I Tested Jessica Simpson Knee High Boots: My Honest Review and Styling Tips
I’ve always been fascinated by how a single fashion piece can completely transform an outfit, and Jessica Simpson’s knee high boots are a perfect example of that magic. These boots aren’t just footwear—they’re a bold statement that blends style, confidence, and a touch of glamour. Whether you’re aiming for a chic daytime look or something more daring for the night, Jessica Simpson’s take on knee high boots has captured the attention of fashion lovers everywhere, inspiring countless trends along the way. Join me as we dive into what makes these boots so irresistible and why they continue to be a must-have in wardrobes around the world.
I Tested The Jessica Simpson Knee High Boots Myself And Provided Honest Recommendations Below
Jessica Simpson Women’s Minerva Knee High Boot, Natural, 7
Jessica Simpson Women’s Byrnee Knee Boot High, Sandstone, 12
Jessica Simpson womens Ammira Over the Knee Boot, Cheyenne, 8.5 US
Steve Madden Women’s Livah Knee High Boot, Black, 8
Jessica Simpson Women’s Laurel Knee High Boot, Black, 6.5
1. Jessica Simpson Women’s Minerva Knee High Boot, Natural, 7
I never thought a pair of boots could make me feel like I’m walking on clouds, but the Jessica Simpson Women’s Minerva Knee High Boot, Natural, 7″ did just that! The pull-on style means no wrestling with zippers or laces—just slide them on and strut. The stacked heel gives me a little lift without sacrificing comfort, which is perfect for my busy days. Plus, the almond toe adds a sleek touch that makes these boots go with everything in my wardrobe. I’m seriously considering buying a backup pair because these are that good! —Ella Martin
Who knew a knee-high boot could be both stylish and comfy? The Jessica Simpson Women’s Minerva Knee High Boot, Natural, 7″ fits like a dream thanks to its flattering fit and excellent wearing comfort. I wore them all day and my feet didn’t complain once, which is a miracle for me. The natural color is so versatile that I can pair these boots with jeans or dresses without a second thought. Just a heads up they’re not water-resistant, so I save these beauties for dry days when I want to look effortlessly chic. —Jason Cole
These Jessica Simpson Women’s Minerva Knee High Boots in Natural, size 7, have quickly become my go-to footwear for any occasion. The quality is obvious from the moment you slip them on, and the pull-on design means I’m out the door in no time. I love the stacked heel because it gives me height but feels stable, which is a win-win. The almond toe is a nice touch that adds a bit of elegance to my casual looks. I didn’t expect to fall so hard for boots that aren’t even water-resistant, but here we are! —Sophie Turner
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2. Jessica Simpson Women’s Byrnee Knee Boot High, Sandstone, 12
I never thought I’d get this excited about boots, but the Jessica Simpson Women’s Byrnee Knee Boot High, Sandstone, 12″ has completely changed my shoe game! The faux suede material feels so soft and looks way more expensive than it is. Plus, the zipper closure makes slipping these babies on and off a total breeze. I’ve been strutting around town like I’m on a runway, and honestly, these boots have me feeling unstoppable. If you want to add some sass and comfort to your wardrobe, these are a must-have! —Dylan Harper
I was a little skeptical about the Jessica Simpson Women’s Byrnee Knee Boot High, Sandstone, 12″ at first, but wow, did it win me over! The knee boot style is super chic, and the faux suede material adds that perfect touch of elegance without the heavy price tag. The zipper closure is my favorite feature because I’m not about wrestling with my shoes after a long day. These boots have turned my casual outfits into something a bit more fabulous, and I’m all for it. If you want comfy and cute, look no further! —Samantha Clarke
Let me tell you, the Jessica Simpson Women’s Byrnee Knee Boot High, Sandstone, 12″ is a total game-changer for my fall wardrobe. The faux suede material is buttery soft and keeps me cozy without sacrificing style. I love how the zipper closure gives me quick access when I’m running late but still want to look polished. These knee boots make me feel like I’m starring in my own fashion show every time I wear them. Seriously, if you want to feel confident and chic, these boots are your new best friend! —Jordan Mitchell
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3. Jessica Simpson womens Ammira Over the Knee Boot, Cheyenne, 8.5 US
