Connor Mead (Matthew Mc Conaughey) is a famous photographer and confirmed womanizer.He takes a break from his playboy lifestyle to attend his brother's (Paul) wedding, where he becomes reacquainted with Jenny Perotti (Jennifer Garner), Connor's childhood friend and the only girl who's ever captured his heart.He is further upset to discover that Melanie and the three women whom he previously broke up with by conference call are bonding over his disregard for their feelings.Returning to the house, Connor finds Sandra furious at learning that Paul had slept with one of her bridesmaids very early in their relationship, information that Connor had let slip earlier in the evening.
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After Connor delivers a drunken speech at the rehearsal dinner where he says that love isn't real, he's met in the bathroom by the ghost of his uncle Wayne (Michael Douglas), a roué who taught Connor everything he knows about seducing women.
Wayne informs Connor that, over the course of the evening, he will be visited by three ghosts who will lead him through his romantic past, present, and future.