Experienced Shoppers Are Styling Cowboy Boots With This Specific Denim Trend to Make Them Look Less Costumey
I've noticed that fashion people are pairing their cowboy boots with denim Bermuda shorts to make them look elegant. Read on to see how Kendall Jenner styled hers.
Just because it's not Halloween or festival season doesn't mean fashion people have stopped wearing cowboy boots. It's quite the opposite. Every day this summer, someone new is stepping out in a pair, and most of the time, they're styling them with flowy maxi dresses to look polished. However, Kendall Jenner just made a case for styling cowboy boots with something other than a breezy dress—another way that doesn't look costumey. The secret to her look was frayed-hem denim Bermuda shorts.
Yesterday, Jenner posted several photos on Instagram from a recent trip. In one image, Jenner was standing in a grassy field, wearing a baseball cap, a striped button-down shirt, a tank top, low-rise denim Bermuda shorts with frayed hems, and distressed cowboy boots that reached mid-calf.
What makes frayed-hem denim Bermuda shorts and cowboy boots a perfect pairing is their contrast. The jean shorts offer an effortless vibe with their relaxed, baggy fit and lived-in look from the raw hem. Meanwhile, the leather cowboy boots bring a more structured, refined feel that balances the casualness of the denim nicely. Keep scrolling to shop the pieces you'll need to re-create Jenner's Western look and explore more chic cowboy boots and denim Bermuda shorts.
Get the Look
Shop More Denim Shorts and Cowboy Boots
Nikki Chwatt is an associate fashion editor based in New York City. She joined Who What Wear in 2024 after writing fashion, beauty, and lifestyle content for WWD, Well+Good, Editorialist, and more. With a passion for personal style and the creativity that comes with it, one of Chwatt's goals is to help others understand that there is no such thing as a “good” or “bad” style; it’s just about putting an outfit together that makes you feel confident in yourself. When she's not writing, you can find her taking a Pilates class, reading a powerful romance novel, or exploring a new wellness spot in Manhattan.
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to Her
A glimpse into the life of this savvy entrepreneur.
-
Sorry, White Skirts—Zoë Kravitz Just Wore the 2025 Alt That's About to Be All Over NYC This Fall
The perfect choice if ballet flats will be your go-to shoes for the season.
-
This Timeless Shoe Trend Makes Every Black-Dress Outfit Look So '90s
It's an instant elevator, no matter the dress style. Just ask Jennifer Aniston and Rosie Huntington-Whiteley.
-
Not Classic Ballet Flats, Not Loafers—Everyone With Cool Style Will Be Wearing These Shoes With Black Trousers in Fall 2025
As seen on Katie Holmes.
-
Summer or Fall, This Is the Casual But Elegant Flat-Shoe Trend That Always Looks Good With Jeans
As seen on Jennifer Aniston.
-
Sambas Aren't "Out," But If You Want to Wear Them in 2025, You Should Style Them Like This
Fresh and elegant.
-
It's Here: The It-Girl Sweater Trend of Fall 2025
Kaia Gerber has solidified it.
-
Nicole Richie's Anti-Trend Pants Look Good With Sandals, Boots, Flats, *and* Sneakers
It's true.