Thigh high boots have long been a staple in women’s fashion, but in recent years they have exploded in popularity among men as well. If you’re a guy interested in rocking a pair of thigh highs, this comprehensive guide will tell you everything you need to know.

If you’re short on time, here’s a quick answer: Men’s thigh high boots come in a variety of styles, materials, and heel heights to suit different tastes. They can be worn as a daring fashion statement or part of costumes and cosplay.

Factors like fit, comfort, and occasion should guide your thigh high boot selection.

A Brief History of Men in Heels

When we think of high heels, we often associate them with women’s fashion. However, the truth is that heels were originally created for men. Dating back to the 10th century, Persian horseback riders wore heels to help keep their feet secure in the stirrups.

It wasn’t until the 16th century that heels became a fashion trend for both men and women.

High Heels Originally for Men

During the 17th century, high heels were a symbol of status and power for men. Kings, nobles, and aristocrats would wear heels to demonstrate their wealth and authority. These early heels were often adorned with intricate designs and made from luxurious materials.

One famous example is King Louis XIV of France, who was known for his love of high heels. He popularized the red-soled heels, which were reserved exclusively for the royal court. In fact, the red sole became a symbol of privilege and luxury.

Men’s Heels Through the Decades

As time went on, men’s heels went through various transformations. In the 18th century, heels became more subdued and practical, with lower heights and simpler designs. However, they still remained a staple of men’s fashion.

During the 19th century, heels for men started to decline in popularity as they became associated more with women’s fashion. The industrial revolution led to a shift in societal perspectives, and heels were gradually phased out of men’s wardrobes.

It wasn’t until the 20th century that men’s heels experienced a resurgence. In the 1970s, platforms and chunky heels became popular among rock stars and fashion-forward men. This trend continued into the 1980s with the rise of glam rock and the iconic platform boots worn by musicians like David Bowie.

The Rise of Androgynous Fashion

In recent years, fashion has become more fluid and inclusive, leading to the rise of androgynous fashion. This has opened up new possibilities for men’s footwear, including thigh-high boots.

Thigh-high boots for men have become a statement piece, blurring the lines between traditional gender norms. They can be seen on runways, in music videos, and even on the streets of fashion-forward cities.

These boots offer a bold and confident look that pushes the boundaries of traditional men’s fashion.

While the history of men in heels may have had its ups and downs, it is clear that they have always played a significant role in fashion. From their origins as a practical footwear choice to their modern-day expression of individuality and style, men’s heels continue to make a statement.

Benefits and Drawbacks of Wearing Thigh High Boots

Pros: Style, Sex Appeal, Confidence Boost

Men’s thigh high boots have become increasingly popular in recent years, and for good reason. One of the biggest benefits of wearing thigh high boots is the undeniable style they add to any outfit. Whether you’re going for a casual look or dressing up for a special occasion, thigh high boots can instantly elevate your ensemble.

Another advantage is the sex appeal that thigh high boots exude. They can make a bold statement and add an element of allure to your overall appearance. Whether you’re aiming for a more edgy or sophisticated look, thigh high boots can help you achieve it.

Furthermore, wearing thigh high boots can provide a much-needed confidence boost. The tall, sleek design of these boots can make you feel powerful and in control. They can give you that extra bit of swagger as you strut your stuff.

Cons: Restricted Movement, Heat, Finding Correct Fit

While there are many benefits to wearing thigh high boots, there are also some drawbacks to consider.

One potential drawback is the restricted movement that can come with wearing thigh high boots. Due to their length, these boots can limit your range of motion, particularly in activities that require bending or squatting.

It’s important to keep this in mind when choosing to wear thigh high boots for certain occasions.

Another consideration is the heat factor. Thigh high boots can be quite warm, especially in hotter climates or during extended periods of wear. This can be uncomfortable and may cause your feet and legs to sweat.

It’s important to take breaks and allow your feet to breathe if you find yourself getting too hot in thigh high boots.

Finding the correct fit for thigh high boots can also be a challenge. It’s crucial to find a pair that fits well around your thighs and calves to ensure comfort and prevent any slipping or sagging. It may be necessary to try on multiple sizes or consider getting custom-made boots to achieve the perfect fit.

Thigh High Boot Styles for Men

Over the Knee Flat Boots

Over the Knee Flat Boots are a popular choice for men who want a sleek and sophisticated look. These boots typically have a flat sole, making them comfortable for all-day wear. They come in a variety of materials, such as leather or suede, and can be styled with both casual and formal outfits.

Whether you’re going for a laid-back vibe or a more formal look, over the knee flat boots are a versatile option.

Over the Knee Stiletto Boots

If you want to make a bold fashion statement, Over the Knee Stiletto Boots are the way to go. These boots feature a high stiletto heel, adding height and a touch of glamour to your outfit. They are often made with shiny patent leather or faux leather materials, giving them a sleek and polished look.

