Cool Boxer Shorts

Discover our collection of cool boxer shorts designed for comfort and style. Featuring vibrant patterns and playful designs, these boxer shorts are perfect for adding a fun touch to your everyday wear. Crafted from soft, breathable fabrics, they ensure all-day comfort whether you're lounging at home or on the go. With a variety of fits and styles, you can find the ideal pair to express your personality. Upgrade your underwear drawer with our cool boxer shorts that combine functionality and flair effortlessly.

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66 products
View:  48All|66 Products
PSD Underwear Boys' Warface Blu Drip Boxer Briefs
  • Wf Blu Drip

PSD Underwear Boys' Warface Blu Drip Boxer Briefs

$15.00

Quick Facts

5 ” inseam wide, soft elastic waistband breathable athletic feel contoured sealed pouch flatlock seams for extra durability tagless/seamless back cool all- over

On Sale
PSD Underwear Boys' Ja Morant Kingdom Boxer Briefs
  • Ja Kingdom

PSD Underwear Boys' Ja Morant Kingdom Boxer Briefs

$8.98

WAS: $16.00*

(1)

machine wash cold, tumble dry

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5 AKS 2025
Who knew getting “ cool ” underwear would encourage laying out clothes the night before!!! You can change the ways of a 10 year old boy!!!

PSD Underwear Men's Rose and Chains Purple Boxer Briefs
  • Multi

PSD Underwear Men's Rose and Chains Purple Boxer Briefs

$25.00

(1)

regular fit boxer briefs 4- way stretch fabric moves with you micro- fiber waistband helps keep you comfortable tagless and seamless back minimizes distractions contoured sealed pouch enhances

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5 Erose
There was only a medium in stock for the one I wanted so I got them assuming they would shrink when I washed them, but they did n't shrink or fade.

Shock Doctor Men's Ultra Boxer Brief w/ Cup
  • White
  • Black

Shock Doctor Men's Ultra Boxer Brief w/ Cup

$39.99

(90)

I used this for karate and its karate very comfortable and I good for sparring as well doe not bind or pinch ... Fit was good and are very comfortable. ... These have a slightly shorter inseam and the fabric is GREAT- much thinner and stretchy, but stays in place during the

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5
Nice compression and good fit. Fits true to size. Fine price too.

5 codyh28_5016
[ I do n't know if you 've ever used a cup before, but MAN are they a must- have accessory for any kind of contact sport. With that being said, this one is great. It's as comfortable as a cup gets, and you 're protected from most groin strikes with this cup. ⭐⭐⭐⭐⭐

5 robertt50_5314
[ These compression shorts are so helpful. They are comfortable and provide good support. I use them when I go kickboxing and it gives me the protection that I need.

5 axayp1_6577
[ Perfect fit and comfortable! I wanted a protective gear while playing baseball and this fits perfect!! It has hold up well for multiple washes so far! All in all a great set!!

5 stevenp21_5874
[ The Shock Doctor Ultra Pro Boxer Compression Short with Ultra Cup is a top- tier choice for athletes needing comfort and protection. The compression fit provides excellent support, while the moisture- wicking fabric keeps you dry. The Ultra Cup offers superior impact protection with a hard shell and ergonomic design, making it ideal for high- contact sports. Durable and well- ventilated, it ensures mobility without compromising safety. Though slightly bulkier than standard options, its quality justifies the price. A reliable and protective option for serious athletes. Rating: 4. 8/5.

PSD Men's Aaron Jones Diner 33 Boxer Briefs
  • Multi

PSD Men's Aaron Jones Diner 33 Boxer Briefs

$28.00

Quick Facts

mesh briefs are treated with cooling properties and have a silkier feel with enhanced breathability. ... the diner 33 cool ... built for anything you get into, especially when youre your most

PSD Men's DNGR Paisley Boxer Briefs
  • Multi

PSD Men's DNGR Paisley Boxer Briefs

$28.00

Quick Facts

mesh pouch enhances comfort branded microfiber blend band helps keep you comfortable flatlock seams provide extra durability and minimize

