20 Best Slouchy Boots to Wear on Rotation This Winter, Spring, and Beyond
Let 'em droop, bb.
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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.
Our top picks for the best slouchy boots of 2024:
I know—we're in love, too. Any of these will look so good with your new wool coat, don't you think?
A denim pair will match any outfit. They're basically jeans for your feet!
Heel Height: 2.4 inches
Sizing: 5-11
Rave Review: "Wow! These are some cute boots! The scrunching isn't permanent in the fabric; you can wear them scrunched down or not. I'm 5' 9" and the boots go slightly above my knee when they are not scrunched down. The fabric is soft and the boots feel comfortable to walk in. I am usually between a 9.5 and 10 shoe size, and I went with a 10, as I have wider feet. I purchased them in taupe and the color is true to the product photo. I was hesitant to buy these due to the price but I'm really glad I did."
Heel Height: 2.4 inches
Sizing: 5-12
A chic sculpted heel will elevate any look.
Heel Height: 3.5 inches
Sizing: 5-10
Everyone needs a luxe, chocolate pair of boots that will take you from day-to-night.
Rave Review: "I was thinking about buying these boots for a while and finally decided to go for the cream colorway. It's lovely. They are great quality, made of incredible leather, and extremely walkable. The first time I wore them was to a dance class; I walked there and back, as well. Also, I have larger calves (I think) and wanted a boot that floated around my legs (wasn't stuck to them)—and these float!"
Heel Height: 3 inches
Sizing: 35-42
Oooh, this burgundy hue is gorge—a neutral but still, a pop of color.
Heel Height: 3.11 inches
Sizing: 5-12
These mid-calf boots are perfect if you are not entirely into the full-on slouch silhouette. Loving the Western details (hello suede, straps, and block heel) on this one.
Heel Height: 3 inches
Sizing: 5-11
We loooove buttery, suede, and leather boots that fit like a glove.
Heel Height: 3 inches
Sizing: 36-39
These Flor de Maria white boots can be worn two ways: over-the-knee or down to your calves. We love a boot with versatility. You're gonna love the pumpkin spice colorway, too!
Heel Height: 3 inches
Sizing: 6-10
If you are looking to add a bit of edge to your look, try this faux snake-skin pair.
Heel Height: 4.13 inches
Sizing: 35-42
Voila! A flat slouch boot to pair with your dresses, skirts, or even denim.
Heel Height: 0.75 inch
Sizing: 6-10
Holiday party comin' up, anyone? This is the ideal boot to dance around in all night. Plus, how fun is this festive color?! There's moe where that came from :)
Heel Height: 2.76
Sizing: 4-13
Lug-sole boots are always a win so take these black leather ones for a spin. (No, I did not intentionally mean to rhyme!)
Rave Review: "I’ve been looking for this kind of style for the last couple years! When I saw these boots and that they were on sale, I got it right away. It’s very comfortable and fabulous. It goes with everything. I can’t wait to wear it this holiday season and everywhere else. It’s true to size, too."
Heel Height: 1.25 inches
Sizing: 5-7.5
This fringe boot is giving me the ultimate boho vibe!
Rave Review: "True story: I bought these boots on Thanksgiving night in a turkey and wine induced state of mind. I woke up the next day and sober me instantly thought, “Why did I buy these?!” It just so happened that I was wearing a cat suit when they arrived…and OMG!!! First off, they're SUPER comfortable! The shoe is a true wide width and the calf is plenty wide! These shoes had plenty of room for my swollen foot and my thick swollen calves…If you’re thinking about buying them, get them. Great colors, great fit, and super comfortable—you can’t go wrong! Every person deserves to feel as sexy as these red boots make me feel!"
Heel Height: 3.75 inches
Sizing: 5.5-12
The good news about this vegan leather option is that it's on sale and it comes in so! Many! Colors! You really can't lose, bb.
Heel Height: 3.5 inches
Sizing: 6-10
Yay, a short option! Available in 19 (!!) colorways, you'll be amazed at how big you can love somethin' so small. 🥹
Heel Height: 2 inches
Sizing: 5-13
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.
Heel Height: 3.8 inches
Sizing: 5-11
Set the trend with this everyday silhouette.
Heel Height: 2.75
Sizing: 5-11
Suddenly, I want to head to the nearest stable and practice my best Western accent.
Heel Height: 3 inches
Sizing: 35-41
This Ganni boot doesn't have a harsh slouch, but it's the right amount to pair over or under denim.
Heel Height: 2 inches
Sizing: 36-40
Brother Vellies Allora Over The Knee Boot in Gold Metallic Leather
Andrea Zendejas is the Senior Accessories Editor at Cosmopolitan, where she has worked for 5+ years. Andrea handles fine and costume jewelry, shoes, and bags for all cover and fashion stories in addition to overseeing the front of book shopping pages. She also styles beauty well stories and various fashion stories for digital. Andrea previously worked at CR Fashion Book, SELF Magazine, and Women’s Health and has contributed to digital sites Harper's BAZAAR and Marie Claire. Follow her on Instagram.
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