How To Wear Cowboy Boots Without Looking Country?

How To Wear Cowboy Boots Without Looking Country?

How To Wear Cowboy Boots Without Looking Country?

While cowboy boots are often associated with country style, there are many ways to wear them without looking like you’re heading to a rodeo. On the other hand, if you want to add a Western touch to your outfit, cowboy boots are the perfect option. But they can be tricky to wear.

Often, people worry that they will look like a country bumpkin when wearing these boots. But that doesn’t have to be the case!



Cowboy boots have been making a comeback for the past few years as a firm fashion favorite, and they go with just about everything. So whether you want to wear them with dressy trousers or casual jeans, knowing how to make the right pairing is important.

Jeans complement cowboy boots perfectly, especially when they’re dark and fitting. You can also pair them with a t-shirt, denim jacket, or even a sports coat for a modern and fashionable outfit.

If you’re wearing a tall bootie-style cowboy boot, tucked-in skinny jeans work well with them, as the slim fit is flattering and neatly covers the top of your legs. Alternatively, wide-leg or relaxed jeans can be worn with tall cowboy boots.

However, you should be careful not to look too country or costume when wearing jeans with cowboy boots, as this can lead to an overly casual and unplanned look. In addition, it’s best to keep your clothing accessories simple and minimal if you’re trying to create a Western-inspired outfit.

Social media fashion and lifestyle content creator Jolene Wright suggests styling your cowboy boots with a blazer, button-up, or leather jacket. “I love this look because it’s both functional and stylish simultaneously,” she tells NYLON.

You can also style your tall boots with shorts for a casual vibe. Michelle recommends jean shorts for this, but bike shorts would also work.

T tucked-in boot-cut or regular-fit jeans with tall cowboy boots also work well for a slightly more dressed-up look. You can also try a wide-leg silhouette to tuck your boots in comfortably without having them bunch up or cause an awkward bulge, advises Chen.

As for colors, stick with mid-dark washes of jeans with brown cowboy boots for the most authentic and comfortable look. You should avoid too many colors and designs to prevent a messy, over-the-top look.

Regarding cuts, wide-leg, and relaxed-fit jeans are the best options for cowboy boots. However, those who want to avoid the look of bunching around the ankles and shins should go for regular or straight-leg jeans, which will accommodate the boots without bundling up.


Pairing them with dresses is one way to make cowboy boots look more feminine. Long, fuller prairie dresses can give off a costume Western vibe, but billowy maxi or midi dresses are perfect for wearing cowboy boots without looking country.

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Dresses with side slits are also great for pairing with cowboy boots. This casual yet polished look can be worn for any occasion, from dinner parties to family events.

To keep the look simple, choose a black or white dress. Avoid colors that clash with the boots, creating an unnatural appearance. You can also add a tan or brown accent to your outfit to enhance the cowboy boot style and complement it with the color of your dress.

Jeans are also a good choice for wearing cowboy boots. Dark colors such as charcoal wash or dark blue jeans are best and should be boot-cut if possible. This ensures that the boots don’t get caught in the pants.

Khakis are another good option, as they come in various colors and styles. They’re also comfortable to wear and go well with cowboy boots.

You can also try wearing a collared shirt with your boots for a more formal look. Combining a collared shirt and boots is a classic style that never goes out of fashion.

You can also wear cowboy boots with leggings for a more casual outfit. Thick leggings hug your legs and add an extra layer of warmth, making them a great option for cold weather.

A solid color t-shirt can also match the boots perfectly. This smart and classy look can make you stand out from the crowd.

To finish the outfit, wear a denim jacket over your t-shirt. This is a great look for the fall.

Lastly, don’t forget to accessorize your outfit with gold earrings or rings. These can complete the look and help it stand out from other cowboy boots and dresses.



Cowboy boots are one of the most classic Western styles. They can be a strong statement in any man’s wardrobe, especially when worn correctly. They can be paired with various clothes, including jeans and dresses.