PSD Underwear Men's Tuner Drip Boxer Briefs
  • Multi

PSD Underwear Men's Tuner Drip Boxer Briefs

$25.00

Quick Facts

inseam: 7 ’ ’ machine wash

PSD Men's Rick and Morty Fear Hole Boxer Briefs
  • Multi

PSD Men's Rick and Morty Fear Hole Boxer Briefs

$26.00

Quick Facts

inseam: 7 ’ ’ machine wash cold, tumble dry low ... regular fit boxer briefs 4- way stretch fabric moves with you breathable sealed

PSD Men's Bart Vibes Boxer Briefs
  • Multi

PSD Men's Bart Vibes Boxer Briefs

$28.00

Quick Facts

the bart vibes briefs include the ultra- comfortable signature waist ... do n't miss the latest from the simpsons x psd. ... inseam: 7 machine wash cold, tumble dry

PSD Men's Slushie Time Boxer Briefs
  • Multi

PSD Men's Slushie Time Boxer Briefs

$28.00

Quick Facts

the slushie time briefs include the ultra- comfortable signature waist ... quench your thirst with this new pair from the simpsons x psd. ... the psd 7 standard length briefs wo n't roll or ride and were built for everything, from everyday wear to your toughest

PEARL iZUMi Men's Transfer Minimal Boxers
  • Black

PEARL iZUMi Men's Transfer Minimal Boxers

$40.00

Quick Facts

moisture- wicking, fast- drying boxers minimal versa chamois, with less coverage and only 9mm thick, offers a smooth and wicking interface between the body and the saddle easily layers under your favorite bottoms compression fit made with recycled content inseam: 6

Icebreaker Men's Anatomica Boxers
  • Gritstone Heather
  • Midnight Navy
  • Black

Icebreaker Men's Anatomica Boxers

$45.00

(34)

Lightweight, comfortable, great fit. ... Great comfort, will be buying more for sure. ... Nice feeling, good texture and design, always, anytime ... Warm at night, not too hot during the

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5 Otto B
These boxers are the only thing I wear. Running to skiing, and everything in between. As a lift opp I am skiing all day and these guys keep me dry and don ’ t stink! Fit is great and they stay put all day long which is a huge benefit.

5 David M
Breathable, smell resistant, comfy. I wear all day for both 16 hours days in the hospital and on the mountain

5 eldoctorcalvo
[ These are ridiculously comfortable and fit perfectly.

5 Daniel K
Fit great. Not itchy and have put them in dryer without shrinking.

5 Chris K
Switched to these boxers and have been pleased with the comfort, I don ’ t notice them ever, they don ’ t ride up and they wick sweat very well

PSD Men's Looney Tunes Bugs Glitch Boxer Briefs
  • Multi

PSD Men's Looney Tunes Bugs Glitch Boxer Briefs

$26.00

Quick Facts

the psd 7 ” standard length briefs wo n't roll or ride and were built for everything, from everyday wear to your toughest workouts. ... mesh pouch, and four- way

On Sale
The North Face Women's Heavyweight Boxer Short
  • Steel Blue

The North Face Women's Heavyweight Boxer Short

$48.99

WAS: $70.00*

(6)

relaxed fit encased- elastic waistband with an internal drawcord for adjustability slash hand pockets to hold your small essentials back welt pockets 4 ”

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5 Gabriel
These shorts are fantastic! The fit is relaxed yet flattering, with a snug, comfortable waistband. The heavyweight fabric feels durable but remains soft and breathable, perfect for lounging or casual outings. They 've kept their shape after multiple washes, and their versatility is unmatched. I 'll definitely be grabbing another pair!

5 Natalie
The quality is amazing on these shorts! Honestly better than I expected. So cute with tucked in T- shirts for the cinched waste look.

5 Ariel
Heavyweight, not too short or long. 5' 5 '', 150lbs, got L, slightly too big, had to return. Wish I could exchange for size M but ca n't exchange online for different size at the same price I got L for. Waiting for sale and product availability again.

5 Oslaida
Nice shorts to be at home and go out for errands or excise. Good quality as expected from NF.

5 Lisa
These are my new favorite shorts. They are fabulous to wear. The fabric is thick and I like the way they look and feel and the color is outstanding for me.

