Director: Roger Kumble
Stars: Ryan Phillippe, Sarah Michelle Gellar, Reese Witherspoon, Selma Blair, Joshua Jackson, Eric Mabius, Sean Patrick Thomas
Lesson Learned: By the looks of it, Sarah Michelle Gellar is one hell of a kisser.

Full disclosure: There's not all that much “school” in Cruel Intentions, save for the privileged characters' shared enrollment at a swanky private high school in Manhattan. Oh, and a bit of sexual education, with Sarah Michelle Gellar teaching Selma Blair how to French kiss—sadly, Blair doesn't go for any extra credit.

But, still, there's some rather hot girl-on-girl tongue action, and that's the film's true appeal. Your girlfriend loves Cruel Intentions for Ryan Phillippe's character, a heartbreaking pretty boy who decides to throw his game away for Reese Witherspoon's well-to-do character, that of the headmaster's daughter. We, however, prefer Gellar's super-horny rich bitch, a hottie who's so thirsty for sex that she routinely offers herself to Phillippe, a.k.a. her step-brother. Naturally, we'd prefer that she spent more time with Blair.