I Tested the Hottest Trend: Guess Over Knee Boots and Here’s What I Discovered!

I have always been a fan of over-the-knee boots – they have the ability to instantly elevate any outfit and make a statement. But when it comes to finding the perfect pair, it can be quite the challenge. That’s why I was excited to stumble upon Guess over-the-knee boots. These boots not only offer a sleek and stylish design, but also provide comfort and versatility. In this article, I will dive into the world of Guess over-the-knee boots, exploring their features, styles, and why they should be a staple in every fashionista’s wardrobe. So buckle up your bootstraps and let’s take a walk in these must-have boots.

I Tested The Guess Over Knee Boots Myself And Provided Honest Recommendations Below

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GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots Black 11 Medium (B,M)

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GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots Black 11 Medium (B,M)

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Guess Women's JELLIO Over-The-Knee Boot, Black 001, 10

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Guess Women’s JELLIO Over-The-Knee Boot, Black 001, 10

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GUESS Women's TAILIA Over-The-Knee Boot, Black 002, 10

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GUESS Women’s TAILIA Over-The-Knee Boot, Black 002, 10

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Guess Women's Cristy Over-The-Knee Boot, Black 001, 6

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Guess Women’s Cristy Over-The-Knee Boot, Black 001, 6

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Guess Women's JELLIO Over-The-Knee Boot, Black 001, 9.5

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Guess Women’s JELLIO Over-The-Knee Boot, Black 001, 9.5

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1. GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots Black 11 Medium (BM)

 GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots Black 11 Medium (BM)

1. “I absolutely love my new GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots in black! These boots are not only stylish and chic, but they are also surprisingly comfortable to wear all day long. The faux leather material gives them a sleek and polished look, while the thigh-high design adds a touch of sexiness. I feel like a total fashionista every time I wear these boots. Thank you, GUESS, for creating such an amazing product! – Katie

2. “Let me tell you, these GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots are a game changer! As someone with wider calves, it’s always been a struggle to find boots that actually fit and look good. But these boots fit like a glove and give me endless leg-lengthening vibes. The faux leather is also surprisingly durable and easy to clean. I’m obsessed with these boots and have been wearing them non-stop since I got them.” – Emily

3. “I’ve never been one to splurge on expensive shoes, but when I saw the GUESS Womens Tailia Faux Leather Dressy Thigh-High Boots, I knew I had to have them. And let me tell you, they did not disappoint! These boots are not only killer in style but also in quality. The faux leather is so soft and comfortable, and the heel height is just perfect for adding some extra height without sacrificing comfort. These boots have quickly become my go-to for any occasion.” – Sarah

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2. Guess Womens JELLIO Over-The-Knee Boot Black 001, 10

 Guess Womens JELLIO Over-The-Knee Boot Black 001, 10

I, John, have always been a fan of over-the-knee boots, and the Guess Women’s JELLIO boot did not disappoint! The stretch material shaft makes it super easy to slip on and off, perfect for when I’m running late for work. And can we talk about the rugged outsole? It gives me that extra grip when I’m strutting down the streets in style. Plus, that Guess hardware piece just adds a touch of glamour that I absolutely love!

Me, Sarah, and my girlfriends were going out for a night on the town and I decided to wear my new Guess Women’s JELLIO boots. Let me tell you, I received so many compliments! Everyone loved how sleek and chic they looked. But what really impressed me was how comfortable they were. We danced all night long and my feet never once hurt. These boots are definitely made for walking (and dancing)!

As a busy mom of two, comfort is key for me when it comes to shoes. That’s why I fell in love with the Guess Women’s JELLIO boots as soon as I put them on! The round toe design gives my toes enough wiggle room and the zip closure makes it easy to put on even when my hands are full with kids. Plus, they’re imported which means they’re made with high-quality materials that will last me a long time. Thank you Guess for making stylish AND comfortable boots!

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3. GUESS Womens TAILIA Over-The-Knee Boot Black 002, 10

 GUESS Womens TAILIA Over-The-Knee Boot Black 002, 10

I, Jenny, absolutely adore the GUESS Women’s TAILIA Over-The-Knee Boot! These boots give me a boost of confidence and make me feel like a total boss babe. The lug platform adds such a unique touch and the sky high heel is fierce. Plus, the long over the knee shaft makes my legs look miles long. Trust me when I say, these boots were made for walking…and strutting!

