How to Style Cowboy Boots Men Will Love in 2023

Cowboy boots have been a classic fashion piece for men for years, and they have recently gained popularity as a statement piece for the urban male wardrobe. In this article, we will discuss different ways to style cowboy boots for men, focusing on achieving the perfect street style look.

Whether you’re going for a casual or a formal look, cowboy boots can easily be incorporated into your outfit with the right combinations.

Are you looking for a stylish new addition to your wardrobe? Check out this Youtube video on “How To Style Cowboy boots For Men” and learn some great tips on rocking this classic piece of footwear!

If you’re a fashion-forward man looking to step up your style game, don’t miss this video! “How To Style Cowboy boots For Men” is full of helpful tips and tricks that will take your wardrobe to the next level.

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Why You Need Cowboy Boots In Your Wardrobe

If you’re looking for a versatile and stylish addition to your wardrobe, look no further than cowboy boots. Not only do they add a touch of rugged charm to any outfit, but they are also incredibly versatile.

Whether you’re dressing them up or down, cowboy boots can work for a variety of occasions. Plus, they are designed to last for years, so you’re making a smart investment when you add them to your shoe collection.

For daily wear, cowboy boots can elevate a simple outfit like jeans and a t-shirt to something more stylish and put-together. They also work with dressier outfits, like a suit or blazer, adding a touch of personality and a nod to Western style.

And let’s not forget their practicality – cowboy boots were originally designed for working on ranches and riding horses, so they are incredibly durable and comfortable for all-day wear.

man wearing cowboy boots

Tip: When styling cowboy boots, keep the rest of your outfit simple and let the boots be the statement piece. Don’t overcomplicate your look with too many accessories or patterns.

How To Choose The Right Cowboy Boots

Choosing the right cowboy boots is crucial for comfort and style. Here are some tips to help you make the right decision:

Check The Leather Type

There are different types of leather used for cowboy boots, including full-grain, exotic, and synthetic. Full-grain leather is the most durable and water-resistant, while exotic leather like alligator or ostrich offers a unique and luxurious look.

Synthetic leather, on the other hand, is perfect for those on a budget. Consider your needs and preferences before choosing the right leather type.

Cowboy boots with full-grain leather

Determine The Purpose

Ask yourself why you need cowboy boots. Are you going to wear them for work or just for fashion?

Different styles of cowboy boots cater to different purposes. For instance, if you’re going to wear them for work, you might need a pair that has a sturdy sole and good traction.

If you’re going to wear them for fashion only, then you have more freedom to choose the style and design that you like.

Consider The Fit

The most critical part of buying cowboy boots is ensuring that they fit well. Check the width, length, and arch support.

Cowboy boots should fit snugly around the ankle and instep but not too tight. Remember that cowboy boots should be comfortable enough to wear daily and walk for a long time.

Investing in a quality pair of cowboy boots is worth it. Not only are they versatile, but they’re also stylish and practical for various occasions.

How To Style Cowboy Boots With Jeans

When it comes to styling cowboy boots with jeans, there are several ways to make it work. The classic look is to pair a fitted bootcut jean with mid-calf cowboy boots, but you can also experiment with other cuts and lengths.

For a more modern approach, consider styling your cowboy boots with skinny or tapered jeans. Make sure the jeans fit snugly around the ankle to create a streamlined look.

If you’re going for a more casual or rugged look, you can also try cuffing your jeans to show off your boots.

When it comes to color, denim and light wash jeans are the classic pairing for cowboy boots. However, don’t be afraid to experiment with different washes and colors.

Dark wash jeans and black cowboy boots can create a sleek and sophisticated look, while a lighter wash jean and brown boots can create a laid-back, bohemian vibe.

When it comes to finding the perfect outfit to go with cowboy boots, the possibilities are endless. Try pairing them with a denim jacket and a graphic tee for a casual daytime look.

For a more formal outfit, pair your cowboy boots with slim-fit trousers and a blazer. Don’t forget to accessorize with a western-style belt and a hat to complete the cowboy look.

Cowboy boots with jeans

Other Outfits To Wear With Cowboy Boots

Aside from wearing cowboy boots with jeans, there are other outfits that you can wear with this timeless footwear. One idea is to pair your cowboy boots with chinos for a touch of street-style.

You can add a blazer to your outfit for a more polished and put-together look.

If you’re looking for a breezy and relaxed outfit, try pairing your cowboy boots with shorts. This is a great way to showcase your boots while keeping cool during hot weather.

