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1[[foldercontrol]]
2
3!!Main Characters
4[[folder:Guybrush]]
5!!'''Guybrush Ulysses Marley-Threepwood'''
6->'''Voiced By''': Dominic Armato
7
8[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/Guybrush_Threepwood_2551.jpg]]
9[[caption-width-right:250:"I'm Guybrush Threepwood, Mighty Pirate[[TradeSnark ™]]."]]
10
11The 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.
12
13Guybrush'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=].
14
15Nothing 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 either a magic-induced dream or a wild story told by his own son, so how much of it is true is questionable. For current family he is HappilyMarried to Elaine Marley and has a son named Boybrush.
16
17Interestingly, the name 'Guybrush' was largely an ''{{a|rtifactTitle}}ccident'' -- 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 [[ThrowItIn it snowballed from there]].
18----
19* AbsurdPhobia: He's absolutely terrified of porcelain. The [[NoodleIncident precise details of why are never given]] and he brushes it off by saying "It's a long story."
20* AccidentalMisnaming: Almost everyone who tries to call Guybrush Threepwood by name. Including ''himself'' in chapter 4 of ''Tales'', which is something of a first.
21* AnArmAndALeg: [[spoiler: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.]]
22* AnimalTalk: 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'', [[spoiler: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 {{S|peaksFluentAnimal}}antino by getting the [[TranslatorMicrobes manatee language book]] from the Marquis De Singe [[GrandTheftMe via the Voodoo Lady]], and by getting the [[TranslatorCollar 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.]]
23* AntiHero: The definitive video game example. He's clumsy, unethical and mostly just does what he does to get the girl (Elaine) in the end. He usually comes across as more well-meaning and friendlier than the rest of the cast, who almost invariably pirates as well. How much of an antihero he is depends on the game and which dialogue choices the player has him choose, but a significant amount of humor comes from the lengths Guybrush will go in each game to reach his goal, causing mayhem and chaos to bystanders and other pirates alike.
24* BackFromTheDead: In ''Curse'' and ''Tales'' Guybrush [[spoiler: goes through ''four'' types of death-undoing: [[FakingTheDead faked death]], {{ghost|Pirate}}, [[EverythingsDeaderWithZombies zombie]], and clean resurrection]].
25* BabiesEverAfter: With Elaine, as of ''Return''. [[spoiler: The entire game is a story he's telling his son]]
26* BadassNormal: When he isn't using some sort of voodoo spell to help him out.
27* BadassOnPaper: 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...
28** 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.
29** 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)
30* BewareTheNiceOnes: Guybrush generally comes off as friendlier, goofier and more down-to-earth than the various scoundrels that make up the rest of the cast, and generally prefers to resolve conflicts with non-violent trickery instead of brute force. That said, he has proven capable of indulging in shockingly cold and even vicious acts against those who earn his ire, be they villainous or not. He locked the notorious con man Stan in one of his own coffins without any clear way to escape, torn the leg off [[spoiler: LeChuck's]] voodoo doll resulting in his gory amputation, and if he fails the elevator puzzle more than once on Blood Island, he will return before leaving the island to throw the hapless operator off the cliff! This of course isn't even counting the harm he does by accident.
31* BrainsVersusBrawn: The brains against [=LeChuck's=] brawn but very much zigzagged in execution. Guybrush uses his quick thinking and resourcefulness to get the upper hand over the towering ghost/zombie/demon pirate but he's not too bright in day to day matters.
32* BuffySpeak: Guybrush tends to say it whenever he comes across something he hasn't named yet. This happens quite a lot in ''Tales''.
33* ButtMonkey: He is always a bit of this, but in ''VideoGame/TheSecretOfMonkeyIsland'' and ''VideoGame/TheCurseOfMonkeyIsland'' this is overshadowed by his good nature and occasional heroism. In ''VideoGame/EscapeFromMonkeyIsland'', 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|ButtMonkey}}) ButtMonkey.
34* CannotTalkToWomen: Only in his first meeting with Elaine, but it's a truly outstanding instance.
35* TheCameo: In ''{{VideoGame/Uncharted 4 A Thiefs End}}''. [[spoiler: 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.]]
36* TheCaptain: 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.
37* CasanovaWannabe: Has his moments, mostly before he marries Elaine in the 3rd entry. Whenever he is confident to make advances or act confident, be it with Kate Capsize, Carla or even Elaine in MI2, he's flatly rejected. Conversely, when he isn't trying, he qualifies as an understated version of the following trope...
38* ChickMagnet: In spite of his ineptitude, he does manage to win Elaine's heart in spite of speaking gibberish to her, woo the lonely ghost of Minnie Goodsoup, and attract the entire Merperson population of Spinner Cay. He even manages to turn [[spoiler: Morgan LeFlay's]] feelings of fan admiration into a genuine crush as he gets to know her over the course of Tales, but remains largely [[CluelessChickMagnet oblivious to this]].
39* {{Cloudcuckoolander}}: Even though he is smarter than he looks, but still it is hard to determine whether he is sane or not.
40* CharacterDevelopment: Guybrush changes quite a bit over the course of the series. He begins as a young, impressionable, wanna-be pirate with a kind heart. His first victory over [=LeChuck=] then goes to his head, and he becomes somewhat of a [[TookALevelInJerkass jerkass]] anti-hero willing to bring harm to and even physically hurt others to accomplish his goals. He mellows out and matures by the time of ''Curse''. ''Escape'' [[CharacterDerailment undoes his character development]] from ''Curse'' and he becomes a bumbling ButtMonkey who is at the cusp of everyone's joke. ''Tales'' Guybrush reverts the changes from ''Escape'' and he is more similar to his character from ''Curse''.
41* CombatPragmatist: 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.
42* CrouchingMoronHiddenBadass: Guybrush lacks a great deal of common sense, but he can be a competent swordsman.
43* DeadpanSnarker: Mostly to showcase that he's not really as dumb as people think.
44* DiedInYourArmsTonight: [[spoiler: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, TearJerker moment at the end of Chapter 4. He gets better.]]
45* DudeWheresMyRespect: He has a very impressive pirate rap sheet, but no one treats him like a pirate worthy of respect. Probably because he's Guybrush.
46* EveryoneLovesBlondes: Especially the dorky Guybrush.
47* {{Expy}}: Of Jack Shandy, the protagonist of Literature/OnStrangerTides, the chief inspiration behind the Monkey Island series according to series creator Ron Gilbert. Like Jack, Guybrush is a fish-out-of-water [[NaiveNewcomer Naive Newcomer]] who mostly relies on his wits and must learn to adapt to the odd customs and hidden rules that form the world of Piracy, growing braver and morally shadier over the course of his adventure while also endeavoring to save an upper class damsel from a villainous voodoo sorcerer. While On Stranger Tides was a dramatic hero's journey, Guybrush's story is more comedic and farcical.
48* FriendlyPirate: 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 ''VideoGame/TheSecretOfMonkeyIsland'' to establish himself as a pirate.)
49* GeniusDitz: While he comes across as incredibly buffoonish, he is able to solve some incredibly non-intuitive puzzles.
50* GuileHero: 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.
51* HappilyMarried: After some rough sailing in the first few games, and despite some occasional exasperation after exchanging their vows, he and Elaine end up [[RidingIntoTheSunset sailing off for their honeymoon]] at the end of ''Curse''.
52* HanlonsRazor: A great deal of the harm and chaos Guybrush brings to the lives of everyone around him during his adventure isn't intentional, just the result of his laser-sharp focus on whatever goal is at hand. During the rare times a character calls him out, he's either oblivious, apologetic or offers a mealy-mouthed defense of his actions.
53* HeroicAmbidexterity: His sword hand switches from game to game; In ''Secret'', he fights left-handed, but in ''Curse'', he fights with his right hand.
54* HeroicComedicSociopath: The type of physical or emotional damage that Guybrush inflicts varies from game to game, ranging from [[AmusingInjuries slapstick]] to more serious stuff such as seeing Stan BuriedAlive. Naturally it's all still PlayedForLaughs.
55* HookHand: [[spoiler:Gets a pretty useful one in episode 2 of ''Tales'', after Morgan cuts off his poxed left hand.]]
56* IconicSequelOutfit: The blue coat he got in ''Monkey Island 2'' has grown surprisingly iconic in his later years, despite not being in three of the first four games. Not only did it come back for both ''Tales'' and ''Return'', Guybrush's cameos in other games like ''VideoGame/Uncharted4'' or ''VideoGame/SeaOfThieves'' use his ''2'' look, probably because it's the one where he looks the most like a pirate instead of a flooring inspector.
57* IdiotHero: He's sort of clownish, but people tend to underestimate him.
58* InnocentBlueEyes: As blue as the ocean. They often symbolize Guybrush's inexperience.
59* IronButtMonkey: Takes ridiculous amounts of punishment [[spoiler: up to and including being killed]], generally in amusing ways.
60* JerkWithAHeartOfGold: His character has changed throughout the games, with varying amounts of ComedicSociopathy and IdiotHero, but ultimately, as big of a jerk as he can be, he will stand against evil and does genuinely love Elaine. However, he's willing to cause a LOT of collateral damage to achieve whatever his goal is at any given time.
61* KidHero: 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.
62* KleptomaniacHero: He's the main character in a graphic adventure game and also a pirate, so this is pretty much a given.
63* TheKlutz: He often causes massive problems by [[NiceJobBreakingItHero attempting anything]].
64* LikesOlderWomen: While it isn't specified how old Elaine is, considering that Guybrush isn't even 18 yet at the beginning of the first game, odds are that she's a fair bit older than him.
65* LovableRogue: He's a pirate, or at least a pirate wannabe, but is ever so lovable, especially once Dominic Armato began to voice him.
66* MadLibsCatchphrase: "That's the second-[adjective]est [object] I've ever seen!", borrowed from ''Series/GetSmart'', and "I'm Guybrush Threepwood, mighty [profession]."
67* MadeOfIron: As a byproduct of the LucasArts adventure game company-wide design philosophy, Guybrush is never put into a situation where he can die (with few notable exceptions per game). This means that even when enduring immense physical pain repeatedly like falling off a cliff or being pummeled by [[SuperStrength LeChuck]], Guybrush can theoretically keep enduring it until you figure out the solution to the puzzle he's in, all the more notable due to his wiry frame throughout the series.
