

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.
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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

Deborah Offner
Mrs. Michalak

Herta Ware
Mrs. Sugarman

Hiep Thi Le
Mai-Lee

Charlie O'Connell
Court Reynolds

Fred Norris
Meter Maid

Ginger Williams
Clorissa

Drew Snyder
Headmaster Hargrove