Lisa Loeb
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Hometown: Dallas, Texas
Thanks to the Winona Rider-starring flick "Reality Bites," Lisa Loeb has the honor of being the first unsigned artist with a No. 1 single. Her tune "Stay (I Missed You)" appeared on the film's soundtrack. But regardless, Lisa would've made a big splash on the music industry with her bubbly and emotional style alone. Not to mention her signature glasses and schoolgirl skirts...