Connor Mead, a successful fashion photographer and a Lothario keen on casual sex, goes to his younger brother s wedding to convince him not to marry. He arrives at his dead uncle s estate during the rehearsal the night before the wedding; he starts in, taking his brother aside, trashing marriage. Later in the men s room, his uncle, who taught Connor all he knows about women, appears to him, confesses to have been wrong, and tells Connor that three ghosts will visit him that night: the ghosts of girlfriends past, present, and future. Connor has already set the breakup in motion. Can he learn anything from his life and fix what he s broken?