Knee high boots for men are making a fashion comeback! These stylish boots allow men to make a bold statement and show off their calves. In this comprehensive guide, we’ll cover everything you need to know about wearing knee high boots as a man.

If you don’t have time to read the full article, here’s a quick answer: Men’s knee high boots come in different styles like biker, cowboy, dress, winter, and Chelsea boots. They can be worn casually or formally. Consider factors like calf width, occasions, outfits, and care when selecting your boots.

Style them with fitted pants or jeans and experiment with accessorizing.

In this ~3000 word guide, we will cover the history of knee high boots for men, the different styles available, how to select the right pair, outfit ideas, how to care for them, and frequently asked questions.

The History of Men’s Knee High Boots

Men’s knee high boots have a rich history that dates back centuries. From their origins in horseback riding to their resurgence in recent years, these boots have played a significant role in both practicality and fashion.

Origins in Horseback Riding

The roots of men’s knee high boots can be traced back to their practical use in horseback riding. In the early days, these boots were designed to provide riders with protection and stability while on horseback.

The tall shaft of the boot offered support to the lower leg and prevented it from being pinched by the saddle.

As horseback riding evolved, so did the design of the boots. They were made from durable materials such as leather, and often featured a low heel and a pointed toe. These characteristics allowed riders to easily slip their feet into stirrups and maintain a firm grip on the horse’s sides.

Adoption by Cowboys and Soldiers

Men’s knee high boots gained further popularity during the 19th century, particularly among cowboys and soldiers. Cowboys wore these boots to protect their feet and legs from rough terrains and potential snake bites while out on the open range.

Soldiers, on the other hand, found knee high boots to be practical for military purposes, providing them with the necessary support and protection in combat.

The popularity of knee high boots among cowboys and soldiers cemented their status as a symbol of ruggedness and masculinity. They became a staple in the Western fashion scene, with intricate designs and decorative embellishments becoming prevalent.

Fashion Statements in the 1960s and 70s

In the 1960s and 70s, men’s knee high boots took on a new role as a fashion statement. With the rise of the counterculture movement and the influence of rock stars such as Jimi Hendrix and David Bowie, knee high boots became a symbol of rebellion and individuality.

These boots were often paired with flamboyant outfits, featuring bold patterns and vibrant colors. They became a staple in the wardrobe of musicians, artists, and fashion-forward individuals who wanted to make a statement with their style.

Resurgence in Recent Years

In recent years, men’s knee high boots have made a comeback in the fashion world. Designers and fashion houses have embraced the versatility and edginess of these boots, incorporating them into their collections.

Today, knee high boots for men are available in a variety of styles, materials, and colors. From classic leather boots to more modern designs, there is a wide range of options to choose from. Whether worn with jeans for a casual look or paired with a suit for a bold fashion statement, knee high boots have once again become a staple in men’s fashion.

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The Main Styles of Knee High Boots for Men

When it comes to men’s knee high boots, there are several different styles to choose from, each with its own unique features and characteristics. Whether you’re looking for a rugged and edgy look or a more polished and sophisticated style, there’s a knee high boot out there for you.

Here are the main styles of knee high boots for men:

Biker Boots

Biker boots are a popular choice for men who want a tough and rebellious look. These boots are typically made of durable leather and feature chunky soles and buckles. They are designed to withstand the rigors of motorcycle riding and provide excellent ankle support.

Biker boots are great for adding a touch of edginess to any outfit.

Cowboy Boots

Cowboy boots are a classic American style that never goes out of fashion. These boots are characterized by their high shafts, pointed toes, and decorative stitching. Cowboy boots are often made of high-quality leather and are known for their durability and comfort.

They can be paired with jeans for a casual look or dressed up with a suit for a more formal occasion.

Dress Boots

Dress boots are the perfect choice for men who want to add a touch of elegance to their outfit. These boots are typically made of high-quality leather and feature a sleek and polished design. Dress boots often have a slimmer profile and may include details such as brogueing or a side zipper.

They are versatile enough to be worn with a suit or dressed down with chinos and a blazer.

Winter/Snow Boots

Winter or snow boots are a must-have for men who live in cold and snowy climates. These boots are designed to provide maximum warmth and protection from the elements. They are typically made of waterproof materials and feature insulation to keep your feet dry and cozy.

