Guybrush Ulysses Marley-Threepwood
The main protagonist of the Monkey Island series, Guybrush Threepwood is a likable young man who in the first game desperately wants to be a pirate. Unfortunately for Guybrush he does not have the general demeanor of a pirate, and has to get by using his quick wits to solve problems. During his pirating career Guybrush has managed to accomplish several impressive pirating feats, but no one ever gives him credit for anything he does and they treat him like a child trying to play pirate.
Guybrush's wanting something is always the main thrust of the series. In the first game he wanted to be a real pirate and impress, and then save, Governor Elaine Marley; in the second game he looked for the legendary treasure of Big Whoop; in the third game he wanted to find a ring to undo a curse on his now fiancée Elaine; in the fourth game he wanted to find the Ultimate Insult to save the Caribbean; and in Tales he wanted to find a cure for the Pox of LeChuck.
Nothing much is known about Guybrush before he washed up on Mêlée Island. LeChuck's Revenge heavily implied in the ending that he had a mother and father who disappeared and a brother named Chuckie, but that ending has since been retconned as a magic-induced dream, so how much of it is true is questionable. For current family he is Happily Married to Elaine Marley.
Interestingly, the name 'Guybrush' was largely an accident — Steve Purcell saved his design of the unnamed main character as 'guybrush' in D-Paint; 'guy' since they hadn't come up with a name for him yet, and 'brush' to indicate this was the brush file. They started referring to the main character as "Guybrush", and it snowballed from there.
- Absurd Phobia: He's absolutely terrified of porcelain. The precise details of why are never given and he brushes it off by saying "It's a long story."
- Accidental Misnaming: Almost everyone who tries to call Guybrush Threepwood by name. Including himself in chapter 4 of Tales, which is something of a first.
- An Arm and a Leg: Morgan LeFlay cuts off his pox-ridden hand in Chapter 2 of Tales and he only gets it restored at the very end of Chapter 5.
- Animal Talk: Guybrush talks to dogs... by speaking in the language of dogs! Such is the case with Spiffy in Secret and Old Blind Pew in Curse. He even talks to monkeys, like Jojo Jr. (who not only understands human language, but also learned to speak in said human language too!) in Escape, and Jacques (who also understands human language) in Tales. In Chapter 3 of Tales, there are manatees that speak in their own language that Guybrush is not good at understanding. He discovers that he needs to be a successor to Santino by getting the manatee language book from the Marquis De Singe via the Voodoo Lady, and by getting the Tongue of the Manatee. Once Guybrush obtains both, he can communicate with the manatees in their own language, while the subtitles act as interpreter for the manatee language, regardless of whether you've turned them on or off.
- Anti-Hero: The definitive video game example. He's clumsy, unethical and mostly just does what he does to get the girl (Elaine) in the end.
- Back from the Dead: In Curse and Tales Guybrush goes through four types of death-undoing: faked death, ghost, zombie, and clean resurrection.
- Badass Beard: Is sporting one in Tales. It's what convinced Winslow that he would make a great captain. He tries to grow one in LeChuck's Revenge, but is mocked for it, especially in Curse.
- Badass Normal: When he isn't using some sort of voodoo spell to help him out.
- Badass on Paper: If you were to read everything Guybrush has achieved in the space of five games you'd expect him to be the most badass pirate that has ever sailed (found the legendary treasure of Big Whoop, repeatedly defeated the dread undead pirate captain LeChuck, the only man to ever escape the Carnival of the Damned intact, etc.). If you were to spend the same amount of time playing as him, well...
- It is suggested he has quite a reputation. Among pirates who've never met him, at least. There's even a chain of theme restaurants based on him.
- This is a plot point in Tales, where Morgan LeFlay is enraptured by the legend of Guybrush, and sorely disappointed when she finds out what he's actually like (although he wins her over by the end)
- Buffy Speak: Guybrush tends to say it whenever he comes across something he hasn't named yet. This happens quite a lot in Tales.
- Butt-Monkey: He is always a bit of this, but in The Secret of Monkey Island and The Curse of Monkey Island this is overshadowed by his good nature and occasional heroism. In Escape from Monkey Island, on the other hand, he is constant running joke, either with his efforts falling flat and being made fun of for it, or being mocked by every other character in the game (a great deal of which seems to go over his head). And let's not even get started on his treatment in LeChuck's Revenge, which seemed determined to make him an unlikable Jerkass as well as an (Iron) Butt-Monkey.
- Cannot Talk to Women: Only in his first meeting with Elaine, but it's a truly outstanding instance.
- The Cameo: In Uncharted 4: A Thief's End. Apparently, he was one of the founders of the hidden pirate village Libertalia; his sigil is, of course, a monkey. Near the end of the game, you find his skeleton.
- The Captain: From time to time. A quest for a ship occurs at least once per game. The amount of respect he commands varies, more often than not, he's not taken very seriously by his crew.
- Cloudcuckoolander: Even though he is smarter than he looks, but still it is hard to determine whether he is sane or not.
- Combat Pragmatist: While a skilled swordsman, he often wins fights without fighting by utilising the environment around him and some pretty unusual methods, such as a pepper mill or a bucket of fish.
- Crouching Moron, Hidden Badass: Guybrush lacks a great deal of common sense, but he can be a competent swordsman.
- Deadpan Snarker: Mostly to showcase that he's not really as dumb as people think.
- Died in Your Arms Tonight: In Tales, Guybrush does this right in the arms of poor, grieving Elaine after being fatally stabbed by LeChuck's Cutlass of Kaflu, all on a starry night, in a tender, Tear Jerker moment at the end of Chapter 4. He gets better.
- Dude, Where's My Respect?: He has a very impressive pirate rap sheet, but no one treats him like a pirate worthy of respect. Probably because he's Guybrush.
- Everyone Loves Blondes: Especially the dorky Guybrush.
- Friendly Pirate: Guybrush Threepwood is quite friendly with most of the people he talks to. The only exceptions are the ill-tempered and outright evil ones. But he still fits the pirate archetype, engaging in sword fights, searching for treasure, and stealing valuable items. (In fact, he does all three of those in The Secret of Monkey Island to establish himself as a pirate.)
- Genius Ditz: While he comes across as incredibly buffoonish, he is able to solve some incredibly non-intuitive puzzles.
- Guile Hero: He has a razor-sharp wit (when he's not too distracted to use it), and usually defeats his opponents by outsmarting them. Also, while he may lack common sense and a complete educational background, he is much smarter than a majority of the characters in the series. He is also highly literate, able to read long passages of literature and pronounce extremely complex words and phrases without having to think about it or sound it out, which is surprising, as Guybrush mentions several times throughout the series that he dropped out of college and most pirates lack conventional skills in areas of schooling.
- Happily Married: After some rough sailing in the first few games, and despite some occasional exasperation after exchanging their vows, he and Elaine end up sailing off for their honeymoon at the end of Curse.
- Heroic Ambidexterity: His sword hand switches from game to game; In Secret, he fights left-handed, but in Curse, he fights with his right hand.
- Heroic Comedic Sociopath: The type of physical or emotional damage that Guybrush inflicts varies from game to game, ranging from slapstick to more serious stuff such as seeing Stan Buried Alive. Naturally it's all still Played for Laughs.
- Hook Hand: Gets a pretty useful one in episode 2 of Tales, after Morgan cuts off his poxed left hand.
- Idiot Hero: He's sort of clownish, but people tend to underestimate him.
- Innocent Blue Eyes: As blue as the ocean. They often symbolize Guybrush's inexperience.
- Iron Butt Monkey: Takes ridiculous amounts of punishment up to and including being killed, generally in amusing ways.
