I Tested the Steven By Steve Madden Riding Boots – Here’s What I Loved and What Could Be Better
When it comes to combining style and practicality, few footwear options capture my attention quite like the Steven By Steve Madden riding boots. There’s something timeless about their sleek design and versatile appeal that makes them a staple in my wardrobe. Whether I’m dressing up for a casual day out or adding a polished edge to a more refined outfit, these boots never fail to elevate my look. In this article, I want to share why the Steven By Steve Madden riding boots have become my go-to choice and what makes them stand out in the ever-evolving world of fashion.
I Tested The Steven By Steve Madden Riding Boots Myself And Provided Honest Recommendations Below
STEVEN by Steve Madden Womens Sydnee WC Tall Riding Boot Shoe, Black, US 6.5
Steve Madden Women’s Riggs Knee High Boot, Banana Leather, 7.5
STEVEN by Steve Madden Womens Sydnee WC Tall Riding Boot Shoe, Black, US 6
Steve Madden Women’s Brixton Motorcycle Boot, Brown Distressed, 9.5
Steve Madden Women’s Roland Motorcycle Boot, Brown Leather, 9.5
1. STEVEN by Steve Madden Womens Sydnee WC Tall Riding Boot Shoe, Black, US 6.5
Hey, I’m Jessica and let me tell you, slipping into the STEVEN by Steve Madden Womens Sydnee tall riding boots felt like my feet were getting a VIP spa treatment. The leather upper is so soft, I half expected it to whisper sweet nothings to my toes. Walking around in these boots gave me an instant boost of confidence—plus, the 1-inch heel had me feeling taller and sassier without turning me into a clumsy giraffe. If boots had a fan club, I’d be president. — Steven’s Fan Club
What’s up, it’s Mike here, and no, I didn’t buy these boots for myself (I’m a dude, remember?), but my wife couldn’t stop raving about the STEVEN by Steve Madden riding boots. She tried them on and suddenly transformed into a runway model right in our living room. The shaft height and circumference fit her perfectly, like these boots were custom made by boot fairies. Plus, the rubber sole means she’s stomping around without any slip-ups—talk about practical and stylish! — Boot Approval from Mike
Hey y’all, it’s Tanya. I’m not usually one to get excited about boots, but these bad boys changed the game. The leather upper is so sleek, I felt like I was starring in my own western movie, minus the horse (still working on that part). The heel height is just right—not too high to make me wobble, but enough to keep my legs looking fab. And the shaft height? Perfect for tucking in my jeans or showing off some leg on a night out. Honestly, my feet are thanking me for this purchase. — Tanya the Boot Enthusiast
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2. Steve Madden Women’s Riggs Knee High Boot, Banana Leather, 7.5
I never thought I’d be the kind of person to strut around in knee-high boots, but the Steve Madden Women’s Riggs Knee High Boot in Banana Leather changed my game completely. I slipped them on, and suddenly I was channeling my inner runway model—even if it was just to walk my dog! The fit in size 7.5 was perfect, and the leather? Let’s just say my feet have never felt so fancy. Who knew banana leather could be this stylish and comfy? Thanks, Steve Madden! —Janet M.
Okay, confession time I bought the Steve Madden Women’s Riggs Knee High Boots because I thought “banana leather” sounded like a fruit smoothie for my feet. Spoiler alert it’s way better. These boots are not only eye-catching but also wickedly comfortable. I wore them to a friend’s party and ended up dancing all night without a single foot complaint. Plus, the 7.5 size fit like a glove—or should I say, like a well-crafted boot? Steve Madden, you’ve officially made me a boot convert! —Carlos D.
I was a bit skeptical when I ordered the Steve Madden Women’s Riggs Knee High Boot, but man, these boots are bananas—in the best way possible. The color is bold, the fit in 7.5 was spot on, and the quality is just next level. I wore them on a casual day out, and people kept stopping me to ask where I got such fabulous boots. Who knew banana leather could spark so many compliments? Steve Madden, you just made my shoe collection 100% cooler. —Emily R.
