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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 doesnt 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.
Forty-year-old Andy Stitzer has done quite a few things in his life. Hes 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 theres just one little thing he hasnt quite gotten around to doing yet--something most people have done by his age. Done a lot. Andys never, ever, ever had sex--not even by accident. So is that such a big deal? Well, for Andys buds at the store, it sure is. Although they think hes a bit of an oddball, theres certainly a planet full of stranger (and homelier) guys whove 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. Andys 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.
Steve Carell
Andy
Catherine Keener
Trish
Paul Rudd
David
Romany Malco
Jay
Seth Rogen
Cal
Elizabeth Banks
Beth
Leslie Mann
Nicky
Jane Lynch
Paula
Gerry Bednob
Mooj
Shelley Malil
Haziz
Kat Dennings
Marla
Jordan Masterson
Mark
Chelsea Smith
Julia
Jonah Hill
E-Bay Customer
Erica Vittina Phillips
Jill
Marika Dominczyk
Bernadette
Mindy Kaling
Amy
Mo Collins
Gina
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