Cruel Intentions is a 1999 American teen romantic drama film written and directed by Roger Kumble and starring Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film is an adaptation of the novel Les Liaisons dangereuses, written by Pierre Choderlos de Laclos in 1782. The movie was a box office success, earning USD 76 million and spawning two further films, both direct-to-video.
About Cruel Intentions in brief

Caldwell and her daughter, Cecile. Kathryn asks Sebastian to seduce Cecile, thereby spoiling her in Court’s eyes. Sebastian refuses because he is planning to seduced Annette Hargrove, the headmaster’s virgin daughter, who has published an essay in support of chastity until marriage. If he succeeds, Kathryn will have sex with him, suggesting possibility of anal as well, since Kathryn is the only girl Sebastian has failed to bed. Sebastian lures Cecile to his house, offering a letter from Ronald Clifford, then gets Cecile drunk and blackmails her into allowing him to perform oral sex on her. He finally agrees to corrupt Cecile out of revenge. Kathryn offers herself to Sebastian after he wins the ‘bet’, but he rejects her: he now only wants Annette.
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