Joe's Picks
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Boxer Shorts Built for Casual, Not Just the Photos
INSTOCK UK
Pack Assorted Cotton Stretch Boxer Shorts Menswear Classic Activewear Breathable Comfort Fit Underwear with Waistband Black - M BLACKNAVYGREY
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$14.00
INSTOCK UK
Check Swim Shorts Worth a Place in the Rotation
OXYGEN_CLOTHING
Club Check Pocket Swim Shorts
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$84.15
OXYGEN_CLOTHING
Classic Boxer Shorts That Don't Try Too Hard
INSTOCK UK
Pack Dark Assorted Cotton Stretch Boxer Shorts Menswear Classic Breathable Activewear Comfort Fit Underwear with Waistband - X DARK ASSORTED
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$14.00
INSTOCK UK
Elasticated Boxer Shorts That Look the Part
LA REDOUTE UK
Mix & Match Striped Boxer Shorts
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$22.00
LA REDOUTE UK
Fly Boxer Shorts That Quietly Get On With It
INSTOCK UK
Pack of Men’s Boxer Shorts Classic Fit Jersey Underwear with Printed Design Button Fly & Elastic Waistband by Sock Stack - X-LARGE ASSORTED
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$14.00
INSTOCK UK
Printed Swim Shorts You'll Be Glad You Found
LA REDOUTE UK
Deckchair Print Swim Shorts
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$17.99
LA REDOUTE UK
Swim Shorts With Stripe Detail Done Properly
VIADUCT CLOTHING
adidas Originals Stripe Swim Shorts - Red - M Red
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$24.99
VIADUCT CLOTHING
Boxer Shorts Built for Casual, Not Just the Photos
Most boxer shorts are designed to look good in a flat lay. Waistband front and centre, logo embossed just so, shot in soft morning light. Then you actually wear them for a day and the fabric pills, the waistband rolls, and the fit does something strange around the seat. We have been through enough pairs to know that the ones worth buying are built around how they feel after hour eight, not how they photograph at hour zero. That means fabric that breathes properly, a cut that moves with you rather than against you, and a waistband that holds its position without digging in. We have also been paying attention to length and leg opening, because both matter more than most men realise. Too short and they ride up. Too wide and they bunch. The pairs in here get the balance right and keep getting it right wash after wash. That is the only test that counts.
INSTOCK UK
Pack Assorted Cotton Stretch Boxer Shorts Menswear Classic Activewear Breathable Comfort Fit Underwear with Waistband Black - M BLACKNAVYGREY
$14.00
INSTOCK UK
INSTOCK UK
C Classics Pack Button Fly Boxer Shorts - S Assorted
$6.99
INSTOCK UK
SOCK SHOP
Motorhead Pack Exclusive to SOCKSHOP Gift Boxed Boxer Shorts Black Large
$24.99
SOCK SHOP
SOCK SHOP
Motorhead Pack Exclusive to SOCKSHOP Gift Boxed Boxer Shorts Black Medium
$24.99
SOCK SHOP
INSTOCK UK
Pack Assorted Cotton Stretch Boxer Shorts Menswear Classic Activewear Breathable Comfort Fit Underwear with Waistband Black - S BLACKNAVYGREY
$14.00
INSTOCK UK
SNEAKIN UK
Stretch cotton boxer shorts Björn Borg x
$25.94
SNEAKIN UK
SNEAKIN UK
Printed boxer shorts Guess x
$19.91
SNEAKIN UK
SNEAKIN UK
Boxer shorts Henderson Main x
$17.05
SNEAKIN UK
MADE IN PARADIS UK
Boxer shorts Superdry x
$27.97
MADE IN PARADIS UK
SOCK SHOP
Motorhead Pack Exclusive to SOCKSHOP Gift Boxed Boxer Shorts Black Small
$24.99
SOCK SHOP
SNEAKIN UK
Boxer shorts Salsa Jeans x
$39.89
SNEAKIN UK
MADE IN PARADIS UK
Boxer shorts Superdry Trunk
$27.97
MADE IN PARADIS UK
Check Swim Shorts Worth a Place in the Rotation
Most men's swim shorts fall into one of two camps: the plain block colour that tries hard to be inoffensive, or the loud tropical print that announces itself before you've even arrived at the pool. Check sits usefully between those two positions. It has enough going on to look considered without requiring the confidence of a man who owns a yacht. We've always thought a good check short is one of the more underrated things you can pack.
