Are you ready to saddle up and get stylish? Western-inspired fashion is a great way to add some flair to your wardrobe. With a few simple tweaks, you can create a cowboy-inspired look that’s perfect for any occasion. Whether you’re looking for a formal cowboy dress code or just want to incorporate some rustic charm into your everyday style, these 20 creative ideas will help you rustle up the perfect outfit and look like a true cowpoke.
How to Dress Like a Cowboy
#20. Runway Inspired
Elevate your social gatherings with a stylish fusion of western flair and modern sophistication, reminiscent of a high-fashion runway show. This daring, gangster-inspired cowboy aesthetic is perfect for casual get-togethers or even a creative take on Halloween costumes.
#19. Urban Cowboy Look With Blue Denim
In the midst of a bustling city, a unique individual can often be found scouring the local scene for the perfect blend of music and revelry. This enigmatic figure, clad in stylish attire, has an uncanny ability to track down the most happening concerts and campus parties, seeking out experiences that perfectly harmonize their love of rhythm and good company.
#18. Dress like a Modern Cowboy
To create a sharp and stylish cowboy look, start with a classic combination: a black suit paired with a black cowboy hat. Elevate this ensemble by adding a touch of elegance with a gray fancy belt. A well-tailored black suit is the foundation of any great cowboy outfit, so make sure to get it just right. For a more refined take on the classic look, opt for formal black pants that are cut to perfection and paired with a black coat that falls slightly shorter in the front than in the back.
This will create a sleek and sophisticated silhouette. Complete the look with matching formal black pants and a gray fancy belt for a stylish finish. And don’t forget to top it all off with a sleek jet-black cowboy cap.
#17. Preppy Cowboy Look
Pairing a khaki jacket with a blue denim shirt creates a refined and preppy ensemble. However, the outfit can easily be transformed into a funky cowboy-inspired look by swapping out the pants for red corduroy and adding a white hat. For those who prefer the former, here are some additional preppy winter outfit ideas to explore.
#16. Cowboy Street Style Look
Elevate your everyday look by pairing a comfortable and fashionable shirt with a pair of blue jeans. The addition of a black leather jacket adds a touch of sophistication, while black or brown boots bring a sense of rugged charm to the overall ensemble.
#15. Street Style Grey Denim Jacket
When it comes to everyday wear that effortlessly channels a cowboy vibe, having a comfortable outfit is key. While traditional denim jackets are often associated with blue hues, there’s no rule saying you can’t experiment with other colors. In fact, pairing blue denim pants with a crisp white vest and a worn gray denim jacket on top adds a stylish touch to your overall look.
#14. Tom Ford Inspired
This versatile outfit is suitable for both warm and cool seasons, thanks to its timeless design. To add a rugged touch, consider pairing the ensemble with a pair of black cowboy boots that can be dressed up or down depending on the occasion.
#13. Runway Inspired Urban
Imagine pairing a crisp white cowboy hat with earthy brown boots for a fashion combination that’s as unique as it is stylish. The contrast between the two creates a visually appealing ensemble that’s sure to turn heads.
#12. For Work
Elevate your style by pairing a sophisticated suit with a dashing cowboy hat and sleek black boots, exuding an air of refinement and rugged charm.
#11. Embroidered Retro Western Shirts
When it comes to channeling a classic cowboy style, Western Retro shirts are an excellent choice. The combination of a crisp black shirt paired with black pants creates a timeless foundation that’s perfect for completing the look. Add a touch of authenticity with a white scarf and top it off with a white hat – you’ll be ready to ride off into the sunset in no time. For more inspiration on putting together the ultimate cowboy getup, check out our comprehensive guide to Retro Outfits For Men.
#10. Dress like Cowboy for Halloween
Embrace the darker side of the Wild West by infusing your cowboy attire with elements of Gothic elegance. Pair a brooding, black-hemmed shirt with your trusty cowboy boots and a weathered hat for a look that’s equal parts rugged and mysterious.
#9. Military Cowboy Look
Elevate your style by incorporating a refined ensemble that effortlessly blends with your cowboy boots and hat, effortlessly creating a one-of-a-kind country-inspired aesthetic.
#8. Versace’s Cowboy Inspired Look
When it comes to elevating your casual nighttime gatherings, Versace’s cowboy-inspired attire offers a stylish and unexpected twist. Perfect for low-key get-togethers or even a trendy soiree, this bold yet effortless aesthetic is sure to make an impression on your guests.
#7. Dress like the Country Cowboy
To elevate your urban cowboy style, consider incorporating a cowboy hat and a blue scarf into your outfit. A country-inspired ensemble isn’t complete without a statement piece around the neck. For an authentic look, tie a vibrant handkerchief around your neck – red is a great option. Pair this with bell-bottom jeans and a simple light-colored shirt for a chic combination. Top it off with brown shoes to complete the classic cowboy aesthetic.
#6 Robert Lab’s Cowboy Inspired Looks (6-4)
Robert Lady’s model-inspired cowboy aesthetic is a game-changer, effortlessly blending style with practicality for everyday and dressy occasions alike. The versatility of this look makes it an excellent choice for those seeking a fashion statement that can be easily adapted to various social settings.
#5 Casual Blue
#4 – Printed Pants
In recent times, printed pants have lost their stigma as a solely feminine article of clothing. Boys are now free to don bold and eye-catching patterns without fear of ridicule or embarrassment. In fact, rocking a pair of printed pattern pants can be a liberating experience, imbuing the wearer with a sense of confidence and a nod to classic cowboy chic.
To create this stylish ensemble, I recommend pairing blue-tinged patterned trousers with a trusty denim jacket.
A crisp white vest should be worn underneath, with three or all buttons left open to add visual interest. The pièce de résistance is the belt and shoes – opt for a brown belt that cleverly complements the same-toned footwear, adding a touch of sophistication to this already-dashing outfit.
#3 Johnny Depp Inspired
If Johnny Depp’s iconic cowboy characters have captured your attention and inspired you to create a timeless Western look, it’s time to tap into his eccentric flair. His unconventional approach to dressing as a cowboy has made him a household name. So, if you want to emulate the essence of his character’s enigmatic style, let his unorthodox aesthetic guide you.
#2 – With Italian-style suits
Plaid patterns are often associated with casual wear, but they can easily be dressed up and worn in more formal settings too. One way to do this is by pairing a plain white shirt with a printed sweater during the winter months. This creates a nice base layer that you can then build upon. Take it up a notch by adding a plaid pattern coat on top – it’s a great way to add some visual interest and make your outfit stand out.
To really make the look pop, consider adding a tie or bow tie in a bold, contrasting color like red or orange. This will draw the eye upwards and create a sense of balance with the rest of the outfit.
#1 Country Cowboy-Themed Wedding Dress
For a country-chic look at a rustic wedding or a countryside soiree, top off your attire with a gray tuxedo and a fedora hat. The key to pulling off this stylish combo is striking a balance between different colors. Start by pairing a black dress shirt with a gray waistcoat, then add a dark-colored formal coat that matches the color of your pants.
To tie everything together, don’t forget to slip on a jet-black cowboy hat – its sleek design will effortlessly bring all the elements of the outfit into harmony.
