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.

• Cruel Intentions
• Sarah Michelle Gellar
• Ryan Phillippe
• Reese Witherspoon
• Roger Kumble