Cruel Intentions
1999Slaking 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.
Acted in
Ryan Phillippe
as Sébastian Valmont
Sarah Michelle Gellar
as Kathryn Merteuil
Reese Witherspoon
as Annette Hargrove
Selma Blair
as Cecile Caldwell
Louise Fletcher
as Helen Rosemond
Joshua Jackson
as Blaine Tuttle
Eric Mabius
as Greg McConnell
Sean Patrick Thomas
as Ronald Clifford
Alaina Reed Hall
as Nurse
Hiep Thi Le
as Mai-Lee
Deborah Offner
as Mrs. Michalak
Tara Reid
as Marci Greenbaum
Drew Snyder
as Headmaster Hargrove
Herta Ware
as Mrs. Sugarman
Swoosie Kurtz
as Dr. Greenbaum
Christine Baranski
as Bunny Caldwell
Charlie O'Connell
as Court Reynolds
Fred Norris
as Meter Maid
Ginger Williams
as Clorissa