
Feature film — 1999
Cruel Intentions (1999)
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.
The note
Stay for the details.
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
Kathryn Merteuil

Ryan Phillippe
Sébastian Valmont

Reese Witherspoon
Annette Hargrove

Selma Blair
Cecile Caldwell

Louise Fletcher
Helen Rosemond

Joshua Jackson
Blaine Tuttle

Sean Patrick Thomas
Ronald Clifford

Swoosie Kurtz
Dr. Greenbaum

Christine Baranski
Bunny Caldwell

Tara Reid
Marci Greenbaum

Eric Mabius
Greg McConnell

Alaina Reed Hall
Nurse
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