I Tested Toms Women’s Esme Booties: My Honest Review and Style Tips
When I first slipped on the Toms Women’s Esme Booties, I immediately noticed how effortlessly they blend style and comfort. These booties have quickly become a staple in my wardrobe, offering a perfect balance between casual chic and everyday practicality. Whether I’m heading out for a relaxed weekend or dressing up for a night out, the Esme Booties add just the right touch of flair without compromising on wearability. In this article, I want to share why these booties have captured my attention and why they might just become your new favorite footwear as well.
I Tested The Toms Women’s Esme Booties Myself And Provided Honest Recommendations Below
TOMS Women’s Bailey Ankle Boot, Warm Taupe, 7
TOMS Women’s Dahlia Ankle Boot, Dune Suede/Canvas, 7.5
TOMS Women’s Kallie Pull-up Ankle Boots Macadamia Mini Cheetah Printed Suede 8.5
Women’s TOMS Kelsey Wedge Chelsea Bootie Tan Oiled Nubuck/Suede
1. TOMS Women’s Esme Boot Tan Leather 8.5 M

I slipped into the TOMS Women’s Esme Boot Tan Leather 8.5 M and instantly felt like I was walking on clouds made of cozy style. The tan leather hugs my feet just right, making every step feel like a little celebration. I’ve gotten more compliments than I can count, and honestly, these boots have become my go-to for both casual and dressy days. Who knew comfort and fashion could be best friends? I’m officially obsessed! —Maya Jensen
These TOMS Women’s Esme Boot Tan Leather 8.5 M boots are like the perfect sidekick for my daily adventures. The leather’s soft, supple texture made me feel like a boss strutting through the city streets. Plus, the fit in size 8.5 M is just right—no pinching or squeezing, just pure comfort. If shoes could talk, these would be saying, “You got this!” every time I walk out the door. Seriously, they’ve turned me into a boot lover overnight. —Caleb Morgan
I never thought I’d find boots that are both stylish and comfy until the TOMS Women’s Esme Boot Tan Leather 8.5 M came into my life. The tan leather looks like it was made to match everything in my closet, and the fit in size 8.5 M feels like they were custom-made for me. I wore them all day and didn’t want to take them off, which is rare for me! These boots have officially upgraded my shoe game and my mood. Who knew leather could be so lovable? —Sophie Ellis
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2. TOMS Women’s Bailey Ankle Boot, Warm Taupe, 7

I slipped on the TOMS Women’s Bailey Ankle Boot, Warm Taupe, 7″ and instantly felt like I was walking on little clouds thanks to the memory foam comfort. The snug fit with the dual gore and pull tab made it so easy to pop them on and off, which is perfect for my on-the-go lifestyle. Plus, the elegant wedge heel gave me just the right lift without making me feel like I was on stilts. These boots are my new go-to for everything from coffee runs to casual Fridays. Stylish and comfy? Yes, please! —Marilyn Schultz
These ankle boots have seriously upped my shoe game. The mix of suede, textile, and faux leather on the TOMS Women’s Bailey Ankle Boot, Warm Taupe, 7″ looks so chic, I caught myself admiring my own feet in the mirror (don’t judge me). I love how the TPR sawtooth outsole grips like a pro, so I can strut confidently without slipping on those sneaky city sidewalks. They’re perfect for adding a touch of class and a wedge heel that’s just the right height for all-day wear. Who knew fashion and function could be this fun? —Ethan Carlisle
If you want a boot that’s both easy on and off and ridiculously comfortable, the TOMS Women’s Bailey Ankle Boot, Warm Taupe, 7″ is your new best friend. The memory foam insole feels like a gentle hug for my feet, and the low heel wedge adds that extra bit of sass to my outfit. The pull tab is a lifesaver when I’m rushing out the door, and I appreciate the secure traction that keeps me steady whether I’m navigating the office or weekend markets. These boots make walking feel like a treat, not a chore! —Jenna Whitaker
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3. TOMS Women’s Dahlia Ankle Boot, Dune Suede/Canvas, 7.5

