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He played a complete douchebag in Wedding Crashers, a cocky celebrity in Nip/Tuck, and an asshole that cheats on his wife in He's Just Not that into You. If he wasn't so damn sexy, I'd definitely hate him. Loathe him, probably. His new movie, The Hangover, looks chock full of shenanigans, but it's hard to decipher exactly what kind of character he plays.