- Kid Hero: In Secret, since he is implied to be around 16 or 17 years old; in LeChuck's Revenge, he (almost) admits that he's just 19 years old.
- Kleptomaniac Hero: He's the main character in a graphic adventure game and also a pirate, so this is pretty much a given.
- The Klutz: He often causes massive problems by attempting anything.
- Lovable Rogue: He's a pirate, or at least a pirate wannabe, but is ever so lovable, especially once Dominic Armato began to voice him.
- Mad Libs Catchphrase: "That's the second-[adjective]est [object] I've ever seen!", borrowed from Get Smart, and "I'm Guybrush Threepwood, mighty [profession]."
- The Maiden Name Debate: Resulting in the hyphenated surname in the header.
- Manchild: He likes toys and games and looks, sounds, and acts younger than he is, to the point where no one seems to believe he's in his late teens or early twenties.
- Master of Unlocking:
- From Chapter 2 of Tales onward, Guybrush can use his hook hand as a lockpick to unlock doors and treasure chests. Of course, there are only a few items that can't be unlocked by his hook alone, and that is in the final chapter.
- In Curse, he can use Stan's business card to do the old credit card trick.
- The Maiden Name Debate: Gender-flipped and parodied; in Escape, various characters refer to him as "Mr. Marley", much to his chagrin.
- My Name Is Inigo Montoya: "My Name Is Guybrush Threepwood! Prepare to Die!", before challenging pirates in Insult Swordfighting in Secret.
- Mysterious Past: Very little if anything is known about his life before arriving at Melêé Island.
- Nice Job Breaking It, Hero!: Practically Guybrush's middle name. Fortunately, he (mostly) manages to put things right again.
- No Respect Guy: He's beaten LeChuck several times over, saved the Tri-Island Area's beloved Governor Marley on multiple occasions, lost and won several fortunes, and mastered the art of insult swordfighting, but no matter where he goes, he's just a pirate wannabe with a goofy name who no one's ever heard of.
- Not-So-Badass Longcoat: He wears a very nice longcoat in LeChuck's Revenge, but doesn't undertake any physical combat while wearing it. Ditto in Escape and for the most part of Tales as well.
- Obfuscating Stupidity: While he is a genuine bumbler, he knows how to exaggerate it to his advantage.
- Older Than They Look: Or is he? He has trouble getting service in reputable bars because he looks like a teenager. Fortunately, such establishments are uncommon in the Caribbean. It's not clear how old he actually is, just that it's older than he looks (though in LeChuck's Revenge, when he tries to get a preliminary ID card for the library, he almost admits to being 19 years old before he corrects himself and claims to be 21).
- Only Sane Man: He tends to be the one to point out the general absurdity and logical flaws inherent in the pirate-themed Anachronism Stew.
- Our Hero Is Dead:
- Fakes his own death with a spiked drink in Curse, complete with a Fission Mailed sequence where the end credits start to play while Guybrush is trapped in a coffin.
- Gets killed by LeChuck in Chapter 4 of Tales and spends Chapter 5 trying to find his way back to the land of the living. He gets better.
- Parental Abandonment: His parents allegedly disappeared a long time ago and he does not know where they went.
- Protagonist Without a Past: He is the main character and has a Mysterious Past.
- Sailor's Ponytail: He keeps his hair in a short ponytail.
- Shout-Out: His last name is a nod to the Blue-Blooded Threepwood family from P. G. Wodehouse's Blandings Castle stories.
- Super Not-Drowning Skills: "I can hold my breath for ten minutes!" These are the breath-holding skills that he had developed in college when he was young.
- Took a Level in Badass: Zigzagged, as his goofiness sometimes gets in the way, but still present since he starts his journey as a pirate wannabe. He's usually trashed in the first act of a given game, only to become wiser and more powerful as the story goes by, usually with the help of some artifact or with some Level Grinding involved. And it takes guts to share a room with LeChuck.
- Took a Level in Jerkass: In LeChuck's Revenge he is noticeably more egotistical and meaner than in Secret, proud of his previous defeat of LeChuck and trying to act more like a real pirate. This leads to Elaine breaking up with him prior to the game.
- Verbal Business Card: "I'm Guybrush Threepwood, mighty pirate."
- Why Did It Have to Be Snakes?: Of the porcelain (porcophobia?). Speculated to have been caused by being hit over the head with a porcelain vase in the first game. The developers have said they added this just as a gag — after all, who is scared of porcelain? Referenced in Tales of Monkey Island Episode 1: Launch Of The Screaming Narwhal, when you have to pick up a porcelain action figure. Guybrush grits his teeth and reassures himself, "Calm down, Guybrush, it's only a little porcelain..."
- You Fight Like a Cow: Masters insult swordfighting, eventually — he beat the Sword Master and Captain Rottingham. Still gets no respect for it in later games.
(Ex-)note Governor Elaine Marley-Threepwood
The much beloved governor of the Tri-Island Area, specifically Mêlée Island, Booty Island, and Plunder Island. Elaine Marley first met Guybrush Threepwood when he was working to complete his three pirate trials on Mêlée Island. It was Love at First Sight. Before that happened though Elaine had rejected the advances of the Pirate LeChuck, who came back and kidnapped her, prompting Guybrush to mount a rescue mission to Monkey Island. His efforts proved pointless, as Elaine had defied the usual Damsel in Distress stereotype by escaping and coming up with a plan to destroy LeChuck, which failed.
Since then Elaine has been the center of a Love Triangle between herself, Guybrush, and LeChuck. She grew closer to Guybrush while fending off LeChuck's advances/kidnappings. Elaine and Guybrush eventually got engaged and married in Curse, which did not deter LeChuck in the slightest. Between Guybrush and Elaine it is obvious that Elaine is the one that wears the pants in the relationship.
At the end of Escape Elaine renounced her governorship so she could sail around the Caribbean at her leisure with Guybrush.
- The Ace: She's good at everything. The games would be very short if only Guybrush knew how to stay of out trouble.
- Action Wife: She's far more competent a fighter than Guybrush is. Perhaps the best example is in the first game, when she has a plan to kill LeChuck set up by herself only for Guybrush to mess it up.
- Adaptational Dye-Job: Her sprites in the first two games, plus her character illustration in the original EGA release of Secret and the game's box art, show her as a brunette. The VGA version of Secret changed her to having red hair in her character illustration, however, which was adopted as her official hair color as of Curse.
- Cloudcuckoolander's Minder: Tries to moderate Guybrush's shenanigans, with mixed results.
- Damsel out of Distress: For those few times when she is captured, she gets herself out of trouble. Notably, in the first game, Guybrush actually inadvertently messes up one of her plans by trying to rescue her.
- Deadpan Snarker: Mainly when voiced by Charity James.
- Demoted to Extra: In LeChuck's Revenge, where she only appears in about a half-dozen scenes and has little bearing on the plot.
- Green-Eyed Redhead
- Guile Heroine: As of episode 5 in Tales
- Happily Married: To Guybrush.
- Large Ham: Whenever her mind is altered by being poxed or turned into an undead bride in Tales.
- Or when she's just really pissed off, in Monkey Island 2: Special Edition.
- Not Even Bothering with the Accent: Completely drops her British accent in Escape when voiced by Charity James only to pick it right back up in Tales when Alexandra Boyd returns to the role.
