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2. Amy Winehouse

By , About.com Guide

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Amy Winehouse performs during the show at the MTV Europe Music Awards 2007 at the Olympiahalle on November 1, 2007 in Munich, Germany.
Amy Winehouse as worst dressed? No brainer. Mr. Blackwell says: "Exploding beehives above...tacky polka-dots below... she's part 50's car-hop horror."
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