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The screenplay features a great deal of improvised dialogue. Andy Stitzer is a year-old virgin who lives alone, his apartment filled with his collection of action figures and video games.

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At a poker game with his co-workers David, Cal, Simpsons porn psp compatible and Jay, when conversation turns to past sexual exploits, they learn that Andy is still a virgin, and resolve to help him lose his virginity. The men give Andy various and sometimes contradictory pieces of 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. David gives Andy his porn collection, encouraging him to masturbate.

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Mooj stresses to Andy the importance of love in a relationship. Andy begins to socialize and form friendships with his co-workers.

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David, after running into his ex-girlfriend Amy, has an emotional breakdown at work. Store manager Paula promotes Andy to fill in for him. Jay attempts to quicken the process by tricking Andy into meeting a prostitute.