#1  
Old 06-16-2009, 09:17 PM
Top asshole boyfriends in movies

Sack Lodge - Wedding Crashers
Glenn Gulia - Wedding Singer
Greg Marmalard - Animal House
Cole Whitter - Bachelor Party
Richard Bagg - Van Wilder
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  #2  
Old 06-16-2009, 09:25 PM
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  #3  
Old 06-17-2009, 06:26 AM
Anthony Michael Hall in "Edward Scissorhands" most immediately comes to mind (can't remember his character's name offhand).

And while he wasn't an asshole, but more of a total yuppie bland-o, Vicky's finacÚ Doug in "Vicky Cristina Barcelona."
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  #4  
Old 06-17-2009, 11:49 AM
Not boyfriends, but husbands.

The husband from Sleeping With The Enemy.

Jeremy Sisto in Waitress
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  #5  
Old 06-17-2009, 03:12 PM
- Dan (Jude Law) in Closer
- Billy Nolan (John Travolta) in Carrie
- Mike (Peter Facinelli) in Can't Hardly Wait
- Colton "Haha, I'm AWESOME!" Graham (Eric Winter) in Harold & Kumar - Escape From Guantanamo Bay
- Lester Diamond (James Woods) in Casino... Technically ex-pimp, but I think he still counts here.

All deserved a good punch in the mouth, and all more or less got what they deserved and then some.
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  #6  
Old 06-17-2009, 05:47 PM
Quote:
Originally Posted by syxxpac View Post
- Dan (Jude Law) in Closer
What a little cunt job! Both he and Clive crying over Julia fucking Roberts!!! Natalie Portman alone saved that movie!
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  #7  
Old 06-17-2009, 09:42 PM
Andy (Paul Rudd) in Wet Hot American Summer was hilarious as the really over the top asshole douchebag boyfriend.
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  #8  
Old 06-17-2009, 11:01 PM
Peter Gallagher's character from the awesome 'sex lies and videotape'. If there was ever a man who deserved my foot up his arse with a spike covered in sulpharchloric acid, that would be it.
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  #9  
Old 06-18-2009, 01:22 AM

The first one that popped into my head was the guy who played the asshole in The Last American Virgin. He also played another asshole boyfriend 'Troy' in The Goonies.

The one in the new Friday The 13th remake also gets my vote.



But you know, the asshole boyfriends you meet in REAL LIFE are always worse.
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  #10  
Old 06-18-2009, 01:40 PM
I don't remember his name in the movie (Dan?, Doug?), but the blond boy in Napoleon Dynamite (Summer's boyfriend). He's my favorite character after Uncle Rico. The guy is such a douche. He always has this "Pshhhh" look on his face every time Napoleon does anything stupid.

It cracks me up how after Summer's group does their talent contest dance, he's the only one standing and clapping. Hilarious.
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  #11  
Old 06-18-2009, 07:00 PM
Three horror movie assholes:

Billy Nolan (John Travolta) in CARRIE
Lou (David Mucci) in PROM NIGHT
Bud (Leo Rossi) in HALLOWEEN II

Wow, they're all Italian! Go figure! HaHaHa!

Last edited by Antonio141; 06-23-2009 at 05:45 PM..
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  #12  
Old 06-18-2009, 08:13 PM
Billy Zane in Titanic
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  #13  
Old 06-18-2009, 11:01 PM
Quote:
Originally Posted by SweetEnLow View Post
Billy Zane in Titanic
I would be an asshole to if my future wife was knowingly cheating. Seriously he gave her what ever she wanted and she screws a guy who won tickets of of a poker match.
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  #14  
Old 06-18-2009, 11:16 PM
Bradly Cooper in Wedding Crashers was the first to come to my mind.

Billy Zane was great in Titanic.

