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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. Bickering step-siblings together quietly control much of the social lives of the students in an affluent NY prep school. Sebastian sees himself as a kind of Don Juan, who always gets his woman, while Katherine would rather enact revenge on ex-flames and corrupt incoming freshmen. One day, Kathryn and Sebastian, driven by a mutual lust for each ...

  3. Jan 1, 1999 · 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. Addeddate. 2023-12-16 23:17:03.

  4. Mar 27, 2019 Full Review Kevin Thomas Los Angeles Times Cruel Intentions is a stretch for all concerned, including the targeted audience, one that pays off handsomely--and works for older ...

    • (117)
    • Drama
    • R
  5. The naïve Cecile Caldwell (Selma Blair) and the virginal Annette Hargrove (Reese Witherspoon). 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?

  6. 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...

  7. Mar 5, 1999 · Cruel Intentions is a crass, shocking, somehow delightful film that takes the teen movie of the late '90s and turns the sex, deceit, and offensiveness to 11. Cruel Intentions is a 90s cult classic with impeccable performances by all of its leads and a film that has been talked about since it first debuted in 1999.