Can You Wear Cowboy Boots with Leggings? Tips and Tricks

Can you wear cowboy boots with leggings?

As someone who loves to wear leggings, I’m always looking for new ways to style them. 

Recently, I’ve been wondering if it’s possible to wear cowboy boots with leggings. 

After all, cowboy boots are a stylish and versatile footwear option that can add a touch of Western flair to any outfit. 

But can they be paired with leggings?

The answer is yes! 

While cowboy boots are traditionally worn with jeans or skirts, they can also look great with leggings. 

The key is to choose the right type of leggings (and boots) and style them appropriately. 

Here are some tips on how to wear cowboy boots with leggings:

First, choose leggings that are made from a thicker material, such as ponte or leather. 

These types of leggings will provide more coverage and support than thinner options like cotton or spandex. 

Additionally, opt for leggings that are high-waisted, as this will help to elongate your legs and create a more flattering silhouette.

Cowboy Boots and Leggings: A Fashionable Combination?

As a fashion enthusiast, I often find myself asking the question: can I wear cowboy boots with leggings? 

It’s a valid question and one that many women have asked themselves. 

In this section, I will explore the pros and cons of wearing cowboy boots with leggings, how to style them, and what to avoid when wearing this fashionable combination.

The Pros and Cons of Wearing Cowboy Boots with Leggings

Let’s start with the pros. 

Cowboy boots are versatile and can be worn with a variety of outfits, including leggings. 

They add a touch of Western flair to any outfit and can make you look stylish and edgy. 

Moreover, cowboy boots are comfortable and durable, making them perfect for everyday wear.

On the other hand, there are some cons to wearing cowboy boots with leggings. 

For one, cowboy boots tend to be bulky and can make your legs look shorter. 

Also, if you’re not careful, cowboy boots can clash with your leggings, making your outfit look messy and uncoordinated.

How to Style Cowboy Boots with Leggings

If you’re looking to style cowboy boots with leggings, there are a few things to keep in mind. 

First, choose the right type of cowboy boots. Look for boots that are sleek and fitted, rather than bulky and loose. 

Second, choose leggings that are high-waisted and fitted. 

This will help elongate your legs and create a flattering silhouette.

When it comes to the rest of your outfit, keep it simple. 

Pair your cowboy boots and leggings with a solid-colored tunic or sweater. 

Add a statement necklace or earrings to complete the look. 

Remember, less is more when it comes to styling cowboy boots with leggings.

What to Avoid When Wearing Cowboy Boots with Leggings

While cowboy boots and leggings can be a fashionable combination, there are a few things to avoid. 

First, don’t wear cowboy boots that are too loose or slouchy. 

This will make your legs look shorter and wider. 

Second, avoid wearing leggings that are too thin or see-through. 

This can make your outfit look cheap and unprofessional.

Finally, avoid wearing too many accessories. 

Cowboy boots and leggings are statement pieces on their own, so you don’t need to add too much to your outfit. 

Stick to one or two accessories, such as a statement necklace or earrings.

Choosing the Right Cowboy Boots

When it comes to wearing cowboy boots with leggings, choosing the right pair of boots is crucial. 

Not only should the boots complement your leggings, but they should also be comfortable and appropriate for the occasion. 

Here are some important factors to consider when choosing the right cowboy boots:

Consider the Occasion

The occasion will play a big role in determining what type of cowboy boots to wear. 

For example, if you’re going to a formal event, you’ll want to opt for a pair of dressier boots with minimal embellishments. 

On the other hand, if you’re going to a casual event or just running errands, you can get away with wearing a more casual pair of cowboy boots.

Choose the Right Color and Material

The color and material of your cowboy boots are also important factors to consider.

If you’re wearing black leggings, you might want to opt for a pair of black or brown leather cowboy boots for a toned-down classy or everyday look. 

Or you might wanna jazz things up a bit with a colorful or patterned pair of boots for events like summer festivals.

When it comes to material, leather is a classic choice for cowboy boots, but there are also options made from suede or other materials like canvas, which are cooler to wear in summer.

