Cruel Intentions
Cruel Intentions is the original Gossip Girl. It's sexy, mysterious, and oh so bad. Main character, Kathryn, makes a bet that her step-brother, Sebastian, won't be able to get Annette (a virgin waiting until marriage) into bed. If he loses, Kathryn gets his car; if he wins, he gets Kathryn. This movie is hilarious and seductive, and much more than just a teen film.
[Photo via @hephaeus]
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