"In the summer, when our calendars consist of vacations, days by the water, and whatever else the season has in store, leaning on comfortable classics makes warm-weather styling all the more approachable. So, when a new seasonal trend—or God forbid, TikTok aesthetic—rolls around, I’m usually a skeptic. However, nothing excites me more than finding functional-yet-comfortable styles to add to my closet, and this up-and-coming trend checks off all the boxes. Enter: boxer shorts.
Before you scroll, hear me out. Although the style is reminiscent of your boyfriend’s closet, boxer-inspired shorts should be on the top of your summer wishlist for more than just their comfortable appeal. They offer a refreshing alternative to denim cut-offs, but can still be styled similarly with ease. What’s more: They bring a pop of color and print to an otherwise minimalist outfit, which is just what the doctor ordered in summertime heat.
I lived in boxer shorts last summer, so this season, I’m armed and ready with new ways to wear the comfortable bottoms. I’ll be styling them with an oversized tee and sneakers for an afternoon of shopping, or pairing them with a linen shirt and dainty jewelry for sunset dinners. Although they might feel like a giant leap from the usual summer offerings, loungewear as everyday attire is nothing out of the ordinary. (Think: slip dresses and sheer tops). If anything, boxer shorts are an addition to this cozy arsenal that’ll spark some creativity in your styling efforts. (And definitely land you a compliment or two.) Plus, they’re an easy option for days when you don’t feel like coming up with an outfit, but still want to look effortlessly polished. Have we sold you yet?
Below, we’ve rounded up all the best boxer short options that are sure to become a go-to in your closet—plus how to style them. They’re so chic, don’t be surprised when they’re the only bottoms I reach for until September.
How to Style Boxer Shorts
With a lightweight crewneck sweater
After a quick Pinterest search, you’ll notice that one of the best ways to style your boxer shorts is with a lightweight crewneck sweater. This look is a great option for those 60-degree days and nights that spring and summer always come with. Opt for a patterned pair of boxer shorts and a solid sweater, throw on some accessories, and you’ve got yourself a casual-cute outfit for transitional weather.
With a matching button-up
When in doubt, wear your boxers as a set. For those days you can’t be bothered to conjure up an intricate outfit, opt for a shorts-and-button-up set, or pair your boxer shorts with a button-up in a similar color. Top it off with a baseball hat and pair of white sneakers for a summer weekend day.
With a white tank
On days that are scorching hot, the last thing you want to put on your body is denim. Cut your losses and pair your breezy boxers with your favorite tank top for an outfit that’ll keep you as cool as physically possible. Make the combo look a bit less like pajamas by accessorizing with your favorite sunglasses and your favorite jewelry.
With a graphic tee
Browsing the Farmer’s Market, picnicking in the park, long beach days—boxer shorts work for just about every summer activity. Wear your boxer shorts as a cover-up over your swimsuit, and keep a graphic tee in your beach bag to throw on over top when you head to post-beach drinks. Complete the look with raffia accessories (hat preferred!) and comfortable sandals.
Our Favorite Boxer Shorts
