Big for Fall: Paperbag Booties

The cinched tops of these slim ankle boots create subtle ruffles that look so feminine next to layers of cold-weather clothes.

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Like a classic peep toe with a totally cool twist.
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The worn leather feels a bit rough and tumble—perfect for this motorcycle-inspired style.
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The epitome of polished, and the frill at the top is incredibly ladylike.
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Any time red meets a high heel, the result is supremely hot.
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There's something so casually sexy about this slouchy suede option.
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A cone heel and sleek silhouette lend this pair a futuristic feel.
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The classic riding boot gone totally fashion-forward.
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The paperbag effect here is subtle—these are a great way to try out the trend.
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Multiple straps and a skinny heel feel vaguely Victorian—but the mismatched buckles are right-now chic.
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Chunky and substantial enough for winter, but the buttery shades and light contrast stitching make it work for the end of summer, too.

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