2023 Trend Alert: What to Wear with Cowboy Boots Men | Men's Venture (2024)

Cowboy boots are a staple in western fashion and are a practical choice for outdoor activities. Knowing what to wear with cowboy boots men can be confusing, but it is essential for a put-together look.

Cowboy boots served the practical purpose of allowing men to ride comfortably in the western saddle for an extended period of time without slipping. Today, they are a fashion item that can be paired with various outfits, making them a versatile choice for men of all ages.

Are you struggling to find the perfect outfit to style with your cowboy boots? Look no further!

Check out this Youtube video: “Stop Wearing Cowboy Boots Wrong (How To Rock Western …)” for some expert fashion advice.

Why Cowboy Boots Matter

Cowboy boots have transitioned from being a practical footwear for ranch and rodeo men to becoming a fashion staple for men from all walks of life. The durability and versatility of cowboy boots make them a perfect fit for any wardrobe and occasion.

They also serve the practical purpose of allowing men to ride comfortably in the western saddle for an extended period without slipping.

While cowboy boots are famously paired with denim jeans, there are other ways to style them for an elevated look. Whether you’re looking to dress up or down, cowboy boots can add a rugged flair to your outfit while maintaining comfort and class.

So, what should you wear with cowboy boots for a stylish and put-together look?

Denim and Cowboy Boots: The Perfect Combination

One of the most iconic fashion pairings for men is denim and cowboy boots. Not only do they look great together, but they also serve practical purposes.

Cowboy boots were originally designed for men to ride horses comfortably and without slipping. Denim, on the other hand, is a durable fabric that can withstand the rough and tumble lifestyle associated with cowboy culture.

When it comes to choosing the right denim to wear with cowboy boots, it’s essential to find the right fit and wash. Bootcut or straight-leg jeans work best, as they allow for easy tucking into the boots.

The wash of the jeans should contrast with the color of the boots, creating a bold and striking look.

So, the next time you’re thinking about what to wear with your cowboy boots, remember that denim is always the perfect match. Not only will you look fashionable, but you’ll also be paying homage to the timeless style of the Wild West.

Pro Tip: Tucking your jeans into your cowboy boots serves three purposes: it prevents your jeans from getting dirty, gives you better access to the stirrups while riding and looks good.

Outfit Ideas: Cowboy Boots with Different Shirts

For men, cowboy boots can be a stylish addition to any outfit. Pairing cowboy boots with different shirts can create a variety of looks for different occasions.

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Here are some outfit ideas to pair cowboy boots with different shirts:

Cowboy Boots with a T-Shirt and Jeans

For a casual and comfortable look, pair cowboy boots with a t-shirt and jeans. Opt for a fitted t-shirt in neutral colors like black, navy blue, or white.

Choose jeans that fit well and have a straight or slim cut. This outfit is perfect for a night out with friends or a daytime casual event.

2023 Trend Alert: What to Wear with Cowboy Boots Men | Men's Venture (2)

Cowboy Boots with a Plaid Shirt

If you’re looking for a dressier outfit, try pairing cowboy boots with a plaid shirt. Plaid shirts in earthy tones like brown, green, or navy blue work well with cowboy boots.

Add a leather belt to complete the look. This outfit is perfect for a fall or winter day event, or even a casual office look.

2023 Trend Alert: What to Wear with Cowboy Boots Men | Men's Venture (3)

Cowboy Boots with a Denim Shirt

For a laid-back yet stylish outfit, try pairing cowboy boots with a denim shirt. Denim shirts in lighter washes work great with cowboy boots.

Add a pair of khaki or beige pants and a leather belt to complete the look. This outfit is perfect for a daytime or casual event.

2023 Trend Alert: What to Wear with Cowboy Boots Men | Men's Venture (4)

Cowboy Boots with Other Clothing Items

Cowboy boots have become a staple in men’s footwear, but knowing what to wear with them can be a bit tricky. Here are some tips on how to style cowboy boots with other clothing items:

Cowboy Boots with Skinny Jeans

One of the most popular ways to wear cowboy boots for men is with skinny jeans. The slimness of skinny jeans complements the bulkiness of cowboy boots, making them the perfect combination.

For a complete outfit idea, consider pairing your skinny jeans with a tucked-in chambray shirt and a leather belt. This will create a rugged yet stylish look that’s perfect for casual outings.

