安迪（史蒂夫•卡瑞尔 Steve Carell 饰）40岁了，有着高薪厚职的他过着平静的日子。然而，当他有一次和他的狐朋狗党聊天时无意中透露了自己还是处男的时候，麻烦来了。他的朋友们最急于的是如何介绍一个女孩给安迪好让他尽快摆脱处男身。 　　虽然安迪自己也着急，但有些时候就是越急越乱。朋友们安排安迪去酒吧结识女孩，无奈安迪不能像其他人一样带着结识的女孩去兜风，因为他还不会驾驶。每次约会都笑料百出，安迪洋相尽出。 　　安迪遇上了带着三个孩子的单亲妈妈翠西（凯瑟琳•基纳 Catherine Keener 饰），两人很快堕入爱河，安迪这次能否摆脱处男身？Andy at the age of 40 still hasn't had sex. He lets his secret slip at a poker game with his buds from work. After the revealing all his friends are on a mission to help get him laid. Along the way Andy meets a nice mom, Trish, and they fall head over heels for each other.