68* 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.
69* MasterOfUnlocking:
70** From Chapter 2 of ''Tales'' onward, Guybrush can use his {{hook hand}} as a lockpick to unlock doors and treasure chests. [[spoiler:Of course, there are only a few items that can't be unlocked by his hook alone, and that is in the final chapter.]]
71** In ''Curse'', he can use Stan's business card to do the old credit card trick.
72* MasterSwordsman: Becomes this after defeating the Sword Master in the first game, and his skills don't waver in later games.
73* TheMunchausen: In ''Return'' its implied Guybrush grew into this, telling his stories to his son and whoever will listen. Elaine notes his stories get stranger and wilder with each retelling.
74* MyNameIsInigoMontoya: "My Name Is Guybrush Threepwood! PrepareToDie!", before challenging pirates in [[YouFightLikeACow Insult Swordfighting]] in ''Secret''.
75* MysteriousPast: Very little if anything is known about his life before arriving at Melêé Island.
76* NiceJobBreakingItHero: Practically Guybrush's middle name. Fortunately, he (mostly) manages to put things right again.
77* NoRespectGuy: 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.
78* NotSoBadassLongcoat: 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.
79* ObfuscatingStupidity: While he is a genuine bumbler, he knows how to exaggerate it to his advantage.
80* ObliviousToLove: Didn't grasp Elaine's feelings for him until she told him directly to his face, and is so in devoted to her that he remains completely blind to [[Spoiler: Morgan's]] growing feelings for him in Tales, which serves as a plot point that influences her [[spoiler: betrayal]] as well as her subsequent [[spoiler: redemption.]]
81* OlderThanTheyLook: 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. Late into ''Curse'', he outright states to Dinghy Dog that he's 20, something that he is able to back up with his SCUMM Actors' Guild membership card).
82* OnlySaneMan: He tends to be the one to point out the general absurdity and logical flaws inherent in the pirate-themed AnachronismStew.
83* OurHeroIsDead:
84** Fakes his own death with a spiked drink in ''Curse'', complete with a FissionMailed sequence where the end credits start to play while Guybrush is [[BuriedAlive trapped in a coffin]].
85** [[spoiler: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.
86* ParentalAbandonment: His parents allegedly disappeared a long time ago and he does not know where they went.
87* ThePiratesWhoDontDoAnything: Throughout the games, he engages on very little actual piracy, with a major exception occurring in ''Curse'''s third chapter. Even then, it's a means to an end, as he's doing it to raise money to upgrade both his ship's cannons and his insult repertoire in order to take on Captain Rottingham. In doing so, he only plunders the ships of other pirates.
88* ProtagonistWithoutAPast: He is the main character and has a MysteriousPast. Outside of certain allusions to his parents abandoning him, and a [[spoiler: mock funeral used to promote Episode 5 of VideoGame/TalesofMonkeyIsland]] mentioning that he used to be a simple fisherman before being inspired by a pirate attack, a lot of his life before Secret of Monkey Island is left to conjecture.
89* SailorsPonytail: He keeps his hair in a short ponytail.
90* ShoutOut: His last name is a nod to the [[BlueBlood Blue-Blooded]] Threepwood family from Creator/PGWodehouse's ''Literature/BlandingsCastle'' stories.
91* SuperNotDrowningSkills: "I can hold my breath for ten minutes!" These are the breath-holding skills that he had developed in college when he was young.
92* [[ToBeAMaster To Be a Pirate]]: In the first game, his main objective (at first) was to become a mighty pirate and was told he had to do three trials to become one: the first was to steal a priceless artifact, the second one is to become [[MasterSwordsman an expert swordsman]], and the last was to search for buried treasure.
93* TookALevelInBadass: 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 LevelGrinding involved. And it takes guts to share a room with [=LeChuck=].
94* TookALevelInJerkass: 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.
95* TookTheWifesName: Parodied in ''Escape''. His wife became Elaine Marley-Threepwood after marrying him, but because she's such a prominent figure on Melee Island, everyone assumes that he took her name, leading to a RunningGag of him correcting everyone who calls him "Mr. Marley".
96* VerbalBusinessCard: "I'm Guybrush Threepwood, mighty pirate."
97* WhyDidItHaveToBeSnakes: Of the porcelain (porcophobia?). Speculated to have been caused by being hit over the head with a porcelain vase in the [[VideoGame/TheSecretOfMonkeyIsland first game]]. The developers have said they added this just as a gag -- after all, who is scared of porcelain? Referenced in ''VideoGame/TalesOfMonkeyIsland 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..."
98* YouFightLikeACow: Masters insult swordfighting, eventually -- he beat the Sword Master ''and'' Captain Rottingham. Still gets no respect for it in later games.
99[[/folder]]
100
101[[folder:Elaine]]
102!!'''(Ex-)[[note]]As of ''VideoGame/{{Escape|FromMonkeyIsland}}''[[/note]]Governor Elaine Marley-Threepwood'''
103->'''Voiced By''': Alexandra Boyd (''The Curse of Monkey Island'', ''Tales of Monkey Island'', ''The Secret of Monkey Island: Special Edition'', ''Monkey Island 2 Special Edition: [=LeChuck's=] Revenge''); Charity James (''Escape from Monkey Island'')
104
105[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/Elaine_Marley_8888.jpg]]
106
107The 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 LoveAtFirstSight. 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 DamselInDistress stereotype by escaping and coming up with a plan to destroy [=LeChuck=], which failed.
108
109Since then Elaine has been the center of a LoveTriangle 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.
110
111At the end of ''Escape'' Elaine renounced her governorship so she could sail around the Caribbean at her leisure with Guybrush.
112----
113* TheAce: She's good at everything. The games would be very short if only [[TheMillstone Guybrush]] knew how to stay of out trouble.
114* [[ActionGirlfriend 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.
115* AdaptationalDyeJob: 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''.
116* BattleCouple: In some of the games, she works with Guybrush to take down their enemies, sometimes unknowingly. In these cases, Elaine will usually fight the bad guys head on while Guybrush puts some larger plan into motion behind the scenes to finish them off. Examples include the opening of ''Curse,'' where Elaine repels [=LeChuck=]'s ship from the Plunder Island fortress while Guybrush capsizes it from the inside, or the climax of ''Tales,'' where [[spoiler: asking her to fight [=LeChuck=] at a specific time eventually helps Guybrush defeat him.]]
117* CloudcuckoolandersMinder: Tries to moderate Guybrush's shenanigans, with mixed results.
118* DamselOutOfDistress: 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.
119* DeadpanSnarker: Mainly when voiced by Charity James.
120* DemotedToExtra: In ''[=LeChuck=]'s Revenge'', where she only appears in about a half-dozen scenes and has little bearing on the plot.
121* {{Expy}}: Of Beth Hurwood from Literature/OnStrangerTides. Both characters are the upper class objects of affection for their stories' bumbling hero, and are targeted by the villain for dark voodoo marriage rituals. While Beth does show some initiative in the climax of Stranger Tides, Elaine is [[DamselOutOfDistress ultimately more proactive]] than her inspiration and is usually shown as capable of rescuing herself.
122* {{Guile Hero}}ine: As of episode 5 in ''Tales''
123* HappilyMarried: To Guybrush. Even as much as he can exasperate her, Elaine loves Guybrush dearly and the feeling is mutual.
124* LargeHam: Whenever her mind is altered by [[spoiler:being poxed]] or [[spoiler:turned into an undead bride]] in ''Tales''.
125** Or when she's just [[WomanScorned really pissed off]], in ''Monkey Island 2: Special Edition''.
126* NotEvenBotheringWithTheAccent: 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.
127* PimpedOutDress: There are two of them. One is at the end of ''Curse'', [[spoiler:when Elaine is in a FairytaleWeddingDress similar to WesternAnimation/{{Cinderella}}'s from Disney, with a white flower tiara instead of a wedding veil on her head, as she and Guybrush are now HappilyMarried and [[RidingIntoTheSunset sailing off into the sunset]]]]. The other is in ''Tales'' Chapter 5, [[spoiler:when she willingly becomes [=LeChuck=]'s demon bride and gets a {{Goth}}ic version of a LittleBlackDress (complete with a [[{{Stripperific}} revealing]] GemEncrusted [[ImpossiblyLowNeckline black bustier/corset]] worn under a see-though sheer black fabric sleeveless blouse with a sash belt, a dark gray broomstick skirt and black dress boots, along with gem encrusted black opera gloves, and an [[HypnoTrinket eerie-glowing black]] [[RequisiteRoyalRegalia tiara]]), which she wears through the remainder of the game, even when she is reverted to her no-longer demonic self.]]
128* PirateGirl: Like pretty much every character in the games, she's a pirate.
129* OnlySaneMan: Even when she's captured, she's always portrayed as smarter and more capable than Guybrush. Most famously seen in the first game, when Guybrush's attempt to save her ruins a plan she'd set up that would have defeated [=LeChuck=] far more easily. A deleted scene from ''Curse'' (alluded to in dialogue) would have shown her [[spoiler: escaping her ropes and re-routing the roller coaster so Guybrush doesn't die.]] Despite this, she genuinely loves Guybrush and the two of them work well together.
130* ReasonableAuthorityFigure: A loved, helpful and competent governor.
131* RedHeadInGreen: In ''Curse'' she predominantly wears green.
132* RelationshipUpgrade: 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.
133* ShoutOut: Her first name is a reference to Elaine from ''Film/TheGraduate,'' and is likewise yelled by Guybrush as it is in the film. Her last name is a reference to Music/BobMarley.
134* SignificantGreenEyedRedhead: Elaine falls into this category, although she often has blue eyes in other games.
135* TakenForGranite: Gold, actually, in ''Curse''
136%%* {{Tomboy}}
137* {{Tsundere}}: As frustrated as she gets with Guybrush, she can't help but be taken in by his ineptitude.
