25 Best Underwear For Men 2021

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What’s more essential to your wardrobe than a quality pair of jeans, functional-yet-stylish sneakers, or an everyday basic T-shirt? A damn good pair of underwear. Support, comfort, and an attractive style that boosts your confidence are key when finding that perfect pair of underpants for daily wear. To finally end the epic search for the best underwear that suits both your lifestyle and budget, there’s a few things to keep in mind before purchasing that fresh pair.

Style

No, we’re not talking about what pattern to sport for your daily drawers (though that’s always a fun touch). Think more shape and fit for proper support, depending on the needs of your everyday life.

If you’re not a fan of underwear that rides up too high, go for a boxer brief with a longer leg and a snug fit, like compression underwear that’s perfect for the gym. Another way to avoid a wedgie or saggy bottom (for those with smaller rears), check out a low-rise style. In the correct size, a low-rise underwear option won’t feel too tight or shift in position throughout the day.

When it comes to the length of your underwear, it mostly comes down to preference, unless we’re talking about performance underwear to sport during your grueling workouts. Chances are you’ll want a longer leg to prevent thigh chafing, which will also come in handy during the sweaty days of summer.

Lastly, if you’re constantly finding yourself having one of those awkward junk adjusting moments, check for boxer briefs and trunks with contour pouches that will help hold your man bits from moving around too freely. The right seams on the side will secure your goods in place.

Fabric

When you’re looking for a new pair of men’s underwear online, it can be hard to tell how it’s going to feel when so many of them look the same in photographs. Then you look at the fabric description and that can only confuse things more. Cotton, nylon, rayon—what’s the best one?

While cotton is breathable and easy to care for, a pair that’s 100% cotton tends to lose shape over time and can give you that swamp ass feeling. If you’re looking for something a little more modern, go for a blend with nylon and some spandex. Nylon is moisture-wicking and the fabric won’t pill or stretch out. However, a little spandex in the fabric helps for movement with easy and extra comfort.

Another great option is modal or micromodal fabric. Made from beech tree, this incredibly soft fabric feels like nothing your junk has ever felt before. It’s lightweight, has a silky feel to it, and also is shrink-resistant and moisture-wicking. Most of the best men’s underwear on the market that you’ll hear guys rave about will have modal in its fabrication.

When you’re looking for underwear at the gym, it’s important to look for a stellar pair that incorporates four-way stretch, as well as moisture-wicking and anti-odor technology. If you’re going to level-up your fitness game, you need the kind of athletic underwear that’ll work as hard as you do, so you can focus on your goals and not the sweaty, uncomfortable situation down below.

Check out the best men’s underwear for every man’s needs at the price that’s right for their budget.

Smartwool Merino 150 Boxer Brief

Did you know merino wool naturally wicks away moisture and helps to regulate your body temperature? That makes merino a great fabric choice for the most comfortable men’s underwear. Smartwool goes the extra mile by wrapping merino fibers around a nylon core so this pair keeps its shape with greater durability. 

Best New Release of 2021

Hanes Men’s Comfort Flex Fit Total Support Pouch Boxer Briefs 3-Pack

These aren’t the Hanes underwear of your youth, guys. The brand released a new boxer brief this year to help men find their “ball-ance” with a supportive mesh pouch that keeps your man junk where you want it to be. Finally, no more constant shifting or doing that weird, awkward below-the-belt wiggle to get your bits back in place. But even if that wasn’t a concern for you, the ultra-soft fabric feels heavenly against your skin. With anti-odor and moisture-wicking capabilities, Hanes really thought of everything a guy needs in his underwear, and for an incredibly low price to boot. 

Best Trunks

Calvin Klein Underwear Micro Stretch Low Rise Trunk

We all know Calvin Klein knows how to make a great pair of underwear, but our top pick would be the Steel Micro Low Rise Trunks with a seriously smooth and attractive-looking nylon microfiber. Even after dozens of washes, these trunks keep their shape and color. The contoured pouch and low-rise length are perfect for everyday comfort with great support. With a discounted price tag on this three-pack, nothing should come between you and your Calvins. 

Nike Flex Micro Men’s Boxer Briefs

These Nike boxer briefs have a whopping 12% spandex in its fabric blend that lets you know you’ll have all the flexibility you need for your daily moves. It has the Nike Dry-Fit technology you know and love for wicking away moisture, and it even has a fly opening (if that’s important to you). 

Best Affordable Underwear

Jockey Active Stretch Midway Brief

While some of the old-school underwear brands you sported in your youth might not be on your radar today, brands like Jockey have seriously stepped up their game in recent years with affordable underwear options that have the modern technology you want. This cotton-spandex fabric has moisture-wicking and StayNew technology (for a fresh look with every wash), as well as a low-rise to keep them in place and a contour pouch for added support. 

Best Boxer Brief

Mack Weldon 18-Hour Jersey Boxer Briefs

When developing their underwear, Mack Weldon took the process seriously with over 10,000 hours to perfect the best underwear money can buy. Seriously, this one checks all the boxes you should be looking for when purchasing underwear. The killer combination of modal fabric, Lycra for stretch, and good ol’ trusty cotton make these boxer briefs soft and breathable, while the no-roll waistband and secure grip at the bottom legs keep these bad boys in place. To really hit a home run with this underwear, they incorporated mesh cool zones by the pouch and inner thigh to keep you feeling cool when temperatures heat up. Plus, you can score them in the trunk or brief style, too. 

Best Cooling Underwear

Allbirds Men’s Trino Boxer Brief

Allbirds, the footwear company beloved by cool dads and the sustainable style savants, just launched their very first Trino boxer brief this year—and it’s damn good. The genius of Trino, which stands for the combination of their Tree and Merino materials, is that the fabric combines all the functionality you want in top-drawer underwear. It’s breathable, moisture-wicking, and cooling—what more can a man want. 