Over the Knee Stiletto Boots are perfect for special occasions or when you want to stand out from the crowd.

Thigh High Lace Up Boots

Thigh High Lace Up Boots are a great choice for men who want to add a touch of edginess to their outfits. These boots feature laces that can be adjusted to fit your leg, providing a customized and secure fit.

Thigh High Lace Up Boots often have a chunky sole and are made with sturdy materials like leather or synthetic materials. They are perfect for creating a rugged and masculine look.

Thigh High Platform Boots

If you’re looking for a boot that combines style and comfort, Thigh High Platform Boots are the way to go. These boots feature a platform sole, adding height and making them more comfortable to walk in. Thigh High Platform Boots come in a variety of styles, from casual to more formal options.

They are a great choice for men who want to make a fashion statement while staying comfortable throughout the day.

Materials: Leather, Vinyl, Suede, & More

Leather: Stylish and Durable

When it comes to men’s thigh high boots, leather is a timeless and popular choice. Not only does it exude a sense of style and sophistication, but it is also incredibly durable, making it a long-lasting investment.

Leather boots are known for their ability to withstand wear and tear, making them suitable for various occasions and weather conditions. Whether you’re going for a sleek and polished look or a rugged and edgy vibe, leather thigh high boots will never go out of fashion.

Vinyl: Vegan & Waterproof Option

If you’re looking for a cruelty-free and waterproof alternative to leather, vinyl thigh high boots are a great option. Made from synthetic materials, vinyl boots offer a sleek and shiny appearance that can add a touch of boldness to any outfit.

They are also highly resistant to water, making them ideal for rainy days or outdoor activities. Additionally, vinyl boots are often more affordable than their leather counterparts, making them a budget-friendly choice for fashion-forward individuals.

Suede: Soft and Comfortable

For those seeking a softer and more comfortable option, suede thigh high boots are the way to go. Made from the underside of animal hides, suede has a unique texture that is both velvety and plush. Suede boots offer a luxurious feel and a more relaxed look compared to leather or vinyl.

They are perfect for adding a touch of elegance to casual outfits or for a more laid-back and comfortable style. However, it’s important to note that suede is more susceptible to stains and requires regular maintenance to keep it looking its best.

Patent Leather: Shiny Statement Option

If you want to make a bold fashion statement, patent leather thigh high boots are the way to go. With their high-shine finish, these boots are sure to turn heads and make you stand out from the crowd. The glossy surface of patent leather adds an extra level of sophistication and glamour to any outfit.

Whether you’re attending a special event or simply want to elevate your everyday style, patent leather thigh high boots are a show-stopping choice.

Considerations for Wearing Thigh Highs

Occasion – Everyday, Club, Costume?

When it comes to wearing thigh high boots, it’s important to consider the occasion. Thigh highs can be a versatile addition to any wardrobe, but certain styles may be more appropriate for certain occasions.

For everyday wear, opt for sleek and simple designs that can be paired with jeans or skirts for a chic and fashionable look. If you’re heading to a club or a night out, go for bold and statement-making thigh highs that feature eye-catching details like studs or lace-up fronts.

And for costume parties or themed events, explore fun and playful designs that complement your outfit and help you stand out.

Outfit Pairings to Make the Boots Shine

Pairing thigh high boots with the right outfit can elevate your style game and make the boots truly shine. For a trendy and edgy look, try pairing them with a leather mini skirt and a graphic tee. This combination adds a touch of rock and roll to your outfit.

For a more sophisticated and elegant look, wear your thigh highs with a sleek midi dress or a tailored blazer and trousers. This combination is perfect for a night out or a special event. And if you’re feeling daring, why not try wearing thigh highs with shorts or a mini dress for a bold and confident look?

Caring for Your Thigh High Boots

To ensure that your thigh high boots last for years to come, proper care is essential. Here are a few tips to keep in mind:

  • Store your boots in a cool and dry place to prevent damage.
  • Use a soft brush or cloth to remove any dirt or dust from the surface of the boots.
  • If your boots are made of leather, use a leather conditioner to keep them moisturized and prevent cracking.
  • Consider using boot shapers to maintain the shape of your thigh highs when they’re not being worn.
  • Avoid wearing your thigh highs in rough or wet conditions to prevent damage.

By following these care tips, you can ensure that your thigh high boots stay looking great and in excellent condition for a long time.


Thigh high boots undoubtedly make a bold fashion choice for men. With an array of styles and designs now available, it’s easier than ever for guys to rock thigh highs. Keep fit, occasion, and styling in mind to select the right pair. Wear with confidence and keep boots looking great.

Thigh high boots let men show off their legs and inner rockstar. Strut that stuff in stylish boots that make heads turn for all the right reasons!

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