As a mom of two (soon to be three), I always appreciate when a fashion trend hits on both style and comfort. I want clothes to look cute and also be practical for everyday life. These qualities are especially important during the summer, when the temps are on the rise and many of us are experiencing our busiest season of the year.
Between some much-needed time out of office, May through August is typically chock-full. End-of-school events, summer camps and workshops, rotating sports schedules, and late nights full of bonfires and fireworks quickly pack the calendar. Again, style is greatly appreciated, and comfort is key. This summer, I’m personally so excited to see a mom-friendly fashion trend making its return: boxer shorts.
Why boxers are the perfect summer shorts for moms
At first, I’ll admit, I was skeptical. When boxer shorts first started circulating on fashion blogs and social media, I shrugged them off as something that looked good in aesthetic photos but not something everyday women would be reaching for as part of their out-of-the-house outfitting rotation. But skeptical doesn’t mean close-minded—and I’ve come to change my tune.
Last summer, I acquired a handful of boxer shorts and ended up wearing them on repeat. From festive summer holiday fits to ocean-side ensembles, these shorts very quickly began replacing my typical go-to jean shorts. And at six months pregnant, I’m pretty ecstatic that these shorts are still quite trendy. In fact, they’re gearing up to be even more popular than they were a year ago.

Boxer shorts and pants outfits to try this summer
Despite their laid-back appeal (or maybe because of it), styling boxer shorts and pants can seem daunting. I know what you’re thinking: Really? So, I can wear these pajama-esque shorts outside the house, and I’ll actually be cool for doing so? I know—it’s almost too good to be true.
Or maybe you’re already on board with this trend but are looking for ways to shake up your typical styling. Here are some outfit ideas for pulling off your favorite (or soon-to-be acquired!) pair of boxer shorts and pants.
With Boots and a Pullover Sweater
There is no outfit combo I love more than a long-sleeve top and short bottoms. During breezy summer days or cool evenings, this translates to a seasonal sweater and a pair of favorite shorts. Retro-inspired boot silhouettes are continuing to skyrocket in popularity and go well with this dynamic duo. Bonus: They also protect your ankles from pesky insects. A basket bag adds yet another layer of practical cool.

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With a Graphic Tee and Cowboy Boots
On a hot summer day, boxer shorts and an oversized tee are both simple and satisfying. While it may not be your first instinct, cowboy boots can add some intention to the look (more on-trend, less rolled-out-of-bed) and are sure to gain you a compliment or two—trust me!

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With a Vest and Chic Sunnies
Contrast is an easy way to add interest to any outfit. Style your laid-back boxer shorts or pants with a structured vest top for a visually appealing juxtaposition. Jelly flats and a crochet bag add even more texture to the look.

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With a Bathing Suit
Both boxer shorts and boxer pants make phenomenal beach cover-ups. Pair them with your favorite suit and sandals and grab a trending beach read.

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With a Coordinating Top
Long live the days of matching sets! Truly, I hope they never go out of style. If you’re a fellow fan, rejoice knowing there are many boxer options sold alongside a coordinating top.

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With a Cardigan and Boat Shoes
My fellow coastal grandmas will be happy to hear that boat shoes are also currently surging in popularity (thank you, fisherman aesthetic!). Pearls and a chic cardigan dress up boxer shorts for a window-shopping stroll through town or lunch by the water.

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With a Puff-Sleeve Blouse
With the right accompanying pieces, boxers can also be incredibly romantic and feminine. Try styling your favorite boxer pants or shorts with a puff-sleeve top and flats. A claw clip and beaded bag take the outfit up a notch.

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More of our favorite boxer shorts and pants
Boxer Pants
Boxer Shorts
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The Everygirl Media Group has brought valuable content to our readers for 12+ years. In 2018, The Everymom set out to ensure that all moms know they’re not alone. If you find yourself seeking advice on how to style the latest fashion trend or searching for the best kid-friendly coffee table, we have the answers. And if you’re wondering what’s actually worth it from a sale or looking for a review of the hottest new kids’ product, we’ve got that covered too. From our annual Registry Awards and beloved holiday gift guides to the shopping round-ups you find on our site every day, The Everymom commerce team is well-versed in sifting through thousands of products to curate a digestible list for you. We combine our own experience with in-depth research to bring you a selection that meets our high standards for both fashion and function.

Emilee Janitz, Contributing Writer
Emilee is an accomplished communications strategist and lifestyle journalist. She currently works on the content team at Enterprise SEO company Terakeet where she creates and executes reputation management strategies for Fortune 500 companies. She is a Contributing Fashion Writer for The Everygirl and has additionally been published on POPSUGAR, Motherly, MSN, and Yahoo.
Products included in graphics linked within article.