How to Style Cowboy Boots

How to Style Cowboy Boots

Are you know how to style cowboy boots? Have you ever wondered about the way to wear cowboy boots? If they’re still in style or even comfortable? Keep reading for our complete guide to the way to wear and elegant cowboy boots plus inspiration from our favorite style icons!

There are a couple of things that a gal can increase her closet and know that they’re going to stand the test of your time . The tidal changes of trends will ebb and flow, but these few items will remain a continuing.

What is Cowboy Boots

Cowboy boots are a type of sturdy and stylish footwear that originated in the American West. They are specifically designed to meet the demands of horse riding, ranching, and other outdoor activities commonly associated with cowboy culture. These boots have become iconic symbols of Western fashion and have transcended their functional origins to become popular in mainstream fashion as well.

Characteristics of cowboy boots typically include:

Pointed Toe: Cowboy boots have a distinctive pointed or rounded toe. The pointed toe allows the boot to slide easily into a stirrup, making them practical for horseback riding.

Slanted Heel: Cowboy boots usually have a slanted or angled heel, which also aids in fitting the foot into a stirrup and provides stability while riding.

Mid-Calf Height: The boots typically reach up to the mid-calf, providing support and protection to the lower leg.

Pull Tabs: Most cowboy boots have pull tabs on the sides of the shaft, making it easier to pull them on and off.

Decorative Elements: Cowboy boots often feature decorative elements like intricate stitching, embroidery, leather tooling, and various embellishments. These elements add to their unique and eye-catching appeal.

Materials: Cowboy boots are traditionally made from leather, which provides durability and protection in rugged outdoor conditions. However, you can also find cowboy-style boots made from synthetic materials in contemporary fashion.

Different Styles: Cowboy boots come in various styles and designs to suit different tastes. Traditional Western boots may have more intricate designs and elaborate stitching, while modern versions might feature sleeker and simpler designs.

Over time, cowboy boots have become a fashion statement beyond their functional use. Many people, regardless of their connection to Western culture or horseback riding, wear cowboy boots as a stylish addition to their outfits. They can be paired with a wide range of clothing styles, from casual jeans to bohemian dresses, making them a versatile and enduring fashion choice.

How to Style Cowboy Boots

Styling cowboy boots can add a touch of western flair to your outfit, whether you’re going for a casual or a more dressed-up look. Here are some tips on how to style cowboy boots:

Keep it Casual:

Pair your cowboy boots with a simple and relaxed outfit like skinny jeans, leggings, or denim shorts. The contrast between the rugged boots and the fitted bottoms can create a balanced look.

Tuck Them In:

When wearing jeans or pants with your cowboy boots, consider tucking them inside the boots. This style not only showcases the unique design of the boots but also helps create a streamlined appearance.

Flowy Dresses and Skirts:

Cowboy boots can complement flowy dresses and skirts, especially those with a bohemian or western vibe. The combination of feminine and rugged elements can create a charming look.

Double Denim:

For a trendy and daring look, you can go for the double denim style. Pair your cowboy boots with a denim jacket and jeans, making sure the denim washes are different to add contrast to the outfit.

Chunky Sweaters:

During colder months, combine your cowboy boots with chunky sweaters or cozy cardigans. The mix of textures and styles can create an interesting outfit.


Add some western-inspired accessories like a leather belt with a bold buckle, a cowboy hat, or a statement belt buckle. These elements can further enhance the cowboy vibe.

Monochromatic Outfits:

Create a chic and modern look by styling your cowboy boots with a monochromatic outfit. For example, pair black boots with black skinny jeans and a black leather jacket for a sleek and edgy ensemble.

Prints and Patterns:

Cowboy boots often have intricate designs, so don’t be afraid to experiment with patterns and prints in your clothing. Floral dresses, plaid shirts, or geometric patterns can all work well with cowboy boots.

Boho Style:

Embrace a bohemian style by wearing flowy maxi dresses, kimonos, or fringed vests with your cowboy boots. This combination creates a relaxed and eclectic look.

