< Cruel Intentions (1999)

MOVIE | 1h 37m | Open in IMDB | | / 6.8 (220_785)

Drama, Romance | Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

Director: Roger Kumble
Sarah Michelle Gellar (22) - Kathryn Merteuil
Ryan Phillippe (25) - Sebastian Valmont
Reese Witherspoon (23) - Annette Hargrove
Selma Blair (27) - Cecile Caldwell
Louise Fletcher (65) - Helen Rosemond
Joshua Jackson (21) - Blaine Tuttle
Eric Mabius (28) - Greg McConnell
Sean Patrick Thomas - Ronald Clifford
Swoosie Kurtz (55) - Dr. Greenbaum
Christine Baranski (47) - Bunny Caldwell
Alaina Reed-Hall (53) - Nurse
Deborah Offner - Mrs. Michalak
Tara Reid (24) - Marci Greenbaum
Herta Ware (82) - Mrs. Sugarman
Hiep Thi Le (28) - Mai-Lee
Charlie O'Connell (24) - Court Reynolds
Fred Norris (44) - Meter Maid
Ginger Williams - Clorissa
Drew Snyder (53) - Headmaster Hargrove
Phil Hawn (42) - Subway Pedestrian