Nascent filmmaker and then-Rolling Stone journalist Cameron Crowe went undercover in a southern California high school to document the hilarious hijinx of teens in the 1980s. Director Amy Heckerling turned his book into a classic teen comedy--equal parts sex, stoners, sensitivity, and satire. Many of the young cast--most notably, Sean Penn and Jennifer Jason Leigh--went on to Hollywood fame. A milestone in '80s teen flicks.

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