Leighton's daring look could've been a hit had she opted for either the messy half-up hair or the dramatic eye, but both? Much too heavy for such a natural beauty.
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Worst Overall: Lady Gaga
Looks like yet another celeb has confused the VMAs with Halloween. The infamously outrageous Lady Gaga may get a bad rap ... but seriously? While her fluffy curls and glittery eye makeup were artful and precise, they were way too drag queen (and we won't even get into the mask and uh, feathered neck brace).
While "space punk" appeared to be a red carpet theme, these artists all brought their individual style to MTV's 2009 Video Music Awards (case in point: Lady Gaga). Here, we present our most crave-worthy (and cringe-worthy) picks for hair and makeup.