Cowboy boots are a classic American footwear style that have been around for over a century. Originally worn by cowboys and ranchers in the Old West, cowboy boots have evolved into a fashion staple for both men and women today.

If you’re short on time, here’s a quick answer to your question: Men typically wear cowboy boots with jeans, but they can also pair them with other pants like chinos or slacks for a more dressed-up look.

Most men tuck their pants into the boots to show off the boot shaft and wear boots with a Cuban heel for the iconic cowboy silhouette.

In this comprehensive guide, we’ll cover everything you need to know about how men wear cowboy boots, from what pants to pair them with to how to properly tuck and style your pants.

What Pants to Wear With Cowboy Boots

Cowboy boots are a stylish and versatile footwear option for men, but figuring out what pants to wear with them can sometimes be a bit challenging. Luckily, there are several options that can help you achieve a great look while rocking your cowboy boots.


One of the most popular choices for pairing with cowboy boots is jeans. The rugged and casual nature of jeans complements the western vibe of the boots perfectly. Whether you prefer straight leg, bootcut, or slim fit, jeans are a safe bet when it comes to wearing cowboy boots.

Plus, they can be easily tucked into the boots for a more polished look.

When choosing jeans, opt for a darker wash for a dressier look or go for a faded or distressed pair for a more rugged and casual feel. Remember to avoid jeans that are too baggy or loose, as they may not look as flattering when paired with cowboy boots.

Chinos or Slacks

If you’re looking for a dressier option, chinos or slacks can be a great choice to wear with cowboy boots. These pants offer a more refined and polished look, making them suitable for a variety of occasions, from casual outings to more formal events.

When wearing chinos or slacks with cowboy boots, opt for a slim or straight leg fit to create a streamlined look. Pair them with a button-down shirt or a blazer for a stylish ensemble that combines both western and contemporary elements.


While cowboy boots and shorts may not be the most conventional combination, it can certainly make a fashion statement. This look is more suitable for casual and warmer weather occasions, such as music festivals or outdoor parties.

When wearing cowboy boots with shorts, choose a pair that hits just above the knee for a balanced look. Denim shorts or chino shorts can work well, depending on the overall aesthetic you want to achieve.

Just remember to keep the rest of your outfit simple and casual to let the boots take center stage.

It’s worth mentioning that personal style and confidence play a significant role when it comes to pulling off any outfit, including wearing cowboy boots. So, don’t be afraid to experiment and have fun with your wardrobe choices!

How to Tuck Pants Into Cowboy Boots

When it comes to wearing cowboy boots, one of the key aspects is knowing how to properly tuck your pants into them. This not only ensures a stylish look, but also keeps your pants securely in place throughout the day. Here are three different methods you can use to achieve the perfect tucked-in look:

1. Roll Up Pant Legs

If you prefer a more relaxed and casual look, rolling up your pant legs is a great option. Start by pulling your pants up to just below your knees. Then, fold the excess fabric inward and continue rolling until you reach the desired length.

This method works well with straight-legged or slim-fit pants and can give your outfit a laid-back and effortless vibe.

2. Cuff Pants at Ankle

For a slightly more polished look, cuffing your pants at the ankle is a great choice. Begin by pulling your pants up to just above your ankle bone. Then, fold the hem of the pants inward, creating a neat cuff.

This method works well with both jeans and trousers and can add a touch of sophistication to your cowboy boot ensemble.

3. Tuck Pants Straight Into Boots

If you prefer a more traditional and sleek look, tucking your pants straight into your cowboy boots is the way to go. This method works best with slim-fit or tapered pants. To achieve this look, simply pull your pants down over your boots and smooth out any wrinkles or excess fabric.

This style is perfect for formal occasions or when you want to make a bold fashion statement.

Remember, when tucking your pants into cowboy boots, it’s important to ensure a snug fit. This will not only prevent your pants from bunching up, but also provide a streamlined appearance. Experiment with different methods and find the one that suits your personal style and comfort level the best.

Happy boot-wearing!

Cowboy Boot Heel Styles for Men

Cuban Heel

One popular heel style for men’s cowboy boots is the Cuban heel. This type of heel is characterized by its tall and angled shape, which provides both style and functionality. The Cuban heel is often seen on traditional cowboy boots and is known for its ability to provide stability and support while riding a horse.

Its distinctive shape also adds a touch of sophistication and flair to any outfit. If you’re looking for a classic cowboy boot with a timeless appeal, the Cuban heel is a great choice.

Walking Heel

Another heel style commonly found in men’s cowboy boots is the walking heel. As the name suggests, this type of heel is designed for maximum comfort and ease of movement. The walking heel is lower and wider compared to the Cuban heel, allowing for a more natural stride.

This makes it ideal for those who plan to wear their cowboy boots for extended periods or engage in activities that require a lot of walking. Whether you’re strolling around town or working on the ranch, the walking heel provides the support and comfort you need.

Roper Heel

The roper heel is a versatile heel style that is popular among men who want a more casual and practical look. This type of heel is shorter and wider than the Cuban heel, making it easier to walk in. The roper heel is often found on boots designed for ranch work or everyday wear.

Its lower profile and broader base provide stability and make it suitable for a variety of activities. Whether you’re roping cattle or simply running errands, the roper heel is a reliable choice that combines style and functionality.

