"Cruel Intentions" is a 1999 American teen romantic drama film written and directed by Roger Kumble.
The film stars Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair, and is a modern retelling of Pierre Choderlos de Laclos' 1782 novel Les Liaisons dangereuses.
Set in New York City among wealthy high school students, the story revolves around step-siblings Sebastian Valmont (Ryan Phillippe) and Kathryn Merteuil (Sarah Michelle Gellar). They engage in a manipulative wager where Sebastian must seduce Annette Hargrove (Reese Witherspoon), the new headmaster's daughter, who is known for her strong moral values. The stakes of the bet are high, with Sebastian risking his prized 1956 Jaguar and Kathryn offering a night of passion if he succeeds.
As Sebastian pursues Annette, he begins to develop genuine feelings for her, complicating the original plan and leading to unexpected consequences. The film explores themes of seduction, betrayal, and the moral dilemmas faced by its characters.
"Cruel Intentions" was released on March 5, 1999, and received mixed reviews from critics, although the performances of the lead actors were praised. It was a commercial success, grossing approximately $76 million worldwide against a budget of $10.5 million. The film has since gained a cult following and inspired a prequel and a sequel, as well as a jukebox musical adaptation. Its provocative themes and memorable performances have solidified its status as a notable entry in the teen drama genre.