She's All That isn't really an overlooked movie, but since this is my blog, I'll call it one. It was released in 1999, and two years ago the Weinstein Company announced that a remake was in the works. So far it hasn't happened, as far as I know. And why call it a remake? The story's been told over and over in movies. My first encounter with it was when I saw G. I. Blues, but it goes back at least to Pygmalion.
When Zack Siler (Freddie Prinze, Jr.) loses his girlfriend, the most popular girl in school, to another guy, he bets his friends that he can take any girl in school, start dating her, and make her just as popular. They pick ultra-dork named Laney Boggs (Rachael Leigh Cook). After that you can plot it yourself. Laney turns out to be a real beauty, Zack falls for her, she finds out about the bet, and the rest plays out just like it does every other time you've seen this story.
All that being said, the movie has its moments. All the actors are attractive, and they give good performances. Cook and Prinze are particularly watchable. There are some funny lines and amusing situations. For those of you who like teen comedies (and you know who you are), it's well worth a look.