Characters / Jimmy Two-Shoes

The Main Cast

Jimmy Two-Shoes

Voiced by: Cory Doran

The titular character. A happy-go-lucky 14-year-old boy who somehow ended up in Miseryville and chose to stay. The only truly cheerful person in the town, Jimmy's goal is to spread happiness around Miseryville and have as much fun as possible with his best friends, much to the chagrin of Lucius Heinous VII, who can't stand his joyful innocence.

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• All-Loving Hero: He is on good terms with just about everyone in Miseryville, and is able to bring out the best in even the most evil of people, like Heloise. The only person who he can't get to like him is Lucius, and certainly not for lack of trying.
• Ambiguously Bi: He has shown affection for females, though he's also a little too close to Beezy sometimes.
• Anime Hair: A more simplified version of it.
• Badass Adorable: He has his moments, but especially as Power Squid.
• Big, Thin, Short Trio: The Thin to Beezy's Big and Heloise's Short.
• Blithe Spirit: A Pollyanna who just loves to put smiles on other's faces in a world where everyone is expected to be unhappy.
• Butt-Monkey: He can be one at times, especially in "Chez Beezy" and "Meet the Gnomans".
• Cannot Keep a Secret: Way too excited and hyper to keep very many things to himself.
• Catchphrase: "Like that's even possible!" and "Jimmy, you mad genius!".
• Childish Tooth Gap: His so-called "Jimmy gap" reflects his innocent and purehearted character in the hellish Crapsack World of Miseryville.
• Cloudcuckoolander: He's very eccentric and silly, especially in later episodes.
• The Cloudcuckoolander Was Right: As seen in episodes like "The Product Tester" and "Catalogue of Misery", he can be very clever in all sorts of weird ways.
• The Cutie: He is perpetually cheerful, optimistic, very naïve, and always trying to befriend everybody he meets.
• Does Not Like Spam: He cannot stand the taste of pickles, to the point of being terrified of them. He also says he doesn't like butterscotch in "The Product Tester".
• Dumb Blonde: He's got bright yellow hair and he's not particularly bright (he's still not as dumb as Beezy though).
• Fertile Feet: In the Season 2 opening, where he literally spreads happiness to the people of Miseryville wherever he goes.
• Fish out of Water: How he ended up in Miseryville is a mystery (unless you consider the pilot concept to be canon), but whatever the case, it seems he decided to stay there permanently.
• Flanderization: Season 1 Jimmy is definitely somewhat of a naive Cloudcuckoolander, but he also often had clever ideas and was, in some ways, the Only Sane Man. Season 2 Jimmy, in comparison, is a crazy idiot who cannot do anything remotely intelligent, with the Sanity Ball being passed solely between Lucius and Heloise instead.
• The Fool: Sometimes, particularly in Season 2 episodes. Usually when he and Lucius are stuck in a situation together, Jimmy will always get the upper hand over Lucius through dumb luck.
• "Freaky Friday" Flip: With Heloise at the end of "Monster Mutt".
• Friend to All Living Things: Don't deny it. To him, even the monsters and demons who make up Miseryville's population are deserving of friendship and happiness.
• Hair of Gold, Heart of Gold: Even his hair is so pure and innocent that it induces niceness upon Lucius when he takes it for himself in "A Hair-Brained Idea".
• The Heart: He's the friendliest guy in Miseryville and the most moral of the main characters.
• Heroes Love Dogs: The nicest guy in Miseryville and owner of Cerbee.
• Heterosexual Life-Partners: With Beezy.
• Idiot Hair: Three clumps of it.
• Idiot Hero: Sometimes. Other times he's clever in an unconventional way.
• Incorruptible Pure Pureness: In a setting where nobody has much of a reason to be in a good mood, Jimmy is always in one. And no matter how hard Lucius tries, Jimmy can never be broken.
• Keet: An outgoing and enthusiastic boy.
• Kiddie Kid: Despite being a teenager, he often does very childish things.
• Kindhearted Simpleton: He's not very bright (particularly in Season 2), but he's extremely friendly and always willing to help his friends.
• Masculine Girl, Feminine Boy: His sweet and kindhearted personality makes him the Feminine Boy to the violent and short-tempered Heloise's Masculine Girl.
• Meaningful Name: His name comes from the term "goody two-shoes", referring to someone who makes a constant effort to be as good of a person as possible, often to the point of being a nuisance. Sound familiar?
• Morality Pet: To Heloise. He's the only person she'll willingly do nice things for such as building a funfair or giving Miseryville a snow day.
• Mysterious Past: Exactly where he came from, or why he's in Miseryville at all, is never revealed (unless you accept the pilot as canon).
• Nice Guy: He might be the only truly nice person in Miseryville.
• Nice, Mean, and In-Between: His friendly optimism makes him the Nice to the sadistic Heloise's Mean and the mellow but hedonistic Beezy's Inbetween.
• No Sense of Personal Space: Sometimes, as this line from "Jimmy, Don't Be A Hero" indicates.
  "Friends watch friends sleep." ^note Made even funnier by the fact he was talking to Lucius.
• Oblivious to Love: Jimmy is either unaware or ignoring Heloise's increasingly-blatant attraction to him. However, as the series goes on, there are implications that he actually is aware to some extent.
• Only Sane Man: Sometimes. Other times he's just as nutty as (or more than) the rest of Miseryville.
• Ping Pong Naïveté: His intelligence seems to be a Depending on the Writer thing ranging from a bit below average to Beezy-level dumb.
• The Pollyanna: The only person in the aptly-named Miseryville to always sport a smile.
• Sanity Ball: Got a number of chances to hold it in Season 1, such as in "Best Bud Battle" and "Monster Mutt".
• Sarcasm-Blind: His cheery attitude can make him this, as this piece of dialogue from "The Big Date" demonstrates.
  Lucius: Well, I hope you're happy, Two-Shoes.
  Jimmy: Aw, thanks Lucy. I'm a little bummed about the plane and Jez, but other than that I'm pretty happy!
• The Straight Man: He can be this to the other characters, acting fairly normal (for him) so that Beezy, Heloise, or Lucius can play off of him. "The Competition" is a good example.
• Token Good Teammate: Considering that his best friends are a Mad Scientist and a hedonistic idiot, he could definitely be considered this.
• Token Human: If Heloise isn't human, he's the only non-demon citizen of Miseryville.
• Too Kinky to Torture: He's pretty much the only person in Miseryville who actually enjoys using Misery Inc's dangerous products. So much so that the episode "The Product Tester" was based around this.
• Too Spicy for Yog-Sothoth: The whole point of the show is that Miseryville can't break him.
• Took a Level in Dumbass: In Season 1, Jimmy was an oblivious airhead, but was shown to have genuine moments of cunning, (if admittedly odd ones). Some writers even went as far as to make him the Straight Man to Beezy and Heloise. In Season 2, he's as dumb as Beezy, even more childish and oblivious, and more prone to making things worse than ever due to his own idiocy, with hardly a moment of intelligence in sight.
• Unfazed Everyman: Has shades of this when he's not being the Idiot Hero.
• Unknown Rival: He's unaware that Lucius hates him.
• Vague Age: He's supposedly around 14, but Word of God said his exact age is purposely kept ambiguous in order to tell a wider range of stories.
• Verbal Tic: Says "awesmazing" a lot. Other characters say it too, but he does it the most.
• Why Did It Have to Be Snakes?: Jimmy is terrified of pickles.
• Wide-Eyed Idealist: The only person to see anything good about living in what is essentially a cartoon version of Hell.

Beezy J. Heinous

Voiced by: Brian Froud

Jimmy's best friend. He is a large, red, demon-like monster and the son of Lucius Heinous VII. He is much bigger than his father, but is lazy, gluttonous, dimwitted, and generally far less evil in comparison. To the eternal dismay of Lucius, he'd rather lounge about and have fun with Jimmy than learn to govern Miseryville and inherit Misery Inc.

