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Played by: Bradley Cooper
- Apathetic Teacher: He collects field trip money from students to fund his Vegas excursion.
- Character Development: A subtle example in the first film. In the beginning, he's frustrated with being married and a father and longs for the carefree life of a bachelor he hopes to replicate during the bachelor party. After going through all of the crazy events that transpire, he comes to appreciate the stability and calmness of his family life and happily reunites with his wife and son at the wedding.
- The Chew Toy: Phil is tased (in the crotch, no less!), clawed by the tiger, repeatedly hit in the back by Chow with a crowbar (and has Chow's crotch in his face) before being cracked across the face, is sitting on the side of the car which gets t-boned, and we never do find out how he ended up in the hospital. In Part II, he even gets shot in the arm.
- Deadpan Snarker: The snarkiest in the group.
- Determinator: In the first film. He doesn't give up on finding Doug until the deal with Chow goes awry.
- Everyone Has Standards: He does not approve of Melissa's abuse of Stu. Or of torching cop cars.
- Four-Temperament Ensemble: Choleric, being always angry at the chaos.
- Good Is Not Nice: In the first film he's abrasive in a very frat-boy sort of way and doesn't appear to have any qualms about cheating on his wife, although he gets better by the end, kind of.
- Hair of Gold, Heart of Gold: Of the Jerk with a Heart of Gold variety.
- Happily Married: To Stephanie.
- Jerk with a Heart of Gold: For all his talk, Phil's scenes at the end with his wife and son pretty much negate his earlier impression of hating his life. Although he got pretty messed up during the trip, he stated clearly that he wasn't willing to jeopardize his family. He also watches out for his friends, such as when he encouraged Stu to dump Melissa.
- The Leader: Of the Wolfpack.
- Lovable Rogue: Despite his troublesome behavior, he's charming enough to qualify. Being kind of a Handsome Lech helps too.
- Mr. Fanservice: The only one of the group apparently. In the first film, one of the cops calls him "pretty boy".
- Only Sane Man: Surprisingly, he's the most rational of the group while they're trying to piece the night together. Additionally, he's the only one who flat out tells Stu how toxic Melissa's abuse of him is and that he should not propose to her.
- Pet the Dog: Phil's relationship with Alan.
- Sir Swears-a-Lot: Regularly drops the Cluster F-Bomb. In the third movie, it becomes pretty much his only defining trait.I fuckin' hate my life, I may never go back. I might just stay in Vegas.No Shit that was Mike Tyson.We are back. We are fucking back!!
Stuart "Stu" Price
Played by: Ed Helms
- Butt-Monkey: Especially in Part II.
- The Chew Toy: In the first film, his girlfriend controls his life with an iron fist and he not only lacks the guts to stand up for himself (until the end), but actually makes excuses for her abusing and cheating on him. In the second film, his disapproving father-in-law emasculates him in a similar fashion. And to top it all off, Alan's stupidity results in Stu being put through hell in both films and nearly having his marriage destroyed in the second, before it even gets off the ground.
- Deadpan Snarker: While not exactly on Phil's levels, he is often prone to react to their situations with sarcasm.
- The Eeyore: Sometimes, but considering his Butt-Monkey status it's justified.
- Extreme Doormat: Stu actually makes excuses for Melissa abusing and cheating on him until the end of the first film.
- Four-Temperament Ensemble: Melancholic, given he's always complaining about what the terrible incidents.
- Happily Married: By the end of the second movie.
- Henpecked Husband: Well, boyfriend, to Melissa in the first film. Thankfully, he ends the relationship before truly graduating to Henpecked Husband.
- Insistent Terminology:
- He would like you to know that his girlfriend cheated on him with a bartender, not a sailor or a bellhop, thank you very much.
- He would also like you to know that a dentist really is a medical doctor.
- Large Ham: When he's under the influence or angry.
- Megane: He wears glasses.
