Played by: Alicia Silverstone and Stacey Dash

Cher (Silerstone) and Dionne (Dash) are a kind of Holy Grail. They're gorgeous, rich, and the most popular girls at school. But, they still have soul and an odd wisdom about them, unlike most of the stereotypical cool girls. Granted, we know we'd never have a chance with Dionne—she was, like, in love with her boyfriend Murray (Donald Faison). And Cher was even more of a longshot, as she found dating boys in high school would be as "pointless as trying to find meaning in a Pauly Shore movie." Still, we could dream, couldn't we?