Cruel Intentions (1999)

Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

Roger Kumble

Director

Sarah Michelle Gellar

as Kathryn Merteuil

Ryan Phillippe(I)

as Sebastian Valmont

Reese Witherspoon

as Annette Hargrove

Selma Blair

as Cecile Caldwell

Louise Fletcher(1934-2022)

as Helen Rosemond

Joshua Jackson(I)

as Blaine Tuttle

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