Cruel Intentions
part of Cruel Intentions

Two wealthy step-siblings of an elite Manhattan prep school make a wager: to de-flower the new headmaster's daughter before the start of term.

Cruel Intentions 2 (also known as Cruel Intentions 2: Manchester Prep or simply as Manchester Prep) is the 2000 American comedy-drama prequel to Cruel Intentions and was released direct-to-video. It was written and directed by Roger Kumble, who was also responsible for the first film. The film stars Robin Dunne, Sarah Thompson, Amy Adams, and Keri Lynn Pratt. Both films are based on Les Liaisons dangereuses by Choderlos de Laclos. The film is edited together from the three completed episodes of Manchester Prep, a series commissioned by the FOX network which was cancelled prior to broadcast in September 1999; sexual content including scenes involving nudity were added for the DVD release.

Cruel Intentions 3 is a 2004 American teen drama film directed by Scott Ziehl and released direct-to-video in 2004. Despite its name, the movie has almost no relation to the previous films in the series, except for the shared themes and the lead character in this film, Cassidy Merteuil, who is a cousin of one of the characters from the first movie, Kathryn Merteuil.