17 Best Teen Comedy Movies of 1999 — the Greatest Year for Adolescent Comedies

" - -a sense that the teen movies of 1999 are interconnected on a kind of subliminal level, even though they were made more or less concurrently and couldn't have influenced each other. Although they're strikingly different, they feel like parts of one bigger movie — it's as though each teen movie is its own storyline in an overarching epic ensemble narrative like Paul Thomas Anderson's "Magnolia," one of 1999's greatest films. To watch all of them together is both an illuminating and slightly exhausting experience. It's fascinating to see the subtle variations on various themes and character types across the movies, and to see an actor appear as a lead in one film and an extra in another, as Gellar did in "Cruel Intentions" and "She's All That." Here, in the order in which they were released, are the teen movies that made 1999 such a memorable year."

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Varsity Blues (1999)