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Slouchy boots

Slouchy boot

Channel your inner Pat Benetar with modern, slouchy boots. If you're lean, you can wear them with a skinny jean or a legging. If you're a little curvier, Adam says this boot will look great with a knee-length skirt. "It will camouflage a multitude of things," he says.

Boots: Michael Kors Berkshire Boot in Luggage Suede, Zappos.com; purse: Michael Kors shoulder tote, Macy's; jeans: Seven, Macy's; shirt: Rachel by Rachel Roy, Macy's; scarf: DKNY

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