This Casual Trend Is Peak Cool–5 Outfits I'm Trying to Get the Look
The pajama-dressing trend has had an obvious surge following the pandemic including satin co-ords, slip dressing, and now for spring and summer, boxers. These easy, lightweight shorts have a menswear feel while also lending themselves to vacation and beachwear.
French fashion people seem to have caught on first. Some of my favorite influencers have been wearing the trend as a transitional piece with sweaters, cardigans, bomber jackets, boots, and sneakers. To get the look, I’ve tapped five of my choice boxer outfits online and conveniently shopped out the necessary pieces. Below find the best way to add this cool, casual trend into your transitional and warm-weather wardrobe.
Cardigan + Tank Top + Boots
Adding a tank top, longline cardigan, and boots makes this shorts trend accessible for the in-between seasons. This look feels effortlessly put together and also very trend-forward.
Bomber Jacket + Sweater + Loafers
Play off the striped boxers with a colorful striped sweater. Top it off with one of this year’s leading jacket trends, the bomber, and a pair of elevated everyday loafers.
Sweater + Socks + Slides
For an easy work-from-home, errand, or coffee look, pair your favorite sweater on top with a pair of color-matched boxers on the bottom. Finish the look with the ultimate cool, casual pairing: socks and slide sandals.
Co-Ord Top + Sports Bra + Sneakers
If you like a set, opt for the matching patterned top to go with your boxer shorts. Throw on an easy undergarment and some classic white tube socks and sneakers.
Button-Down + Sunglasses + Sandals
For the quintessential vacation vibe, wear your blue button-down casually on top with a tonal pair of boxers on the bottom. Add sandals and sunglasses to wear with your bathing suit.
Next: The 12 Spring Micro-Trends That Are Altering Our Brain Chemistry
Copelyn is a freelance fashion and accessory editor who formerly worked for Who What Wear as an associate shopping editor. Before her time at Who What Wear, Copelyn was at Bustle Digital Group, working on the accessory market for cover shoots and fashion features across Nylon, The Zoe Report, Bustle, Romper, and Elite Daily. Copelyn also previously worked at InStyle and Cosmopolitan in the fashion departments. Copelyn has a journalism degree from the University of North Carolina at Chapel Hill. In her spare time, she freelances in graphic and web design in the fashion space and loves to upcycle clothing, home décor, and sneakers.
-
This Sweater Will Never Go Out of Style—Here's How French Women Are Wearing It Now
Effortless and chic? Oui!
By Jennifer Camp Forbes
-
I Know You're Stylish If You Tuck Your Jeans Into Boots Like These 5 Chic Women
Don't be scared.
By Nikki Chwatt
-
New Yorkers Will Wear This Celeb-Concocted Ankle-Boot Outfit for the Next 3 Months
Sydney Sweeney just modeled it for us.
By Allyson Payer
-
If You're Anti–Skinny Pants, This Is the Outfit That'll Make Baggy Trousers Look Current in 2025
Hailey Bieber knows the way.
By Allyson Payer
-
The Elegant Outfit Hailey and Zoë Pack for Every Destination, From London to NYC
No matter what.
By Eliza Huber
-
This Cheap Shoe-Styling Trick Is How to Keep Cropped Jeans From Looking Dated in 2025
Putting this one in my back pocket.
By Allyson Payer
-
This Is How to Wear Chunky Sneakers in Paris Without Looking Like a Tourist
Aka, how to blend in with the French citizens.
By Allyson Payer
-
I'm Sorry, or You're Welcome—2025 Marks the Skinny-Pant Era, so Here Are 8 Looks to Try
So chic they just might change your mind.
By Anna LaPlaca