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The Most Daring MTV VMA Fashion Of All Time

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September 12, 2009 - Michael Loccisano/Getty Images North America more pics like this »
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16. Amber Rose 2009
Also in 2009, Amber Rose stepped onto the red carpet with her then-boyfriend Kanye West, shortly before his "I'mma let you finish" moment with Taylor Swift. He might have upstaged Taylor during the show, but we think Amber upstaged him on the carpet with her ultra-sexy snakeskin-print catsuit!

Amber styled her look with coordinating pumps, an oversized gold ring, a statement necklace, and chunky dangling earrings. And she topped it all off with her signature buzzcut and a pale pink lip.