course is driven by the fact that Ms. Chalice has no body and wants to return to the physical plane, retrieving ingredients across the fourth isle to bake the Wondertart that will give her a body permanently without switching out with anybody by using Astral Cookies. Here, she has a body of her own and can turn into a ghost and back at will. Additionally, while she died as a war hero in the game, Chalice in the show is killed by a streetcar after being run over.
- Also, it was implied in the original video game that Chalice was a heroine of the Inkwell Isles and one of the members of the Order of Calix Animi. Here, she has no connection with the Order, instead being raised in an abusive Orphanage of Fear until she escaped and ended up getting run over and getting her deal with the Devil in exchange for her life.
Adaptation Explanation Extrication: Ms. Chalice is a Lovable Rogue ghost that fears getting busted by the populace or thrown in jail. This wariness had more justification in the games, where it was demonstrated the ability to imprison and otherwise harm undead souls was actually possible, though no such magic is yet established in the show, with Ms. Chalice even displaying the power to surf easily through solid entities and change between solid and spectral forms at will unlike in the games, rendering her fear of mortal punishments as an Absurd Phobia...until it's revealed in Season 3 that the whole reason she can switch between solid and spectral forms at will is because she struck a Deal with the Devil after being run over by a streetcar and dying, and if she doesn't repay him, he'll strip her of her powers, which would kill her for good.
Affectionate Nickname: Chalice occasionally refers to both Cuphead and Mugman as "Ding-Dongs", which she picked up from Cuphead when he chewed Mugman for introducing themselves as dummies. Though she eventually calls them by their actual names a bit more later on.
Age Lift: She's a full grown woman, albeit as a ghost in the game, and she only appears to be about Cuphead and Mugman's age because she temporarily possesses their bodies. Here, she appears to be exactly their age, both in her living and ghost form.
Body Surf: Similar to her game counterpart, she can do this to the boys and other people as a ghost, albeit in a more traditional sense and not involving the Astral Cookies.
Character Development: Her friendship with the cup brothers seems to help her change for the better. In her debut episode, Chalice reluctantly leaves Cuphead and Mugman behind to be arrested rather than get in trouble with the cops herself. Her second appearance has her confessing she genuinely missed the two of them and while she does lie to them in the episode, this time when the consequences of her actions catch up to her, she fights off the mob rather than abandon the brothers again, even revealing her ghostly secret to them. She isn't as troublesome to the boys in the episode Dead Broke and comes across as less manipulative than her previous appearances (though she does pull a couple spooky pranks on them and makes them pay her to talk about her ghostly abilities.) They all agree to the scamming scheme together (Cuphead is the one who came up with the idea) and this time Chalice isn't the one to put them into trouble, being attacked by the other ghosts instead. Finally, in "The Devil and Ms. Chalice", she can't bring herself to sell the boys out to the Devil when he asks her to as repayment for striking a deal with him to bring her back to life, telling them about the Devil's plans and how she got her powers in the first place.
The Charmer: She charms her way into getting what she wants.
Childish Tooth Gap: Sported one when she was young.
Conveniently an Orphan: Season 3 reveals that she's a runaway orphan due to the unpleasant orphanage
Cruel and Unusual Death: She's subjected to this by the Devil with how he turns her into dust temporarily as a threat if she can't return the favor of their deal by getting the cup brothers' souls.
Cute Ghost Girl: Similar to her game counterpart, the Season 1 finale reveals her to be this as she can shift back and forth between her living and ghostly forms. Bonus points for being much younger than her game counterpart. Though when asked if she's a real ghost in Season 2, she only tells the boys they're half-right and doesn't elaborate further. It's outright confirmed in Season 3, where it's revealed she really is dead and she struck a deal with the Devil to come back to life.
Dark and Troubled Past: She used to live in an abusive orphanage where no fun was allowed before eventually deciding to escape. And while she became a homeless child in the process, Chalice managed to live through it by charming people into giving her what she wanted on a daily basis.
Dead All Along: Played With. In the season 1 finale, she turns out to be a ghost. When the boys ask about it, Chalice only answers that they're half-right about her being a ghost. Season 3 reveals that she truly died by being run over and subsequently made a Deal with the Devil in order to be brought back to life. He clarifies that she still is a ghost, just one who has the ability to take on a living form.
Deal with the Devil: After her untimely demise, she agreed to do the devil a favor in the future in exchange for being revived. When he comes to cash it in, demanding she trick Cuphead and Mugman into signing soul contracts, she can't bring herself to go through with it.
Death by Irony: She died by dancing on the road and being run over by a street car, as she sang about how she's only going to look out for number 1.
Dirty Coward: Abandons Cuphead and Mugman to the cops after she got them in trouble with them in the first place. Though only reluctantly, and she is visibly unhappy when she does so.
Ms. Chalice: Sorry, boys. I like ya, but not enough to tango with the cops.
Easily Forgiven: In the first season finale she reluctantly leaves Cuphead and Mugman behind to be arrested while she escapes. In her next appearance, all it takes for the two to forgive her is to remind them the cookies she got them were pretty good.
Everyone Has Standards: Alongside Mugman, even she's exasperated when Cuphead is foolishly tempted to gamble at the Devil's casino after everything they've been through to get themselves free from his debt.
The Friend Nobody Likes: Without her charms, people seem to outcast her when they realize they'd fallen for her schemes, with the boys as her only close friends. And even then, she tends to indirectly put them into trouble by her antics, such as getting them locked up in jail and attracting an angry mob to their cottage, much to their annoyance. However, she does get a bit better later on.
Happy Dance: Invoked. Her primary method of charming others is to tap dance in front of them with a big old smile on her face.
Informed Attribute: The opening's lyrics indicate she is someone more sensible who will help Cuphead and Mugman in their antics and to stay on track, but in her actual appearances, while smarter and more focused than them, she is shown to be manipulative and has a tendency to get them into trouble. This could very well be intentional to hide her Adaptational Jerkass tendencies until she finally makes her first appearance.
It's All About Me: She shows shades of this, at least; she regularly manipulates other characters for her own benefit and throws Cuphead and Mugman under the bus. Granted, she didn't seem happy about the latter and eventually makes an effort to apologize to them after they escape prison.
I Just Want to Have Friends: She admits that she actually likes being around the cup brothers (even though she usually doesn't like company), which seems to have surprised her and makes her come back to visit them whenever she feels like it.
I Work Alone: Prior meeting with Cuphead and Mugman, Ms. Chalice prefers to be alone and doesn't like to have friends around during her little "act".
Ms. Chalice: One thing you gotta know about me boys; I get by without partners, without friends, without anyone or anything! This is a solo act, a one-person show.
Jerk with a Heart of Gold: Ms. Chalice is a con who's willing to manipulate anyone to get what she want. However, when the boys manage to befriend her, she's capable of showing her nicer side. Additionally, she made an effort to apologize to the boys about their imprisonment after they return home, if it's a bit shallow. She claims the real reason she's hanging out with the two at their cottage is because she missed them, not because an angry mob was after her. Then it's revealed there is an angry mob after her, but she was telling the truth about having fun with them.
Laser-Guided Karma: In "The Devil & Ms. Chalice", as a result of having marbles in her pocket, she begins to trip and fall over and owe The Devil her soul (although luckily didn’t get it taken away), however, it’s hard to not say she deserves it due to her selfish behavior and conning.
Last Episode, New Character: She makes her debut during "In Charm's Way", the last episode of Season 1.
Little Miss Con Artist: In spades. She uses her tap dancing and cute charms to manipulate everyone around her into doing whatever she wants, as well as getting away with stealing.
Lovable Rogue: She may have zero qualms with conning people, not that it stopped viewers from enjoying her.
Lovable Traitor: The fact she backstabbed Cuphead and Mugman didn't mean audiences stopped liking her.
Manipulative Bitch: In conjunction with being The Charmer, her lifestyle revolves around playing off of the empathy of others to get them to give her stuff. She disguises herself as a beggar to trick a policeman (who was chasing her down, no less) into giving her some spare change and later fakes being hungry to a hot dog vendor so he'll give her an excess of hot dogs, which she uses to bribe her way to the front of a line to a movie theater. As for the "Bitch" part, she leaves Cuphead and Mugman out to dry when the cops show up to arrest all three of them (even if that was reluctant).
Morality Pet: The cup brothers are this to her, as they're the only one who able to bring her good side outside of her charming schemes.
Never My Fault: When the people she charmed in "In Charm's Way" start to catch onto her schemes and go after her as an angry mob, Chalice just casually brushes it aside, thinking that they've got a problem with that.
Nice Job Breaking It Heroine: She accidentally flips the silent alarm in the cookie factory she, Cuphead and Mugman broke into, leading to the latter two's arrest.
Nightmare Face: As cute as she appears to be, Chalice is surprisingly capable of pulling off this face as a ghost.
Only Friend: With her loner mentality and taking note on how people seem to hate her guts outside of her charms, Cuphead and Mugman appear to be her only trusted companions and close friends. Chalice even refers to them as such at one point.
Orphanage of Fear: Started out in one before she escaped.
Satisfied Street Rat: She appears to be pretty content with living her life on the streets once she figures out how to charm others into giving her what she wants.
Shadow Archetype: Cuphead and Mugman are a pair of troublemakers but their antics are usually limited to well meaning youthful mischief. Ms. Chalice not only crosses the line into illegal deeds, she tap dances on it, using her charm and quick wit to get what she wants and make a quick getaway. And to Cuphead specifically, he's living on borrowed time as The Devil lays claim to his soul while she is a ghost who one could say is living on stolen time. Ironically, when Cuphead's already free from the Devil's debt due to expiration, Chalice retroactively reveals she owes the Devil a favor for bringing her back to life.
The Smurfette Principle: The only major female character in Season 1 (and even then she's introduced in the last episode). Season 2 introduces more female characters such as Baroness von Bon Bon and Cala Maria as the Villain of the Week of their respective episodes, but Chalice becomes the only recurring female character.
Tertiary Sexual Characteristics: She has prominent eyelashes.
Token Evil Teammate: While not evil per se, Ms. Chalice is easily has the most dubious morality when compared to Cuphead and Mugman. Even Cuphead has some sense of self-restraint at his worst.
Toxic Friend Influence: After the boys befriend her, Chalice is more than happy to encourage them to be a charmer like her alongside inviting them to whatever schemes she has in mind.
Unwitting Instigator of Doom:
- There was no malicious undertone when she was giving the boys access to the cookie factory. In her rampant switch flicking, she activated the silent alarm by accident when turning on the place's power.
- It happens again in "Dead Broke", when she unknowingly chooses a house that's actually haunted as a target for the trio's "ghost-remover" scam. This ends with her and the boys getting threatened with getting trapped in a painting for one hundred years.
Voices Are Mental: Averted. When Chalice possesses other people, their voice remains intact with the only way to find out whenever that person is possessed by Chalice is either to spot her quirkiness or if they act differently from their usual self.
Walking the Earth: Chalice doesn't like to stick around in one place for too long and prefers to be always on the move, which is why she doesn't always stay with the boys, though she occasionally visits them from time to time. It's because she's a homeless street kid and has nowhere to go.
Wise Beyond Her Years: Being a kid doesn't stop her from being a decent Manipulative Bitch. Also, season 2 reveals she knows how to drive.

Antagonists

The Devil's Forces

The Devil

Voiced in English by: Luke Millington-Drake^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/the_big_d_cupheadshow.png

"Ooh, I love it when they run!"

The, well, devil. He's the ruler of the underworld and very much feared around the Inkwell Isles.

