

At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.
Acting
Alyson Hannigan's 'one time at band camp' delivery is iconic.
Writing
Somehow balances gross-out gags with genuine sweetness.
Costume
Peak late-90s fashion crimes preserved for eternity.

Director
Paul Weitz
Trivia, insights & behind the scenes
This film basically invented the modern teen sex comedy template that Superbad and Blockers would later subvert.
The pie scene wasn't in the original script—Jason Biggs improvised it, and the studio kept it after test audiences lost their minds.