Cruel Intentions/YMMV


 * Alternative Character Interpretation: Did Sebastian ever truly redeem himself? Will Kathryn now that her reputation has crumbled? Has Annette gone the OTHER direction?
 * Complete Monster: Kathyrn, despite not being able to qualify in the original film, is this in the Prequel, Cruel Intentions 2. Besides destroying any faith Sebastian might have in human nature and turning him into the sociopath he ultimately becomes? She also:
 * Tries to seduce her step-father so that she get rid of him and Sebastian, since both are middle class
 * Successfully seduces her school's Vice Principal, effectively turning him into her love slave that lets her break any and all rules at the school
 * Leads a secret cabal of rich and powerful bullies who use their parents to basically RUN the school. Not only do they terrorize the staff and teachers (including demanding the firing of the head of the cafeteria because he wouldn't serve them sushi) but also engage in school wide bullying of all scholarship kids who are not filthy rich as well as keeping detailed files on all of the other rich kids at school who are not part of the school so that they can blackmail them for things they can get from their parents, like a teen who's dad is a concert promoter who is singled out as a mark they can blackmail for free concert tickets.
 * Oh yeah, and she's played by Amy Adams, so ALL of this also becomes Narm.
 * Draco in Leather Pants: Sebastian and Kathryn for quite a good number of viewers. Though some will cheer them on even knowing what evil bastards they are.
 * Cruel Intentions 2 actually treats Sebastian this way in-film, with Kathryn being blamed as the reason he became evil to begin with.
 * Everybody Remembers the Stripper: There's a lesbian kiss in the first movie. That's what most people know about it.
 * There's a lesbian kiss in a shower (between twins, no less) in the prequel. That's all that anyone knows about it.
 * Evil Is Cool and Sexy: Kathryn and Sebastian
 * Hilarious in Hindsight: Fans of Buffy might be a bit disturbed at seeing the actress play a mega bitch, until we get to the final two seasons.
 * Jerkass Woobie: Sebastian becomes this at about the 2/3 point in the movie when he realizes that he does love Annette, and Kathryn may also qualify at the very end of the film.
 * Les Yay: Kathryn and Cecile, in a creepy, manipulative way on Kathryn's part. There was also Kathryn and Annette in the original ending, in a creepy, manipulative way on Annette's part.
 * Magnificent Bastard: Sebastian and Kathryn try for this, but things fall apart for them both.
 * Old Shame: Amy Adams can't feel good about having Cruel Intentions 2 on her resume.
 * Playing Against Type: Buffy Summers plays Kathryn.
 * ... Unless you knew her as Kendall first, in which case it's returning to type.
 * Sequelitis: Both sequels, with the third one being In Name Only sequel. Cruel Intentions 2 though has a dubious distinction of originally being a failed pilot (killed by religious groups, when they found out that the pilot, called "Manchester Prep", featured a scene where a Cecile expy learns about how to orgasm while riding a horse) / stealth reboot set shortly after Sebastian and Kathyrn's parents married and the two becoming allies and featured stand-in characters for Cecile and Annette. When the pilot was ultimately rejected, the film was given a new downer ending (the Annette stand-in turns out to be an evil bitch friend of Kathyrn, designed to break Sebastian and drive him to the dark side) and gratuitous nudity scenes inserted into the film as it was released direct to DVD.
 * Tear Jerker:
 * Also,