Also starring: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair Directed by: Roger Kumble Release Date: March 5, 1999 Nationwide. MPAA Rating: R for strong sexual dialogue and sexual situations, language and drug use. Distributor: Columbia Tristar. Links: Official DVD website "Cruel Intentions" fanlisting Cruel Intentions (fansite)

Synopsis:
Director Roger Kumble transfers the DANGEROUS LIASONS tale to Manhattan, where wealthy prep school student Kathryn (Sarah Michelle Gellar) bets her stepbrother Sebastian (Ryan Phillipe) that he can't deflower the virginal Annette (Reese Witherspoon) before the school year begins. If he fails to accomplish this task, Kathryn gets his Jaguar Roadster; if he succeeds, he gets an evening of pleasure with Kathryn. from Yahoo! Movies

Josh's Role:
Josh plays Blaine Tuttle, a gay friend of Sebastian's. Blaine has been sleeping with a secretly gay friend of Annette's, and Sebastian and Blaine set him up to be photographed while with Blaine, thus giving Sebastian leverage to blackmail him into singing his praises to Annette. Blaine is only in two scenes in the entire movie.