After cleverly seducing and ruining the reputation of an unsuspecting classmate, the sparks fly when Kathryn poses the ultimate challenge to her insatiable stepbrother, Sebastian: deflower the Headmaster’s beautiful, virgin daughter, Annette. If he fails, Kathryn gets his most prized possession, if he succeeds…he gets Kathryn.
Actor: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon
Director: Roger Kumble
Country: United States