- Alaina Reed Hall, Charlie O'Connell, Christine Baranski, Deborah Offner, Drew Snyder, Eric Mabius, Fred Norris, Ginger Williams, Herta Ware, Hiep Thi Le, Joshua Jackson, Louise Fletcher, Phil Hawn, Reese Witherspoon, Ryan Phillippe, Sarah Michelle Gellar, Sean Patrick Thomas, Selma Blair, Swoosie Kurtz, Tara Reid
- Roger Kumble
- Drama, Romance, Thriller
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.