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20 Best Slouchy Boots to Wear on Rotation This Winter, Spring, and Beyond

20 Best Slouchy Boots to Wear on Rotation This Winter, Spring, and Beyond

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By Andrea Zendejas 


With winter knocking at our door, we're reaching for everything that will spark joy and bring us peak warmth. Essentially, bundling up includes the most home-y flannel shirts, cashmere scarves, cuddly and chic sweaters, and dresses (yes, dresses–you can wear 'em with these TikTok famous fleece-lined tights). And on our feet? We're slipping our snuggly socks into sneakers (there are some top-tier ones for winter, ya know) and shoes made for trudging through the snow. Ofc, however, the most obvious shoe select is the boot...but not just any boot! Honey, lets. Get. Slouchy.


Slouchy boots give an effortlessly cool feel that can't be replicated. Seriously, the '80s style might be the most relaxed and timeless boot you can wear for any occasion. Ahead, you'll find slouchy boots that come in different iterations of heel heights, lengths, and fabrications (from denim to suede). Pro tip: the kitten or block heel are the perf day-to-night boot, especially since you can dress these up or down. Scroll through to find the next pair of slouchy boots you will be adding to your shoe collection.


These Larroude X Jennifer Fisher boots sold out last year in minutes. Minutes, I tell ya! This year, they introduced a couple of new colorways. Wear 'em slouched (ofc) or over the knee.

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