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• Anti Anti Christ: He's son of the Devil, but also a lazy idiot who just wants to have fun.
• Bad Liar: Often. For instance, this dialogue from "Jimmy in the Big House".
  Jimmy: Hey. Where did all my money go?
  Beezy (carrying a large amount of cash): Heloise took it.
• Beelzebub: His name is meant to evoke "Beelzebub", the Demon Prince and Lord of the Flies.
• Beta Couple: With Saffi. While the two's relationship isn't frequently highlighted, it's certainly more than what Heloise has got going on with Jimmy.
• Big Eater: He practically does nothing but eat and sleep.
• Big Fun: Tends to bring out lots of fun when he's in a good mood.
• The Big Guy: The chubbiest and tallest of the trio.
• Big Red Devil: All of the other Heinouses (except the first one) are small red devils.
• Big, Thin, Short Trio: The Big to Jimmy's Thin and Heloise's Short.
• Butt-Monkey: Prone to lots of physical harm (as per everyone else in the show), particularly if Heloise is involved.
• Catchphrase: Often uses "No, you are!" as an argument, even when it makes no sense in the context. ESPECIALLY when it makes no sense in the context. As of Season 2, he also likes to add "Burn!" to whenever someone is insulted.
• Collector of the Strange: Chewed gum and mustard (the latter of which he bathes in).
• The Ditz: "What's a four-letter word for round, bouncy toy?"..."Bill!"
• Does Not Like Spam: He doesn't like pizza crusts, which literally came back to haunt him in "Ghostsmackers".
• Dumbass Teenage Son: To Lucius, who calls him "his disappointment".
• Embarrassing Middle Name: The "J" stands for "Jo-Jo".
• Embarrassing Nickname: Heloise frequently calls him "Sir Lumps-A-Lot" to show her dislike of him.
• Extreme Omnivore: Has eaten rocks, balloons, nails (implied), Samy (In all fairness, Cerbee's brain was in his body at the time), and many more ridiculous things.
• Fantastic Racism: Hates weavils very strongly.
• Fat Best Friend: He's a lot bigger than his best bud Jimmy.
• Fat Idiot: He gives Patrick a run for his money.
• Flanderization: While he did have his Jerkass Ball moments in Season 1 (like in "Baby Boom" and "Meet the Gnomans"), he was generally mellow and never as evil as Lucius. But in Season 2, he's just as bad as his father, to the point where the people of Miseryville hate him just as much as his dad. For example, in "Going Green", he gets starving children to play "Simon Says" for cake and has the losers get beat up by Lucius' thugs for his amusement.
• "Freaky Friday" Flip: Heloise switches him with Cerbee in "Monster Mutt".
• Gasshole: Usually of the belching kind. It's even his superpower as Spaghetti Beezy.
  Rodeo Clown: Oooh, that's disgusting! Seriously. Go see a doctor.
• Gentle Giant: He's plump, but he's (usually) friendly.
• The Hedonist: Beezy always does whatever gives him the most pleasure at the moment, no matter how stupid, dangerous, or selfish it is.
• Heterosexual Life-Partners: With Jimmy, often to the point of Ho Yay.
• Horned Humanoid: Since he's Lucius' son, he shares his dad's tiny horns.
• Huge Guy, Tiny Girl:
  • With Saffi, who is about half his size.
  • With Heloise, who he completely dwarves in terms of size whenever they interact.
• I Got Bigger: As shown in a flashback a year before the events of "Best Prank Ever", he was much smaller, being roughly the size of a toddler and shorter than Lucius. By the time the show takes place a year later, he's much bigger and now dwarves his father.
• Inadequate Inheritor: He's next in line for the throne of Miseryville and ownership of Misery Inc., but he'd rather having fun with his friends, to Lucius' resentment.
• Jerkass Ball: Gets hit by this often, especially in Season 2. For example, in "She Loves Me", he casually breaks up with Saffi just to chase the Girl of the Week. It was Played for Laughs though.
• Jerk with a Heart of Gold: He may be a lazy, selfish hedonist, but when the chips are down he can usually be counted on to have Jimmy's back.
• Kindhearted Simpleton: Downplayed compared to Jimmy, but despite his stupidity, Beezy's generally a friendly guy. It's enforced by the implication that he's friendly because he's too stupid to know any better; when he became a genius in "Beezy J. Genius", he immediately overthrew Lucius and became a massive jerk to everyone around him.
• Lazy Bum: To the point where he actually schedules his laziness and treats them as deadlines to be met.
• Literal-Minded: Frequently falls into this.
  Jimmy: We'll live off the fat of the land!
  Beezy: (digging up the ground) Where is this delicious fat you speak of?
• Louis Cypher: Of Beelzebub (except in the pilot, where he is explicitly Beelzebub).
• Meaningful Name: Comes from Beelzebub, who represents the sin of Gluttony and is closely associated with Satan, befitting his family dynamic with Lucius.
• Missing Mom: Just who IS his mother?
• Mysterious Middle Initial: Until "The Great Horn Fairy". Turns out it's Jo-Jo.
• Nice, Mean, and In-Between: His slothful but otherwise decent nature makes him the Inbetween to the cheerful Jimmy's Nice and the psychopathic Heloise's Mean.
• Non-Human Sidekick: He's Jimmy's devil-like monster best friend.
• Odd Name Out: He's the only Heinous family member not named Lucius.
• Official Couple: With Saffi until he breaks up with her in "She Loves Me".
• Properly Paranoid: Against the Weavils. "Invasion of the Weavils" is an excellent demonstration of this as he refuses help the Weavil Chief whom Jimmy believes is injured due to his belief that weavils cannot be trusted, which proves correct when the not-at-all-injured Weavil Chief begins abusing Jimmy's hospitality.
• Really 700 Years Old: He has his own house and is old enough to get married, so he's likely a fully grown devil, possibly at least over a hundred years old (since Lucius is around seven-hundred). Still, he acts like lazy teenager or college frat boy, and seems to still be under Lucius's care.
• Rock Me, Asmodeus!: He's apparently quite good at playing rock guitar, as seen in "Heloise's Secret Admirer". He's also seen playing an electric keyboard guitar in several episodes.
• Royal Brat: As the son of Lucius, he's basically the second most important person in Miseryville, but has none of the qualifications.
• Simpleton Voice: His voice actor, Brian Froud, described it as a bad impression of Brad Garrett that evolved into "this dog-like, child-like voice".
• The Slacker: He once took it as far as to cryogenically freeze himself so he would never have to do anything ever again!
• Took a Level in Jerkass: He became more obnoxious and selfish in Season 2 due to Flanderization.
• Too Kinky to Torture: In "Powersquid and Spaghetti Beezy", he's shown to be enjoying electrocution by Heloise. In "Best Bud Battle", he found being pulled on a stretch rack to be relaxing (though not at first).
• Toxic Friend Influence: At his worst towards Jimmy, he can be a bad toxic influence and sometimes a downright terrible friend, as seen in a number of Season 2 episodes.
• Trash of the Titans: He literally rents space to garbage, and in one episode, his home was referred to as the most disgusting place in all of Miseryville.
• Unsympathetic Comedy Protagonist: More often in later episodes. "Fused Together" is a good example.
• Vitriolic Best Buds: His relationship with Heloise swings between this and outright enemies depending on the episode. The two are frequently at odds with each other (usually over Jimmy), but they still frequently hang out together and will - at Jimmy's urgings - help each other out of their respective jams regardless.
• Walking Shirtless Scene: He very rarely wears a shirt.
• We Want Our Idiot Back!: In "Beezy J. Genius", Heloise's latest invention to make herself even smarter ends up accidentally making Beezy even more of a genius than she is. However, Beezy's increased intellect causes him to alienate everyone, including Jimmy, Heloise, and Lucius, who all conspire to return him to his former intellect.
• "Well Done, Son" Guy: Though Beezy and his father don't always get along, he tries to earn Lucius' respect, to... varying degrees of success.
• White Sheep: He's nowhere near as evil as the rest of his family, being more hedonistic as opposed to their outright maliciousness.
• Why Couldn't You Be Different?: Lucius' relationship with him can be summed up most easily with this trope, as he is perpetually dismayed with how his son's stupidity, laziness, and friendship with Jimmy makes him an Inadequate Inheritor.

Heloise

Voiced by: Tabitha St. Germain

A very intelligent 14-year-old girl and Jimmy's other best friend. She works for Misery Inc. as their head scientist, developing hazardous products to make people miserable. She is an evil psychopath who enjoys tormenting anyone she hates - and that is more or less anyone not named Jimmy Two-Shoes. She has a biiig crush on Jimmy.

