Sarah Michelle Gellar and Ryan Phillippe star as a pair of siblings in a sexy tale of seduction, revenge and conquest. After cleverly seducing and ruining the reputation of an unsuspecting classmate, the sparks fly when Kathryn (Gellar) poses the ultimate challenge to her stepbrother Sebastian (Phillippe): deflower the Headmaster's beautiful, virgin daughter Annette (Reese Witherspoon). If he fails, Kathryn gets his most prized possession, but if he succeeds, Sebastain gets to to have sex with his stepsister. The stakes are high, but for Sebastian, the payoff is totally irresistible and before the summer's over, no one will escape their relentless game of cat and mouse, until one of them is bitten by the most unlikely sensation of all, love.