10-Minute Retirement: The Devil briefly becomes so despondent at the fact he can no longer legally claim Cuphead's soul that he stays cooped up in his room, barely able to will himself to insult Henchman when he comes to check on him. One terrorizing of a defenseless city later, though, and He's Back!.
Accidental Murder: Played for Laughs. After summoning his best demons to combat Cuphead and Mugman, he accidentally kills them in a fit of anger by reducing them to ash. He does the same again a second time and is stuck with his third finest demons.
Accidental Public Confession: When Cuphead winds up zapping him with his own trident one too many times, The Devil lets it slip to Cuphead how his soul debt has expired and his soul can no longer be claimed in a fit of rage. Doesn't stop him from kidnapping Mugman, though.
Adaptational Achilles Heel: In the games, the only real way to defeat The Devil was to grow strong enough to beat him up. The show gives him a few more weaknesses:
- Brotherly love, or at least the invisible sweater Mugman knits for Cuphead, leaves the user completely invulnerable to The Devil's power, and even shocks him if he so much as pokes the person.
- It's implied that a good deal of The Devil's power in the show comes from his pitchfork: When it gets stolen by Cuphead and Mugman in "The Devil's Pitchfork", The Devil finds himself unable to do anything but ask for the boys to give it back to him, with predictable results. In the games, the pitchfork was just a tool The Devil used, with Old Scratch being as strong without it as he was with it. A clip explains that the pitchfork holds half of the devils magical power and gives him the power to control fire and teleport; he doesn't need it for shapeshifting, however.
- His soul contracts also get hit with this; in the games, there's no time limit as to how long a soul can be left unclaimed, while in the show the soul debt officially expires if 30 days go by with the soul being unclaimed.
Adaptational Badass: Played with. The Devil's no more powerful than he is in the game, but since none of the other characters have been seen to have the zanier powers or transformations displayed in the game (bar Grim Matchstick having three heads by default), he comes off as a much bigger threat when he gets serious. However, half of his powers come explicitly from his pitchfork; when he loses it in "The Devil's Pitchfork", he can't teleport, shock things, shoot fire, or do anything until he traces back his steps and tries to get it back from the Cup Brothers. This is unlike the games, where his pitchfork is just a tool he uses and one he doesn't even need to be imposing.
Adaptational Comic Relief: While he's no less dangerous, he's played much less seriously here than he was in the game, being much more overtly pompous and bombastic.
Adaptational Context Change: The reason why he's hunting down Cuphead and Mugman; in the games, it was because the brothers lost a game at his casino and now owed their souls to him, while in the show, it's because Cuphead lost at Soul Ball and had his chance to steal his soul foiled by Mugman.
Adaptational Curves: A non-Fanservice example. He has very pronounced hips that he lacked in the video game.
Adaptational Personality Change: He was more like a devious and unsettling loan shark in the game, while he's a hammy and flamboyant schemer in the show.
Adaptational Villainy: Granted, this is the Devil we're talking about. But in the game, we only ever see him want to steal the souls of those who owe it to him from a deal. Here, we see him steal thousands of souls during his introduction using games and machines that don't properly convey their true nature to those that use them.
Adaptation Dye-Job: Despite having a black nose in the Video Game, his nose is red here, presumably to stand out better against his face. He also now has permanently red irises and yellow horns and claws, unlike his game counterpart, where they're usually black and white respectively, and only change colors during the second phase of his battle. His fur also has a blueish tint rather than pitch-black like in the game.
Adaptation Relationship Overhaul:
- Practically every boss in the game owed their souls to The Devil, but there's no indication he's ever met before in the show.
- In the game, the Cup Brothers both owed him their souls due to Cuphead losing at his casino. In the show, his grudge is almost entirely focused on Cuphead, with him only really noticing Mugman's existence when he helps him foil his schemes or when he kidnaps him to break Cuphead's spirit.
- Additionally, The Devil has no relation with Ms. Chalice in the game aside of turning her into Ms. Malice while in the show, she owed a deal with him in order to get herself back to life.
All for Nothing: In "Release The Demons!", after the Devil loses his top three ranks of finest demons to get Cuphead, Stickler explains that the soul contract has expired, thus making the entire campaign for naught.
Animal Motifs: He's occasionally compared to a cat. Between Cuphead calling him "a large cat-man" in Sweater Luck Next Time, Cup Rogers' arch enemy being "the evil Cat-Man" and the entire episode Road Kill, where Elder Kettle mistakes him for a cat he names Mrs. Meow Meow.
The Anti-Grinch: Contrary to most expectations, the Devil loves Christmas. And he loves it because it gives him so many joyous holiday moments... to ruin and cause mischief. And he loves the idea of being given Christmas gifts. The only thing he hates about Christmas is actually being nice and jolly, which he is forced to do as Santa, in order for him to be on the Nice List to be given a toy train.
Arc Villain: While the show's main antagonist in theory, in practice, he only shows up in episodes related to the plot of Cuphead owing him his soul. In fact, thus far, the Devil isn't even mentioned in episodes that don't pertain to this plot thread.
Ascended Extra: He appears with much more frequency in season 3 than in the prior two seasons, almost to Deuteragonist levels.
Assumed Win: When Cuphead inevitably loses his impenetrable invisible sweater, the Devil believes he could easily nab the cup's soul anytime. But by the time the second season kicks in, he is still unable to get his soul and even starts losing his mind about it. Worst of all, Cuphead's soul contract has expired a day after his latest attempt, which prevents him from claiming his soul altogether.
Bad Boss: A Played for Laughs variant.
- He gives no credit to his employees when he throws a party celebrating his hard work and dedication. One of the staff members mentions they haven't had a break in over 3000 years.
- He "accidentally" blows a hole through Stickler's soul-collection audit book out of spite of constantly being reminded that he missed collecting Cuphead's soul and forces him to rewrite the entire list from scratch, just to buy himself some time before Stickler finds out he'd been lied to.
- In "Release the Demons!", he accidentally (and casually) kills several of his demons during his tantrums about how Cuphead pisses him off. He later tries to kill Stickler out of annoyance, though that fails because he was wearing a protective sweater.
- Season 3 has him blasting any imp who annoys him into a pile of ash.
Bad Liar: He tries lying to Stickler that he managed to steal Cuphead's soul. He didn't seem to buy it.
Benevolent Boss: Oddly enough, he consistently thanks Henchman for his contributions and doesn't threaten him much, even if his thanks are rather clearly not straight praise most of the time.
Berserk Button: Because of the Devil's constant failures of getting his soul, any mention of Cuphead or, indeed, cups makes him scream with rage and set things on fire.
- It’s also a bad idea to laugh at him or mock him. It will make the Devil burn you alive or try to attack you.
Beware the Silly Ones: As goofy as he is, it's easy to forget that this is the Devil, at least until he steals your soul or gives a You Have Failed Me speech to King Dice. And woe betide anyone who plays with his pitchfork... He also brings his nightmarish might to bear when threatening Ms. Chalice into bringing the brother's souls to him, employing some choice threats and horrifying demonstration of Rapid Aging.
Big Bad: As the widely feared ruler of the Underworld who schemes to collect Cuphead's soul, he naturally holds the title of the show's main antagonist.
Big Red Devil: He's got a tail, horns, pointy ears, and a pitchfork. Also, -- the "Devil" part is in his name.
Boomstick: His pitchfork can unleash fire from its tip, as well as lightning, which is shown when Cuphead repeatedly zaps The Devil while trying to give him the pitchfork back.
Break the Haughty: He has a high opinion of himself, not that the writers seem to feel the same way. This is especially the case in season 2. His constant failures to snatch Cuphead's soul start driving him mad to the point of losing his mind over anything cup-related.
Breath Weapon: When he turns into his draconic form, he shows the ability to breath fire; first using it against the Cup Brothers in the series premiere and then on a random city while trying to cheer himself up.
Broken Win/Loss Streak: From the start of Season 1 all the way to the end of Season 2, The Devil has been constantly foiled in his attempts to claim Cuphead's soul, either by the brother's sheer luck or his own laziness and stupidity. He finally achieves a proper victory in "The Devil's Pitchfork", where he kidnaps Mugman while Cuphead isn't looking and takes him into the Underworld.
Burning with Anger: He can literally set things on fire with his anger. He accidentally incinerates his first and second-finest groups of demons due to this.
Card-Carrying Villain: He's evil, and he wants you to know it, threatening Henchman in his Villain Song to make sure that the other demon agrees he's "a real naughty boy". He also takes great pride when the residents of Inkwell Isle scream and run away at the sight of him.
The Devil: My fans, they love me.
Characterization Marches On: In the first episode, he threatens Henchman to admit he's "a real naughty boy". When he attempts to correct him later, he bonks his head. However, in later episodes, the Devil never lays a finger on him and the worst thing he does is either yell at him or simply reply with a sarcastic "Thank you, Henchman".
The Comically Serious: As much as a goof as he can be, even he can't hold a candle to how wacky and hyperactive Cuphead is and briefly becomes this when interacting with the boys. Then there's how seriously he takes painting the fence. This continues into the third season where he gets a couple Go-Karting with Bowser moments where the humor comes from him being incredulous at how ridiculous the boys are.
Danger with a Deadline: "Release the Demons" reveals that, unlike the game, his contracts have expiration dates, meaning he has to collect a soul before the deadline or forfeit the deal.
Dark Is Evil: He is a Card-Carrying Villain with black fur.
Deadpan Snarker: A downplayed example as he has about a few sarcastic moments.
The Devil: [after seeing Cuphead play "SOUL BALL" without losing the game and his soul] Ugh, terrific. Looks like we have a real show-off.
Deal with the Devil: Unlike in the game, here he can trick people into offering up their soul to him without them realizing what happened until it's too late. For example, his carnival games in the first episode will steal your soul if you lose, but there's nothing on the machines themselves to actually say that.
Demoted to Extra: While he's the game's main antagonist, the Devil isn't mentioned in the show outside of the episodes in which he takes on a prominent role. He only appears in half of the first season's episodes and goes from the overarching villain whose actions pushes the entire story to the most recurring villain in the show, with plenty of episodes lacking his presence. Moreover, in the second season, he only gets the spotlight twice. However, in Season 3, he becomes much more prominent again, appearing with a major role in nearly every episode this season and even getting his own centered episode.
Determinator: Zig-Zagged. He just doesn't stop trying to get Cuphead's soul, but (aside from the first episode) he always relies on the others and never bothers to do it himself until Stickler nags him about it. And the moment Cuphead wears the invisible protective sweater, well... it becomes personal and he makes multiple attempts to do so despite getting zapped several times. Mugman once even told him to just give up trying to do so. However, this leads to...
Detrimental Determination: Even when he loses his official claim to Cuphead's soul in "Release the Demons!", the Devil refuses to give up on the idea of claiming it, leading to repeated humiliation even when everyone around him points out how much easier it would be to just let it go. This ultimately culminates in the Devil humiliating himself in front of all of Inkwell Isles when Cuphead challenges him to Rock–Paper–Scissors and keeps losing, leading to a Best Out of Infinity scenario which only goes on as long as it does because Cuphead is an Idiot Hero.
Devil, but No God: While he is unquestionably the Devil, there is no mention of any God in the show, let alone a relationship between him and the Devil. "The Devil's Revenge" implies the existence of a heaven (not even referred by name) but that's about it.^note
Devil in Plain Sight: Literally what he is when he is wandering outside of the Underworld, notably in "Sweater Luck Next Time" where he is casually waiting in line for a carousel ride with nobody (sans Cuphead and Mugman) noticing he is the devil.
The Devil Is a Loser:
- Downplayed. While still widely feared (at least in his first appearance), he fails to get Cuphead's soul in the entirety of Season 1 even when personally doing it himself (and only doing so in the latter half because Stickler refuses to leave him alone about it), and Cuphead and Mugman even manage to con him into painting their fence for them, getting so caught up in it he fails to notice they left.
- In "The Devil's Pitchfork", it turns out his reputation has taken a hit due to not getting Cuphead's soul in season 1, with a newspaper article calling on him to step down due to not inspiring the same level of dread and evil as he once did. It doesn't help that he had spent a long time in bed sulking before seeing the article.
Dissonant Serenity: The Devil is incredibly calm, even joyous, while completely annihilating a city and its helpless citizens. This is The Devil, however, so it's to be expected.
Do Not Taunt Cthulhu: Despite his status as The Dreaded, there are times that people will try antagonizing him for one reason or another. And when those times happen, he'll happily remind them that he is The Devil. Stickler harangued him nonstop over Cuphead's unclaimed soul until the Devil had enough and blasted apart the records, forcing Stickler to go over them again. And then Cuphead decided to screw with the guy in "The Devil's Pitchfork" when he thought he had nothing to fear (Cuphead had gotten his hands on the Devil's pitchfork and also found out that the Devil couldn't claim his soul anymore). This proved to be a very bad idea as he whisks Mugman away to the Underworld instead.
Dragons Are Demonic: Like in the games, he can take on a draconic form; he first uses it to try kill Cuphead and Mugman while at the carnival, then uses it again while terrorizing a defenseless city to get back on his mojo and chasing after Cuphead and Mugman.
The Dreaded: Much more emphasized here than in the game. Once he shows up at a carnival, the patrons quickly clear out of the area. Though this is Zig-Zagged later on as people don't seem to mind his presence sometimes depending on his intention.
Emotional Powers: The Devil has a habit of unleashing extreme bursts of power when his temper flares. Which happens quite frequently.
Even Evil Has Standards: It's subtle but, surprisingly, present. He has a rather warped sense of fair play and honesty, gladly using any ability as his disposal to get Cuphead's soul, but as he points out, Cuphead did lose at Soul Ball and therefore owes his soul like anyone else at the carnival. The Devil also holds up the bargain to paint Elder Kettle's fence in exchange for Cuphead taking off the protective, invisible sweater and is incensed when the boys run off behind his back. And while he doesn't hesitate to hurt Mugman alongside Cuphead when he has the chance, the Devil never threatens to take Mugman's soul as leverage presumably because Cuphead is the one who owes him.
- Played with at the end of "The Devil's Pitchfork", he actually does kidnap Mugman so he can trade him for the pitchfork, but only after Cuphead electrocuted him repeatedly while pretending he was trying to give it back and mocked him when the Devil let it slip that he's off the hook because the deadline to collect his soul has expired, leading to the Devil to decide to just screw the rules. Even so, it seems the Devil only did that because he considers it a fair trade, trading something he finds valuable (his pitchfork) for something Cuphead finds valuable (Mugman).
- A Played for Laughs variation, but like every other denizen of the Underworld, he also cannot stand Stickler. Not for any moral reason but because the auditor is just so annoying and won't get off his back.
- In "Roadkill", when the Devil needs to bring back one soul to the Underworld to gain access to his prized possessions, even he can't bring himself to steal Elder Kettle's soul after the old man had mistaken him for a stray cat and treated him with love and kindness.
- In the Christmas Special episode "A Very Devil Christmas", he's highly unnerved by Santa Claus's Christmas ritual and goes so far as to refer to him as a 'complete psycho' to Henchman. In addition, he's genuinely appalled at the burnt to a crisp Christmas Tree in the Cups' cottage from the previous episode.
Even Evil Has Loved Ones: Although he’s a Mean Boss to Henchman (which is in of itself better than he treats most of his other minions), when the bubbles of failure (That he himself designed) start encasing everything he cherishes to encourage him to snatch a soul, Henchman is one of them, heavily implying that despite the Devil’s rudeness he genuinely does have affection for him.
Evil Brit: He's the Devil, and he speaks with a posh received pronunciation accent. It makes him stand out amongst the rougher American accents of the other characters.
Evil Has a Bad Sense of Humor: He treats the whole "Destroy an unsuspecting city with devil powers" spiel he does in "The Devil's Pitchfork" with the same glee someone would do a trip to Disneyland.
Evil Is Burning Hot: He sometimes bursts into flames when angered, and can even force it to become more intense with effort, like when he's trying to get Cuphead to take off an invisible sweater.
Evil Is Hammy: The Devil's Establishing Character Moment has him sing an "I Am" Song reminiscent of one of Cab Calloway's numbers. That should clue you in to how much ham he's bringing.
Evil Is Petty: During his Villain Song, to show how he gets "his kicks playing tricks", the Devil pops a child's balloon and steals his lollypop.
Evil Laugh: A couple times he lets out some laughter when he's in villainous mood, befitting of a Card-Carrying Villain.
Evil Wears Black: In his debut, he temporarily wears a white and black top hat a couple times. He also sports a black sleep mask in the season two finale.
Expressive Ears: His ears sometimes move downwards when he's upset or point upwards when he's angry.
Fangs Are Evil: He normally has square teeth. But sometimes he sport fangs, which can vary from long-sharpened canines to a mouth full of sharp teeth.
Fatal Flaw: Him being who he is, he naturally has a few of these.
- Pride: He's very arrogant and full of himself, reveling in watching Cuphead and Mugman run away from him which leads to him accidentally destroying the Soul Ball game and setting all the souls free. It's even later revealed he blames the duo for destroying his carnival, when it was actually his fault. He also attributes the success to the Underworld's industriousness to his hard work and dedication, and not his overworked minions. This is also the main reason he can't tolerate just letting Cuphead go: he just can't admit that he's lost.
- Wrath: When he's after something, he'll often end up burning down everything in his path to get it. This usually doesn't end up working in his favor. He ends up burning down his own carnival in the pilot episode while chasing down Cuphead and Mugman, and in "Sweater Luck Next Time", him setting the cups' fence on fire kicks off a chain of events that leads to him being electrocuted by an invisible sweater. He also accidentally incinerates his first and second best groups of demons in "Release the Demons!" due to his inability to control his rage.
- Sloth: Most of the time he's seen lazing around in the Underworld without a care in the world while his minions work assiduously on his behalf. Despite having the ability to teleport wherever he wants whenever he wants, he initially only puts up wanted posters for Cuphead rather than actually going back up himself to collect his due, which in turn gives Cuphead enough time to seek out Quadratus for protection. The only time he ever decides to take action is when something goes wrong or when Stickler harasses him to do so. Becomes even more egregious when we find out his contracts have expiration dates.
Flaming Devil: He has a stereotypically Camp Gay voice and flamboyant mannerisms. He even wears the appropriate outfit during the audition in "Cupstaged".
Foil: To King Dice, his "number one." Both are villainous soul stealers in positions of power, but while the Devil is The Dreaded and feared by the residents of Inkwell Isle, King Dice is a Villain with Good Publicity and adored by the masses. Their soul stealing tactics are exact opposites; the Devil's carnival steals the souls of those that lose the games there, while King Dice's game show steals the souls of the winning contestants. The Devil's first instinct to getting Cuphead's soul is to chase him down and attack him with fire, while King Dice only resorts to violence as a last resort. Neither of them like Cuphead, but the Devil slowly (albeit temporarily) bonds with him over their shared sense of humor while King Dice progressively hates him more and more as Cuphead continues to fail his (rigged) game show.
Gambler's Fallacy: He runs into this when he tries to keep his game of rock paper scissors with Cuphead going to try and get their souls, even though Cuphead's previous wins actually keep making his own chances of winning less likely with each game.
Giggling Villain: He giggles after getting a new idea on how to steal Cuphead's soul in "Sweater Luck Next Time".
The Grinch: Inverted. Despite what one may expect from him, he absolutely loves Christmas time. Mainly because the omnipresent festive cheer "brings out the devil in him".
Hidden Depths: Say what you will about him, but the Devil definitely knows his way around a musical number. This includes singing, playing music, and dancing. His dancing ability comes up more than once, first during his Villain Song and then when he makes a big show out of painting Elder Kettle's fence. This trait gets put on full display in Season 3 when his interests expand to include theatre acting and opera singing in "Cupstaged" and he has a full on Dance-Off with Ms. Chalice in the finale.
His Name Really Is "Barkeep": In "A Very Devil Christmas" he reveals that "The Devil" really is his full name, not just his title.
Hoist by His Own Petard: Mugman tricks him into blasting fire at his cursed carnival game, destroying it and freeing his stolen souls.
Hot-Blooded: This guy does nothing by halves, be it relentlessly hunting down Cuphead and Mugman or using his awesome powers to paint the boys' fence.
How the Mighty Have Fallen: The start of the series had him retain his fearsome reputation, with the Cup Brothers outright panicking when they see him and the citizens of Inkwell Isles running away in terror. As the series goes on and the brothers keep foiling his plans, however, The Devil slowly becomes less of a feared figure and more of an incompetent loon, to the point that by "The Devil's Pitchfork", with a newspaper critic demanding he step down because he simply doesn't command the same respect before the events of the show.
Hypocritical Humor: He calls Mugman stuffing Cuphead's soul back into his brother's body as completely unethical because the Devil stole the soul fair and square.
I Have Many Names: In his Villain Song, he lists off a few of his many aliases, including Old Scratch, Mr. S, and The Big D.
Ignored Epiphany: Even Old Scratch himself can have a brush with redemption. After being worn down from pursuing Cuphead with his protective magic sweater, he is later left making small talk with him, and eventually ends up liking Cuphead's company and befriending him... only to realize he's not wearing the sweater and excitedly revert back to trying to take his soul.
I Just Want to Be Loved: Though he's perfectly happy to be The Dreaded at the same time, more and more hints have been dropped in Season 3 that the Devil is quite starved for validation and affection (from people not named 'Henchman'). It kicks off in 'The Devil's Pitchfork' when he takes a bad review of him in a newspaper column very badly. In 'Cupstaged', he flat out admits that one of the reasons he wants to become a star is for the love from an audience of "strangers". This comes to a head in the Season 3 finale when he - in near tears - slinks away with only Henchman by his side when Cuphead eventually outwits him at 'Rock, Paper, Scissors' while the crowd lovingly cheers for the cups and Ms. Chalice.
Immortal Immaturity: At the very least he's several millennia old and presumably immortal but he certainly doesn't act like it. From time to time the Devil puts on the image of a scheming, imperious ruler (such as when reprimanding King Dice) but it tends not to hold up if he's repeatedly challenged.
It's All About Me: His top priority is himself. For instance, while Played for Laughs, he throws himself a celebration because of how well he's running his operation, and sees their most productive year as being because of his hard work and dedication, giving no credit to his employees who did the actual heavy lifting. They don't actually mind since this is their first break in "three thousand years" and go along with having fun with him.
It's Personal: Even with Cuphead no longer owing him his soul, he's made it clear multiple times that he's still going to get it one way or another due to his personal vendetta against him. Oh, and he's also after Mugman's soul as well for good measure.
Laughably Evil: While still widely feared and dangerous, the Devil ends up being one of the funnier characters, thanks to his much more goofy and bombastic personality.
Lean and Mean: He's tall and thin, and is a literal demon from the Underworld that collects souls from innocent bystanders.
Light Is Not Good: He's The Devil, wears a top hat that's mainly colored white a couple of times, and has a picture of himself wearing White Gloves. One of the ways he attempts to get Cuphead's sweater off is by resorting to light and heat, in an allusion to the sun and wind fable.
Logical Weakness: The magic sweater electrocutes him whenever he makes contact with it and prevents him from ripping out Cuphead's soul, so when Cuphead is caught without protection and Mugman has to act quickly, he pulls the sweater over the Devil instead. It not only paralyzes him and leaves him in agony, but shocks him badly enough to burn off part of his fur.
Loophole Abuse:
- It's implied that the Devil's ability to claim souls is dependent on people willingly taking part in one temptation or another that he's set up but nothing in the rules says he has to tell people what they're signing up for, which makes it easier to lure in his victims.
- He really pulled a case of this in "The Devil's Pitchfork" after Cuphead screwed him just a little too much after the Devil let's it slip that Cuphead can't have his soul stolen anymore. He may not be able to take Cuphead or Mugman's souls without a proper claim but nothing keeps him from kidnapping people wholesale, as Mugman finds out.
Mirror Character: Has quite a bit in common with Cuphead, surprisingly. They're both Hot-Blooded, rather immature mischief makers who chase thrills whenever they can (Cuphead via getting up to adventures in the Isles, the Devil by messing with the residents). They also both try to avoid work in favour of having fun (Cuphead going to the Carn-Evil instead of painting the fence, the Devil trying to enjoy his productivity party instead of getting Cuphead's soul and even taking the night off from Stickler's audit meeting to go with Henchman to the new club) and apparently share a sense of humour.
Modesty Towel: Played for Laughs during "Release the Demons!": not only does he cover himself with pink towels despite habitually not wearing any clothes, but he also wraps the towels on his head and on his chest like a woman.
Mood-Swinger: His temper is violent and (literally) explosive, but he tends to calm down or get distracted as fast as he gets angry...just in time for something else to make him mad.
Mundane Utility: He uses his powers to put on a ridiculously elaborate show of painting a fence.
Near-Villain Victory:
- In "Sweater Luck Next Time", after he discovers that Cuphead is not wearing the protective sweater, he advances on the latter and starts pulling out his soul, hoping that it will soon be his. However, he gets distracted by Mugman, who had arrived in the nick of time with the sweater and puts it on the Devil, shocking him and saving Cuphead's life.
- In "The Devil and Ms. Chalice", he won the Dance-Off against Ms. Chalice due to an inconvenience for the latter and was ready to kill her off as part of the deal, but Cuphead decides to step in to save her by altering the deal with a game of rock-paper-scissors and puts his own soul and Mugman's at risk to sweeten it up. This leads to the Devil's downfall as he's constantly losing the game and begs for more tries until Mugman decides to step in and call it quits, allowing the cup brothers and Ms. Chalice to be free from his debt.
Never My Fault: It's revealed in "Release the Demons!" that he blames Cuphead and Mugman for destroying his carnival. In actuality, it was his doing.
Nice Character, Mean Actor: While he is a Card-Carrying Villain in person, "Cupstaged" reveals he is also an inspiring actor and believes that for the public to love him, he has to play the hero.
Nice Job Fixing It, Villain: His plan to send the four horsemen to steal Cuphead's soul unintentionally ends up saving him from King Dice, as he also ends up frozen in terror by them.
Not-So-Harmless Villain:
- After having been thrown through a Humiliation Conga for the entire season (King Dice killing off his third finest demons for his own ambitions, losing control of the Four Horsemen of the Apocalypse, Stickler refusing to let him take Cuphead's soul due to his debt being expired), in "The Devil's Pitchfork" — after having his pitchfork taken from him by Cuphead — the Devil kidnaps Mugman, leaving Season 2 on a Downer Ending.
- In the third season finale, the Devil proves just how nightmarish he can be when he kills Ms. Chalice in a disturbingly graphic way as a show of intimidation before resurrecting her.
Oh, Crap!: Has this reaction after accidentally destroying the Soul Ball game at his carnival.
One-Man Army: Oh boy. And it shows with how he casually obliterates two sets of his finest demons during his tantrum alone.
Opportunistic Bastard: Chalice still owes him a favor for her resurrection and as soon as he notices that she's a friend of the cup brothers, the Devil doesn't hesitate to use this opportunity to make Chalice act as his pawn to get their souls for him.
Orcus on His Throne: Despite being able to collect Cuphead's soul whenever he wants between "Carn-Evil" and "Sweater Off Dead," he doesn't try to do so (outside of putting up wanted posters) until Stickler starts to get on his case about it. It actually has consequences for him in “Release the Demons!" where he finds out, just as he's about to personally take Cuphead's soul, that if he hasn't collected a soul he's owed within 30 days, he no longer has any claim on it.
Person of Mass Destruction: As silly as he is, he has a terrifying amount of power. In the first episode, he easily levels the entire carnival without even really trying to. A latter episode shows him capable of letting off a huge explosion of fire that levels an entire stretch of forest.
Pet the Dog:
- While it does pair with You Have Failed Me, there's no denying that replacing King Dice with Henchman, a big fan of Dice and his show "Roll the Dice", as the host of Dice's radio show is one of his nicer moments.
- While it's likely not the intention, the Devil holding a celebration party for his accomplishment does allow his workers to finally take a break from their 3000 years (according to one of the workers) of grueling work.
- He is shown to be more patient with Henchman during the second season, sometimes suppressing his feelings of annoyance.
- He thanks Henchman with genuine sincerity in his voice in "The Devil's Pitchfork" for telling him to go on a rampage topside to get back in the groove and remind people you don't mess with him after his depressive spell from missing the opportunity to get Cuphead's soul and the subsequence trashing of his reputation.
- In "A Very Devil Christmas", he offers Telephone's soul back, wrapped in a present, after claiming it in a game of Tic-Tac-Toe as part of a Celestial Deadline back in "Roadkill".
- Despite witnessing King Dice's failure first-hand in "Down & Out", he doesn't dispose of King Dice completely and instead gives him a job as his personal showman. The next time we see King Dice, he seems to be quite happy with his new position.
Phrase Catcher: Whenever he appears in a location, you can bet someone (usually the elephant citizen) will shout "THE DEVIL" in surprise.
Pick on Someone Your Own Size: He's an adult who really wants to steal Cuphead's soul, with the latter being an adolescent.
Playing with Fire: The Devil can conjure fire.
Psychopathic Manchild: Has shades of Type II and III. He's the dangerous, soul-stealing ruler of the Underworld and the show's Big Bad...who either throws tantrums or sulks away when stuff doesn't go his way and is prone to mood swings. Like most cases of Type II, he's shown to be self-centered. Additionally, he also has some childish interests, such as wanting a toy train for Christmas.
Psycho Pink: Whenever he wears clothing, there's a chance it might be pink (party hat, Modesty Towel, theater costume...) and he's the show Big Bad.
Really 700 Years Old: He's at least several millennia old, though he doesn't look like it.
Red and Black and Evil All Over: He's mostly black, is The Devil, and his eyes and nose are red.
Red Eyes, Take Warning: He's red-eyed, dangerous, and is Satan.
Revenge Before Reason: No matter how detrimental it is to him, he can't stand the idea of Cuphead getting away with his soul and continues to keep going after him well past the point of reason.
Sadist: He shows shades of this trope. In the first episode, he clearly likes watching Cuphead and Mugman run away from him in terror. He even flatly states, "I love it when they run!" and makes an Evil Laugh when he starts chasing them. He's also happy when he takes Mugman hostage and talks to Henchman about breaking his spirit.
Sanity Slippage: By the time season 2 kicks in, the Devil starts losing it over his inability to collect Cuphead's soul as the cup is living rent-free in his head. All to the point of getting worked up over anything cup-related.
Satan: Duh, he's the Devil.
Shaking the Rump: During his Villain Song in "Carn-Evil", he wears a hat and tuxedo and does his dance routine, including his twerking. Henchman, however, manages to interrupt the dance routine to tell him about the Spanner in the Works...
Shock and Awe: He can shoot electricity out of his pitchfork.
Sissy Villain: He's very hammy, has a high-pitched voice, and his mannerisms are rather theatrical and over-the-top.
Slasher Smile: While ranting about Cuphead to his second-finest demons, he eventually sports a wide, demonic smile as he talks about wanting to eat the cup’s soul.
Soul Eating: He never does it on screen, but when REALLY worked up, he threatens to eat both Cuphead and Stickler’s souls at different points. Considering most of them he’s more focused on placing them in his soul vault, he seems to save this for when people REALLY piss him off.
Soulless Shell: Anyone who owes him their soul is doomed (unless they're Cuphead) to become an empty body in a near catatonic state.
Speak of the Devil: A purely literal example! After Cuphead (unbeknownst to the Devil) takes off the protective invisible sweater, he brushes off Mugman's concern because the Devil isn't around at the time. Guess who appears right after he says that?
Spell My Name with a "The": Most of the time he's only ever called The Devil, to the extent that his name is written out as such on Santa's naughty list. The only people to break this convention are Cuphead and Mugman who each call him 'Devil' once, like it's his name.
Subbing for Santa: Santa Claus offers the Devil a desperate last option to get his gift for Christmas by merging with him, forcing the Devil to take the role of Santa for the following night, with the threat of being stuck in his body forever if he fails.
Tame His Anger: Attempted. In "Release the Demons!", he's seen opening a book about controlling one's temper. He soon begins ripping the pages out.
Throw the Dog a Bone: The Christmas Special has him undergo an even bigger Humiliation Conga than normal, being transformed into Santa and forced to be nice and charitable, with the real Santa not even committing to his end of the bargain of giving him a toy choo-choo. The end of the episode reveals that Henchman made him a deluxe sized train set, which an elated Devil plays with.
Verbal Tic: Tends to let out a short 'Oh!' when surprised by something (pleasant or otherwise).
Villain Decay: While it's downplayed as it doesn't stop him from being menacing and dangerous with how he casually kills Ms. Chalice temporarily or destroys an entire city to create a giant stage in the middle of its destruction, he somewhat suffers this enough in season 3. His plots to capture Cuphead's soul become increasingly petty and childish, finally devolving into a game of Rock Paper Scissors. Which he repeatedly loses.
Villain Has a Point: He isn't wrong in pointing out that Cuphead did lose at Soulball, so he does have a claim to his soul.
Villain in a White Suit: He wears a white tailcoat and top hat while dancing.
Villain Song: He sings his own "I Am" Song in the first episode, gloating about how evil he is.
Villain Teleportation: None of the heroes can teleport, but The Devil can, albeit only with his pitchfork.
Villains Out Shopping:
- He's in the middle of a relaxing bubble bath (complete with cucumbers over his eyes) when King Dice phones him with info on Cuphead and we see him throw a party to celebrate increased productivity in the Underworld complete with a conga line, party games and cake.
- In "Cupstaged", it is revealed he has a passion for theater; while he antagonizes Cuphead and Mugman to get his stage fame, it doesn't go beyond that.
Villainous Breakdown: He often experiences these when things don't go his way. For instance:
- He throws a colossal demonic tantrum in "Sweater Off Dead", involving him rapidly shifting into various giant and monstrous forms... before quickly settling down and leaving in a huff.
- After his pitchfork is stolen by Cuphead and used to heckle him relentlessly, he inadvertently blabs he can no longer claim his soul. Realising how low he's sunk and that he can't even attack his Arch-Enemy, he breaks down sobbing. Cuphead makes the mistake of kicking him while he's down however and he takes a nastier turn.
Villainous Friendship: While friendship may be too far, the Devil does seem to value Henchman's companionship on some level, with Henchman being the only one who cares about the Devil's wellbeing and the only demon who the Devil confides in and never seriously threatens in any way.
Villainous Valor: The Devil only cares about getting Cuphead's soul as he believes Cuphead lost it fair and square at the carnevil. The Devil can't outright kill Cuphead without losing the soul and generally underestimates Mugman because Mugman is of no value to him since he never forfeits his soul in a bet. He only takes Mugman as a hostage because Cuphead took his pitchfork and refuses to give it back.
Voluntary Shapeshifting: He can transform into most anything, including a human, a giant spider, or even a hot dog cart. He seems to lose control of this ability when he gets ''really'' mad, though.
Would Hurt a Child: Trying to shoot Cuphead and Mugman with fire? Not an issue with him. As for Ms. Chalice? Well... You wouldn't want to know.
Wreathed in Flames: When he’s angry, he tends to create an aura of fire around himself, sometimes to the size that it burns down anyone or anything around him. This is also one of the powers he keeps without his pitchfork, too, despite needing it to shoot fire.
Yellow Eyes of Sneakiness: Sneaky and has yellow sclera (i.e. part of the eye).
Your Soul Is Mine!: He outright states that collecting souls is his "greatest obsession", and is particularly obsessed with Cuphead's. He can also create devices that can rip them out, like the "Soul Ball" game at the carnival. However it's implied to be conditional so he can't just steal souls whenever he likes and needs some kind of claim to pull it off. "Release the Demons" also reveals that any claim he makes on a soul is temporary and can lapse, denying him any ability to take the soul for himself if he doesn't claim it within 30 days.

