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9. Christina Aguilera 2006
Still at the 2006 event, Christina Aguilera went full-on glam in a bedazzled Versace gown with a plunging neckline and a fishtail hem, which she complemented with a multi-strand statement necklace. Amping up the vintage vibe was her platinum-blonde curled bob and dark red lip.

In Marie Claire, the pop superstar had this to say about her VMAs ensemble: "One of my favorite style moments was the Versace gown and the throwback hair look. I think it's now a wax figure in Madame Tussaud's in Vegas."