Top 10 Best Thigh High Boots in 2021 (Stuart Weitzman, Jessica Simpson, and More)

Our top 10 list includes a range of thigh high boots in different styles and materials. Whether you're looking for a versatile, everyday boot or a statement pair for a night out, we hope you find something you like!

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!

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.

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!

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.

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.

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.

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.

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.

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.

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.

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

Are you ready to step outside your fashion comfort zone? Thigh high boots run the gamut from simple and chic to loud and sexy, so you can pick a pair that you feel great in. 

When choosing thigh high boots, make sure to pick a heel height that you can walk in! Consider the properties of different materials when it comes to stretch, breathability, and durability. And above all, pick a style you love. 

Author: Melissa Jong

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