Director: Paul and Chris Weitz
Stars: Jason Biggs, Thomas Ian Nicholas, Chris Klein, Eddie Kaye Thomas, Seann William Scott, Tara Reid, Mena Suvari, Shannon Elizabeth, Eugene Levy, Chris Owen, Natasha Lyonne, John Cho
Lesson Learned: Thrusting into a fruit-filled pastry doesn't qualify as "popping one's cherry."

Back in 1999, the teen movie genre was stagnant, though, to be fair, there wasn't a massive demand for it, either. But then, American Pie came along in 1999, unexpectedly owned the summer box office, and reinstated one of the '80s most prolific subgenres: the teen sex comedy.

And it did so in raunchy and uproarious fashions. Starring four young actors who genuinely looked like high school kids, not 35-year-olds disguised as seniors, American Pie earns its laughs through absurd situations that manage to play surprisingly true-to-life: a kid tries getting a feel for vagina by screwing an apple pie; the same dude busts early not once but twice in front of both a fiercely hot and horny foreign exchange student and dozens of classmates watching via web cam; and another guy's self-manufactured reputation as a ladies' man gets ruined by a disgusting stint in the girls' bathroom.

Even if none of that has ever happened to you (and we sure hope that's the case), American Pie's believable characters and playful tone allow you to connect to such wildness.