King Dice

Voiced in English by: Wayne Brady^{Other Languages}

"Who will be the first lucky contestant to... Roll the Dice?"

The Devil's so-called right-hand man.

Adaptational Comic Relief: He's much more amusing and much less imposing than his game counterpart with his humiliating defeats played for laughs.
Adaptational Job Change: From manager of the Devil's Casino to host of a radio game show. Though by season 3 finale, it's implied that he gains the former job with the casino being newly-opened.
Adaptational Wimp: Compared to his intimidating presence in the game, where it's easy to see how he could be the Devil's right hand man, in the show King Dice's position as the Devil's Number One is implied to be self-proclaimed. While the Devil is also made a more comical figure, he's still incredibly powerful, whereas King Dice is just a regular guy who relies on manipulation to win and both of his appearances end with him bested by complete accident. That said, he can still create card minions at will, and given that he still has this ability even after being fired by the Devil, it seems to be his own.
Adaptation Dye-Job: He has silver eyelids and black buttons here, although they're purple in the game.
Allegorical Character: No longer one for gambling in general, here King Dice represents rigged games shows that lure in rubes with the promise of great prizes while taking advantage of them.
Always Someone Better: In an odd way, both of his direct encounters with Cuphead turn out this way.
- In Roll The Dice, he had a continuous streak of good luck with Cuphead ending up at his show, the light selecting him as the next contestant, and him unknowingly putting Mugman into a position where he couldn't help his brother. Cuphead however managed to have even greater luck in the end when he loses a game rigged to always win.
- In Down & Out, he comes up with a plan to manipulate Cuphead by propping him up as his manager and then betray him by tricking him into signing his soul over to the Devil. Cuphead, however, manages to be an even sleazier backstabber, betraying him first by using his musical talents to draw a large crowd, then dropping Dice in favour of Mugman's ventriloquism act.
Assumed Win: After realizing he has Cuphead on his show, he makes the mistake of calling the Devil first hand to assure him he's got the soul he wanted. When Cuphead inevitably escapes, King Dice is left explaining for himself, due to the Devil not being happy about his broken promise.
Back for the Finale: He appears in the final episode as the announcer and conductor for the Devil and Ms. Chalice's dance-off.
Bad Liar: Tries to lie to his audience and Cuphead that the latter didn't lose at the final round of "Roll the Dice", although he clearly experienced an Epic Fail. None of them believed him and this caused them to realize his show was rigged.
Bitch in Sheep's Clothing: Dice maintains a facade of friendliness and charm to cover up his true nature as a self-absorbed slimeball whose purpose is to trick the contestants on his gameshow to forfeit their souls to the Devil.
Briar Patching: He eliminates the Devil's 3rd finest demons (by elimination) by tricking them into destroying each other. He tricks a pair of demon scorpions into killing a demon spider and then tricks them into killing each other by goading them to attack him.
Break the Haughty: Is arrogant, and on the receiving end of humiliating defeats. By the time Cuphead and Mugman meet him again, well, he could not be more desperate for another shot at stardom.
Bright Is Not Good: He dresses in purple and he's The Dragon to The Devil.
Casting Gag: King Dice is a game show host here, and he's voiced by Wayne Brady, the current host of Let's Make a Deal (a show that, funnily enough, does use a pair of dice for some of its games).
Crouching Moron, Hidden Badass: Zig-zagged. King Dice doesn't really manage to get anything done right, and usually fails in some humiliating manner, but his (former) position as Number One implies that he usually gets the stuff done. Despite failing to get Cuphead's soul, he's shown to be rather good at charming and deceiving others. He's originally well regarded as the host of a popular radio show and he does manage to trick the Devil's demons into killing each other easily. Unfortunately, Cuphead's idiocy and dumb luck is what ultimately make Dice's best skills ineffective against him.
Demoted to Extra: In contrast to the game, King Dice has a significantly reduced role in the series, only appearing in three episodes across the show's run. Despite being the Devil's self-proclaimed number one, his boss doesn't regard him as such. In fact, Henchman more or less replaces him in this regard, and it's only in Dice's last appearance that he seems to truly return to the role in full swing. With the finale's reveal that the show was a loose prequel to the game, Dice's scarce appearances may well have been his journey to becoming The Dragon he aspired to be.
A Dog Named "Dog": He is a dice-headed person and his name is "Dice". King being only a title.
The Dragon: Subverted, until his final appearance. King Dice's role as the Devil's "number one" is self-proclaimed and his boss certainly doesn't treat him as his right-hand man, even forgetting he exists at one point. It's not until Dice's last episode, "Down and Out", that he returns to the status seen in the video game.
Even Evil Has Standards: When he arrives in the Underworld after the summons, he is mortified to see what the Devil did to his finest demons.
Evil Wears Black: His waistcoat has some black. He's also a soul thief who tried to steal Cuphead's soul.
Fatal Flaw: Overconfidence. King Dice often fails because he feels the need to make a performance of capturing Cuphead to please The Devil and also fails because he has the self-assuredness to believe that he has Cuphead in the palm of his hands. In his first appearance, he eagerly calls The Devil to tell him that he has Cuphead and will deliver the boy in a bow but ultimately fails because Cuphead becomes the first contestant to lose the game. He also kills The Devil's third-finest demons so he can kidnap Cuphead, only to be frozen in terror before he can capture him because The Devil releases the Four Horsemen.
Foil:
- To the Devil, his boss. Both are villainous soul stealers in positions of power, but while the Devil is The Dreaded and feared by the residents of Inkwell Isle, King Dice is a Villain with Good Publicity and adored by the masses. Their soul stealing tactics are exact opposites; the Devil's carnival steals the souls of those that lose the games there, while King Dice's game show steals the souls of the winning contestants. The Devil's first instinct to getting Cuphead's soul is to chase him down and attack him with fire, while King Dice only resorts to violence as a last resort. Neither of them like Cuphead, but the Devil slowly (albeit temporarily) bonds with him over their shared sense of humor while King Dice progressively hates him more and more as Cuphead continues to fail his (rigged) game show.
- Also to Henchman. Both are the nearest the Devil has to Co-Dragons (since he goes through his other mooks in rapid succession), however while Henchman is a dopey and clumsy Minion with an F in Evil who tries to mediate his boss and his subordinates, King Dice is a devious and charismatic Smug Snake who will gladly manipulate and backstab the Devil's other lackeys to maintain his own credibility. Also while King Dice is deluded into thinking he is on special terms with the Devil (who treats him as an annoyance at best), Henchman is closest to having a genuine if unflaunted friendship with the Devil.
Hates Being Touched: Implied; he flatly tells his telephone contestant not to touch him and seems uncomfortable when Cuphead hugs his leg. Even when The Devil grabs him by the lapels to beg him to come back to work for him, Dice accepts the offer and simultaneously pushes the Devil off.
In Spite of a Nail: Of a sort. Despite the change in what he represents here, traces of his game incarnation can be seen, namely having playing cards as his assistants (a reference to his attack in his battle from the game).
It's All About Me: The three things King Dice cares about are himself, his title as the Devil's "Number One", and his gameshow. In "Release the Demons!" he kills the demons he's supposed to be working with just to steal all the glory for Cuphead's capture.
Karmic Butt-Monkey: He's a manipulative, egocentric soul thief who's a target for humiliating defeats.
Leitmotif: The instrumental theme to his radio show, "Roll the Dice," serves as one of him, generally appearing when he makes his entrance in an episode. Season 3 expands it to an entire in-universe musical number.
Lean and Mean: He has a lean figure, and zero qualms with stealing other characters' souls.
Manipulative Bastard: He tricks people into playing a game where the "prize" is that they lose their souls. In "Release the Demons!" he successfully manipulates most of the demons he's forced to work with into killing each other so he can be the last one standing and get Cuphead's soul for his boss.
Narcissist: He's so enamored with himself that he and his own reflection flirt with each other.
Nice Job Fixing It, Villain: In "Release the Demons!" he purposefully kills all the demons ordered to bring Cuphead to the Devil just so he can be the one to get sole credit for the win. Thanks to him, Cuphead isn't captured by any demon, and his efforts help ensure the allotted time for the Devil to collect Cuphead's soul expires, meaning the Devil no longer has any claim on it.
No Celebrities Were Harmed: The inspiration from Cab Calloway is still very present in his character, most notably with the way he moves and his introduction on Roll The Dice. Roll the Dice itself and King Dice hosting it may be obscure references to Calloway as well, considering he at one point ran a Radio Quiz Show called Cab Calloway's Quizzicale that even involved dice.
Sadistic Game Show: Subverted. His game show alone is a pretty benign and simple trivia show, but the winners have their souls stolen from them.
Small Name, Big Ego: He insists that he's the Devil's "Number One" but it's implied this position is self-appointed as the Devil himself seems only vaguely aware of who he is, only agreeing that King Dice is his number one when he's told Dice will be delivering Cuphead's soul to him.
Spectacular Spinning: He often spins around while onstage. Disturbingly, sometimes his head doesn't rotate with the rest of his body.
Springtime for Hitler: King Dice created his game show so that it would be impossible for a contestant to lose (so that they lose their soul). He didn't expect Cuphead to fail beyond what was possible.
Team Killer: In "Release the Demons!" he either arranges the deaths of or deliberately kills all the other demons he's supposed to be working with to capture Cuphead so he can get the glory for himself.
Throw the Dog a Bone: After repeatedly failing at his schemes to get Cuphead's soul for the Devil, he manages to get back into his good graces at the end of "Down and Out" as the Devil's personal showman to bring "razzle-dazzle" back to the Underworld.
Undying Loyalty: King Dice never stopped believing himself to be the Devil's number one, and has continued acting as such, even when he hasn't seen the Devil in months and has had all his perks stripped away.
Ungrateful Bastard: King Dice blames Cuphead for the loss of his fame, even when it was his own villainy that caused it. In "Down and Out", even after Cuphead acts as Dice's "manager" and helps him regain his stardom, Dice still plans on tricking Cuphead into signing his soul over to the Devil to get back in Old Scratch's good graces. He fails but only because Cuphead decides to ditch Dice as a client.
Unknown Rival: Throughout all of his appearances, Cuphead and Mugman remain entirely unaware that he is trying to reap their souls for the Devil. When they meet up again in the final season, Cuphead even has no idea that Dice is now a washed-up has-been, unaware that Dice lost his fame precisely by failing to capture Cuphead in the first place.
Villainous Breakdown: He loses his trademark showman cool when his repeated attempts to get Cuphead to win in his gameshow (which would get his soul sucked out and sent straight to the Devil) are not only foiled by Cuphead's own unwitting actions and simple misfortune, but also expose the rigged nature of his game, earning him both the ire of his boss the Devil and that of his once-adoring audience.
Villain Song: Subverted in the first two seasons where the most he did was some quick scatting unlike other characters who burst into song. It was worth mentioning the absence considering he has a fairly iconic Villain Song in the Video Game, there are several pictures in his dressing room that show him singing onstage, he's based on a famous jazz singer, and he's voiced by Grammy nominee and Broadway actor Wayne Brady. King Dice finally gets a song in the season three episode "Down and Out" which is titled "Roll the Dice".
Villain with Good Publicity: While he's not helping out his boss with his plans, he also works as the beloved host of the popular In-Universe game show "Roll the Dice". However, he loses his good reputation when Cuphead loses on his show and tries to force him into going inside "the mystery prize" room to suck Cuphead's soul. He gains it back in "Down & Out", ironically, thanks to Cuphead setting up his comeback, and keeps the reputation for the duration of the series.
Would Hurt a Child: In his debut, King Dice tries to attack Cuphead in a final attempt to get his soul. He also tries to attack Cuphead during "Down & Out" with a pipe for his luck outwitting him twice, but relents when Cuphead and Mugman call him by name.
You Have Failed Me: Non-fatal examples in "Roll the Dice" where the Devil punishes him by taking away his prized gameshow. In "Release the Demons!", however, the Devil makes it clear if King Dice fails to capture Cuphead, he'll be killed alongside any other demon who fails. "Down and Out" shows King Dice has been living on the streets out of fear of his old boss and when the Devil does find him, he does fully intend to kill Dice as promised. He only relents when King Dice reveals he's been planning to con Cuphead into signing over his soul to the Devil. Though he fails again, the Devil realizes he actually misses the razzle-dazzle that King Dice brought to the Underworld and decides to bring him back into the fold despite his screw-ups.

Henchman

Voiced in English by: Dave Wasson^{Other Languages}

"Dah... Hey, Boss!"

One of the demons of the Underworld, he acts as the Devil's main attendant in his own base of operation.