The ones we've pulled together here are specifically chosen for scale and colour. A check that's too small reads as busy. Too large and it tips into novelty. Get it right and it works poolside, it works at a beach bar, it works thrown on over a t shirt for lunch somewhere warm. We've also paid attention to length and fabric weight because both matter more than most people think. These are the shorts that earn a permanent spot in the holiday bag.
OXYGEN_CLOTHING
Club Check Pocket Swim Shorts
$84.15
OXYGEN_CLOTHING
SNEAKIN UK
Baby boy swim shorts Paper Boat Classic
$35.61
SNEAKIN UK
VIADUCT CLOTHING
adidas Check CLX Swim Shorts - Shock Cyan Blue - " S Blue
$9.99
VIADUCT CLOTHING
VIADUCT CLOTHING
adidas Classic-Length Check Swim Shorts - Multi - M Multi
$29.99
VIADUCT CLOTHING
SNEAKIN UK
Corduroy Swim Shorts Town & Country Surf Designs ''
$51.28
SNEAKIN UK
SNEAKIN UK
Swim shorts Town & Country Surf Designs Corduroy Beach "
$51.28
SNEAKIN UK
SNEAKIN UK
Swim shorts Arena Water Prints AO
$30.97
SNEAKIN UK
STUARTS LONDON
Fred Perry Madras Check Swim Shorts - Red
$65.00
STUARTS LONDON
VIADUCT CLOTHING
adidas Check CLX Swim Shorts - Shock Cyan Blue - " M Blue
$9.99
VIADUCT CLOTHING
VIADUCT CLOTHING
adidas Swimming Check CLX Swim Shorts - RedBlue
$14.99
VIADUCT CLOTHING
STUARTS LONDON
Fred Perry Madras Check Swim Shorts
$65.00
STUARTS LONDON
Classic Boxer Shorts That Don't Try Too Hard
There is a version of this category that goes very wrong very fast. Novelty prints. Thin cotton that bags out after two washes. Waistbands that roll. We have all owned a pair like that and we have all quietly binned them. What we are after here is the opposite. A classic boxer short in a proper woven cotton, cut with enough room to be comfortable without looking like you borrowed them from someone larger. The kind that still looks respectable when you are getting changed at the gym or at a friend's place for a wedding morning. It matters more than most men admit. We have been looking specifically at options that use quality poplin or oxford weave cotton, that have a proper fly and a waistband that stays where it is put. Simple patterns, stripes, small checks, plain colours. Nothing that is trying to make a statement. These are the ones that just quietly get everything right.
INSTOCK UK
Pack Dark Assorted Cotton Stretch Boxer Shorts Menswear Classic Breathable Activewear Comfort Fit Underwear with Waistband - X DARK ASSORTED
$14.00
INSTOCK UK
MADE IN PARADIS UK
Boxer shorts Colorful Standard Classic Lemon Yellow
$15.45
MADE IN PARADIS UK
MADE IN PARADIS UK
Boxer shorts Guess Placed Logo x
$26.40
MADE IN PARADIS UK
SPARTOO.CO.UK
Polo Ralph Lauren CLASSIC PACK TRUNK men's Boxer shorts in Black
$37.60
SPARTOO.CO.UK
SPARTOO.CO.UK
Polo Ralph Lauren CLASSIC TRUNK X men's Boxer shorts in Black
$38.54
SPARTOO.CO.UK
DOROTHY PERKINS UK
Camille Lace Panel Jacquard Pack Boxer Shorts In White
$14.99
DOROTHY PERKINS UK
SNEAKIN UK
Boxer shorts Sloggi x
$24.28
SNEAKIN UK
MADE IN PARADIS UK
Boxer shorts Colorful Standard Classic Organic
$15.45
MADE IN PARADIS UK
SOCK SHOP
SOCKSHOP Music Collection Pack Ramones Boxer Shorts Black Extra Large
$14.99
SOCK SHOP
SOCK SHOP
SOCKSHOP Music Collection Pack Slipknot Boxer Shorts Black Small
$14.99
SOCK SHOP
SOCK SHOP
SOCKSHOP Music Collection Pack Guns N Roses Boxer Shorts Black Medium
$14.99
SOCK SHOP
SOCK SHOP
Pack White Button Front Cotton Boxer Shorts Men's Small
$24.99
SOCK SHOP
Elasticated Boxer Shorts That Look the Part
Most men pick underwear the way they pick bin bags. Functional, forgettable, replaced when the elastic gives out. We think that's a mistake, not because underwear needs to be flashy, but because what you wear closest to your body sets the tone for everything else. Elasticated boxer shorts sit in an interesting middle ground. The structured waistband means they stay in place without digging in, which matters more than people admit. The cut is relaxed enough to be comfortable through a long day but fitted enough that they don't bunch under tailored trousers. What separates the ones worth buying from the rest is fabric quality and waistband construction. Cotton that breathes, a band that holds its shape after fifty washes, and a fit that doesn't require adjustment by mid morning. These are not afterthoughts. We picked these specifically because they combine real comfort with the kind of considered design that reflects well on the man wearing them.
