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We’re showing you how to style boxer shorts for summer.

Summer: the season of sunshine, crisp, cold pools, daily ice cream treats, and light-airy fashion. With the new season comes new trends, and there is one in particular that has been taking over my TikTok feed — boxer shorts.
While a part of me cringes at the fact that I’m being influenced by a TikTok trend, the other part of me can’t get enough of it. With the hot summer weather, boxer shorts are the perfect bottoms to pair with a tank, simple tee, and lifestyle sneakers.
You may still be wondering…”How do I style boxer shorts and not look like I’m wearing pajamas?” That is totally valid and to be honest we’ve thought the same thing. However, there are so many ways to wear and style them to create a cute, casual summer outfit — perfect for running errands, walking around town, or having a picnic in the park with your besties.
Today, we’re showing you 8 different ways to style boxer shorts. Trust us…you’ll be living in them all summer long!
This post is all about 8 ways to style boxer shorts.
8 Ways to Style Boxer Shorts
1. With a Lightweight Sweater

credit: Chandler Deheart

Early summer can still bring chilly weather in the morning and evening, so pairing a lightweight sweater with boxer shorts is a great idea. Slip on some of your favorite sneakers or sandals and accessorize the look with a cute bag and gold jewelry.

J. Crew
Cotton Boxer Short

Mango
Cotton-Linen Sweater

Gap
Ruffle Socks

Steve Madden
Black Lug Sole Loafer

Banana Republic
Leather Slouchy Tote

Madewell
Puffed Droplet Stud Earring

Fossil
Colleen Watch
2. With a Short Sleeve Cardigan

credit: Pinterest

Whether you’re on the coast of New England or the coast of Italy, this outfit idea is perfect for summer travel. Pair the boxer shorts with a colored, short-sleeve cardigan, some Adidas Sambas sneakers, and your favorite sunglasses.

Amazon
Green Plaid Boxer Short

ZARA
Plaid Cropped Knit Cardigan

Aritzia
Slouchy Socks

REVOLVE
Adidas Sambas Sneakers

Kate Spade
Madison Pochette

Free People
Monroe Sunnies
3. With a Linen Vest

credit: Bethany M Poteet

Another huge fashion trend this summer is the linen vest, and we love the idea of pairing it with boxer shorts. It instantly elevates the classic, casual look of boxer shorts. This outfit would be perfect to wear to a brunch with your girlfriends or when you are shopping on the weekend.

Anthropologie
Striped Boxer Shorts

Gap
Linen Vest

Aritzia
Slouchy Socks

REVOLVE
Adidas Sambas Sneakers

Free People
London Baseball Cap

Anthropologie
Angular Bucket Tote

Anthropologie
Uncommon James Gold Bracelets
4. With a Basic Tee

credit: Pinterest

When in doubt, reach for the basic baby tee. It never disappoints — especially when worn with boxer shorts. This is such an adorable, minimalist outfit that will 100% be repeated. Pair the tee and boxer shorts with socks and sneakers and add a ball cap to complete the look.

Amazon
Blue Striped Boxer Shorts

SKIMS
SKIMS T-Shirt

Hollister
New York Sweatshirt

Pac Sun
Yankees Dad Hat

Aritzia
Slouchy Socks

Urban Outfitters
New Balance 530 Sneaker
5. With a Button-Up

credit: Pinterest

Summer is all about airy, breezy fashion. Styling boxer shorts with a basic white tank and a button-down is just that. Plus, this look is so effortlessly chic when you’re on the go. Complete the look with your favorite ballet flats, sandals, or sneakers.

Abercrombie
White Boxer Shorts

Madewell
White Tank Top

Gap
Blue Linen Button Up

Steve Madden
Camel Leather Flatform Sandals

Madewell
Small Transport Crossbody

Revolve
Black Sunglasses
6. With a Tee + Quilted Vest

credit: Pinterest

Who says you can bring layers into the summer? Keeping the layers light and comfortable will be totally bearable in the summer sun. Start with your favorite pair of boxer shorts, throw on a basic white tee, and layer a lightweight, quilted vest on top. Complete the look with some Adidas Sambas, gold jewelry, and a slicked-back bun.

Amazon
Blue Plaid Boxer Shorts

Abercrombie
Basic White Tee

ZARA
Rustic Knit Vest

Anthropologie
Scrunchie Set

Aritzia
Slouchy Socks

Adidas
Adidas Gazelle Sneakers
7. With an Oversized Graphic Tee

credit: Pinterest

Boxer shorts + an oversized graphic tee = the easiest summer outfit. On the days you want to wear a cuter outfit but don’t have the effort to piece something together, this boxer short outfit idea will be your go-to option. Elevate the look with some layered gold jewelry, a bun, and some of your favorite sunglasses.

Amazon
Blue Plaid Boxer Shorts

Neiman Marcus
Ganni Relaxed Peach T-Shirt

Aritzia
Slouchy Socks

Adidas
Adidas Gazelle Sneakers

Mejuri
Gold Dome Huggies

Amazon
Retro Oval Sunglasses

Amazon
Straw Beach Bag
8. With a Button-Up + Kitten Heels

credit: Pinterest

Looking for a chic outfit to wear to brunch with your girlfriends or for a casual night out on vacation? Style your boxer shorts with a matching button-up and sandal kitten heels. Slick your hair back into a bun and add some fun earrings. We can’t think of a more comfortable, chic outfit.

Amazon
Boxer Short + Button Down Set

Abercrombie
White Strappy Kitten Heel

Anthropologie
Mini Hollace Tote

Anthropologie
Floral Huggie Icon Hoop Earrings