This takes place several years before Cruel Intentions (1999), back to when Kathryn first meets Sebastian, their sexual attraction to each other and their enjoyment in destroying the lives of their peers.
Keri Lynn Pratt
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 marriage) before the start of the school year. If he loses, Kathryn gets his Roadster, if he wins, he gets Kathryn Written by
Scott Stoecker <firstname.lastname@example.org>
Despite previous reports, Reese Witherspoon was not pregnant during filming. The movie filmed from 9 June 1998 - 15 July 1998, and Witherspoon had her daughter Ava on 9 September 1999. A full year after filming the movie. She was, however, pregnant, when they did the press tours for the film. See more »
Sebastian tells Kathryn about what has happened "between Annette and I." The correct grammar is "between Annette and me." See more »
This is one of those movies that you'll hate yourself for liking. It's another teen update of a classic story, in this case, Dangerous Liasons. Good acting, competent direction, nice cinematography, and an excellent soundtrack make this one entertaining viewing. 6.5/10.
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