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• Ambiguously Human: She's the only other character on the show that looks human, but it's unclear if she actually is. This is lampshaded in "The Hooded Chicken" when Jimmy and Beezy realize they've never seen Heloise's feet/legs and wonder if she even has any. Co-creator Edward Kay claims that Heloise is "a bit of a shapeshifter", meaning she's either not completely human or is not human at all.
• Anti-Hero: She would've been a straight up Villain Protagonist if not for her affections for Jimmy.
• Ax-Crazy: A malicious Enfante Terrible who loves spreading misery as much as her boss. The only person she doesn't want to hurt is Jimmy, and even he's not completely safe from her wrath.
• Bad Liar: Even Beezy can see through her fake guilt in "Spew Tube".
• Badass Adorable: An Ax-Crazy Enfante Terrible with an utterly adorable exterior.
• Badass Bookworm: A super-intelligent Mad Scientist who beats and murders anyone who sets off her Hair-Trigger Temper.
• The Baroness: True to form, she's in love with Jimmy.
• Berserk Button: A lot of things tick her off, but never say that she's nice, a little girl, "not so tough", or anything that implies she isn't pure evil.
• Bespectacled Cutie: She pulls off cute moments when she wears glasses.
• Big, Thin, Short Trio: The Short to Beezy's Big and Jimmy's Thin.
• But for Me, It Was Tuesday: For Heloise, evil deeds like putting curses on others (as seen in "The Mysterious Mr. Ten") and causing destruction around Miseryville are every bit as mundane for her as hanging out with Jimmy and developing inventions for Lucius. "Rear Pickle" showcases a great example when Jimmy believes Beezy to have been murdered by his neighbor and watches her throwing a large bodybag into a hole.
  Jimmy: She's burying something!
  Heloise: (bored tone) Who hasn't?
• Butt-Monkey: Gets turned into one in Season 2, with episodes like "Heloise, Schmeloise" and "Panda-Monium" being based entirely around putting through as much torment and misfortune as possible.
• Card-Carrying Villain: As she herself put it once: "I aim to displease."
• Catchphrase: Credited with "I feel bad about it now" even though she's only said it twice.
• Cheshire Cat Grin: As seen in her picture above, she often pulls these.
• Clingy Jealous Girl: To Jimmy. Her jealousy over his and Beezy's friendship sometimes drives the plot. Then there's the time she thought he was dating Jez.
  Heloise: (overhearing Jez laughing sarcastically) No one laughs at Jimmy but me!
• Creepy Child: She sometimes even puts Mandy and Gaz to shame.
• Cute and Psycho: She's an Ax-Crazy Evil Genius who happens to look adorable.
• Cute Bruiser: Despite her diminutive appearance, she is well capable of taking on people several times her size. Most of the people of Miseryville fear her for a very good reason, you know.
• Devil's Job Offer: She's the brains of Misery Inc., inventing and crafting all of their products.
• Dragon-in-Chief: Lucius' incompetence is easily overcompensated by Heloise's talent at creating misery-inducing inventions.
• The Dreaded: The monstrous inhabitants of Miseryville are usually pretty scared of her, as this exchange from "A Cold Day in Miseryville" proves.
  Jimmy: Heloise invented the machine. Why don't you get mad at her?
  Monster 1: Ummm, because, uh, she's kind of, uh, scary.
  Monster 2: Have you see her smile?!
• Enfante Terrible: She's a petite fourteen year old who works for the Devil to create dangerous products for misery's sake, and she adores what she does.
• Even Evil Has Loved Ones:
  • Although she frequently abuses him, Heloise does genuinely love Jimmy and will move mountains to make him happy.
  • In "What's Up with Heloise", even she can't bring herself to destroy her Sweet Aunty Pomegranate.
• The Evil Genius: An extremely intelligent girl with a mad scientist's mind who would work for Lucius whenever it suits her.
• Evil Laugh: And some really maniacal (yet oddly cute) ones at that!
• Eviler than Thou: She is far more sadistic and cruel than her boss will ever be.
• The Fake Cutie: Don't let her adorable little appearance fool you, because she is nothing but a bundle of pure evil.
• Flanderization:
  • Her crush on Jimmy was always a part of her character, but as the series goes on it becomes a bigger and bigger facet of her until it's pretty much her defining trait alongside her intelligence in Season 2.
  • In the first season, she was fairly calm, soft-spoken, and deadpan, only getting emotional during her particularly insane moods or whenever she has the chance to cause destruction and pain on others. In Season 2, she's far more neurotic and tends to yell or overreact far more often than she did in Season 1.
• For the Evulz: Many of the things she does. On one occasion, she was seen sucking up all the water around a tree just to get it to wilt.
• "Freaky Friday" Flip: With Jimmy at the end of "Monster Mutt".
• The Gadfly: Lucius may be her boss, but she enjoys getting on his nerves. The episode "Mount Misery" is a great example, as she repeatedly says the word "weavil" around him specifically to enrage him. Also, this exchange from "Carnival Lucius".
  Lucius: You tricked me into a building a place that causes no misery whatsoever. You think that's funny?!
  Heloise: (Pauses to think; then replies in cheerful tone) Yep!
• Gadgeteer Genius: Although given that she works for Misery Inc., most of her inventions are designed to bring pain and suffering.
• Girls Love Chocolate: In "There Will Be Chocolate", she immediately becomes addicted to chocolate on her first taste, going as far as to bathe in it.
• Girls with Moustaches:
  • In "Jimmy Gets a 'Stache'", she grows a mustache through 'muscle control' and is depicted with it for the entirety of the episode.
  • In "There's Always a Hiccup", she's depicted with a stubble when asleep/waking up or Drowning Her Sorrows with ice cream.
• Green-Eyed Monster: Any girl who gets close with Jimmy is going to feel her wrath.
• Guile Heroine: When she sides with Jimmy. Her natural intelligence and connections with Lucius allow her to pull the strings quite easily whenever Jimmy needs a favor from her.
• Hair Color Dissonance: Her hair looks brown, but it's actually dirty blonde.
• Hair-Trigger Temper: She will often react with rage and brutally attack people who make her angry. Even Jimmy.
• Hartman Hips: Whenever she's dressed up like a mermaid. They kinda come out of nowhere, given how she normally looks. Heloise does seem to have a big butt which has been prominently shown on occasion. Ultimately, this feature appears to be based on Rule of Funny.
• Hates Being Touched: Unless it's Jimmy who's touching her.
• Heavy Sleeper: Revealed to be one in "Air Force None".
• Heroic Comedic Sociopath: She works for Misery Inc. as top inventor to make hazardous products, and she also like to destroy things, torture people, and conduct dangerous experiments for fun. However, she likes to hang out with Jimmy and have fun with him due to her crush on him.
• Huge Guy, Tiny Girl: She's the Tiny Girl to both Jimmy and Beezy's Huge Guys, as she's absolutely tiny and both of them completely dwarf her.
• Improbable Age: She's allegedly only a teenager, but works in a high position at Misery Inc.
• Insane Equals Violent: Brutal, psychotic, and violent.
• Invisible Anatomy: Her wrists, when she wears her robe.
• Jerk with a Heart of Gold: She can be violent and rude at times, but she has a soft spot for Jimmy.
• Jet Pack: Uses one, even in the Season 2 opening sequence.
• Kick the Dog: Loves this trope to the point of Black Comedy.
• Kids Are Cruel: She's an extremely violent and sadistic Enfante Terrible.
• Lack of Empathy: She does show concerns for Jimmy though.
• The Lancer: When she's with Jimmy.
• Laughably Evil: An Ax-Crazy Enfante Terrible known for her yandere attraction to Jimmy. As you might guess, she's quite hilarious.
• Little Miss Badass: She's an Enfante Terrible who spends her free time beating up anyone who displeases her and her on-the-clock hours working for Satan.
• Mirth to Power: To Lucius, because she's the only one who can get away with mocking him.
• Little Miss Snarker: To Jimmy, and sometimes Lucius.
  Jimmy: Woah! You read my mind like a book!
  Heloise: (aside) A quick read at best.
• Mad Scientist: She might not look like a typical one, but she's got the genius, sadism, and wickedness to match the best.
• Magical Girl: Her alter ego in "The Terrific Trio", Trouble Bubbles Girl.
• Masculine Girl, Feminine Boy: Her short temper and tough attitude make her the Masculine Girl to the gentle, all-loving Jimmy's Feminine Boy.
• Meaningful Name: Her name's a portmanteau of "Hell" and the name "Eloise".
• Mood-Swinger: She tends to switch from Ax-Crazy Enfante Terrible mode, to sweet and innocent mode, to Deadpan Snarker mode, to flirtatiously lovable mode (around Jimmy), to pissed off mode and back again.
• Names to Run Away from Really Fast: Her name is derived from the ancient German name Hlutwig, meaning "famous warrior".
• The Napoleon: She is short and has a psychotic temper.
• Nice, Mean, and In-Between: Her saidstic and psychotic nature makes her the Mean to the friendly and outgoing Jimmy's Nice and the dumb and lazy Beezy's Inbetween.
• Nightmare Fetishist: She actually becomes depressed when there's destruction and she's not the one causing it. Then in "Bend It Like Wreckem"; after Jimmy and Beezy accidentally knocked the pro soccer player Wreckem out, she takes his brain out and takes care of it, then hugs it while baby-talking it!
• Not So Above It All: Shown to be susceptible to Kids Prefer Boxes and Cuteness Proximity.
• Obviously Evil: She wears a blood red dress and has a scar on her forehead.
• Older Than They Look: She's 14-15, but looks like a girl between the ages of 6 and 12.
• Only One Name: The only member of the main cast without an established last name.
• Only Sane Employee: Although "sane" isn't a word normally used to describe her, she's pretty much the only reason why Lucius is an efficient leader. "Heloise's Wish List" is an excellent demonstration of this.
• Opposites Attract: A one-way example. Despite her sadistic nature and genius intellect, she has a massive crush on the Kindhearted Simpleton that is Jimmy. Word of God is that "there's something about sweet innocent guys that appeals to the last shred of humanity left in her".
• Pet the Dog: Several times, but usually towards Jimmy, like building him a carnival in "Carnival Lucius" or giving Miseryville a snow day in "A Cold Day in Miseryville".
• Pitbull Dates Puppy: A one-sided case with Jimmy.
• Playing with Fire: On occasion, though not as much as Lucius.
• The Prankster: She is a bit of prankmaster, as evidenced by the time she turned Miseryville into Smilesville.
• Psychotic Smirk: Whenever she isn't going for a full on Slasher Smile.
• Puppy-Dog Eyes: Does this to Jimmy to garner mercy for her naughty deeds. The fact that it doesn't work on Jimmy or even Beezy really says something.
• Red Right Hand: Her scar.
• Sadist: She takes great pleasure in inflicting pain on nearly everyone else in Miseryville, including Lucius.
• Sanity Ball: Tosses it between Jimmy (in Season 1 only) and Lucius depending on the joke.
• Scars Are Forever: She has a scar on her forehead. Edward Kay has said it was added to her design to make her seem more scary, but rumor has it that according to the show's original, more adult concept, she was once a human serial killer; the scar is left from where she was shot, presumably by police.
• She Cleans Up Nicely: As seen in "Scent Of A Heinous" and "Heloise's Secret Admirer". Even Jimmy stops to take notice in those moments.
• Shorter Means Smarter: Much shorter and smarter than Jimmy and Beezy.
• Single-Target Sexuality: She's attracted to Jimmy and Jimmy only.
• Single Woman Seeks Good Man: The reason why she fell for Jimmy? He reminds her of her last shred of humanity.
• Slasher Smile: Pulls of a few of these. The one she makes in "Spew Tube" is downright terrifying.
• The Smurfette Principle: The only female character in the main cast.
• Stalker with a Crush: Often this to Jimmy. In "Pet Rocky", Jimmy calls out for her and she pops out behind some bushes holding a pair of binoculars behind her!
• Stalking is Love: After all those above tropes listed, her crush on Jimmy is the most sympathetic thing about her.
• Stepford Smiler: Type C. Don't let her sweet moments with Jimmy fool you, she's no princess.
• Technobabble: A lot. Though it's usually because Jimmy and Beezy aren't intelligent enough to understand what she says.
• Teen Genius: She's very intelligent for a 14-year-old girl.
• Through His Stomach: Heloise attempts this on a semi-regular basis to win Jimmy's affections, including snacks "whipped up from scratch" and two very complete picnics (Beezy and Cerbee ruined the first).
• Thinks Like a Romance Novel: Is a fan of self-indulgent romance novels, imagining her in the role of the beautiful damsel in distress being saved by none other than Jimmy.
• Tiny Tyrannical Girl: Not even her crush Jimmy is safe from her cruelty.
• Token Evil Teammate: Compared to the good-hearted Jimmy and the hedonistically stupid Beezy.
• Tomboyish Ponytail: She's an evil genius who loves causing pain and destruction, and her hair is tied in a high ponytail.
• Took a Level in Cheerfulness: In Season 2, while still psychotic, she's shown to be much more cheerful and bubbly around Jimmy and Beezy than she was in Season 1.
• Took a Level in Kindness: Due to her crush on Jimmy becoming more blatant and the main focus of most episodes centred around her in Season 2, Heloise went though a bit of this. She still had her evil moments, but they were significantly softened by her Flanderization.
• Tsundere: Occasionally.
• Vague Age: According to Word of God, she will always be 14-ish.
• Villainesses Want Heroes: She really likes Jimmy.
• Villain with Good Publicity: Reluctantly becomes one in "Panda-Monium", thanks to Jimmy and Beezy.
• Villainy Discretion Shot: She commits all kinds of Kick the Dog acts, and it's hinted that she tortures people for fun. Yet all this happens off screen so she can continue being the Anti-Hero.
• Violently Protective Girlfriend: One-sided, but Mean Jean still learned the hard way. See Yandere below.
• Vitriolic Best Buds: With Jimmy and Beezy. She frequently abuses them (moreso Beezy), but they're the closest things to friends she has.
• Voluntary Shapeshifter: Although often seen as Ambiguously Human, Edward Kay says she's "a bit of a shapeshifter", which was more or less confirmed in-show by the episode "The Hooded Chicken".
• Wild Card: Depending on the episode, she's either the brains behind Lucius' schemes or joining in on Jimmy's fun. Often when she's with Lucius though, she's helping Jimmy at the same time.
• Yandere: At her worst. One episode even shows Heloise chaining Jimmy up to keep him from leaving her and locking him in a tiny cage.

