Mean Girls and Clueless are good choices, although I don't feel all that guilty over Clueless. I'm going to hestitantly add You've Got Mail as well. I watched that it once with my grandmother and not because I was being polite.
I agree about Stacy Dales (and I question that also)
Ever since watching Harold & Kumar, I always sing Hold On by Wilson Philips at the top of my lungs whenever it plays on the radio. Unfortunately, for no acceptable reason, I do the same for Wake Me Up Before You Go Go (with David Spade's alternative lyrics). I then fight the urge to veer the car into oncoming traffic for the remainder of the ride. Now, that hits the true core of a guilty pleasure.
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