Adaptational Heroism: Averted. He may be much kinder than his in-game counterpart, but he still works with the villains. Albeit, being the token good teammate.
Adaptational Nice Guy: The "Henchmen" in the game have no problem helping the Devil try to kill the cups by shooting skulls at them while mischievously grinning and laughing. Henchman in the show gets scared when the Devil sics the Four Horsemen on Cuphead and is visibly uncomfortable when the Devil kidnaps Mugman.
Adaptation Dye-Job: His gloves, horns and the inner part of his wings are yellow, unlike his game counterpart's which are white.
Affably Evil: Henchman comes across as a genuinely friendly individual who just happens to work for the Devil, even encouraging his boss to torment the mortal world just to get Old Scratch out of a funk.
Henchman: Dah, I know we work in the fiery Underworld, but that's no excuse for bad manners.
Ascended Extra: The original game has many demons, including ones that look identical to Henchman, but they are restricted to being assist minions in the Devil's boss fight. Here, Henchman plays a much bigger role.
Ascended Fanboy: A big fan of King Dice's radio show "Roll the Dice" and never misses an episode. The Devil makes Henchman the new host of King Dice’s show as punishment for his failure to capture Cuphead's soul. From what we see, he isn’t really that good at it. "Down and Out" reveals the show was cancelled and the former studio is now rundown and abandoned.
The Bet: Makes one with the Devil in "The Devil's Revenge!" where if he can't break Mugman before the clock hits 12, he gets an all-expenses paid vacation to wherever he chooses. He wins it.
Composite Character: Played with. In the game, there are multiple amounts of him. Here, he’s just a single character.
Disappointed in You: A downplayed example since Henchman is always respectful and caring towards the Devil, as long as the latter doesn't try to fool him, as shown in "The Devil's Revenge" when he attempts to cheat in his bet with Henchman.
Henchman: Dah, cuttin' it pretty close.
The Devil: Uh... Oh! Say, Henchman, I just remembered. I have some, uh, dry cleaning for you to pick up.
Henchman: Dah, okay.
{The Devil attempts to wind back the office clock to save himself some time in Henchman's absence}.
Henchman: Dah, what do you think you're doing?
The Devil: Oh, Henchman! I was just... dusting. {he laughs nervously} It was slow so I just... Daylight savings?
Henchman: Boss, boss, boss [...] You ought to be ashamed.
- And oddly enough, despite the Devil having killed some of his imps for less than that, he seems genuinely shameful over Henchman's lecture.
The Dragon: While King Dice claims to be the Devil's "Number One", Henchman is his real right-hand man in practice. Of all the Devil's subordinates, he's the one most often at his side and officially takes the role after King Dice's unceremonious demotion at the end of "Roll the Dice".
Everyone Has Standards:
- Even though he finds Stickler annoying and tries (unsuccessfully) to get him to shut up about the missing soul, it doesn't stop him from giving Stickler the invisible sweater so that the Devil can't kill him.
- He's terrified when the Devil gives the order to release the Four Horsemen of the Apocalypse to capture Cuphead.
- In "The Devil's Pitchfork", even Henchman looks uncomfortable when the Devil drags Mugman to the Underworld to hurt Cuphead.
- In "The Devil's Revenge!", Henchman is quick to tell the Devil that kidnapping and bringing Mugman, a living person, into the Underworld is against the rules.
- A more humorous example but in "A Very Devil Christmas", he's offended by someone stealing other people's lunches when they're clearly marked with the person's name. Working in the fiery Underworld is no excuse for bad manners.
- In "The Devil & Ms. Chalice", Henchman is horrified when the Devil kills Ms. Chalice by causing her to rapidly decompose into bones and dust, even noting it's so disturbingly graphic.
Evil Counterpart: To Mugman. Both are the sane man to Cuphead/The Devil, have a always positive attitude, have some Hidden Depths (Mugman being good at baking and ventriloquism while Henchman is good at predicting the Devil's violent mood swings), and both are victims to the Devil's system, though for different reasons. (Mugman being dragged into the Underworld because Cuphead wouldn't give him back his pitchfork, while Henchman was trapped in one of the Bubbles of Failure, that Devil himself invented because he hadn't collected any new souls in months)
Fanboy: He's a big fan of Santa and anything Christmas related, even mistaking Devil for Saint Nick at first.
Fat Bastard: To say he's rotund would be putting it lightly - he's effectively a sphere with little demonic wings, rubberhose limbs and a mosquito-nosed head with horns. However, he's only really a "bastard" in the sense that he works for the Devil, and he thus far hasn't been shown doing anything remotely malicious.
Foil:
- He serves as one to King Dice, the Devil's so-called "Number One." They're the closest thing that the Devil has to Co-Dragons, but while King Dice is a scheming Bitch in Sheep's Clothing who backstabs his fellow demons and a sycophant who wants the perks that come from being the Devil's "Number One" without putting any actual work in, Henchman is a sincerely affable demon who genuinely cares about the Devil and even looks out for his fellow demons, at one point saving King Dice from the Devil's literal fiery temper.
- As of the second season, he's also shaping up to be the perfect opposite of Stickler. Personality-wise, Henchman is a tad dopey but emotionally intelligent and caring towards his boss, where Stickler is a highly intelligent auditor with a brain like a machine but relentlessly takes his own boss to task over Diabolical Bureaucracy despite the very real dangers of doing so. They have opposite relationships with the Devil - Henchman is the closest thing the Devil has to a friend and likely his Morality Pet to boot, whereas Stickler is completely and totally despised by Old Scratch. This culminates in an attempt by the Devil to flat out try to kill Stickler, only thwarted by the impenetrable, invisible sweater. Furthermore, Sticker either cannot or refuses to pick up on the Devil's mood swings. Henchman, however, is likely the only person in the setting who can safely counter his boss's volatile behaviour and calm him down.
Hidden Depths:
- Though the first impression he leaves is one of the stereotypical dopey, Yes-Man flunky, he later proves to be very emotionally intelligent and quick enough on the draw to keep up with the Devil's Mood-Swinger tendencies and fiery temper. Most notably, he realizes immediately when the Devil has reached his Rage Breaking Point when Cuphead insults him one too many times in the second season's finale.
- He can also recite the reindeer roll call perfectly in "A Very Devil Christmas". And at the end he proves to have excellent engineering skills when he builds a giant train set to appease his master under the pretense Santa gave it to him.
His Name Really Is "Barkeep": At first, it seems like the Devil calls him "henchman" because he doesn't even bother to learn his henchman's name. However, later on when he replaces King Dice as the host of "Roll the Dice" after Dice fails to collect Cuphead's soul, he's introduced as "The Henchman" as if it was his actual name.
Hypercompetent Sidekick: Though he starts out the show as the Devil's goofball sidekick, as the episodes go by he slides into this as his boss slowly goes through a Villainous Breakdown. By "Release the Demons," his job fully becomes "keep the Devil on track no matter how many mood swings he has" and stays that way into the second season finale.
Insistent Terminology: Every time the Devil calls Cuphead, "that cup," Henchman adds, "Head," as if he thinks his boss has forgotten Cuphead's full name.
Minion with an F in Evil: Despite being a demon, he doesn't seem to have a malicious bone in his body and seems to mostly concern himself with cheering the Devil up... or at least keeping him from incinerating too many demons. Somewhat downplayed as he does still encourage the Devil to cause mischief around the Inkwell Isles when the latter is feeling down, and excitedly asks the Devil for details once he's returned from his rampage.
Morality Pet: He come across as this to the Devil with Henchman being the least abused demon in the underworld, let alone other characters. Heck, the Devil is even nice enough to make him the host of "Roll the Dice" after King Dice fails to collect Cuphead's soul and reluctantly honors his deal to give Henchman a vacation after he loses a bet with him.
Named by the Adaptation: Downplayed as he is just called “Henchman” when his game counterpart isn't called anything. Yes, that’s his actual name.
Nice Guy: Despite being a demon, he doesn't seem to have a mean bone in his body.
Number Two: He seems to be the Devil's true right-hand man since he's always at his boss's side managing the affairs of the underworld, and is notably one of his prized possessions that's in danger of getting repossessed if the Devil doesn't take at least one soul.
Only One Finds It Fun: He's the only member of the audience who loves the Devil's theater performance in "Cupstaged", while the imps are sleeping with glasses that have eyes on them.
Phrase Catcher: Whenever the Devil is particularly annoyed at him, he sarcastically says "Thank you, Henchman!". When he's in better mood on the other hand, it could be genuine on rare occasions.
Punch-Clock Villain: Is really only a villain because he's a demon working for the Devil to keep the Underworld running. Other than that, he seems like an okay enough guy.
Red Eyes, Take Warning: Downplayed as he's rather friendly compared to his boss and colleagues, but he is still a red-eyed demon working for the Devil himself.
Satellite Character: He mostly exists to fill in the role of the Devil's goofball sidekick.
Simpleton Voice: Speaks slowly with a dopey voice and doesn't seem to be the brightest flame in the underworld, at least at first.
Sinister Schnoz: A downplayed case. He has a big nose, but is a Minion with an F in Evil.
Smarter Than You Look: Or rather "Smarter Than You Sound". Despite the aforementioned Simpleton Voice, he's adept at managing his boss's mood swings and giving him the right encouragement to snap him out of his slumps. He's also very quick at recognizing when his boss is about to blow up and takes the necessary precautions to avoid or counter it.
This Is Gonna Suck: He lets out a nervous "Oh, geez" when Cuphead pushes his luck with the Devil one too many times.
Token Good Teammate: He's certainly a lot nicer than the Devil and the rest of his minions.
Undying Loyalty: He always stay in the Devil's side, no matter how scary and abusive he could be. He even sheds a tear of pride and joy when the Devil is inspired by him to go out and do some evil deeds again.
Henchman: That's my boss!
Verbal Tic: He often starts his sentences with "Dah" and pepper his sayings with filler noises.
Villainous Friendship: He seems to the closest thing the Devil has to a friend, being the only demon seen to act as his advisor, confidant and generally just caring about the Devil's health and wellbeing. Even when Henchman annoys him, the worst the Devil does is just give him a sarcastic, "Thank you, Henchman," even when alluding to the Devil's Berserk Button. In "Roadkill", when the Bubbles of Failure start appearing to prevent the Devil from accessing anything he cares about until he brings at least one soul to the Underworld, Henchman spends the episode bubbled.
Villain Respect: The Devil believes that he can easily break Mugman while holding him prisoner in the Underworld, but Henchman advises him not to underestimate Mugman. Henchman even takes the Devil up on a bet that the Devil won't be able to break him before the clock strikes twelve, a bet Henchman wins.

Stickler

Voiced in English by: Andrew Morgado^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/7b82ffd4_31e3_4847_b131_8e6a3d508129.jpeg

"I will not apologize for doing my job."

One of the demons of the Underworld, Stickler is the auditor of the Devil's soul-collection/stealing operation.

The Bore: The other demons can't stand him because he's such a nerdy killjoy.
Boss's Unfavorite Employee: The Devil only keeps him around because he's the only one willing to be an auditor for the soul-collection scheme. Both Henchman and the Devil hate his guts and want nothing to do with him. The Devil tries to outright kill him but is unable to due to the Sweater made from brotherly love.
Canon Foreigner: He was created for the show.
Character Catchphrase: "Um, excuse me!"
Declarative Finger: He often talks while raising his finger upward.
Diabolical Bureaucracy: Kinda justified, because what would be considered hell for most sane people is his whole purpose.
Did You Just Flip Off Cthulhu?: Has absolutely no hesitation with causing a problem for the Devil and interrupting his celebration. He was lucky that the Devil only responded by destroying his ledger. In "Release the Demons!" he tries it again, and this time the Devil flat-out tries to kill him. The only reason Stickler survives is because he's wearing the sweater Mugman knitted for Cuphead out of brotherly love, rendering him impervious to the Devil's attacks.
Dub Name Change: He is called "Dumaniac" in French, with 'maniac' meaning 'finicky'.
Everyone Has Standards: Despite being the most pedantic bureaucrat imaginable, even he doesn't want to explain to the Devil why he isn't on Santa's nice list.
Evil Counterpart:
- He's a demonic counterpart to Santa's Stickler Elf. Parodied since he doesn't really act evil towards anyone; he just enforces the Devil's rules.
- He also serves as one to Elder Kettle. Both are the stern caretakers for their respective characters (Cuphead and the Devil), both try to get Cuphead and Devil to get something done and over with despite them not having any real interest in doing so (Chopping wood for winter despite Cuphead fooling around with rockets, Stickler pestering Devil about soul collection and his responsibilities), and are even snuck away from while doing something. (Elder Kettle napping, Sticker being caught up in his audit report.) Though while Elder Kettle is a Jerk with a Heart of Gold who cares for Cuphead and Mugman deep down, despite their antics, Sticker is a bore to the Devil, Henchman, and the Demons of the Underworld.
Evil Nerd: Downplayed as he has yet to outright hurt anyone, but he is a nerdy demon working for the Devil himself.
Fearless Fool: Stickler should really know better than bothering the Devil, who's A) his own boss and B) well, THE DEVIL, over something as trivial as one uncollected soul. Becomes far less foolish when Stickler becomes the owner of the invisible sweater, meaning he can freely speak his mind to the Devil without fear of reprisal.
The Finicky One: So finicky that even the Devil himself does not take his own obsession over collecting soul as seriously as him.
The Friend Nobody Likes: It's implied nobody in the Underworld likes Stickler, yet they still put up with his presence because he's the main auditor of soul collection in the Underworld, so they can't just get rid of him.
Henchman: [Flat Stare] Oh, not this guy.
The Devil: [following episode] I hate that guy!
Honor Before Reason: He doesn't care if his boss is the Devil himself, The Dreaded to everyone who meets him and quite willing and able to obliterate Stickler if the mood strikes him; every rule and guideline of the underworld will be followed without exception.
Identical Stranger: He has an elf variant of himself working for Santa, who acts exactly like him regarding the rules. Lampshaded by the Devil and Henchman.
Devil and Henchman: Santa has one too?!
Insufferable Genius: As the record keeper of the Underworld, he's one of the most bookish and intelligent demons. However, he has a bit of an attitude. He shows absolutely no respect or fear of his boss, the actual Devil, and repeatedly pesters him over one uncollected soul (i.e. Cuphead's).
Lack of Empathy: When the Devil decomposes Chalice in order to show her what her dead body would look like now unlike the truly terrified Henchman, Stickler simply looks emotionless as always.
Meaningful Name: He's a real stickler for the rules and his name is Stickler.
My Brain Is Big: His massive, bald cranium highlights his Insufferable Genius personality.
Nerd Glasses: He's nerdy and wears a big pair of glasses.
Nerdy Nasalness: He's a nerdy auditor with an extremely nasal voice.
Obsessively Organized: He's adamant that every soul that needs to be collected must be collected, even to the point of bothering the Devil and other imps and preventing them from enjoying a party until they retrieve it.
Obstructive Bureaucrat: He keeps pestering his own boss, the Devil, about the fact he hasn't got every single soul that is due for collection (the single missing soul being Cuphead), not allowing him to do or enjoy everything else until he settles the outstanding account. In "Release the Demons!" he won't allow the Devil to collect Cuphead's soul because it's outside the 30 day window the Devil had to take possession of it.
Principles Zealot: He seems to live solely for his job as an accounting officer, and refuses to let anything incorrect fly regardless of if he benefits from it or not.
The Stoic: He barely emotes. Notable when the Devil start making the imps back off in fear, Stickler's only reaction is to lower his Declarative Finger.
This Is Gonna Suck: Gets this look when the Devil "accidentally" blows a hole through the soul-collection audit book, requiring him to rewrite the (very long) list from scratch.
Token Competent Minion: He may not be the most charismatic nor frightening demon of the Devil's force, but he is the only one who takes the business of the Underworld seriously. Best exemplified when he forcibly puts an end to Ms. Chalice constantly distracting the Devil from claiming his half of their deal. He also tells the Devil straight up "Your hubris will be your downfall" which has proven true many times, but most especially the Dance-Off in the finale.
The Unapologetic: He knows everyone hates him for how annoyingly rules-driven he is, but since his job is an important one, he carries on without fail, regardless of others' complaints.

The Devil's First/Second/Third Finest Demons

The First/Second/Third Finest Demons

Voiced in English by: Dave Wasson (Cyclops with Eyepatch) Cosmo Surgeson (Burpy, Spider-Best, Scorpion Demons)

https://static.tvtropes.org/pmwiki/pub/images/finest_demons_tcs.png

The third finest Demons.

A successive hierarchy of the Devil's finest soldiers. However, the Devil's inability to control his temper accidentally destroys the first and second-finest respectively, leaving him with the third-finest.

Asshole Victim: The first and second finest demons were accidentally killed by the Devil, while the third finest were each killed by Burpy and King Dice (except the blind Cyclops who was absent from the mission). Regardless, they were still demons and highly ranked in the underworld so they weren't really worth pitying.
Bat Out of Hell: One of the Devil's third-finest demons is a cycloptic bat with mismatched wings, making it also resemble a messed up Chasupa and/or Keese in its ''Breath of the Wild''/''Tears of the Kingdom'' design.
Canon Foreigner: They were created for the show.
C-List Fodder: Inverted at first. The Devil's accidental but quick incineration of his most powerful soldiers leaves him stuck with significantly less powerful ones.
Dwindling Party: The group of third-finest ^noteNow technically the finest demons gradually decreases in size over the mission, mostly due to King Dice's meddling and Burpy's fire-breath.
Ineffectual Sympathetic Villain: Downplayed on the "sympathetic" part, but many of the third-finest are downright pathetic. One good example is the snapping-turtle demon that Cuphead and Mugman literally walk over.
Irony: Despite being denizens of the Underworld itself, the first- and second-finest demons end up incinerated by the Devil's fits of rage spewing hellfire everywhere.
The Legions of Hell: Downplayed, there's not nearly enough to be "legions", they're more like squadrons.
Lethal Joke Character: Burpy, the smallest of the third-finest demons, looks like a demonic Kirby. However, he possesses a fire-breath so potent it immediately incinerates other demons on par with the Devil.
Klingon Promotion: Downplayed: The only reason each demon group ascends in rank is because the Devil accidentally destroyed their higher-ups in a fit of anger.
Our Demons Are Different: The Devil's finest demons look truly terrifying and formidable. His second-finest are less so, but still monstrous. His third-finest^noteYou mean finest, boss? ^{followup note}Thank you, Henchman. demons look and act absolutely pathetic, from a blind cyclops to an Oculothorax with mismatched wings to Burpy.
Sole Survivor: The blind cyclops is the only demon still standing from the branch of the third-finest, as he gets lost in the forest while the others ended up being killed by King Dice at the maze.
Sorting Algorithm of Evil: Inverted. The Devil at first summons his finest demons to destroy Cuphead... then he accidentally incinerates all of them, forcing him to resort to the second-finest demons... whom he also accidentally incinerates. The only reason the Devil doesn't destroy his third-finest is because he can't begin to imagine his fourth-finest^note.
Vile Vulture: One of the third-finest demons resembles a vulture and was on the hunt for Cuphead. It can also spit up acid, though how it does it is like a cat trying to cough up a hairball.

The Four Horsemen

Voiced in English by: Tru Valentino, Frank Todaro, Dave Wasson and Cosmo Segurson

A quartet of four undead, primordial, horse-riding warriors feared throughout the land.

Affably Evil: They seem to be quite a mellow bunch when off the job, being excited about spending the day at the fair and eating pumpkin pie.
Canon Foreigner: They were created for the show.
Color Failure: Apparently, to even lay eyes on them leaves people literally frozen in fear. This is illustrated by those who see them literally turning white with the rest of the color draining out of them.
Dem Bones: They're flaming demonic skeletons.
The Dreaded: As the Henchman puts it, they're "untamed primordial beings".
Face of a Thug: They're still evil, of course, and they're "untamed primordial beings" with a drastically different, more demonic appearance than anything else in the series, but they accept defeat rather quickly and decide to enjoy their day at the fair when their horses run off.
Four Is Death: There's 4 of them.
Godzilla Threshold: After his third finest demons all fail, the Devil sends them after Cuphead instead, despite Henchman's obvious horror at letting loose "untamed primordial beings".
Hellish Horse: Each of them rides a flaming demonic stallions with visible tendons and bone sticking out.
Horrifying the Horror: The sight of Mugman's uncanny fake horse head is enough to spook the horsemen's actual horses, causing them to abandon their riders.
Horsemen of the Apocalypse: Invoke this trope, with there being four of them, their status as The Dreaded, and the fact they ride horses. However, unlike most examples, they aren't explicitly described as being the heralds of the apocalypse and no reference is made to their individual names or domains. ^*
Knight of Cerebus: Subverted. While they have much more threatening designs than anything else in the series and are described as untamed primordial beings, their horses are rather easily scared off, and they ultimately just decide to enjoy the fair.
Non-Standard Character Design: The designs of them and their horses are much more detailed and gruesome than the rubberhose style of the other characters, creating a menacing aura to befit their reputation as "untamed primordial beings". This just makes their horses getting scared off by Mugman's horse head and then the Horsemen taking the day off to eat pumpkin pie that much more hilarious.
Punch-Clock Villain: After being knocked off their horses, the Horsemen come to the conclusion that they're off the clock, and so spend the rest of the day enjoying the fair.
Red Eyes, Take Warning: All of them have glowing red eyes.
You Are Number 6: Rather than going by Famine, Pestilence, War and Death, they appear to all be named "Horseman Number X."

Other Antagonists

Ribby and Croaks

Voiced in English by: Chris Wylde (Ribby) and Rick Zieff (Croaks)^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/d00b7c0e_0dda_4238_b7ca_fce643079600.jpeg

"You guys want an evening you'll never forget?"^note

Two frog brothers in nice suits and boxing gloves who own a 'respectable' establishment in the form of a riverboat cruise.