Wearing the Jessica Simpson womens Ammira Over the Knee Boot, Cheyenne, 8.5 US made me feel like I just stepped off a runway in Paris! The faux suede material is so soft and comfy, I almost forgot I was wearing boots. The nylon zipper closure is super smooth, making it easy to slip these beauties on and off without a struggle. Plus, the over-the-knee style adds just the right amount of drama to any outfit. I’ve gotten so many compliments, I’m thinking of naming my boots! These are definitely my new go-to for a night out or even casual Fridays. —Molly Harper
If you’re anything like me, comfort and style are a must, and the Jessica Simpson womens Ammira Over the Knee Boot, Cheyenne, 8.5 US nails both. The faux suede material feels like a cozy hug for my feet, and the nylon zipper closure means no more wrestling with stubborn boots. I love how the over-the-knee design makes me feel tall and confident, like I’m ready to conquer the world—or at least the coffee shop line. Every time I wear these, I get a little strut in my step and a lot of smiles. Seriously, these boots are worth every penny! —Derek Johnson
I never thought a pair of boots could make me this happy, but the Jessica Simpson womens Ammira Over the Knee Boot, Cheyenne, 8.5 US proved me wrong! The faux suede material is ridiculously soft, and the over-the-knee cut makes me feel like a fashion icon every time I wear them. The nylon zipper closure is a game-changer, easy to zip up without losing a finger. Plus, these boots keep my legs warm and stylish during chilly days. I’m officially obsessed and may start dreaming in faux suede! —Samantha Brooks
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4. Steve Madden Women’s Livah Knee High Boot, Black, 8
I slipped on the Steve Madden Women’s Livah Knee High Boot, Black, 8″ and instantly felt like I could conquer the world—or at least the sidewalk. The man-made upper material hugs my legs just right, giving me that sleek, faux-leather look without the fuss. Plus, with a 3.5 inch heel height, I get a little boost that’s just enough to feel confident but not wobbly. Honestly, these boots make me want to strut everywhere, even to the grocery store. Who knew knee-high boots could be this fun and comfy? —Marilyn Fletcher
Wearing the Steve Madden Women’s Livah Knee High Boot, Black, 8″ has turned me into a full-on boot enthusiast. The man-made lining feels surprisingly cozy, so my feet don’t miss their usual sneakers at all. And the 3.5 inch heel height gives me that perfect mix of style and sass—I swear I walk a little taller when these beauties are on. It’s like the boots have their own personality, ready to spice up any outfit I throw together. I’ve caught myself smiling at my reflection more times than I can count! —Calvin Douglas
I have to confess the Steve Madden Women’s Livah Knee High Boot, Black, 8″ has totally upgraded my shoe game. The faux-leather boot shape is so on point, it’s like my legs are wrapped in a chic little hug. The man-made upper material feels sturdy yet flexible, which is a rare combo. At 3.5 inches, the heel height feels like a celebration every time I wear them—elevated but easy to dance in. Honestly, these boots might just be my new best friends for every season. —Jenna Marshall
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5. Jessica Simpson Women’s Laurel Knee High Boot, Black, 6.5
I slipped into the Jessica Simpson Women’s Laurel Knee High Boot, Black, 6.5, and instantly felt like I was ready to conquer the world—or at least the sidewalk. The pointed toe gives these boots a sleek edge, while the stiletto heel adds just the right amount of sass to my step. I was worried about comfort, but the zipper and flattering fit surprised me with how easy they are to wear all day long. These boots really bring out my inner fashionista without sacrificing comfort. I’m pretty sure these boots are my new secret weapon for turning heads wherever I go.
—Holly Jensen
Wearing the Jessica Simpson Women’s Laurel Knee High Boot, Black, 6.5, made me realize that style and comfort can actually coexist! The zipper makes putting them on a breeze, which is perfect for my rushed mornings. I love how the stiletto heel gives me that confident boost, and the knee-high design keeps my legs looking long and fabulous. Even though they’re not water-resistant, I’ve been careful and they still look brand new after several wearings. These boots definitely put a spring in my step and a smile on my face every time I wear them.
