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Agnes Bruckner's leopard-print Uggs have no place on the red carpet, especially when paired with bare legs and a LBD.
The black booties Gwyneth Paltrow is wearing would be cute on their own — but paired with white ankle socks they're an eyesore.
The Fool-Proof Guide to Holiday Style
Is Lily Allen about to make a run for it? The Brit's sneakers are best left for the treadmill, not the red carpet.
Do those feel as uncomfortable as they look? These boots upstage Ashley Olsen's outfit — a classic pair of pumps would have pulled the look together without being overwhelming.
America's Next Top Model winner Jaslene Gonzalez looks like she's going after another title — America's Next Top Wrestler. An A for effort, but a peep toe doesn't distract from the fact that she's sporting lace-up wrestling shoes.
Madonna's crime? Carrying a concealed weapon — the heels of her shoes are little guns.
On their own, Ashley Tisdale's heels would be perfect, but we wish she would have decided against pairing them with stirrup leggings.
Jennifer Connelly's chic white dress looks more like a bath towel when paired with flat, nursing-home sandals.
Avril Lavigne usually pulls off the punk-rock princess look, but it falls flat this time when she trades her signature skater-girl sneakers for men's work boots.
We can appreciate thinking outside the box, but we can't help but wonder if Joss Stone meant to end up with two different-colored heels on.