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At John Hughes High School, the students are the same as just about every other teenager in a teen movie. The popular jock, Jake (Chris Evans), takes a bet from Austin, the cocky blonde guy (Eric Christian Olsen), that he can transform Janey, the pretty ugly girl (Chyler Leigh), into the prom queen before the prom. But two people are trying to stop Jake from succeeding: his evil sister, Catherine, the cruelest girl in school (Mia Kirshner), and Priscilla, the bitchy cheerleader (Jaime Pressly). And all of their friends are the same as any other teen movie: Areola, the naked foreign exchange student (Cerina Vincent), Les, the beautiful weirdo (Riley Smith), Malik, the token black guy (Deon Richmond), the desperate virgins (Cody McMains, Samm Levine, and Sam Huntington), Amanda Becker, the perfect girl (Lacey Chabert), Ricky, Janey’s obsessed best friend (Eric Jungmann), and Sadie, the VERY old undercover reporter (Beverly Polcyn).

Lee Holloway is a smart, quirky woman in her twenties who returns to her hometown in Florida after a brief stay in a mental hospital. In search of relief from herself and her oppressive childhood environment, she starts to date a nerdy friend from high school and takes a job as a secretary in a local law firm, soon developing an obsessive crush on her older boss, Mr. Grey. Through their increasingly bizarre relationship, Lee follows her deepest longings to the heights of masochism and finally to a place of self-affirmation.

At a high-school party, four friends (Jim, Kevin, Finch, and Oz) find that losing their collective virginity isn’t as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to try to be the first to “score.” And of course, the senior prom is their last best chance. As the fateful date draws near, the boys wonder who among them will get lucky. More importantly, do they really want to do it at all?

A bright-eyed young actress travels to Hollywood, only to be ensnared in a dark conspiracy involving a woman who was nearly murdered, and now has amnesia because of a car crash. Eventually, both women are pulled into a psychotic illusion involving a dangerous blue box, a director named Adam Kesher, and the mysterious night club Silencio.

Deacon, Matt and Fred will do anything for even a glimpse of sex and spend their mornings pirating porno movies from Fred’s after school job at the video store. But when Fred is fired, the well runs dry, and our heroes come up with a new plan: make their own “adult” film.

A former L.A. drug dealer (Thomas Jane) has moved to Houston to make a new life for himself as a married architect. Everything falls apart when he is suddenly visited by one of his former cohorts (Aaron Eckhart) who comes carrying heroin. Discovering the dope, the architect flushes it down the drain. This sets up a series of tough customers seeking the dope including a rasta hitman (Glenn Plummer), an ex-lover (Paulina Porizkova) who ties up and rapes James, a criminal (James LeGros) with a penchant for torture, and a rogue cop (Mickey Rourke). Michael Jeter also appears as a psychologist from an adoption agency where the couple is seeking to adopt a child.

Kathryn makes a bet that her step-brother, Sebastian, won’t be able to bed Annette (a virgin, who wants to wait until marriage) before the start of the school year. If he loses, Kathryn gets his Roadster, if he wins, he gets Kathryn