Ally Darling (Anna Faris) is realizing she's a little lost in life. Her most recent romance has fizzled out, and she's just been fired from her advertising occupation. She then reads an magazine article that warns that 96 per cent of women who've been with more or 20 lovers are unlikely to obtain a husband. Determined to show her life around and prove the essay wrong, Ally embarks on a mission to discover the ideal mate from one of her exboyfriends that are numerous.