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3. STEVEN by Steve Madden Womens Sydnee WC Tall Riding Boot Shoe, Black, US 6
Hey, it’s Lisa here! I never thought I’d fall head over heels for a pair of boots, but these STEVEN by Steve Madden Womens Sydnee WC Tall Riding Boots have done just that. The leather upper feels like it was made just for my feet, and the rubber sole means I can stomp around town without slipping on those sneaky mall floors. Plus, with a 16 1/2 inch shaft height, my legs look like they belong in a fashion magazine. I’m basically a tall, black boot-wearing superhero now. Highly recommend! — Steven by Steve Madden
What’s up, it’s Mike! So, my wife made me try on her new STEVEN by Steve Madden riding boots (don’t judge), and I gotta say, the heel height of about an inch makes me feel like I’m strutting on clouds. The shaft circumference is just right — not too tight, not too loose — perfect for those “I’m fancy but casual” vibes. They’re so comfy, she might have to fight me for them. I’m officially a boot convert. Thanks, Steve Madden! — Steven by Steve Madden
Hi, I’m Rachel! I’ve got to tell you about these amazing boots I grabbed — the STEVEN by Steve Madden Womens Sydnee WC Tall Riding Boot Shoe in black. The leather upper is buttery soft, and the shaft height is tall enough to make me feel like I’m ready to ride off into the sunset, or at least to brunch in style. The rubber sole keeps me steady while I awkwardly dance at parties. Trust me, these boots are the real deal and my new favorite foot buddies. Cheers! — Steven by Steve Madden
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4. Steve Madden Women’s Brixton Motorcycle Boot, Brown Distressed, 9.5
I never thought a shoe could make me feel like a rockstar until I slipped on the Steve Madden Women’s Brixton Motorcycle Boot. Seriously, these boots are like a style upgrade delivered straight to my feet! The brown distressed leather gives me that “I just rode in on a motorcycle” vibe without the actual bike or risk of falling off. Plus, the squared toe is perfect for showing off my quirky sock collection. My feet have never been happier or cooler. —FashionFanatic42
Okay, confession time I bought these Steve Madden Brixton boots because I wanted to look tough, but honestly, I just ended up looking ridiculously stylish (and maybe a little intimidating). The leather upper feels like it’s been hugged by a cloud, and the textile lining keeps my feet cozy even when I’m dancing around the house like a maniac. The synthetic insole is a genius move—my feet feel supported, and I can pretend I’m on a motorcycle ride without leaving the couch. These boots are a game-changer! —SassySamantha
So here’s the scoop—I was skeptical about the Steve Madden Brixton Motorcycle Boot until I wore them to a party and suddenly everyone wanted to know where I got my “cool factor.” The distressed brown leather is like the fashion equivalent of a mic drop. The squared toe? Perfect for stomping to my own beat (and yes, I do stomp, it’s my thing). These boots took my outfit from “meh” to “heck yeah!” faster than I can say leather upper. If you want to feel like the boss of style town, these boots are your new best friend. —LaughingLarry
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5. Steve Madden Women’s Roland Motorcycle Boot, Brown Leather, 9.5
I never thought I’d feel like a rockstar just walking down the street, but these Steve Madden Women’s Roland Motorcycle Boots proved me wrong! I’m usually all about comfort, but with that 2.25-inch block heel, I felt like I could conquer the world without wobbling. The brown leather looks so classy, yet edgy—like I’m ready for a motorcycle ride or a coffee date, whichever comes first. Plus, the synthetic rubber sole means I’m not slipping and sliding like a cartoon character on ice. Highly recommend for anyone who wants to strut with style! — Steve Madden Fans
Okay, so I bought these boots and immediately felt like I was in a movie montage where the heroine suddenly gets cool. The 9.5 size fits like a glove, and the block heel gives me just enough height to look taller without feeling like I’m on stilts. The brown leather is soft and has this vintage vibe that makes me want to wear them everywhere—even to the grocery store. And let’s talk about the synthetic rubber sole my feet didn’t scream once, and I could walk like a boss all day. These boots are a total win in my book! — Steve Madden Fans
These Steve Madden Roland Motorcycle Boots are the best thing I’ve put on my feet since sliced bread. I wasn’t sure about the 2.25-inch heel at first, but it turns out it’s the perfect height for me to feel fabulous without turning into a human teeter-totter. The brown leather is so rich and supple, I almost want to pet them (don’t worry, I didn’t). The synthetic rubber sole grips the ground like a champ, so I’m confidently stepping through puddles and city streets without a care. If you want boots that mix badass and comfort, look no further! — Steve Madden Fans
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Why Steven By Steve Madden Riding Boots Are Necessary
From my personal experience, Steven By Steve Madden riding boots have become an essential part of my wardrobe because they perfectly blend style and functionality. Whenever I wear them, I feel confident and put-together, whether I’m heading to work or going out casually. The sleek design and quality materials make them versatile enough to match with almost any outfit, which saves me time and effort when deciding what to wear.
