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10 Best Thigh High Boots in 2023 (Stuart Weitzman, Jessica Simpson, and More)

When it comes to dramatic shoes, thigh high boots are at the top of the list. They make your legs look miles long, adding instant glam, elegance, and sexiness to any outfit. Depending on the style and heel height, they can be work-appropriate or party-ready. And they're surprisingly versatile. They look cool and chic over jeans, casual with leggings, and flirty under a dress or skirt. 


We've compiled a list of our top 10 best thigh high boots, from flat boots to sky-high stilettos. For a cute basic boot that's easy to mix and match with your wardrobe, we recommend the Tonya Microsuede Heeled Boots from A New Day. The block heel and round toe are classic and chic, while the faux suede material is both work and play-appropriate. Find your new favorite boots in our top 10 list below and don't forget to check out the buying guide for tips on how to choose a pair that suits you!

Last updated 06/15/2023
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Table of Contents

How to Choose Thigh High Boots

Here are some things to consider when choosing thigh high boots. Think about the material, heel height, toe shape, and overall style to find a pair that works for you, your legs, and your lifestyle!

① Choose Between Natural and Synthetic Materials

When it comes to material, thigh high boots face a unique challenge: they need to stay up while being flexible enough to bend at the knees. Natural materials like suede and leather hold their shape well and are durable, while synthetics tend to be less breathable but stretchier.

Natural Leather and Suede are Durable if Cared For

Natural Leather and Suede are Durable if Cared For

Leather and suede can withstand wear and weather. Compared to knit materials, they keep your legs warmer while still being breathable. They're not naturally stretchy, but they tend to have a stiffness that will help the boots keep their shape. You can also look for boots with laces, ties, or another type of closure to help them stay up. 


Leather and suede require a higher level of care and can be more prone to scuffs and stains. To keep them looking new, try spraying your boots with a waterproofing or shoe protector spray made specifically for your shoe material. When properly cared for, leather and suede boots can last for years!

Synthetics are Stretchier

Synthetics are Stretchier

Thigh high boots made from synthetic materials typically have either a faux leather, suede, or knit look. Faux leather and suede provide the look of the real thing but require less care. They're more likely to show wear and tear. However, they're often more flexible and can be more comfortable around the knees.


Knit materials are the stretchiest. Thigh high boots made from knit materials conform to the leg and can accommodate wide calves more easily.


Generally, synthetics are less durable and breathable than leather or suede, but come in a wider range of colors and patterns, so they're a great option for trendy styles.

② Pick a Heel for Comfort and Style

There are two factors to consider when it comes to boot heels: height and shape. The heel height will affect how comfortable the boots are, while the heel shape will impact their overall stability and aesthetic.

Heel Height Makes it Easier or Harder to Walk

Heel Height Makes it Easier or Harder to Walk

Thigh high boot heels can range from completely flat to ultra-high (four inches or more). Flat boots with a heel measuring between zero and one inch are super comfortable and easy to walk in. They have a casual vibe. However, if you’re petite, flat thigh high boots can tend to swallow up your legs and make you look shorter.


Low and mid-heeled boots range from one to three inches. These are a great option for those who want some extra height that’s still manageable. Low and mid-heeled thigh high boots can be worn casual or dressed up.


High (three to four inches) and ultra-high (four or more inches) heels are best reserved for special occasions.


Heels that are over three inches shouldn’t be worn too often, as they can put undue pressure on your back and knees. However, if you’re going for a wild look or dressing up for a costume party, you can find plenty of ultra-high thigh high boots in fun patterns.

Heel Style Affects the Look and Stability

Heel Style Affects the Look and Stability

The heel style refers to how thick or thin the heel is. Stiletto heels are super thin, which creates an elegant, femme fatale look. Because they’re so thin, they don’t provide a whole lot of stability when walking. 


Block heels are chunkier. They tend to look more casual, although their silhouette can vary widely from boot to boot. Block heels provide a good amount of stability since a large portion of the heel is in contact with the ground. 


Platform shoes add extra material to the sole in order to lift the entire foot off of the ground. They can be a great way to add height while maintaining stability. They have a more chunky look that can be retro, punk, or trendy, depending on the rest of the boot’s style.

③ Decide What Toe Shape You Prefer

Decide What Toe Shape You Prefer

Boot toes generally come in three shapes: round, pointy, or square. Round toed boots are a classic look. They can be casual or dressy, and are a great option for people with wide feet.


Pointy toed boots create a sleeker, more glamorous look. They elongate the legs, so they can work especially well for those on the petite side. However, pointy toes are narrower and may not be comfortable if you have wide feet.


Square toed boots are a unique look that can be either modern or retro, depending on the style of the boot. It’s more visually interesting, but still provides all the comfort of a round toe.

④ Pay Attention to the Boot’s Closure

Pay Attention to the Boot’s Closure

One of the main difficulties of thigh high boots is that they tend to fall down. This will never be entirely preventable, thanks to gravity, but the type of closure the boot uses can help. Some boots use a zipper to allow you to slide them on easily and create a snug fit. The zipper can run the entire length of the boot or sit at the ankle.