- Pimped-Out Dress: There are two of them. One is at the end of Curse, when Elaine is in a Fairytale Wedding Dress similar to Cinderella's from Disney, with a white flower tiara instead of a wedding veil on her head, as she and Guybrush are now Happily Married and sailing off into the sunset. The other is in Tales Chapter 5, when she willingly becomes LeChuck's demon bride and gets a Gothic version of a Little Black Dress (complete with a revealing Gem-Encrusted black bustier/corset worn under a see-though sheer black fabric sleeveless blouse with a black sash belt, a dark gray broomstick skirt and black dress boots, along with gem encrusted black Opera Gloves, and an eerie-glowing black tiara), which she wears through the remainder of the game, even when she is reverted to her no-longer demonic self.
- Pirate Girl: Like pretty much every character in the games, she's a pirate.
- Reasonable Authority Figure: A loved, helpful and competent governor.
- Redhead in Green: In Curse.
- Relationship Upgrade: Her consideration of Guybrush, from a kid-brother-figure to a more or less equal partner is one of the few things that bothered Ron Gilbert about the sequels.
- Shout-Out: Her first name is a reference to Elaine from The Graduate, and is likewise yelled by Guybrush as it is in the film. Her last name is a reference to Bob Marley.
- Significant Green-Eyed Redhead: Elaine falls into this category, although she often has blue eyes in other games.
- Taken for Granite: Gold, actually, in Curse
- Tsundere: As frustrated as she gets with Guybrush, she can't help but be taken in by his ineptitude.
The Ghost Zombie Demon Statue Walrus Pirate LeChuck
The Big Bad of the series, LeChuck is obsessed with taking over the Caribbean and marrying Elaine Marley. Before the start of the series LeChuck went off to find the legendary treasure of Big Whoop in order to impress Elaine. Big Whoop turned out be a portal to Hell that transformed him into a demon capable of summoning the undead to serve as his crew, as well as a bunch of other powers such as flying and shooting fire.
Every game so far has had him try to take over the Caribbean in some way, usually with a type of voodoo weapon. And every time, Guybrush Threepwood has stopped and killed him. But since he's already undead LeChuck always manages to come back in some form. The only exceptions to this were in LeChuck's Revenge when he was specifically targeting Guybrush, and in Tales, when he finally succeeded in turning the tables around and killing Guybrush in an ambush thanks to some voodoo trust charm the villain had worn when he was human; for a short while he emerged victorious... until Guybrush managed to come Back from the Dead in order to stop him once and for all.
Despite the more comical aspects of his personality LeChuck is considered very dangerous by other pirates. He sees Guybrush as his greatest enemy.
LeChuck's apppearance has changed with each game. In Secret he appeared as a ghost; in Revenge he was a zombie; in Curse he became a demon; in Escape he could change his appearance between the three at will; and in Tales he alternates between zombie and demon.
- Ax-Crazy: Apart from Elaine, the thing he loves most is murdering people.
- Back from the Dead: Capable of this even before the series began.
- Badass Beard: Impressive to begin with, but taken to ridiculous levels in Curse, where it's made of fire.
- Beard of Evil: LeChuck's beard is very impressive, whether it's ghostly and wriggling, zombiefied and slimy, or formed from the very flames of Hell itself. Mostly it highlights the fact that, from the third game onward, LeChuck has a really tiny head.
- Beware the Silly Ones: For most of the series LeChuck may seem cartoonishly over-the-top, but let's not forget that he acquired his original ghost crew by sacking a pirate ship and murdering the entire crew. Kind of puts it into perspective when he's making ridiculous threats and spending entire acts failing to kill Guybrush.
- Big Bad: Except in Escape where, in a surprise twist, he's revealed to be The Dragon to the game's real main villain, Ozzie Mandrill.
- Came Back Strong: Gets blown up by his own voodoo cannon ball at the start of Curse, which leads him to come back as a demon pirate complete with flaming beard and even more powers.
- Complexity Addiction: His convoluted plans only enhance his mystique.
- The Dreaded: A fearsome scourge. Pirates are so afraid of him that in the original game they won't leave port, and when he did kidnap Elaine from Plunder Island, almost everyone on the island runs away scared. Even out-universe in Revenge.
- Everything's Deader with Zombies: In the second game. His ghost form had been destroyed by Guybrush in the first game, so Largo LaGrande has his spirit shunted to his rotting corpse instead.
- Evil Is Bigger: The main villain of the series, and he is much bigger than the protagonists and most supporting characters.
- Evil Sounds Deep: When he becomes a human who pretends to be good-natured up until the time that he kills Guybrush in Tales.
- Ghost Pirate: At first he's a see-through blue pirate with a prehensile beard. Later he's a zombie, then a demon...
- A God Am I: In Tales after he absorbs power from the voodoo crossroads, he declares himself a demon god.
- HeelFace Turn: In Tales, later revealed as a HeelFace Mole.
- Impersonating an Officer: In this case, Sheriff Fester Shinetop, impersonated and disguised so well by LeChuck himself.
- Jerkass: Lechuck is not nice. He murders entire ships and forces the crew to serve him as undead slaves, and even with his crush on Elain, he'll resort to brainwashing her to get over her rejections of him.
- Jerk with a Heart of Jerk: Appears nice when he's human but it's all an act. The minute he doesn't need Guybrush's help, he betrays and kills him.
- Joker Immunity: Hence the lengthy title.
- Just Between You and Me: He even insists on talking about his plans to Guybrush when the latter insists he doesn't want to listen.
- Large and in Charge: Leads the largest pirate crew seen in the series and he's a very big guy.
- Large Ham: Courtesy of Earl Boen, who cranks up the ham to ridiculous levels.
- Laughably Evil: He's a horrible mass murderer, but he's undeniably hilarious.
- Leitmotif: LeChuck's Theme.
- Megaton Punch: He's strong enough to punch Guybrush (and later Stan) back and forth between the opposite ends of Mêlée Island.
- Ninja Pirate Zombie Robot: LeChuck has, by the end of Tales, been a human pirate, a ghost pirate, a zombie pirate, a demon pirate, a living statue pirate, a giant walrus pirate (not shown in any game yet, but mentioned in Tales), a demon pirate again, a human pirate again, and a demon pirate god.
- No-Holds-Barred Beatdown: Delivers a very lengthy one to Guybrush in the final showdown in Tales.
- Not-So-Harmless Villain: He is quite dimwitted, but makes up for it by being very evil. He displays an extreme fondness for horrible torture, is a mass murderer, and he has vast voodoo powers and nearly endless hoard of undead crewmen.
- The Other Darrin: Full circle. Goes from Earl Boen to Adam Harrington to Kevin Blackton and back to Earl Boen.
- Resurrected Romance: If his origin story is accurate.
- Resurrective Immortality: How he comes back most of the time. He was a man, then came back as a ghost. Guybrush destroyed his ghost form, and he was brought back as a zombie. Then his voodoo cannonball destroyed him, and he came back as a demon.
- Taught by Experience: In Tales. Having finally learned from his previous mistakes, when doesn't need to work with Guybrush anymore, he kills him the first chance he gets. When Guybrush comes back as a ghost, he uses root beer to get off him ASAP. When Guybrush comes back again as a zombie, he wastes no time and beats the living daylights out of him.
- Unexplained Recovery: Was apparently destroyed at the end of Escape, and is back with no explanation in Tales.
- Villain Has a Point: In Escape, Elaine sees through his lies in his Charles L. Charles and claims that everyone else will see through them. LeChuck retorts they "couldn't see through a window" before revealing his real identity. It's hard to argue with him given how easily he beat her in the governor election and nobody believes her when she tried to reveal who he was.
- Voluntary Shapeshifting: In the first game he effortlessly passes as a living human. By the fourth game he can transform between his ghost, zombie and demon forms at will (plus a new human form as Charles L. Charles).
