Cruel Intentions

1999 · 1h 37m · 6.8

Drama, 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.

Roger Kumble

Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair, Louise Fletcher, Joshua Jackson, Eric Mabius, Sean Patrick Thomas, Swoosie Kurtz, Christine Baranski

bet, virgin, drug abuse, sibling relationship, based on novel or book, sexual obsession, upper class, cynic, sadistic, eroticism, innocence, cocaine, manipulation, seduction, love letter, private school, addiction, love, incest, psychotherapy