138* UniversallyBelovedLeader: She has this standing among the population of Melee Island in ''Secret'', and that of Booty Island in ''[=LeChuck's=] Revenge''; it's unclear whether the population of Plunder Island in ''Curse'' loves her quite as much, but at the very least nobody openly says anything bad about her. Averted in ''Escape'', where she's depicted as far more arrogant and uncaring about the population of Melee Island, which is indicated to play as big of a role in her loss to "Charles L. Charles" as the latter's absurd campaign promises.
139[[/folder]]
140
141[[folder:[=LeChuck=]]]
142!!'''The [[NinjaPirateZombieRobot Ghost Zombie Demon Statue]] [[NoodleIncident Walrus]] [[NinjaPirateZombieRobot Pirate]] [=LeChuck=]'''
143->'''Voiced By''': Creator/EarlBoen (''The Curse of Monkey Island'', ''Escape from Monkey Island'', ''Tales of Monkey Island'', ''The Secret of Monkey Island: Special Edition'', ''Monkey Island 2 Special Edition: [=LeChuck's=] Revenge''), Kevin Blackton (Human [=LeChuck=] in ''Tales of Monkey Island''), Creator/JessHarnell (''Return to Monkey Island'')
144
145[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/Ghost_Pirate_LeChuck_7575.jpg]]
146
147The BigBad 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.
148
149Every 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'', [[spoiler: 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 BackFromTheDead in order to stop him once and for all]].
150
151Despite the more comical aspects of his personality [=LeChuck=] is considered very dangerous by other pirates. He sees Guybrush as his greatest enemy.
152
153[=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; in ''Tales'' he alternates between zombie and demon and in ''Return'' he spends the game as a Zombie.
154----
155* AxCrazy: Apart from Elaine, the thing he loves most is murdering people.
156* BackFromTheDead: Capable of this even before the series began.
157* BeardOfEvil: [=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 [[TinyHeadedBehemoth a really tiny head]].
158* BewareTheSillyOnes: 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.
159* BigBad: [[spoiler:Except in ''Escape'' where, in a surprise twist, he's revealed to be TheDragon to the game's ''real'' main villain, Ozzie Mandrill. Ultimately ZigZagged as even then, his proclaimed loyalty to Mandrill goes out the window when he realizes Mandrill's plan fails, and he immediately tries to kill him in the climax by possessing a large statue he had built under his term as Governor. While Ozzie uses the Ultimate Insult to take control for the final battle, Guybrush succeeds by breaking Ozzie's spell and it's LeChuck who delivers the final blow to Ozzie in a fit of rage, accidentally blowing himself up in the process.]]
160* BondVillainStupidity: He wouldn't be [=LeChuck=] if he didn't take some time to [[EvilGloating explain his plans]] and put Guybrush through some [[ComplexityAddiction unnecesarily complex]] contraption or ordeal.
161* BrainsVersusBrawn: The brawn against Guybrush's brains but very much zigzagged in execution. [=LeChuck=] is massive and uses his brute strength to get what he wants but is also capable of ruthless cunning and setting traps, even if he struggles with the many puzzles that make up the world.
162* CameBackStrong: Gets [[HoistByHisOwnPetard 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.
163* ComplexityAddiction: His convoluted plans only enhance his mystique.
164* {{Determinator}}: His plans may fail, but not for lack of trying.
165* TheDreaded: 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''.
166* EverythingsDeaderWithZombies: In the second game. His ghost form had been destroyed by Guybrush in the first game, so [[TheDragon Largo [=LaGrande=]]] has his spirit shunted to his rotting corpse instead.
167* EvilIsBigger: The main villain of the series, and he is much bigger than the protagonists and most supporting characters.
168* EvilOnlyHasToWinOnce: [[spoiler: As soon as one of his plans succeeds and he manages to kill Guybrush, it's shown that he immediately succeeds in capturing Elaine and conquering the entire Caribbean effortlessly. When Guybrush returns from the dead, a great deal of the supporting cast has been killed by him.]]
169* EvilSmellsBad: According to Guybrush, he can smell it when [=LeChuck=] has visited a place the recent past, due to him having a distinct smell of brimstone and beard oil.
170* EvilSoundsDeep: [[spoiler:When he becomes a human who pretends to be good-natured up until the time that he kills Guybrush in ''Tales''.]]
171* {{Expy}}: Of Blackbeard in fiction generally, as a large bearded fearsome pirate captain famous for coming from back to the dead, but has more in common specifically with the version who served as the ultimate villain of Ron Gilbert's inspiration, Literature/OnStrangerTides. Like Edward Teach from the book, LeChuck is [[FamedInStory a fearsome legend]] but also a deceptively powerful voodoo sorcerer who cheats death and plans to capture the heroine for the purpose of unholy matrimony. They even both disguise themselves as a bald mustached character to waylay the hero in their respective stories, with Blackbeard taking the guise of Edmund Morcilla post-resurrection, and LeChuck appearing first as Fester Shinetop to scare off Guybrush.
172* GhostPirate: At first he's a see-through blue pirate with a [[PrehensileHair prehensile beard]]. Later he's a zombie, then a demon...
173* AGodAmI: [[spoiler: In ''Tales'' after he absorbs power from the voodoo crossroads, he declares himself a demon god.]]
174%%* HeelFaceTurn: In ''Tales'', [[spoiler:later revealed as a FakeDefector.]]
175* ImpersonatingAnOfficer: [[spoiler:In this case, Sheriff Fester Shinetop, impersonated and disguised so well by [=LeChuck=] himself.]]
176* HoistByHisOwnPetard: Whatever form [=LeChuck=] takes comes with a weakness that Guybrush eventually uses to defeat him. For example, in ''Secret,'' [=LeChuck=] is a ghost pirate but is vulnerable to [[spoiler: the voodoo antiroot]], and in ''Revenge,'' being a zombie means Guybrush can [[spoiler: use his physical form to make a voodoo doll.]] Even when he becomes a demon in ''Curse,'' Guybrush is able to [[spoiler: trick him into accidentally setting off an explosion with his flame powers, trapping him under a mountain.]]
177* {{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 Elaine, he'll resort to brainwashing her to get over her rejections of him.
178* JerkWithAHeartOfJerk: Appears nice when he's human [[spoiler: but it's all an act. The minute he doesn't need Guybrush's help, he betrays and kills him.]]
179* JokerImmunity: Hence the lengthy title.
180* JustBetweenYouAndMe: He even insists on talking about his plans to Guybrush when the latter insists he doesn't want to listen.
181* KnightOfCerebus: While he's usually the main villain in each of the games to one degree or another, he's also responsible for some of the darker moments in the otherwise lighthearted comedy series. Examples would be the unusually creepy climax in the [[spoiler: Underground Tunnels]] in MI2 and everything occurring after he [[spoiler: fatally stabs Guybrush]] in Tales.
182* LargeAndInCharge: Leads the largest pirate crew seen in the series and he's a very big guy.
183* LargeHam: Courtesy of Earl Boen, who cranks up the ham to ridiculous levels.
184* LaughablyEvil: He's a horrible mass murderer, but he's undeniably hilarious. How laughable he is fluctuates from game to game however, as there are points where his sadism is not played for laughs but instead for genuine horror.
185* {{Leitmotif}}: [[https://www.youtube.com/watch?v=wnAghYUxLms [=LeChuck=]'s Theme]].
186* MasterOfDisguise: Surprisingly, he's proven to be this on multiple occasions, thanks to his supernatural powers. Specifically, [[spoiler: his disguises as Fester Shinetop in the first game and Charles L. Charles in ''Escape''.]] Of course, the ultimate example would have to be [[spoiler: appearing as Guybrush's brother Chuckie in ''[=LeChuck=]'s Revenge.'']]
187* MegatonPunch: He's strong enough to punch Guybrush (and later Stan) back and forth between the opposite ends of Mêlée Island.
188* MysteriousPast: It's never revealed exactly how he "dropped dead" and became a ghost after he was rebuffed by Elaine. ''Secret'' indicates that he sailed off to find the Secret of Monkey Island, but was killed when his ship was destroyed in a storm, and returned to the world of the living as a ghost immediately afterwards. However, ''Curse'' reveals that he actually survived the storm, found out about the treasure of Big Whoop, eventually made his way to Dinky Island to claim it, and discovered that it was actually a portal to Hell, which caused him to become undead when he tried to use it. ''Tales'' in turn has [=LeChuck=] claim that [[spoiler:the Voodoo Lady is behind his constant resurrections, and is trying to use him as her own puppet each time]].
189* NinjaPirateZombieRobot: [=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 zombie pirate, a human pirate again, and a demon pirate ''god''.
190* NoHoldsBarredBeatdown: [[spoiler: Delivers a '''very''' lengthy one to Guybrush in the final showdown in ''Tales''.]]
191* NotSoHarmlessVillain: 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 a nearly endless horde of undead crewmen. This reaches a point in Tales where [[spoiler: he successfully manipulates every other character in the story and not only succeeds (temporarily) in killing Guybrush, but conquering the Caribbean and turning it into a Hellish reflection of itself.]]
192* OffscreenVillainy: Most of his dreadful deeds have already ocurred when the first game begins and are related via exposition by other character. Usually, we only see the results of his kidnappings and overal wickedness, not the actual action.
193* TheOtherDarrin: Full circle. Goes from Earl Boen to Adam Harrington to Kevin Blackton and back to Earl Boen.
194* PuzzleBoss: Each game usually climaxes with this, as Guybrush has to figure out a way to defeat him. Examples include [[spoiler: finding a replacement antiroot]] in ''Secret,'' [[spoiler: constructing a voodoo doll of [=LeChuck=]]] in ''Revenge,'' [[spoiler: tricking [=LeChuck=] into blowing himself up]] in ''Curse,'' [[spoiler: beating the giant statue of [=LeChuck=] to a draw three times]] in ''Escape,'' and [[spoiler: trapping [=LeChuck=] in the afterlife]] in ''Tales.''
195* ResurrectedRomance: If his origin story is accurate.
196* ResurrectiveImmortality: 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.
197* {{Sadist}}: His defining trait outside of his obsessive love for Elaine. This often works against him, as the needlessly elaborate nature of the painful death traps he leaves Guybrush in usually give the latter enough time to get out of it and triumph. Even outside of Guybrush, his fondness for torturing people to death emerges in other interactions like his systematic murder of Governor Marley's crew and his Big Whoop Amusement Park.