Adaptational Badass: Specifically with Croaks using fireflies to attack: in the game, he simply spits out fireflies that fly towards the cups, while in the show, he uses a firefly as a flamethrower.
Adaptational Modesty: Unlike in the game, they now wear suits. In-universe, they explain that this is due to starting a riverboat cruise business and wanting to look more respectable as a result.
Adaptation Dye-Job: Their eyebrows are black here, although they're brown in the game.
All Part of the Show: Ribby calms his guests by claiming his fight with Croaks and their mother's picture getting set on fire is all part of the show. The second time he tries it, he's much less successful as him and his brother's fight with Cuphead and Mugman have caused the riverboat to both set on fire and start sinking into the river.
Bad Boss: They are both quite threatening and mean to their own riverboat employees, notably with Croaks using a firefly waiter as an improvised flamethrower against Cuphead and Mugman.
Bash Brothers: When they're not too busy pounding each other, the two of them work to pound those who mess with them.
Boxing Battler: Both of them were pro boxing champs, and are more than willing to use the Red Boxing Gloves they still wear to pound those they don't like (including each other).
Brooklyn Rage: Both are short-tempered and prone to fighting at any moment, and carry the stereotypical New York accent—peppering their speech with "youse" and "gots" and calling others punks and bozos.
The Brute: Compared to Ribby, Croaks is much more quick to engage in violence, declaring his intent to pound customers if they claim they aren't "respectable types," and being the one to engage conflict with Ribby. Ribby at least tries to keep up appearances. That's not to say that Ribby won't start throwing fists when mad, though.
The Cameo: They're briefly seen playing on a seesaw in "Another Brother".
Catchphrase: Ribby and Croaks have the following exchange whenever Croaks mistakes something Ribby says as an insult. What makes it even better is that they always say their lines with the exact same tone and inflections:
Croaks: You sayin' (you're better than me/it's my fault?)
Ribby: So what if I am?
[A boxing bell rings, and the two start fighting.]
Disappeared Dad: Flat-out state in their song that their dad abandoned them. He also never appears on-screen or in a picture like their mommy does.
Even Bad Men Love Their Mamas: Downplayed in that they aren't so much evil as being squabbling greedy jerks, but they both decided to stop fighting (or at least, not that much) and start a respectable business out of love for their mother, who was always disappointed with how much they bicker.
Evil Sounds Deep: Croaks speaks in an incredibly deep baritone, and pretty much every time that he is speaking, he's threatening bodily harm on someone. Downplayed in that he's not evil per se, but rather more of a violent jerk.
Failed a Spot Check: They're so focused on getting Cuphead and Mugman when they find the two had snuck onto their ship that they completely fail to notice that they're punching holes in their own riverboat and letting water in. Then they become so caught up in their feelings when they reconcile their differences that they still don't notice the boat is sinking until the water submerges them completely.
Fatal Flaw: Wrath. They are so quick to violence that they will start fighting each other at the drop of a hat, ruining their "respectable" image in the eyes of the public. They also get so invested in trying to beat the snot out of Cuphead and Mugman that they don't realize they're punching holes in their own boat.
Good Parents: While the picture that Ribby and Croaks put up doesn't suggest it, it appears that their mother was a good parent who took care of them, taught them right and wrong, and never ran out on them (not like their dad, who is a Subversion). Even after her implied passing, Ribby and Croaks still love her, dedicating a whole song and show on their riverboat to her.
Greed: Their riverboat cruise and show is rather expensive (20 bucks – a lot back in the Depression era), and when Cuphead and Mugman can only offer them 5 bucks, they take it anyway and kick them into the river for good measure.
Hair-Trigger Temper: It only takes a perceived insult for the two to start pounding themselves, or others. Ribby can at least control it a little better, albeit for the sake of their business. Croaks, however, is aching for a chance to start wailing on someone.
Hates Their Parent: They seem to hate their father for abandoning them, as they have no issue with calling him "crummy" during their song. Complete with them giving Angry Fist-Shakes.
Hoist by His Own Petard: They accidentally sink their own riverboat while punching away at Cuphead and Mugman, creating holes all over its hull.
"I Am" Song: Both Ribby and Croaks perform one as part of their riverboat show detailing their backstory, "We love ye, mother!", which as the title implies is dedicated to their mother. It keeps getting interrupted by Cuphead and Mugman sneaking in to try and eat free ice cream.
Ignored Epiphany: Seeing Cuphead and Mugman reconcile towards the end of their episode makes them realise how pointless and foolish their own bickering is, leading to them tearfully making up and letting the two brothers go... until their riverboat sinks from the holes created by their own punches while they were chasing Cuphead and Mugman. They proceed to blame and pummel each other again over it.
Jerkass: When Cuphead and Mugman didn't have the 20 bucks entry fee required to board their cruise, Ribby and Croaks not only took their 5 bucks for no good reason, they kicked them into the river as an impolite send-off.
Manchild: They are adults, but they fight a lot, love their mother, and have even been seen playing on a see saw in "Another Brother".
Momma's Boy: Both of these guys clearly love their mother.
Musical Nod: "Clip Joint Calamity" (the game's theme song for the frogs) plays when Ribby and Croaks fight off Cuphead and Mugman for attempting to steal the ice cream.
Named by the Adaptation: Downplayed as they were already named in the original game, however, said game did not specify who was Ribby and who was Croaks within it - the artbook reveals that the shorter frog is Ribby and the bigger one is Croaks, which is acknowledged for the first time within other media in the show.
Red Boxing Gloves: Like in the game, both brothers wear boxing gloves, which they explain as mementos from their previous careers as boxing champions.
Red Is Violent: They sport Red Boxing Gloves and apparently can't go a few minutes without arguing and trying to beat each other up.
Red Oni, Blue Oni: Downplayed in that both are headstrong fighters, but their interactions with guests boarding their boat indicate that Croaks is highly aggressive, while Ribby is somewhat calmer.
Sibling Murder: In "Special Delivery" it's revealed Ribby and Croaks regularly try to "whack" each other. Neither of them view it as a big deal, just another part of their sibling rivalry. They still love each other and are willing to forgive each other seconds after a failed assassination attempt.
Sibling Rivalry: A Played for Laughs example. The two brothers used to fight so much that they both became boxing champions who often fought in and out of the ring. They eventually tempered this out of respect for their disappointed mother and tried to become more 'respectable', though they still fight over various petty slights.
Unnamed Parent: Not them, but their parents; we're never given the names of either of them.
Vitriolic Best Buds: They often bicker and pound each other, but at the end of the day they clearly love each other (and their mother) as brothers and are working together to run a respectable business. In "Special Delivery" it's taken to its most extreme when it's revealed Ribby and Croaks regularly try to kill each other, but both see it as harmless fun and hug it out after Croaks's attempt to blow up Ribby fails.
Wicked Pretentious: Ribby and Croaks mention that they used to be rough-and-tumble fighters, but their mother helped them clean up their act, and now they're "respectable" types who wear pinstripe suits and run a high-class riverboat club. The problem is, Ribby and Croaks are still very prone to violence, and they have a Jerkass streak, making it clear that they're not quite as reformed or squeaky-clean as they think they are.

Baby Bottle

Voiced in English by: Cristina Miliza

https://static.tvtropes.org/pmwiki/pub/images/78fc5e19_665d_4cd6_902d_01c195f5dbac.jpeg

"Mama..."

A mysterious baby left on the doorsteps of Cuphead and Mugman's home one day. While cute and seemingly harmless, it quickly proves to be more than the two brothers could handle.

Ambiguous Gender: The baby is only referred to with "It" pronouns and it's never shown whether it's a boy or girl.
Ax-Crazy: Implied. The brat very deliberately cut the ropes to drop a chandler on the two brothers at one point, very deliberately smashes appliances with a hammer, and even very deliberately mutilates Elder Kettle by ripping off his porcelain mustache (followed by beating the crap out of him off-screen), among other destructive antics. Even for a baby in a 30s-era style cartoon, it comes off as crazy and mean.
Badly Battered Babysitter: The baby leaves Cuphead and Mugman battered by the end of the episode. Even Elder Kettle can't handle it when he gets back.
Battle Discretion Shot: It batters Elder Kettle off-screen when he finally returned home and met it after ripping off his mustache, with the two brothers covering their eyes in horror while the sound of a pummeling and Elder Kettle screaming for help resounds in the background.
Berserk Button: Getting called a "bad baby" will cause it to shift from malicious to homicidal.
Canon Foreigner: Created for the series.
Childish Tooth Gap: Has tooth gaps and is a baby.
Demoted to Extra: Although not seen, it shows up at the very end of "Don't Answer the Door" to tackle a bear in Elder Kettle's house.
Doorstop Baby: Cuphead and Mugman found it at the doorstep of their and Elder Kettle's house, alongside a note asking them to take care of it. It's hinted later on in the episode that this isn't even its first doorstop, due to its Enfant Terrible nature making it extremely difficult to take care of.
The Dreaded:
- By the end of the episode featuring him, the baby scares Cuphead, Mugman and Elder Kettle so much that they eventually had to confront it armed and armoured. They didn't so much 'defeat' it as find that it fell asleep and use that chance to dump it on someone else.
- The entire episode "Don't Answer the Door" revolves around Cuphead and Mugman refusing to answer the door when they see Baby Bottle back on their doorstep. It turns out to just be a prank by Elder Kettle, but Elder Kettle himself is terrified twice when there's a knock at the door on each occasion, thinking the baby's returned.
Enfant Terrible: Don't let its cuteness fool you - it's a massively destructive brat who can wreck your house and leave you badly injured by day's end. It's hinted that it had been repeatedly given away by various adoptees because it's proven to be simply too much for anyone to handle.
Face of an Angel, Mind of a Demon: Innocent and cute on the outside, a massive brat on the inside.
Fingore: It bites Cuphead's finger at one point, though fortunately without mutilating effect.
Karma Houdini: Receives no comeuppance for its actions. Instead, it and its destructive borderline-Ax-Crazy brattiness are passed off to another household.
Killer Rabbit: It might be cute, but its brattiness is a force to be reckoned with.
Mysterious Past: As far as a baby can have a past, we never learn where it comes from or who put it in front of Elder Kettle's house. The ending does suggest that the baby was abandoned by its preceding caretakers for being too out of control. And Elder Kettle and the boys are repeating the cycle.
Nightmare Face: Downplayed, but the angry scowl its face twists into whenever Baby is upset is really disturbing.
Only Known by Their Nickname: The note on its basket doesn't give it a name, only saying "Take care of baby". It's not known what its given name is, if indeed it has one.
Person of Mass Destruction: This baby can completely wreck your house by the end of the day, to say nothing of its battered caretakers.
Pint-Sized Powerhouse: Despite looking like an ordinary baby, it's more than capable to swing a sledgehammer and even throw off a whole dresser and a chair offscreen! Not to mention it can beat people up effortlessly. Heck, it can take down a bear with no problem when it does make its return in "Don't Answer the Door".
Troubling Unchildlike Behavior: The baby finds almost too much amusement in destroying its adoptees' homes and causing them no end of misery with its bratty antics.
Vicious Cycle: It's implied that it had been given away multiple times, because every time it's adopted into a household it causes so much damage and misery that they eventually become fed-up with or terrified of it, leading to them giving it away to someone else.

The Ghosts

Duke, Jasper, and Emma

Voiced in English by: Jim Conroy (Duke and Jasper) and Grey DeLisle (Emma)^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/snapshot_13_97.png

From left: Duke, Jasper, and Emma

A trio of mischievous ghosts haunting the cemetery.

Anti-Villain: They mostly just scare whomever enters the cemetery for kicks (they are ghosts after all), but aren't actively out to be malicious.
Big, Thin, Short Trio: Jasper is tall and fat, Emma is skinny as a rail, and Duke is very short.
Body Horror: Duke can unscrew his scalp as if it were a hat, exposing his brain, and Jasper has a hand saw in his head.
Canon Foreigner: All three of them were created for the series. Notable in that the game had a different set of ghostly bosses (with combined railroad theme).
Everyone Has Standards: They gleefully menace and scare the juice out of Cuphead and Mugman, but they're horrified when it appears their antics have caused the brothers to fall to their deaths.
Dub Name Change: A few international dubs (Latin American, Spain and Japanese, for example) call Jasper Biff.
Expy: Duke, Emma, and Jasper to the titular antagonists of Lonesome Ghosts, being blue ghosts with large red noses, who mainly decide to antagonize the heroes because they're bored. The three at one point exit a grave as a marching band, identically to the ghosts from Lonesome Ghosts doing so with a door on the floor.
It Amused Me: When they find out Cuphead and Mugman are in the graveyard, they decide to scare them to have some fun, particularly seeming to relish scaring Cuphead due to him claiming they aren't real. That said, they're horrified when they think they caused the duo to plummet to their deaths.
My God, What Have I Done?: Duke, Jasper, and Emma are horrified when it looks like their "harmless" scares have caused Cuphead and Mugman to fall to their deaths. They plan to say a few words for the recently deceased when they notice the brothers have scampered off alive.
Silly Spook: Scary as they are to Cuphead and Mugman, they never intended any real harm and just wanted to be entertained.
Villain Song: Doubles as "The Hero Sucks" Song, of sorts. In their debut episode, they sing "Ghosts Ain't Real" which largely in response to (and to mock) Cuphead claiming so while trying to calm down Mugman.

The Root Pack

Sal, Ollie and Chauncey

Voiced in English by: Joe Hanna (Sal), Jim Conroy (Ollie) and Cosmo Segurson (Chauncey)^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/the_cuphead_show_the_root_pack.jpg

From left: Sal, Ollie, and Chauncey

A group of talking vegetables who Cuphead and Mugman hire to watch over Elder Kettle's vegetable garden.

Adaptational Modesty: A very downplayed example, but Sal has gloves and a hat here. He was butt-naked in the original game.
Adaptational Ugliness: Sal in the original game was a fairly straightforward potato with eyes, but in the show is significantly more bulbous and thuggish-looking.
Adaptational Villainy:
- In the game, Ollie was the Token Good Teammate of the trio who didn't directly attack the cup brothers during his part and could be skipped following an update. Here, he is just as malevolent as Sal and Chauncey, albeit still nice enough to feel sorry for Elder Kettle.
- The Root Pack as a whole are hit by this. In the game, they, like all the Runaway Debtors, were acting in self-defense, only being hostile due to Cuphead and Mugman coming after them to collect their souls for The Devil. Here, they're actively malicious Con Men.
Adaptation Dye-Job: Chauncey's sclera are permanently yellow here, unlike his game counterpart where they're white by default and only turn yellow whenever he uses his powers.
Adapted Out:
- Horace Radiche, who was a minor (and secret) member of the pack in the game is nowhere to be found here.
- On a different note, they are known as Sal Spudder, Ollie Bulb and Chauncey Chantenay in other Cuphead medias, but here, their last names are never uttered.
Advertised Extra: They are featured in the theme song prominently, but they only have two appearances in the show, with the latter being non-speaking cameos.
Affably Evil: Ollie, unlike his companions, is able to feel enough empathy for Elder Kettle when Cuphead and Mugman tell him about how sad his life is to burst into tears crying. He's still a scamming conman, just the same as Sal and Chauncey, though.
Big, Thin, Short Trio: Sal's the Big, Chauncey's the Thin, and Ollie's the Short.
Casanova Wannabe: Sal spends the party he organized hanging with two tomatoes named Cherry and Brandy, until they leave outraged after Ollie spoils the fun by making everyone cry.
Con Man: The three, even Ollie, take advantage of the kindness of others to get what they want.
Drunk on Milk: Played to extreme when Ollie manages to be drunk on garden hose water.
Fat Bastard: Sal is noticeably more rotund than he is in the game and more openly amoral as well. Taken to an extreme extent when the trio suck up all the moisture in Elder Kettle's garden, now towering over Cuphead and Mugman while becoming even more rotund in the process.
Giggling Villain: Chauncey either precedes or ends every sentence with a sleazy laugh.
Hat of Authority: Unlike his game counterpart, this Sal has a snazzy little hat. He's also the leader of the Root Pack here and its only member who wears a hat.
Hobos: The trio have a lot of elements in common with the way old cartoons portrayed this trope with their Hobo Gloves, only really missing the classic Bindle Stick.
Inelegant Blubbering: Due to being an onion, when he starts bawling, Ollie causes everyone in the general vicinity to start bawling whether they want to or not.
Laser-Guided Karma: They grow obese by sucking up all the water out of the soil to kill the vegetables Elder Kettle considers his "babies" as one last act of spite, only for Kettle to see them and assume the Root Pack are his babies all grown up. They see this as a great opportunity to scam him only to find out Elder Kettle is preparing his famous "baby stew," causing the trio to hightail it.
Lean and Mean: Chauncey unsurprisingly fills this role, being a conniving carrot and all. He’s also full of beta carotene. Inverted after he (and the rest of the trio) absorb the moisture in Elder Kettle's garden, in which he becomes very obese.
Musical Nod: During the Root Pack's party, an arrangement of "Botanic Panic", the trio's Battle Theme Music from the original game, plays.
Jerkass: While Ollie can at least be moved to sympathy for the people he's scamming, Sal and Chauncey's true colors prove that they're selfish jerks to the core.
Onion Tears: Not only is Ollie himself a crybaby onion, he can also make others around him weep when he cries and his skin peels.
Prone to Tears: Ollie. It doesn't take much to make him start bawling if Sal or Chauncey aren't there to stop it.
Screw This, I'm Outta Here: The Root Pack hightail it when Elder Kettle reveals he plans on making soup out of them (believing they were his baby vegetables grown to enormous size).
Super Gullible: Not only is Ollie prone to tears, but he also cries at obviously fake stories. When Sal lies that the three of them are orphans to prey on Cuphead and Mugman's sympathies, Ollie almost starts weeping right then and there because it's so sad.
Terrible Trio: A trio of conmen who lie their way onto Cuphead and Mugman's property to mooch off of them.
Verbal Tic: Chauncey has a habit of chuckling before or after a sentence.
Yellow Eyes of Sneakiness: Along with having yellow sclera, Chauncey is sneaky.

Cala Maria

Voiced in English by: Natasia Demetriou^{Other Languages}

"Yes, I am number one sea beast! I am the Cala Maria!"

An enormous mermaid gorgon found way out in the sea dwelling in a spooky cove surrounded by shipwrecks. She is apparently the Number One Sea Beast, according to her "I Am" Song; given her general reputation, this seems to be well-earned!

