Cruel Intentions -

If Sebastian can successfully seduce the notoriously virtuous Annette Hargrove before the school year begins, Kathryn will finally give him what he has always wanted—herself.

If Sebastian fails, Kathryn wins his prized vintage 1956 Jaguar XK140. Cruel Intentions

The narrative circles around a high-stakes, ruthless wager placed between Sebastian and Kathryn. Bored with their easily controlled environment, Kathryn offers Sebastian a tempting trade: Cruel Intentions

(Played by Reese Witherspoon) — The pure-hearted daughter of the headmaster who has written public essays about remaining pure until marriage. She becomes the ultimate target of a vicious game. Cruel Intentions