I never thought I’d know how to wear cowboy boots, let alone even own a pair, as an adult. To me, they always felt like a costume and inauthentic to my personal style. That changed after I visited Nashville, where I laid eyes upon the metallic patchwork embroidered leather, brushed silver studs, and star-shaped cutouts of the Paradise Vesuvio pair from Old Gringo. I was so enchanted by every stitch that I sacrificed a sizable chunk of my paycheck at the time to have them—and it was one of the best decisions I ever made for my closet.
Not only were they one-hundred-percent worth the purchase for how often I wear them, they’re also the most complimented article of clothing I own. My pair are certainly not everyone’s taste, but the best part about cowboy boots—excuse me, cowgirl boots—is that among all of the different iterations, there’s undoubtedly a design for everyone. Whether you prefer leather or suede, a taller shaft or ankle bootie, a classic color or something fun and flashy, there are endless permutations of the tried and true shoe, and they’re a great outlet to infuse some personality into any outfit.
It can seem daunting to figure out how to wear cowboy boots, but they’re a surprisingly versatile item that can amplify your wardrobe, beyond the typical skinny jeans and a cowboy hat styling. The western shoe layers well with everything from the preppy styles and elevated athleisure trends popping up this spring to the timeless thrifted items in your closet. Maybe it’s wrong shoe theory, but cowboy boots are one of the few pieces that blend seamlessly with nearly any genre of fashion.
For a simple and well-made pair, boot brands like Tecovas and Frye have dozens of classic styles, while Dingo 1969 and Brother Vellies have beautiful embroidery and unique designs that are sure to stand out in any setting. Ahead, read on for some of the coolest outfit ideas using cowboy boots, styled with pieces straight from your closet.
Cowboy Boots + Blazer + Straight-Leg Pants
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A brightly-colored set of western boots is the perfect accent to this neutral-toned look, and the pointed toe sits perfectly under a pair of straight-leg pants. Layering a lace-trimmed button-up under the blazer adds a pop of texture at the collar and sleeves. To top it off, throw on a crossbody bag (chunky chain optional) and a pair of sunglasses that bring out the color of the shoes.
Cowboy Boots + Oversized Blazer + Bermuda Shorts
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Play with proportion by trying out cowboy boots with loose bermuda shorts and an oversized blazer. Paired with a strappy vest, white T-shirt, and chunky bag, this look utilizes traditional elements of suiting with a more relaxed silhouette, helping it feel polished yet lived-in. The lace-up detail on the sides of the shorts also alludes to the functional origins of the traditional work boots.
Cowboy Boots + Graphic Sweater + Below-The-Knee Skirt
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A simple pair of black embroidered cowboy boots adds a bit of texture to this pleated checkered skirt and graphic sweater combo. While the skirt length and bookish button-up read more academic, the western style of the boot adds more edge compared to a clog or sneaker. Match a bag and pair of sunnies to a color in the sweater, and you’re ready to go.
Cowboy Boots + Oversized Button-Up + Midi Skirt
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Experiment with volume and dimension by styling cowboy boots with a poofy mid-length or maxi skirt and oversized button-up. The coordinating colors of the top and bottom really allow the shoes to stand out as the focal point of the outfit, and the sheerness of the skirt helps it still feel light and breezy. Add some more accessories like lacy tights, ribbons, and bows to complete the dainty look.
Cowboy Boots + Leather Jacket + Wide-Leg Jeans
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For an elevated version of jeans and a leather jacket, go for a pair of super wide-leg blue denim pants and layer a metallic pair of cowboy boots underneath. The boxiness of a cropped jacket creates the illusion of a waistline amidst the long lines of the sports jersey and jeans. Just tuck in the pants to the top of the boots to let the boots stand out, and throw on a shiny bag to finish off the outfit.
Cowboy Boots + Leather + Fringe
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This look is proof that cowboy boots can, in fact, dress up an outfit. The pale yellow hue of the leather dress highlights the gold embroidery against the black fabrication of the shoes, and the fringe detailing hearkens back to the rancher influence of the shoes in a fun, modern take on western wear. When in doubt, a duochrome color palette is a surefire way to make any outfit feel cohesive.
Cowboy Boots + Mini Skirt + Draped Sweater
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A high-quality pair of black cowboy boots really goes a long way. If you do want to stray a little, however, go for a cow print that won’t be overpowering. And for a classic take on the fashion statement, try a structured mini skirt with a pussy bow blouse and a cozy sweater draped over the shoulders. Shades of black, white, and grey keep this look feeling office-appropriate, and while the shoes still read polished and professional, they’re a refreshing substitute for a predictably preppy riding boot.
Cowboy Boots + Short-Sleeve Button-Up + Denim Shorts
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As the weather gets warmer, I’m always reaching for a trusty pair of jean shorts, and while cowboy boots may not seem the most practical in hotter temperatures, this combo is perfect for the transitional seasons. This pair of two-tone metallic boots infuses some color and shine into this otherwise simple outfit, and the silver bag ties everything together. Try half-tucking the top for a more dynamic look.