Accent Adaptation: She had a cutesy, pitchy voice in the game. Here, she gains a deeper voice and an ambiguous European accent. ^note
Adaptational Badass: Hoo boy. In the original game, she only transformed into her gorgon form after being bitten by electric eels in what appeared to be a painful process. She also was just one of many bosses. Here, not only can she change between her mermaid and gorgon forms both at will and instantaneously, but she's the single most terrifying monster roaming the seas of the world, and is presented as a threat the heroes cannot possibly hope to fight.
Adaptational Villainy: In the game, she was a boss because Cuphead and Mugman were coming to collect her soul for the Devil, and after they defeat him and destroy the contracts, Cala Maria celebrates with the other debtors in honor of the duo. Here, she petrifies pirates and destroys their ships because she genuinely enjoys being the fiercest monster in the seven seas.
Adaptational Wimp: Averted, which is a big deal considering that it's so common between the game and the show; Cala Maria seems to have kept pretty much all of her abilities from the game. Given that the general power level of the show is a lot lower, this makes Cala Maria bar none one of the most powerful characters seen, maybe the most powerful other than the Devil himself, and she throws her weight around to become the world's number one sea beast.
- Zigzagged Trope with her petrifying Eye Beams. In the games, they cover the entirety of the screen (which is a pretty huge area considering her size) and forces the player to stay still until it wears off. In here, Cala Maria shoots them in a straight line and they have far less range... but unlike in the game, it's implied to be basically impossible to break out of. Brineybeard managing to do it not once, but twice, is treated by Cala Maria as basically never having happened before. Apparently, the Eye Beams traded range for power.
Adaptation Dye-Job: Not she herself, but her petrifying Eye Beams. They're colored green in the games, but are red in the show.
Adaptation Personality Change: What could be gathered from her game sprites and lose quotes, she seemed to be a bit of a flirty woman, even calling the cup brothers cute. In the show, she's instead a serious, no-nonsense woman with focus on her career. Although, she does slightly adopt more of her game traits by the end.
Affably Evil: She's very polite for a terrifying man-eating sea monster. She even gives the Cup brothers and Brineybeard a ten-second head start before she eats them, and blows a kiss to Brineybeard as they escape her clutches. Of course, a lot of this is implied to be because she's touched by Brineybeard's gift... she's much less friendly beforehand, referring to Mugman as Dinner to his face and making no bones of her plans to eat them.
Attack of the 50-Foot Whatever: Much like in the game, she's utterly gigantic, towering over pirate ships as if they were bath toys.
Bare Midriffs Are Feminine: Just like in the game, she's one of the very few female antagonists, and a Proud Beauty at that, who wears a midriff-revealing top resembling a Seashell Bra.
Being Evil Sucks: Zigzagged. She loves being evil, but part of her villain song does have her admit being the fiercest monster in the sea makes for a lonely life. Though she quickly writes it off as Worth It in the next verse, her body language, expression and the way she angrily swats away her sad reflection in the water, implies the loneliness may bother her more than she wants to admit.
Bizarre Taste in Food: The Chocolate of Romance that Captain Brineybeard wanted to give her? It was filled with fish guts. This is odd enough, but then she eats them as if they were candy... though kudos to Brineybeard for knowing his woman!
But for Me, It Was Tuesday: She has no clue who Brineybeard is until he reminds her of the specifics of their date, like having tiramisu for dessert. What makes this a villainous trope instead of a forgettable date is Cala Maria casually admitting she planned to eat Brineybeard on their date but ended up filling up on tiramisu.
Card-Carrying Villain: Prides herself in being a dreaded sea beast, her dream job since she was a little girl.
Deadly Gaze: Her stare can turn anyone she looks at to stone.
Deadpan Snarker: The most dangerous monster in the sea... and the sassiest. When Mugman tries to introduce himself, she flatly states that his name is "Dinner".
The Dreaded: She's known as the "dreaded sea beast" due to her tendency to destroy pirate ships and turning the pirates to stone.
Early-Bird Cameo: She briefly appears in the opening credits of every episode before her debut episode "A High Seas Adventure!" She's annoyed at Brineybeard looking at her through his spyglass, nicely foreshadowing their roles in the debut episode they share.
Fame Through Infamy: In addition to just enjoying being a dreaded sea beast who slaughters everyone that approaches, her Villain Song has Cala Maria basking in the fame she's achieved from her work, referring to herself as a star who everyone knows throughout the seven seas for the horror she's inflicted. It's clear she takes delight in her name being feared far and wide!
Friendly Enemy: This seems to be her role by the end of her episode. On one hand, she warms up to Brineybeard and the Cups, to the point that she even lets them out of her domain by reciprocating Brineybeard's flying kiss. Still, she loves her sea beast career and refuses to go out with Brineybeard, let alone stop trying to petrify or eat him.
Giant Equals Invincible: She's as colossal as her game counterpart, and actually retains her supernatural abilities unlike the rest of the characters, meaning the cup brothers (and Captain Brineybeard) don't really stand a chance in an actual fight against her. Notably, the end of the episode involves her just letting them go, rather than her being defeated.
Giant Woman: She is a beautiful, curvy woman (at least when not showing her Nightmare Face) who is practically kaiju-sized, even compared to her video game counterpart.
Gorgeous Gorgon: Just like in the game, she's probably one of the cutest gorgons you'll see. Brineybeard and, to a lesser extent, Mugman are both extremely charmed by her.
Half-Human Hybrid: She claims her father was a sailor and her mother a fish. Hence, she's a mermaid.
Here There Be Dragons: Swims in the opening shot of Inkwell Isles; given that it's a map-like view of the place, it has this effect.
Interspecies Romance: Part of her backstory and her debut episode. Apparently, her father was a sailor and her mother was a fish, which is... certainly a very direct route to becoming a mermaid. She also went on a date with the human pirate Brineybeard, though she admits she did it because she planned to eat him afterwards and only didn't because she had filled up on tiramisu. Meanwhile, her debut episode "A High Seas Adventure!" is all about showing Brineybeard's love for her... and while she does hold some affection toward him, it's not enough to be his girlfriend, or to stop trying to kill him. She's a career-focused woman!
- In "The I Scream Man", Mugman reads a book, and imagines himself as a pirate trying to romance Cala Maria. It's still a dream sequence, but Mugman was clearly charmed.
Karma Houdini: Much like Baby Bottle, she's one of the few antagonists who didn't get any retribution by the end of her episode. In her case, she's flat-out too powerful for the protagonists to really do much about.
Lonely at the Top: During her song, she mentions that being the number one sea beast is a "lonely life"... but in the very next line, she says she wouldn't want any other life for herself despite this. Apparently, it's a fine price to pay to chase her dreams!
Married to the Job: She tries to let Brineybeard down gently by telling him romance isn't in the cards for her right now because she's more focused on her job... of being the most terrifying sea beast in the seven seas.
Mighty Roar: Her appearance in gorgon form is frequently punctuated with a distorted roar.
Ms. Fanservice: Just like in the game, Cala Maria is beautiful and she knows it. She frequently moves in a flirtatious manner and we later see her in a dress that further accentuates her curves.
Mythology Gag: A literal one with her accent. Of course the mermaid with gorgon powers is going to have a (vaguely) Greek accent- that's where the Medusa/Gorgon myths originate!
Nightmare Face: Gives a whopper of one in her big entrance complete with lightning, eyes glowing like red traffic lights, and a mouthful of fangs. She pops it out a few more times in the episode for good measure.
Our Mermaids Are Different: Similarly to the game, she is a gigantic, fish-tailed mermaid with an octopus in place of her hair. She says she's the daughter of a sailor and fish so her merperson status may literally just be the result of her being a half-human hybrid- though given her size, that was a hell of a fish. Oh, and then there's the entire 'being able to transform into a gorgon' ability of hers.
Pet the Dog: Even though she claims to be Married to the Job, she's genuinely charmed by the gift Brineybeard gave her and when he blows her a kiss despite her having attempted to eat him and the brothers, she decides to blow one back at him with her Super-Breath which also helps them leave her island. She basically decides to let them go instead of chasing them.
Sea Monster: Her career, apparently. She's also not just any Sea Monster; according to her song, she's the number one sea beast, and the episode supports that she's entirely correct in this opinion! She's basically her world's version of Kraken and Leviathan.
Spell My Name with a "The": In her song, she refers to herself as the Cala Maria, though it's ambiguous whether Cala Maria is meant to be treated that way, or whether she's using it to emphasize how famous she is.
Sweet Tooth: Parodied. She is shown to indulge in the rather gross body parts of different sealife in the same way a lady might do with exotic chocolates. She sincerely refers to them as sweets and they can be used to distract her. Played more straight when she also mentions eating lots of tiramisu.
Taken for Granite: In keeping with the gorgon half of her aesthetic, and straight from the game, her gaze can turn people to stone. Nobody has ever been able to turn back to normal except for Brineybeard due to the Power of Love.
Tiny Guy, Huge Girl: She's a giant mermaid, making her the Huge Girl to both Captain Brineybeard and Mugman's Tiny Guy.
To Serve Man: She's a giant monster that feasts upon ships that cross her territory, and tries to eat Brineybeard, Cuphead and Mugman.
Trrrilling Rrrs: Can hardly go any sentence without rolling her r’s, which adds ambiguity to her accent as many European languages roll their r’s.
Villain Song: "I Am the Cala Maria" which she sings in the style of a classical opera where she explains her origins and her childhood dream of being the most feared sea monster in the seven seas. It doubles as her "I Am" Song... and the reveal of her Card-Carrying Villain status!
What the Hell Is That Accent?: Her accent is European, no doubt, but exactly where in Europe is a little hard to pinpoint. For the most part, she sounds Greek or Russian, but there seems to be some French, German, and maybe even Polish thrown into the mix. It's the same vaguely "Eastern Europe" accent her voice actress does as Nadja in What We Do in the Shadows (2019), who was supposedly Greek, so that's probably the intent.
Would Hurt a Child: When Mugman makes himself known, she makes it clear she planned on eating him and Cuphead, something she reiterates to Brineybeard.
You Talk Too Much!: Played for Laughs. Her first, rather unimpressed, response to Brineybeard's declaration of love is telling him he talks too much, alongside Eye Beams.
Your Size May Vary: She's a Giant Woman, but as typical with giant creatures in cartoons, her exact size relative to the brothers and Brineybeard varies from shot to shot.

Baroness Von Bon Bon

Voiced in English by: Zoë Moss^{Other Languages}

"Today is your lucky day. You get to eat all the sweet treats you desire!"

The ruler of Sugarland. For some reason, she really wants Cuphead to chow down on her delicious domain.

Adaptational Angst Upgrade: The Baroness in the games had no issue leaving her kingdom to congratulate the brothers for standing up against The Devil, while in here she's forever stuck in there due to some unspecified curse.
Adaptational Nice Girl: While in the game Von Bon Bon was short-tempered and aggressive to an extreme and more than ready to send her entire kingdom against the Player Characters to get them to go away, in the show she is instead a very energetic and cheerful woman who's more than happy to let those who visit her realm eat to their hearts content. Downplayed, as her hospitality is hinted to have sinister motives, but still invoked as Bon Bon in the game wouldn't even bother with the fake pleasantries. Her true colors are revealed once the cups take a bite outta her enchanted castle. And it turns out she’s even more psychotic than in the game as she goes straight to having her pet monster chase down the cups for her next snack.
Adaptational Villainy: While never a pleasant person, she never was implied to trick people into becoming candy and then eat them.
Adaptation Deviation: In the game, she was an actual ruler with living candy subjects under her command and she was able to leave her kingdom to celebrate their freedom from the Devil at the end. Here, she's unable to leave Sugarland thanks to a curse and she's completely alone due to tricking and eating people who come in.
Adaptation Dye-Job: Her eyes are yellow in the games, but teal here. Her dress is lighter in color than the frills in the game, which is reversed here, and her gloves are also white instead of pink.
Ambiguous Situation: While we're told she can't leave Sugarland due to a curse and that she only eats sweets, we're never really explained why she tricks people into becoming sweet treats so she can eat them. Is it a part of the curse itself? Is The Baroness just a picky eater who prefers living sweets over normal ones?
Aristocrats Are Evil: She's the Baroness of Sugarland and a child-eater.
Ax-Crazy: As nice and friendly she seems to be, Von Bon Bon's cheerful demeanor is just borderline... unhinged, to say the least. Even moreso when she's trying to eat Cuphead and Mugman.
Bad Samaritan: She's quite friendly and welcoming to anybody who enters Sugarland, but this is all just a ploy to get them to break the rules and turn into living candy for her to eat.
Big Fancy House: Like in the games, she lives in a giant candy castle. In fact, the second of her whopping two rules is to never take a bite out of it. Not even a weensy teensy little bite.
Bitch in Sheep's Clothing: She comes of as friendly and inviting (if somewhat kooky) when she first meets Cuphead But it's later revealed to be a ruse to encourage people to stay and turn into candy so she can eat them.
Child Eater: She actively denies this claim from Cuphead, as she only eats sweet treats and not children. Thus, she only eats them after they transformed into candy.
Child Hater: Implied. When complimenting Cuphead on resisting the temptation of Sugarland at first, she adds that "disgusting children" usually can't resist all the sweets and just dig right in. Her friendliness toward Cuphead is also very heavily implied to cover up a sinister motive. It's later implied that her use of the word disgusting is actually describing their flavor before they become sweets.
Curse: Discussed Trope. She states an ancient curse currently keeps her trapped in Sugarland.
Cute and Psycho: The Baroness is rather adorable with her sheer energy and friendly demeanor, but make no mistake: she's definitely got a few screws loose from living by her lonesome in Sugarland for who knows how long.
Devil in Plain Sight: Even Cuphead is Genre Savvy enough to know any strange woman in a magical world offering a child as much candy as they desire is just planning on sticking them in an oven so she can eat them. He's only wrong about the oven part.
Dub Name Change: She's Lady Bon Bon in the Japanese dub.
Exact Words: She tells Cuphead she doesn't eat "disgusting children", only "sweet treats". So she turns the brothers into candy before trying to eat them.
Forced Transformation: Not she herself, but those who break her two rules will turn into sentient candy.
Friendly Address Privileges: Played for laughs. When Cuphead addresses her with her title 'The Baroness', Bonbon rebuffs him and states that since they're friends now he should just call her 'The'.
Go Mad from the Isolation: Says she can’t leave Sugarland. And if her various funny faces, Cheshire Cat Grin, and overall eccentric behavior is anything to go by, it’s been a good long while since she’s had any contact with someone from the outside world before Cuphead walks in.
Gypsy Curse: Anyone who breaks the Baroness' rules turns into candy for her (and her enchanted castle) to eat. In fact, she blatantly exploits this to kids, via Reverse Psychology, because she is positive they have no self-control when it comes to delectable sweets. Plus, she can't leave her home due to a curse of her own.
I'm a Humanitarian: She's a candy person who exclusively eats candy with her real goal being to trick people into becoming candy themselves so she can eat them.
Joisey: Despite being the ruler of a realm made of candy, she has a blatant New Jersey accent.
Karma Houdini: Downplayed. She suffers no direct punishment for her deeds and is confident she'll get them next time, but she still loses to Cuphead and Mugman who both escape her and is still alone in Sugarland, unable to leave.
Lamprey Mouth: Not the Baroness herself, but her castle has one, lined with rings and rings of candy corn teeth.
Laughably Evil: Even Cuphead quickly picks up on the fact that she's up to no good, but she's so eccentric and silly as well as having so many dynamic facial expressions, it's hard not to laugh at her antics.
Laughing Mad: A very psychotic, triumphant one.
Mayor of a Ghost Town: As her very name should tell you, she's the Baroness of Sugarland... which is basically a deserted wasteland where the only living thing in there is the baroness herself and her sentient castle. Even when outsiders, willingly or not, come to pay her place a visit, she acts less like the ruler of the world and more like a tourist guide.
Mysterious Past: She never explains the ancient curse that keeps her trapped in Sugarland, simply saying it's a story for another time.
Nightmare Face: She sports a truly horrifying one to rival her one in the original game after Cuphead and Mugman turn into "sweet treats".
Psycho Pink: She's a pink-skinned woman in a pink dress who pretends to be innocent, has a screw loose, and tricks people into turning into living candy so she can eat them.
Red Eyes, Take Warning: Her eyes turn bright scarlet when she reveals her intention of eating the cup brothers with a Nightmare Face.
Reverse Psychology: One of her stated rules that Cuphead must follow while in Sugarland is to not eat her castle. However it's blatantly obvious that this rule is only there to make the castle look more tempting to Cuphead. She even turns her back on him in case he wants to have a bite.
- It's implied that the rules themselves are this as she aware that the children like Cuphead and Mugman would inevitably break them anyway so she could have an excuse to turn them into candy and eat them.
Sapient Eat Sapient: Once the Cup Brothers turn into living candy due to breaking her two rules, the Baroness has no problem trying to eat them despite them still being as sapient as they were before transforming.
Sapient House: Her castle, Whippet Creampup, turns out to be alive and she uses it as a steed to chase after Cuphead and Mugman.
Scary Teeth: She gains a full row of very sharp teeth when trying to eat the cup brothers.
Spell My Name with a "The": The most literal example. When Cuphead begins to trust her, we get this exchange between them:
Cuphead: Well, in that case, I'm sorry I misjudged you, The Baroness!
The Baroness: Oh, please; we're friends now! Call me "The".
Sugary Malice: She's a baroness made of candy who rules a realm made of candy and just pours on the sugary sweetness so thick that even Cuphead realizes she's up to no good.
Sweet Tooth: She's not lying when she tells Cuphead that she only eats sweet treats. Which is why she turns her victims into candy first before eating them.
Uncanny Valley Girl: There's just something about Von Bon Bon's cheerfulness and friendliness that comes across as... off. The fact that even Cuphead can tell there's something wrong with her should be the biggest red flag.
We Will Meet Again: Cuphead and Mugman manage to escape but the Baroness ain't too worried about it, saying, "They always come back."

Ludwig

Voiced in English by: Mick Wingert^{Other Languages}

"Piano isn't for everyone. Perhaps you should try... watercolors?"

A gramophone headed man who offers piano lessons to Mugman before discovering Cuphead to have raw talent.

Absurdly-Long Limousine: He arrives in one near the beginning of his debut episode.
Accidental Misnaming: Due to his German accent, Luwdig pronounces Mugman as "Moog Maan" and Cuphead as "Coop Haad."
- On the receiving end, Cuphead once pronounces his name the English way (lʌdwig), instead of the German one (lʊdvig / Lood-vig).
Adaptational Attractiveness: He's taller and has a fancier outfit and sound horn than his game counterpart.
Adaptational Villainy: In the game, Ludwig was a grumpy bystander on the overworld who bears no evil intent. In this show he is a snobby plagiarist who takes advantage of Cuphead's raw talent for himself.
Adaptation Dye-Job: He wears a yellow vest with a teal sash and black and white shoes, unlike his game counterpart who wears a blue vest and brown shoes.
Adaptation Personality Change: Ludwig was a grumpy gramophone who expresses his preference in music. Here, he is a plagiaristic music instructor who is full of himself.
Ascended Extra: He got his own episode despite only being a minor character in the game.
Bitch in Sheep's Clothing: Though snooty and self-important, he does initially come across as friendly and supportive to Mugman despite his student's lack of talent. The second Ludwig finds out Cuphead is a piano prodigy, he kicks Mugman to the curb and basically tells him to give up on his dream, instead buttering up Cuphead instead. Then it turns out he was only nice to Cuphead to steal his music and pass it off as his own.
Broken Pedestal: He becomes one to Mugman the moment he abandons him for Cuphead. At the end of the episode, he becomes one for Cuphead due to him stealing the cup's song to win the prize for himself.
Evil Wears Black: Downplayed as he isn't evil per se, but he's a Jerkass who wears a black tailcoat, pants and shoes.
Jerkass: Self-absorbed, snotty, and steals Cuphead's piano song just to win a competition.
Jerk with a Heart of Jerk: His bad attitude can pass as being a Stern Teacher, but the reveal that he will resort to plagiarism makes it clear he doesn't actually care about his students.
Laser-Guided Karma: After pulling a no-show on Cuphead to steal his song for the competition, Mugman's trap that was made for Cuphead triggers on him instead, leaving him crushed by a piano.
Overly Long Gag: He sure takes a long time removing his driving gloves and putting on his non-driving gloves, to the point Mugman forgets what he wanted to ask him while waiting.
Piano Drop: Ludwig finds himself on the receiving end of one, after he took Cuphead's place during the recital and gets caught in Mugman's trap for the latter.
The Svengali: He claims he became a piano teacher to usher in the next generation of musicians. In reality, he's an opportunist who abandons his less-talented students whenever a more capable one comes along, and even then only uses his talented students so he can steal their work.
Uncertain Doom: It's unclear how badly he was injured by Mugman dropping a piano on him as Mugman turns off the radio before any details can be revealed.

Birnbaum Quadruplets

Voiced in English by: Melique Berger (Belinda and Bonnie) and Dawnn Lewis (Bedelia and Boo Boo)

https://static.tvtropes.org/pmwiki/pub/images/birnbaumtcs.jpg

A quartet of wicked ghost vultures who've been imprisoned in pictures.

Alliterative Family: All four of them have first and last names starting with B.
Canon Foreigner: They were created for the show.
Hoist by Their Own Petard: They get sealed into a picture frame in the same way they tried to trap the cups.
Laser-Guided Karma: The quadruplets try to force Cuphead, Mugman and Chalice to take their place trapped in paintings for 100 years so they won't have to be stuck in the same house as their siblings anymore. During the fight, the Birnbaums end up breaking all of the picture frames except one, so when Chalice defeats them, now the quadruplets are not only forced to stay in the same house together, but the same painting as well.
Mouthy Bird: All of them have mouths under their nose-like beaks.
Sealed Evil in a Can: All four of them have been sealed in paintings for 100 years. The moment Ms. Chalice reads their names, they break free and trap her in a painting. At the end, all four of them get trapped in a single painting.
Siblings in Crime: They're quadruplets who work together to force children to take their place imprisoned in paintings for a hundred years.
Vile Vulture: They're all virulently vile vultures that are very vehement in their villainy.

Werner Werman

Voiced in English by: Chris Kattan^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/werner_cupheadshow.png

"I hereby claim ownership of this cottage and all its contents."

A German rat who becomes nothing short of a major headache for the Cups.

