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10. She's All That (1999)
In the high school pecking order, most girls feel like a Cinderella surrounded by rotten stepsisters -- that's why there are so many teen movies in the genre. This one is a contemporary take on My Fair Lady: A jock accepts a bet to transform a super dork into a prom night hottie; he succeeds -- and falls in love even before the change. High school attraction based on inner beauty? It's every girl's wish come true.
She's All That, Freddie Prinze Jr., Rachel Leigh Wood, 1999. Photo courtesy of the Everett Collection.

