The 12 Most Comfortable Pairs of Men’s Underwear To Buy in 2022

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If you’re updating your underwear drawer for the first time in a long time, you might be unsure of where to start. Between direct-to-consumer brands and luxury labels, the underwear market has changed a lot, even in just the last few years.

Besides a bevy of new brands, there are also new fabrics and styles you may not have even heard of. Modal and Pima are just a couple of examples of fabric options that go beyond regular cotton or polyester. And of course, the classic “boxers vs. briefs” debate doesn’t account for the fact that boxer briefs and trunks have become increasingly popular options.

While there are a lot of factors to consider when shopping for men’s underwear, arguably the most important factor is comfort. That’s why we’ve rounded up some of the most comfortable men’s underwear that you can buy online. But in order to find what’s most comfortable for you, you’ll have to first weigh factors like fit, function and fabric.

SAXX Underwear

The Perfect Fit

The fit you choose comes down to preference and comfort. Boxers are loose, making them more breathable, while briefs, trunks and boxer briefs are more form-fitting and offer varying levels of leg coverage. Briefs offer the least leg coverage, trunks slightly more and boxer briefs provide the most leg coverage.

Functionality Is a Must

Arguably the biggest divide in men’s underwear isn’t boxer vs. brief, but fly vs. no fly. A fly is a traditional option, and it offers the obvious benefit of easier access. But some may prefer no-fly, especially for athletic settings, because eliminating the fly cuts down on the excess fabric that can get in the way or impede breathability.

Fabric & Style Is Key

Fabric is crucial to comfort. Cotton is often the softest option, but not all cotton is created equal. You can look for Supima or Pima cotton, which is considered a premium option (extra-long fibers are used, which helps to improve softness and durability). The main problem with cotton is that, while breathable, it doesn’t do as well when wet and can take a long time to dry. Other fabrics include modal, which is considered a semi-synthetic fiber that is made from beechwood pulp. Modal is prized for softness and breathability, but it’s typically more expensive than cotton. Synthetics like polyester and nylon can be good options for athletic underwear, thanks to their moisture-wicking properties. However, synthetics aren’t as soft, sustainable or durable.

Other factors to consider include style — if anyone’s going to see your underwear, you want it to look good. Another very important consideration is the price. You wear underwear every day, so you don’t want to spend too much on something you have to wash after every use. By the same token, since you wear it every day, you want to spend enough to ensure you’re getting a quality product that will be comfortable and long-lasting — underwear is typically the first thing you put on and the last thing you take off, so all-day comfort is critical.

What Is the Most Comfortable Underwear?

Looking for the most comfortable underwear to pick up now? Check out our favorites below.


1. SAXX Vibe Super Soft Jersey Boxer Briefs


SAXX makes the comfiest underwear for men on the planet, full send. The only issue? They can get a little bit pricy. Yeah, that price below is the real deal. A full $32 for one pair of undies. But, believe us when we say that you absolutely will not regret your purchase. SAXX uses their trademarked BallPark Pouch which cradles your boys downstairs in a hammock-like hold for comfortable movement throughout the day. This helps rid of any unwanted friction, too. In addition, SAXX creates these bad boys with reverse stitching to prioritize comfort. Colors and patterns are available as far as the eye can see, too. Although they might be pricy for a pair of underwear, every guy should have a pair of SAXX in their underwear drawer.

SAXX Vibe Super Soft Jersey Boxer Briefs

Buy: SAXX Vibe Super Soft Jersey Boxer Briefs $32.00


2. Uniqlo Supima Boxer Briefs


These boxer briefs from Uniqlo are made from soft Supima cotton, which is a popular option for its softness and durability. Supima cotton is also grown in the US. Sizing is limited right now for many of the solids, but these striped options are stocked in most sizes. They’re made primarily from cotton, with enough stretch to comfortably move in, and they have a comfortably stretchy waistband and a functional fly.

Uniqlo Supima Boxer Briefs

Buy: Uniqlo Supima Boxer Briefs $6.90


3. Everlane The Longer Boxer Brief


Everlane’s boxer briefs come in two cuts, including this one, which it calls the Longer Boxer Brief. It has a 4-inch inseam, providing extra leg coverage and helping to prevent the underwear from riding up. The boxer briefs are available in a range of stylish solids like navy, heather gray and black. These boxer briefs are made from Supima cotton, making them very soft and comfortable.