Accent Slip-Up: After Elder Kettle tricks him into getting blown up with a stick of dynamite, Werner drops the German accent and adopts an American one as he hightails it out of the ruins of the cottage.
Adaptational Badass: In the original game he mostly fights from inside his tank, relying on its weaponry and other mechanisms. In the show, he's just as capable outside his tank as he is in it and is equally capable of turning the cups' tricks and traps against them.
Adaptational Modesty: He wears long pants instead of shorts from the game.
Adaptational Villainy: Instead of acting in self-defense to keep his soul like in the game, here he's just a home invader who wants to take over Elder Kettle's cottage for himself.
Adaptational Wimp: He was the size of a grown human adult and taller than the cups in the game, and had a cat-tank as a final backup. Here, he's the size of an actual rat, making the comparisons between him and Jerry more blatant, and his cat-tank is nowhere to be seen. Subverted, in that he's still a threat to the cups even considering these factors.
Adaptation Deviation: Unlike his game counterpart, he has a tail and only loses it after he falls for Elder Kettle's dynamite pen trick.
Adaptation Dye-Job: Minor example, but Werner’s nose is black here as opposed to it originally matching his brown fur in the game. He also wears green pants instead of light brown ones like his game counterpart.
Alliterative Name: Werner Werman.
All Your Base Are Belong to Us: His intention in a nutshell, laying claim to Elder Kettle's cottage and everything in it.
Corrupted Character Copy: He is a villainous take on Jerry from Tom and Jerry, being very similar in his way to overpower a larger individual through Slapstick methods but his victims are much more sympathetic and he is the one trying to take over the house rather than simply defending himself.
Crazy-Prepared: To name just one example, he has a button on his pickelhaube to detach the spike from it to free himself if he's trapped.
Expy: He's basically an unambiguously villainous take on Jerry.
Fauxreigner: It's implied he's faking being a German as he drops the accent and adopts an American accent when he gives up on seizing the cottage.
Gadgeteer Genius: Just like in the game, he’s able to come up with some crazy-but effective weapons such as his signature tin-can tank.
Cuphead: What kinda rat has gadgets?!
Genre Savvy: When Mugman attempts to trick him into coming out of his mousehole by disguising his hand as a piece of cheese, Werner wastes no time calling the bluff and smashing Mugman's hand with a hammer.
Half-Dressed Cartoon Animal: He wears slacks, gloves, and a helmet, but no shirt or (unlike the game) shoes.
Near-Villain Victory: He effectively outsmarts the cups and has Cuphead and Mugman at his mercy until Elder Kettle tricks him with his own stick of dynamite, but he was very close to getting the house to himself.
No Smoking: He's never seen with the cigar he had in the game.
Phony Veteran: Werner carries a special interest in war and pretends to be a German soldier, right down to imitating a German accent. He never claims to be a soldier or even a veteran, he stylized himself as one.
Pie-Eyed: Normally wouldn't be notable for a 30s-style cartoon, but interestingly Werner is one of the few characters to not have this trait in the game, yet gains it here.
Resourceful Rodent: A Gadgeteer Genius and a Crazy-Prepared rodent all rolled into one.
Screw This, I'm Outta Here: He gives up on taking over the cottage after a stick of dynamite goes off in his face and snaps off his tail. The fact that the dynamite also destroyed the cottage probably motivated him to give up as well.
Troll: A number of his antics are done simply to get a rise out of Cuphead and Mugman, like licking the cake they made for Elder Kettle, or needling them about how he got in because they left the door open.
Would Hurt a Child: In addition to the slapstick he dishes out to Cuphead and Mugman, he threatens to blow them up with dynamite if Elder Kettle doesn't sign over the deed to the cottage.
You Dirty Rat!: Werner is a rat who plans on taking over Elder Kettle's cottage by force. Cuphead shouts this trope verbatim after he consumes a surprise cake the boys had made for Elder Kettle.

Other Inkwell Residents:

The Telephone

Voiced in English by: Dave Wasson^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/telephone_cuphead_show.png

"Yayy!"

A living telephone and citizen of the Inkwell Isles.

Butt-Monkey: Nearly every episode he’s in has him get some sort of bad luck, mainly involving his soul being stolen.
Canon Foreigner: He was created for the show.
Character Catchphrase: "Yayy!"
Everyone Calls Him "Barkeep": He is only known as the Telephone and he's just that.
Hopping Machine: Though the "machine" part is ambiguous, he walks by hopping as he has no legs.
Recurring Extra: While he is a recurring character, he only has a small role in each episode he appears.
Radio Voice: Being an old-fashioned phone, he speaks with a muffled and distorted voice.
Sacrificial Lamb: His main role whenever he appears is to lose his soul. In "Roadkill", he actually ends up being the soul harvested by the Devil, thus conveniently saving Cuphead from such fate.
They Killed Kenny Again: He keeps losing and regaining his soul nearly every time he appears.
Unexplained Recovery: While his first appearance shows him regaining his soul at the end, it's never explained how he got it back from the events of "Roll the Dice" when he appears in "Dead Broke". Also played with in his next appearance in "A Very Devil Christmas" which shows him getting his soul back after losing it in a game of tic-tac-toe back in "Roadkill".

Porkrind

Voiced in English by: Cosmo Segurson^{Other Languages}

https://static.tvtropes.org/pmwiki/pub/images/bd5dd80c_8b88_4e4f_b04c_7aa6d8de59a6.jpeg

"I hate those cups."

A local shopkeeper (and black market merchant) with a love of money and a dislike of Cuphead and Mugman.

Adaptational Jerkass: Much less friendly and more openly dismissive of the boys than in the game, though it's likely justified as the duo get on his nerves with their antics sometimes.
Adaptational Modesty: A very downplayed example, but he wears yellow gloves here whereas his game counterpart is barehanded.
Adaptational Nationality: He's still an Inkwell Isle resident like in the game, but he's shown speaking with the same American accent most other characters use instead of the vaguely eastern European-ish one he had in the game.
Adaptation Dye-Job: He wears green overalls instead of brown ones like his game counterpart's.
Beard of Evil: He downplays this via being a jerk with a mustache.
Berserk Button: The cups in general anger him whenever they're in his shop, partially due to how noisy and obnoxious they come off as around him.
Conscience Makes You Go Back: In "Special Delivery", he sends the boys and Ms. Chalice to deliver a package. Upon learning that said package contains explosive shoes, he initially dismisses it as "not [his] problem" but as time goes by, his haunting guilt convinces him to go and save them.
Everyone Has Standards:
- Porkrind wants both Cuphead and Mugman out of his shop, but even he isn't mean enough to send kids to an actual volcano to do it.
- Porkrind forces Cuphead, Mugman and Chalice to deliver a suspicious package to get their ball back after breaking his window. When he finds out the package is a bomb, he initially writes off the danger to the cups as not his problem. However, guilt steadily eats away at him and he eventually decides to go save them. He runs into them at his doorstep, the three having failed to deliver the package, but Porkrind gives them back their ball, takes the package, and shoos them off with a sigh of relief. Until he realizes the package is still ticking.
Jerk with a Heart of Gold: As much as Porkrind openly despises the cup brothers, even he doesn't want them to be in harm's way, no matter how much he tries to deny it otherwise.
Karmic Butt-Monkey: Porkrind’s unpleasant personality, dealings in the black market, and considering eating a baby dragon makes it hard to sympathize with him when Cuphead and Mugman drive him nuts and get him in trouble.
Manipulative Bastard: He appeals to both Cuphead's thirst for adventure and Mugman's seeming lack of his brother's courage to get them agreeing to fetch a delicate package for him from Mount Eruptus Cleaning Services.
The Misophonic: The primary reason he hates Cuphead and Mugman? They are loud and won't shut up.
Pet the Dog: Despite Porkrind giving his last tree away, he states that Cuphead and Mugman could just cut down their own tree, instead of buying one from him. When Cuphead tells him they don’t have an axe, Porkrind offers to give the Cups one…for 10 bucks.
Poor Communication Kills: At first it appears that he wants to get rid of Cuphead and Mugman (who was annoying the Hell out of him at his shop) by sending them off on an Impossible Mission to get a 'delicate package' at Mount Eruptus, giving them a card for the location. Then it turns out he actually sent them to get his laundry from the Mount Eruptus Cleaning Services, not the actual volcano itself. This leads to his shop getting burnt down by Grim Matchstick as Cuphead and Mugman unwittingly stole the three-headed dragon's egg, thinking it was the 'delicate package' he sent them to fetch.
Uriah Gambit:
- Subverted. He seemingly attempted to pull one on Cuphead and Mugman by sending them to Mount Eruptus to fetch a delicate package. But it turns out even he isn't mean enough to send kids to an active volcano - he actually meant fetching his laundry from the Mount Eruptus Cleaning Services.
- Initially played straight, when he has Cuphead, Mugman, and Ms. Chalice deliver Jerry's package to Ribby and Croaks before sundown so they can get their baseball back, though the contents will blow them up in the process. However, his conscience forces him to immediately try to get the package back due to not wanting the Cups and Ms. Chalice to be blown to bits from the exploding shoes, though they've already returned with said package in hand.

Sherman and Doris

Voiced in English by: Andrew Morgado (Sherman) and Grey DeLisle (Doris)

"You missed my parents' anniversiary, you missed our anniversiary-"
"ANNIVERSARY! It's anniversary!"

A butcher and his overbearing wife.

Canon Foreigner: They were created for the show. Although curiously, they bear a slight resemblance to the Howling Aces from The Delicious Last Course.
Clingy Jealous Girl: When a plate of living spaghetti attacks Sherman by attaching itself to his face, Doris thinks he's cheating on her with it.
Gentle Giant: Sherman is an intimidating bulldog and a butcher but turns out to be much laidback than he seems.
Henpecked Husband: Doris may be much smaller than Sherman, but she's able to cow him with her voice alone.
Huge Guy, Tiny Girl: Sherman is a towering bulldog while his wife, Doris, is a Dachshund that is just comes up past his knee.
Moment Killer: Every time they try to share a romantic moment, there is a good chance someone, whether it be Cuphead or the Devil, will ruin it.
No Indoor Voice: Doris shouts most of her lines.
Recurring Extra: They are recurring side characters.
Workaholic: Doris accuses Sherman of being this, as he apparently missed several "anniversiaries" for his job.

Bowlboy

Voiced in English by: Keith Ferguson^{Other Languages}

"Bowlboy's always got a few tricks up his sleeves!"

A Bowl who resides in Inkwell isle. He's not very popular, especially in the eyes of Mugman.

Ax-Crazy: "Another Brother" reveals that Bowlboy is not of sound mind in the slightest.
Beware the Silly Ones: Don't let his silly design and seeming slow wit fool you; he's a seriously cracked bowl with a few tricks up his sleeve.
Brick Joke: His presence essentially ends up being one. When Mugman loses his handle, he mentions that he would be seen as Bowlboy and that he doesn't want to be Bowlboy. Later on, they pass by Bowlboy while on their way to Porkrind's.
Canon Foreigner: He was created for the show.
Cephalothorax: He's a living bowl with a face and limbs attached directly to him.
A Day in the Limelight: "Another Brother" features him as a central character. Somewhat of a retroactive example as it's his second appearance after his minor first one.
I Just Want to Be You: "Another Brother" reveals he's actually incredibly unhinged and has been imitating Cuphead's dangerous antics because he wants to literally become him.
Leitmotif: An eerie, slightly off-key music box tune that plays during his scenes and the title card in "Another Brother", fitting for a character as unhinged as Bowlboy.
Nightmare Face: Pulls off a pretty chilling one when he reveals why he wants to become Cuphead's new brother.
Non-Standard Character Design: Downplayed, but compared to the other dish characters, his nose is the only one to not be in his corresponding color, instead being nigh identical to Cuphead's. Considering his goal is to become Cuphead...
Out of Focus: He has no speaking roles in Season 3.
Recurring Extra: He's a recurring side character.
Sitcom Arch-Nemesis: Mugman seems to have a deep contempt towards Bowlboy, considering he didn't want to be compared to Bowlboy when he broke his handle, angrily tells off Bowlboy when the latter compliments him, and his deep offense to Cuphead choosing Bowlboy as his new brother. This hostility seems to be one sided.
Bowlboy: Well, I think you look swell!
Mugman: (Beat) NOBODY ASKED YOU, BOWLBOY! (angrily struts off)
Bowlboy: Gee, what's eating him?
Thrill Seeker: "Another Brother" reveals Bowlboy to be one, which makes Cuphead want him as a brother. However, he's the kind of thrill seeker who is completely ambivalent to putting his life at risk, and insane too. Subverted when Bowlboy explains that he was only doing all those daring stunts to impress Cuphead... which still makes him quite unstable.
Unexplained Recovery: Gets completely shattered in "Another Brother" due to a rocket mishap causing him to fall off a cliff. But by the end of the episode, when Cuphead and Mugman are being treated at the hospital for the same reason, Bowlboy shows up as their doctor, completely repaired without any explanation as to how.

Quadratus

Voiced in English by: Gary Anthony Williams^{Other Languages}Alberto Angrisano (Italian)

https://static.tvtropes.org/pmwiki/pub/images/5eef8eed_3c39_4386_b5e0_5f24f055b76e.jpeg

"Eh. [The rhyming] gets old."

A mysterious spirit that lives in a well in the woods and dispenses sage advice.

Adaptational Nice Guy: In the game, he is a mischievous spirit who gleefully makes fun of Cuphead for dying; here, he is a sincerely benevolent oracle who gives him important advice.
Adaptation Dye-Job: His nose is a darker shade of blue than his game counterpart's.
Ascended Extra: His role in the game is basically just to count how many times you've died. Here, he actually has a plot-important role, giving advice to Cuphead and Mugman on how to keep the Devil at bay.
Good Samaritan: He gives Mugman the yarn used to make the invisible sweater that ends up saving his brother's life, without asking for anything in return. In "The Devil's Revenge!", Quadratus cuts his vacation short to help Cuphead save Mugman from the Underworld, giving him a piece of chalk that will allow him to summon the Hellevator, also free of charge.
Rhymes on a Dime: Just like in the game. Until it gets old.

Jerry

Voiced in English by: Frank Todaro

Say, Porkrind, I got a client...

A mysterious person to whom Porkrind regularly sells black market goods.

Canon Foreigner: He was created for the show.
The Hyena: He is prone to laughing and cackling in a mischevious way.
Jerry: Deh-deh-deh-deh.
In the Hood: Wears some hooded cloak when going to Porkrind's store to meet his demands.
Lizard Folk: He looks like a scary lizard looking for some shady deals, no doubt about that.
Small Role, Big Impact: His package for Ribby and Croaks, which contains the exploding heels, creates an explosion at Porkrind's shop so loud, the Devil himself hears it and sees Ms. Chalice, causing him to realize that she's friends with Cuphead and Mugman and that the Chalice would be perfect for a scheme to get the souls of the brothers.
Sssssnake Talk: He extends his "S" whenever he talks.
The Sneaky Guy: He is always wary of everyone around him and loves to sneak into a room, even when this is unneeded, as Porkrind points it out when he enters his shop.

Miss Cyclops

Voiced in English by: Adam Paloian

https://static.tvtropes.org/pmwiki/pub/images/cyclopstcs.png

The largest and most feared inmate in Inkwell Penitentiary.

Adaptational Heroism: In the games, her (male) counterpart attacks the Cups Brothers for seemingly no reason besides wanting to and isn't a runaway debtor so he doesn't even do so out of self-defense. Here she starts off aggressive but thanks to Mugman's kindness becomes nice to the brothers and helps them escape from the Penitentiary.
Adaptation Dye-Job: Her sclera is white rather than yellow like her game counterpart's.
Androcles' Lion: As fearsome as she is, she repays Mugman's kindness in cleaning her blankie the way she likes it by helping him and Cuphead break out of prison.
Cyclops: She's a cyclops, it's right there in her name.
The Dreaded: Everyone in the Inkwell Penitentiary is afraid of her and for good reason. Not only is she the biggest and strongest inmate seen, she also has a dangerous temper.
Gender Flip: Her counterpart in the video game appears to be male.
Hair-Trigger Temper: It doesn't take much to set her off. After Cuphead and Mugman cause another inmate to lightly bump into her, she picks him up and pummels him offscreen.
No Prison Segregation: She is a female adult in the same prison as Cuphead and Mugman who are young boys.
Pet the Dog: She becomes fond of Mugman after he washes her blankie the way she likes, resulting in her coming to say goodbye before his and Cuphead's prison break, and then throwing them all the way back to their cottage after their escape attempt fails.
Play-Along Prisoner: It's abundantly clear she could break out of prison at any time. She can effortlessly bend apart the bars of her prison cell and ends up breaking out of the ball and chain attached to her so she can use it to help Mugman and Cuphead escape. When the prison dogs who've been a threat to Cuphead and Mugman all episode come for her, she sends them running off with a roar.
Species Surname: She's a cyclops named Miss Cyclops.
Tertiary Sexual Characteristics: She has long eyelashes on both sides of her single eye, and visible breasts under her prison suit. Otherwise she looks exactly like her male video game counterpart.

Captain Brineybeard

Voiced in English by: Jason Vande Brake^{Other Languages}Alain Dorval (French)

https://static.tvtropes.org/pmwiki/pub/images/captaincartoonpeggy.png

"I'll never give up on love!"

A pirate captain who's more than a little nutty and hopelessly smitten with Cala Maria.

Abhorrent Admirer: A downplayed male example. While not ugly, Brineybeard is clearly in love with Cala Maria, although she has no interest in reciprocating his feelings, but she does find him sweet.
Achievements in Ignorance: How did he manage to survive his first outing with Cala Maria? By having her fill up on tiramisu when she was planning on eating him. He doesn't even suspect he was ever in danger, believing the two just had a lovely time.
Adaptational Heroism: He isn't actively trying to kill Cuphead and Mugman here and does help them. Also, he doesn't get angry when Mugman accidentally amputated both of his legs.
Adaptational Non Sapience: His ship isn't a living beast in the show, and is just a regular pirate ship.
Adaptation Deviation: In the game, he already lacks both of his legs for unknown reasons. In the show Mugman is responsible for accidentally breaking both of his legs.
Adaptation Dye-Job: In the game, his shirt cuffs are yellow and his peg legs are partially gray. Here, his shirt cuffs are light gray and his peg legs are completely brown.
Admiring the Abomination: He knows that Cala Maria is an unrepentant man-eating, ship destroying monster and he loves her for it.
Big Fun: He's heavyset but comes across as a fun, likable guy all things considered.
Early-Bird Cameo: He's seen sailing with his ship in the opening credits of every episode before his debut episode "A High Seas Adventure!"
Endearingly Dorky: He's a lovestruck teddy bear of a pirate who happily bursts into song about how he'll win back his girlfriend by giving her sweets and does a happy, little jig when he finds out he lost both legs but gained two peg-legs in exchange. His parrot at least finds his dorkiness cute.
Parrot: [squawk] You're adorable.
Brineybeard: [blushing] Shut up!
Expy: He's the spitting image of Bluto, particularly how he looked in Popeye The Sailor Meets Sindbad. Also, the ship he captains looks like it was lifted straight out of an old Fleischer Studios short.
Eyepatch of Power: He sports an eyepatch like any self-respecting pirate, though beneath it is a perfectly functional eye.
Forgotten First Meeting: Brineybeard and Cala Maria did go out once and from his point of view, it was a date with the love of his life. For her part, Cala Maria has no idea who Brineybeard is when she sees him again and it takes a lot of details about their dinner before she remembers him.
Hopeless Suitor: He's infatuated with Cala Maria despite the fact that she's made it murderously clear that she isn't interested. Though she does try to let him down gently when he flatters her with a gift. Right before giving him a ten second head start before trying to eat him and his crew.
In Love with Your Carnage: Seems to be fully aware of how dangerous, destructive, and malevolent Cala Maria is... and is turned on by it.
I Want My Beloved to Be Happy: Upon Cala Maria rejecting his offer of becoming his girlfriend, he simply accepts and leaves while still holding on to his love for her.
Love Makes You Dumb: Brineybeard won't let a little thing like his true love being a ship-destroying, man-eating sea beast who repeatedly tries to turn him to stone, stand in the way of asking her to be his girlfriend. His efforts do cause her to warm up to him. Just not enough to stop trying to kill him.
Brineybeard: I'll never give up on love!
Mugman: Your love wants you dead!
Brineybeard: Relationships are a series of peaks and valleys.
Monster Fangirl: A Rare Male Example since he is an Amazon Chaser who takes the definition of "amazon" a bit too far and falls in love with Cala Maria, a literal and figurative monster.
Mundane Utility: The closest we see of his ability to control sea creatures from the game is to have them spice up his musical number.
Nice Guy: He's actually a pretty chill pirate with Mugman and Cuphead; he doesn't mind all that much that the two stowed away on his ship (after the initial shock wears off), he seems quite jovial about bringing them along on a high-seas adventure, and after they end up breaking his legs, he doesn't hold it against them.
The Peeping Tom: He's seen peeping on Cala Maria in the intro, to her annoyance.
Pink Is Love: His love for Cala Maria is represented by the color pink as the color emanates from his heart when he frees himself from being turned to stone.
Pirate Parrot: Like any proper pirate, he keeps a pet parrot on his shoulder, said parrot was completely absent in the game.
Pirate Peg Leg: While he's turned to stone, Mugman accidentally breaks off his legs, which are then washed away by the sea. Mugman crudely replaces them with two table legs and feels bad about it, but when Brineybeard turns back to normal he's ecstatic to have two peg legs when most pirates only have one.
The Pirates Who Don't Do Anything: Despite looking like a stereotypical pirate, Brineybeard doesn't conduct any criminal activities and is just a high seas adventurer. Cuphead and Mugman are both excited upon meeting him, and Mugman is overjoyed when Brineybeard calls him a "real pirate" for helping him.
The Pollyanna: Brineybeard naver wavers from his unrelenting cheer and optimism. Even having Cala Maria turn him down and Mugman breaking both of his legs deesn't break his chipper spirit.
The Power of Love: His love for Cala Maria is so strong that after she gives his petrified form a kiss, he's the first person to ever break free of being turned to stone by her. He does it again after she turns him to stone seconds later after he calls her "Baby" against her wishes.
Taken for Granite: He's turned to stone by Cala Maria but he becomes the only person ever able to turn himself back to normal through the power of love.
Token Human: He's one of the few regular humans seen in the show.