198* ShapeshifterDefaultForm: ''Tales'' and ''Return'' both have him return to Zombie form, implying that it has taken this status for him.
199* TaughtByExperience: [[spoiler: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.]]
200* UnexplainedRecovery: Was apparently destroyed at the end of ''Escape'', and is back with no explanation in ''Tales''.
201** Was apparently destroyed (unusually thoroughly this time) at the end of ''Tales'' but is back in Zombie form in ''Return.''
202* VillainDecay: In the first game, he was the scourge of the seas, his mere presence in the Caribbean made the other pirates afraid to set sail, and he "recruited" by slaughtering other ships' crews and turning them into his undead slaves. In ''Return'', he's treated as just another pirate, albeit an undead one, promotes himself as an "equal opportunity employer", and is more of a rival to Guybrush than a mortal enemy.
203* VillainHasAPoint: 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.
204* VillainousCrush: He's relentless in his pursue of Elaine.
205* VoluntaryShapeshifting: 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).
206[[/folder]]
207
208[[folder:The Voodoo Lady]]
209!!'''The Voodoo Lady/[[spoiler: Corina]]'''
210->'''Voiced By''': Leilani Jones (''The Curse of Monkey Island'', ''Escape from Monkey Island'', ''The Secret of Monkey Island: Special Edition'', ''Monkey Island 2 Special Edition: [=LeChuck's=] Revenge''); Alison Ewing (''Tales of Monkey Island'')
211
212[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/The_Voodoo_Lady_2119.jpg]]
213
214The resident MsExposition 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.
215
216Little 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 [[spoiler: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.]]
217----
218* AbortedArc: [[spoiler: Nothing is done with the hints she is evil from ''Tales'', and [=LeChuck=] is [[UnexplainedRecovery brought back with no fanfare]], despite her holding his voodoo essence]].
219* AmbiguouslyEvil: In ''Tales'', [[spoiler:[=LeChuck=] claims that [[GreaterScopeVillain 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]]. ''Return'' reveals [[spoiler: she is benevolent, but has been holding the Secret of Monkey Island and was sworn not to tell anyone]].
220* AscendedExtra: 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.
221* AntiClimax: In ''Return'', Guybrush points out that he has never actually learned her name, and calling her "The Voodoo Lady" just seems to be a RunningGag between the two of them, and asks her when she will finally get around to tell him what it is. She immediately answers nonchalantly and upfront that it is [[spoiler:Corina]]. Guybrush admits that while knowing her name is nice, he also cannot help but feel somewhat disappointed, since not knowing seemed more mysterious and exciting.
222* BarefootSage: In the first two games (i.e. the original canon). One of the traits she shares with [[Characters/PiratesOfTheCaribbeanOtherCharacters Tia Dalma]].
223* BigGood: As she gives Guybrush indications and various items he needs to defeat [=LeChuck=], and is in general dedicated to preserving the harmony of the natural order. While in ''Tales'' there are hints of her being AmbiguouslyEvil, ''Return'' shows her back to her helpful but enigmatic nature, but also [[spoiler:reveals she had been holding the Secret of Monkey Island the whole time and was sworn into secrecy not to tell anyone]].
224** In one of the optional [[TheStinger post credit scenes]], [[spoiler:we also see her giving Guybrush theme park tickets]].
225* BigBeautifulWoman: De Cava certainly thinks so. Guybrush is revolted by the prospect.
226* TheChessmaster: [[spoiler: She may have orchestrated the events of the entire series to get her hands on [=LeChuck's=] voodoo essence.]]
227* CreepyGood: She's a powerful voodoo priestess and her headquarters is usually adorned in spooky things like skulls and taxidermy animals, but she's actually the BigGood of the series and Guybrush's mentor. The only time this is seriously averted is [[spoiler: at the end of ''Tales,'' but as of ''Return'' it seems that this is an AbortedArc and won't be mentioned again.]]
228* EveryoneCallsHimBarkeep: Only called the Voodoo Lady by everyone, [[spoiler: unless you ask her about her name in ''Return''.]]
229** This actually Lampshaded by [=LeChuck=] in ''Tales'' Chapter 5:
230--->'''[=LeChuck=]:''' By the way, does anyone know if she has a name? It feels weird just calling her "Voodoo Lady"...
231** 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 [[IKnowYourTrueName names have power]]. [[SureLetsGoWithThat Guybrush's probably does as well.]]
232** In ''Return'', [[spoiler:she simply gives her named when asked: Corina]].
233* FortuneTeller: She tells Guybrush his future in the first three games.
234* IHaveManyNames: She claims to have been known by many different names on many different islands. Unfortunately, she doesn't disclose any of them. [[spoiler:In ''Return'' she reveals her real name is Corina in a deliberately anti-climactic fashion.]]
235* {{Leitmotif}}: [[https://www.youtube.com/watch?v=rY8UtQ0FDa8 Voodoo Lady Theme.]] Present in all games.
236* MagicalNegro: A literal example.
237* SelfServingMemory: 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=]).
238* SolitarySorceress: Fits the bill in three games: in ''[[VideoGame/MonkeyIsland2LeChucksRevenge [=LeChuck=]'s Revenge]]'', ''[[VideoGame/TheCurseOfMonkeyIsland Curse]]'' and ''[[VideoGame/TalesOfMonkeyIsland 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 [[OpeningTheSandbox freedom to move around the game world]]. However, in the original ''[[VideoGame/TheSecretOfMonkeyIsland Secret]]'', ''VideoGame/{{Escape|FromMonkeyIsland}}'' and ''VideoGame/{{Return|ToMonkeyIsland}}'', she lives right in the middle of Mêlée town and is accessible right away.
239* ThemedTarotDeck: Has a set in ''Tales'' which she narrates the events of the previous chapter.
240* WitchDoctor: She can create lots of voodoo trinkets, but her specialty is voodoo dolls.
241[[/folder]]
242
243!!Recurring Characters
244[[folder:Stan]]
245!!'''Smilin' Stan S. Stanman''', or just '''Stan'''
246->'''Voiced By''': Pat Pinney (''The Curse of Monkey Island'', ''The Secret of Monkey Island: Special Edition'', ''Monkey Island 2 Special Edition: [=LeChuck's=] Revenge''); Pat Fraley (''Escape from Monkey Island''); Gavin Hammon (''Tales of Monkey Island'', ''Return to Monkey Island'')
247
248[[quoteright:299:https://static.tvtropes.org/pmwiki/pub/images/stan_0_removebg_preview_4.png]]
249
250A 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.
251----
252* AchievementsInIgnorance: When confronted on his Porcelain Pirate treasure maps in ''Tales'', he seemed to genuinely believe that [[HonestJohnsDealership he was selling fakes that only led people in circles]] -- even trying to keep them from being exposed in court. However, earlier when following one of the maps (and solving a few puzzles along the way) Guybrush actually ''was'' able to find a treasure -- and at least one other person was as well, as the treasure was already taken by then.
253* AllInTheManual: In the official site for ''Return to Monkey Island'', Stan reveals he was arrested for selling [[UsefulNotes/{{Bitcoin}} "nothing fungible"]].
254* AmoralAttorney: Apparently, Stan was so amoral he was radiated by the order by the time of ''Return to Monkey Island''.
255* BunnyEarsLawyer: 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", and in ''Return'', where he tried to use his previous experience to represent himself in court.
256* CharacterTics: Aside from his tedency to wave his arms around when speaking, he is always tapping his left foot.
257* AFoolForAClient: When he is accused of marketing fraud in ''Return'', he chooses to represent himself in court, since he is, after all, a former lawyer himself. It works about as well as expected, and he finds himself setenced to hard labor at the Brrr Muda Ice Mines.
258* HonestJohnsDealership: In the first game, he sells [[TheAllegedCar crappy ships]] at hugely inflated prices. In Tales, he also hawks bogus treasure maps in addition to that game's main racket. Further confirmed in ''Return'' that he isn't below employing a pyramid scheme or, according to the official website, selling [=NFTs=].
259* KarmaHoudiniWarranty: Subverted in ''Return'', where Guybrush ends up helping build an ironclad case against him, getting him ten years of jail time for all the scams he's run over the years... and then almost immediately helps him break out of prison.
260* {{Leitmotif}}: His theme from ''[=LeChuck=]'s Revenge'', [[https://www.youtube.com/watch?v=dAu6JFZEk4U 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, [[https://www.youtube.com/watch?v=qkG1Dp_4-io has a very different theme]].
261* MilkingTheGiantCow: 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.
262* NewJobAsThePlotDemands: Starts off as a used ship dealer, before switching to used ''coffins'', then insurance, timeshares, and memorabilia, and he even has a brief stint as a persecuting attorney in ''Tales'' (though this is at least partly a way for him to drum up interest in the merchandise he is selling on the side). A throw away from Rapp Scallion also reveals that Stan used to sell used kitchen utensils.
263* NoodleIncident: It's never explained ''why'' Stan was arrested in ''Return to Monkey Island'' besides being for "marketing-related crimes". In the official main site, he admits he was selling [[UsefulNotes/{{Bitcoin}} NFTs]]
264* OffscreenTeleportation: 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.
265* UnmovingPlaid: It's so iconic that even in the 3D games, the animators went ''out of their way'' to get his jacket to maintain an UnmovingPlaid pattern.
266** In ''Return,'' when Stan is imprisoned he wears unmoving ''stripes!''
267[[/folder]]
268
269[[folder:Wally]]
270!!'''Wally B. Feed'''
271->'''Voiced By''': Creator/NeilRoss (''The Curse of Monkey Island'', ''Monkey Island 2 Special Edition: [=LeChuck's=] Revenge'', ''Return to Monkey Island'')
272[[quoteright:199:https://static.tvtropes.org/pmwiki/pub/images/wally_b_feed.jpg]]
273
274A 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 [[spoiler: Guybrush blows up [=LeChuck=]'s fortress]].
275
276Wally 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 then seen in [=LeChuck's=] Carnival of the Damned as one of the attractions.
