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Aaliyah
Beloved R&B artist Aaliyah will be remembered not only for her chart-topping hits but also for her bold and sexy fashion sense. She proved her point in a tiger-striped Roberto Cavalli gown at the 2000 ceremony—where she walked away with three awards.
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VMA Fashion Flashback
Aaliyah in Roberto Cavalli at the 2000 VMAs, 2008 MTV VMAs
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