20. Paris Hilton at the MTV Movie Awards in 2003
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Paris Hilton is an American media personality, businesswoman, model, singer, actress, and dj. After David LaChapelle photographed her and her sister Nicky for Vanity Fair, Hilton was named “New York’s leading It Girl.”
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In 2003 Hilton perfectly captured the early 2000s with the lowest, blue-ruffled skirt combo and one-shoulder crop top, complemented with the hair bump. Hello Miss 2000!
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