Fashion People Vibe Well With the Ankle Boots of the Season

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(Image credit: @darjabarannik)

We know you’re serious about your shoe wardrobe. Since we too approach our footwear offering with careful consideration each season, we thought we’d take a moment to discuss the one silhouette that continues to make waves in the fashion world—aka the style that deserves a hero spot in that coveted rotation. Yep, we’re talking about square-toe ankle boots.

This trend has crept around for a while as a sophisticated and forward alternative to the pointed-toe booties everyone wears. But if you honestly take one scroll through the Instagram feeds of just about any style setter, it’s pretty clear that now is the time to square off once and for all. And to be honest, that’s pretty easy to do as a slew of It brands currently stock beautiful square-toe styles, including these popular By Far boots. Scroll down for some shoe inspiration, and shop must-have pairs to complete your winter shoe collection.

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If you're on the hunt for a new go-to work uniform, test out this look with the tan trousers, a crisp blazer, and brown square-toe boots.

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While pointed boots would've worked here as well, the square silhouette gives this already-forward fit an even fresher feel.

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Show off everything your boots have to offer with a pair of cropped jeans and coordinating outerwear. 

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Break the "rules" and go for brown ankle boots with an all-black ensemble instead of the alternative. 

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A pop of color never hurt anyone, especially in the form of pink statement boots with a chill denim ensemble.

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You can never go wrong with eye-catching patent booties paired with a dress and blazer. 

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Go for the cool vibe with printed pants, a leather jacket, and square boots.

Shop more ankle boots:

Next, check out other key ankle boot silhouettes to add into your wardrobe now.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.