Icebreaker Men's Cool-Lite Merino Anatomica Boxers
  • Black
  • Monsoon Heather

Icebreaker Men's Cool-Lite Merino Anatomica Boxers

$50.00

(9)

Comfortable, breathable, wicking, can wear for multiple days without any odor. ... Very Comfortable ... I like these for travel as they do n't stink and can be reworn, especially for

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5 Al
[ I bought 3 during their sale and that was 3 years ago and it still feels great. This is my 2nd set and will get a few more soon.* I need to buy more and plan to use these on my TMB( Chamonix) 10 day hike in Aug /2025

5 James Z
[ As always these boxers are excellent. Great fit and feel. Honestly, you can wear them Multiple days.:)

5 MrHarryBay
[ Had some merino blend boxers of unknown countenance that were my go- to workout undies in cold weather. They finally wore out and I checked the label to see if I could get a next- gen replacement. Happy to see that Icebreakers was still there. So I bought three. And they rule.

5 Freeheelpete
These are in my daily driver rotation. No complaints, especially at the sale price I picked them up for. Tencel blend durability seems fine for merino, so they 're reasonable value.

5 GDSESQ
[ I have numerous pairs of backpacking underwear. These are the most comfortable I have purchased. The last thing you want is for your underwear to ride up on you.

PSD Men's Ja Morant All Star Boxer Briefs
  • Multi

PSD Men's Ja Morant All Star Boxer Briefs

$30.00

Quick Facts

the all star cool mesh briefs are treated with cooling properties and have a silkier feel with enhanced breathability. ... built for anything you get into, especially when you ’ re your most

PSD Men's Maui Wowie Boxer Briefs - 3 Pack
  • Multi

PSD Men's Maui Wowie Boxer Briefs - 3 Pack

$62.00

Quick Facts

the pairs of the maui wowie 3 pack include the ultra- comfortable signature waist ... buying this island- inspired 3- pack is the next best thing. ... band, a breathable

PSD Underwear Men's Punisher Boxer Briefs
  • Multi

PSD Underwear Men's Punisher Boxer Briefs

$28.00

Quick Facts

mesh pouch provides added support branded microfiber blend waistband helps keep you comfortable flatlock seams enhance

Shock Doctor Boys' Ultra Boxer Brief w/ Cup

Shock Doctor Boys' Ultra Boxer Brief w/ Cup

$30.99

(30)

Snug but good ... I like that there is a pocket to hold the cup in place ... Snug and runs a little small but it kept him safe, so we recommend ... My son says it feels

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5 Lacrosseplayer
The boxers fit my son well. They seem comfortable for him. Would like to be able to buy extra boxers without the cup.

5 Dgohm
Got this for my grandson for football tells me it very comfortable

5 soccer dad8
This year is my son's fist time using a cup for little league. He finds these shorts comfortable

5 mike cccccccccccccc
Love the combo idea.... with the shorts holding the cup. makes for a no issue combo

5 Emcat415
Snug and runs a little small but it kept him safe, so we recommend

Bombas Men's Performance Split Waistband Boxer Brief
  • Black
  • Rosewood

Bombas Men's Performance Split Waistband Boxer Brief

$34.00

Quick Facts

46% modal, 46% cotton, 8% elastane imported machine wash cold with like colors, only non- chlorine bleach when needed, tumble dry low, cool iron if needed, do not dry-

Outdoor Research Men's Echo Boxer Brief
  • Black
  • Classic Blue
  • Storm

Outdoor Research Men's Echo Boxer Brief

$32.00

(57)

Ca n't attest to durability yet but construction seems solid, no loose threads, and the waistband is adequately thick. ... They are very comfortable and appear to be made of a durable

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5 Ben F
Light, quick drying, and breathable. They are not as tight fitting as compression pants, which makes them more comfortable but I still find they work well under tighter fitting layers

5 Sean P
These boxers are super lightweight and breathable. I have used them comfortably for hiking, running, and biking. So far, they have held up very well.