The Voodoo Lady
The resident Ms. Exposition of the series, the woman only known as The Voodoo Lady has appeared in every game to give Guybrush and the player an overview of what Guybrush will do over the course of the game, though in a vague way that most likely will not make sense to the player the first time around. In Secret it was completely optional to visit the Voodoo Lady, but in subsequent games it is impossible to proceed unless Guybrush goes to her place to learn what to do. Half the time Guybrush visits her to procure some voodoo item he needs to complete a puzzle.
Little is known about her past. She always manages to have a store on one of the islands Guybrush goes to per game, and her knowledge of voodoo lore is very extensive. Tales revealed some information about her past. In the past she was in a relationship with Coronado De Cava, who went off to find La Esponja Grande for her and disappeared. In "The Trial and Execution of Guybrush Threepwood" LeChuck accuses her of manipulating the events of the entire series, including his own actions, an accusation which she denies. It is unclear if anything LeChuck says is true, since accusing the Voodoo Lady and getting her thrown in jail furthers his own plans to rule the Caribbean. At the end she is shown grinning evilly over LeChuck's voodoo essence, so it remains to be seen if she is evil.
- Ascended Extra: In her first appearance, she was a side character that you could go the entire game without meeting. She plays a major role in the sequel, and goes on to become a staple character in the rest of the series.
- Barefoot Sage: In the first two games (i.e. the original canon). One of the traits she shares with Tia Dalma.
- Big Good: As she gives Guybrush the various items he needs to defeat LeChuck, and is in general dedicated to preserving the harmony of the natural order...
- Greater-Scope Villain: However, LeChuck claims that she has been manipulating him and Guybrush all these years (including his obsession with voodoo power and Elaine) for some nefarious purpose, and the end of Tales has her chuckling evilly after gaining a jar containing LeChuck's voodoo essence. Elaine certainly believes LeChuck's claim, but Guybrush isn't so sure.
- Big Beautiful Woman: De Cava certainly thinks so. Guybrush is revolted by the prospect.
- The Chessmaster: She may have orchestrated the events of the entire series to get her hands on LeChuck's voodoo essence.
- Everyone Calls Him "Barkeep": Only called the Voodoo Lady by everyone.
- This actually Lampshaded by LeChuck in Tales Chapter 5:LeChuck: By the way, does anyone know if she has a name? It feels weird just calling her "Voodoo Lady"...
- In Chapter 1 of Tales, Guybrush asks what her name is, and she refuses to give her name, as telling another her name would give them power over her, for names have power. Guybrush's probably does as well.
- This actually Lampshaded by LeChuck in Tales Chapter 5:
- Fortune Teller: She tells Guybrush his future in the first three games.
- I Have Many Names: She claims to have been known by many different names on many different islands. Unfortunately, she doesn't disclose any of them.
- Leitmotif: Voodoo Lady Theme. Present in all games.
- Magical Negro: A literal example.
- Self-Serving Memory: In LeChuck's Revenge she claims to have provided Guybrush with the root beer he used to destroy LeChuck's ghost form, something that she has absolutely no part in doing in most playthroughs — she mentions the antiroot if you go back to her shop after Elaine is kidnapped, but it's the Monkey Island cannibals who prepare the root beer for you, not her, and you actually can't go in to see her again after returning to Mêlée. She also told Largo that she was the one who killed LeChuck. Then, in Curse she claims to have created the voodoo doll that was used to stop LeChuck in the previous game, which is nearer the mark but still not entirely true (the doll she created was of Largo LaGrande, and Guybrush later used her recipe to create one of LeChuck).
- Solitary Sorceress: Fits the bill in three games: in LeChuck's Revenge, Curse and Tales, she lives in a place remote enough that Guybrush will find her somewhere around the end of the first act, around when he gains the freedom to move around the game world. However, in the original Secret and Escape, she lives right in the middle of Mêlée town and is accessible right away.
- Themed Tarot Deck: Has a set in Tales which she narrates the events of the previous chapter.
- Witch Doctor: She can create lots of voodoo trinkets, but her specialty is voodoo dolls.
Smilin' Stan S. Stanman, or just Stan
A salesman that Guybrush runs into in each game. In Secret Stan sold previously-owned ships, in Revenge previously-owned coffins, in Curse life insurance, in Escape time shares, and in Tales memorabilia of Guybrush's trial while acting as the prosecution. The quality of the items Stan sells is always questionable, but Guybrush always tricks or rips him off anyway, so it evens out.
- Bunny-Ears Lawyer: Zig-zagged, while he is portrayed as a rather bad salesman in the earlier games (to the point, that he goes on a vacation when he finally sells a ship in Secret), in the later games, he seems to be seen as more competent. Plus, somehow he always has enough finances to set up a new business. A more literal example in Tales, when he's the prosecutor in "The Trial and Execution of Guybrush Threepwood".
- Honest John's Dealership: In the first game, he sells crappy ships at hugely inflated prices.
- Leitmotif: His theme from LeChuck's Revenge, Stan's Previously-Owned Coffins, has become this for him, appearing in every game since. His first appearance at Stan's Previously-Owned Vessels, however, has a very different theme.
- Milking the Giant Cow: He seems physically incapable of talking without wildly waving his arms around; it seems to be more of a tic than a way of emphasizing.
- New Job as the Plot Demands: Starts off as a used ship dealer, before switching to used coffins, then insurance, timeshares, and memorabilia.
- Offscreen Teleportation: He does this in Secret, where you can leave him at the end of the docks and yet somehow he'll be back at the entrance before you can leave the place.
- Unmoving Plaid: It's so iconic that even in the 3D games, the animators went out of their way to get his jacket to maintain an Unmoving Plaid pattern.
Wally B. Feed
A cartographer Guybrush meets on Scabb Island in Revenge. Wally helps Gubyrush reassemble the map to Big Whoop, and is later kidnapped by LeChuck to prevent Guybrush from finding the treasure. Guybrush sneaks into LeChuck's and rescues Wally, but they get separated when Guybrush blows up LeChuck's fortress.
Wally reappears in Curse, working for LeChuck as the dreaded pirate Bloodnose. Wally is the one that tells Guybrush the engagement ring he gave to Elaine is cursed, after she had already put it on. He is last seen in LeChuck's Carnival of the Damned as one of the attractions.
Wally is the most innocent character in the series, which is why the developers had so much fun torturing him.
- Badass Bookworm: Wally both subverts this and plays it straight when he's "Bloodnose".
- Blind Without 'Em: He cannot see a thing without his monocle. Too bad Guybrush has to steal it to complete a puzzle.
- But Wait, There's More!: You'll also get a set of audio books on parrot!
- Distressed Dude: In both games he appears in he gets kidnapped, chained to the ceiling, blown up, and subsequently forgotten about.
- High-Class Glass: Wears a monocle in Revenge, which is replaced with an eyepatch in Curse.
- Minion with an F in Evil: He tries to stop Guybrush in Curse, but Guybrush is able to convince him that he's not villain material.
- Pint-Sized Powerhouse: As Bloodnose, but only because he's got a pistol and Guybrush doesn't want to hurt him. The only way for Guybrush to beat him is to talk him down.
- Reforged into a Minion: Parodied. He's been Press-Ganged into LeChuck's crew by means of what sounds like a self-help seminar. Luckily Guybrush gets to him before he's murdered into undeath.
- What Happened to the Mouse?: In Revenge, he's last seen in the same powder magazine/dynamite storage room as Guybrush, just before the fortress explodes. It wasn't until years later that 'Curse' reveals that he "was blown clear"... somehow. Meanwhile, in Curse, he was last seen hanging in LeChuck's amusement park, and hasn't been seen since.
