Director: Roger Kumble Run Time: 98 min. Release Year: 1999
Starring: Louise Fletcher, Reese Witherspoon, Ryan Phillippe, Sarah Michelle Gellar, Selma Blair
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.