Stockman Heel

For those who need a boot that can handle the demands of long hours in the saddle, the stockman heel is an excellent option. This heel style is taller and narrower than the roper heel, providing the necessary support and grip for riding.

The stockman heel is often found on boots designed for ranchers and rodeo professionals. Its slim profile and higher lift ensure a secure fit in the stirrups, allowing for better control and maneuverability.

If you’re serious about riding and need a boot that can keep up with you, the stockman heel is the way to go.

When it comes to choosing the right heel style for your cowboy boots, it’s important to consider your specific needs and preferences. Whether you opt for the classic Cuban heel, the comfortable walking heel, the practical roper heel, or the performance-oriented stockman heel, you can find a style that suits your style and lifestyle.

So, step into the world of cowboy boots and embrace the timeless appeal and rugged functionality they provide.

Matching Leather Colors and Textures

When it comes to wearing cowboy boots, one important aspect to consider is matching the leather colors and textures. This can greatly enhance the overall look and style of the outfit. Here are some tips on how to match different leather colors and textures:

Brown Boots

Brown is a popular color for cowboy boots as it goes well with a variety of outfits. For a casual look, you can pair brown boots with jeans or khakis. To create a more polished look, brown boots can be matched with dress pants or chinos.

It is important to note that there are different shades of brown, so it is advisable to choose a shade that complements the rest of the outfit.

Black Boots

Black cowboy boots are versatile and can be worn with a range of ensembles. They can be easily paired with black or dark-colored jeans for a sleek and monochromatic look. For a more formal occasion, black boots can be worn with dress pants or a suit.

Black boots also work well with lighter-colored pants, creating a stylish contrast.

Two-Tone Boots

Two-tone cowboy boots, with different colored shafts and vamps, provide a unique and eye-catching look. These boots can be matched with jeans or pants that complement one of the colors in the boot. It is important to ensure that the colors in the outfit do not clash with the two-tone design of the boots.

Paying attention to color coordination can help create a cohesive and stylish look.

Exotic Skin Boots

Exotic skin cowboy boots, such as those made from snakeskin or alligator leather, add a touch of luxury and sophistication to any outfit. These boots can be paired with a variety of pants, from jeans to dress pants, depending on the occasion.

The unique texture and pattern of exotic skin boots make them a statement piece, so it is important to keep the rest of the outfit relatively simple to let the boots shine.

Remember, the key to successfully matching leather colors and textures is to consider the overall look and style you want to achieve. Experimenting with different combinations can help you find the perfect pairing for your cowboy boots.

Cowboy Boot Care Tips

Use Leather Conditioner

One of the most important steps in caring for cowboy boots is using a leather conditioner. Leather is a natural material that needs to be moisturized to prevent it from drying out and cracking. Applying a high-quality leather conditioner regularly will keep your boots soft, supple, and looking their best.

It’s recommended to use a conditioner specially formulated for cowboy boots, as it will contain the right ingredients to nourish and protect the leather.

Pro Tip: When applying the conditioner, make sure to follow the instructions provided by the manufacturer. Gently massage the conditioner into the leather using a clean cloth, focusing on areas that are prone to drying out, such as the vamp and the shaft of the boot.

Allow the conditioner to absorb for a few minutes, and then wipe off any excess with a soft cloth.

Allow Boots to Air Out

After wearing your cowboy boots, it’s important to allow them to air out. This will help to remove any moisture and odors that may have accumulated during wear. To do this, simply place your boots in a well-ventilated area and let them sit for a few hours.

If your boots have become particularly sweaty or damp, you can also stuff them with newspaper to help absorb any excess moisture.

Did you know? Properly airing out your boots can help prevent the growth of bacteria and fungi, which can cause unpleasant odors and damage to the leather.

Store Properly When Not Worn

When you’re not wearing your cowboy boots, it’s essential to store them properly to maintain their shape and condition. Avoid leaving them on the floor or tossing them into a pile, as this can cause the boots to lose their shape and develop creases.

Instead, invest in a boot tree or use rolled-up towels to provide support and help the boots retain their form.

Fun Fact: Storing your boots in a cool, dry place away from direct sunlight can also help prevent the leather from fading or becoming discolored over time.

Repair When Needed

Even with proper care, cowboy boots may occasionally require repairs. Whether it’s a loose stitch, a worn-out sole, or a damaged heel, addressing these issues promptly will help prolong the lifespan of your boots.

It’s recommended to take your boots to a professional cobbler who specializes in cowboy boots to ensure they are repaired correctly.

Pro Tip: Regularly inspect your boots for any signs of damage. If you notice any issues, don’t hesitate to get them repaired. Ignoring minor problems can lead to more significant and costly repairs down the line.

By following these cowboy boot care tips, you can keep your boots looking great and ensure they last for years to come. Remember, taking care of your boots not only enhances their appearance but also preserves their value and functionality.


Cowboy boots have come a long way from their utilitarian cowboy roots and are now a fashionable footwear choice for modern men. By pairing them with jeans, chinos, or slacks and tucking pants in to show off the shaft, men can create a cool Western inspired look.

Following the guidelines on how to properly care for leather cowboy boots will help extend their lifespan so you can wear them for years to come. Just be sure to choose the right heel height and match leathers properly to pull off the cowboy boot look seamlessly.

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