Cruel Intentions

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.

• 
  Sarah Michelle Gellar

  Kathryn Merteuil
• 
  Ryan Phillippe

  Sébastian Valmont
• 
  Reese Witherspoon

  Annette Hargrove
• 
  Selma Blair

  Cecile Caldwell
• 
  Louise Fletcher

  Helen Rosemond
• 
  Joshua Jackson

  Blaine Tuttle
• 
  Eric Mabius

  Greg McConnell
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  Sean Patrick Thomas

  Ronald Clifford
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  Swoosie Kurtz

  Dr. Greenbaum
• 
  Christine Baranski

  Bunny Caldwell