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Pretty in Pink Perhaps the most controversial ending to a teen romance ever. Thanks to Matthew Broderick as Ferris, teenagerdom has never felt more fun or mythic. On her head was her Mama Gena graduation tiara. Instead, Jaime Escalante Edward James Olmos teaches in a fast-food-worker uniform and inspires with math problems about gigolos. In pre-Depression, small-town Kansas, good-girl Natalie Wood is so tortured by her sexual urges for beau Warren Beatty and conflicting pressure to be moral that she attempts suicide after a school dance and ends up in a sanitarium.

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By the end of this crazy bash, everyone succeeds:

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This documentary follows William Gates and Arthur Agee, two kids who avoid the pitfalls of growing up in the Chicago slums by living, breathing, and playing basketball. Heathers For those who dream about offing an obnoxious classmate, Heathers is the ultimate fantasy. With a femme fatale, a dead girlfriend, and a mysterious cape-wearing drug lord, Brick gives you a teen flick in the guise of a noir thriller where everything is all very life-and-death. The Virgin Suicides It may be a typical teen comedy, but the underlying message always rings true: It also launched careers and dished out still-relevant life lessons:

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