LA REDOUTE UK
Mix & Match Striped Boxer Shorts
$22.00
LA REDOUTE UK
TOKYO LAUNDRY
Mens Underwear Lumber Pack Boxer Shorts Set in Golden Rod Sky Captain Navy
$8.99
TOKYO LAUNDRY
LA REDOUTE UK
Pack of Dim Sport Boxer Shorts
$35.99
LA REDOUTE UK
SNEAKIN UK
Organic cotton boxer shorts Superdry Offset x
$21.77
SNEAKIN UK
MADE IN PARADIS UK
Boxer shorts Jack & Jones Vincent x
$13.98
MADE IN PARADIS UK
LA REDOUTE UK
Pack of Signature Plain Boxer Shorts
$31.99
LA REDOUTE UK
SNEAKIN UK
Boxer shorts Jack & Jones Solid x
$51.36
SNEAKIN UK
SOCK SHOP
SOCKSHOP Music Collection Pack Foo Fighters Boxer Shorts Black Extra Large
$14.99
SOCK SHOP
MADE IN PARADIS UK
Boxer shorts Jack & Jones Jacjon x
$13.98
MADE IN PARADIS UK
SOCK SHOP
SOCKSHOP Music Collection Pack Green Day Boxer Shorts Black XX
$14.99
SOCK SHOP
INSTOCK UK
Pack Mens Sports Performance Boxer Shorts Designer - S Green Mix
$48.99
INSTOCK UK
SOCK SHOP
SOCKSHOP Music Collection Pack Ramones Boxer Shorts Black Large
$14.99
SOCK SHOP
Fly Boxer Shorts That Quietly Get On With It
Most men don't think much about their underwear drawer until something goes wrong. The waistband gives up. The fabric pills after three washes. The fly gapes in a way that makes you question every purchase decision that led here. Good boxer shorts should require zero thought once they're on, and that is genuinely harder to deliver than it sounds.
What we've been looking for specifically are fly front boxers that use a proper opening rather than a cosmetic one, cut from fabric with enough weight to sit properly without bunching under trousers. Cotton quality matters more here than anywhere else in the wardrobe because you notice it all day. Weave, finish, how it handles a warm wash without shrinking into something your younger self couldn't get into.
These are the ones that have sorted all of that out. Not exciting in a way you'd describe to anyone. Exactly right in a way you'll notice every morning you pull them on.
INSTOCK UK
Pack of Men’s Boxer Shorts Classic Fit Jersey Underwear with Printed Design Button Fly & Elastic Waistband by Sock Stack - X-LARGE ASSORTED
$14.00
INSTOCK UK
SNEAKIN UK
Boxer shorts McAlson Classic
$22.80
SNEAKIN UK
SNEAKIN UK
Gaming Console Boxer Shorts McAlson
$27.07
SNEAKIN UK
NATURAL COLLECTION
Organic Cotton Ben Boxer Shorts - Pack of
$28.95
NATURAL COLLECTION
INSTOCK UK
Mens Cotton Boxer Shorts - Soft & Comfortable Everyday Underwear - S UFO
$14.95
INSTOCK UK
INSTOCK UK
Mens England Rugby Boxer Shorts - Soft Cotton Sports Underwear - M Red
$15.95
INSTOCK UK
SOCK SHOP
Pack Black Red Blue Bamboo Boxer Shorts Men's Extra Large
$14.99
SOCK SHOP
INSTOCK UK
Pack of Men's Cotton Boxer Shorts Button Fly Breathable Stretchy Classic Trunks Premium Comfort Everyday Wear Gym Sports Sock Stack
$10.00
INSTOCK UK
Printed Swim Shorts You'll Be Glad You Found
Most men leave swim shorts as an afterthought and it shows. A plain navy pair grabbed at the airport, worn with whatever t-shirt was closest, and suddenly a week in the sun looks considerably less considered than it should. The right printed short does something that solid colours rarely manage. It carries the outfit on its own. You can wear a washed out tee, nothing on your feet, and the shorts do the work.