277
278He appeares once again in ''Return'', where he runs a new cartography business, this time on Mêlée Island. Much to his outspoken chagrin, fate conspires to have him cross paths with Guybrush once more.
279
280Wally is the most innocent character in the series, which is why the developers had so much fun torturing him.
281----
282* BadassBookworm: Wally both subverts this and plays it straight when he's "Bloodnose".
283* BlindWithoutEm: He cannot see a thing without his monocle. Too bad Guybrush has to steal it to complete a puzzle.
284** Lampshaded in ''Return.'' Guybrush steals another monocole from Wally on Melee Island...but it turns out these are now giveaway items, and Wally actually ''wanted'' him to take it.
285* ButWaitTheresMore: You'll also get a set of audio books on parrot!
286* ButtMonkey: Suffers abuse after abuse due to Guybrush's antics throughout the series, as mentioned below.
287* DistressedDude: In the games he appears in he gets kidnapped, chained to the ceiling, blown up, and subsequently forgotten about. Though in ''Return'', [[spoiler:it is possible for Guybrush to rescue him, [[GuideDangIt though it takes solving a quite obscure and not immediately obvious puzzle]].]]
288* HighClassGlass: Wears a monocle in ''Revenge'', which is replaced with an [[EyepatchOfPower eyepatch]] in ''Curse''. He goes back to the monocle in ''Return''.
289* MinionWithAnFInEvil: He tries to stop Guybrush in ''Curse'', but Guybrush is able to convince him that he's not villain material.
290* PintSizedPowerhouse: 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.
291* ReforgedIntoAMinion: Parodied. He's been PressGanged into [=LeChuck=]'s crew by means of what sounds like a self-help seminar. Luckily Guybrush gets to him before he's [[MurderIntoMalevolence murdered into undeath]].
292* ThrowTheDogABone: By the time he reappears in ''Return'', he's actually doing pretty well for himself. His new shop is very successful, years of therapy have dealt with the trauma he's accumulated over the course of the games, and he seems fairly happy, to the point of being on relatively good terms with Guybrush despite everything the latter has done to him. The game even baits you into thinking you'll have to steal his monocle again, only to find out that he's giving them away for free as a marketing stunt. [[spoiler:Until Guybrush inadvertantly causes [=LeChuck=] to think Wally has double-crossed him, and he gets assaulted and kidnapped again. This time, though, you can save him for real... [[GuideDangIt using an obnoxiously obscure optional item.]]]]
293* VocalEvolution: While he's voiced by Neil Ross in all of his appearances, his voice is noticeably softer and less nasal in ''Curse'' compared to the Special Edition of ''[=LeChuck's=] Revenge'' and ''Return''.
294* WhatHappenedToTheMouse: 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. He eventually makes a reappearence in ''Return''.
295* WhatTheHellHero: In his reappearence in ''Return'', he remarks on how being around Guybrush has only caused him grief and strife.
296-->'''Wally:''' I spent ''years'' in therapy, getting over being burned, blinded, blown up, abandoned, and marooned, because of ''you''.\
297'''Guybrush:''' Heh, yeah. Good times, huh?
298[[/folder]]
299
300[[folder:Murray]]
301!!'''Murray the Demonic Talking Skull'''
302->'''Voiced By''': Denny Delk (''The Curse of Monkey Island'', ''Escape from Monkey Island'', ''Tales of Monkey Island'', ''Return to Monkey Island'')
303[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/murray_tomi.jpg]]
304
305Murray the Demonic Talking Skull was a member of [=LeChuck=]'s undead pirate crew with dreams to TakeOverTheWorld. 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.
306
307Murray makes a cameo in ''Escape'' as a bouncer at Planet Threepwood, he has a more important appearance in ''Tales'', and he appears multiple times throughout ''Return'', even becoming Guybrush's ship's figurehead.
308----
309* AscendedExtra: Murray's appearance in initial test versions of ''Curse'' were so popular with the playtesters that he was given more appearances throughout the game.
310* CardCarryingVillain: Is he ever. He brags about all the evil things he's supposedly going to do every other line.
311* ChronicBackstabbingDisorder: He constantly tries to backstab Guybrush in ''Tales'', though none of these attempts end well for him.
312* DemBones: He was a member of [=LeChuck=]'s skeletal horde until Guybrush destroyed his boat, reducing him to a disembodied talking skull.
313* EvenEvilHasStandards: He refuses to be part of an Ultimate Insult talisman, telling Guybrush he's evil but not crazy. In any case, it wouldn't with him because it requires a monkey head rather than a human head.
314* EvilIsHammy: His declarations of conquest are quite grandiose. He has big plans for someone who's completely dependent on others to even move.
315* EvilLaugh: A VerbalTic of his: "Mua-ha-ha-ha-ha!"
316* FriendlyEnemy: Eventually becomes reluctant allies with Guybrush, and is key to solving a number of puzzles. Reversed in ''Tales''.
317-->'''Murray''': ''Could you pick me up so I can bite you?''\
318'''Guybrush''': ''NO!''\
319'''Murray''': ''I just thought I'd ask.''
320** Played a bit more straight in ''Return'', where he eventually comes around to help Guybrush of his own volition, even though it is clearly somewhat in spite of himself:
321--->'''Guybrush:''' I feel like we're entering a new phase in our relationship.\
322'''Murray:''' ''(making no attempt to hide his sarcasm)'' I'm trying to contain my joy.
323* HarmlessVillain: It's hard to take over the world when you're a skull that gets knocked around by everything.
324* IconicSequelCharacter: He doesn't appear in the first two games, but has become a series breakout character since ''Curse''
325* LaughablyEvil: Fans of the series consider him to be one of the funniest characters.
326* LosingYourHead: He's a disembodied talking skull. Guybrush shoots off the rest of his body with a cannon during the opening of ''Curse''.
327* PokeThePoodle: When he threatens Mort the Gravedigger:
328-->'''Murray:''' I will hide your keys beneath the cushions of your upholstered furniture! And nevermore will you be able to find socks that match!
329* ThrowItIn: 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 [[ChewingTheScenery 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.
330[[/folder]]
331
332[[folder:Herman Toothrot]]
333!!'''Herman Toothrot'''
334->'''Voiced By''': Creator/WallyWingert (''Escape from Monkey Island'', ''The Secret of Monkey Island: Special Edition'', ''Monkey Island 2 Special Edition: [=LeChuck=]'s Revenge'')
335[[quoteright:122:https://static.tvtropes.org/pmwiki/pub/images/herman_toothrot.jpg]]
336
337Herman 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.
338
339Herman makes small cameos in ''Revenge'' and ''Curse'', then makes an important return in ''Escape'', where his backstory is {{Retcon}}ned 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. ''Return'' has him appear as a hermit again, with no mention of his role in ''Escape''.
340----
341* AsideComment: He frequently makes snarky remarks directed at the player.
342* BambooTechnology: Downplayed, but he did construct a big, unwieldy banana picker (two huge WhiteGloves on the end of [[https://nintendo.fandom.com/wiki/Ultra_Hand a big set of extending wooden handles]]) at some point.
343* {{Cloudcuckoolander}}: SanitySlippage after years of isolation.
344* ContinuitySnarl: 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.
345** ''Return'' notably completely ignores the Captain Marley reveal, [[CharacterRerailment returning Herman to a crazy hermit]].
346* GoMadFromTheIsolation: 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 [[{{Robinsonade}} stranded]] on a DesertedIsland. 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.
347** It is played more straight in ''Return'', where in his search for the Secret of Monkey Island, he got stranded in a dark cave alone with no way out ''for a decade''. He is considerably more hostile to Guybrush, [[spoiler:refusing to part with the Golden Key he found. [[CrueltyIsTheOnlyOption The only way to take it is by force]]]].
348* IceCreamKoan: When he is on Dinky Island acting as a guru, most of his wisdom are these.
349* LukeIAmYourFather: 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.
350* PantsFree:
351-->'''Guybrush:''' Where are your pants?\
352'''Herman:''' What pants?
353* ProverbialWisdom: 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?"
354-->'''Guybrush:''' All colours?\
355'''Herman:''' Exactly! Now what has this experience taught you?\
356'''Guybrush:''' That philosophy isn't worth my time.\
357'''Herman:''' I'm very impressed. It takes most people years to reach this point.
358* {{Robinsonade}}: He's a very Crusoe-ian castaway who's been stranded on Monkey Island for decades.
359[[/folder]]
360
361[[folder:The Sword Master]]
362!!'''Carla, the Sword Master of Mêlée Island'''
363->'''Voiced By''': Pamela Tyson (''Escape from Monkey Island''), Leilani Jones (''The Secret of Monkey Island: Special Edition'', ''Return to Monkey Island'')
364[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/carla_monkey_island.png]]
365
366The 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, and in ''Return'', where she is the newest governor of Mêlée Island.
367----
368* AbhorrentAdmirer: In the form of the storekeeper, a DirtyOldMan 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.
369* DiscOneFinalBoss: 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.
370* TheHermit: She lives in a cabin deep in the woods, a secret to everyone other than the storekeeper.
371* MasterSwordsman: Referred to as such by her title of "The Sword Master". Guybrush can still beat her with good enough comebacks.
372* SamusIsAGirl: Most people refer to her only as [[OnlyKnownbyTheirNickname 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.
373* SassyBlackWoman: A black woman who's a master of [[YouFightLikeACow insult swordfighting]].
374* SkewedPriorities: 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 [[ActionGirl 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 [[NiceJobBreakingItHero throwing off her plans]], and canonically getting his crew stranded on Monkey Island.
375* SNKBoss: 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.
376* YouFightLikeACow: Guybrush must beat her at insult swordfighting as one of his trials to become a pirate.
377[[/folder]]
378
379[[folder:Meathook]]
380!!'''Meathook'''
381->'''Voiced By''': Creator/CamClarke (''Escape from Monkey Island'', ''The Secret of Monkey Island: Special Edition'')
382[[quoteright:156:https://static.tvtropes.org/pmwiki/pub/images/meathook_monkey_island.jpg]]
383
384Bald, 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.
385----
386* AnimatedTattoo: He has a skull tattoo on his chest called Roger that he can make talk.