Murray the Demonic Talking Skull
Murray the Demonic Talking Skull was a member of LeChuck's undead pirate crew with dreams to Take Over the World. Guybrush blasted Murray and his crewmates with a cannon in order to save Elaine, reducing him to a skull. Murray appears throughout Curse, going on at length about how he will take over the world with his legion of the damned. Despite destroying his body Guybrush gets along well with Murray.
Murray makes a cameo in Escape as a bouncer at Planet Threepwood, and has a more important appearance in Tales.
- Ascended Extra: Murray's appearance in initial test versions of Curse were so popular with the playtesters that he was given more appearances throughout the game.
- Card-Carrying Villain: Is he ever. He brags about all the evil things he's supposedly going to do every other line.
- Dem Bones: He was a member of LeChuck's skeletal horde until Guybrush destroyed his boat, reducing him to a disembodied talking skull.
- Evil Is Hammy: His declarations of conquest are quite grandiose. He has big plans for someone who's completely dependent on others to even move.
- Evil Laugh: A Verbal Tic of his: "Mua-ha-ha-ha-ha!"
- Friendly Enemy: Eventually becomes reluctant allies with Guybrush, and is key to solving a number of puzzles. Reversed in Tales.Murray: Could you pick me up so I can bite you?
Murray: I just thought I'd ask.
- Harmless Villain: It's hard to take over the world when you're a skull that gets knocked around by everything.
- Laughably Evil: Fans of the series consider him to be one of the funniest characters.
- Losing Your Head: He's a disembodied talking skull. Guybrush shoots off the rest of his body with a cannon during the opening of Curse.
- Poke the Poodle: When he threatens Mort the Gravedigger:Murray: I will hide your keys beneath the cushions of your upholstered furniture! And nevermore will you be able to find socks that match!
- Throw It In!: He wouldn't even exist if not for how overwhelming the fan reaction was to his brief appearance in the initial demo. Most of his dialogue in Curse was improvised by his voice actor, who just decided to chew the scenery and play it for laughs; many of the puzzles were last-minute additions by the devs just to give the character more screen time.
Herman Toothrot is a hermit Guybrush meets when he first arrives on Monkey Island. Herman originally found Monkey Island on the Sea Monkey with his crewmmate, who later accidentally hung himself. He helps Guybrush out by explaining various places in Monkey Island, assists him with some puzzles involving the Monkey Island Cannibals, and is possibly the one who give him a ride back to Mêlée Island.
Herman makes small cameos in Revenge and Curse, then makes an important return in Escape, where his backstory is Retconned into being the grandfather of Elaine Marley. At the end of Escape he takes the job of Governor back from Elaine, allowing her to sail the high seas with Guybrush.
- Aside Comment: He frequently makes snarky remarks directed at the player.
- Bamboo Technology: Downplayed, but he did construct a big, unwieldy banana picker (two huge White Gloves on the end of a big set of extending wooden handles) at some point.
- Cloudcuckoolander: Sanity Slippage after years of isolation.
- Continuity Snarl: The only way his backstory makes sense is if he was knocked into the whirlpool by Ozzie Mandrill, washed up on Monkey Island, got amnesia, got off of Monkey Island, went to Mêlée Island, bought the Sea Monkey so he could return to Monkey Island for whatever reason, got a crewmate, returned to Monkey Island, and lost his ship and crewmate.
- Go Mad from the Isolation: Subverted. He's gone mad after years stuck on an island with nobody to talk to but the local cannibals, various monkeys, the living dead, and his actually-dead shipmate. So he's actually had lots of people to talk to. But going mad from loneliness is what you do when you're stranded on a Deserted Island. He even has a spare ship of his own in the first game, but he still needs somebody else to come and rescue him properly.
- Ice-Cream Koan: When he is on Dinky Island acting as a guru, most of his wisdom are these.
- Luke, I Am Your Father: In Escape, he's revealed to be Elaine's grandfather and Guybrush's grandfather-in-law. Upon learning of the latter, he immediately wished that he had amnesia again.
- Pants-Free:Guybrush: Where are your pants?
Herman: What pants?
- Proverbial Wisdom: Parodied with his guru image on Dinky Island. He gives Guybrush what seems to be a Zen-style Koan: "If a tree falls in the forest and no one is around to hear it, what color is the tree?"Guybrush: All colours?
Herman: Exactly! Now what has this experience taught you?
Guybrush: That philosophy isn't worth my time.
Herman: I'm very impressed. It takes most people years to reach this point.
- Robinsonade: He's a very Crusoe-ian castaway who's been stranded on Monkey Island for decades.
Carla, the Sword Master of Mêlée Island
The best swordfighter on Mêlée Island. Guybrush must best her as one of his trials to become a pirate; she later joins his crew to sail to Monkey Island, where she is canonically stranded after the first game. She returns in Escape, where she once again joins Guybrush's crew.
- Abhorrent Admirer: In the form of the storekeeper, a Dirty Old Man who'll take any excuse to make the trek out to her cabin, knowing full well she doesn't want to see him or anyone else.
- Disc-One Final Boss: Played with. She can be your very last challenge in the first chapter of Secret, but only if you manage to pass the other two trials beforehand.
- The Hermit: She lives in a cabin deep in the woods, a secret to everyone other than the storekeeper.
- Master Swordsman: Referred to as such by her title of "The Sword Master". Guybrush can still beat her with good enough comebacks.
- Samus Is a Girl: Most people refer to her only as the Sword Master, so it's a bit surprising when Captain Smirk refers to her by name — Carla — and we find out she's actually a woman.
- Sassy Black Woman: A black woman who's a master of insult swordfighting.
- Skewed Priorities: Seemingly. She, along with Guybrush's entire crew, blows off the whole "rescue Elaine" mission to work on their suntans. Granted, when every pirate on Mêlée says "The governor can take care of herself," they've all known Governor Marley considerably longer than Guybrush and his attempts to rescue her ultimately accomplish nothing — she rescues herself and Guybrush actually ends up throwing off her plans, and canonically getting his crew stranded on Monkey Island.
- SNK Boss: Of a sort. Her swordfighting insults are different from those of the other pirates, and Guybrush can only respond to her insults instead of exchanging them. Her fight is also the longest in the game.
- You Fight Like a Cow: Guybrush must beat her at insult swordfighting as one of his trials to become a pirate.
Bald, tattooed, and musclebound with hooks for hands, Meathook is one of the three pirates Guybrush recruits for his initial voyage to Monkey Island to rescue Elaine. Like the rest of the crew he mutinies and ends up stranded on Monkey Island. He returns in Escape, having made it back to Mêlée Island, where he started a career selling wax paintings to tourists.
- Animated Tattoo: He has a skull tattoo on his chest called Roger that he can make talk.
- Bald of Awesome: Big and tough with nary a hair on his head. Though Guybrush may mercilessly laugh at him and call him "cueball" and "chromedome".
- Badass Mustache: Along with an Artsy Beret. Only in Escape, as part of his new gig as an abstract painter.
- Clucking Funny: His house is the one that you need the rubber-chicken-with-a-pulley-in-the-middle to get to.
- Eyepatch of Power: Helps to make him look more menacing. He lost the eye to the Beast, along with both hands.
- Fluffy Tamer: Inverted. He keeps a terrifying creature he calls "The Beast" behind a massive metal door on Hook Isle... but it's really just a small, friendly parrot.
- Gentle Giant: He's big and bald with hooks for hands, but he's mostly an entertainer rather than the pirate brute he appears to be at first glance.
- Hook Hand: Two of them. He lost both his hands to... The Beast. Which is to say a parrot.
- Large Ham: Especially as performed by Cam Clarke — he's a Large Ham Announcer living in the shell of an old tourist trap, and he's only too happy to spout off the old patter, given the chance. He also goes into sobbing hysterics when you brave the Beast he's feared all these years.
