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Feature film — 1999

Cruel Intentions (1999)

6.81h 37mDrama — Romance

Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

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A high-signal pick with 3,761 votes.

Newmarket Capital Group / Original Film / Neal H. Moritz Productions

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Director: Roger Kumble

On screen

Cast & crew

Sarah Michelle Gellar as Kathryn Merteuil

Sarah Michelle Gellar

Kathryn Merteuil

Ryan Phillippe as Sébastian Valmont

Ryan Phillippe

Sébastian Valmont

Reese Witherspoon as Annette Hargrove

Reese Witherspoon

Annette Hargrove

Selma Blair as Cecile Caldwell

Selma Blair

Cecile Caldwell

Louise Fletcher as Helen Rosemond

Louise Fletcher

Helen Rosemond

Joshua Jackson as Blaine Tuttle

Joshua Jackson

Blaine Tuttle

Sean Patrick Thomas as Ronald Clifford

Sean Patrick Thomas

Ronald Clifford

Swoosie Kurtz as Dr.  Greenbaum

Swoosie Kurtz

Dr. Greenbaum

Christine Baranski as Bunny Caldwell

Christine Baranski

Bunny Caldwell

Tara Reid as Marci Greenbaum

Tara Reid

Marci Greenbaum

Eric Mabius as Greg McConnell

Eric Mabius

Greg McConnell

Alaina Reed Hall as Nurse

Alaina Reed Hall

Nurse

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