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Cruel Intentions is a 1999 American drama film directed by Roger Kumble and starring Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film is a modern-day adaptation of the 18th-century French novel Les Liaisons Dangereuses by Pierre Choderlos de Laclos.
In the film, two wealthy step-siblings, Kathryn and Sebastian, make a bet to see if Sebastian can deflower the new headmaster’s daughter, Annette. However, Sebastian begins to develop genuine feelings for Annette, leading to a love triangle and complications. The film explores themes of love, manipulation, and betrayal.
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