Conrad Valmont (Jason Bateman, Juno, Horrible Bosses) is the over-educated, under-employed heir to the Valmont Hotel fortune. Though he s spent most of his adult life enjoying a playboy lifestyle on a diet of Tom Collins cocktails, at 40 years old, h e finds himself suddenly cut off from his allowance and tossed out into the unforgiving streets of the Upper West Side. Luckily, he is taken in by his old friend Dylan (Billy Crudup, Eat Pray Love, Watchmen), and returns the favour by immediately falling for Dylan's beautiful girlfriend, Beatrice (Olivia Wilde, In Time, Rush). A hilarious love triangle ensues as Conrad attempts to woo Beatrice all over the city in secret. All s fair in love and war, right? That is, until she finds out he s completely broke...and Dylan finds out his best friend has stolen his girl.