Winter boots often have a rugged outsole for superior traction in icy conditions.

Chelsea Boots

Chelsea boots are a timeless and versatile style that can be dressed up or down. These boots are characterized by their elastic side panels and sleek silhouette. Chelsea boots are typically made of leather or suede and have a low heel.

They are easy to slip on and off, making them a convenient option for everyday wear. Chelsea boots can be paired with jeans, chinos, or even a suit.

When choosing a pair of knee high boots, it’s important to consider your personal style and the occasion you’ll be wearing them for. Whether you opt for the rugged look of biker boots or the classic elegance of dress boots, knee high boots are a great way to make a fashion statement.

How to Choose the Right Pair of Knee High Boots

Consider Your Calf Width

When selecting knee high boots, it is crucial to consider the width of your calves. Not all boots are designed to fit every calf size. If you have wider calves, opt for boots with adjustable buckles or elastic panels that can accommodate a larger circumference.

On the other hand, if you have narrower calves, look for boots that offer a snug fit to prevent slippage. It’s always a good idea to measure your calf circumference before making a purchase to ensure a proper fit.

Choose Based on Occasions You’ll Wear Them

Men’s knee high boots come in a variety of styles and materials, each suitable for different occasions. If you’re looking for boots to wear casually, opt for a more relaxed style such as suede or leather boots with a minimalistic design.

For formal occasions, consider polished leather boots with a sleek finish. Additionally, if you plan to wear your boots in outdoor or rugged environments, look for options with sturdy construction and waterproof features to ensure durability and protection.

Match the Style to Your Outfits

When choosing knee high boots, it’s important to consider your personal style and the outfits you plan to pair them with. For a classic and timeless look, opt for black or brown leather boots that can be easily matched with various outfits.

If you prefer a more edgy or trendy style, consider boots with unique details like buckles, zippers, or contrasting materials. Experiment with different colors, textures, and styles to find the perfect pair that complements your wardrobe.

Prioritize Comfort and Traction

Comfort should never be compromised when it comes to knee high boots. Look for boots that provide adequate cushioning and support for your feet. Consider features like padded insoles and arch support. Additionally, pay attention to the traction of the boots’ soles, especially if you live in an area with slippery or icy conditions.

Boots with rubber or lugged soles offer better grip and stability, ensuring your safety and comfort.

Outfit Ideas to Style Men’s Knee High Boots

Men’s knee high boots are a versatile and stylish footwear option that can add a touch of edginess to any outfit. Whether you’re going for a casual or formal look, these boots can elevate your style game. Here are some outfit ideas to help you rock your knee high boots with confidence.

With Skinny Jeans

One popular way to style men’s knee high boots is by pairing them with skinny jeans. The sleek and slim fit of the jeans complements the height of the boots, creating a trendy and fashion-forward look.

You can choose to tuck your jeans into the boots for a more polished appearance or let them slightly bunch up around the top of the boots for a relaxed vibe.

With Fitted Suit Pants

Knee high boots can also add a touch of sophistication to a formal outfit. Pair them with fitted suit pants for a modern and stylish twist. Opt for a slim-fitting suit pant that grazes the top of the boots for a clean and streamlined look.

This combination is perfect for events or occasions where you want to make a statement and stand out from the crowd.

With Shorts

Who says knee high boots are only for colder months? You can rock them even in warmer weather by pairing them with shorts. This unexpected combination creates a unique and fashion-forward look. Opt for a pair of tailored shorts that hit just above the knee and pair them with knee high boots for a cool and edgy vibe.

This outfit is perfect for festivals or casual outings where you want to showcase your fashion-forward style.

With Formal Wear

If you’re attending a black-tie event or a formal occasion, knee high boots can be a stylish alternative to traditional dress shoes. Pair them with a tailored suit or tuxedo for a bold and fashion-forward look.

The contrast between the formal attire and the ruggedness of the boots creates a unique and eye-catching outfit that is sure to turn heads.

With Sweatpants or Joggers

For a more casual and relaxed look, you can pair knee high boots with sweatpants or joggers. This combination creates a stylish and urban-inspired outfit that is perfect for running errands or hanging out with friends.

Opt for slim-fitting sweatpants or joggers and tuck them into the boots for a sleek and put-together look.

