Andy Stitzer is a 40-year-old virgin who lives alone, his apartment filled with his collection of action figures and video games. At a poker game with his co-workers David, Cal, Mooj and Jay, when conversation turns to past sexual exploits, the group learns that Andy is still a virgin, and resolve to help him lose his virginity.
The men give Andy different and sometimes contradictory advice, both on his appearance and how to interact with women. Cal advises Andy to simply “ask questions”, which he practices on bookstore clerk Beth, who quickly becomes intrigued by him.
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