I do not vouch for these movies' utter awesomeness. Some of these are half-baked, and some are horrifically bad. Some of them, I haven't even seen. But all of them ought to be watched--they're character-building. I've separated them up into different categories. Films are in the order that I think of them.

You may notice that some things are bolded. These are details that make the movie awesomely awesome.

Teen Flicks

She's All That--Pygmalion retold with Rachel Leigh Cook and Usher.
10 Things I Hate About You--Julia Stiles plays Kate in an updated version of The Taming of the Shrew. Also features awesomely bad poetry based off an Elizabeth Barrett Browning classic.
Save the Last Dance--Julia Stiles plays a ballerina who learns to do street dancing with the help of Sean Patrick Thomas.
Center Stage--Teens compete to be the best in the American Ballet Academy. Includes an anorexic ballerina.
Say Anything--If you want to understand the guy holding the radio, watch this. It has John Cusack, who tragically has a sister named Joan.
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Twisty Time Movies

Thirteen Conversations About One Thing--Peoples' lives intertwine all on the subject of happiness while linear time takes a holiday. Written and directed by Wisconsinites.
Igby Goes Down--Doesn't go back-and-forth in time as much, but enough to count. Igby tries to escape his nutcase family (especially mother Susan Sarandon) and has weird misadventures.
The Red Violin--A red violin makes its way through hundreds of years of history while descendents of its previous owners bid for it in an international auction. Goes around and around in time.
Back to the Future--Michael J. Fox goes back in time and ends up almost making out with his mother.
Back to the Future, Part II--Elijah Wood has a bitty little role in this as a kid in the Cafe 80s. This time, Marty McFly goes to the future and screws everything up.
Back to the Future, Part III--I haven't actually seen this. All I know is that Michael J. Fox ends up in the fruitiest cowboy outfit ever. Can't find a picture, unfortunately.

Growing Up Films

Igby Goes Down--Igby is better than you. That's why he's on here twice and you're not on at all.
SLC Punk--Punk. In Utah. In the 80s. A must-watch if only for the "You're not Jesus! You're Bob!" part.

Movies that Feature Usher--Wouldn't Usher be hot in a porn movie? He'd be hot in anything, and that's why you should watch these movies.

The Faculty--This also has Clea Duvall and Elijah Wood. And there's aliens, I think. Haven't actually seen it.
She's All That--I don't actually remember Usher being in this, but he WAS. And that's why you should watch it.
Light it Up--Usher's version of Lean on Me, without the nutcase principal. Except I haven't seen it, so I don't know if that's true.
Texas Rangers--Usher does the Old West. Oh, yes.

Movies with Drag Queens, Gays, and other Fun Things

To Wong Foo Thanks For Everything, Julie Newmar--Drag queens in the movie with what has to be one of the most unnecessarily long titles EVER.
Priscilla, Queen of the Desert--Drag queens Down Under. I really want to see it, but every time it's on Bravo, I miss the first hour.

Things That are TOO OBVIOUS for the List--Everyone knows these movies. You don't need to be told to watch them. But here's a list of them anyway.

Rocky Horror Picture Show--Because, duh. Susan Sarandon, Tim Curry, and crossdressing? Obvious.
Napoleon Dynamite--Is there anyone who hasn't seen this yet? I would like to politely ask everyone to SHUT UP ABOUT IT ALREADY. Thanks.
Fight Club--I think it's not as good as everyone thinks it is. Brad Pitt makes a hot fighter, though.

Rushmore
Velvet Goldmine
--A fake David Bowie gets shot.

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