These 7 High-Waisted-Shorts Outfits Convinced Me to Take a Break From My Dresses

This may sound counterintuitive, but my lazy-day outfit happens to be a dress. It's a simple throw-on-and-go formula that never steers me wrong, and I always look polished and put-together. So lately, on days that I really want to make a statement and get dressed up, I love finding new ways to style my collection of high-waisted shorts.
Last season during fashion week, I was assigned the role of scouring the Paris runways for new trends. Lo and behold, it seemed that all designers were in agreement that shorts were having a comeback. Styling them for the fall/winter collections included leg warmers, thigh-high boots, and tights.
While the weather is still warm, I'll be taking full advantage and getting my shorts collection ready for a long fall ahead. Keep scrolling to check out the seven high-waisted-shorts outfits that are currently at the top of my saved folder.
My favorite article of clothing, besides high-waisted shorts, is a triangle bikini. So seeing these two pieces come together in one look is a real treat. I'm packing a pair of shorts like these into every suitcase so I can wear them with swimwear all summer long.
Shop the look:
There's a reason why every Who What Wear editor loves this shirt.
Nothing gives "model off duty" more than denim shorts and a leather blazer. I'll start wearing this outfit now and well into the fall.
Shop the look:
The coastal-grandmother trend is no joke, and high-waisted shorts paired with a striped sweater is required if you want to match the aesthetic. This will be one of my go-to office looks this year.
Shop the look:
If you want to get the Parisian look, tweed shorts are a must. While we love the classics, statement shorts make styling everything in your wardrobe way more fun.
Shop the look:
I'm convinced this is the greatest button-down ever, so I just bought it in white.
The cool-girl vibe that I've been searching for can be found in this streetwear-inspired look. It's all about the accessories and tonal styling.
Shop the look:
When you think you have enough white tank tops, you buy this striped iteration.
If I had to pick one look to explore European cities in, it would be this one. Comfortable and effortless, all of my favorite basics have come together in one place.
Shop the look:
In Citizens of Humanity button-downs, I trust.
Did someone say beach day? This look is giving just the right amount of minimalist vibes.
Shop the look:
Up Next: I'm a Fashion Director, and These 5 Summer Trends Are on Track to Define 2022
Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.
-
Suddenly, Every Classy Fashion Person in Paris Is Wearing This Elegant Heeled-Shoe Trend
A fresh take on classic Mary Janes.
By Nikki Chwatt
-
Simone Ashley Is in the Fast Lane
Since her breakout role in Bridgerton, our Spring Issue cover star has quickly risen to A-list status. Up next, she masters the rom-com leading lady.
By Liv Little
-
Jamie Mizrahi's World: The Celeb Stylist's Favorite Red Carpet Look, Most Worth-It Shoe, and Album She Listens to on Repeat
A modern-day style expert.
By Allyson Payer
-
How Everyone Will Be Wearing Their Non–Skinny Jeans This Spring
Here's your outfit inspiration.
By Michelle Scanga
-
Suddenly, Women With The Row Style Are Breaking This Fashion Rule
You should too.
By Nikki Chwatt
-
The New Reformation Shorts Everyone Will Be Wearing This Summer
Plus, they are under $100.
By Michelle Scanga
-
We're Fashion Editors—Everything We Saw, Wore, Did, and Ate During NYFW
Let's dive in.
By Anna LaPlaca
-
Jenna Lyons's World: Her Go-To Red Lipstick, Her Latest Eyewear Collab, and the J.Crew Pieces She Still Wears Today
A true fashion icon.
By Judith Jones
-
Not Into Trends? Renée Zellweger's Winter Outfit Combo Is 100% Classic
Just as you are.
By Drew Elovitz
-
Forget Skirts and Dresses—This Is the Fresh Way Everyone Is Wearing Tights RN
I don't make the rules!
By Natalie Cantell