History Characters / TheHangover

** In 'Part II'', [[spoiler:he ''knowingly'' uses drugs to incapacitate Teddy, a teenager, out of pure spite. Both Phil and Stu call him out on this, with the latter rightfully ''raging'' at him]].

* AllTakeAndNoGive: His relationship with his parents in the sequels, as he has them do everything for him (like serving him meals) while he does nothing to contribute himself. His father calls him out on this in ''III''.

* ComedicSociopath: Particularly in the second film when he treats another character to roofalin with malice aforethought (and said character [[{{Fingore}} loses a finger]] under the influence).

* HorribleJudgeOfCharacter: He outright says [[spoiler: "The drug dealer who gave me roofies seemed like a real straight shooter!"]] in the first film, and insists on remaining friends with Chow. In the third film [[spoiler: it takes being dragged into Chow's escapades, getting Doug taken hostage, and his ''outright murdering three people in front of him'' for Alan to finally realize Chow's not a nice guy.]]

* IrrationalHatred: He is shown to have a distaste for his own mother (to the point where he says [[YouShouldHaveDiedInstead she should have died first]]) with zero explanation. His hatred towards Teddy is also petty since Teddy did nothing to wrong him. Then again, it's likely because he doesn't want Teddy to "[[GreenEyedMonster take the Wolfpack away from him]]".

* ItsAllAboutMe: He has this attitude from time to time, though especially in later films. [[spoiler:He does grow out it in the end of the third film.]]

* KarmaHoudiniWarranty: For everything he got away with in the first two films, he gets assigned to an insane asylum in the third. While he doesn't make it to there, a bunch of traumatic events along the way are enough to make him learn from his ways.

* CharacterDevelopment: He receives a lot in ''Part III'' [[spoiler:after his dad dies, and he talks to Jade's son, and realizes that he's been a bad son all along. He also meets a woman that's compatible with him, and marries her by the end of the film, indicating he's no longer a {{Manchild}}. Or at least not as much anymore.]]

* EasilyForgiven: After Stu and Phil learn that he drugged them ''again'' in Part II, they briefly disown him before taking it back a minute later.

* {{Flanderization}}: It's like they ramped up his random bouts of silly insanity to actual dangerous insanity in the second movie, and then they did it ''again'' in the third movie.

* FoolishSiblingResponsibleSibling: Is the Foolish to his sister Tracy's Responsible given that he continues to mooch off his parents well into his forties while Tracy is shown to adjust well with her marriage to Doug.

* InsufferableImbecile: He becomes this over time. In the first film, he was fairly well-meaning, albeit childish and irresponsible, but he eventually becomes more abrasive and condescending towards others in addition to being LethallyStupid.

* KarmaHoudiniWarranty: For everything he got away with in the first two films, he was about to be sent to an insane asylum in the third. While he doesn't make it to there, a bunch of traumatic events are enough to make him learn from his ways.

** While Alan's meek around adults, he doesn't have any problem picking fights with children, which we ''hope'' is the reason he's not allowed near schools. He's also a Music/JonasBrothers fan.

* NoodleIncident: What he did that caused him to be banned from Chuck E. Cheeses.

* UnsympatheticComedyProtagonist: At his worst, he can be quite a selfish, reckless prick whose stupidity has ruined things for the group more than once.

* BigBadEnsemble: With [[spoiler: Chow in the third film.]]
* BlofeldPloy: [[spoiler:With Black Doug.]]

* TheFriendNobodyLikes: He's immature and screws things up. His group membership is based on being the bride-to-be's brother.

-->"We've been on a lot of adventures together but it seems like you haven't learned anything. Anything!"

* InsufferableImbecile: He becomes this over time. In the first film, he was fairly well-meaning, albeit childish and irresponsible, but he eventually becomes more abrasive and condescending towards others.

-->[[spoiler:"My dad was nice too. We did everything together. He was my life partner, heh. I really let him down."]]

* KarmaHoudini: He's responsible for almost all of the events of the trilogy, like the being drugged (twice) and most of the events of Hangover III. He gets little to no comeuppance for any of it. Of course, by the end of the third film, [[spoiler:he finally turns his life around, having been convinced by what had just transpired over the past few days]].

* {{Foil}}: Naturally one to Tracy (Doug's fiance who was genuinely worried about him not showing up and accepting his apology), Jade (Who was truly happy with Stu and was accepting when he asked for his grandmother's ring back), and Lauren (Stu's fiance in the sequel who he is truly happy with), a highlight of what a bad person she is.

* YouHaveFailedMe:
-->[[spoiler: '''Marshall:''' ''[kills Black Doug]'' My head of security. Couldn't stop three fuckups and a Chinaman with a pair of wirecutters. Unreal.]]

* TookALevelInJerkass: In the sequels. He goes from a lovable idiot in the first film to a self-absorbed, LethallyStupid SpoiledBrat. [[spoiler:The third film reverses this by having Alan give up his careless and immature ways after having a talk with Jade's son.]]

