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1Get to the Sleek Point
An ankle boot with a slim heel and subtly pointed toe can take the place of pumps in cooler weather and work with everything from skirts to denim. They're the thinking lady's boot.
Shop it: Saint Laurent bootie: $895, barneys.com.
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Courtesy 6Get Stacked
A chunkier heel ankle bootie, preferably in a neutral hue goes the distance—both literally and figuratively. These are literally boots made for walking with the benefit of added height.
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16A Higher Purpose
Whether flat or heeled, over-the-knee boots lend a sultry vibe to jeans or dresses—not to mention their ability to make your legs look extra long.
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Courtesy 20The Boho Boot
Craig Arend/Diego Zuko This is the bootie to pair with everything from filmy white dresses to denim cut-offs. It solves problems you didn't even know you had. Not just for the festival crowd—a good suede low boot is casual and cool.
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