Jeans are the most obvious choice to pair with cowboy boots, and they’re a go-to staple in men’s wardrobes worldwide. However, not all jeans look good with them, and some colors might not be right for you.

In general, medium and dark-wash jeans are the best choices for pairing them with cowboy boots. Alternatively, black or beige jeans can also work with them, as long as they match the boots in color.

Khakis are another excellent option for combining cowboy boots with jeans. These pants have a relaxed fit and come in various colors, making them a great choice for anyone looking to wear cowboy boots without looking too country.

When pairing your khakis with cowboy boots, keep the outfit simple and neutral, suggests social media fashion and lifestyle content creator Jolene Wright. She suggests wearing a t-shirt and trousers in darker colors, such as browns, tans, or blacks, with a casual suit for a more put-together look.

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You can add a flair to your casual outfit by tucking the bottom of your jeans into the boots. This will make them appear a little more rugged, says Stephenson.

To create a more feminine outfit with your cowboy boots, pair them with a midi or maxi skirt. Shorter, “dressy” skirts are perfect for a more refined look, while long dresses with floral or feminine patterns can give off an edgy Western vibe.

The key is to ensure you’re confident enough to pull off the look and know how to pair your cowboy boots with different types of clothing. If you’re not confident enough, you’ll likely look awkward in your cowboy boots and unable to pull off the outfit you’ve envisioned.

Collared Shirt

Regarding cowboy boots, there are many different styles to choose from. They come in all sorts of colors, patterns, and materials. However, they are best paired with specific outfits that complement them.

A collared shirt is a great option to wear while wearing cowboy boots. It will help you stand out and create an outfit that is not too country-looking.

You can also pair a collared shirt with flared jeans for a very modern and fresh outfit. Just make sure you get the right fit. A collared shirt should fit snugly around your waist and wrap comfortably over your hips.

Avoiding short or baggy jeans when wearing cowboy boots is also important. These jeans are hard to tuck in underneath cowboy boots and look awkward.

The best way to avoid this is to choose a pair of cowboy boots slightly smaller than your jeans. This will ensure that the boots don’t look too big on you and keep you comfortable while wearing them.

Another option to help you stand out is to wear a belt. This will add an element of symmetry and a pop of color to your outfit.

A belt will also help to cinch your waist and accent your figure. You can find belts in various colors and shapes to pick one that reflects your personality.

You can also wear a scarf to complete your outfit. A scarf will keep you warm and add a touch of sophistication to your look.

If you are wearing a dress, it is a good idea to wear a belt with it. This will help to cinch your waist and make the dress more flattering.

Wearing a belt when wearing cowboy boots is also a good idea. This will help cinch your legs and add a pop of color.

A simple black t-shirt will also work well with cowboy boots. You can add a denim jacket to complete the look and a scarf to keep you warm.

Five Tips For Wearing Cowboy Boots Without Looking Too Country:

  1. Choose a modern style: Look for cowboy boots with a more modern design, clean lines, and sleek finishes. This can help give them a more contemporary look.
  2. Pair them with modern clothing: To balance out the country vibe of cowboy boots, wear them with modern clothing. For example, pair them with skinny jeans, a leather jacket, a midi skirt, and a fitted blouse.
  3. Keep the rest of your outfit simple: Let your cowboy boots be the statement piece of your outfit by keeping the rest of your clothing simple. Avoid overly western-inspired clothing or accessories instead of modern, minimalist pieces.
  4. Play with color: While traditional cowboy boots are often brown or black, many other colors are available. Consider experimenting with brighter or pastel colors to add a modern touch to your outfit.
  5. Don’t overdo it: While cowboy boots can add a fun touch to your outfit, it’s important not to overdo it. Wearing too many western-inspired pieces can come across as costume, so choose one or two key items to incorporate into your look.
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Overall, cowboy boots can be a stylish and versatile choice if you pair them with modern clothing and keep the rest of your outfit simple.