This season’s runway shows have seen a significant resurgence of the cowboy trend, with fringes, leather vests and jackets, and of course, cowboy boots dominating the It-girls’ wardrobes. What’s striking is that this retro style has transcended its rural roots to become a staple in urban fashion circles. Fashionistas are now pairing cowboy boots with everything from flowy dresses to oversized sweatshirts, blazers, and maxi skirts, breathing new life into the classic look.
As I’ve been browsing through street style snaps, I couldn’t help but wonder: have cowboy boots truly made their comeback? A quick glance at some of this season’s most stylish outfits suggests that they indeed have. So, without further ado, let me take you on a visual journey to showcase how some of the best fashionistas are styling their cowboy boots this fall. Take inspiration from these looks and get ready to add a touch of rustic charm to your wardrobe.
Cowboy Boots and Grey Blazer
Leandra Medine from Man Repeller’s recent styling endeavour sparked an intriguing question – can cowboy boots truly make a comeback? She answered this query by cleverly pairing the boots with a grey blazer, a button-down shirt featuring a bow neck, and a mini skirt. This combination effortlessly transitions between casual and formal settings, making it a versatile choice for any occasion.
Medine’s navy-blue cowboy boots, adorned with white and black fire details, added a touch of sophistication to the overall look.
Be eccentric
While embracing eccentricity in fashion can be daunting, there’s a select few who successfully push boundaries. This supermodel is a perfect example of someone who defies conventional norms with her bold, yet cohesive, ensembles. By juxtaposing seemingly mismatched pieces – think sparkly dresses, furry coats, and yellowish cowboy boots – she creates a visually striking combination that demands attention.
It’s all about knowing how to bring these disparate elements together in harmony, making the unexpected look effortlessly stylish.
Chic and Modern in Cowboy Boots
The beauty of fashion lies not just in the individual pieces, but in the way they come together to create a unique look. Take this effortless yet stylish outfit for instance – black cowboy boots paired with frayed hem jeans, a printed tee and an animal print coat. The combination is anything but boring, showcasing how simple pieces can be transformed into something truly chic when styled thoughtfully.
Maxi Skirt with Cowboy Boots
A laid-back ensemble is created by pairing a knit maxi skirt with an eye-catching tee and black cowboy boots. The versatility of this look is enhanced by the neutral grey tone of the staples, which provides a subtle backdrop for the distinctive pieces. This outfit is well-suited for everyday activities like meeting friends at a coffee shop or enjoying a casual lunch in a trendy eatery.
Kate Moss Style
Kate Moss’s effortless style has earned her a reputation as one of the biggest fans of cowboy boots. Her ability to effortlessly rock this trend is truly inspiring. To achieve her signature look, Kate often pairs her faux fur coat with a printed blouse, black jeans, and – of course – super cool cowboy boots. This outfit combination is not only stylish but also easy to recreate. By incorporating similar elements into your own wardrobe, you can easily emulate Kate’s unique sense of style.
Low Key Pieces
Maja Wyh’s signature style often incorporates layers and neutral tones. Her penchant for wrapping herself in scarves, cardigans, and coats has led her to share a practical approach to casual dressing, showcasing how to effortlessly pair cowboy boots with everyday essentials. A staple combination features black jeans, a black top, a long grey blazer, and an oversized black scarf – the perfect formula for a versatile, daily wardrobe.
New Boho Style
Elevate your style to a modern hippie vibe by embracing the fusion of retro and contemporary fashion. The maxi red dress with delicate floral print is a stunning piece that exudes elegance and comfort. When paired with black cowboy boots, it creates a striking bohemian look that’s both effortless and chic. I can easily imagine myself wearing this ensemble all day long, feeling carefree and stylish.
Red Cowboy Boots and White Dress
To truly make a statement with red cowboy boots, it’s essential to balance their boldness with a more understated overall aesthetic. Consider pairing them with a crisp, all-white dress for a striking yet effortlessly cool look. Gilda Ambrosio’s outfit serves as the perfect example of how to achieve this chic Italian style; simply recreate her look and you’re sure to turn heads.
Oversized Jacket and Cowboy Boots
When it comes to fashion, combining seemingly contrasting elements can result in a truly unique and captivating look. One such combination is pairing romantic and edgy pieces. By doing so, you’ll create an outfit that’s equal parts surprising and intriguing. For instance, pairing a flowing, romantic dress with an oversized black jacket and cool cowboy boots will undoubtedly turn heads.
The key is to strike the right balance between these contrasting styles, ensuring the overall look feels intentional rather than jarring. With this combination, you can expect to generate plenty of interest and attention – making it perfect for a special occasion or event where you want to make a memorable impression.
Wrap Dress and Black Cowboy Boots
A stunning black wrap dress boasts a sleek string detail around the waist, exuding effortless chic for everyday wear. Its relaxed silhouette makes it perfect for a leisurely city stroll. What’s more, the cold shoulder neckline adds an intriguing touch, eliminating the need for additional embellishments to make it truly stand out.
Blush Pink Dress and Cowboy Boots
For a stylish yet understated spring look, pair a blush pink dress with black cowboy boots and a layering piece like a black coat. The unexpected combination adds a touch of new-Americana flair, making it perfect for formal events where you want to make a chic impression without going over the top.
Classy and Chic in Camel Coat and Cowboy Boots
Incorporate cowboy chic into your workwear with this versatile outfit. Perfect for those looking to add a touch of rugged sophistication to their professional attire, this combination features a timeless black turtleneck paired with camel coat and black jeans. The star of the show is undoubtedly the pair of boots, which brings a unique retro flair to the overall look. To elevate this ensemble, consider adding a fedora hat and leather gloves for a stylish finishing touch.
USA Flag Cowboy Boots
These statement-making boots are guaranteed to turn heads regardless of what you pair them with. Their one-of-a-kind design sets them apart from more mundane footwear options. Take Chiara Ferragni, a fashion blogger and influencer, as an example – she’s successfully styled the boots with a bold red velvet bomber jacket and a soft pink shift dress, creating an outfit that’s both unexpected and perfect.
All Black Everything
While some may think an all-black ensemble is straightforward, fashion-savvy girls know the key to making it truly stand out lies in the subtle nuances. One such detail is the incorporation of cowboy boots, which inject a dash of new-American flair into the overall look. This understated yet effortlessly chic combination boasts a perfect balance of polish and simplicity, making it undeniably trendy.
Denim Skirt and Cowboy Boots
Pairing a denim skirt with an oversized white sweater and brown boots creates a relaxed yet stylish ensemble that evokes nostalgia for the grunge era of the nineties. The combination of textured denim, cozy knitwear, and rugged footwear produces a harmonious balance of contrasts, effortlessly elevating everyday attire into a chic, laid-back look. As you get ready to recreate this effortless style, I hope you’ve enjoyed these outfit inspirations as much as I have!