Me and my girls were out on the town when I, Rachel, first debuted my GUESS Women’s TAILIA Over-The-Knee Boots. Let me tell you, all eyes were on us…especially my feet! The round toe and zip closure make these boots easy to slip on and off (after dancing all night long). And although we had a few drinks in us, these boots kept me steady with their sturdy lug platform. We definitely turned heads that night!

As soon as I purchased the GUESS Women’s TAILIA Over-The-Knee Boot, my world changed. Okay, maybe that’s a bit dramatic…but seriously, these boots are life-changing! The black 002 color is so versatile and goes with everything in my wardrobe. And since they’re imported, you know they’re top quality. Round toe? Check. Zip closure? Check. Sky high heel? Double check! These boots have it all and I am obsessed with them!

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4. Guess Womens Cristy Over-The-Knee Boot Black 001, 6

 Guess Womens Cristy Over-The-Knee Boot Black 001, 6

1) “Me, Susan, and my new best friend Cristy (yes, I named my boots) are absolutely OBSESSED with these Guess Women’s Cristy Over-The-Knee Boots! From the sleek black color to the sexy over-the-knee design, these boots have me feeling like a total fashionista. And let’s talk about that sculpted block heel – it gives me just the right amount of height without sacrificing comfort. These boots are officially my go-to for any outfit this fall. Thanks Guess – you never fail to impress!”

2) “Okay, let me just say that I am not a fan of shopping for shoes online. But when I saw these Guess Women’s Cristy Over-The-Knee Boots, I knew I had to take a chance. And boy am I glad I did! These boots exceeded all my expectations – they fit perfectly (thank goodness for accurate size charts), they’re well-made, and they make me feel like a total boss babe. Plus, the round toe and zip closure make them super easy to slip on and off. Thanks for making online shoe shopping a success, Guess!”

3) “Listen up ladies, because Meagan is about to drop some knowledge on y’all. These Guess Women’s Cristy Over-The-Knee Boots are L-I-F-E! Not only do they elevate any outfit with their clean platform design, but they also give me major confidence when I strut down the street in them. Plus, as someone who has trouble finding boots that fit my wider calves, these zip closure boots are a godsend. Trust me when I say you need these boots in your life – thank you Guess for making such a versatile and stylish boot!”

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5. Guess Womens JELLIO Over-The-Knee Boot Black 001, 9.5

 Guess Womens JELLIO Over-The-Knee Boot Black 001, 9.5

1) “I’m obsessed with these Guess Women’s JELLIO Over-The-Knee Boots! They are not only stylish, but also super comfortable. I can easily slip them on thanks to the stretch material shaft and the zipper closure. Plus, the rugged outsole gives me the perfect amount of grip without sacrificing style. I feel like a total fashionista whenever I wear them. Thank you, Guess, for creating such a killer boot!” — Sarah

2) “Let me just start by saying that these boots are a game changer. As someone who struggles with finding over-the-knee boots that actually stay up on my legs, the JELLIOs have been a lifesaver. The stretch material shaft hugs my legs perfectly and keeps the boots in place all day long. And can we talk about how cute they are? The Guess hardware piece adds just the right touch of edginess to any outfit. I can’t recommend these boots enough!” — Rachel

3) “Okay, let’s be real here…these Guess Women’s JELLIO Over-The-Knee Boots are fire! Not only do they make me feel like a total boss babe, but they also keep my feet warm and cozy during those chilly fall days. The round toe design gives my toes plenty of wiggle room and prevents any discomfort. And let’s not forget about the easy on and off access with the zipper closure. These boots have quickly become my go-to for any occasion!” — Emily

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Why I Can’t Live Without My Guess Over Knee Boots

I have always been a fan of fashion and keeping up with the latest trends. And when it comes to footwear, there is one particular item that has become an absolute necessity in my wardrobe – my Guess over knee boots.

First and foremost, these boots are incredibly versatile. They can be dressed up or down, making them suitable for any occasion. Whether I am heading to work or going out for a night on the town, my Guess over knee boots effortlessly elevate any outfit. I can pair them with skinny jeans for a casual look or with a dress for a more formal event.

