The 40-Year-Old Virgin

One night, his colleagues David, Jay and Cal invite him for a poker game, and in the end of the night, they find that Andy is a 40-year-old virgin and they decide to help him to score. When he meets the divorced Trish, the owner of "We Sell Your Stuff on eBay" store, they agree to have no sex before their 20th date

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, they learn that Andy is still a virgin, and resolve to help him lose his virginity.