A brother bets his sister that he can sleep with the school's most unobtainable girl.
Production Year: 1999
April 24, 2012 01:00 (KSA) ~ April 24, 2012 00:00 (CLT)
Kathryn (Sarah Michelle Gellar) and her stepbrother, Sebastian (Ryan Phillippe) are two young, amoral, and wealthy Manhattanites. Sebastian's pastime is deflowering girls, while Kathryn is more adept at ruining relationships. When her boyfriend dumps her and begins dating Cecile (Selma Blair), she enlists her brother to seduce and humiliate her.
Sebastian is uninterested in that, however. Instead he bets Kathryn that he can score with Annette (Reese Witherspoon), who has declared she will remain chaste until marriage in a Seventeen magazine article. If he loses, Kathryn's sister will inherit his classic Jaguar. Can New York's Casanova accomplish what no other guy has been able to?
Cruel Intentions won two MTV Movie Awards and a Teen Choice Award. It was a commercial success, grossing nearly seven times its $11 million budget internationally.
- Sarah Michelle Gellar
- Ryan Phillipe
- Reese Witherspoon
- Selma Blair
- Louise Fletcher
- Swoosie Kurtz
- Sean Patrick Thomas
- Christine Baranski