- Meaningful Name: His name is Meathook and he has hooks for hands.
- Noodle Incident: So how exactly did a parrot bite off both his hands and peck out one of his eyes?
- Real Men Wear Pink: Despite his gruff exterior, he enjoys painting in his spare time. In Escape, he turns it into a successful business, dripping colored wax onto canvases with his hooks.
- Skewed Priorities: He, along with Guybrush's entire crew, blows off the whole "rescue Elaine" mission to work on their tans. Meathook is slightly more polite about it than Carla and Otis.
- The Strong Man: The largest, most musclebound member of Guybrush's crew. Not that he does anything with it. It's implied that he mostly put his muscle to work as part of the various amusements on Hook Isle in its heyday.
- Walking Shirtless Scene: He's always bare-chested, probably to show off his tattoo.
- Why Did It Have to Be Snakes?: He's terrified of parrots, any and all parrots, after losing both hands to one as a child.
The third member of Guybrush's original crew, a petty thief Guybrush breaks out of jail. He has bad breath and an Aunt Tillie. Like Carla and Meathook, he mutinies early in the voyage, is left stranded on Monkey Island, and eventually returns in Escape.
- Cutting Off the Branches: Judging from the fact that he's been traumatized by his experiences on Monkey Island by Escape, Guybrush sunk the ship with the rock launcher.
- The Generic Guy: He's a fairly run-of-the-mill pirate — his most notable trait before Escape was a pink neckerchief. Voice acting gives him a prominent Mexican accent.
- Great Escape: He's been stuck in a cell so long he's resorted to eating rats. Guybrush resorts to melting the lock with the local grog.
- Jail Bake: Subverted. Otis's Aunt Tillie baked him a carrot cake with a file in it — but Otis hates carrot cake so much that he never even tried it. He'll trade it to you in exchange for some gopher repellent instead (to deal with the rats).
- Jerkass Has a Point: He's the one who convinced Carla and Meathook to blow off the whole "rescue Elaine" mission to work on their tans, but his excuse that "The governor can take care of herself" turned out to be absolutely correct—Elaine escaped on her own without any trouble.
- Noodle Incident: Apparently he's had experiences on Monkey Island that have left him so jittery he "can't pick a lock or a pocket without making more noise than a flatulent hippo."
- Only in It for the Money: He's a pirate and a thief, and proud of it.
- Reduced to Ratburgers: Apparently Sheriff Shinetop doesn't feed him, so he's had to resort to eating rats and his own body lice. This hasn't done wonders for his breath or his attitude.
- Ungrateful Bastard: He calls you a sucker after you break him out of jail. Then he shows up to join your crew anyway. Then he incites a mutiny because you bought a lousy ship.
- You Don't Look Like You: Downplayed, but his hair's gone from jet-black to carrot-orange and he's lost his moustache by Escape. Guybrush doesn't even recognize him at first.
- You Need a Breath Mint: After weeks in prison, his breath is so bad that Guybrush won't even talk to him without buying some Grog-O-Mints from the store.
Largo LaGrande was LeChuck's second-in-command when he was alive. After he died Largo moved to Scabb Island, where he used his status as LeChuck's second-in-command to bully the island populace. Guybrush eventually drives off Largo, but not before he steals LeChuck's beard from Guybrush, which he uses to resurrect LeChuck. Afterward he only appears to get berated by LeChuck, and disappears after Guybrush blows up LeChuck's fortress. He hasn't been seen since.
- Alliterative Name: Largo LaGrande.
- Bald of Evil: Implied by the fact that one of the ingredients needed to make his voodoo doll is a toupee. In the third game, Guybrush refers to his baldness as well.
- Creepy Crossdresser: Implied. Guybrush needs to steal a bra that belongs to him from Marty's laundromat, though we never actually see him wear it.
- Disc-One Final Boss: The main antagonist in the first chapter of Revenge, "The Largo Embargo".
- The Dragon: He's been LeChuck's most trusted henchman for years, and given the chance he jumps on the opportunity to bring his boss back to wretched unlife.
- Establishing Character Moment: He robs Guybrush in his very first scene while insulting him. This gives the player a good idea on what his personality is.
- Evil Counterpart: To Guybrush. Much like Guybrush in 2, he has a huge ego and coasts on his reputation. The main difference between him and Guybrush is that Largo serves LeChuck, and has little-to-no redeeming qualities, having spent most of his time abusing Scabb Island's population.
- For the Evulz: His "tax" is so high that no one can pay it, meaning he gets no income from it. He doesn't seem to care.
- Hated by All: Everyone on the island hates him and only because he's known as LeChuck's second-in-command, and nobody wants to incur retaliation from LeChuck. Even LeChuck doesn't like him.
- Hate Sink: He's devoid of likable character traits, being little more than a bully toward Scabb Island's populace, and robbing Guybrush in his first scene. Not surprisingly, the first act of the game is about humiliating and ousting him. Even in-universe nobody can stand him, not even LeChuck, who he was the right hand of.
- Napoleon Complex: He is the second-shortest person on Scabb Island, and it's implied that people picking on him his whole life are what's given him such a massive chip on his shoulder.
- Non-Indicative Name: Largo LaGrande (Spanish for "Tall" and "The Big", respectively) is a complete misnomer, as he's small of stature.
- Remember the New Guy? : LeChuck's long-time loyal lieutenant, never mentioned in the first game. It's never established why he and LeChuck's Witch Doctor weren't killed and made a ghost like the rest of the crew (though it might be because Le Chuck doesn't actually seem to like or trust him very much).
- What Happened to the Mouse?: Originally he was a minor case of this; while he was never seen or mentioned again after LeChuck's fortress was destroyed, it was fairly easy to presume that he just died in the explosion. However, the Special Edition makes things more ambiguous by just having the fortress damaged somewhat by the explosion rather than being completely destroyed, presumably to leave the way open for Largo to appear in future games.
Haggis McMutton, Cutthroat Bill, and Edward "Snugglecakes" Van Helgen
Three retired pirates who own a barbershop, The Barbery Coast, on Plunder Island. They end up joining Guybrush as his crew for the journey to Blood Island.
- The Ace: Edward Van Helgen has this reputation among pirates. He demonstrates his skill with pistols, banjos, a capella singing, and swinging from the rigging.
- Bald of Awesome: Bill is completely bald and, despite his short stature, the most openly bloodthirsty and threatening of the three pirates.
- Barbershop Quartets Are Funny: They used to have a fourth, a tenor named Dominique.note They fell back on actually cutting hair when singing didn't pan out.
- Big, Thin, Short Trio: Haggis is the Big, Edward is the Thin, and Bill is the Short.
- Brave Scot: Haggis is a big brawny redhead who wears a kilt, practices cabre toss, and, of course, is named Haggis McMutton. Of the three barber pirates, he has the most dialogue and seems to be their nominal leader.
- Defeat Means Friendship: Guybrush has to defeat Haggis and Edward in their respective disciplines to convince them to join his crew.
- Duel to the Death: Van Helgen will only join you if you defeat him in a duel to the death — but not really, since he'll always blast the pistol out of your hands before you can shoot. The solution is to change your Weapon of Choice — to dueling banjos instead. Except he'll inevitably beat you at those, too, shredding and soloing on endless loop — so the solution then is to return to the pistols and shoot his banjo. Which makes you dirty cheat... which of course means you must be a real pirate after all.
- Gender-Blender Name: Haggis' full name is apparently Heart Liver and Kidneys Boiled in the Stomach of the Animal McMutton, to which Guybrush notes that his parents were expecting a girl. He also had a great aunt named Fergus.
