Cruel Intentions (1999)
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.
Director: Roger Kumble
Actors: Eric Mabius, Joshua Jackson, Louise Fletcher, Reese Witherspoon, Ryan Phillippe, Sarah Michelle Gellar, Selma Blair
Country: USA