Cruel Intentions 20th Anniversary

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 highwhen 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).

  • Genre: Drama

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