387* BaldHeadOfToughness: [[TheBigGuy Big]] and [[TheStrongMan tough]] with nary a hair on his head. Though Guybrush may mercilessly laugh at him and call him "cannonball head" and "chromedome".
388* EyepatchOfPower: Helps to make him look more menacing. He lost the eye to the Beast, along with both hands.
389* FluffyTamer: 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.
390* GentleGiant: 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.
391* HookHand: Two of them. He lost both his hands to... ''The Beast''. Which is to say [[KillerRabbit a parrot]].
392* LargeHam: Especially as performed by Cam Clarke -- he's a LargeHamAnnouncer 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.
393* NamedAfterTheInjury: Has two {{Hook Hand}}s after losing them to a parrot.
394* NoodleIncident: So how exactly did a ''parrot'' bite off both his hands and peck out one of his eyes?
395* RealMenWearPink: 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.
396* SkewedPriorities: 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.
397* TheStrongMan: The [[TheBigGuy 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.
398* WalkingShirtlessScene: He's always bare-chested, probably to show off his tattoo.
399* WhyDidItHaveToBeSnakes: He's terrified of parrots, any and all parrots, after losing both hands to one as a child.
400[[/folder]]
401
402[[folder:Otis]]
403!!Otis
404->'''Voiced By''': Creator/SScottBullock (''Escape from Monkey Island'', ''The Secret of Monkey Island: Special Edition''), Sean Reyes (''Return to Monkey Island'')
405
406The 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'' and ''Return''.
407----
408* CuttingOffTheBranches: Judging from the fact that he's been traumatized by his experiences on Monkey Island by ''Escape'', [[VideoGameCrueltyPotential Guybrush sunk the ship with the rock launcher.]]
409* TheGenericGuy: 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.
410* GreatEscape: He's been stuck in a cell so long he's resorted to eating rats. Guybrush resorts to melting the lock with [[GargleBlaster the local grog]].
411* JailBake: 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).
412* JerkassHasAPoint: 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.
413* NoodleIncident: Apparently he's had experiences on Monkey Island that have left him so jittery he "can't pick a lock or a pocket [[WithCatlikeTread without making more noise than a flatulent hippo]]."
414* OnlyInItForTheMoney: He's a pirate and a thief, and proud of it.
415* ReducedToRatburgers: 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 [[YouNeedABreathMint his breath]] or his attitude.
416* SelfServingMemory: While he's right to blame Guybrush for sinking the Sea Monkey and getting the crew stranded, the fact that he frames this as the crew being "betrayed by their idiot captain" comes across as hypocritical given that he convinced them to mutiny during the trip to Monkey Island in the first place.
417* UngratefulBastard: He calls you a sucker after you break him out of jail. [[SubvertedTrope Then]] he shows up to join your crew anyway. ''[[DoubleSubverted Then]]'' he incites a mutiny because you bought a lousy ship and he wants to work on his tan.
418* YouDontLookLikeYou: Downplayed, but his hair's gone from jet-black to carrot-orange and he's lost his moustache by ''Escape.'' [[LampshadeHanging Guybrush doesn't even recognize him at first.]]
419* YouNeedABreathMint: 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.
420[[/folder]]
421
422[[folder:Bob]]
423!!Bob
424->'''Voiced by:''' Creator/RobPaulsen (''The Secret of Monkey Island: Special Edition'', ''Return to Monkey Island'')
425
426One of [=LeChuck=]'s long-suffering ghost minions.
427----
428* CuttingOffTheBranches: In ''Secret'', it's possible for Guybrush to vaporize Bob with the root beer if certain dialogue options are chosen. As Bob appears in ''Return'', presumably this didn't happen.
429* FriendlyEnemy: He bears Guybrush no ill will and often helps him out. He is also a close friend to Herman.
430* LosingYourHead: His ghostly skull continuously slips off his neck, most often when he's nervous. He gets left behind in ''Secret'' when his head falls into the lava and [=LeChuck=]'s ship sails off without him. While trying to find a skull for the potion in ''Return'', Guybrush can ask Bob for his (Bob refuses).
431* MakeAnExampleOfThem: PlayedForLaughs. It's his job in ''Return'' to be tied and hung upside down to prove what happens who fails [=LeChuck=]. Besides being bored, he doesn't mind and, if anything, he is offended by the idea of others taking his job.
432* MinionWithAnFInEvil: Bob really isn't evil at all, or in any way enthusiastic about obeying [=LeChuck=]'s orders. He is only [=LeChuck=]'s minion insofar as he is too afraid to turn against him -- the guy had him killed and resurrected as a ghost after all.
433* MistreatmentInducedBetrayal: Bob has absolutely no problem with frequently helping Guybrush out behind [=LeChuck=]'s back, because he is not fond of his boss at all. Might have something to do with the fact that [=LeChuck=] killed him, resurrected him as a ghost, stole his ship, and forced him to serve on his crew.
434* PunnyName: ''Return'' dubs him "Apple Bob", as a play on "bobbing for apples"; [[spoiler:a common activity at fairs, leaning into the idea that the world of ''Monkey Island'' is an amusement park.]] He's strung up from the yardarm and left to dangle like an apple in a tree.
435[[/folder]]
436
437[[folder:The Cannibals]]
438* AffablyEvil: They are quite civilized and polite, even when they capture and intend on eating Guybrush at first.
439** Lemonhead in ''Curse'' is tempted to eat Guybrush, giving a very long description on how he'd plan to cook him, but having gone vegan, decides against it.
440* BlackComedyCannibalism: Naturally. They go vegan in ''Curse'' (although still somewhat tempted). In ''Return'', Guybrush speculates if they were actually cannibals at all to begin with, or if it was all just an act they put on for tourists.
441* CannibalTribe: Of the OffscreenVillainy / InNameOnly variety.
442* TheDreaded: Subverted. Their name alone is ominous and they are antagonistic at first, imprisoning the hero while debating how to eat him, but once Guybrush gets to interact with them, they are harmless and eventually very friendly.
443* FailedASpotCheck: They are terrible at it. They do realize that the idol given by Guybrush has exactly the same features as one of Lemonhead's, down to the "made by" writing, but fail to make the trivial logical connection that Guybrush just took back one of their offerings from the giant monkey head.
444* TheGuardsMustBeCrazy: Repeatedly escaping from the cannibals' hut causes them to increase security until the hut has a steel vault door, yet the [[MyopicArchitecture obvious escape route]] repeatedly goes unnoticed.
445* HollywoodVoodoo: They had no problem dealing with Ghost-Pirates until [=LeChuck=] stole the Voodoo root used to make the anti-ghost Root Beer.
446* NotSoOmniscientCouncilOfBickering: They are indecisively harmless, debating forever whether to eat Guybrush and leaving random notes and memos around the island addressing their grievances, in hopes they would be found and answered.
447* OrAreYouJustHappyToSeeMe?: Red Skull asks this to Guybrush when he sees him with a stolen banana.
448* SwordOfPlotAdvancement: They provide Guysbrush with the root beer. It works well against regular ghosts, but it's subverted later against [=LeChuck=] [[spoiler: as the bottle jams]].
449* ReasonableAuthorityFigure: The eventually provide decisive help to Guybrush.
450* TheOtherDarrin: A weird case: for some reason, Lemonhead's voice in ''Curse'' is given to his leader Red Skull. Either that or Red Skull got Lemonhead's mask.
451* TheRival: In ''Secret'', they are at odds with Herman , the only other (living) human being on Monkey Island™.
452[[/folder]]
453
454!!Antagonists
455[[folder:Largo]]
456!!'''Largo [=LaGrande=]'''
457->'''Voiced By''': Creator/JamesArnoldTaylor (''Monkey Island 2 Special Edition: [=LeChuck's=] Revenge'')
458
459Largo [=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 [[spoiler: after Guybrush blows up [=LeChuck=]'s fortress]]. He hasn't been seen since.
460----
461* AlliterativeName: '''L'''argo '''L'''aGrande.
462* BaldOfEvil: 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.
463* CreepyCrossdresser: Implied. Guybrush needs to steal a bra that belongs to him from Marty's laundromat, though we never actually see him wear it.
464* DiscOneFinalBoss: The main antagonist in the first chapter of ''Revenge'', "The Largo Embargo".
465* TheDragon: 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.
466* EstablishingCharacterMoment: He robs Guybrush in his very first scene while insulting him. This gives the player a good idea on what his personality is.
467* EvilCounterpart: 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 [[HateSink little-to-no redeeming qualities]], having spent most of his time abusing Scabb Island's population.
468* ForTheEvulz: His "tax" is so high that no one can pay it, meaning he gets no income from it. He doesn't seem to care.
469* HatedByAll: 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.
470* HateSink: 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 [[TheDragon the right hand]] of.
471* NapoleonComplex: 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.
472* NonIndicativeName: Largo [=LaGrande=] (Spanish for "Tall" and "The Big", respectively) is a complete misnomer, as he's small of stature.
473* RememberTheNewGuy : [=LeChuck=]'s long-time loyal lieutenant, never mentioned in the first game. It's never established why he and [=LeChuck=]'s WitchDoctor weren't killed and made a ghost like the rest of the crew (though it might be because [=LeChuck=] doesn't actually seem to like or trust him very much).
474* WhatHappenedToTheMouse: Originally he was a minor case of this; while he was never seen or mentioned again after [[spoiler:[=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 [[spoiler: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.
475[[/folder]]
476
477[[folder:Captain Rottingham]]
478!!'''Captain René Rottingham'''
479->'''Voiced By''': Tom Kane (''The Curse of Monkey Island'')
480[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/captain_rottingham.jpg]]
481A pirate captain well known for his swordfighting skills and his well-groomed appearance. In ''Curse'', he overhears Guybrush talk about the diamond in Blood Island and steals his map, thus establishing himself as the main antagonist for the first half of the game.
482----
483* AlliterativeName: '''R'''ené '''R'''ottingham.
484* BaldOfEvil: After Guybrush forces Haggis to cut off his hair.
485* BerserkButton: 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 VillainousBreakdown.
486* TheDandy: 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.
487* DiscOneFinalBoss: 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.
488* FrenchJerk: He's a mean, snooty Frenchman and the ArcVillain of ''Curse'''s third chapter.