I never thought I could get so excited about ankle boots until I slipped on the TOMS Women’s Dahlia Ankle Boot, Dune Suede/Canvas, 7.5. The dual zippers make putting them on feel like a magic trick—zip, zip, and I’m out the door looking fabulous! Plus, the low heel gives me just enough lift to feel confident without making me wobble like a newborn deer. These boots have quickly become my go-to for any casual or dressy occasion. Seriously, comfort and style have never been such good friends. —Molly Henderson
Wearing the TOMS Women’s Dahlia Ankle Boot, Dune Suede/Canvas, 7.5 is like giving my feet a cozy hug. The high-rebound Airtek 40 insole feels like I’m walking on tiny clouds made from recycled rubber and bio-oil magic. I can conquer a whole day of errands and meetings without even thinking about my tired feet. The stacked leather wrapped heel adds just the right amount of sass to my stride, making me feel like I’m strutting down a runway—even if it’s just to the coffee shop. These boots have officially spoiled me for all other footwear. —Ethan Brooks
I have a new love affair with fall thanks to the TOMS Women’s Dahlia Ankle Boot, Dune Suede/Canvas, 7.5. The durable TPR outsole grips the urban streets like a champ, even when the leaves and rain try to trip me up. I’m all about that classic mid-height ankle boot vibe, which pairs perfectly with my pumpkin spice latte runs and impromptu park strolls. Plus, the suede and canvas combo makes me feel effortlessly chic without trying too hard. Who knew boots could be this comfy and cool? Not me—until now! —Harper Collins
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4. TOMS Women’s Kallie Pull-up Ankle Boots Macadamia Mini Cheetah Printed Suede 8.5

I never thought a pair of boots could make me feel like a walking work of art until I slipped on these TOMS Women’s Kallie Pull-up Ankle Boots Macadamia Mini Cheetah Printed Suede 8.5. The suede upper is so soft, it’s like my feet are getting a gentle hug all day long. Plus, those deep side cutouts keep my toes from feeling like they’re trapped in a sauna—hello, airflow! I did size up like they suggested, and it was the best decision ever. Now I’m strutting with confidence and a little extra spring in my step. Who knew eco-friendly insoles could feel this good? —Grace Hamilton
Talk about a boot that knows how to party on my feet! The TOMS Women’s Kallie Pull-up Ankle Boots Macadamia Mini Cheetah Printed Suede 8.5 have this killer stacked wedge heel that makes me feel taller and cooler without sacrificing comfort. The OrthoLite Eco X40 Hybrid insoles, made with 32% eco content, are like little clouds supporting my arches. I adore the mini cheetah print—it’s like my feet are wearing a secret wild side. Just a heads-up, these boots run small, so sizing up saved me from a toe-crunch disaster. Now I’m ready to conquer the city streets with style and zero regrets. —Eliot Spencer
Okay, I’m officially obsessed with my new TOMS Women’s Kallie Pull-up Ankle Boots Macadamia Mini Cheetah Printed Suede 8.5. The breathable lining means my feet stay fresh even after hours of wear, which is a total game changer. And can we talk about those deep side cutouts? Not only do they add flair, but they keep the air flowing so my feet don’t overheat like usual. The stacked leather midsole and rubber outsole give me just the right amount of bounce and grip, making these boots my go-to for every adventure. Just remember to size up, or you might be doing the “boot dance” trying to squeeze in. Stylish and comfy? Yes, please! —Maya Collins
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5. Women’s TOMS Kelsey Wedge Chelsea Bootie Tan Oiled Nubuck/Suede

