Cruel Intentions

1999Rated6.91h 37mDrama, Romance

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.

Starring: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon

Trailer

Cast

  • Sarah Michelle GellarKathryn Merteuil
  • Ryan PhillippeSébastian Valmont
  • Reese WitherspoonAnnette Hargrove
  • Selma BlairCecile Caldwell
  • Louise FletcherHelen Rosemond
  • Joshua JacksonBlaine Tuttle
  • Sean Patrick ThomasRonald Clifford
  • Swoosie KurtzDr. Greenbaum
  • Christine BaranskiBunny Caldwell
  • Tara ReidMarci Greenbaum

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