"Cruel Intentions" is a 1999 American drama film directed by Roger Kumble. The movie is a modern retelling of Pierre Choderlos de Laclos's 1782 novel "Les Liaisons dangereuses." The story revolves around two wealthy and manipulative teenagers, Sebastian (Ryan Phillippe) and Kathryn (Sarah Michelle Gellar), who make a bet regarding Kathryn's virginity. The bet involves corrupting Sebastian's step-sister, Annette (Reese Witherspoon), and seeing how far they can push the boundaries of their manipulation.
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