Cerbee

Voiced by: Seán Cullen

Jimmy's pet monster dog, who has green skin, horns, and a single eye. Despite his diminutive appearance, he's pretty gluttonous and will eat nearly anything. He is also very energetic, meaning he often gets into trouble (or causes it) when Jimmy's not looking.

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• Big Eater: Has consumed objects several times his size with only a very brief change in shape.
• Call a Smeerp a "Rabbit": Sure, he acts like a dog, is named after a dog, and everybody calls him a dog, but he definitely doesn't look anything like one. Concept art had Cerbee as an actual dog though.
• Canine Companion: Well, close enough...
• Cyclops: Like many of Miseryville's animals, he has only one eye.
• Extreme Omnivore: Among other things, he has been shown eating balloons with no ill effect (unless farting out balloon animals is one).
• "Freaky Friday" Flip: Heloise switches him with Beezy in "Monster Mutt".
• Hell Hound: Could be considered one based on the setting and his equivalency to a dog, but he's generally pretty harmless.
• Hollywood Acid: His pee. He once melted a sign with it.
• Informed Species: Everyone calls him a dog, but it's pretty clear that this horned, one-eyed creature is merely a dog-like monster.
• Meaningful Name: Comes from Cerberus, the three-headed hound who guards the gates of the Underworld in Classical Mythology and also appears in Dante's Inferno.
• Ridiculously Cute Critter: Just look at him! D'aww!

Lucius Heinous VII

Voiced by: Seán Cullen

The seventh ruler of Miseryville and the CEO of Misery Inc. He is a short, red, devil-like monster and the father of Beezy. He is a cruel, greedy, tyrannical, and narcissistic megalomaniac who loves nothing more than making everyone miserable. He hates Jimmy for being the one person in Miseryville whose cheerfulness and optimism he cannot break.

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• 0% Approval Rating: Which is a given when your subjects are forced to be always miserable. Not that it bothers him.