Others feature a lace-up front or back. While this style may take longer to get on and off, laces offer more flexibility in how loose or tight the boot is around your leg. Ties at the top of the boot are common on boots made from suede or faux-suede materials that don’t have a lot of stretch, which allows you to adjust the fit at the top.


If you have larger calves, consider lace-up boots or boots made from a stretchy knit material to allow for an adjustable fit around the entire leg. Some brands even make boots specifically for wide calves.

⑤ Select a Boot Style You Love

Select a Boot Style You Love

By default, thigh high boots are eye-catching because they take up so much visual space. Therefore, the style of boot you choose will have a large impact on your overall look. If you’re going for a casual look, try a flat or low-heeled boot in a neutral color. Leather, suede, and synthetics all work!


For a tough, grunge, or punk look, you can’t beat chunky black leather. Look for thigh high boots with a treaded platform or block heel and a round toe. If you want something more elegant and sophisticated, try a heeled boot with a fitted silhouette and a pointy toe.


And if your boots are meant for a special occasion or as a statement piece, don’t be afraid to take risks! You can find thigh high boots in cow print, alligator, glitter, and more for a fun look.

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10
Best Thigh High Boots Ranking

Here are the best Thigh High Boots, ranked according to 10 Best Thigh High Boots (as of 11-04-2022). The products are ranked independently by mybest.
Products
Image
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Key features
1

A New Day

Tonya Microsuede Heeled Boots

A New Day Tonya Microsuede Heeled Boots 1枚目

A Classic Look With Sizes for Wide Calves

2

Stuart Weitzman

'Lowland' Over the Knee Boot

Stuart Weitzman 'Lowland' Over the Knee Boot 1枚目

Thigh High Boots for Everyday Life

3

Jessica Simpson

Abrine Over-The-Knee Boots

Jessica Simpson Abrine Over-The-Knee Boots 1枚目

Sleek Pointy-Toed Stiletto Boots

4

Marc Fisher

Darton Over the Knee Boot

Marc Fisher Darton Over the Knee Boot 1枚目

Statement Boots for the Fashionista

5

Journee Collection

Trill Wide Calf Thigh High Boot

Journee Collection Trill Wide Calf Thigh High Boot 1枚目

A Thigh High Boot With Lace Up Details

6

Shoe'N Tale

Chunky Heel Thigh High Boots

Shoe'N Tale Chunky Heel Thigh High Boots 1枚目

Platform Boots in All the Colors of the Rainbow

7

Matisse

Sky High

Matisse Sky High 1枚目

Suede Thigh High Boots With Boho Details

8

ASOS Design

Kate Flat Over the Knee Boots

ASOS Design Kate Flat Over the Knee Boots 1枚目

Chunky Boots for the Rebel in You

9

Zara

Heeled Tall Cowboy Boots

Zara Heeled Tall Cowboy Boots 1枚目

Channel Your Inner Cowgirl

10

Steve Madden

Skyscraper Rhinestones

Steve Madden Skyscraper Rhinestones 1枚目

Disco Ball Boots Bring the Party

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No.1

A New DayTonya Microsuede Heeled Boots

Tonya Microsuede Heeled Boots Image 1
Source:target.com
Reference price
$44.99

A Classic Look With Sizes for Wide Calves

The Tonya boots from A New Day feature a glamorous silhouette with classic details. The almond-shaped toe is elegant and understated, while the three-inch block heel gives you height and stable footing. The shaft comes to just over the knee and the boot has a partial zip at the ankle.


These boots come in three neutral colors: black, cognac (a rich, warm brown), and taupe. And if thigh high boots tend to be too tight on you, these also come in sizes made specifically for wide calves.


Some reviewers with thinner legs said these boots didn't stay up up very well. However, most reviewers praised the look and comfort of these boots. They said they were super cute and paired well with jeans. And those with thick calves were pleased to have found thigh high boots that fit.

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No.2

Stuart Weitzman'Lowland' Over the Knee Boot

'Lowland' Over the Knee Boot Image 1
Source:nordstrom.com
Reference price
$598.50

Thigh High Boots for Everyday Life

Stuart Weitzman's Lowland Over the Knee Boots are made from stretch suede, so they're warm and breathable. With a low stacked heel, they're perfect for many activities, from walking around the city to a day at the office. To help them stay up, these boots feature a thin lace to cinch the top.


Some reviewers said these boots were not made for people with wide calves. Others noted that they run slightly large. On the other hand, reviewers with thinner legs were happy to report that these boots stayed in place. They said they were extremely comfortable, warm, and high quality.

No.3

Jessica SimpsonAbrine Over-The-Knee Boots

Abrine Over-The-Knee Boots Image 1
Source:macys.com
Reference price
$109.00

Sleek Pointy-Toed Stiletto Boots

The Abrine Over-The-Knee Boots from Jessica Simpson combine a pointed toe and three-and-a-half inch stiletto heel for a sleek and sexy look. A partial zipper at the ankle helps them slide on easily. If you're after a more subdued look, they also come in black and tan. If you're after attention, go for the snakeskin!