5 Lee1
Fit is true to size, breathable and comfortable, the only boxers I wear!

5 Ian
Tried out a pair of these after experiencing durability issues with some very comfortable wool underwear from another outdoor company. The Echo boxer are lighter, more breathable, and just as comfortable if not more so. I ordered five more pair.

5 Scott
Was in a bit of a search for some new underwear that can do it all. I heard some good reviews of these and could not be happier. Great for running, hiking, lifting, lounging and super breathable.

DSG Boys' 4-Pack Underwear

DSG Boys' 4-Pack Underwear

$28.00

Quick Facts

fit& design athletic fit with active stretch soft brushed, comfort waistband tag- free and flatlock seams to prevent chafing made with performance recycled polyester and spandex for stretch technology our moisture wicking fabric absorbs moisture to help keep his skin dry anti- odor technology helps...

BN3TH Men's Classic Boxer Briefs
  • Fig Purple

BN3TH Men's Classic Boxer Briefs

$32.00

(5)

Wicked Comfortable ... So comfortable!! ... fit 6. 5 ’ ’ inseam 1. 4 ’ ’ waistband width slim fit boxer briefs knitted band that stretches for comfort technology tencel™ modal fabric is smooth and lightweight

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5 Jhop12
I bought these 3 weeks ago and plan open purchasing more!! So comfortable!!!

5 Sandman87
[ Great all around pair of underwear. Light weight, soft and love the support it gives. I bought the medium because I am a 32 '' waist but I thought the legs were too tight for me. Will be buying a large to see if they are better.

5
[ I bought 5 pairs of underwear and love them!! By far the best underwear I ’ ve ever used. Great quality and comfort. Best of all they have a special compartment for the family jewels!!!!!

5 Robin
[ I 've been buying this line for the past year or so for my husband. He loves the comfort and they have held up well compared to other brands. I even bought a pair for my brother- in- law. His wife also feels they 're very sexy.

5 Tres
[ Best boxer breifs I have ever owned. They keep everything where it needs to be. They dont ride up, stay in place all day. Very comfortable and light weight.

PSD Men's Icy Lux Boxer Briefs - 3 Pack
  • Multi

PSD Men's Icy Lux Boxer Briefs - 3 Pack

$62.00

Quick Facts

the briefs of the icy lux 3 pack include the ultra- comfortable signature waist ... secure the bag with this iced- out

On Sale
Pair of Thieves Men's Super Cool Boxer Briefs – 2 Pack

Pair of Thieves Men's Super Cool Boxer Briefs – 2 Pack

$19.99-$20.24

WAS: $26.99*

(604)

The only underwear I will wear these days, material is fantastic and feels like a cool luxurious cloud wrapped around my waist ... Most comfortable, soft, durable underwear

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5 Eva H.
They fit well and have kept me feeling dryer. It's standing up to the 90 degree& high humidity weather here right now

5 SteFil
I originally bought these because some of my underwear were making me sweat very easily! This pair of underwear keeps you cool all day! The venting in the material is great for airflow and the material of the whole product itself feels great!

5 Cipriano E.
[ Never purchased these “ super cool boxers ” before! BRO! Go get yourself one! No roll band means just that. No fade no shrinkage. Will buy again soon

5 Jordyn C.
[ My fiance has always worn AE underwear, they tend to fall apart quickly so I researched similar pairs and came across this brand, he says they are way more comfortable and breathable. He's 6' 3' and 180lbs we got large and they fit perfect! He works in the heat, moving, lifting, building, squatting all day and says they do not ride up, for him it's a game changer!

5 David P.
[ Not my first go 'round with the `` SuperCool Boxer Briefs. `` They do their job well, and they 're very comfortable.

BN3TH Men's Classic Icon Boxer Briefs

BN3TH Men's Classic Icon Boxer Briefs

$32.00

Quick Facts

the original 3d pouch lifts and supports everything, eliminating the need to shift or adjust. ... fitted boxer briefs tencel™ modal is sustainably- sourced and features an ultra- soft, smooth feel chafe- free flatlock stitching premium no- roll waistband cloud- like

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