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  1. 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 a modern retelling of Pierre Choderlos de Laclos' 1782 novel Les Liaisons dangereuses, set in New York City among rich high schoolers.

  2. New York City, present date. The womanizing Sebastian Valmont (Ryan Phillippe) is with his therapist Dr. Greenbaum (Swoosie Kurtz) to talk with her over his sexual urges over other women. Sebastian decides that he is more or less cured and bids goodbye to Dr. Greenbaum to set out as a new man.

  3. Annette (Reese Witherspoon) unwittingly becomes a pawn in Sebastian's (Ryan Phillippe) and Kathryn's (Sarah Michelle Gellar) deliciously diabolical wager of sexual conquest when she writes an article in Seventeen Magazine about how she intends to stay pure until she marries her boyfriend.

  4. Return to Manchester Prep for CRUEL INTENTIONS' 20th Anniversary - in theaters March 22 for ONE WEEK ONLY. Are you in, or are you out? #Cruel20 Get tix: http...

  5. Annette (Reese Witherspoon) unwittingly becomes a pawn in Sebastian's (Ryan Phillippe) and Kathryn's (Sarah Michelle Gellar) deliciously diabolical wager of sexual conquest when she writes an ...

    • Drama
  6. Cruel Intentions (1999) cast and crew credits, including actors, actresses, directors, writers and more.

  7. Jan 1, 1999 · by. Roger Kumble. Publication date. 1999-01-01. Topics. Cruel Intentions. Sebastian tries to seduce Annette, his headmaster's virgin daughter, to win a bet with his step-sister Kathryn. She wants his costly car while he wants a night with her. But Annette has other plans.

  8. Dec 5, 2014 · Video Detective. 135K subscribers. Subscribed. 4.9K. 2.5M views 9 years ago. Cruel Intentions Trailer 1999 Director: Roger Kumble Starring: Louise Fletcher, Reese Witherspoon, Sarah Michelle...

  9. Mar 5, 1999 · Overview. Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession. Roger Kumble. Director, Screenplay. Choderlos de Laclos. Novel.

  10. Mar 5, 2024 · CNN —. “Cruel Intentions,” the 1999 teen drama which celebrates its 25th anniversary this week, tells the story of spiteful stepsiblings Kathryn Merteuil (Sarah Michelle Gellar) and ...

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