10. The 40-Year-Old Virgin (2005)
Original Release Date: August 19, 2005
Box Office Earnings: Considering the movie was made for only $26 million, its $177.4 million return is considered very successful.
Critical Acclaim: Audiences loved it, critics loved it, The 40-Year-Old Virgin is considered a modern comedy classic. The film was Steve Carrell’s first major movie role after his success on NBC sitcom, The Office. It features a number of familiar faces including Seth Rogen, Jane Lynch, Paul Rudd, and more.
About the Role: Playing one of Andy’s co-workers, Paul Rudd gets to be more of a jerk than a guy with a heart of gold we’d come to know him as later. His character David tries to get Andy to experiment more with his romantic life through unconventional means. He is also painfully hung up on his ex-girlfriend Amy.
Simply the Best: Many of Paul Rudd’s hard R-rated films feature him playing someone extremely sarcastic and often abrasive. David is similar to the character he would go on to play in Knocked Up. In 40-Year-Old Virgin, he has a couple of iconic scenes, including the famous “you know how I know you’re gay” bit with Seth Rogen’s character, Cal.
While not exactly PC, it is still quoted often in the pop culture lexicon. He gets a number of excellent one-liners in this film such as his dialogue in the scenes where he attempts to teach Andy about p*rn.