Reviewers said these boots were cute and comfortable. They said they fit well over wide calves and stayed up well. And they liked that these boots could be worn tight against the leg or pushed down for a slouchy look.

No.4

Marc FisherDarton Over the Knee Boot

Darton Over the Knee Boot Image 1
Source:dsw.com
Reference price
$99.99

Statement Boots for the Fashionista

Add instant style to your outfit with the Darton Over the Knee Boot. The skintight silhouette, three-inch block heel, and almond-shaped toe are super chic. Built-in elastic around the top ensures a comfortable and snug fit, while the partial zip at the ankle helps them slide on and off easily. 


If you're not a fan of the snake print, these boots also come in red and black. Reviewers loved the look of these boots and said they stayed up all day without losing their shape. They found them to be comfortable to walk in and said they were easy to get on and off. Many said they receive compliments on these boots all the time!

No.5

Journee CollectionTrill Wide Calf Thigh High Boot

Trill Wide Calf Thigh High Boot Image 1
Source:dsw.com
Reference price
$79.99

A Thigh High Boot With Lace Up Details

These boots from Journee Collection feature full length bungee laces and gold hardware for a look that's sure to turn heads. They're made from faux suede with a three-and-a-quarter inch stiletto heel and almond toe. A partial zip helps you slide them on and off easily. In addition to gray, they come in black, taupe, and red.


A few reviewers complained that these boots looked cheap. But most reviewers said they were sexy and stylish. They found them to be super comfortable and great for wide calves. And they said these boots paired well with everything, including leggings, jeans, and dresses.

No.6

Shoe'N TaleChunky Heel Thigh High Boots

Chunky Heel Thigh High Boots Image 1
Source:amazon.com
Reference price
$42.98

Platform Boots in All the Colors of the Rainbow

These chunky thigh high boots from Shoe'N Tale are made from faux suede and feature a three-and-a-half inch rubber platform heel for some extra lift. The leg is elasticated for a comfortable fit. These boots come in a ton of different colors, as well as in different toe and heel styles.


Some reviewers said these boots had an unpleasant odor when they arrived. Others found that they had a narrow fit, saying they were too tight on their calves or thighs. However, most reviewers said these boots were comfortable and cute to boot. Those with skinny calves found that they stayed up well and weren't too loose.

No.7

MatisseSky High

Reference price
$350.00

Suede Thigh High Boots With Boho Details

The Sky High boots from Matisse are made from suede, so they'll last you through many seasons. They feature a pointy toe and a two-and-a-half inch block heel that provides extra height without being too high to walk in.


The fit is slightly loose around the leg for a casual, boho look. A padded insole provides cushioning for your feet and a zipper closure helps provide easy access. These boots also come in black.

No.8

ASOS DesignKate Flat Over the Knee Boots

Kate Flat Over the Knee Boots Image 1
Source:asos.com
Reference price
$72.00

Chunky Boots for the Rebel in You

These boots from ASOS Design will add some edge to your look. Made from faux leather, they feature a chunky Doc Marten-inspired sole with contrast stitching. The flat heel and almond-shaped toe continue the combat boot look, and a partial zip at the ankle helps you get them on and off.


Some reviewers complained about the fit of the boot shaft around their legs. Others said the top of the boots fell down when they walked. However, many reviewers said these boots were super comfortable with a good amount of stretch. And they loved the sassy style!

No.9

ZaraHeeled Tall Cowboy Boots

Heeled Tall Cowboy Boots Image 1
Source:zara.com
Reference price
$119.00

Channel Your Inner Cowgirl

These thigh high boots from Zara feature cowboy-inspired details for a unique twist on a classic shape. Made from stretchy polyurethane, they have subtle seaming on the top of the foot to mimic a cowboy boot.


The ultra-pointy toe adds edge and the angled block heel provides stability. These boots feature a partial zip at the ankle. And for an extra comfortable walking experience, they have an insole made from latex foam.

No.10

Steve MaddenSkyscraper Rhinestones

Reference price
$349.95

Disco Ball Boots Bring the Party

If you want a dramatic, party-ready look, the Skyscraper Rhinestones boot from Steve Madden is sure to steal the show. They're made from fabric and covered in sparkly rhinestones from top to toe that will reflect the light as you walk. A pointy toe and a daring four-inch silver stiletto heel complete the look.


While most thigh highs feature partial zip at the ankle, these boots have a zipper that runs the full length, so you can kick them off easily at the end of the night.

Accessorize Your Look Even More

Take your look to the next level with more of our favorite clothing and accessories. Check out these other fashion articles!

Top 5 Thigh High Boots

No. 1: A New Day | Tonya Microsuede Heeled Boots

No. 2: Stuart Weitzman | 'Lowland' Over the Knee Boot

No. 3: Jessica Simpson | Abrine Over-The-Knee Boots

No. 4: Marc Fisher | Darton Over the Knee Boot

No. 5: Journee Collection | Trill Wide Calf Thigh High Boot

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The descriptions of each product is referenced from the content available from the manufacturer, e-commerce sites etc.

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