Drama 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.
Directed by
Roger Kumble
Reese Witherspoon
Annette Hargrove
Joshua Jackson
Blaine Tuttle
Ryan Phillippe
Sébastian Valmont
Christine Baranski
Bunny Caldwell
Tara Reid
Marci Greenbaum
Sarah Michelle Gellar
Kathryn Merteuil
Louise Fletcher
Helen Rosemond
Selma Blair
Cecile Caldwell
Sean Patrick Thomas
Ronald Clifford
Swoosie Kurtz
Dr. Greenbaum
Eric Mabius
Greg McConnell
Drew Snyder
Headmaster Hargrove
Charlie O'Connell
Court Reynolds
Alaina Reed Hall
Nurse
Herta Ware
Mrs. Sugarman
Deborah Offner
Mrs. Michalak
Fred Norris
Meter Maid
Richard Ashcroft
Ginger Williams
Clorissa
Hiep Thi Le
Mai-Lee
Allison Fisher

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