Released: 2005
Director: Judd Apatow
Starring: Steve Carell, Romany MalcoSeth Rogen, Paul Rudd, Catherine Keener

The movie that turned Judd Apatow from failed TV producer into film comedy god is two solid hours of hilarious jokes on a can't-beat premise, and that's not counting the awesome outtakes. You know we know you're gay if you didn't cut for this flick.

YOU AUGHTA KNOW:
Rogen rocks T-shirts with the covers of Public Enemy's Fear of a Black Planet and GZA's Liquid Swords in the movie.