Check Out More of Our Allbirds Underwear Review 

Lululemon Always in Motion 5” Boxer

Your go-to activewear brand launched underwear last year that has the innovative fabric for maximum comfort you’d expect from Lululemon. Available in this length and a slightly longer style, this underwear has crazy-soft modal fabric that’s both breathable and moisture-wicking with a shaped pouch to keep the boys in position. 

Bn3th Infinite Ionic Boxer Briefs

Bn3th’s Infinite Ionic boxer briefs are another solid choice for active guys looking for great package support. And if man stank is a worry for you, the brief’s silver-infused fabric will put you at ease for all-day freshness.

Underwear Expert Essentials Boxer Brief

underwearexpert.com

$32.00

Leave it to the top men’s underwear club to create the most comfortable underwear with plenty of thoughtful details. This eco-friendly boxer brief is a standout for a soft and breathable fabric blend—the ideal mix of cotton, modal, and elastane for stretch—and it’s tagless, no-roll waistband to prevent any need for mid-day readjustments. Give this pair a go, and if you’re a fan, try out their membership for easy underwear drawer refreshes throughout the year. 

Kotn Boxer Brief

Kotn’s ethically-made Egyptian cotton basics have gained a cult-like following for their quality construction and affordable price tags, and their new men’s underwear is bound to be just as popular. These silky-soft boxer briefs are built to last, which makes them a total steal when calculating its cost-per-wear value. 

COCOA by NS Men’s Boxer Brief

For men with a darker skin tone, Nubian Skin offers a breathable and super-soft boxer briefs that come in variety of rich brown colors to provide a birthday suit illusion. They’re the perfect balance of sexy and comfortable. 

Best-Selling Underwear on Amazon

Fruit of the Loom Men’s CoolZone Boxer Briefs

Some guys just prefer the cheap classics. Fruit of the Loom’s best-selling boxer briefs have thousands of five-star reviews for its breathable fabric, affordable price, and no-ride-up-legs construction that makes them perfect to wear with slim and skinny jeans. 

Best Boxers

Nice Laundry Slim-Fit Boxer

nicelaundry.com

If boxers are your preferred underwear of choice, look no further than these flattering, slim-fit stunners from Nice Laundry. Quality tailoring, 4-way stretch, and a great cotton-spandex-blend fabric make these a prime choice for daily wear.

MeUndies Men’s Brief

This brand has developed a cult-like following for their incredibly soft underwear that has a fabric blend with 92% MicroModal. The best part is, if you sign up for their membership, you’ll get a new pair every month (or anything month you chose) for a discounted price with options to chose from exclusive prints. Try it out and cancel anytime—it’s a no-brainer.

Bonobos Underwear

Get your suit, casual weekend attire, and your new favorite underwear all at Bonobos. Available in 14 colorways and multiple fits, there’s an option for every guy to sport these cotton-blend underpants. 

Tommy John Second Skin Trunk

amazon.com

The name says it all with this great pair of trunks for men. A contoured pouch with horizontal fly make your boys stay put, but easy to access. Plus, the micromodal-blend fabric and Stay Put waistband assure you’ll have no problem wearing these all day long with superior comfort.

Best for Tall Guys

Saxx Kinetic HD Underwear

This brand thought of everything a man could need when making the Kinetic style: 3D hammock-shaped pouch, flat seams, non-roll waistband, and even anti-odor and moisture-wicking technology. Perfect for tall guys looking for more coverage with a snug semi-compression fit. 

Rhone Everyday Essentials Boxer Brief

Under Armour Tech 6” Boxerjock

Like any great pair of athletic boxers, this option has anti-odor and moisture-wicking technology with four-way stretch, but what sets Under Armour’s Tech underwear apart from the rest is the additional comfort of the mesh fly panel and seamless side and back. 

2(X)IST Pima Flex Stretch No-Show Trunk

amazon.com

Pima cotton is basically the luxury version of cotton that’s both durable and seriously soft. To provide guys with extra comfort, 2(X)IST’s trunk has 5% spandex for flexibility and a soft tagless waistband. With compression stitching and contour pouch, these stylish trunks won’t add any bulk to your legs while they give you the support you need. 

Best Pouch for Bigger Guys

Tani SilkCut Brief

For guys who need a bit more room for their “crown jewels”, Tani’s sleek, luxe briefs with generous pouch room are made for a king. Warning: the thin micromodal fabric has a silky feel to it that’ll make you want to chuck all the basic cotton underwear in your wardrobe—yes, it’s that comfortable. Is the price tag on Tani’s underwear the most affordable? No, but when you feel this good in your everyday underwear, it’s easy to justify the splurge. 

Goodfor The Greater Goods Underwear

There are plenty of reasons to like Goodfor’s underwear: eco-friendly micro-modal fabric, a great price for a high-quality product, and for every pair sold the brand donates a pair to someone in need. Plus, it’s breathable and has anti-odor and moisture-wicking technology for maximum comfort.

Sunspel Sea Island Cotton Trunks

This isn’t your ordinary pair of cotton underwear, folks. Sea Island cotton is the softest, most luxe, organic cotton to touch your body—and there’s no better place to wrap yourself the softest cotton than down there. So, what makes this cotton so soft? It’s the extra long staple fibers that creates a smooth, silky feel. These trunks might not have the razzle-dazzle look of designer underwear, but they haver the rich feel that defines everyday luxury. 

Everlane The Boxer Brief Uniform

You know a company really stand by their underwear offerings when they offer a 365-day guarantee. Everlane’s Supima cotton boxer brief is both durable and incredibly soft, meaning this purchase will save you from having to even think about underwear shopping for a long, long time—miracles do happen after all. 

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