may be one of the most difficult footwear types to wear considering its streetwalker-like undertones. But with some smart styling, the boots can elongate legs, provide some warmth, and add some extra oomph to a winter outfit. The trick is to balance out the overt sexiness with something more traditionally conservative on top: A boy-cut shirt, a boxy blazer, or a double-breasted coat can counter any skanky vibes that those boots might emanate. To temper the boots even more, find a chunky silhouette in a matte color like gray suede or a buttery brown. Click through to copy the look--with a boot we found that's under $80!
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