- Gold Fever: Downplayed with Bill, but says any captain of his needs to be a proven treasure hunter. Blondebeard the chicken shack owner has one. You have to knock it out then pretend it's a treasure you found on Plunder to prove to Bill you're a captain worth following.
- I Call It "Vera": Haggis has named his sword "Old Ironsides". He only uses it to scalp Captain Rottingham.
- I Owe You My Life: How you get Bill to respect you: by saving him from choking on a jawbreaker by clapping him on the back. He still won't join your crew until you prove you can find gold, though.
- Jerkass: Cutthroat Bill likes murder and mayhem, not so much small talk. He'll come around if you save his life.
- Names to Run Away from Really Fast: Cutthroat Bill. Also subverted:Edward Van Helgen: Mine is the name pirates fear the most! Edward "Snugglecakes" Van Helgen.
- Nice Guy: Compared to your original crew, Haggis and Edward are mostly fairly friendly unless you go out of your way to antagonize them. Even Bill seems to at least respect you once you save his life. They actually do help crew your ship throughout Chapter III, and even when they mutiny upon your arrival on Blood Island, they're polite about it.
- Painful Rhyme: Eventually devolve into this if you let their singing go on long enough. A highlight is rhyming "pirate" with "fire at".
- The Pirates Who Don't Do Anything: Lampshaded. They'd rather sing barbershop, run an actual barbershop, toss cabers, and play banjo than anything resembling piracy. Well, except Bill.
- Punny Name: The Barbery Coast, as opposed to the Barbary Coast — coastal north Africa, home of the Berber people.
- Red Baron: Played for Laughs. Van Helgen is well-known and feared among pirates by the dreaded appelation of... Snugglecakes.
- Rhymes on a Dime: They're good at this once they get themselves started, working Guybrush's protests into their sea shanty.
- Violent Glaswegian: Subverted. Haggis is Scottish but actually has less of a temper than the other two — but he's also the biggest of the three and has no trouble lifting up Rottingham one-handed, lopping off all his (supposedly) lice-infested hair with one sweep of his cutlass, and then hurling him bodily out of the barbershop).
- The Von Trope Family: Van Helgen, as a Shout-Out to Van Halen.
Captain René Rottingham
- Alliterative Name: René Rottingham.
- Bald of Evil: After Guybrush forces Haggis to cut off his hair.
- Berserk Button: His hair. Guybrush pushes it badly, making it look like his immaculately curled mane is riddled with lice so that Haggis chops it all off — setting off a sort of Villainous Breakdown.
- The Dandy: He cares a lot about his appearance, especially his hair. He's dressed in the style of the French court, done in gold, with hair so perfect it looks like a wig but is apparently real.
- Disc-One Final Boss: He's set up as an antagonist in the second chapter of Curse, and then finally fought in the third. He completely disappears from the game after that.
- French Jerk: He's a mean, snooty Frenchman and the Arc Villain of Curse's third chapter.
- SNK Boss: Of a sort. Like the Sword Master before him, his swordfighting insults are different from those of the other pirates, and Guybrush can only respond to his insults instead of exchanging them. His fight is also the longest in the game.
- You Fight Like a Cow: Guybrush must beat him at insult swordfighting to retrieve the map.
Ozzie Mandrill is a ruthless Australian businessman who spends all of the fourth game attempting to gain control of the entire Caribbean, be it through simply buying up property, hostile takeovers, or political manuevers (or secretly committing crimes).
- Ambition Is Evil
- Arch-Enemy: To Horatio/Herman
- Badass Boast
- Big Bad: In Escape. LeChuck is still present, but he acts as Ozzie's dragon.
- Bond Villain Stupidity: Subverted. He realizes that keeping Guybrush alive could hurt his plans, but he's too eager to have a hostage. So, he instead opts to maroon him on Monkey Island where he won't foil Ozzie's plans, but can still be used as a hostage if worst comes to worst. This apparently-smarter move ends up biting him in the end, though, but more through sheer bad luck than any ineptitude on Ozzie's part.
- Butt-Monkey: When he tries to make a bank transaction, but not really anywhere else in the game unless you count him being crushed to death by LeChuck's One-Winged Angel form.
- The Chessmaster
- Corrupt Corporate Executive: It's mentioned at one point that this was almost his undoing in his earlier years because it made the honest corporate executives refuse to do business with him.
- Evil Gloating
- Evil Laugh
- Grumpy Old Man
- Hiding Behind the Language Barrier: Parodied; Mandrill is completely untouchable in any style of Insult Fighting because all of his jibes and putdowns use Australian slang, which nearly everyone in the Caribbean finds both too incomprehensible to respond to and even more humiliating because they can't understand it. In most cases, whenever a business owner can't be bought or strong-armed, he personally challenges them to a duel and beats them hands-down.
- Hopeless Boss Fight: You can challenge him to Insult Swordfighting, but it's impossible to respond to his ridiculously Australian insults in anything other than confusion. Luckily for Guybrush, the only thing Ozzie does if he wins is kick Guybrush out of his house.
- Jerkass: And not in a funny way either. He's just a mean-spirited, unpleasant person.
- Knight of Cerebus/Vile Villain, Saccharine Show: See The Straight Man below.
- Large Ham: Though he really doesn't start showing it until Guybrush learns that he's in cahoots with LeChuck.
- Named After Somebody Famous: Ozzie Mandrill sounds a lot like "Ozymandias", another conqueror of land.
- Nice Job Fixing It, Villain!: If he'd waited one more second before using the Ultimate Insult on LeChuck, Guybrush would've been killed before he had a chance to activate his own Ultimate Insult. He might have still been defeated by Horatio and Jojo, but he would have at least succeeded in killing Guybrush. Because of his actions, he didn't even accomplish that.
- No Celebrities Were Harmed: While Ozzie's business ventures and personal M.O. are more of a broad parody of commercial gentrification (with some cues taken from 90's moguls like Ted Turner and Donald Trump), the man himself is clearly inspired by Rupert Murdoch in particular.
- Perpetual Frowner
- Smug Snake
- The Straight Man: Although Escape is a pretty wacky entry in the series, he is an almost entirely serious, humorless character even before you realize that he's the new main villain (and we say "almost" because he does have one wacky quirk in his Australian insults). Some critics, expecting an actually-funny antagonist, complained about this aspect back when the game was first released.
- One particularly subtle demonstration of this trope is that he's the only character to avert the game's Running Gag of calling Elaine "Mrs. Marley" instead of "Mrs. Threepwood".
- Ungrateful Bastard
- Unusual Euphemism:"Great Barrier Reef!""What in the name of Adam Smith's Invisible Hand is that?""What the didgery-doo was that?!"
- Xanatos Speed Chess: Within minutes after his original plan to kill all pirates, a plan that he spent years on, fails, he improvises and begins carrying out a new one, and he might have succeeded if Guybrush, Horatio, and Jojo hadn't stopped him.
- You Have Outlived Your Usefulness: To Horatio T. Marley and Pegnose Pete.
Le Marquis De Singe
The other villain of Tales, the Marquis De Singe is a Mad Scientist conducting experiments on Flotsam Island, using a wind machine to bring new test subjects to the island. When De Singe sees that Guybrush's hand has been cursed with the Pox of LeChuck, he suspects that it may contain the secret of immortality and tries to remove Guybrush's hand. He succeeds and creates an immortality elixir out of the Pox, but discovers that the elixir only works for so long. To fix that, De Singe tries to pulverize Elaine Marley-Threepwood, who had already been infected by the Pox, and spread her ashes into the atmosphere, infecting everyone in the planet so he will have enough subjects to make elixir out of.
