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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.
Released: 1999
Casts:
Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair, Louise Fletcher, Joshua Jackson, Eric Mabius, Sean Patrick Thomas, Christine Baranski, Alaina Reed Hall, Deborah Offner, Tara Reid, Swoosie Kurtz, Herta Ware, Hiep Thi Le, Charlie O'Connell, Fred Norris, Ginger Williams, Drew Snyder, Phil Hawn