Cowboy Boots with a Blazer or a Suit

Believe it or not, cowboy boots can add a touch of ruggedness to even the most formal of outfits like a blazer or a suit. The key is to keep the rest of your look polished and tailored, so the boots don’t look out of place.

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For a complete outfit, consider pairing your cowboy boots with navy dress pants, a white dress shirt, and a navy blazer, creating a sharp and stylish contrast.

High Cowboy Boots: Making a Statement

When it comes to making a fashion statement, high cowboy boots are the way to go. High cowboy boots add a touch of boldness to any outfit, creating a standout look that’s perfect for fashion-conscious men.

To complete your look, consider pairing your high cowboy boots with distressed jeans and a graphic t-shirt. This will create a stylish and edgy look perfect for a night out.

Lil Nas X Wearing High Cowboy Boots

Lil Nas X is a celebrity known for making bold fashion choices, including wearing high cowboy boots. Drawing inspiration from his style, go for a head-to-toe western look that shows off your cowboy boots as the centerpiece of your outfit.

For a complete outfit, consider wearing a suede jacket, a cowboy hat, and a pair of high cowboy boots. This will create a stylish and adventurous look that’s perfect for a night out on the town.

The Importance of Accessories

Accessories are an essential addition to any outfit, especially when it comes to wearing cowboy boots. They can elevate your look and make it more interesting.

There are several accessories that can do this job. The first one is a belt.

A matching belt can tie the look together and add a much-needed pop of color. When it comes to jewelry, a classic watch or bracelet can help you achieve a bold and rugged look.

Another important accessory to consider is the hat. Cowboy hats are the perfect match for cowboy boots, creating a cohesive look.

When it comes to choosing a hat, consider the shape of your face and the overall look you’re trying to achieve. A well-fitted hat can make all the difference and complete your outfit.

If you’re looking to create a more formal look with your cowboy boots, consider pairing them with a blazer. The blazer lends a touch of sophistication to your outfit while the cowboy boots add a ruggedness that creates a perfect balance.

A well-fitted blazer paired with a matching belt and watch can make all the difference in creating a refined and polished look.

Finally, socks can add a touch of comfort and style to your outfit. Choose socks that match the color of your boots or opt for a bold printed pair that adds a pop of color and personality.

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In summary, accessories play a crucial role in elevating your outfit when wearing cowboy boots. Whether you’re aiming for a rugged or polished look, adding complementary accessories can make all the difference in achieving your desired look.

Grooming and Skincare Tips When Wearing Cowboy Boots

When it comes to wearing cowboy boots, grooming and skincare are crucial to pull off the look. One of the best tips for keeping your boots looking good is to keep your feet and toes clean and moisturized.

Socks are also important to prevent blisters or chafing. Wear quality socks that cover your whole foot and up to your calf for ultimate comfort.

Additionally, keeping your boots polished is essential for the overall appearance of your outfit. Use a high-quality leather polish to maintain the shine of your boots.

Avoid using too much polish as it can clog the pores of the leather and cause damage.

Sunscreen is also important when wearing cowboy boots as they expose much of your legs. Apply it to your legs when going outside to prevent sunburn and skin damage.

Regularly exfoliate your skin and moisturize to keep it looking healthy and radiant.

Lastly, trimming your nails is vital if you want to keep your boots looking their best. Dirty and unkempt nails can ruin any outfit, and this is especially true when you are wearing cowboy boots.

Keep your nails short and well-maintained to perfect the cowboy look.

2023 Trend Alert: What to Wear with Cowboy Boots Men | Men's Venture (5)


When it comes to what to wear with cowboy boots for men, the possibilities are endless. The key is to find a balance between the ruggedness of the boots and the formality of the outfit.

Tucking in your jeans is a classic way to style cowboy boots and you can experiment with various shirt and jacket options. Don’t be afraid to mix and match colors and patterns to add some personality to your outfit.

Proper boot care is also important to maintain their longevity. Follow the steps of cleaning, conditioning, polishing, and protecting to ensure your boots are in top condition.

With the right outfit and care, cowboy boots can be both stylish and practical.


2023 Trend Alert: What to Wear with Cowboy Boots Men | Men's Venture (2024)


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