- Not Afraid of You Anymore: At the end of the first film, Stu decides that he's finally had enough of his controlling, cheating girlfriend Melissa and berates her in front of an entire wedding party before dumping her.
- Not That Kind of Doctor: A running gag is on he gets no respect for being a dentist but still calling himself "Doctor".
- Oh, Crap!: While all the characters have these moments, Stu reacts to them the most hysterically.
- Screams Like a Little Girl: When he freaks out, in all three movies.
- Straight Man: And true to such a wacky comedy, the one that suffers the most.
Played by: Zach Galifianakis
- Badass Beard: Alan's got a fine beard.
- Boisterous Bruiser: Large and full of himself.
- Chaotic Stupid: Does things for the amusement of himself and the others that ultimately cause a lot of harm.
- Character Development: He receives a lot in Part III 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.
- Cloudcuckoolander: The absolute king of this trope.
- Crouching Moron, Hidden Badass: There are several scenes in the trilogy that indicates he is far more badass than he lets on.
- Comedic Sociopath: Particularly in the second film when he treats another character to roofalin with malice aforethought (and said character loses a finger under the influence).
- Comically Missing the Point: He has a tendency to do this, oftentimes not realizing the seriousness of the situations they're put in, such as when Phil uses his phone to track his phone and van to see where Chow went. When Stu tries to say something about it, Alan makes it a point that losing a phone is Serious Business, because he has over 60 apps on his phone, and that it would take a lot of time to put them all back in if he lost it.
- Fat Idiot: Definitely, and sometimes bordering on Fat Bastard as well.
- 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.
- The Fool: To the point his actions always screw everyone.
- Four-Temperament Ensemble: Sanguine, as he's always calm despite the manic nature of his thoughts.
- The Friend Nobody Likes: He's immature and screws things up. His group membership is based on being the bride-to-be's brother.
- Gosh Darn It to Heck!: He almost never cusses.Phil: GOD DAMN IT!
Alan: GOSH DARN IT!
- "Oh my word!"
- Happily Married: In the third film, he finally meets a woman as quirky and batshit insane as he is.
- Horrible Judge of Character: He outright says "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 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.
- Hypocritical Humor: In the third film, he constantly criticizes Stu for being "useless" when he himself is the one who's often guilty of it."We've been on a lot of adventures together but it seems like you haven't learned anything. Anything!"
- I Just Want to Have Friends: Very much so. At some point he even starts singing "We're the three best friends that anyone could have!"
- Insult Backfire: Alan is literally too stupid to insult.
- Irrational Hatred: He is shown to have a distaste for his own mother (to the point where he says 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 "take the Wolfpack away from him."
- It's All About Me: He will have this attitude from time to time, though especially in later films. He does grow out it in the end of the third film.
- Jerkass Realization: In the third film, 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."My dad was nice too. We did everything together. He was my life partner, heh. I really let him down."
- Jerkass to One: 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.
- Jerk with a Heart of Gold: 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.
- Karma Houdini: 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, he finally turns his life around, having been convinced by what had just transpired over the past few days.
- Large Ham: Even more than Stu.
- Lethally Stupid: Due to his dangerous insanity. He is responsible for the events of both movies, but it is worse in the second since he uses the drugs again, not learning from his past misadventures. One example of many is when he plays around with an Uzi in a Bangkok strip club and accidentally unloads half the clip into the ceiling, thankfully not harming anyone.
- Made of Iron: Throughout the trilogy, Alan gets knocked out by a bare-knuckled Mike Tyson, hit in the forehead with a stun gun (and keeps going), gets a crowbar thrown at his head, and has his head slammed repeatedly in a car door. None of these injuries stop him for very long.
- 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 Jonas Brothers fan.Stu: Don't let the beard fool you, he's a child.
- 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.
- The Millstone: He at least indirectly causes nearly every single bad thing that happens to the Wolfpack.