Jimmy: Beezy, this is serious! Saffi wants to crush Lucius!
Beezy: Nooo, who would want to hurt my dad?
(everyone at the party raises their hands)

• A Wizard Did It: Word of God is that all the weird stuff that happens in the show is caused by his Reality Warper powers.
• Abusive Parent: However, he's a better parent to his son than his father was to him.
• Asshole Victim: He's a massive Butt-Monkey who can never catch a break from Jimmy's antics, but given that he's a sadistic, narcissistic dictator/Corrupt Corporate Executive, you can hardly say he doesn't deserve his constant misfortune.
• Bad Boss: Anyone working for his company gets no vacations, no sick days, and no bathroom breaks, and the longest they can get for rest is five seconds.
• Bad Is Good and Good Is Bad: Often. The idea of anyone but him being in a good mood sickens him, and he often talks about misery in the same way most would talk about being happy.
• Bastard Understudy: He overthrew his father to get his position.
• Berserk Button: He already has a pretty short temper, but as Samy learned the hard way, mocking his height is the worst thing you can do.
• Big Bad: He's the closest thing to a main villain on the show, but a lot of episodes focus on him. Not surprisingly, we learn more about him then.
• The Bore: Becomes this in Season 2, with several episodes showing him taking excitement in things Jimmy, Beezy, and Heloise find incredibly dull and others depicting him as unable to wrap his head around things that are considered fun. "Six Over Seven" is a good example of this.
• Break the Haughty: This keeps happening to him. For example, in "Spew-Tube", an embarrassing home video turns him into the town's laughingstock to the point where they refuse to take him seriously at all.
• Burning with Anger: Sometimes. He once had a freakout about his head catching on fire when it occurred though.
• Butt-Monkey: Considering that he likes to spread misery, he has it coming.
• The Caligula: Has destroyed every washroom in Miseryville just because Jimmy tried to use his, approved of his son's brain being switched with an animal, casually ordered one of the world's three suns to be destroyed, and stolen all the city's water to fill his pool. And that's just the tip of the iceberg.
• Call to Agriculture: "Slime, Slimier, Slimiest" and "Misery Hearts" show that gardening is a passionate hobby of his.
• Card-Carrying Villain: Takes great pride in how he brings misery to his subjects.
  Lucius: It's all about the evil. You think of it. You are it.
• Catchphrase: "Misery Niblets!" as of Season 2.
• Clasp Your Hands If You Deceive: Often when he comes up with something evil to do.
• Corrupt Corporate Executive: Though, considering that Misery Inc. already runs the town anyway, he's seen more as a dictator.
• The Devil Is a Loser: The weakest and least dangerous of Miseryville's seven rulers.
• Disproportionate Retribution: Prone to giving these, such as blowing up a horn salon for giving him a bad manicure and having his high school teacher's head mounted on a wall for making fun of his horns.
• Embarrassing Nickname: Often called "Lucy" by Jimmy, much to his annoyance.
• Even Evil Has Loved Ones: He genuinely loves his pet bird Lovey. When Jimmy accidentally releases it, Lucius is so distraught over the loss of his bird that he is left unable to make any decisions whatsoever without consulting it.
• Evil Has a Bad Sense of Humor: He has a very sadistic sense of humor and finds others' misery to be hilarious. Asides from his constant abuse of Samy, he also dedicates an entire holiday to pulling mean-spirited pranks on everyone in Miseryville.
• Evil Is Hammy: Thanks to being voiced by Seán Cullen, he's quite the scene-chewer for his size.
  Lucius: I want my carnival to cast a giant shadow of gloom all over Miseryville! (Evil Laugh)
  Lucius: You are lying to me, eyes! PUPILS! YOU BETRAY MEEE!!!!
• Evil Is Petty: Even when not bossing his employees at Misery Inc., he's still making sure everybody's miserable in his personal life.
• Evil Laugh: Possesses a number of these.
• Evil Overlord: A cartoonish and incompetent one, anyways.
• Evil Versus Evil: Whenever against the Weavils or, in one episode, the Rodeo Clowns.
• Exposition of Immortality: According to "Bad Horn Day", it took him 400 years just to grow his horns. And in "Heinous vs. Clown", he claims to be "barely 700" when Jimmy and Beezy make fun of his age. It's likely he's immortal considering that he's pretty much meant to be Satan.
• Faux Affably Evil: As expected from an Expy of Satan, his tendency to behave like an upper-class gentleman is mainly a facade for bringing in more misery to his subjects, and he quickly drops the act when his plans go awry.
• Fiction 500: He is so wealthy that he spends more on trivial things for himself than it costs to run Misery Inc.
• Flanderization: His Ineffectual Sympathetic Villain status is exaggerated in Season 2 to the point where he barely qualifies as even a Jerkass in certain episodes.
• Follow in My Footsteps: He wants Beezy to inherit the family business. He has absolutely no luck whatsoever.
• For the Evulz: Lucius is evil for the sake of being evil. The sole focus of his MegaCorp is to make people miserable.
• Glad I Thought of It: A very common occurrence. Has bitten him back in the ass a couple times like in "Cellphone-itis" where his constant self-credit for Heloise's "Sardiner" (a machine that fuses monsters together) results in him and Samy becoming the first victims.
• Greed: He owns everything in Miseryville and works hard to make sure this is always the case, even forbidding his subjects from having certain things (like chocolate) so he can have it all for himself.
• Hair-Trigger Temper: He's got a pretty short temper, particularly when it involves a certain Two-Shoes...
• Harmless Villain: Is just barely feared by his subjects, constantly harmed and humiliated, and when he does win there tends to be a hefty price at his expense.
• Height Angst: Dislikes being made fun of for his short stature and is always looking for ways to make himself taller.
• Horned Humanoid: Being a cartoony version of Satan, he has very tiny horns that he takes great pride in.
• Ineffectual Sympathetic Villain: While powerful enough to keep his iron grip over Miseryville largely unopposed, he's still pretty pathetic.
• It's All About Me: Constantly. His image is plastered pretty much everywhere in the city for starters.
• Jerkass: Big time. It's not only his job to make people miserable, but his passion. Not even his son is safe from his cruelty.
• Jet Pack: He uses one a handful of times in Season 1.
• Karmic Butt-Monkey: His love of making people miserable is only matched by how frequently Jimmy makes his life miserable.
• Kick the Dog: Justified, since it's his job — nay, his purpose in life — to bring misery.
• Lack of Empathy: This guy lives to make people miserable! What did you think?
• Laser-Guided Karma: His love of making people miserable and crushing others' happiness frequently ends up biting him back, thanks to Jimmy's endless cheeriness and innocent nature.
• Laughably Evil: A ruthless tyrant who revels in the suffering of his people, and yet quite hilarious.
• Let's Get Dangerous!: Despite generally being treated as a joke, there are moments here and there in which he shows off how nasty and cruel he is as a reminder of why he's the ruler of Miseryville in the first place.
• Man of Wealth and Taste: His life is shown to be quite luxurious, with vast amounts of treasure and plenty of pampering from servants (at their expense).
• Miles Gloriosus: A lot. Like that time he declared that he would slay a moon beast, only to chicken out when he really does meet one.
• Names to Run Away from Really Fast: Comes from Lucifer, who represents the sin of Pride and is usually seen as being another name for Satan.
• The Napoleon: The guy only stands at about Jimmy's waist, but has a temper matching that of a much larger demon.
• Narcissist: There's a reason why his visage is everywhere in Miseryville.
• Not-So-Harmless Villain: Word of God has said Lucius actually has some terrible and threatening powers, to the point where he could bend the planet to his will, but he keeps them in check / refuses to use them to prove he doesn't need to use them in order to rule.
• Obviously Evil: Come on, he's basically the Devil. What did you expect?
• Playing with Fire: It's more of a running gag, though he does it pretty consistently.
• Pointy-Haired Boss: Although Heloise greatly compensates Misery Inc. for this.
• Pragmatic Villainy: He allows everyone in Miseryville to take one week of paid vacation per year, because they need to be able to remember what happiness is in order to be maximally miserable the rest of the time.
• Pride: Being based on Lucifer, this is a fairly obvious result, seeing as his visage is decorated all over the city, especially in his mansion.
• Psychopathic Man Child: Despite pretty much being Satan by another name, he is obsessed with his stuffed animals, demands huge amounts of gifts for his birthday that he then throws away, and throws tantrums whenever things don't go his way.
• Reality Warper: According to Word of God, but the reason why he never uses his power to its maximum potential is because he wants to prove to everyone he doesn't need to use it.
• Really 700 Years Old: Just barely 700, actually.
• Real Men Wear Pink: His bunny pajamas.
• Sadist: He just loves making people miserable.
• Sanity Ball: Prone to holding it when Jimmy and Beezy are involved, especially in Season 2 episodes.
• Satanic Archetype: He's basically a Captain Ersatz of the Devil (except in the pilot where he is directly Satan).
• Self-Made Orphan: ...not exactly? He didn't kill his father, he just... cryogenically froze him. And keeps him in a basement, away from public view. He thaws him out sometimes.
• Shrine to Self: Lucius's home is decorated with pictures of himself and the other Heinouses.
• Small Name, Big Ego: He's not as great as spreading misery as he likes to think he is, considering that the one person he can't break is a none-too-bright boy who doesn't get he's supposed to be evil.
• Smug Snake: He fancies himself as an almighty dictator whose subjects live in constant despair, but in reality, none of the characters fear him or take him seriously. He does occasionally make a reminder of why he's the one in charge though.
• So Proud of You: Lucius has these moments with Beezy whenever the latter does something evil.
• Sore Loser: As demonstrated in "Way Below Par". His response to losing a golf game is getting a gigantic, obese demon to do a cannonball that causes a tsunami that wipes out the winner and the audience.
• The Speechless: He briefly becomes this in "Happy Birthday, Lucius" when he loses his voice after shouting too many demands. In fact, he can't even say anything throughout the whole episode, even at the end.
• Team Rocket Wins/The Bad Guy Wins: Sometimes, notably "The Product Tester" and "Catalogue of Misery" being some of the few instances where he gets the upper hand over Jimmy and avoids getting humiliated in the end.
• Tiny Guy, Huge Girl: With Jez, who is almost three times taller than him.
• Too Important to Walk: On occasion, with Samy as the walker.
• Took a Level in Kindness: In Season 2, he is depicted more as a Grumpy Old Man and spends less time spreading misery. He is also given far more Pet the Dog moments.
• Unknown Rival: Jimmy considers Lucius a friend. This is because Jimmy's such a pollyanna that he's completely unaware of just how much he is loathed by Lucius.
• Used to Be a Sweet Kid: It's implied in several flashbacks that he was this but became the cruel and hateful monster he is today due to his miserable childhood.
• Villain Decay: In Season 2, where he became less of a megalomaniacal Card-Carrying Villain and started being treated by the show as more of a boring old grump than anything else.
• Villainous Glutton: Despite his diminutive appearance, he has consumed an entire buffet for lunch, owns all the city's chocolate for himself, and wanted a cake above all else for his birthday.
• Villainous Parental Instinct: Downplayed and zigzagged. He pretty much treats his own son exactly the same way he treats all his other neighbors, employees, and dirty workers.
• Vitriolic Best Buds: Despite the way he treats him, he cites Samy as his best friend. Samy may also be his only friend, so this might be based in technicality rather than genuine friendship.
• Weaksauce Weakness: As noted above, his pride stops him from using his powers.
• "Well Done, Son" Guy: Gets along with his own father even less than Beezy does with him.
• Willfully Weak: He has the power to reshape Miseryville and its inhabitants to his whims. He refuses to do so as he considers using his powers to be too easy, so he acts through much more mundane methods and accepts any of the failures and frustrations this brings him in the process.