Not sure if he counts, but Timothy Olyphant was fucking AWESOME in The Girl Next Door.
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  #15  
Old 06-19-2009, 06:09 AM
Quote:
Originally Posted by Philanidas View Post
I would be an asshole to if my future wife was knowingly cheating. Seriously he gave her what ever she wanted and she screws a guy who won tickets of of a poker match.
I guess you're right that maybe he wasn't so much of an asshole boyfriend, but just an asshole period. That fact that he said, "not the better half" about the people drowning qualifies the man as a pure asshole.
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  #16  
Old 06-23-2009, 10:01 AM

Actually upon further reflection, I think the asshole boyfriend in Footloose takes the cake.
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  #17  
Old 06-23-2009, 10:10 AM

Jesse Moss in Final Destination 3 and Ginger Snaps...the kid seems to have made a living out of being the a-hole boyfriend. I wonder why...

Quote:
Originally Posted by John Galt View Post
But you know, the asshole boyfriends you meet in REAL LIFE are always worse.
*Sighs
What a sad, sad truth.
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  #18  
Old 06-23-2009, 10:52 AM
Most of the good ones have already been mentioned. What I hate most about asshole boyfriends in movies is that the girl is always so incredibly dense she can't see the guy she's with is a total douche. My choices:

Bradley Cooper in Wedding Crashers (And Rachel McAdams was adorable in this film!! Yet she hung on to this steroid abuser and his dumbass buddies)

Can't remember the name, but the asshole in Aliens vs. Predator: Requiem who gets his face melted with acid. He beats the shit out of the pizza delivery guy for no reason and throws his car keys into the gutter, and yet the dumbshit blonde sticks by his side. Smart.

Matthew Glave in The Wedding Singer. This guy was hilarious cause of his Miami Vice worshipping, but still, he's a prick.
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  #19  
Old 06-23-2009, 12:56 PM


One of my favourite scenes was Sonny beating the hell out of this guy.
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  #20  
Old 06-23-2009, 01:12 PM
Quote:
Originally Posted by hoojib127 View Post
Anthony Michael Hall in "Edward Scissorhands" most immediately comes to mind
When I saw this thread, he was the first one I thought of.
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  #21  
Old 06-27-2009, 03:44 PM
haha

For some reason, the character of Matt Wilson (which is my name) from Encino Man immediately popped into my head. Go figure.
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  #22  
Old 08-20-2009, 10:23 AM
I would have to say the asshole that is Katharine Isabelle's boyfriend in Freddy Vs. Jason. I couldn't wait for that guy to get killed!
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  #23  
Old 08-26-2009, 10:42 PM
The guy from Fired Up!
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  #24  
Old 08-27-2009, 09:11 AM
Rod Mutha-Fuckin Lane from A Nightmare on Elm Street

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  #25  
Old 08-27-2009, 09:15 AM
Bug (Jay Underwood) - Uncle Buck

To be fair, she was no cup of tea and dunkin' biscuit.
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  #26  
Old 08-27-2009, 09:19 AM
And then there's also Mikey from Halloween 5...



Assholes never seem to last long in these types of flicks...
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  #27  
Old 08-27-2009, 12:52 PM
Bradley Cooper in Wedding Crashers....Duh...
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  #28  
Old 01-05-2013, 03:48 PM
JB Monroe in Hellraiser 3. The guy takes his girlfriend to a statue to be devoured by a demon. I don't know how you can be a bigger asshole then that.
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  #29  
Old 01-05-2013, 09:12 PM
Billy Zane in Titanic. Biggest smug ahole ever.

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  #30  
Old 01-06-2013, 11:12 AM
Quote:
Originally Posted by SoCool View Post
For some reason, the character of Matt Wilson (which is my name) from Encino Man immediately popped into my head. Go figure.
SHUSH!!!
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  #31  
Old 01-30-2013, 07:09 PM
....No doubt...

Clearly the guy (Bradley Cooper) portrays in wedding crashers!
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  #32  
Old 02-04-2013, 01:48 PM
Joey Kern - Cabin Fever
Craig Kilborn - Old School
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  #33  
Old 02-04-2013, 02:39 PM
Maybe it's because I love the man in everything he's in, but the first thing to come to mind for me is Will Arnett's character in Hot Rod. Again, the man can do no wrong for me (perhaps because I can only see him as GOB and he was my favorite character in Arrested Development), but he was so funny in that movie.

"Babe! Baaaabe! Babe! No, babe, no! Baaabe! No, babe! Babe! Don't go babe! Wait! Babe! Waaaaaaait!"
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