History Characters / MonkeyIsland

* 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]]).

* 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. [[spoiler: The endings of LeChuck's Revenge and Return to Monkey Island both offer interpretations in their ambiguous endings that the entire world is Guybrush's childish fantasy.]]

* 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.]]

* 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.]]

* 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.

* 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''.

* 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.

* OverarchingVillain: LeChuck will always, no matter how time he is defeated, come back from the grave in each game to try killing Guybursh, marry Elaine and/or conquer the Caribbean. Even when other antagonists emerge, they either are revealed to be working for him, like Largo LeGrande, oppose Guybrush during the period before LeChuck re-emerges like Captain Rottingham or Marquis DeSinge, or are in a tempetuous villanous alliance with him like Ozzie Mandrill or Captain Madison. Regardless of who else makes trouble for Guybrush, the games always end in one way or another with a confrontation against LeChuck, who always remains Guybrush's [[ArchEnemy archenemy]]. In the words of the Voodoo Lady, [[LampshadeHanging "it's what he does best."]]

* 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.

* {{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 both 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.

* 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 ultimately more proactive than her inspiration and is usually shown as capable of rescuing herself.

* 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 that book, LeChuck is both 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.

* {{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.

* {{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 {{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.

* 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 {{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.

* [[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}} 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.

* 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]] 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.

* 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 that book, LeChuck is both 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.

* 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.]]

* 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.]]

* LaughablyEvil: He's a horrible mass murderer, but he's undeniably hilarious.

* 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.

* NotSoDifferent: Guybrush's ultimate goal is to be a mighty pirate respected and feared across the seas. He doesn't seem to take into account that this is essentially what his hated Arch Enemy, LeChuck, already is. They're both equally determined, deceptively intelligent and even deeply in love with the same woman. This is Lampshaded in Episode 1 of VideoGame/TalesOfMonkeyIsland, where Guybrush uses a wishing well to be "the mightiest pirate ever," only to briefly transform into LeChuck, much to his horror.