Samuel "Samy" Garvin

Voiced by: Dwayne Hill

Lucius's grovelling, goblin/troll-like assistant and toady who dreams of entering the show business for stardom and fame. He is quite timid and constantly abused by his boss for the latter's amusement. He used to serve Lucius' father, Lucius Heinous VI, doing so for 87 years.

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• Affably Evil: Despite his sycophantic nature, he's a pretty decent guy when not running errands for Lucius and would much prefer to pursue a career in showbiz.
• Beleaguered Assistant: To Lucius, though he has it far worse than most examples.
• Butt-Monkey: The only character to be consistently one, with the misfortune he suffers being the worst of the entire cast. That is the price for being Lucius' assistant, after all.
• Companion Cube: His ventriloquist puppet, Humphrey Von Sidekick.
• Cute Little Fangs: Has small fangs visibly sticking from his mouth.
• The Dragon: To Lucius.
• Hidden Depths: "Misery Hearts" reveals him to be an accomplished romance novelist, writing under the Pen Name "Sir Gideon Writesalot".
• Jekyll & Hyde: In "The Terrific Trio".
• Meaningful Name: Might have been named after Samael, the king of demons and husband of Lilith in Jewish folklore, sometimes said to be an alternate name for Satan (befitting his role as Lucius' servant).
• My Nayme Is: Although Samy's name is officially stated to be short for "Samuel", it's spelled with only one "m" to reflect the series' demonology-related Theme Naming.
• Pointy Ears: Big, bat-like ones.
• Punch-Clock Villain: He's not as malevolent when not doing Lucius' bidding, preferring to pursue his dreams of showbiz when not bootlicking his boss.
• Really 700 Years Old: He was stated to work for Lucius VI long before he started working for Lucius VII, implying that he's at least several centuries old, given Lucius VII's age.
• The Starscream: According to Word of God, he would take over Lucius' position if he had the chance. Considering his Butt-Monkey status, this seems unlikely.
• Vitriolic Best Buds: Despite the way he's treated by him, Lucius cites him as his best friend. However, "Bad Luck Jimmy" suggests that Samy sees things differently than Lucius.
• Yes-Man: Mostly because it's not a good idea to say "no" to Lucius, although exactly how much of a toady he is to Lucius seems to be Depending on the Writer.

Other Characters

Jez

Voiced by: Valerie Buhagiar

Lucius's haughty, spoiled, and nigh-unpleasable girlfriend who is tall, blue and can change her noses. She is often very picky in her dates with him and often threatens to break up with him. She lives in a white mansion and owns a pet dog named Jazmeen, whom Cerbee once fell in love with.

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• Anime Hair: Of the big, poofy type.
• Damsel in Distress: In "The Big Date", where she gets captured by a giant gorilla-like monster (and then ends up dating it).
• Gold Digger: Implied, as she clearly doesn't care about Lucius in any other way.
• Horned Humanoid: With two smaller ones in place of her ears.
• Impossible Hourglass Figure: Well as far as the artstyle can go.
• Little Black Dress: Her Limited Wardrobe.
• Meaningful Name: Jez's name probably comes from Jezebel, the evil wife of King Ahab in The Bible.
• Only One Name: Unlike her boyfriend, her full name is never stated.
• Out of Focus: She wasn't a particularly prominent character to begin with, but in Season 2, the number of episodes she even appears in, never mind has a prominent role in, can be counted on one hand.
• Rich Bitch: Big time. She looks down upon nearly everyone and is extremely uptight about virtually everything.
• Satellite Love Interest: She usually only appears whenever Lucius' relationship with her is relevant to the episode.
• Tiny Guy, Huge Girl: With Lucius, who barely even reaches her waistline.
• Too Important to Walk: In "Jimmy Matchmaker", she's seen being carried in by a bunch of Lucius' Minotaur guards.

Saffi

Voiced by: Sunday Muse

Beezy's girlfriend, who is an orange-skinned, one-eyed creature with a wild personality. She usually spouts one-to-two-word phrases such as "Yogurt!" and "Smoothy-Smooth!" but occasionally speaks in sentences. There doesn't seem to be any rhyme or reason to it - she's just loony.