Colorful Boots:

If you have cowboy boots in vibrant colors, let them be the focal point of your outfit. Pair them with neutral clothing to allow the boots to stand out.

What to Wear with Cowboy Boots

Pair them with denim shorts, a long flow skirt, or short summer dress for these warmer months for a look that’s way more extra than opting for flip flops or your favorite summer sandal. Keep reading for more cowboy boots and elegance!


Yes! Many designers including Fendi and Klein are sending cowboy boots down the runway certain Spring / Summer 2022!

Cowboy boots, wide-brim hats, and fringed jackets are obvious mainstays of western-style—but designers will continue to up the ante with creative upgrades to classic staples.

Gigi Hadid’s tie-dye boots merged two distinct trends in an unexpected way, making for a surprisingly cool result. Adding bright colors, going space cowboy via metallics, or updating textures with matte or silk will put a contemporary spin on the trend so it doesn’t feel costume or too on-the-nose.


Yes! Look for a boot that matches the widest part of your foot comfortably without being too snug. It’s a standard misconception that leather boots will stretch. You really want them to suit perfectly from the start.

Walk around in them. When you walk the boot should no slide up and down on your heel. Look for a foot bed with ample support. This will provide shock absorption and confirm you’ll wear your boots comfortably all day long.


Tecovas: Tecovas is a direct-to-consumer cowboy boot retailer that also has brick-and-mortar stores in Austin, Texas. Tecovas was launched in 2015 by Paul Hedrick and is headquartered in Austin, Texas.

Lucchese: Originally known as Lucchese Bros. Boots & Shoes, the company was founded in 1883 in San Antonio, Texas by Salvatore “Sam” Lucchese and his brothers, all Italian immigrants from Sicily. To this day, Lucchese still uses time-honored craftsmanship techniques to create handmade boots of quality, fit, comfort, and elegance.

Miron Crosby: Each pair of Miron Crosby boots is handcrafted in the ivy-covered Rios of Mercedes factory a 160-year-old company owned and operated by our cousins in Mercedes, Texas.

There, a master artisan with decades of experience selects the luxurious leathers and exotic skins, then cuts last and stitches every pair by hand.

Ariat: Ariat was founded as “The New Breed of Boot.” They were the first to integrate athletic footwear technology into boots for equestrian athletes.

Mezcalero: Mezcalero is a 100% Mexican brand with more than 75 years of tradition and one-of-a-kind handcrafted avant-garde techniques.

Frye: The Frye Company is a manufacturer of shoes, boots, and leather accessories. Founded in 1863, it claims to be the oldest continuously operated American shoe company.

Justin Boots: Since 1879, founder H. J. Justin mastered the craft of boot-making and established the western footwear brand.

Boots With A Dress

I love this look personally, even though it might not be the most “right now” way to wear it. This style has gotten tons of flack recently because apparently, Britney Spears likes to wear her cowboy boots with short dresses around LA.

Don’t let Brit deter you though – it’s actually a super-cute way to wear cowboy boots if you pick the right dress and accessories.

How Not To Wear Cowboy Boots

Here are a couple of samples of what to not wear together with your cowboy boots.

Don’t go “cowboy-themed.” You aren’t trying to wear a fancy dress, you’re trying to include a pair of shoes into an outfit.

Leave the checkered tops, fringe, and super short Daisy Dukes for other outfits to avoid looking cliche and over-the-top.

Don’t wear them with a loud outfit. Keep the remainder of your look simple if you’re getting to wear cowboy boots. They make a press release on their own, so allow them to be the focus!

Don’t wear them every day! Cowboy boots are better as a once-in-a-while thing. These are just some of my ideas on how to wear cowboy boots. Feel free to improvise together with your own and be creative in your outfit choices!

What do you think? Do you like cowboy boots or does one think they’re so five years ago? If you wish for them, how would you wear them? Have you ever wondered about the way to wear cowboy boots?

If they’re still in style or even comfortable? Keep reading for our complete guide to the way to wear and elegant cowboy boots plus inspiration from our favorite style icons!

