This Summer Outfit "Mistake" Is Cool Again—8 Looks to Prove It
Before we dive in, I want to put it out there that I think fashion "rules" are silly and outdated. We're all past the point of letting anyone else's opinion dictate what we wear or don't wear because, well, style is so personal. That being said, I'm sure you can think of a few fashion mistakes you've been warned of before, whether it be wearing white past Labor Day or mixing gold and silver jewelry. One arbitrary style mistake that has managed to stick with me for years is wearing shorts, especially denim shorts, with boots.
I can't tell you where I first read this tidbit, but it's remained in the recesses of my memory for years now, and I think it's finally time that we do away with it for good. I'm not alone here. Fashion people are styling their shorts with tall and mid-calf boots more than ever this summer, and they're putting the final nail in the coffin for this outfit "mistake." Ahead, see all the cool shorts-with-boots outfits that are popping off on the 'gram right now, and get inspired to dive into the combo yourself.
When Dua Lipa posted this look to her Instagram, I immediately took note of the Daisy Dukes–meets-fashion details like the cutoff shorts, tall Western boots, and, ahem, gingham Miu Miu jacket.
Shop the look:
I'm into this low-key summer vibe with one of the closet staples everyone's loving, a relaxed button-down shirt. The addition of Western boots makes the simple formula really pop.
Shop the look:
Your favorite knee boots from the fall and winter deserve some airtime in the summer, too. Style them with relaxed shorts for a cool take.
Shop the look:
Denim shorts often come off as casual, but these sleek knee boots and this all-black palette look so elevated.
Shop the look:
I realize that suggesting you wear cowboy boots in the heat of summer is a radical thought, but you can't look at this outfit and tell me a different pair of shoes would look better.
Shop the look:
Western boots are an unexpected way to jazz up a casual jean-shorts-and-graphic-tee combo.
Shop the look:
If everyone's favorite It girl Devon Carlson is getting behind the outfit idea, you know it's only a matter of time until more people follow suit.
Shop the look:
While traditional Western boots in neutral tones are pretty timeless, funky color combinations are quickly becoming a favored style among fashion people, and this fun-loving shorts outfit is proof.
Shop the look:
Next up, see the 7 summer items I'm tossing for a wardrobe glow-up and 7 I'm adding.
Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.
-
I Forgot About These Winter Boots Until Meghan Markle Styled a Pair In the Most 2025 Way
Good thing they're on sale.
By Eliza Huber
-
I'm a Professional Shopper—These Are the 3 Best Categories From the Nordstrom Winter Sale
These chic pieces are selling out fast.
By Jennifer Camp Forbes
-
The New Reformation Shorts Everyone Will Be Wearing This Summer
Plus, they are under $100.
By Michelle Scanga
-
These 30 Incredibly Chic Picks From the Nordstrom Winter Sale Scream Cool Girl
Time to up your fashion game.
By Jennifer Camp Forbes
-
Brace Yourself: 2025's Most Divisive Shoe Trend Has Arrived
You'll either love it or hate it.
By Anna LaPlaca
-
I Know You're Stylish If You Tuck Your Jeans Into Boots Like These 5 Chic Women
Don't be scared.
By Nikki Chwatt
-
J.Lo Just Ditched Her Skinny Jeans to Wear This 2025 Denim Trend With $170 Uggs
Casual yet chic.
By Nikki Chwatt
-
Basic Black Leather Boots Will Never Be Out, But This Trendier Alt Is Officially In for 2025
So chic.
By Nikki Chwatt