489* NewRulesAsThePlotDemands: He tells Guybrush that his comebacks need to rhyme with the insults during the third act of Curse, as they are swordfighting at sea rather than on land.
490* SNKBoss: 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.
491* YouFightLikeACow: Guybrush must beat him at insult swordfighting to retrieve the map.
492[[/folder]]
493
494[[folder:Ozzie]]
495!!'''Ozzie Mandrill'''
496->'''Voiced By''': Creator/NickTate (''VideoGame/EscapeFromMonkeyIsland'')
497[[quoteright:300:https://static.tvtropes.org/pmwiki/pub/images/ozzie_mandrill.jpg]]
498
499Ozzie 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).
500----
501%%* AmbitionIsEvil
502%%* ArchEnemy: To [[spoiler:Horatio/Herman]]
503%%* BadassBoast
504* BigBad: [[spoiler:In ''Escape''. [=LeChuck=] is still present, but he acts as Ozzie's dragon.]]
505* BondVillainStupidity: Subverted. He realizes that keeping Guybrush alive could hurt his plans, but he's too eager to have a hostage. So, he [[spoiler: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.]]
506* ButtMonkey: When he tries to make a bank transaction, but not really anywhere else in the game [[spoiler:unless you count him being crushed to death by [=LeChuck=]'s OneWingedAngel form]].
507%%* TheChessmaster
508* CorruptCorporateExecutive: 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.
509%%* EvilGloating
510%%* EvilLaugh
511%%* GrumpyOldMan
512* HidingBehindTheLanguageBarrier: 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.
513* HopelessBossFight: 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.
514* {{Jerkass}}: And not in a funny way either. He's just a mean-spirited, unpleasant person.
515* KnightOfCerebus[=/=]VileVillainSaccharineShow: See TheStraightMan below.
516* LargeHam: Though he really doesn't start showing it until [[spoiler:Guybrush learns that he's in cahoots with [=LeChuck=]]].
517* NamedAfterSomebodyFamous: Ozzie Mandrill sounds a lot like [[UsefulNotes/AlexanderTheGreat "Ozymandias"]], another conqueror of land.
518* NiceJobFixingItVillain: [[spoiler: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''.]]
519* NoCelebritiesWereHarmed: 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.
520%%* PerpetualFrowner
521%%* SmugSnake
522* TheStraightMan: Although ''Escape'' is a pretty wacky entry in the series, he is an almost entirely serious, humorless character [[spoiler:even before you realize that he's the new main villain]] (and we say "almost" because he does have ''one'' wacky quirk in his [[HidingBehindTheLanguageBarrier Australian insults]]). Some critics, expecting an actually-funny antagonist, complained about this aspect back when the game was first released.
523** One particularly subtle demonstration of this trope is that he's the only character to avert the game's RunningGag of calling Elaine "Mrs. Marley" instead of "Mrs. Threepwood".
524* UngratefulBastard
525* UnusualEuphemism:
526-->"Great Barrier Reef!"\
527"What in the name of Adam Smith's Invisible Hand is that?"\
528"What the didgery-doo was that?!"
529* XanatosSpeedChess: [[spoiler: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.]]
530* YouHaveOutlivedYourUsefulness: [[spoiler:To Horatio T. Marley and Pegnose Pete.]]
531[[/folder]]
532
533[[folder:The Marquis de Singe]]
534!!'''Le Marquis De Singe'''
535->'''Voiced By''': Jared Emerson-Johnson (''Tales of Monkey Island'')
536[[quoteright:250:https://static.tvtropes.org/pmwiki/pub/images/marquis_de_singe.jpg]]
537
538The other villain of ''Tales'', the Marquis De Singe is a MadScientist 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 [[spoiler: 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.
539
540In the end he is stopped by Guybrush, who [[spoiler: 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]].
541----
542* ArbitrarySkepticism: 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.
543* FrenchJerk: [[spoiler:Subverted, kind of/maybe. [[UnexplainedAccent 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.]]]]
544* ForScience: Why he is initially conducting experiments, before he sets his sights on living forever.
545* HealingFactor: When he gains Pox-induced immortality, he gains the ability to heal from all injuries as well.
546* HoistByHisOwnPetard: [[spoiler: Knocked into the wind machine that he's been using to cause trouble for everyone.]]
547* ImmortalitySeeker: He certainly is one, and he's willing to damn the rest of the world to accomplish it.
548* KilledOffForReal: [[spoiler: That, or [[AndIMustScream he's still alive as scattered dust]].]]
549* {{Leitmotif}}: [[https://www.youtube.com/watch?v=iGGdBzCyAyo De Singe's theme.]]
550* MadDoctor[=/=]MadScientist
551* MadeOfIron: While under the effects of the morality serum.
552* MeaningfulName: Not only is he named after the Marquis De Sade, but at least in a meta sense "singe" is French for "monkey." Guybrush actually refers to him as "De Monkey" at one point.
553* MorallyAmbiguousDoctorate: de Singe is a "physician," but only in the sense that he wants a fresh supply of body parts for his experiments and "treating" the injuries of the locals gives him an excuse to butcher them. He only ever amputates any injury brought to him (even as minor as a ''stubbed toe'') and he clearly cares nothing for actually curing any maladies the locals have. Indeed, it turns out that [[spoiler: he responsible for the cursed winds of Flotsam Island, to bring him an endless supply of pirates to steal body parts from.]]
554* SissyVillain: He is not one of the strongest opponents, which is why he relies on tools and machines.
555* UnexplainedAccent: [[spoiler: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.]]
556* VillainWithGoodPublicity: Partly. The locals of Flotsam aren't ''happy'' about all the lost body parts, but don't seem to be aware that De Singe's amputation obsession isn't normal nor that they shouldn't be allowing him to cut them apart for any illness, and as such rarely blame ''him'' for it. Guybrush gets the blame more than once because some incident he caused led to someone having to see le Singe (and thus lose s limb) for a minor injury.
557[[/folder]]
558
559[[folder:Coronado]]
560!!'''Coronado De Cava'''
561->'''Voiced By''': Andrew Chaikin, a.k.a. Kid Beyond (''Tales of Monkey Island'')
562[[quoteright:300:https://static.tvtropes.org/pmwiki/pub/images/coronado_decava.jpg]]
563
564Coronado 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.
565
566When 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.
567----
568* CrazyPrepared
569* EvilCounterpart: To Guybrush.
570* {{Expy}}: Coronado is [[Literature/DonQuixote a Spaniard driven to madness and desperate to accomplish great deeds for his love.]]
571* AFatherToHisMen: A father to his crew, rather. 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."
572* LevelGrinding: His preferred method of puzzle-solving.
573* {{Yandere}}: He really loves the Voodoo Lady, and is more than willing to kill anyone who stands between them.
574[[/folder]]
575
576[[folder:The New Pirate Leaders]]
577!!Captain Madison, Captain Trent, and Captain Lila
578
579While Guybrush was away from Melee Island, the old pirate leaders retired and three ruthless young new bloods took over their position. They prove themselves to be more than arrogant upstarts, however, as they also have their sights set on the Secret Of Monkey Island.
580----
581* AffirmativeActionLegacy: The original pirate leaders were three white men, whereas Captain Madison and Captain Lila are women and Captain Trent is a black man. Unusually, they're also portrayed as much more villainous than the original trio.
582* AmbiguousSituation: Their ultimate fates. [[spoiler:Trent is implied to be killed offscreen in a swordfight with [=LeChuck=]'s henchwoman/composer Flair Gorey, Madison's hat is seen next to the lava lake beneath Monkey Island with a sword through it, and Lila is either locked in a duel with [=LeChuck=] over a chest neither of them can open or [[MindScrew is actually an attraction at a pirate theme park]].]]
583* BigBadEnsemble: Guybrush not only has to face [=LeChuck=] to get to the Secret Of Monkey Island, but against Madison and company as well.
584* BigThinShortTrio: With Trent being the big, stout one, who is called upon to do more physical tasks, Lilia being the short, smart one who dabbles in Dark Magic, and Madison being the tall and thin, authoritative leader.
585* ChronicBackstabbingDisorder: None of the alliances they attempt to forge are to be trusted; not even amongst themselves. Guybrush even ''expected'' the backstabbing, but received it at an unexpected time.
586* DragonAscendant: [[spoiler:Lila, not Madison, survives to fight the climactic duel against [=LeChuck=].]]
587* EvenBadMenLoveTheirMamas: Trent squares off against Flair Gorey when she calls [[AppealToFamilialWisdom his mother's wisdom]] dumb.
588* EyepatchOfPower: Captain Lila wears an eyepatch, and is both a superb swordfighter and a WickedWitch.
589* FamedInStory: Captain Madison is known to Boybrush because he has her trading cards (she has impressively high plunder ratings).
590* HateSink: [=LeChuck=] is a dastardly villain, but entertainingly over the top and bombastic. By contrast, the new pirate leaders spend their screen time belittling everyone, destroying the economy of Melee island, backstabbing everyone [[spoiler:including each other]], and generally being disrespectful punks who think they're better than everyone.
591* KilledOffscreen:
592** [[spoiler:Trent]] is last seen [[spoiler:fighting [=LeShip=] crew member Flair Gorey, who later catches up with Guybrush and Elaine, implying she was the victor.]]
593** [[spoiler:Captain Madison]] is outlived by [[spoiler:Lila. The former leaves behind only her hat and, as Guybrush notes, [[WhoMurderedTheAsshole any number of people who might have wanted her dead]].]]
594* MagicKnight: Lila is skilled at both swordfighting and [[BlackMagic Dark Magic]].
595* OlderHeroVsYoungerVillain: They are collectively the Younger Villain to Guybrush's Older Hero.
596* TheStarscream: [[spoiler:In one MeanwhileScene, Lila says she does the backstabbing around here, and she outlives Captain Madison, whose hat can be seen with what looks like Lila's sword through it.]]
597* WorthyOpponent: Captain Madison has the honor of being the only character in the series to fight [=LeChuck=] to a standstill, at which point they call truce to find the Secret. [[SubvertedTrope Except they both plan to backstab each other]], and [[spoiler:it's [=LeChuck=] and DragonAscendant Lila who are left standing in the end.]]
