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  1. Cruel Intentions

    Cruel Intentions

    R1999 · Drama · 1h 37m
  2. 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.

  3. Synopsis. 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.

  4. Cruel Intentions. 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.

  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 ...

    • (117)
    • Roger Kumble
    • R
    • Sarah Michelle Gellar
  6. Mar 4, 2019 · 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...

    • 2 min
    • 3.2M
    • Sony Pictures Entertainment
  7. Cruel Intentions Trailer 1999Director: Roger KumbleStarring: Louise Fletcher, Reese Witherspoon, Sarah Michelle Geller, Ryan Phillippe, Selma Blair, Sarah Mi...

    • 2 min
    • 2.6M
    • Video Detective
  8. Official Trailer. Kathryn (Sarah Michelle Gellar) and Sebastian (Ryan Phillippe), two wealthy, manipulative teenage step-siblings from Manhattan's upper-crust, conspire by making a diabolical wager of sexual conquest without consequences. The pawns? The naïve Cecile Caldwell (Selma Blair) and the virginal Annette Hargrove (Reese Witherspoon).

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