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• Anime Hair: Similar to Jez's above, but smaller.
• Ascended Extra: She went from being a minor background character to becoming Beezy's girlfriend.
• Ax-Crazy: While Saffi's generally pretty nuts, she turns ferociously psychotic whenever she sees statues.
• Beta Couple: With Beezy until Season 2 that is.
• Catchphrase: "Smoothy-Smooth!" (her pet name for Beezy) and "Yogurt!"
• Cloud Cuckoolander: Most of her lines consist of random words like "Yogurt!" or "Crush!", and she generally acts more like a crazy animal than a civilized person.
• Collared by Fashion: A nasty spiked collar befitting her animalistic personality.
• Cute and Psycho: A Cute Monster Girl with the behavior of a wild animal.
• Cute Bruiser: Despite her cutesy appearance, she's been shown smashing statues like glass- and eating through them, too. Eating through them. Through stone. Eating. With her teeth.
• Cute Monster Girl: One of several in the show, but she gets the most attention from the fans.
• Cyclops: One of several on the show, but easily the most distinctive one
• Establishing Character Moment: In her debut episode "Jimmy Matchmaker"; she pops out of a random garbage can, squats on the ground in a Primal Stance whilst randomly barking "Yogurt!", then snatches off one of Jimmy's shoes and swallows it whole before standing up and burping up a shoelace, which she sucks back up like a string of spaghetti.
• Extreme Omnivore: Has eaten rocks, shoes, tires, and probably more.
• Fiery Redhead: Dark red hair with an energetic and wild attitude.
• Genki Girl: She's definitely pretty energetic.
• Hartman Hips: You can't quite see it in her picture above, but they're very noticeable in some shots.
• Horned Humanoid: Two small ones hidden in her hair.
• Huge Guy, Tiny Girl: With Beezy, who is about twice her size.
• Official Couple: With Beezy until they broke up in "She Loves Me".
• Only One Name: Unlike her boyfriend or Jimmy, she's only known by her first name.
• Out of Focus: While she was never really a prominent character in Season 1, she almost completely disappeared in Season 2, despite appearing more prominently in the intro.
• Pointy Ears: Very small ones.
• Redhead In Green: Not to mention that she's also a reddish-orange person in green.
• Satellite Love Interest: Like Jez, she usually only appears when her romance with Beezy is important for the episode, like in "I Married a Weavil" when Beezy tries to use her as an excuse to get out of having to marry the Weavil Princess. "Catalogue of Misery" is the sole exception to this.
• Stocking Filler: Of the fishnets kind, though its kinda tricky to tell because of the artstyle.

General Molotov

Voiced by: Dwayne Hill

Head of Lucius' muscle, Molotov is large and in charge... whenever he isn't being bossed around by his wife (a four-armed, one-eyed creature known only as Mrs. Molotov). He also has a troublemaking son named Tory and a baby daughter named Blammo (who spews large amounts of pink slime), who share his orange skin and small horns. He speaks in a vaguely Russian accent.

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• Animals Hate Him: As seen in "Jimmy in the Big House", although the feeling is mutual.
• Affably Evil: When he's not carrying out Lucius's orders, he's pretty friendly and reasonable.
• Badass in a Nice Suit: Almost always wears a black suit similar to that of a bodyguard, as he's acted as one for Lucius on numerous occasions.
• Big Ol' Unibrow: Of the malevolent variety.
• The Brute: Huge, very strong, and works enforcing Lucius's orders and leading his thugs.
• Chekhov's Gunman: Made a few minor appearances in early episodes before becoming a consistent recurring cast member.
• Drill Sergeant Nasty: When he's on the job. He's even been seen wearing a uniform not unlike that of a boot camp officer.
• Embarrassing Nickname: Referred as "Momo" by Jimmy in Season 2, despite Jimmy calling him Mr. Molotov prior to that.
• Henpecked Husband: In contrast with his work life, he's completely subordinate to Mrs. Molotov when at home.
• Horned Humanoid: Two very small ones. His children also share this.
• Husky Russkie: Big strong guy with a Russian accent. Yup.
• Names to Run Away from Really Fast: He's likely named after Vyacheslav Molotov, Stalin's protege in Communist Russia, but some have suggested it's meant to be a pun on "Moloch" to fit with the show's Theme Naming.
• Only One Name: It seems to be his last name since he's been called Mr. Molotov and his wife is known as Mrs. Molotov.
• Papa Wolf: Best demonstrated in "Baby Boom", where he goes on a furious rush back home to pulverize Jimmy and Beezy for supposedly harming his children (The whole story that made him come back was actually a lie from his son though).
• Pitiful Worms: Uses "maggot" so much that it pretty much became his Verbal Tic in later episodes.
• Pointy Ears: Very small ones.
• Punch-Clock Villain: He's really only evil when doing Lucius' bidding. Outside of work, he's more of a Family Man.
• Top-Heavy Guy: His waist is ridiculously tiny compared to his chest!
• Unexplained Accent: His wife also has a Russian accent, yet his children do not. However, it should be noted that this is not uncommon in families who have migrated from other countries. Children raised in an environment will often take on the accent of that environment, so it's safe to say that Molotov and his wife were born and raised somewhere other than Miseryville, whereas his children have been born and raised there.

Lucius Heinous VI

Voiced by: Seán Cullen

The sixth ruler of Miseryville, Lucius VII's father and Beezy's grandfather. He's even crueler and more evil than his son. He is rather old and is in a wheelchair, with his limbs occasionally falling off. Lucius overthrew and cryogenically froze him many years ago, but he's defrosted every now and then for various reasons.

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• Abusive Parent: He wouldn't even give his son a cake on his birthday. And it wasn't like the junior Lucius had done anything bad, it was just For the Evulz.
• Aw, Look! They Really Do Love Each Other: Seems to lighten up to his son sometimes, as seen in "Heinous on Ice", where he only wanted to spend time with him on his own birthday.
• Bad Is Good and Good Is Bad: Much like his son, he thinks of misery as a good thing for the people of Miseryville and hates to see anyone but him being happy.
• Bastard Understudy: Overthrew his father, Lucius V, to get his position. The same thing happened to him later.
• Big Red Devil: He's only slightly bigger than his diminutive son, but still smaller than Beezy and his ancestor Lucius I.
• The Caligula: He's just as bad, if not worse, than his son. For instance, when unfrozen for the first time, one of his first acts was to flood the city with an ocean-sized raindrop to get back into the mood.
• Cool Old Guy: Depicted as this in Season 2, with the episode "Six Over Seven" and the short "Team Extreme Team" being excellent examples of this
• Evil Cripple: He may be bound to a wheelchair and falling apart in his old age, but he's still as tyrannical as he was the day he was frozen.
• Evil Is Hammy: Like father, like son. They are both voiced by Seán Cullen after all.
  Lucius VI: (about to flood Miseryville with a giant raindrop) I want BIIIIIIGGGG RAAAIIINNNN!
• Evil Old Folks: He's only the third youngest of the Heinous family, but still pretty ancient by their standards.
• Eviler than Thou: His relationship with his son. When he gets unfrozen for the first time, he begins deriding his son's inefficiency in making misery.
• Grumpy Old Man: He's usually pretty crabby and irritable.
• Horned Humanoid: Like most of the other Heinouses, he has very tiny horns.
• Jerkass: Even more than his son is and will ever be.
• Louis Cypher: Of Lucifer, like his son.
• Multiple-Choice Past: Every time the subject of why he was frozen by Lucius comes up, it's always a different story. In "Pop-Sicles", Lucius VI himself says "every time there's an argument someone gets frozen". In "A Night at the Heinous Museum", it's shown to be Lucius VII beating him in a bet over bowling. In "Bird-Brained", Lucius VI gave a bird to Lucius VII to help him make decisions, only for the junior Lucius to ask if he should freeze his father.
• Names to Run Away from Really Fast: The exact same as his son's but with one less "I".
• Pulling Themselves Together: His arms and nose have fallen off in some episodes from being frozen too long.
• Satan: If not, an Expy like his son and his father Lucius V.
• Took a Level in Kindness: He's still a Grumpy Old Man in Season 2, but he's noticeably friendlier and less tyrannical towards than he was in Season 1, having several genuinely friendly interactions with Jimmy, Beezy, and even Lucius from time to time.

Dr. Ludwig Von Scientist

Voiced by: Dwayne Hill

A demon evil genius with a German accent who somewhat resembles an owl. He's not employed by Misery Inc., but he is Heloise's arch-rival in mad science. That doesn't stop Jimmy and Beezy from occasionally consulting him for help when Heloise isn't available.

