Cruel intentions - 1999

Not bad, I liked it enough. It stars Sarah Michelle Gellar with a brunette look as Kathryn, a cruel manipulative girl, during the same years she played good heroine Buffy :-)
She enjoys to manipulate and hurt people, but cares very much about her reputation, she likes other people's adoration: it appears she's very esteemed at the school and in the community. She has a stepbrother, Sebastian Valmont (Ryan Philippe) who is as bad as she is but has no care for his reputation at all: he likes to have his way with any girl, he likes to do what he likes when he likes it, and to hurt them as he wants is just so easy he's even getting bored, and in want of a challenge. After reading an article on a magazine, he finds it: Annette (Reese Witherspoon) wrote that she's still a virgin because people should wait for love to have sex. Sebastian bets with Kathryn he'll win Annette. If he succeeds Kathryn will sleep with him, if he fails Kathryn wants his jaguar, which doesn't seem a fair thing for her to propose, I mean, they are both so wealthy she could buy one if she wanted it. Sebastian suspected nothing, though, it seemed ok to him.
Sebastian spends time with Annette, lying and doing charity to appear good to her, and he slowly starts to like her, she can make him laugh, she awakened new feelings in him, and Sebastian actually fell in love. Annette too fell for him, so they had sex, but then Kathryn teased him, telling him people don't change, that his reputation would always haunt him, and cause trouble to him and probably pain to Annette. Sebastian believes it and tells Annette horrible things to break up with her. He expected things to go back the way they were, but Kathryn clearly says to his face that she beat him, that he was a losers because he sent away the only girl he ever loved, that she made him do it, and she doesn't sleep with losers. He realizes now how stupid he has been and tries to reach Annette, who doesn't want to talk to him, so he sends her his diary to explain her who he really is, hoping she'll forgive him. In the meantime Kathryn keeps herself busy trying to ruin young innocent Cecile (Selma Blair) because her ex-boyfriend dared leave her for Cecile, apparently, although they're not a couple because Cecile likes her music teacher Roland, or Ronald (Sean Patrick Thomas). She has help from Sebastian who accepted to seduce her. Kathryn pretends to be her friend and to want to help her with Roland, but she herself seduces him. At this point, she calls Roland telling him that Sebastian beat her, and while he goes to her he meets Sebastian on the street and attacks him. Annette sees their fight and tries to stop it, but she gets accidentally thrown on the road where she almost gets run over by a car, but Sebastian notices it and saves her, being hit in her place. He dies, so that this is the definite, ultimate proof that he was sincere and really loved her, and this way he made amends for his retched life. At his funeral, Kathryn is prepared to give a touching speech, to play her part of virtuous sister, when something attracts everybody's attention. Many copies of Sebastian's diary are being handed over and everyone is reading it. The fact that her cross-shaped pendant really hides drugs is proof that it tells the truth, so now her reputation is forever ruined, and she can't do anything about it. She's utterly defeated, and the movie ends with Annette going away on what to me seems like Sebastian's car but maybe it's not, with his diary on the seat next to her, smiling of satisfaction, remembering the nice moments they spent together.
In the movie there is also Joshua Jackson in a blonde look, playing a gay friend of Sebastian who sometimes helps him in his nasty plans. A little role, anyway. A pity, I like him, a bigger role would have been good.
The worst part of the film was Annette's look of satisfaction at the end: yes, she avenged Sebastian, in a way, she made the big baddie of the day pay for what she did, yes, and still the guy she loved has just died... I'm not sure that clear smile of satisfaction is the right feeling on a character like her. It kinds ruins her image a bit, making her look like Kathryn.