40-year old Andy Stizer (Steve Carell) has done quite a few things in his life. He's got a cushy job at an electronics superstore, a nice apartment with a proud collection of action figures. But there's just one thing he hasn't gotten around to doing yet... Andy's never, ever had sex - not even by accident. A big deal? Well, for Andy's buds at the store, it sure is. Although they think he's a bit of an oddball, they consider it their duty to help Andy out of his dire situation. But nothing works, 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 about an amazing arrangement between the two lovers!