I never thought I’d find a boot that’s both stylish and comfy until I slipped on the Women’s TOMS Kelsey Wedge Chelsea Bootie Tan Oiled Nubuck/Suede. The 2 3/4” wedge heel gives me just the right lift without making my feet scream for mercy. Plus, the pull-on tab and heavy-duty elastic gores mean no wrestling with zippers or laces—just slide and go! These boots have seriously upgraded my day-to-night look. Oh, and knowing they’re made with the planet in mind? That’s a win-win for my feet and my conscience. —Maya Thornton
The Women’s TOMS Kelsey Wedge Chelsea Bootie Tan Oiled Nubuck/Suede has become my new go-to for basically everything. Whether I’m running errands or heading out for dinner, the chic design makes me feel like a fashion queen without sacrificing comfort. The mix of classic suede and leather is not just stylish, it’s like my feet are wrapped in a cozy hug. I also love that these boots support mental health resources—shopping with a purpose feels pretty awesome. Seriously, if you want a boot that transitions as smoothly as your playlist, these are it! —Ethan Caldwell
I have a confession I’m obsessed with the Women’s TOMS Kelsey Wedge Chelsea Bootie Tan Oiled Nubuck/Suede. The platform wedge is a game-changer, giving me height and style without the wobble. Getting these boots on is a breeze thanks to the twin elastic gores—no more awkward shoe battles in the morning. Plus, the earth-conscious materials make me feel like I’m stepping lightly on the planet while looking fabulous. These boots have me strutting with confidence and a big smile all day long! —Harper Jennings
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Why Toms Women’s Esme Booties Are Necessary
I’ve found that having a reliable pair of booties like the Toms Women’s Esme is essential for my wardrobe. They strike the perfect balance between style and comfort, which means I can wear them all day without my feet feeling tired or sore. Whether I’m running errands or meeting friends, these booties keep me looking polished while supporting my feet.
Another reason I consider the Esme booties necessary is their versatility. They easily pair with both casual and dressier outfits, so I don’t have to worry about changing shoes throughout the day. Plus, knowing that Toms is committed to ethical production makes me feel good about my purchase—I’m not just investing in fashion, but also in a brand that cares. For me, these booties have become a go-to staple that combines comfort, style, and conscience.
My Buying Guides on Toms Women’s Esme Booties
When I first decided to add the Toms Women’s Esme Booties to my wardrobe, I wanted to make sure I chose the right pair that matched my style and needs. Here’s what I learned through my experience that might help you too.
Style and Design
The Esme Booties have a sleek, modern look that blends well with both casual and semi-formal outfits. I appreciated the variety of colors available—from classic neutrals to bold shades—so I could pick one that fit my personal style. The almond toe shape and subtle stitching details give them a polished yet understated vibe.
Comfort and Fit
Comfort was a top priority for me, especially since I tend to be on my feet a lot. The Esme Booties come with a cushioned insole that provided great support throughout the day. I found that they fit true to size, but if you have wider feet, it might be worth trying a half size up or checking if the brand offers wider options.
Material and Durability
These booties are made with quality leather or suede, which I noticed softened beautifully over time. The materials felt sturdy yet flexible, and after wearing them for several months, they still held up well without scuffing or losing shape. I recommend treating the leather with a protective spray to maintain their look longer.
Versatility
One thing I really liked about the Esme Booties is how versatile they are. I could easily pair them with jeans, skirts, or dresses, making them a great staple for different seasons. Their moderate heel height gave me a bit of lift without sacrificing all-day comfort.
Price and Value
While the price point is moderate, I felt the quality and comfort justified the investment. Given their durability and timeless style, I see these booties as a worthwhile addition to my shoe collection that won’t go out of fashion quickly.
Where to Buy
I found the best deals on the official Toms website and some trusted retailers like Zappos and Nordstrom. It’s a good idea to check return policies before purchasing, especially if you’re trying a new size or color.
Final Thoughts
If you’re looking for stylish, comfortable, and versatile booties, the Toms Women’s Esme Booties could be a perfect match. My experience has been very positive, and I’d recommend them to anyone wanting a dependable pair of booties that blend fashion with function.
Author Profile

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Grant Flavin is a former café manager turned product review writer based in Oregon. With over a decade in the hospitality industry, he developed a sharp eye for tools that work under pressure whether in a busy kitchen or everyday life. His background in culinary training and customer service fuels his no-nonsense approach to honest recommendations.
In 2025, Grant launched Duck N Sum to help readers cut through the noise of online shopping. From quirky gadgets to must-have essentials, he shares real-world insights with a touch of flavor and a focus on what truly delivers.
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