There are a couple of things that a gal can increase her closet and know that they’re going to stand the test of her time. The tidal changes of trends will ebb and flow, but these few items will remain continuing.


Q: How should I choose the right cowboy boots for my style?

A: When choosing cowboy boots, consider your personal style and how you intend to wear them. Look for a pair that complements your wardrobe and fits comfortably. Pay attention to the boot’s material, heel height, toe shape, and overall design to ensure they match your aesthetic preferences.

Q: What type of outfits can I wear with cowboy boots?

A: Cowboy boots are versatile and can be styled with various outfits. They go well with jeans, skirts, dresses, shorts, and even some tailored pants. For a classic Western look, pair them with denim and a plaid shirt. For a more modern and chic style, combine them with a flowy dress or a leather jacket.

Q: Should cowboy boots be tucked in or worn over jeans?

A: Both options are acceptable and depend on your preference and the look you want to achieve. Tucking the jeans inside the boots creates a traditional cowboy look and showcases the boot’s design. Wearing them over jeans creates a more relaxed and casual appearance and allows you to show off the jeans’ details.

Q: How can I care for my cowboy boots to keep them looking great?

A: Proper care is essential to maintain the longevity and appearance of cowboy boots. Regularly clean them with a soft brush to remove dirt and debris. Use a damp cloth to wipe off any stains gently. Depending on the material, you may need specific leather conditioners to keep the boots moisturized and prevent cracking. Store them in a cool, dry place, and avoid exposing them to extreme heat or direct sunlight.

Q: Can I wear cowboy boots in different seasons?

A: Yes, you can wear cowboy boots in various seasons. During colder months, they can keep your feet warm and cozy. In warmer weather, opt for lighter materials like suede or fabric to ensure breathability. Pairing them with appropriate seasonal outfits will allow you to wear cowboy boots all year round.

Q: How do I break in new cowboy boots?

A: Breaking in new cowboy boots may take some time, but it’s crucial for ensuring comfort and a better fit. Wear them around the house for short periods initially to let the leather soften. Gradually increase the time you wear them until they feel more comfortable. You can also use leather conditioner to help soften the material and prevent blisters.

Q: Are there any style tips to make my legs look longer when wearing cowboy boots?

A: Yes, there are a few tricks to make your legs appear longer while wearing cowboy boots. Opt for boots with a higher shaft, as they elongate the legs. Choose a nude or skin-tone color that matches your skin tone to create an illusion of longer legs. Additionally, wearing high-waisted bottoms can visually lengthen your legs when paired with cowboy boots.

Q: Can men wear cowboy boots with suits?

A: Yes, men can wear cowboy boots with suits, but it’s essential to do so with the right style and occasion. This look works best for less formal events or in Western-themed settings. Make sure the boots are clean and in good condition, and choose a suit that complements the boots rather than competing with them.


Styling cowboy boots can be a fun and versatile endeavor. By carefully choosing the right pair of boots that suit your personal style and preferences, you can incorporate them into various outfits and wear them throughout the year. Whether you decide to tuck your jeans into the boots for a traditional look or wear them over jeans for a more casual appearance, cowboy boots can add a touch of Western charm to your wardrobe.

To keep your cowboy boots in top condition, remember to clean and care for them regularly. Proper maintenance, including using appropriate leather conditioners and storing them properly, will ensure they stay in excellent shape for years to come.

Breaking in new cowboy boots may require patience, but the effort is worthwhile to achieve maximum comfort. Gradually wearing them for longer periods will help soften the leather and prevent discomfort.

Remember, cowboy boots are not limited to just casual wear; they can also be paired with suits for certain occasions. When done correctly, this combination can create a unique and stylish statement.

Overall, embracing cowboy boots as part of your fashion repertoire can open up a world of style possibilities and allow you to showcase your individuality and fashion sense. So, whether you’re dressing up for a night out or going for a more relaxed look, cowboy boots are a fantastic addition to your wardrobe.

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