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  1. Cruel Intentions

    Cruel Intentions

    R1999 · Drama · 1h 37m

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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. Summaries. Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term. Kathryn Merteuil and Sebastian Valmont are seductive, manipulative step-siblings who get what they want when they want it.

  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. Find out who starred in the 1999 teen drama film Cruel Intentions, based on the novel by Choderlos de Laclos. See the full list of actors, directors, writers, producers, and more on IMDb.

  5. Annette (Reese Witherspoon) unwittingly becomes a pawn in Sebastian's (Ryan Phillippe) and Kathryn's (Sarah Michelle Gellar) deliciously diabolical wager...

    • (117)
    • Roger Kumble
    • R
    • Sarah Michelle Gellar
  6. Return to Manchester Prep for CRUEL INTENTIONS' 20th Anniversary - in theaters March 22 for ONE WEEK ONLY.

    • 2 min
    • 3.2M
    • Sony Pictures Entertainment
  7. Jan 1, 1999 · Watch the 1999 movie Cruel Intentions, a modern adaptation of the novel Les Liaisons Dangereuses, on Internet Archive. Sebastian and Kathryn, two wealthy and manipulative teens, make a bet to seduce Annette, the headmaster's daughter.

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