Sol (Balthazar Getty) is a loser, heading towards his 20s, and he hasn't had a romantic relationship with a woman in his entire life. Sure, he's slept with lots of them, including the excruciatingly obnoxious Tammie (Tori Spelling). But never anything more than a night. Sol's roommate Justin (Jamie Kennedy) is about to get married. He thinks he's happy, after being promoted from mailroom worker to the assistant of a snotty agent (Cheri Oteri). The truth is, his wife (Natasha Gregson Wagner) is a real bitch.<ref name="film"></ref>
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