Ally Darling (Anna Faris) is realizing she has a little lost in life. Her most recent love has fizzled out, and she has only been dismissed from her marketing job. She reads an eye-opening magazine article that warns that 96 percent of women who have already been with more or 20 lovers are unlikely to obtain a husband. Determined prove the essay wrong and to turn her life around, Ally embarks on a mission to locate the ideal mate from among her exboyfriends that are numerous.