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• Always Someone Better: Constantly beaten by Heloise in everything, which may explain his hatred for her.
• Ascended Extra: He was a bit character in Season 1 with all of his appearances being very minor and none of them even naming him (though his name is visible in the credits), but Season 2 gave him bigger roles and actually started referring to him by his name.
• Bald of Evil: Which seems to be stitched on in some attempt to expand his cranium size.
• Characterization Marches On/Took a Level in Jerkass: Before "Heads Will Roll", he seemed pretty neutral and even willing to help Jimmy and Beezy on several occasions.
• Everyone Calls Him "Barkeep"/His Name Really Is "Barkeep": He's called Dr. Scientist because "Scientist" actually is his surname.
• Evil Genius: Though not quite as evil or as genius as Heloise.
• Four Eyes, Zero Soul: Not originally, but most definitely in "Heads Will Roll".
• Good Hair, Evil Hair: His pencil mustache.
• Herr Doctor/Unexplained Accent: Like most stereotypical evil scientists, he talks in a German accent.
• Mad Scientist: Obviously, but not on the same level as Heloise.
• Morally Ambiguous Doctorate: Not as morally ambiguous as Heloise (although that's not saying much), but he most certainly wields the title of "Doctor".
• My Brain Is Big: He has a massively enlarged forehead that makes up most of his body, befitting of his status as one of Miseryville's leading geniuses.
• Paper Thin Creepy Crossdresser Disguise: Has done this twice - in "Heads Will Roll" and "Bad Luck Jimmy".
• The Rival: To Heloise, who outshines him in every way, to his eternal envy.
• The Von Trope Family: Although, that's rarely ever used. He's usually just called Dr. Scientist as his full name was not revealed until "Heads Will Roll".

Dorkus

Voiced by: Dwayne Hill

A tiny one-eyed demon who is Heloise's lab assistant and a fellow employee at Misery Inc. He often has invention ideas of his own, but they're not very good. Heloise has numerous clones of him in case he's ever injured, killed, or lost... which is often, given the kind of work he does.

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• Ascended Extra: Began as a completely nameless minor recurring extra before his name and position as Heloise's assistant was cemented in "Catalogue of Misery", consequently turning him into a series regular.
• Beleaguered Assistant: Constantly has to do Heloise's dirty (and always dangerous) work.
• Bungling Inventor: He also pitches ideas for Misery Inc. products, although the vast majority of them are completely terrible and useless.
• Butt-Monkey: He is to Heloise as Samy is to Lucius, though Dorkus has it arguably worse.
• Catchphrase: He always says "You love it! You know you do!" whenever he attempts to pitch one of his terrible invention ideas to Lucius or Heloise.
• Creepy Crossdresser: In "Zombie Pickle".
  Dorkus: Uhhh. You [Jimmy] probably shouldn't tell Heloise about this.
• Cyclops: Only has one eye (with one spectacle likewise).
• Horned Humanoid: Two very small horns on his head.
• Lilliputians: Though not as small as the Racing Fleas or Gnomans, he's still pretty tiny.
• Pointy Ears: Like many of Miseryville's monsters, he's got a pair.
• They Killed Kenny Again: He's one of the only characters to have died on-screen more than once. Heloise actually has a cupboard full of Dorkus clones.
  Heloise: I always carry a spare.

Rudolpho and Peep

Voiced by: Juan Chioran (Rudolpho) and Christian Potenza (Peep)

Rudolpho

Peep

A father/son team of Cockney-accented con artists who live to swindle the people of Miseryville out of their money. Rudolpho will sell you just about anything, but expect it to have some kind of flaw, while Peep will merely pick your pockets and might sell what he steals to someone else.

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• Abhorrent Admirer: Peep has a huge crush on Heloise, who only has eyes for Jimmy and despises Peep for trying to scam him.
• Affably Evil: The two of them, despite being con-men, don't really hold any ill will towards our main characters. They're just interested in the profits.
• Amazon Chaser: Peep is in love with Heloise, who frequently attacks and terrorizes everyone around her (including him).
• The Artful Dodger: Peep's pretty street-smart, although unlike most examples, he does have a home to call in the form of his dad's mobile shop.
• Ascended Extra: Rudolpho only appeared once in Season 1 ("Jimmy Gets A 'Stache") before becoming a member of the recurring cast in Season 2 (starting in "Dance Jimmy, Dance"). Peep, on the other hand, never appeared at all in Season 1, unlike all the other characters listed on this page.
• Bald of Evil: Rudolpho, under his hat.
• Early-Bird Cameo: Peep appears in the background of the opening sequence of Season 2, several episodes before he's properly introduced.
• Evil Brit: Not so much evil as greedy and conniving, but they've both got British accents (specifically Cockney) too.
• Honest John's Dealership: Rudolpho's thing, but Peep dabbles in this too. He has no qualms about picking up "barely chewed gum" so he can resell it later.
• Hopeless Suitor: Peep is this to Heloise, apparently being completely unable to understand that she only wants Jimmy.
• Horned Humanoid: Peep, under his hat.
• I Reject Your Reality: Peep seems to not get that Heloise doesn't like him, no matter how angrily she states it.
• Missing Mom: Rudolpho doesn't seem to have a wife and Peep doesn't seem to have a mother.
• Only Known by Their Nickname: Peep claims his real name is Jamie Two-Squirrels. Considering his dishonest nature, it is debatable whether this is true or not.
• The Pig-Pen: Peep is visibly dishevelled and dirty, with a grimy patch on his face, shabby clothes, and nasty misshapen teeth.
• Pointy Ears: Peep has two very small ones.
• Sticky Fingers: Peep has a natural propensity for this.
• Unexplained Accent: Cockney for both, due to the stereotype of Cockneys as being dishonest criminals.
• Villain Song: Peep has "Everyone can Whistle" from the episode of the same name.
• Villainous Crush: Peep has a crush on Heloise, but naturally she only has eyes for Jimmy.
• Villainous Gold Tooth: Peep, a pickpocket Con Artist who alongside his father Rudolpho lives to swindle the people of Miseryville out of their money, has a gold tooth that apparently helps him whistle.
• Why Can't I Hate You?: Jimmy and Peep hit it off quite well on non-Heloise topics in "Heloise's Secret Admirer".

Chief Reginald "Reggie" Weavil

Voiced by: Dwayne Hill

The leader of the weavils, a race of weasel-like monsters who live in the forests of Mount Misery, Miseryville's tallest peak. He has a fierce rivalry with the Heinous family (who loathe his kind) but is every bit as unscrupulous as they are. He has countless children.

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• Everyone Calls Him "Barkeep": Is only referred by his first name in his first appearance.
• Evil Versus Evil: Whenever he is against Lucius.
• Faux Affably Evil: In the same vein as Lucius. He and the rest of his kin often use their harmless appearances to cause strife to other Miseryvillians.
• Jerkass: Primarily to the Heinouses, but he's not above exploiting Jimmy or some other Miseryvillian if it benefits him.
• Manipulative Bastard: In "Invasion Of The Weavils", he takes advantage of Jimmy's hospitality to let himself mooch off his food and play loud music with his underlings.
• The Napoleon: Though not as badly as Lucius, he's still not a pleasant guy, despite his size.
• Species Surname: "Weavil" is both his last name and his species' name.
• Wicked Weasel: His entire species are an example.

The Rodeo Clowns

Voiced by: Ron Pardo (Rodeo Clown Leader)

A gang of monsters dressed as clowns who dominate a part of Miseryville known as Clownburg. They are bikers who play mean-spirited jokes on the people of Miseryville, including Jimmy and Lucius. The primarily seen members are a large one-eyed guy in red, a four-armed fellow in green, a long-legged man in purple, and the diminutive leader recognizable by his top hat and tuxedo.

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• All Bikers are Hells Angels: Despite being clowns, they act like this sometimes.
• Clown Car: Their other method of transportation, seen in their debut episode.
  Leader: I don't see why we always have to use the small car.
• Even Evil Has Standards: Anyone can participate in their Funny Face-Offs as the loser's frozen face is only temporary. However, they would never allow newbies to do Extreme Funny Face-Offs where the loser's face is permanently frozen, only making an exception for Jimmy when Lucious bribes them into letting him do it so he'll lose.
• Evil Versus Evil: "Heinous vs. Clown" pits them against Lucius.
• Horned Humanoid: The Rodeo Clown leader has two very tiny horns on his head.
• Jerkass: They love to pull nasty pranks on any Miseryvillian who gets in their way, as Jimmy found out the hard way when he first met them.
• Monster Clown/Villainous Harlequin: While almost literal examples of the former, they tend to act more like the latter.
• The Napoleon: The leader of the Rodeo Clowns is almost like Lucius' long-lost brother.
• Pie in the Face: One of their favorite practical jokes.

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