Cruel Intentions Movie (1999)

Kathryn (Sarah Michelle Gellar) and Sebastian (Ryan Phillippe), two wealthy, manipulative teenage step-siblings from Manhattan’s upper-crust, conspire in Cruel Intentions, a wickedly entertaining tale of seduction and betrayal. The stakes are high when the duo agrees upon a deliciously diabolical wager of sexual conquest without consequences. The pawns? The naïve Cecile Caldwell (Selma Blair) and the virginal Annette Hargrove (Reese Witherspoon).

Director Roger Kumble
Writers Roger Kumble
Actors Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair
Genre Drama
Run Time 1 hour 37 minutes