Finding the Right Fit

One of the most important things to consider when choosing cowboy boots is finding the right fit. 

Cowboy boots should fit snugly around the foot and ankle, but not be too tight or uncomfortable. 

When trying on cowboy boots, make sure to wear the socks or leggings you plan to wear with them to ensure the best fit. 

It’s also important to consider the heel height – if you’re not used to wearing heels, you might want to opt for a lower heel or even a flat boot.

By considering the occasion, color, and material, and finding the right fit, you can choose the perfect pair of cowboy boots to wear with your leggings. 

Just remember to have fun with your footwear and express your personal style!

Choosing the Right Leggings

Material Matters

When it comes to wearing cowboy boots with leggings, the material of the leggings matters.

You want to choose leggings that are thick enough to provide coverage and support, but not so thick that they are uncomfortable to wear. 

Cotton, spandex, and polyester blends are popular choices for leggings that are comfortable and breathable. 

Avoid leggings that are too thin or sheer, as they can be unflattering and show off more than you intended.

Choosing the Right Length

The length of your leggings is also important when wearing them with cowboy boots. 

You want to choose leggings that are long enough to cover your legs and ankles, but not so long that they bunch up and rub inside your boots. 

Capri or cropped leggings can work with ankle boots or booties, while full-length leggings are best for taller boots. 

If you’re unsure, try on different lengths with your boots to see what looks best.

Choosing the Right Color

When it comes to color, black leggings are a classic choice that can go with just about any pair of cowboy boots. 

However, don’t be afraid to experiment with other colors as well. 

Darker colors like navy or burgundy can add some variety to your outfit, while lighter colors like gray or beige can create a more casual look. 

Just be sure to choose a color that complements your boots and the rest of your outfit. 

Overall, when choosing the right leggings to wear with cowboy boots, it’s important to consider the material, length, and color. 

By following these guidelines, you can create a comfortable and stylish outfit that shows off your boots and your personal style.

Accessorizing with Cowboy Boots and Leggings

Belts and Buckles

When it comes to wearing cowboy boots with leggings, accessorizing with a belt and buckle can add an extra touch of Western style. 

A simple leather belt with a silver or brass buckle can complement the boots and leggings nicely.

 For a more statement-making look, try a belt with intricate tooling or a large, ornate buckle. 

Just be sure to choose a belt that fits well and doesn’t overwhelm your outfit.


When wearing cowboy boots with leggings, jewelry can be a great way to add some sparkle and shine. 

A pair of silver or turquoise earrings can complement the boots nicely, while a necklace with a Western-inspired pendant can tie the whole look together.

If you’re feeling bold, try stacking some bangle bracelets or wearing a chunky ring to add some extra flair.

Purses and Handbags

When it comes to choosing a purse or handbag to wear with cowboy boots and leggings, the key is to keep it simple. 

A small leather clutch or crossbody bag can be a great choice, while a larger tote or hobo bag can work well for carrying all your essentials. 

Just be sure to choose a bag that complements your outfit and doesn’t overpower it. 

Overall, accessorizing with cowboy boots and leggings can be a fun way to add some Western flair to your outfit. 

Just be sure to choose accessories that complement your look and don’t overwhelm it. 

With the right accessories, you can rock this trend with confidence and style.


In my opinion, wearing cowboy boots with leggings can be a stylish and comfortable look if done correctly. 

However, it is important to consider the style of the boots and the leggings before pairing them together. 

Cowboy boots with a pointed toe and high heel tend to look better with skinny leggings or jeggings that hug the legs closely. 

On the other hand, boots with a square toe and lower heel can be paired with looser leggings or even bootcut pants.

It is also important to consider the occasion when wearing cowboy boots with leggings. 

This combination may not be appropriate for more formal events or business settings but can be a great option for casual outings or country-themed events. 

Ultimately, the key to pulling off this look is confidence and personal style. 

Experiment with different combinations and find what works best for you. 

Remember, fashion is all about expressing yourself and having fun with your wardrobe choices.

We also have an article about wearing cowboy boots with skinny jeans here.