- Morality Pet: To Chow. Of course, his so-called friendship with Chow is the only reason the Wolfpack get in trouble in the second and especially the third movie, but hadn't Chow liked him, he would probably have refused to cooperate with them and may even have killed them.
- Noodle Incident: What he did that caused him to be banned from Chuck E. Cheeses.
- Psychopathic Man Child: Considering his questionable actions, especially in the sequels.
- The Rain Man: Alan is very good at card counting, allowing him to win enough money at blackjack for Doug's ransom in the first film.
- Self-Serving Memory: His father's last words before his fatal heart attack are to berate Alan as a complete waste and ready to cut him off. At the funeral, Alan clearly believes his dad's last words were "I love you, son. Never change."
- Skewed Priorities: Alan frequently has these, whether it's being offended by Stu using foul language, being forced at gunpoint to give up a monkey, or thinking the worst thing about 9/11 is the fact that he can no longer masturbate on an airplane because of it.
- Spoiled Brat: Starting with the second movie, he pretty much treats his parents like servants.
- Took a Level in Jerkass: In the sequels. He goes from a lovable idiot in the first film to a self absorbed Lethally Stupid Spoiled Brat. The third film reverses this by having Alan give up his careless and immature ways after having a talk with Jade's son.
- Unsympathetic Comedy Protagonist: Swings between this and The Woobie.
- You Say Tomato: Alan pronounces "ree-tard" as "rhe-taard". And in Part II he pronounces "Thailand" as "Thigh-land". Part III has him pronouncing "pornography" as "porno-graph-y"
- Would Hurt a Child: Subverted when he claims that he cannot be 200 feet near a school, as its 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.
Played by: Justin Bartha
- Distressed Dude: In the first and third film.
- Four-Temperament Ensemble: Phlegmatic, and is so serious he's mostly left out of the picture.
- Flat Character: He never gets much characterization other than the "fourth member" of the Pack.
- The Generic Guy: To the point the plot always ditches him to turn it into a Comic Trio.
- Happily Married: By the end of the first movie.
- Made of Iron: Survives for the best part of two days at the top of a tall building without food, water or shade and the worst thing he has is a nasty sunburn (and he suffers no ill effects from that).
- Nice Guy: The most level-headed, mild-mannered one in the group.
- Only Sane Man: The only normal guy in the bunch, and therefore the least interesting character.
- Out of Focus: In all three movies.
Played by: Ken Jeong
- Affably Evil: In spite of his insanity, he seems genuinely fond of the Wolfpack, Alan in particular, always seen enjoying their company.
- Ascended Extra: Side character in the first movie. Returns with a bigger role in the second. Drives the plot in the third.
- Ax-Crazy: Is more than willing to wreck stuff and\or people.
- Badass Driver: As demostrated in the 2nd movie.
- Beware the Silly Ones: He may act like a irresponsible buffoon, but there's a reason why he's a wanted man.
- Big Bad: Of the first movie
- Big-Bad Ensemble: With Marshall in the third movie.
- Breakout Villain: Originally just a side villain in the first movie, his role gets expanded in each movie due to his popularity.
- "Toodoloo, motherfuckaa-aaa-aas!"
- "(insert phrase), gayboys!"
- Chronic Backstabbing Disorder: At times he seems to be friends with the Wolfpack. At others, he's clearly the bad guy, especially when it benefits him alone.
- Cloudcuckoolander: In a drug-fueled Ax-Crazy sort of way.
- Depraved Bisexual: In the first movie he acts Camp Gay, and in the third movie Chow hits on Stu and Phil, but in the second movie Chow says he's had a wife for fifteen years. In the third film it's also mentioned that he contacted an escort service to have both men and women sent to his hotel room.
- Disney Death: Happens three times.
- Evil All Along: He always seems to help the protagonists at times, but is always thinking about himself.
- Full-Frontal Assault: In the first two films. The Stinger for the third has him naked but without aggression.
- The Heavy: His actions drives the plot in the third movie, even if they are against Marshall.