In the end he is stopped by Guybrush, who destroys the machine in the turban that was sucking the Pox out of his hand, which in turn knocks De Singe into his wind machine, pulverizing him into dust.
- Arbitrary Skepticism: Looks down upon people who believe in voodoo...despite the fact that voodoo is what he's using as a main component in his immortality serum.
- French Jerk: Subverted, kind of/maybe. Despite his name, accent, mannerisms, constant use of French language phrases, and backstory of having worked in the court of King Louis, he never claims to be French and even flat-out denies it when the topic comes up.
- For Science!: Why he is initially conducting experiments, before he sets his sights on living forever.
- Healing Factor: When he gains Pox-induced immortality, he gains the ability to heal from all injuries as well.
- Hoist by His Own Petard: Knocked into the wind machine that he's been using to cause trouble for everyone.
- Immortality Seeker: He certainly is one, and he's willing to damn the rest of the world to accomplish it.
- Killed Off for Real: That, or he's still alive as scattered dust.
- Leitmotif: De Singe's theme.
- Mad Doctor/Mad Scientist
- Made of Iron: While under the effects of the morality serum.
- Meaningful Name: At least in a meta sense, since "singe" is French for "monkey". Guybrush actually refers to him as "De Monkey" at one point.
- Sissy Villain: He is not one of the strongest opponents, which is why he relies on tools and machines.
- Unexplained Accent: Played with, when De Singe is offended at the implication that he's French. Even though he's got the accent, the outfit, and the name. Could be that he emigrated to France at some point and picked up the culture. He was one of King Louis' physicians after all.
Morgan LeFlay is a pirate bounty hunter and huge Guybrush Threepwood fangirl hired by the Marquis De Singe to track down Guybrush and retrieve his Poxed hand. She does, happy with the chance to meet her hero, and returns the hand to De Singe. De Singe then sends Morgan to bring back the rest of Guybrush, but when she tracks him down they are swallowed by a giant manatee. The two escape by working together, and Morgan reluctantly brings Guybrush back to De Singe.
Feeling bad about selling Guybrush out, Morgan tries to get Guybrush's Poxed hand back to him. LeChuck kills her before she gets the chance. In the Crossroads Guybrush has to convince Morgan that she did not waste her life. She in turn helps Guybrush defeat LeChuck again. The post-credits stinger shows Morgan giving the Voodoo Lady LeChuck's remains in exchange for letting her return to the land of the living as a ghost.
- Action Girl
- Anti-Villain: While she hates pirates, Morgan does feel bad about hunting down Guybrush.
- Ascended Fangirl: She is a huge Guybrush fangirl and is delighted to meet him the first time, even if it is to capture his hand.
- As an example, she trained herself to hold her breath for five minutes to emulate Guybrush.
- The Beard: When she poses as Guybrush's wife in the manatee.
- Bounty Hunter: Hunts down pirates for a living.
- Broken Pedestal: In Chapter 3, seeing how Guybrush would rather talk and scheme his way out of the giant manatee makes Morgan lose all faith in his status as a "legendary" pirate, even tossing away the little picture she has of him that he signed moments ago.
- Cute Ghost Girl: When she is in the Crossroads.
- Cynicism Catalyst: We learn from De Cava in Chapter 3 that she was recently devastated by the death of her Uncle Jugbender, and was probably seeking revenge on someone who killed him, as described by her mumble in her sleep: "THIS is for JUGBENDER!"
- Died in Your Arms Tonight: Sadly, Morgan does this in Guybrush's arms (on a starry night, no less) after telling him about the incident in De Singe's "laboratorium". Poor Morgan and Guybrush.
- Disposable Fiancé: In Chapter 3, we learn from the Assassin's Ledger and the tattoo on her arm that she once had a first love named Gustavo (or "Gus" as her tattoo calls him), but once she became Pirate Hunter, she probably had no use for him and... let's say... disposed of him, even though her Pirate Hunter's Code was not to "kill someone [she wasn't] getting paid to", and Gustavo was her exception.
- One suspects that a bad breakup could have something to do with Gus going from 'boyfriend' to 'pro bono hit job'.
- Friend to All Living Things/Speaks Fluent Animal: It is revealed that not only does she like monkeys (she speaks a bit of monkey language), she also has a pet named Gomez, and she even loves cute parrots, especially one that is made of pyrite, which she says she'll keep as a souvenir once she's done with Guybrush.
- Head-Turning Beauty: Even Murray, who is nothing more than a disembodied skull, tries to hit on her.
- I Call It "Vera"/The X of Y: According to the Assassin's Ledger and De Cava, she purchased a ship for 10,000 pieces of silver, the same price that was paid to her for killing Prince Hipolito de Toro, and called it "The Knave of Toro" after her exact same victim! Creepy!
- Impossible Hourglass Figure: Broad shoulders, a super tiny corseted waist, and a hefty set of hips.
- The Knights Who Say "Squee!": Her reaction to meeting Guybrush.
- Ms. Fanservice
- Redemption Equals Death: Her first altruistic attempt at helping Guybrush results in her getting stabbed. Or does it?
- Tsundere: Starts off aggressive, though upbeat, but becomes nicer the longer she spends time with Guybrush.
Coronado De Cava
Coronado De Cava is the ex-boyfriend of the Voodoo Lady, who went in search of La Esponja Grande in order to impress her. During his search for the sponge, De Cava and his crew were swallowed by a giant manatee. Already an unstable man, De Cava went insane trying to escape from the manatee.
When Guybrush and Morgan LeFlay meet up with De Cava, both of them pretend to be a couple so De Cava does not think Guybrush is in a relationship with the Voodoo Lady and kill him. Guybrush, Morgan, De Cava, and his crew escape from the manatee, but when he sees that Guybrush has La Esponja Grande and is convinced that Guybrush's relationship is a fake (unaware that Guybrush had manipulated the Voodoo Lady's locket), he attacks Guybrush's ship. Luckily the manatee re-swallows De Cava and his entire ship.
- Evil Counterpart: To Guybrush.
- Expy: Coronado is a Spaniard driven to madness and desperate to accomplish great deeds for his love.
- A Father to His Crew: De Cava lampshades this in Chapter 3 when he tells Guybrush and Morgan about his crew members (Bugeye, Moose, Santino and Noogie), "I may have been a stern leader, but I loved them like sons."
- Level Grinding: His preferred method of puzzle-solving.
- Yandere: He really loves the Voodoo Lady, and is more than willing to kill anyone who stands between them.
Reginald Van Winslow
Reginald Van Winslow is the captain of the Screaming Narwhal (which he had seized by knocking off the previous captain while losing his Club 41 "probationary membership" card in the process) until Guybrush wins the ship by knocking Winslow off of it. Afterwards Winslow stays on as Guybrush's first mate throughout the rest of the game, and in the end hooks up with the gender-ambiguous merperson Anemone.
Notable for being the only crewmember Guybrush has ever had that fully got along with him and never mutinied.
Winslow also heavily fetishizes maps and people pointing at maps, including Guybrush.
Winslow also appears in Poker Night at the Inventory and its sequel. He introduces the player to the Inventory both times, and runs the poker games in the first Poker Night game, where he does not refer to himself by name for some odd reason (though he does so in Poker Night 2).
- Ambiguously Gay: Both in his attention to Guybrush, and in a far more literal sense in that the person he ends up with is of indeterminate gender, making whether he is gay truly ambiguous, even to him!
- Defeat Means Friendship: Knocking Winslow off the Screaming Narwhal is how Guybrush gets him as a reliable first mate.
- Hypercompetent Sidekick
- Large Ham: Like everyone else when they get really Poxed.