After a lifetime stuck in the "friend zone", an awkward college freshman enlists the help of his old babysitter, now a campus sorority queen, to teach him how to become the ultimate ladies' man.

A bored college student sees a prime opportunity to score with a hot coed who has made the assumption that he is gay, and he decides to play along when she follows her sorority leader's assignment to seduce then cut loose a series of misfits and losers.

盖勒（艾米·波勒 Amy Poehler 饰），贝姬（帕克·波西 Parker Posey 饰）和朱迪（瑞秋·德拉彻 Rachel Dratch 饰）是三位相处多年的好友，表面上，她们感情要好情同手足，但在暗地里，每一个人都暗暗地较着劲，希望自己能够比其她两人过得好一点，希望能够得到其她两人羡慕的目光。为此，三人都做了不少的努力，但均以失败告终，每一个人都是五十步笑百步。 一次偶然中，老板给贝姬安排了一个任务，他希望贝姬能够代替他陪伴女儿前往南帕德岛度假。得知这一消息的盖勒和朱迪兴奋了起来，一个充满了惊喜和激情的假期在她们的眼前展现。然而，现实却并没有想象的乐观，她们并不知道，在水清沙白的小岛上，无数的麻烦正在静静守候。