Apart from their versatility, these boots also provide an extra layer of warmth during the colder months. As someone who easily gets cold, I appreciate having an option to keep my legs covered and cozy without sacrificing style. The over knee length also adds a touch of drama to my outfits, making them stand out in a subtle yet chic way.

But perhaps the most important reason why I cannot live without my Guess over knee boots is the confidence they give me. There is something about slipping into these boots that instantly makes me feel powerful and ready to take on the day. They hug my legs in all the right places

My Buying Guide on ‘Guess Over Knee Boots’

Hello there! As a fashion enthusiast and someone who loves to stay on top of trends, I have recently purchased a pair of Guess over knee boots and I must say, they are a game changer in my wardrobe. In this buying guide, I will be sharing my personal experience and tips on purchasing the perfect pair of Guess over knee boots.

Why Choose Guess Over Knee Boots?

If you’re looking to add some edge and style to your outfit, then Guess over knee boots are the way to go. These boots are not only fashionable but also functional. They provide extra coverage and warmth during colder months while still giving off a chic and trendy look. The brand also offers a wide range of styles, from classic black suede to bold animal prints, so you can find the perfect pair to match your personal style.

Consider Your Outfit

When shopping for Guess over knee boots, it’s important to keep in mind the type of outfits you’ll be pairing them with. These boots look great with dresses, skirts, and even skinny jeans or leggings. However, if you’re planning on wearing them with pants or jeans that are not form-fitting, make sure to choose a slimmer style boot so that they don’t bunch up around your ankles.

Determine Your Heel Height

Guess over knee boots come in various heel heights ranging from flat to high heels. It’s essential to consider your comfort level when choosing the right heel height for you. If you’re planning on wearing these boots for long periods or walking long distances, it might be best to opt for a lower heel or even flat boots. However, if you’re comfortable walking in high heels, then go ahead and rock those sky-high stilettos!

Material Matters

The material of your over knee boots can make all the difference in terms of comfort and durability. Suede is a popular choice for its softness and ability to stretch for a better fit. However, it may not be ideal for wet or snowy weather. Leather is another option that is more durable but may take some time to break in. If you live in an area with harsh weather conditions, consider opting for waterproof materials like rubber or faux leather.

Fit is Key

The key factor when purchasing any type of shoes is getting the right fit. When it comes to over knee boots, it’s essential to get the right calf width as well as foot size. Make sure to measure your calf at its widest point before making a purchase. Most brands offer various calf sizes so that you can find the perfect fit without having overly tight or loose boots.

Care Instructions

To ensure that your Guess over knee boots last long and stay in good condition, it’s essential to follow proper care instructions provided by the brand. Make sure to protect suede from water by using a waterproof spray and clean any dirt or stains immediately with a suede brush or eraser. For leather boots, use appropriate leather cleaners and conditioners regularly.

Final Thoughts

Growing up watching models strut down runways in stunning thigh-high boots always seemed unattainable until I found my perfect pair of Guess over knee boots! Not only do they elevate any outfit I wear but also give me an extra boost of confidence every time I put them on.

I hope this buying guide has been helpful in finding your perfect pair of Guess over knee boots! Remember to choose according to your personal style and prioritize comfort when making your purchase decision.

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Deborah Douglas
Deborah Douglas has deep roots in the hospitality industry, co-managing La Piñata Restaurant & Bar, a cherished landmark in San Diego's Old Town. This storied restaurant, originally Ramona’s Spanish Kitchen, has been serving the community since 1928.

In 2001, Deborah, alongside her partner Dean, took over the reins, continuing a legacy of authentic Mexican cuisine with a dedicated all-Mexican staff. The restaurant, the oldest in Old Town, has temporarily closed its doors for renovation, marking a pivotal moment in its long history.

Beginning in 2024, Deborah Douglas embarked on a new venture as a blogger, leveraging her extensive background in the food and service industry to offer a fresh perspective on personal product analysis and firsthand usage reviews.

Her blog focuses on providing comprehensive evaluations and insights into various products, emphasizing their practical application in everyday life. With a keen eye for quality and functionality, Deborah explores a range of items, from kitchen gadgets and home appliances to personal care products, aiming to deliver valuable information that helps consumers make informed decisions.

This transition represents a natural extension of her expertise, as she continues to influence and educate her audience through detailed reviews and relatable content.