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Ashton Kutcher is a scumbag Playboy by the name of Nikki in this 2009 dramedy film. Co-starring alongside Anne Heche and Sebastian Stan, his character lives well by mooching off of rich cougars in L.A.. Things don't go so smoothly for him when he meets Heather (Margarita Levieva) though. The loafing bad boy is in love, only to find that he's up against his own type.

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