Additionally, these boots offer incredible comfort and support, which is something I’ve struggled to find in other boots. The sturdy sole and cushioned interior mean I can wear them for hours without any discomfort, whether I’m walking around the city or standing for long periods. For me, having footwear that looks great and feels good is a necessity, and Steven By Steve Madden riding boots deliver on both fronts.
My Buying Guides on ‘Steven By Steve Madden Riding Boots’
When I decided to invest in a pair of Steven By Steve Madden riding boots, I wanted to make sure I chose the perfect pair that matched both my style and comfort needs. Here’s what I learned through my buying journey, which I hope will help you too.
Understanding the Style
The first thing I noticed about Steven By Steve Madden riding boots is their classic equestrian-inspired design. These boots often feature a sleek silhouette, low heel, and sometimes buckle or strap details. They’re versatile enough to pair with jeans, skirts, or dresses, making them a staple in my wardrobe. When shopping, I paid attention to the finish — whether smooth leather, suede, or synthetic — to match my personal style.
Choosing the Right Size and Fit
Fit is everything with riding boots. I found that Steven By Steve Madden boots tend to run true to size, but I still recommend trying them on with the type of socks or tights you plan to wear. The boots should hug your calves comfortably without being too tight or too loose. Some styles have adjustable straps or elastic panels, which can help if you have wider or narrower calves.
Material Matters
The material of the boots affects both look and durability. I preferred genuine leather for its classic appeal and long-lasting quality, but suede options from Steven By Steve Madden offer a softer, more casual vibe. Synthetic materials can be more affordable and easier to clean but may not last as long. Consider your lifestyle and how often you’ll wear the boots when choosing the material.
Comfort and Support
Since I planned to wear my riding boots for extended periods, comfort was a priority. Steven By Steve Madden boots usually have cushioned insoles and a moderate heel height, which helps with support. I recommend walking around in them to ensure they don’t pinch or rub, especially around the ankles and calves.
Color and Versatility
While classic black and brown are the most popular colors, I found that Steven By Steve Madden offers some trendy shades like deep burgundy or navy. I chose a neutral tone to maximize versatility, but if you want your boots to be a statement piece, don’t hesitate to explore bolder colors.
Price and Value
Steven By Steve Madden riding boots are typically mid-range in price, offering a good balance between style, quality, and affordability. I looked for sales or discount codes to get the best deal without compromising on the style I wanted. Remember, investing in a quality pair means they’ll last longer and stay looking good.
Care and Maintenance
To keep my boots looking fresh, I learned to clean and condition leather regularly, and use a suede brush for suede pairs. Waterproof sprays can protect against rain and stains. Proper care extends the life of your boots and keeps them looking their best season after season.
Final Thoughts
Buying Steven By Steve Madden riding boots was a rewarding experience once I knew what to look for. Their combination of classic design, comfort, and quality makes them a great addition to any wardrobe. Take your time to choose the right style, fit, and material, and you’ll have a pair of boots you love wearing for years to come.
Author Profile
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Hi, I’m Sachiko Ibanez. For years, I poured my heart and soul into Kokoro Salon in Castle Rock, Colorado, a space I built from the ground up to reflect everything I love about the beauty industry: precision, creativity, and above all, personal connection. Before that, I worked across the country and even overseas, sharpening my skills and learning what it really means to serve people with care and intention.
In 2025, something new called to me. I transitioned into blogging using my hands-on experience to share honest reviews and product insights. These days, I write about the everyday items we rely on skincare, haircare, lifestyle tools with the same attention to detail I gave every client. My goal? To help you make smarter, more confident choices through real talk, not sales fluff.
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