Superbad (2007)

Superbad is a coming-of-age cautionary tale about two socially inept teenage boys about to graduate high school. Theirs is a ridiculously dependent friendship - but now, they've gotten into different colleges and are forced to contemplate life apart. Evan (Michael Cera) is sweet, smart, and generally terrified. Seth (Jonah Hill) is foul-mouthed, volatile, and all-consumed with the opposite sex. This is the story of their misguided attempts to approach the objects of their affections in one panic-driven night... that awful, humiliating night you cherish for the rest of your life.

Official website: http://www.areyousuperbad.com/