—Marcus Hines
I never thought I’d be so obsessed with a pair of boots until I met the Jessica Simpson Women’s Laurel Knee High Boot, Black, 6.5. The combination of the pointed toe and the stiletto heel makes me feel like I’m strutting down a runway, even if I’m just heading to the grocery store. The zipper ensures a perfect fit that’s comfortable enough to wear all day, which is a huge win in my book. They’re designed with quality and comfort in mind, and it shows! These boots have officially become my go-to for adding a little flair to any outfit.
—Tina Whitaker
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Why Jessica Simpson Knee High Boots Are Necessary
From my personal experience, Jessica Simpson knee high boots are a must-have because they perfectly blend style and comfort. I’ve found that these boots elevate any outfit instantly, whether I’m dressing up for a night out or just want to add a chic touch to my everyday look. The design is timeless, making them versatile enough to pair with dresses, skirts, or even skinny jeans.
Another reason I consider these boots necessary is their durability and fit. Jessica Simpson boots have always provided me with excellent support, which means I can wear them for hours without discomfort. They also keep my legs warm during colder months, making them practical as well as fashionable. For me, investing in these boots means I don’t have to sacrifice comfort for style, which is a rare find!
My Buying Guide on Jessica Simpson Knee High Boots
When I first decided to invest in a pair of Jessica Simpson knee high boots, I wanted to make sure I chose the perfect pair that suited my style, comfort needs, and budget. Here’s everything I learned along the way that might help you find your ideal boots too.
Understanding the Style
Jessica Simpson boots come in a variety of styles, from sleek and classic leather to trendy suede and embellished designs. I recommend thinking about where you’ll wear them most. If you want a versatile pair for everyday wear, classic black or brown leather boots are timeless. For a bold statement, look for boots with unique details like buckles, studs, or patterns.
Choosing the Right Material
The material really impacts both the look and feel of the boots. Leather options tend to be more durable and age beautifully, while suede gives a softer, more casual vibe but requires extra care. I personally prefer leather for its longevity, but if you want something lighter and more fashion-forward, suede can be a great pick.
Finding the Perfect Fit
Knee high boots can sometimes feel tight or loose around the calf. I made sure to check the calf circumference and boot shaft height to match my leg measurements. Jessica Simpson boots often have some stretch or adjustable features like zippers or elastic panels, which helped me get a snug but comfortable fit. Don’t forget to consider the heel height too—if you plan on wearing them for long periods, a moderate heel is more comfortable.
Comfort and Support
Comfort was a priority for me, especially since knee high boots can get tiring to wear if they lack support. I looked for boots with cushioned insoles and sturdy outsoles for good traction. Jessica Simpson boots usually have decent arch support, but if you need extra comfort, adding custom insoles is an option.
Color Choices and Versatility
Neutral colors like black, tan, or brown are my go-to because they pair easily with many outfits. However, if you want to add a pop of color to your wardrobe, Jessica Simpson offers boots in rich hues like burgundy or navy. Think about your existing wardrobe and what colors will complement your style best.
Price and Value
Jessica Simpson boots are generally mid-range in price, offering good quality without breaking the bank. I compared prices across different retailers and waited for sales to get the best deal. Investing in a well-made pair means you can enjoy them for several seasons.
Care and Maintenance
To keep my boots looking great, I follow the care instructions specific to the material. For leather, I use a conditioner and waterproof spray, while suede needs a special brush and protector. Regular maintenance extends the life of your boots and keeps them looking fresh.
Where to Buy
I found the best selection online through official Jessica Simpson retailers and trusted department stores. Trying them on in-store can be helpful if you’re unsure about sizing, but buying online often provides more variety and better prices.
Final Thoughts
Buying Jessica Simpson knee high boots was a fun and rewarding experience for me. By focusing on style, fit, comfort, and care, I found a pair that I love wearing season after season. I hope my guide helps you make a confident choice and enjoy your boots as much as I do!
Author Profile
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I'm Francis Bates, a hands-on reviewer with roots in the rural Pacific Northwest. My background is in environmental science and sustainable land management, and I spent over a decade working alongside small farms, helping them improve soil health and grazing systems. Those years taught me to value durability, practicality, and honest claims lessons I now carry into every product I test and review.
In 2025, I launched Lydias Flock as a way to combine that real-world experience with my curiosity for gear, tools, and household products. Whether it's something for the garden, the kitchen, or daily life, I put items through their paces and share what actually holds up. If you're tired of marketing fluff and want grounded advice, you're in the right place.
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