I feel like this is a show that's gotten a lot of great coverage, but I don't actually know anyone who watches it. Coincidentally, I also read the Vanity Fair feature on January Jones (the female lead in "Mad Men") last night, and am now convinced that it's a sign that I should watch the Season 3 premiere on Sunday night. If nothing else, the cast dresses in the cutest, preppiest clothes.
And speaking of watching preppies, The Preppy Life blog had a great list of the Top 10 Preppiest Movies. I'm not sure Clueless counts as a preppy film, but let's agree to disagree.