16. 'The 40-Year-Old Virgin'
Steve Carell was transformed into a movie star when he landed the lead role in this Judd Apatow film about a lovable loser whose buddies pledge to get him laid when they discover he's a virgin. It was one of the biggest surprise hits of the year, basically setting up nearly every major comedy that's come in the last decade. It also showed the writers of The Office how to turn Michael Scott into a more sympathetic character, something they struggled with in Season One.