- Hookers and Blow: Chow's room in the third film. In his words, "I FUCKING LOVE COCAINE!!!"
- It's All About Me: He will help the Wolfpack only if he benefits in it some way. Otherwise he either works against them, or actively tries to sabotage their efforts.
- Karma Houdini: In Part III, Chow literally gets away with stealing $42 million and three counts of murder, and worms his way back into the Wolfpack's life after Alan told Chow he didn't want to be friends anymore.
- Large Ham: The biggest of the movie.
- Last-Name Basis: He's better known as Mr. Chow or only Chow.
- Laughably Evil: Clearly supposed to be a comedic villainous character.
- Lovable Rogue: Enters this at times, except when being overtly antagonistic and\or obnoxious.
- Overarching Villain: If any bad shit happens to the Wolfpack in the series, the chances are that Chow is connected to them.
- Manipulative Bastard: Always tricks the Wolfpack into doing his bidding.
- Naked on Arrival: How we first see Chow in the first two movies. And inverted with The Stinger for the third.
- Pet the Dog: Given a rare one in the third film where he doesn't kill the Wolfpack because Alan opened the trunk in the limo and gave him his gun, allowing him a "fighting chance" to survive. He even gives Alan a bar of gold, but the latter refuses it.
- Politically Incorrect Villain: Calls Samir a Camel Jockey when he learns that he sold him out to Interpol. Samir even calls Chow a racist asshole.
- Psychopathic Man Child: He acts like an immature little kid when gloating or insulting others.
- Sadist: He seems to take joy in other peoples misfortunes. When Alan says that they can't hang out anymore because people tend to get hurt, Chow says that the fact people get hurt is what makes it funny.
- Sir Swears-a-Lot: With a particular love for the term "motherfucker".
- Teeny Weenie: In Part II, the protagonists wonder what something looking to be the size of a pinkie finger, popping out of a blanket, is, concluding: "It must be a mushroom!"... then it's revealed to be attached to Chow at the crotch. Maybe the craziness of his character is just his Compensating for Something...
- Token Evil Teammate: Though whether or not he can be considered a "teammate" varies between films.
- Took a Level in Badass: In the 3rd movie.
- Villain Protagonist: In the second film, although for most of the third film, he's solidly in antagonist territory.
Played by: Rachael Harris
- Anywhere but Their Lips: One of the many clues that she's not right for Stu is that she doesn't let him kiss her on the lips.
- Control Freak: She checks Stu's credit card statements, beats him if he protests her abusive treatment, and calls to check on his location frequently.
- Country Matters: Phil calls her this in the second movie, not that anyone can blame him.
- Domestic Abuse:Phil: You know she beats him, right?
Stu: Hey, that was...twice! And I was out of line.
- Double Standard: Abuse, Female on Male: Averted. While it's played for laughs, said laughs move closer to Cringe Comedy and the rest of the Wolfpack don't think it's a healthy part of the relationship at all.
- Hate Sink: She is the most dislikable character in the entire film. She's cruel to Stu by being unaffectionate, cheating on him, beating him, and controlling his life. It is nothing short of satisfaction when Stu gets fed up with her cruelty and breaks up with her for good.
- Hypocrite: She controls Stu's social life, but thinks it's okay to cheat on him with a bartender (remember, bartender!) on a cruise ship.
- Jerkass: To the point the rest of the Wolfpack doesn't like her, and Stu eventually does so as well.
- Ungrateful Bitch: Responds to Stu's affection by routinely mistreating him. No wonder she's dumped.
- Villainous Breakdown: Has one when Stu breaks up with her at the end of the film.Stu: In a healthy relationship, a guy should be able to do what he wants.
Melissa: THAT IS NOT HOW THIS WORKS!!!
- Your Cheating Heart: And the worst part is, Stu doesn't even seem to mind.
Played by: Heather Graham
- Happily Married: And to someone other than Stu, even. But she notices it's also a doctor, albeit a surgeon.