* PoliticallyIncorrectVillain: Calls Samir a Camel Jockey when he learns that he sold him out to Interpol. Samir even calls Chow a racist asshole.

->'''Played by:''' Creator/BradleyCooper
->'''Dubbed by:''' Creator/AlexisVictor (European French)

->'''Played by:''' Creator/EdHelms

->'''Played by:''' Creator/ZachGalifianakis

->'''Played by:''' Creator/JustinBartha

->'''Played by:''' Creator/KenJeong

->'''Played by:''' Creator/RachaelHarris

->'''Played by:''' Creator/HeatherGraham

->'''Played by:''' Mason Lee

->'''Played by:''' Himself

->'''Played by:''' Mike Epps

->'''Played by:''' Creator/JohnGoodman

--> '''Played by:''' Creator/SashaBarrese

* FauxAffablyEvil: He's a drug dealer, but other than being irritated about being called 'Black' Doug he actually seems a reasonably decent guy in the first movie. In the third [[spoiler: he could clearly care less when it looks like the Wolfpack are going to be killed on Marshall's orders. The fact that he was Marshall's chief of security also implies he was involved in much more sinister business than his original appearance suggested.]]

-->[[spoiler: '''Marshall:''' My head of security. Couldn't stop three fuckups and a Chinaman with a pair of wirecutters. ''[kills Black Doug]'']]

%%* {{Badass Driver}}: As demostrated in the 2nd movie.

* CharacterDevelopment: He receives a lot in ''Part III'' [[spoiler:after his dad dies, and he talks to Jade's son, and realizes that he's been a bad son all along. He also meets a woman that's compatible with him, and marries her by the end of the film, indicating he's no longer a ManChild. Or at least not as much anymore.]]

* JerkassRealization: In the third film, [[spoiler:when he meets up with Jade's son Tyler, he begins to realize how selfish and reckless he was being to everyone, especially when he recalls that his father died because of his antics. This motivates him to mature for the better by living his own life with Cassie.]]

* JerkWithAHeartOfGold: Whether he means to be or not, he's a self absorbed dick half of the time, although he is capable of being a decent guy.

* KarmaHoudiniWarranty: For all his thoughtless acts he gets away with in the first two films, he was about to be sent to an insane asylum in the third film. While he doesn't make it to there, a bunch of traumatic events are enough to make him learn from his ways.

** While Alan's meek around adults he doesn't have any problem picking fights with children, which we ''hope'' is the reason he's not allowed near schools. He's also a Music/JonasBrothers fan.

** He did try to pick a fight with an old man for looking at his dad's car.
** ''Part II'' has a {{Flashback}} sequence from Alan's perspective -- it turns out that he sees himself, Doug, Phil, Stu and Chow (and only those 5!) as children.

%% * UnsympatheticComedyProtagonist
* WouldHurtAChild: Subverted when he claims that he cannot be 200 feet near a school, as it’s confirmed that he never harmed any children and was just innocently playing with them, which looked suspicious to parents. Played straight in the second film, where he has zero issue drugging 16-year-old Teddy out of hatred.

* JerkassToOne: He's on good terms with most people, but he shows a side of bitterness towards his mother, Teddy, and, at least in the third film, Stu.

* NiceGuy: Next to Doug, he is the friendliest and most well-around guy of the group. [[KafkaKomedy Too bad he gets hurt a lot.]]

* IrrationalHatred: He is shown to have a distaste for his own mother (to the point where he says [[YouShouldHaveDiedInstead she should have died first]]) with zero explanation. His hatred towards Teddy is also petty since Teddy did nothing to wrong him. Then again, it's likely because he doesn't want Teddy to [[GreenEyedMonster "take the Wolfpack away from him."]]
* ItsAllAboutMe: He will have this attitude from time to time, though especially in later films. [[spoiler:He does grow out it in the end of the third film.]]

* JerkassToOne: He's on good terms with most people, but he shows a side of bitterness towards his mother, Teddy and (in the third film) Stu.

* ManChild: While Alan's meek around adults he doesn't have any problem picking fights with children, which we ''hope'' is the reason he's not allowed near schools. He's also a Music/JonasBrothers fan.
--> '''Stu:''' Don't let the beard fool you, he's a child.

* TookALevelInJerkass: In the sequels. He goes from a lovable idiot in the first film to a self absorbed LethallyStupid SpoiledBrat. [[spoiler:The third film reverses this by having Alan give up his careless and immature ways after having a talk with Jade's son.]]
* UnsympatheticComedyProtagonist: Swings between this and TheWoobie.

* FoolishSiblingResponsibleSibling: Is arguably the Foolish to his sister Tracy's Responsible given that he continues to mooch off his parents well into his forties while Tracy is shown to adjust well with her marriage to Doug.

%%* FoolishSiblingResponsibleSibling: Is the Foolish to his sister Tracy's Responsible.

->'''Played by:''' Rachael Harris

--> '''Played by:''' Sasha Barrese

* FoolishSiblingResponsibleSibling: Is the Foolish to his sister Tracy's Responsible.