I Thought These Shoes Were Ugly and Impractical, But Now They're Peak Cool
For years, I’ve dismissed this shoe trend thinking it was just an impractical outlier of footwear fashion that would fade over time. However, shearling shoes have undergone a remarkable transformation, emerging as the unexpected star of the style scene and returning winter after winter. What was once deemed as clunky, dirty, and perhaps a tad eccentric has now evolved into a winter style staple. The resurgence of shearling in footwear has captivated a lot of the coolest people I know, prompting a reevaluation of its aesthetic appeal and practicality, turning skeptics into admirers of this cozy shoe trend.
Let’s explore the journey of shearling shoes, from the random runway appearance to the forefront of cool fashion. Below, I’ve discovered the 28 best pairs of shearling shoes that you need to know about.
This post was published at an earlier date and has since been updated.

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.
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