Remember, fashion is all about experimenting and expressing your personal style. Don’t be afraid to mix and match different pieces to create unique and eye-catching outfits with your knee high boots.

Caring for Your Knee High Boots

Proper care and maintenance are essential for ensuring the longevity and appearance of your knee high boots. By following these simple steps, you can keep your boots looking great for years to come.

Regular Cleaning

To keep your knee high boots looking their best, it’s important to clean them regularly. Start by removing any dirt or debris from the surface using a soft brush or cloth. For more stubborn stains, you can use a damp cloth and a mild soap to gently scrub the affected area.

Avoid using harsh chemicals or abrasive cleaners, as they can damage the material of your boots.

After cleaning, make sure to let your boots air dry naturally. Avoid placing them near direct heat sources, as this can cause the material to crack or warp. Once your boots are dry, you can use a leather conditioner or polish to restore their shine and protect them from future damage.

Proper Storage

When you’re not wearing your knee high boots, it’s important to store them properly to prevent any damage. Avoid leaving them in a damp or humid environment, as this can lead to mold or mildew growth. Instead, store them in a cool and dry place, away from direct sunlight.

It’s also a good idea to stuff your boots with newspaper or boot inserts to help them maintain their shape. This will prevent them from creasing or collapsing while in storage. Additionally, consider using boot shapers or boot trees to further support the structure of your knee high boots.


Knee high boots are often exposed to wet and rainy conditions, so it’s important to protect them from water damage. Apply a waterproofing spray or wax to the surface of your boots to create a barrier against moisture.

Be sure to follow the instructions on the product carefully, as different materials may require specific treatments.

Regularly reapply the waterproofing treatment to maintain its effectiveness. This will help to prevent water stains and keep your boots looking their best, even in inclement weather.


If your knee high boots develop any damage or wear over time, it’s important to address it promptly. Small scuffs or scratches can often be buffed out with a soft cloth or leather conditioner. For more significant damage, such as a loose sole or broken zipper, it’s best to take your boots to a professional cobbler for repair.

By investing in proper care and maintenance, you can extend the lifespan of your knee high boots and keep them looking fabulous for years to come.

Frequently Asked Questions

Are knee high boots only for women?

No, knee high boots are not just for women. In fact, they have been gaining popularity among men in recent years. Many fashion-forward men have embraced the trend and are rocking knee high boots with style. It’s all about finding the right pair that suits your personal style and confidence.

So, don’t be afraid to experiment and add some edge to your wardrobe with a pair of men’s knee high boots!

What length pants should I wear?

When it comes to wearing knee high boots, the length of your pants plays a crucial role in achieving a polished look. Ideally, you want your pants to be either slightly shorter or tucked into the boots. This will not only show off the boots but also create a streamlined and put-together appearance.

If your pants are too long, they may bunch up and create a messy look. Experiment with different pant lengths to find the perfect balance for your outfit.

Are they appropriate for the office?

While knee high boots can make a bold fashion statement, their appropriateness for the office may depend on your workplace dress code. In more formal or conservative work environments, knee high boots may be seen as too casual or trendy.

However, in creative or casual work settings, they can be a stylish addition to your work attire. It’s always a good idea to check your company’s dress code policy or consult with your supervisor before wearing knee high boots to the office.

How do I break in new boots?

Breaking in new boots can be a bit uncomfortable at first, but it’s essential to ensure a comfortable fit in the long run. Here are a few tips to help you break in your new knee high boots:

  • Wear them around the house for short periods of time to gradually stretch the leather and allow your feet to adjust.
  • Use a leather conditioner or boot oil to soften the leather and make it more pliable.
  • Consider using boot stretchers or inserts to help expand the width or length of the boots if needed.
  • Avoid wearing your new boots for long periods of time or in extreme weather conditions until they are fully broken in.

Remember, it’s important to be patient during the breaking-in process to ensure maximum comfort and longevity of your knee high boots.


Knee high boots allow men to make a stylish statement and show off their calves. With so many styles to choose from, consider your personal tastes, comfort, and intended outfits when selecting a pair.

Follow the outfit ideas and care tips in this guide to get the most wear out of your new boots. Experiment and have fun styling your knee high boots to suit your personal fashion sense.

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