Cruel Intentions 2 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 opens with Sebastian Valmont (Robin Dunne) conversing with his soon-to-be ex-principal and the principal's insistence on having Sebastian's permanent record relayed to his new school, thereby hampering his chance for a new start at Manchester prep. Following his arrival in New York, Sebastian discovers the wealth of his new family; meeting Kathryn Merteuil (Amy Adams) for the first time and bettering her with piano and vocabulary. This leads to a confrontation between Kathryn and Sebastian whereby she states that she has a comfortable lifestyle and that he "better not interfere".
Sebastian later begins school. While waiting to see his new headmaster, he encounters Danielle Sherman (Sarah Thompson), who is, unknown to him, Headmaster Sherman's daughter. A school assembly follows, showing Kathryn delivering a speech to her