Cruel Intentions 1999 : In the game of seduction, There is only one rule: Never fall in love more Kathryn makes a bet that her stepbrother, Sebastian, wont be able to bed Annette (a virgin, who wants to wait until love). If he loses, Kathryn gets his Jaguar, if he wins, he gets Kathryn

This takes place several years before the malicious movie (starring Sarah Michelle Gellar), back to when Kathryn first meets Sebastian, their sexual attraction to each other and their enjoyment in destroying the lives of their peers.

Two guys at a college prep school make wagers on seducing naive young girls, and then meet their match when they agree to see which one can seduce the most popular and devious girl who has her own agenda to everything.

A few years before the events depicted in the 1999 film. It follows the lives of rich step siblings Sebastian Valmont and Kathryn Merteuil as they playfully manipulate the people surrounding them at their exclusive New York prep school.

Kathryn makes a bet that her step-brother, Sebastian, won't be able to bed Annette (a virgin, who wants to wait until marriage) before the start of the school year. If he loses, Kathryn gets his Roadster, if he wins, he gets Kathryn .

Cassidy Merteuil, the distant cousin of Kathryn Merteuil, arrives in Santa Barbara, California to attend college. There she meets Jason Argyle, a former friend from her high school also attending the school. Jason gets a roommate, Patrick Bales. Jason and Patrick form a mean-spirited partnership of seducing and dumping various young women on campus.