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.

Kathryn makes a bet that her step-brother, Sebastian, won't 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.

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. When both of their latest conquests bore them, Jason bets Patrick if they can seduce a particular newcomer, who is under the wing of Cassidy. But nothing is what it seems as a triangle of Cassidy, Jason, and Patrick forms with each one scheming to outwit the other.

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.

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 .