From the teen-drama adaptation of Dangerous Liaisons, Cruel Intentions starring Sarah Michelle Gellar, Reese Witherspoon and Ryan Phillippe. Sebastian (Phillippe) and his sister Kathryn (Gellar) make a bet on whether he can woo Annette (Witherspoon).

Kathryn offers herself to Sebastian after he wins the 'bet', but he rejects her: he now only wants Annette. Enraged and jealous, Kathryn insults his masculinity. Stung, Sebastian informs her that he was planning to tell Annette the truth. Kathryn warns him that doing so will destroy both his and Annette's reputations. Sebastian lies to Annette, claiming he just wanted to see what she was like in bed, and that he has no real feelings for her. Devastated, Annette tells him to leave.

Sebastian informs Kathryn that he has broken up with Annette and now wants his reward for winning the bet. Kathryn reveals that he, and not Annette, was the true victim of her scheme: for her own amusement, she manipulated him into abandoning Annette once she realized that he truly loved her. She then dismisses him, telling him that she doesn't sleep with "losers."

Sebastian desperately tries to contact Annette to confess the truth and beg her forgiveness, but she refuses to see him. He gives her his journal, in which he has detailed Kathryn's manipulative schemes, their bet, and his true feelings for Annette.

Ronald starts a fist fight with Sebastian after Kathryn tells him that Sebastian hit her and violated Cecile. Annette tries to intervene, but is thrown into traffic; Sebastian is hit by a car when he pushes her to safety. Before dying, Sebastian confesses his love for her and Annette tells him she loves him too. Ronald leaves the scene in shame, realizing Kathryn manipulated him.

In her eulogy at Sebastian's funeral, Kathryn claims she tried to set an example for her late brother. When people start leaving midway through her speech, Kathryn rushes outside to find Cecile handing out copies of Sebastian's journal. As the details of her manipulations and drug abuse are made public, Kathryn's reputation is finally destroyed and got her kicked out of school for good.

In the final scene, Annette drives away in Sebastian's car with his journal at her side, remembering the good moments they shared together.