A movie made in 1999 starring Reese Witherspoon, Ryan Phillippe, Selma Blair, Sarah Michelle Gellar, Louise Fletcher, and Joshua Jackson, with a small role by Tara Reid. This movie is packed with laughs, tears, and some fudge, and is extremely rad. The plotline is basically this: Kathryn (the drug addicted rich bitch)makes a bet with her step-brother Sebastian (the cute player who can get any girl he wants) that he won't be able to bed Annette (a virgin who is insistant on remaining one until marriage). If Sebastian loses, Kathryn gets his Jaguar. If he wins, he gets Kathryn. This movie is Rated R for strong sexual dialogue and sexual situations involving teens, language and drug use. It's a really funny movie, and guys and girls alike will almost certainly love it. Just one word of advice, DON'T watch Cruel Intentions 2. It sucks.
"Hey cutes, wanna come over to my place and watch Cruel Intentions?"
"Of course I do! you know I LOVE that movie. Ryan Phillippe is mad hot in it."