- Hooker with a Heart of Gold: A well-intentioned stripper (with occasional escorting services).
- Ms. Fanservice: She's a stripper, after all.
- Nice Girl: The Wolfpack even asks for her help in the third.
- Romantic False Lead: When the first film ended, a lot of people thought that Stu would end up with Jade.
- Single Mom Stripper: Jade has branched out into being a Single Mom Prostitute as well. In fact, she uses stripping as a way to meet escorting clients.
Played by: Mason Lee
Played by: Himself
- Actually Pretty Funny: His response to hearing that the Wolfpack stole a cop car? "Nice!"
- Adam Westing: To the point that in the sequel, before the photo montage he says that "I'm Mike Tyson, it's hard to surprise me."
- As Himself: With many references to his life as well (punching, tigers).
- Boisterous Bruiser: Clearly enjoying himself — and at times, the havok caused by the Wolfpack.
- Megaton Punch: Of course. Alan points out Tyson's strength is still the same.
- Real Men Wear Pink: Introduced singing (and air drumming to) Phil Collins.
Played by: Mike Epps
- The Dragon: To Marshall.
- Embarrassing Nickname: He really doesn't like being called Black Doug.
- Faux Affably Evil: 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 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.
- Killed Off for Real: In the third film.
- Laughably Evil: His boss Marshall even calls him a moron in-universe in the third film.
- Not-So-Harmless Villain: The third film reveals he may not be just a Butt-Monkey of a drug dealer in the first film when it's revealed he's Marshall's head of security...
- Scary Black Man: He's more or less a wannabe when he reveals himself to be The Dragon for Marshall upon kidnapping the Wolfpack and threatening them at gunpoint, but is too much of an incompetent (even in the eyes of his boss) to be this.
- Tragic Mistake: Everything happens because he sold roofies instead of ecstasy to Alan.
- You Have Failed Me:Marshall: My head of security. Couldn't stop three fuckups and a Chinaman with a pair of wirecutters. [kills Black Doug]
Played by: John Goodman
- Affably Evil: Marshall is vicious and murderous but it's so that he proves a point and not because he finds pleasure in it. When he sees that Alan wet himself after seeing Black Doug killed, he tells Alan not to be embarrassed and provides a pair of sweatpants.
- Big-Bad Ensemble: With Chow in the third film.
- Blofeld Ploy: With Black Doug.
- Chekhov's Gunman: Black Doug mentions him in the first movie, and he appears in the third.
- The Comically Serious: In a comedy film trilogy this is expected, even though he is still a serious threat:Marshall: He fucked me in the ass!
Alan: He does that from time to time.
Marshall: ...Not literally.
- The Don: Leads a criminal organization in Vegas.
- Even Evil Has Standards: While he's angry at Chow for having stolen his gold, he may not like Chow as a person in general. In one scene he says that "Leslie Chow is madness" and that the world is a better place without him.
- Evil Sounds Deep: No wonder, since he's played by John Goodman. But unlike most of his roles, this is genuine unnerving.
- Evil vs. Evil: He goes after the Wolfpack so they can help him against Chow.
- Knight of Cerebus: The overtly serious and dangerous nature of the third movie owes to his threat.
- Large and in Charge: He's a mobster played by John Goodman, after all.
- Noble Demon: He's ruthless, brutal and homicidal, but if you do what he orders you to do he will let you go unharmed and you'll never see him again.
- Pet the Dog: He provided Alan with new sweatpants when he wets himself in reaction to the death of Black Doug and gave the Wolfpack his limo after Phil's minivan was stolen by Chow (though the latter could be of means of Pragmatic Villainy as auto transportation is currently the only way to find Chow at the time, so not offering any transport would be less of desirable option).
- He was also willing to spare Doug if the Wolfpack do what he says. When they finally bring him his gold and Chow to him ( or so they think), he lets Doug go saying that "a deal is a deal".