Director Roger Kumble transfers the Dangerous Liasons tale to Manhattan, where wealthy prep school student Kathryn (Sarah Michelle Gellar) bets her stepbrother Sebastian (Ryan Phillipe) that he can't deflower the virginal Annette (Reese Witherspoon) before the school year begins. If he fails to accomplish this task, Kathryn gets his Jaguar Roadster; if he succeeds, he gets an evening of pleasure with Kathryn.
- Category: Suspense, Dramas, Teenage
- Starring: Reese Witherspoon, Sarah Michelle Gellar, Ryan Phillippe, Louise Fletcher, Christine Baranski, Selma Blair, Swoosie Kurtz, Tara Reid, Sean Patrick Thomas, Joshua Jackson, Eric Mabius
- Rating: R
- Running Time: 98 Minutes