9 Boxer Shorts Outfits That Prove the Trend Is for Everyone

The latest micro-trend to hit the mainstream was initially borrowed from the boys, but it's quickly proven to be a summer staple for everyone. Boxer shorts are the new must-have piece of the season, with celebrities including Kendall Jenner, Bella Hadid, and Alexa Chung already hopping on the effortlessly chic trend. While the look may seem risky at first since it essentially revolves around wearing underwear out in public, we can assure you that soon you’ll be tossing aside your denim cutoffs for these comfort-focused bottoms.

The boxer shorts trend first popped up on the spring 2022 Runway, with brands such as Valentino, Tom Ford, and Balenciaga introducing the style to their collections. Since then, it's become somewhat of a staple for the “model off-duty” look, with celebrities pairing the shorts with a cropped tank and sneakers. This look isn’t just for the daytime, though: It's also easy to dress up boxer shorts for a night out with a pair of heels and an oversized blazer. Plus, the style transitions into fall much easier than denim or linen shorts do.

To kickstart your venture into this trend, we’ve put together a few looks that will hopefully spark your imagination. From dressed up to lounge-ready, scroll on for nine different boxer shorts outfits to try this season.

Model Off-Duty

Capture the effortlessly chic “model off-duty” aesthetic by styling a white boxer short and tank combo with an oversized blazer, as influencer @Pernille Teisbaek has done here.

The Sporty Spice

The origins of boxer shorts actually start in the boxing ring with Everlast founder Jacob Golomb, who created one of the first pairs in 1925. Lean into the sporty nature of the piece with an athletic boxer shorts outfit, complete with a crop top and chunky sneakers for a fashion-forward workout.

Instant Prep

Style your boxers with a crisp, oversized white button-down for a preppier take on the trend. Complete the look with another current trend: The ballet flat. It’s the easiest summertime outfit to throw on, and it will have you looking incredibly stylish.

The Matching Set

This Anine Bing button-down and boxer shorts set is the perfect throw-on-and-go outfit for when you don’t have time to think about what to wear. Slip on a pair of Bella Hadid-approved Adidas Sambas, and you’re on your way.

Late-Night Boxers

Incorporate boxers into your going-out rotation by styling a silky version of the shorts with a statement-making top and a pair of heels. The best part? You’re already halfway dressed for bed.

Beach Babe

Playing off the board short trend we’ve already seen this summer, boxer shorts are the perfect coverup for a day at the beach. Coordinate them with your favorite swimsuit and shades and you're sure to have a sunny day to remember.

Boxers for Fall

Boxer shorts are a piece you’ll definitely gravitate toward during those early fall days that balance crisp mornings with sunny afternoons. Add a cozy sweater and a baseball cap for the ultimate autumnal vibes.

Lounge Look

Sometimes all you need is a good pair of shorts to throw on and lounge in, and boxer shorts are just that. Go casual with a classic ribbed tank and a pair of cheeky socks to create the perfect ensemble for a movie night with friends.

Office Apropos

Heading back into the office isn’t so bad when you have a fresh, confident outfit to show off. Try these high-rise boxer shorts and a pair of loafers for a work-appropriate take on the trend.