8 Boxer Short Outfits to Work the Boxers Shorts Trend in 2024

Yes, we love a skirt or dress for summer, but sometimes a perfect pair of shorts just makes such a practical choice. One of our favourite ways to work a shorts outfit this summer remains the cool and crisp boxer shorts trend. The comfort of a pull on style in an airy fabric can’t be beaten on hot summer days. And as the following 8 boxer shorts outfits prove, there are many ways to successfully style a boxer short for any occasion.

Whether you’re hitting the beach, sauntering around the city or even going to the office the boxer shorts trend can work for you. See Kendall Jenner’s chic The Row look consisting of white folded down boxer short, matching shirt, loafers and butter yellow double breasted overcoat for an example of how pulled together this look can be.

In case you are looking to hunt down a perfect pair of boxer shorts, then keep scrolling for the 28 best striped, checked and plain pairs you can snap up at various purse-friendly (and not so purse-friendly) price points. Let your boxer shorts summer commence…

The pairing with loafers, socks and a butter yellow knit is very now.

Boxer shorts, a bright knit and Mary Jane ballet flats make for a chic combo.

These crisp poplin boxer shorts are currently sold out, but keep yourself notified. Perfect paired with a tonal cardigan.

These girly frill edged shorts in pink plaid are a cute option.

For those transtional moments just add long socks and biker boots.

Keep it black and white with a pop of red for a sleek look.

The striped boxers with a candy-hued cardigan, coloured trainers, and socks is perfection.

Take your boxers up a notch with the addition of kitten heels and an oversized blazer.

Boxer Shorts Trend – Stripe Boxer Shorts

By Anthropolgie striped cotton boxer shorts.
By Anthropologie Cotton Boxer Shorts, £30

These come in navy or light blue.

Reminiscent of pajama shorts, DÔEN's 'Thelma' pair looks cool worn outside of the house. They're made from a lightweight cotton and silk-blend in blue and white stripes and have an elasticated waist and logo embroidery at the hem.
DÔEN Thelma embroidered striped cotton and silk-blend shorts, £165

This luxe DÔEN pair are a cotton silk blend.

Made from linen, these striped arket  shorts are perfect for the warm season. A comfortable style with elastics and a drawstring at waist and slanted pockets.
Arket Linen Shorts, £37

Arket’s trusty stripe linen trousers now come in shorts form.

Reformation Billy Boxer Short
Reformation Billy Short, £98

Reformation’s billy shorts look great paired with the matching shirt and loafers. They also come in a blue and white stripe and a butter yellow shade. H&M’s white and black cotton boxer shorts have a similar effect on a budget.

Free People Get Free pink striped boxer shorts with elasticated waist and side pockets.
Free People Get Free Striped Pull-On Shorts, £58.00

This fun Free People pair comes in pink, green, and blue. How good do they look paired with fisherman sandals and socks? There is even a cute matching tunic top

Pink and teal ASOS DESIGN shorts with contrast waist in pink stripe co-ord
ASOS DESIGN shorts with contrast waist in pink stripe co-ord, £20.00

You could also try this ASOS design pair in cute pink and turquoise stripe. The green and white stripe option are sold out in some sizes, but equally gorgeous.

Ciao Ciao Vacation Stripes Boxer Shorts in red, white and blue.
Ciao Ciao Vacation Stripes Boxer Shorts, £168

Ciao bella.

Stripe Boxer Shorts

Mango blue and white Striped straight shorts
Mango Striped straight shorts, £25.99

Perfect with the matching shirt for easy summer outfits.

EXCLUSIVE AT NET-A-PORTER. lemlem's 'Safia' shorts are hand-woven with brown and white stripes by skilled artisans. Designed exclusively for us, they're made from breezy cotton-blend and have relaxed legs.
LEMLEM+ NET SUSTAIN Safia striped cotton-blend shorts, £301

Lemlem’s cute pair are hand-woven with brown and white stripes by skilled artisans and they look so holiday ready paired with sandals and a bikini.

Le Kasha’s ‘Kensu’ shorts are cut from fluttery silk-satin the brand specially chose for its “light as air, fluid as water” qualities. It’s patterned with classic stripes and topped with an elastic waist for optimum comfort. Wear yours with the label’s linen shirt or cashmere sweater.
LE KASHA Kensu striped silk-satin shorts, £362

This subtly striped silk satin pair is ready for anything.