598
599[[/folder]]
600
601!!Other Characters
602
603[[folder:The Barbery Coast]]
604!!'''Haggis [=McMutton=], Cutthroat Bill, and Edward "Snugglecakes" Van Helgen'''
605->'''Voiced By''': Creator/AlanYoung (Haggis [=McMutton=]), Creator/GreggBerger (Cutthroat Bill) and Creator/MichaelSorich (Edward Van Helgen) (''The Curse of Monkey Island'')
606
607Three 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.
608----
609* TheAce: Edward Van Helgen has this reputation among pirates. He demonstrates his skill with pistols, banjos, a capella singing, and swinging from the rigging.
610* BaldOfEvil: Bill is completely bald and, despite his short stature, the most openly bloodthirsty and threatening of the three pirates.
611* BarbershopQuartetsAreFunny: They used to have a fourth, [[CallBack a tenor named Dominique]].[[note]]In the first game. Guybrush can tell the [[MostDefinitelyNotAVillain Citizen of Mêlée]] that he "once had a barber named Dominique" in response to his SpySpeak.[[/note]] They fell back on actually cutting hair when singing didn't pan out.
612* BigThinShortTrio: Haggis is the Big, Edward is the Thin, and Bill is the Short.
613* BraveScot: 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.
614* DefeatMeansFriendship: Guybrush has to defeat Haggis and Edward in their respective disciplines to convince them to join his crew.
615* DuelToTheDeath: Van Helgen will only join you if you defeat him in a duel to the death -- but not really, since he'll always [[BlastingItOutOfTheirHands blast the pistol out of your hands]] before you can shoot. The solution is to change your preferred weapon -- to dueling banjos instead. Except he'll inevitably beat you at those, too, shredding and soloing [[EpicRocking on endless loop]] -- so the solution ''then'' is to return to the pistols and [[RockersSmashGuitars shoot his banjo]]. Which makes you a dirty cheat... which of course means you must be a real pirate after all.
616* GenderBlenderName: 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.
617* GoldFever: Downplayed with Bill, but says any captain of his needs to be a proven treasure hunter. [[spoiler:Blondebeard the chicken shack owner has a gold tooth. 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.]]
618* ICallItVera: Haggis has named his sword "Old Ironsides". He only uses it to scalp Captain Rottingham.
619* IOweYouMyLife: 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.
620* {{Jerkass}}: Cutthroat Bill likes murder and mayhem, not so much small talk. He'll come around if you save his life.
621* NamesToRunAwayFromReallyFast: '''Cutthroat''' Bill. Also subverted:
622-->'''Edward Van Helgen:''' Mine is the name pirates fear the most! Edward "Snugglecakes" Van Helgen.\
623'''Guybrush:''' Duuuude!
624* NiceGuy: 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.
625* PainfulRhyme: Eventually devolve into this if you let their singing go on long enough. A highlight is rhyming "pirate" with "fire at".
626* ThePiratesWhoDontDoAnything: Lampshaded. They'd rather sing barbershop, run an actual barbershop, toss cabers, and play banjo than anything resembling piracy. Well, except Bill.
627* PunnyName: The Barbery Coast, as opposed to the ''[[https://en.wikipedia.org/wiki/Barbary_Coast Barbary Coast]]'' -- coastal north Africa, home of the Berber people.
628* RedBaron: PlayedForLaughs. Van Helgen is well-known and feared among pirates by the dreaded appelation of... [[FluffyTheTerrible Snugglecakes]].
629* RhymesOnADime: They're good at this once they get themselves started, working Guybrush's protests into their sea shanty.
630* ViolentGlaswegian: 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 [[KicktheSonofaBitch hurling him bodily out of the barbershop]]).
631* TheVonTropeFamily: Van Helgen, as a ShoutOut to Music/VanHalen.
632[[/folder]]
633
634[[folder:Reginald]]
635!!'''Reginald Van Winslow'''
636->'''Voiced By''': Creator/RogerLJackson (''Tales of Monkey Island'', ''VideoGame/PokerNightAtTheInventory'', ''VideoGame/PokerNight2'')
637[[quoteright:150:https://static.tvtropes.org/pmwiki/pub/images/reginald_van_winslow.jpg]]
638
639Reginald 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 [[spoiler:hooks up with the gender-ambiguous merperson Anemone]].
640
641Notable for being the only crewmember Guybrush has ever had that fully got along with him and never mutinied.
642
643Winslow also heavily fetishizes maps and people pointing at maps, including Guybrush.
644
645Winslow also appears in ''VideoGame/PokerNightAtTheInventory'' and [[VideoGame/PokerNight2 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 [[LawyerFriendlyCameo some odd reason]] (though he does so in ''Poker Night 2'').
646----
647* AmbiguouslyBrown: Winslow is by far the darkest skinned character in ''Tales'' who isn't the Voodoo Lady. However, in Poker Night he is redesigned to be lighter skinned, implying that he was intended instead to come off as tanned.
648* AmbiguouslyGay: Both in his attention to Guybrush, and in a far more literal sense in that [[spoiler:the person he ends up (Anemone) with is of indeterminate gender, making whether he is gay truly ambiguous, even to him! The latter also makes him overlap with AmbiguouslyBi, as Anemone is voiced by a woman]].
649* DefeatMeansFriendship: Knocking Winslow off the Screaming Narwhal is how Guybrush gets him as a reliable first mate.
650%%* HypercompetentSidekick
651* LargeHam: Like everyone else [[spoiler:when they get really Poxed]].
652[[/folder]]
653
654[[folder:Morgan]]
655!!'''Morgan [=LeFlay=]'''
656->'''Voiced By''': Nikki Rapp (''Tales of Monkey Island'')
657[[quoteright:300:https://static.tvtropes.org/pmwiki/pub/images/morgan_leflay.jpg]]
658
659Morgan [=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.
660
661Feeling bad about selling Guybrush out, Morgan tries to get Guybrush's Poxed hand back to him. [[spoiler: [=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 [[TheStinger 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.]]
662----
663%%* ActionGirl
664* AntiVillain: While she hates pirates, Morgan does feel bad about hunting down Guybrush.
665* {{Ascended Fan|boy}}girl: She is a huge Guybrush fangirl and is delighted to meet him the first time, even if it is to capture his hand.
666** As an example, she trained herself to hold her breath for five minutes to emulate Guybrush.
667* BountyHunter: Hunts down pirates for a living.
668* BrokenPedestal: 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. [[RebuiltPedestal Even after Guybrush regains her respect,]] Morgan still has little patience for his nonsense.
669* CleavageWindow: Her top shows off a fair amount of her full cleavage.
670* CuteGhostGirl: [[spoiler:When she is in the Crossroads.]]
671* CynicismCatalyst: 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 [[TalkingInYourSleep mumble in her sleep]]: "[[AndThisIsFor THIS is for JUGBENDER!]]"
672* DiedInYourArmsTonight: [[spoiler: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.]]
673* DisposableFiance: In Chapter 3, we learn from the Assassin's Ledger and the tattoo on her arm that she [[http://web.archive.org/web/20130624045518/http://www.miwiki.net/Morgan_Leflay 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.
674** One suspects that a bad breakup could have something to do with Gus going from 'boyfriend' to 'pro bono hit job'.
675* FriendToAllLivingThings[=/=]SpeaksFluentAnimal: It is revealed that not only does she like monkeys (she [[SpeaksFluentAnimal speaks a bit of monkey language]]), she also has a pet named Gomez, and she even loves cute {{p|irateParrot}}arrots, especially one that is made of pyrite, which she says she'll keep as a souvenir once she's done with Guybrush.
676* HeadTurningBeauty: Even Murray, who is nothing more than a disembodied skull, tries to hit on her.
677* ICallItVera[=/=]TheXOfY: 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!
678** Also, the sword that she has is called the Blade of Dragotta, simply because it has the name of her {{mentor|s}}, [[ReligiousAndMythologicalThemeNaming Dan]]Literature/{{t|heDivineComedy}}e Dragotta, written on it!
679* ImpossibleHourglassFigure: Broad shoulders, a super tiny corseted waist, and a hefty set of hips.
680* TheKnightsWhoSaySquee: Her reaction to meeting Guybrush.
681* MsFanservice: Easily the most overtly attractive woman in the franchise with big curves she happily shows with tight clothing. Is this in-universe as well and she will use her beauty to her advantage when possible.
682* RebuiltPedestal: Guybrush's cleverness and courage throughout Chapters 3 and 4 make Morgan not only rebuild his pedestal, but fall in love with him.
683* RedemptionEqualsDeath: [[spoiler:Her first altruistic attempt at helping Guybrush results in her getting stabbed. Or does it?]]
684* {{Tsundere}}: Starts off aggressive, though upbeat, but becomes nicer the longer she spends time with Guybrush.
685[[/folder]]
686
687[[folder:Judge Planke]]
688The strict judge who presides over the jurisdiction of Brrr Muda.
689----
690* HangingJudge: Downplayed. Planke is not particularly ruthless or overzealous, but he is ''very'' strict and a stickler for proper court protocol, citing you for contempt of court if you give him even the pettiest of reasons. He also makes it no secret, both in person and in the official papers, that he was extremely disappointed that he could only sentence Stan to one month of hard labor for his marketing crimes, due to a lack of evidence. When Guybrush manages to recover additional evidence that allows him to increase Stan's stentence to 10 years, he is positively elated.
691* ObstructiveBureaucrat: When Guybrush first enters Brrr Muda's territorial waters, Plank shows up and demands he fill out a long and complicated questionnaire in other to be approved for an import license and visa, which must be completed correctly in order to cross the 19th Parallel and visit the island.
692* ReassignedToAntarctica: "Earned" his current post by beating a Supreme Court justice in cribbage.
693* StockLegalPhrases: A big chunk of his dialogue consists of this, since it's a big sticking point for him to keep proper protocol at all times. If Guybrush cracks a joke at his expense, he immediately starts banging his gavel and loudly demanding "Order in the court!" as if he is enforcing authority over a rowdy crowd, even though he and Guybrush are the only people there.
694[[/folder]]

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