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Cruel Intentions (1999)
In the game of seduction, there is only one rule: Never fall in love.
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.
Country: United States
Director: Roger Kumble
Awards: 8 wins & 14 nominations total
Box office: $38,773,785
Cast
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
Eric Mabius
Greg McConnell
Sean Patrick Thomas
Ronald Clifford
Swoosie Kurtz
Dr. Greenbaum
Christine Baranski
Bunny Caldwell
Alaina Reed Hall
Nurse
Deborah Offner
Mrs. Michalak
Tara Reid
Marci Greenbaum
Herta Ware
Mrs. Sugarman