We've been selective about what counts here. Length matters enormously. Too long and you lose the leg entirely. Fabric needs to dry fast and move properly, not cling or crease the moment it gets wet. And the print itself has to be the kind that looks deliberate rather than busy, the difference between resort style and fancy dress being finer than most people realise.
These are the ones that reward a second look. Pack one. You will not regret the luggage space.
LA REDOUTE UK
Deckchair Print Swim Shorts
$17.99
LA REDOUTE UK
VIADUCT CLOTHING
adidas Juventus Turin Swim Shorts - Black - L Black
$24.99
VIADUCT CLOTHING
VIADUCT CLOTHING
adidas Arsenal FC Swim Shorts - Black - Red
$24.99
VIADUCT CLOTHING
SUPERDRY_UK
Superdry & Co Men's Printed - Recycled Swim Shorts Blue Blue Chrysanthemum Print - Size:
$31.49
SUPERDRY_UK
VIADUCT CLOTHING
adidas Originals -Stripe Swim Shorts - Halo Blue - L Blue
$24.99
VIADUCT CLOTHING
WEIRD FISH
Weird Fish Orcha Printed Swim Shorts Black Size
$30.40
WEIRD FISH
OXYGEN_CLOTHING
Printed Swim Shorts
$39.50
OXYGEN_CLOTHING
TOKYO LAUNDRY
Swim Shorts Woodbine Lobster Print Swim Shorts In Limelight
$9.99
TOKYO LAUNDRY
SUPERDRY_UK
Superdry & Co Men's Printed Logo -Inch Swim Shorts Green Kelly Green - Size:
$34.99
SUPERDRY_UK
SUPERDRY_UK
Superdry & Co Men's Printed - Recycled Swim Shorts Pink Pink Geo Print - Size:
$31.49
SUPERDRY_UK
SUPERDRY_UK
Superdry & Co Men's Printed - Recycled Swim Shorts Bluewhite Blue Chrysanthemum Print - Size:
$31.49
SUPERDRY_UK
FILA UK
Parsa Stripe Printed Swim Shorts -
$20.00
FILA UK
Swim Shorts With Stripe Detail Done Properly
Stripes on swim shorts should be simple to get right. They are not. The wrong stripe makes a good body look chaotic and a slim fit look like a deck chair. The problem is usually scale, too wide, too loud, too many colours trying to share the same piece of fabric. What works is restraint. A clean vertical or a single tonal stripe on a well cut short with the right length, sitting just above the knee, not hovering at the shin and not riding up. We have also paid attention to fabric here because a stripe that looks sharp dry and buckles wet is not doing its job. The shorts in this collection get the detail right without making it the whole personality of the garment. They work poolside, they work at a beach bar, they travel well in a bag and look considered when you arrive. Stripe detail that earns its place rather than demanding your attention.
VIADUCT CLOTHING
adidas Originals Stripe Swim Shorts - Red - M Red
$24.99
VIADUCT CLOTHING
SNEAKIN UK
Swim shorts Arena Team Stripe
$33.55
SNEAKIN UK
OXYGEN_CLOTHING
Side Stripe Swim Shorts
$135.00
OXYGEN_CLOTHING
YESSTYLE_US_GLOBAL
Set: Halter Neck Striped Tankini Top + Swim Shorts Stripe - Blue & Beige
$27.01
YESSTYLE_US_GLOBAL
TRILOGY
Hartford - Swim Shorts in Green
$39.59
TRILOGY
TOKYO LAUNDRY
Swim Shorts Pembroke Swim Shorts In Rio Red With Free Matching Flip Flops - South Shore
$10.99
TOKYO LAUNDRY
MONSOON
Crab Stripe Swim Shorts Multi
$16.00
MONSOON
WEIRD_FISH
Weird Fish Narwhal Swim Shorts Navy Size
$30.40
WEIRD_FISH
SUPERDRY_UK
Superdry & Co Men's Seer Sucker - Swim Shorts Light Blue Rice Whiteendless Sky Stripe - Size:
$34.99
SUPERDRY_UK
SNEAKIN UK
Swim shorts Solid Philip Stripe
$17.46
SNEAKIN UK
LA REDOUTE UK
Logo Mid-Length Swim Shorts
$44.00
LA REDOUTE UK
SNEAKIN UK
Swim shorts Paper Boat Pop Stripes
$42.02
SNEAKIN UK