Everlane The Longer Boxer Brief

Buy: Everlane The Longer Boxer Briefs $24.00


4. Calvin Klein 3-Pack Boxer Briefs


Calvin Klein is a brand that is widely credited with popularizing boxer briefs, and they still make some of the best options on the market. This three-pack is chock full of that classic black color for a neutral look, and the waistband features Calvin Klein’s repeating logo. They’re made from soft cotton, and they have a functional fly for doing business if the time calls.

Calvin Klein 3-Pack Boxer Briefs

Buy: Calvin Klein 3-Pack Boxer Briefs $42.50


5. Gildan Regular Leg Boxer Briefs


Just because you’re looking for the most comfortable boxer briefs doesn’t mean that they can’t be the most affordable, too. Gildan is known as an approachable brand due to just how cheap that price tag always is, but unapproachable for the same reason. Folks might think cheap means cheap. But, when it comes to Gildan, that’s not the case. Get five pairs for under $20 and test out how cozy they are for yourself.

Gildan Regular Leg Boxer Briefs

Buy: Gildan Regular Leg Boxer Briefs $11.97 (orig. $15.99) 25% OFF


6. BN3TH Screensaver Boxer Briefs


We’re not suggesting you wear your boxer briefs for more than three days straight, but let’s get something straight: with these boxer briefs from BN3TH, that’s absolutely possible. These ultra-cozy boxer briefs use anti-stink technology so you can get as sweaty as ever and never feel uncomfortable about your scent. Each pair is totally chafe-free, breathable and doesn’t move around while you do. It’s most certainly an undies brand every dude should be looking out for in 2022.

BN3TH Screensaver Boxer Briefs

Buy: BN3TH Screensaver Boxer Briefs $35.00


7. Gap Basic Briefs


Gap excels at basics, and that includes their simple and affordable underwear. These briefs are available in white, black and heather gray, although sizing is limited in the latter. The briefs are made from a blend of cotton and spandex, making them soft, sturdy and accommodating. They have a subtle monochromatic Gap logo that repeats across the waistband.

most comfortable mens underwear

Buy: Gap Basic Briefs $27.00 (orig. $34.95) 23% OFF


8. Mack Weldon AIRKNITx Boxer Brief


Mack Weldon’s stylish boxer briefs are made from a fabric with a unique waffle-knit texture that’s designed to be more breathable and stretchy, keeping you comfortable and dry throughout the day. The fabric is a blend of polyamide, polyester and elastane.

Mack Weldon AIRKNITx Boxer Brief

Buy: Mack Weldon Boxer Briefs $32.00


9. MeUndies Trunk 3-Pack


If you’re looking for trunks, MeUndies’ stylish soft options are good ones to get. Instead of cotton, MeUndies uses modal, which is a soft, breathable fabric made from Beechwood pulp. The flatlock stitching and flyless pouch keep bulk to a minimum.

MeUndies Trunks

Buy: MeUndies Trunks $57.00


10. Polo Ralph Lauren 3-Pack Cotton Boxers


These cotton boxers are made from jersey-knit cotton, similar to your standard T-shirt or boxer briefs, and they have an elastic waistband with “Polo Ralph Lauren” printed in a repeating motif in contrasting white. They have a functional fly with a button to keep it closed. The boxers are long, providing extra coverage.

Polo Ralph Lauren 3-Pack Cotton Boxers

Buy: Polo Ralph Lauren Boxers $42.50


11. Bombas Cotton Modal Trunk


If you like the support of briefs but would prefer more coverage, these trunks from Bombas are great to consider for your needs. Bombas blended these trunks with cotton and modal to create one of the softest trunks money can buy. It feels naturally luxurious on the body and prevents any rolling throughout the day. That means no more wedgies, folks!

Bombas Cotton Modal Trunk

Buy: Bombas Cotton Modal Trunk $26.00


12. Adidas Men’s Boxer Brief Underwear


If you’re looking for the best performance underwear for men, we have a list for that. Otherwise, check out one of our top picks. The Adidas performance boxer brief comes in a pack of two and is made from moisture-wicking polyester and stretchy spandex, meaning it’s designed to move with you. It has a flyless design with a contoured pouch to keep you supported and comfortable.

Adidas Men's Boxer Brief Underwear Buy: Adidas Performance Boxer Briefs $28.58

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