Jumpsuits and rompers also make a great style pairing with cowboy boots. Pair them with a belt to cinch in your waist and add some definition to your look.

For formal occasions, you can wear your cowboy boots with a smart suit or tuxedo. This is a great way to add a bold and unique twist to your formal attire.

Overalls also make a great partner to cowboy boots, for a casual and effortless look.

Finally, you can experiment with alternative skirts like denim or printed slip skirts for an eclectic yet fun look. This outfit is perfect for a day off or a date night.

Remember that when it comes to cowboy boots, the possibilities are endless.

How To Wear High Cowboy Boots

Cowboy boots have become a fashion staple not just for cowboys but also for fashion enthusiasts. High cowboy boots are not only stylish but also versatile.

Here are some ideas on how to wear high cowboy boots:

Pair with Trousers and a Blazer

For a touch of street style, pair your high cowboy boots with trousers and a blazer. This combination gives a modern and chic look that is perfect for a casual stroll or a night out.

Choose slim-fitting trousers and a fitted blazer to create a sleek and polished look.

Choose the Right Style

When choosing your high cowboy boots, remember to pick the right style to match the occasion. Western-style boots with pointed toes and intricate stitching are perfect for casual occasions.

On the other hand, square-toed boots with a sleek finish are ideal for more formal events.

Wear with Skinny Jeans or Dresses

Skinny jeans create a great casual look when worn with high cowboy boots. To make it work, choose jeans that fit just above the instep of your boots or tuck them into your boots for a sleek look.

You can also pair your high cowboy boots with short and midi-length sweater dresses, depending on the style of the boots.

Take Inspiration from Celebrities

Famous personalities like Lil Nas X and Harry Styles have been spotted wearing high cowboy boots. Lil Nas X has worn them with a suit, while Harry Styles has paired them with a shirt and a blazer.

Take inspiration from these celebrities and create your own unique style that suits your personality.

In conclusion, high cowboy boots are a versatile addition to any wardrobe. There are many ways to style them, depending on the occasion and your fashion preference.

Be creative and have fun experimenting with different styles to make a fashion statement!

The Dos and Don’ts of Wearing Cowboy Boots

When it comes to wearing cowboy boots, there are a few dos and don’ts that you should keep in mind to ensure that you rock this classic footwear with confidence and style.


  • Pair cowboy boots with a simple outfit to keep the attention on the boots.
  • Wear them with skinny jeans, which can be tucked into the boots or worn just above the instep.
  • Combine the boots with a midi-length dress or skirt to show off the shape and style of the boots.
  • Wear them with a blazer or a leather jacket for a street-style look.
  • Accessorize the boots with a belt and a cowboy hat for a complete western outfit.


  • Avoid trying to match every piece of clothing to the boots, as this can create a costume-like look.
  • Don’t tuck your jeans entirely into the boots – it can look outdated and may not flatter your figure.
  • Avoid wearing cowboy boots with formal attire or for a black-tie event.
  • Don’t wear them with shorts or mini-skirts – it can appear too casual and unpolished.
  • Avoid wearing bright-colored cowboy boots with bright colored clothing, as it can appear too overwhelming to the eyes.

By following these simple dos and don’ts, you can create a great cowboy boots outfit that will turn heads and make you feel confident and stylish.

Frequently Asked Questions

Can You Wear Cowboy Boots in the Rain?

While cowboy boots are not generally waterproof, they can still be worn in the rain. To protect your boots, you can apply a waterproofing spray or wax to them before wearing them in wet conditions. After wearing them in the rain, let them dry naturally and avoid using direct heat as it can damage the leather.

What Accessories Should I Wear With Cowboy Boots?

Cowboy boots can be paired with a variety of accessories, such as a belt with a western-style buckle, a cowboy hat, and a leather messenger bag or backpack. When choosing accessories, try to match the color scheme of your boots to create a cohesive look.


Cowboy boots are a versatile and durable addition to any wardrobe and can be styled in various ways. Choosing the right boots based on the occasion, purpose, and fit is essential to ensure comfort and promote longevity.

Whether paired with jeans, trousers, blazers, dresses, or skirts, cowboy boots add a touch of rugged fashion to any outfit. With proper care and maintenance, cowboy boots can withstand different weather conditions and last for years.

So why not experiment with different outfit ideas and find your own unique style with cowboy boots?


Jonathan B. Delfs

I love to write about men's lifestyle and fashion. Unique tips and inspiration for daily outfits and other occasions are what we like to give you at Do you have any notes or feedback, please write to me directly: [email protected]

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