<P> Andy Stitzer (Steve Carell) is a forty 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 (Paul Rudd), Cal (Seth Rogen), Mooj (Gerry Bednob), and Jay (Romany Malco), when conversation turns to past sexual exploits, the group learns that Andy is still a virgin, and resolve to help him lose his virginity . </P> <P> 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 (Elizabeth Banks), who quickly becomes intrigued by him . David gives Andy his porn collection, encouraging him to masturbate . Mooj admonishes Andy that children are what give life meaning . </P> <P> Andy begins to socialize and form friendships with his co workers . David, after running into his ex girlfriend Amy, has an emotional breakdown at work . Store manager Paula (Jane Lynch) promotes Andy to fill in for him . </P> <P> Jay attempts to quicken the process by tricking Andy into meeting a prostitute . When Andy discovers the hooker is a male transvestite, he insists that his friends stop trying to help him . Andy lands a date with Trish Piedmont (Catherine Keener), a woman he met on the sales floor . </P>

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