Sebastian must seduce and "deflower" the virtuous Annette Hargrove ( Reese Witherspoon ), the headmaster's daughter, who has publicly vowed to remain chaste until marriage.

If Sebastian succeeds, he wins a night of pleasure with Kathryn, the only girl he cannot have. If he fails, Kathryn gets his prized 1956 Jaguar Roadster. Seduction and Deceit

Despite mixed reviews upon release, the film became a cult classic, famous for its sharp dialogue, the iconic kiss between Gellar and Blair, and a soundtrack featuring The Verve's "Bitter Sweet Symphony" .

Sebastian is killed in a traffic accident while trying to save Annette.

Cruel Intentions (1999) Official

Sebastian must seduce and "deflower" the virtuous Annette Hargrove ( Reese Witherspoon ), the headmaster's daughter, who has publicly vowed to remain chaste until marriage.

If Sebastian succeeds, he wins a night of pleasure with Kathryn, the only girl he cannot have. If he fails, Kathryn gets his prized 1956 Jaguar Roadster. Seduction and Deceit Cruel Intentions (1999)

Sebastian is killed in a traffic accident while trying to save Annette. the headmaster's daughter