Created in collaboration with leading textile expert TEKLA, Birkenstock 1774's shorts are designed expressly for comfort. They're cut from organic cotton-poplin that's cool and airy, making them a failsafe for balmy days or lounging. Team them with the matching sandals - the serene colors are used throughout the collection.
BIRKENSTOCK 1774 + TEKLA striped organic cotton-poplin shorts, £120

Light yellow is fast taking over from red as the colour of the summer…

Daisy Street boxer waist detail boyfriend shorts in orange textured stripe co-ord
Daisy Street boxer boyfriend shorts in orange textured stripe co-ord, £26

This sunny textured pair are also a winner.

Deiji Studios' shorts are the best choice whether you plan to relax at home or spend the day at the beach. They've been made from breathable organic cotton and patterned with classic stripes.
DEIJI STUDIOS Striped organic cotton shorts, £57

These crisp Deiji Studios shorts paired with this delightful blouse and spring/summer essential clogs is perfection.

The Frankie Shop's Lui pinstripe shorts are crafted from crisp, breathable, crêpe with an elasticated waistband and side-slit pockets. Pair with the brand’s Lui shirt for the ultimate warm-weather set.
THE FRANKIE SHOP Lui striped crêpe shorts, ( 170) £ 119

Pair The Frankie Shop’s pretty striped shorts with the coordinating striped cotton shirt or a tank or knit.

Boxer shorts are one of the coolest trends on Instagram - whether you team them with a hoodie and slouchy socks or balance things out with a blazer, there are so many ways to style. Hommegirls' pair is made from cotton-poplin and printed with '70s-inspired stripes.
HOMMEGIRLS Striped cotton-poplin shorts, £52.56

The elasticated waist looks so comfy.

Gingham Boxer Shorts

Stradivarius red and white gingham boxer shorts with elasticated waist.
Stradivarius GINGHAM BOXER SHORTS, £17.99

SO cute. They also come in navy and white.

A pair of checked cotton shorts – like this orange pair from Miu Miu – is a smart option for the warmer months. Sitting at high-rise with wide legs, they're tailored with darts for a sophisticated finish. Complete your look with a white collared blouse and Mary Jane pumps to exude the sort of '70s charm that the label is known for.
MIU MIU Checked cotton shorts, £465

Such a gorgeous colour for spring/summer.

Uniqlo yellow white seersucker gingham boxer short. Airy seersucker fabric. Relaxed cut for a casual style.
- Cool, non-clingy seersucker fabric with a distinctive texture.
- Relaxed cut with a single tuck at the front.
- Pockets on both sides.
- Versatile roomy cut suitable for indoor or outdoor wear.
- Perfect for lounging around the house or even layering as underpants.
Uniqlo SEERSUCKER COTTON GINGHAM CHECKED EASY SHORTS, £19.90

Uniqlo’s staple pair are also in stock in black and white check

Weekday relaxed boxer-inspired mini shorts made from a plain cotton fabric. They have an elasticated waistband, roomy side seam pockets, and a fake fly.
Weekday Relaxed Boxer Cotton Shorts, £27.00

These are sold out in some sizes, but check the blue stripe and dark grey stripe for your size too.

Cotton On flannel check boxer pyjama shorts in panna cotta
Cotton On flannel check boxer pyjama shorts in panna cotta, £18.00

These look so comfy.

Block Colour Boxer Shorts

Stradivarius white cotton boxer sHORTS WITH AN ELASTICATED WAISTBAND
Stradivarius SHORTS WITH AN ELASTICATED WAISTBAND, £22.99

A crisp white pair of cotton boxers look chic with everything.

Arket white cotton pull on shorts made from a cotton weave that has been washed for a slightly crinkled and peached feel. An effortless pull-on style with an elasticated waist and wide legs. Pockets at side seams.
Arket Cotton Pull-On Shorts, £37

Perfect with a classic striped shirt.

Topshop linen blend beach shorts in white
Topshop linen blend beach shorts in white, £30

You can never go wrong with linen in summer.

Reformation butter yellow billy boxer short with button fly and elasticated waist.
Reformation Billy Short, £98

Or in fact, butter yellow this summer…

ASOS DESIGN boxer short with tab waistband in washed buttermilk co-ord.
ASOS DESIGN boxer short in washed buttermilk co-ord, (£20) £15

This ASOS pair are also a good option.

Pieces boxer short in navy with button fly detail and elastic waistband.
Pieces boxer short in navy, £30.00

Navy is forever chic.

Motel red boxer short with button fly detail and elasticated waistband.
Motel laboxe beach short co-ord in red, £30.00

Cherry red is still hot news.

Free People beige poplin pull on shorts with darts, side pockets and elasticated waist.
Free People Get Free Poplin Pull-On Shorts, £58.00

These easy-peasy pull-on shorts come in 5 other shades too.

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