Andy, a 40-year-old virgin, faces pressure from his friends to lose his virginity. With their help, he goes on various hilarious encounters, but none of them work. Eventually, he meets Trish, and they hit it off. After a series of funny misadventures, they decide to wait until their 20th date to have sex. On their wedding night, they finally make love, and the movie ends with a joyful scene.
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