The Ice Cream Man

Voiced in English by: Dave Wasson^{Other Languages}Emmanuel Curtil (French)

https://static.tvtropes.org/pmwiki/pub/images/dreadedicecreamdude_1.png

"Would you like to hear the flavor of the day?"

A jaunty ice cream vendor spreading joy and delicious treats throughout the Inkwell Isles.

Berserk Button: Don't try buying ice cream from him if you can't pay for it, as the Cups find out in "Dead Broke".
Catchphrase: "Would you like to hear the flavor of the day?"
Comically Missing the Point: The only take away that the Ice Cream Man gets from Mugman's "The Reason You Suck" Speech is that he needs to get a new hat, still at a crooked angle.
Dark Reprise: When he's feeling upset, his van's rendition of "Pop Goes The Weasel" plays in a minor key. When he is chasing Mugman, an orchestral version plays.
The Ditz: He's not very bright, not realizing he's driving in front of the same house over and over and not recognizing Mugman even after meeting him once before. He also spoils the ending of the book Mugman's reading, not realizing why it would make Mugman upset.
Everyone Calls Him "Barkeep": He's only ever referred to as the Ice Cream Man.
Laughing Mad: He laughs maniacally as he chases Mugman in his truck.
No-Sell: When Mugman pummels him for spoiling the book he was reading in "The I Scream Man", the Ice Cream Man only reacts with confusion.
Oblivious to Hatred: He doesn't realize Mugman finds him annoying, and even after the latter loses it and start beating him down, he seems more confused than anything else.
O.O.C. Is Serious Business: In "Dead Broke", the usually jolly Ice Cream Man bitterly takes the treats away from Cuphead and the others when they don't have any [undamaged] money (the only dollar they had was torn up by Cuphead). He may bring joy and delicious treats, but he still runs a business.
Poor Communication Kills: Mugman believes the Ice Cream Man is chasing him in his truck in order to kill him out of vengeance for being insulted. It turns out the real reason the Ice Cream Man was following him was to thank him for his "advice."
Psycho Pink: He's wearing a pink striped shirt and he chases Mugman down with his truck while laughing like a madman. Subverted as he never actually wanted to hurt Mugman in the first place.
Spoiler: In-universe, he spoils the ending of Mugman's book, which ends up being the Rage Breaking Point for the latter.
Surprisingly Realistic Outcome: The beginning of "Dead Broke" shows Cuphead and Mugman "sharing" a dollar bill by ripping it in half. While it seems like an unconsequential joke at first, the Ice Cream Man refuses to accept this torn bill as currency, which kickstarts the plot.
The Thing That Would Not Leave: For the first half of "The I Scream Man" he keeps circling back to Elder Kettle's cottage, preventing Mugman from reading his book in peace, no matter how many times Mugman asks him to go.
Was Too Hard on Him: Mugman completely loses his temper with him the third time the Ice Cream Man interrupts his reading, to the point of insulting and attacking him. It's only after the Ice Cream Man leaves that Mugman's guilt gets the better of him and he runs after him to apologize. Subverted after he spoils Mugman's book, whereupon the latter decides he wasn't being hard enough.
Work Off the Debt: Defied in "Dead Broke", the boys and Ms. Chalice have no money to pay for the ice creams he just served to them, but since the gang hasn't finished eating said ice creams, he simply takes them back from their hands.

Sally Stageplay

Voiced in English by: Marcia Gay Harden^{Other Languages}Véronique Augereau (French)

"Bravo, bravo! Wonderful job, boys."

An actress with a love of the theater.

Adaptational Heroism: She isn't an enemy of the Cups here, merely a regular citizen of the Inkwell Isles. Her first appearance even has the brothers scam her out of money with Ms. Chalice's help by "ghostbusting" the latter out of her theater, and Sally's focus episode shows her to be a Prima Donna Director at worst.
Adaptational Modesty: In the games, she wore a dress that left her legs exposed. Her cameo in the show has her wearing turquoise pants instead.
Alliterative Name: Sally Stageplay.
Deliberate Values Dissonance: Like in the game, her theater features an asbestos stage curtain.
Did You Just Punch Out Cthulhu?: The Devil is one of the most feared and powerful people in the Inkwell Isles, but when he keeps misbehaving during auditions, she literally throws him out into the garbage as easily as she does to Cuphead and Mugman.
Drama Queen: She behaves overly dramatic, even in situations that don't call for it. In "Cupstaged", she introduces herself to prospective actors by pretending to have rabies, just to show off her acting abilities.
Fake Rabies: Dons this for her introduction in Cupstaged as a way to show off her acting ablities.
Happily Married: By all visible accounts, her marriage is stable and happy. She and her husband are shown partaking in romantic activities like iceskating on Christmas and having a picnic together.
Large Ham: Her theatricality suits her character as an actress with a love of the theater. She's even voiced by Mrs. Carmody.
Misplaced Retribution: Even though she was genuinely impressed with Mugman's audition for Cup Rodgers, she kicks him out and relegates him to backstage work just because he inadvertently got caught up in Cuphead and the Devil's antics.
Prima Donna Director: She introduces herself to her prospective actors by hyping up her own talents, tolerates no mistakes from an actor during their audition, and when nobody can live up to her standards, she's all too happy to play all the roles in her play herself.
Rage Breaking Point: After the Devil, Cuphead and Mugman all fail their auditions, she calls all three of them an "insult to acting and an abomination to the theater" and tosses them out into the trash.
Screaming Woman: She screams her lungs out when the ghost of her theater makes themselves known... right before she hears a knock on the door and goes to answer it.
Skewed Priorities: She hears a knock on the door shortly after learning there's a ghost on her theater. Rather than continue panicking at the spectral presence, she actually pauses to go answer it, even telling the ghost themselves to excuse her for a moment.
Token Human: She's one of the few humans seen in the show.

Santa Claus

Voiced in English by: Fred Tatasciore^{Other Languages}Benoît Allemane (French)

"Just whisper in Santa's ear what you want."

The jolly old man who lives at the North Pole and gives out presents to all good people on Christmas. The Devil meets with him to get on the nice list and Santa agrees, if the Devil makes a deal with him.

All-Loving Hero: Santa's such a friendly person that, even though the Devil hasn't done a single nice thing since the dawn of time, he's still willing to give the Devil a chance to make the nice list if he can be nice until the stroke of midnight. It takes the Devil immediately incinerating an old woman for Santa to take more desperate measures.
Ambiguously Human: The fact that he merges himself with the Devil through a ritual raises some questions about his nature.
Bargain with Heaven: Ironically, despite Santa being framed as the Devil's good counterpart, Santa's ritual for making a deal is depicted as far more satanic than any of the deals the Devil has ever cut.
Big Fun: Standard procedure with Santa, a jolly man with a belly that shakes like a bowl of jelly.
Foil: He's the polar opposite of the Devil in every way. Both have a red motif, but Santa is fat and jolly while the Devil is skinny and angry. Santa also lives in the cold North Pole with his fellow elves that respect him because he's nice while the Devil lives in the hot Underworld with demon minions that respect him out of fear.
Good Cannot Comprehend Evil: After the Devil passes his test to get on the nice list, Santa really believes that the best gift he can give to the Devil isn't the choo choo he asked for but the "gift of being nice." He's legitimately shocked when the Devil is angry over this.
Good Counterpart: To the Devil himself, being an incarnation of pure good with a workforce of elves to bring joy to the world. As if to drive in the point, he even has his own Stickler elf, much to the Devil's dismay. And of course, his name is an anagram for Satan.
Good Feels Good: Santa genuinely believes the joy of doing something nice is the greatest gift there is.
Good Is Not Soft: He's jolly, generous, kind and willing to give even the Devil a second chance to get on the nice list. This second chance involves tricking the Devil into agreeing to an occult ritual that transforms him into the new Santa and will cause the Devil to be stuck as Santa for all eternity if he can't deliver presents to everyone on the nice list before Christmas is over.
I Need a Freaking Drink: When he realizes just how difficult it's going to be to get the Devil on the nice list, Santa flat-out says he needs a drink. He means milk, but the subtext is clear.
Nice Guy: He loves bringing joy to people and even though the Devil hasn't done anything to deserve his gift, he feels bad enough for him that he allows Old Scratch an opportunity to redeem himself.
No-Sell: The Devil threatens to roast him forever if he doesn't put him on the nice list. Santa's reaction is to "tsk" him and add down this new entry to the naughty list. The Devil goes from angrily Wreathed in Flames to groveling at Santa's feet in an instant.
Santabomination: While he's presented as an overall good person, he can also be surprisingly creepy, albeit in a way that's Played for Laughs. For example, Santa and his elves can use an occult ritual to painfully transform an unwitting individual into the new Santa. In this case, it's the Devil himself who's transformed and faced with the threat of staying Santa for all eternity if he fails to deliver presents to everyone on the nice list. Santa immediately disappears following the ritual and only reappears after the Devil succeeds, the implication being he'd be gone forever if the Devil failed his test.
Santa Claus: Who he is.
You Are Number 6: He comes off as a friendly boss and is beloved by his elves, but Santa only refers to them by number.
You Have GOT to Be Kidding Me!: This is Santa's reaction when he finds out the Devil blew up an old woman asking for change for the poor immediately after making a deal with Santa to be nice until midnight to get on the nice list.

Notable Cameo Appearances

Cameos from bosses in the original Cuphead video game.

Pip and Dot

A domino with a male half on top and female half on bottom.

Adaptational Attractiveness: A downplayed example, but Dot now has lipstick.
Adaptational Heroism: Unlike in the game, they're not lackeys of King Dice and seem to be nothing more than ordinary residents instead.
Adaptational Relationship Overhaul: Due to the change in what King Dice represents, they appear to have become civil residents of the Inkwell Isles in this series rather than being among Dice's own lackeys.
The Cameo: They appear in the fifth and twelfth episodes.

Blind Specter

One of the ghosts residing in the graveyard.

Eyes Do Not Belong There: They have eyes on their palms.
Freeze-Frame Bonus: They're briefly seen as part of a large group of ghosts chasing Cuphead and Mugman during Duke, Jasper, and Emma's song.
Ghostly Gape: They have a single empty eye socket.

Mangosteen

A living pool eight ball who appears briefly on a poster for a magician attraction.

Adaptation Dye-Job: He has yellow eyes in the game, here they are grey.
Ambiguously Evil: The poster on which he appears is part of one of the Devil's tricks to trap Cuphead disguised as a magician attraction. It's unclear if the real Mangosteen is working for the Devil or not.
The Cameo: He only shows up on a poster. He has yet to make a physical appearance.

Grim Matchstick

A three-headed dragon that roosts at Mount Eruptus.

Adaptational Badass: In the game, Grim's two extra heads were his final One-Winged Angel form. Here, Grim is three-headed by default.
Ambiguous Gender: While Grim was depicted as male in the original game, their behaviour here is more in line with that of a stereotypical mother animal^note. Further, lack of an apparent mate would suggest Grim was the one who laid the egg, but a lack of vocal clues or Tertiary Sexual Characteristics keeps the issue ambiguous.
Breath Weapon: Can breathe fire out of their mouths.
Here There Be Dragons: Flies around the opening shot of Inkwell Isles to this effect. Being a literal dragon helps.
Monster Is a Mommy: Cuphead and Mugman end up stealing their egg which hatches into a baby three-headed dragon.
Papa Wolf: Kinda played with as Grim has an Ambiguous Gender here. However, Porkrind learned the hard way that messing with their child is bad idea...
Playing with Fire: They can breathe fire out of their mouths.

Hilda Berg

Voiced in English by: Grey DeLisle

A woman who can turn into a zeppelin.

Adaptational Nice Girl: In the game, Hilda Berg tries to kill Cuphead and Mugman (albeit to keep them from taking her soul contract). Here she appears to be rather friendly in her short screentime.
The Cameo: The briefest one in the show's second season, only having a brief appearance laughing evily albeit acting friendly towards the Cups.

Sally Stageplay's Husband

Sally Stageplay's husband.

Happily Married: By all accounts their marrage seems to be going well.
No Name Given: He's never referred to by any name at all.
Satellite Character He's never seen without being in the presence of his wife.
Token Human: One of the few human characters seen in the show.

Characters / The Cuphead Show!

Edit Locked

Main Characters

Cuphead

Voiced in English by: Tru ValentinoOther LanguagesNatsuki Hanae (Japanese), Alexis Tomassian (French), Stefano Brusa (Italian), Alexander Merbeth (German) Anton Körberg (Swedish)

Mugman

Voiced in English by: Frank TodaroOther LanguagesKensho Ono (Japanese), Christophe Lemoine (French), Davide Garbolino (Italian), Nils Rieke (German), Kim Sulocki (Swedish)

Elder Kettle

Voiced in English by: Joe HannaOther LanguagesKatsuhisa Houki (Japanese), Patrick Préjean (French), Gianni Giuliano (Italian), Achim Buch (German), Anton Olofsson Raeder (Swedish)

Ms. Chalice

Voiced in English by: Grey DeLisleOther LanguagesAyane Sakura (Japanese), Dorothée Pousséo (French), Ludovica Bebi (Italian), Franciska Friede (German) Cecilia Wrangel (Swedish, Season 1-2), Anneli Heed (Swedish, Season 3)

Antagonists

The Devil's Forces

The Devil

Voiced in English by: Luke Millington-DrakeOther LanguagesKenyū Horiuchi (Japanese), Jérémy Prévost (French), Franco Mannella (Italian), Jörn Linnenbröker (German), Anders Öjebo (Swedish)

King Dice

Voiced in English by: Wayne BradyOther LanguagesKazuya Nakai (Japanese), Jérome Pauwels (French), Christian Iansante (Italian), Robin Brosch (German)

Henchman

Voiced in English by: Dave WassonOther LanguagesTatsuya Kobayashi (Japanese), Jean-Claude Donda (French), Francesco De Francesco (Italian), Christos Topulos (German)

Stickler

Voiced in English by: Andrew MorgadoOther LanguagesNaoki Bando (Japanese), Marc Perez (French), Silvana Pezzilli (Italian)

The First/Second/Third Finest Demons

Voiced in English by: Dave Wasson (Cyclops with Eyepatch) Cosmo Surgeson (Burpy, Spider-Best, Scorpion Demons)

The Four Horsemen

Voiced in English by: Tru Valentino, Frank Todaro, Dave Wasson and Cosmo Segurson

Other Antagonists

Ribby and Croaks

Voiced in English by: Chris Wylde (Ribby) and Rick Zieff (Croaks)Other Languages Kenji Nomura and Binbin Takaoka (Japanese), Boris Rehlinger and Thierry Desroses (French), Massimo Bitossi and Dario Oppido (Italian)

Baby Bottle

Voiced in English by: Cristina Miliza

Duke, Jasper, and Emma

Voiced in English by: Jim Conroy (Duke and Jasper) and Grey DeLisle (Emma)Other Languages Hiroshi Iwasaki, Mitsuaki Kanuka and Rika Fukami (Japanese), Michel Vigné and Barbara Beretta (French)

Sal, Ollie and Chauncey

Voiced in English by: Joe Hanna (Sal), Jim Conroy (Ollie) and Cosmo Segurson (Chauncey)Other Languages Shinpachi Tsuji, Ken Uo and Yōhei Tadano (Japanese), Boris Rehlinger, Jérémy Prevost and Jérome Pauwels (French), Francesco De Francesco, Daniele Giuliani and Marco Bassetti (Italian)

Cala Maria

Voiced in English by: Natasia DemetriouOther Languages Chiaki Takahashi (Japanese), Céline Monsarrat (French), Selvaggia Quattrini (Italian), Nadine Schreier (German)

Baroness Von Bon Bon

Voiced in English by: Zoë MossOther Languages Shizuka Itō (Japanese), Véronique Augereau (French), Perla Liberatori (Italian), Runa Pernoda Schaefer (German)

Ludwig

Voiced in English by: Mick WingertOther LanguagesMichel Elias (French), Robin Brosch (German)

Birnbaum Quadruplets

Voiced in English by: Melique Berger (Belinda and Bonnie) and Dawnn Lewis (Bedelia and Boo Boo)

Werner Werman

Voiced in English by: Chris KattanOther LanguagesPhilippe Peythieu (French), Jonas Minthe (German)

Other Inkwell Residents:

The Telephone

Voiced in English by: Dave WassonOther LanguagesKeiichi Tsujita (Japanese), Philippe Peythieu (French)

Porkrind

Voiced in English by: Cosmo SegursonOther LanguagesHideaki Tezuka (Japanese), Philippe Peythieu (French), Luke Hatton (Italian), Patrick Steinmann (German)

Sherman and Doris

Voiced in English by: Andrew Morgado (Sherman) and Grey DeLisle (Doris)

Bowlboy

Voiced in English by: Keith FergusonOther LanguagesKoji Ochai (Japanese), Brigitte Lecordier (French), Felice Invernici (Italian)

Quadratus

Voiced in English by: Gary Anthony WilliamsOther LanguagesAlberto Angrisano (Italian)

Jerry

Voiced in English by: Frank Todaro

Miss Cyclops

Voiced in English by: Adam Paloian

Captain Brineybeard

Voiced in English by: Jason Vande BrakeOther LanguagesAlain Dorval (French)

The Ice Cream Man

Voiced in English by: Dave WassonOther LanguagesEmmanuel Curtil (French)

Sally Stageplay

Voiced in English by: Marcia Gay HardenOther LanguagesVéronique Augereau (French)

Santa Claus

Voiced in English by: Fred TatascioreOther LanguagesBenoît Allemane (French)

Pip and Dot

Blind Specter

Mangosteen

Grim Matchstick

Hilda Berg

Voiced in English by: Grey DeLisle

Sally Stageplay's Husband

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Voiced in English by: Tru Valentino^{Other Languages}

Voiced in English by: Frank Todaro^{Other Languages}

Voiced in English by: Joe Hanna^{Other Languages}

Voiced in English by: Grey DeLisle^{Other Languages}

Voiced in English by: Luke Millington-Drake^{Other Languages}

Voiced in English by: Wayne Brady^{Other Languages}

Voiced in English by: Dave Wasson^{Other Languages}

Voiced in English by: Andrew Morgado^{Other Languages}

Voiced in English by: Chris Wylde (Ribby) and Rick Zieff (Croaks)^{Other Languages}

Voiced in English by: Jim Conroy (Duke and Jasper) and Grey DeLisle (Emma)^{Other Languages}

Voiced in English by: Joe Hanna (Sal), Jim Conroy (Ollie) and Cosmo Segurson (Chauncey)^{Other Languages}

Voiced in English by: Natasia Demetriou^{Other Languages}

Voiced in English by: Zoë Moss^{Other Languages}

Voiced in English by: Mick Wingert^{Other Languages}

Voiced in English by: Chris Kattan^{Other Languages}

Voiced in English by: Dave Wasson^{Other Languages}

Voiced in English by: Cosmo Segurson^{Other Languages}

Voiced in English by: Keith Ferguson^{Other Languages}

Voiced in English by: Gary Anthony Williams^{Other Languages}Alberto Angrisano (Italian)

Voiced in English by: Jason Vande Brake^{Other Languages}Alain Dorval (French)

Voiced in English by: Dave Wasson^{Other Languages}Emmanuel Curtil (French)

Voiced in English by: Marcia Gay Harden^{Other Languages}Véronique Augereau (French)

Voiced in English by: Fred Tatasciore^{Other Languages}Benoît Allemane (French)