The 40 Year Old Virgin (2005)

Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother. - mystic80

Andy at the age of 40 still hasn't had sex. He lets his secret slip at a poker game with his buds from work. After the revealing all his friends are on a mission to help get him laid. Along the way Andy meets a nice mom, Trish, and they fall head over heels for each other. - Kris Hopson

Forty year old Andy, an electronics store shipping clerk, is a stereotypical geek, who plays video games and takes care of his collectible action figures. He has no real friends and spends most of his time away from work by himself. Despite having an interest in the opposite sex philosophically as witnessed by his constant and uncontrollable morning erections, he is still a virgin. He never planned not to have sex, but it became more and more difficult to have that first experience as he got older, to the point where, to him, it became a reality for his life. When his work colleagues find out, some mock and ridicule him, while a small group comprised of Dave, Jay and Cal take it upon themselves to help him get laid, despite each of three having their own relationship issue making them perhaps not the best people to provide advice or assistance. Andy also gets some unexpected suggestions from some standing on the sidelines of his life. Beyond that advice, Andy has to be the one to take the ultimate step to reality, he not only having no practical experience, but also no theoretical experience in that he doesn't even watch or have interest in porn or masturbate. Some of the advice he receives centers on the actual woman who should be his first time. Regardless of that advice, he decides that the woman he truly wants is Trish, a specialty retailer with a somewhat useless bricks and mortar outlet across the street from the electronics store. As Andy pursues then eventually falls for Trish, he has to decide how much of his true self he will divulge to her. - Huggo

40-year-old Andy Stitzer has done quite a few things in his life. He's got a cushy job stamping invoices at an electronics superstore, a nice apartment with a proud collection of action figures and comic books, good friends, a nice attitude. But there's just one little thing he hasn't quite gotten around to doing yet--something most people have done by his age. Done a lot. Andy's never, ever, ever had sex--not even by accident. So is that such a big deal? Well, for Andy's buds at the store, it sure is. Although they think he's a bit of an oddball, there's certainly a planet full of stranger (and homelier) guys who've at least had one go at having a go. They consider it their duty to help Andy out of his dire situation and go to great lengths to help him. But nothing proves effective enough to lure their friend out of lifelong chastity until he meets Trish (Catherine Keener), a 40-year-old mother of three. Andy's friends are psyched by the possibility that "it" may finally happen...until they hear that Andy and Trish have begun their relationship based on a mutual no-sex policy. - Anonymous

Andy Stitzer has a nice life complete with an action figure collection and a cushy job at an electronics store. But the only thing is, he's a 40 year old virgin who has just fallen in love with a woman, who doesn't want sex in the relationship. - mystic80

The stock supervisor of Smart Tech store Andy is a nice guy and good colleague. 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 years 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 gets into many troubles due to these situations. - Claudio Carvalho, Rio de Janeiro, Brazil