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Health And Medical

The 32 Best Pairs of Men’s Underwear to Sport This Season

The foundation of every outfit begins with 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.



  • Best Overall

    Classic Multipack Boxer Briefs
    Calvin Klein

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  • Best Boxer Brief

    18-Hour Jersey Boxer Briefs
    Mack Weldon

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  • Most Comfortable

    Merino Sport Boxer Brief
    SmartWool

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  • Best Boxers

    Allover Pony Boxer
    Ralph Lauren

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  • Best for the Gym

    Dri-FIT ReLuxe Men’s Boxer Briefs
    Nike

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You can tell a lot about a man by what type of underwear he prefers. For style, there’s briefs, boxers, and boxer briefs. Then there’s the fabric. Some are made from traditional fabrics like cotton, while others utilize performance blends with a high level of stretch. And last is look. We’re talking solid colors, patterns, graphics—the whole nine yards.

Read more: Best Boxers

This is all to say there’s a style of underwear in here for every type of guy. Read on below and find the pair you were destined to wear!

      Best Overall

      Classic Multipack Boxer Briefs

      • Timeless design
      • Wallet-friendly
      • Long lifespan

      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 mid-thigh length are perfect for everyday comfort with great support. It’s hard to beat a pack of Calvin’s when you consider how long the legacy underwear lasts.

      • Quantity: 3 pairs
      • Fabric: 100% cotton

      Read more: Types of Underwear

      Best Boxer Brief

      18-Hour Jersey Boxer Briefs

      • Great stretch
      • Perfect level of compression
      • Moisture-wicking fabric

      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.

      • Quantity: 1 pair
      • Fabric: Cotton, modal

      Read more: Best Boxer Briefs

      Most Comfortable

      Merino Sport Boxer Brief

      • Naturally moisture-wicking
      • Features anti-odor properties
      • Fabric holds up after multiple washes

      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.

      • Quantity: 1 pair
      • Fabric: Merino wool, polyester

      Read more: Best T-Shirts for Men

      Best Boxers

      Allover Pony Boxer

      • Made with soft cotton
      • Comfortable elastic waistband
      • Stylish design

      Polo’s boxers are made with 100% cotton and feature a comfortable elastic waistband. They have a 5-inch inseam (a more classic length), which means they can double as pajama shorts if you desire. This is all to say here’s a boxer with a whole lotta horse power.

      • Quantity: 1 pair
      • Fabric: 100% cotton

      Read more: Best Pajamas

      Best for the Gym

      Dri-FIT ReLuxe Men’s Boxer Briefs

      • Eco-friendly
      • Wide range of stretch
      • Moisture-wicking and breathable

      These ReLuxe boxer briefs are made with 75% recycled polyester that’s moisture-wicking and incredibly stretchy. Couple the fact they’re outfitted with Nike’s signature Dri-FIT tech and you’ve got a breathable pair of underwear that’s going to keep you cool in all workouts.

      • Quantity: 2 pairs
      • Fabric: Recycled polyester, polyester

      Read more: Best Moisture-Wicking Underwear

      Most Stylish

      Boxer Briefs

      • Incredibly comfortable
      • Sport-inspired look
      • Tapered leg

      Blending French style with American activewear, Ron Dorff is a go-to for sporty underwear that look and feel great, and these boxer briefs are no exception.

      • Quantity: 1 pair
      • Fabric: Cotton, elastane

      Read more: Best Athleisure Brands for Men

      Most Comfortable

      Heritage Boxer Briefs

      • Made in the USA
      • Woven from brushed organic cotton
      • Classic heritage style

      Made from organic cotton and cut, sewn, and assembled in Los Angeles, Flint and Tinder’s boxer briefs are truly a cut above the rest. Yes there a bit expensive, but the value of the briefs are worth the investment. We’re talking brushed cotton, a soft waistband, and durable stitching that holds up over time.

      • Quantity: 1 pair
      • Fabric: Organic cotton

      • Woven from soft micro modal
      • Edges stay flat and don’t roll up
      • Form fitting, but not too tight

      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.

      • Quantity: 1 pair
      • Fabric: Micro modal

      Best Midway Cut Boxer Briefs

      Active Stretch Midway Brief

      • Wallet-friendly
      • Long lifespan
      • Cut hits midway at the thigh

      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. We also love the fact they cover midway on the quads, giving a form fit that’s similar to a compression short (but not as tight).

      • Quantity: 3 pairs
      • Fabric: Cotton, spandex

      Read more: Best Compression Socks

      Best Thermal Underwear

      Icetex Performance Thermals

      • Warm polyester liner
      • Anti-odor Silvadur fabric technology
      • Ribbed cuffs

      The American company has long been regarded as one of the first suppliers of thermals, and even today, its items have plenty to boast about. These Icetex undies tick several boxes, from providing heavyweight warmth to the odor-battling properties of the fabric’s Silvadur Technology. Thanks to the brushed inner layer of the raschel knit, your goods are guaranteed to stay both snug and dry on your outdoor adventures.

      • Quantity: 1 pair
      • Fabric: Cotton outer, polyester liner

      Read more: Best Thermal Underwear for Men

      Your go-to activewear brand launched underwear 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.

      • Quantity: 1 pair
      • Fabric: Modal fabric

      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.

      • Quantity: 1 pair
      • Fabric: Supima cotton

      Read more: Best Socks

      Made from an ultra-soft supima cotton, these briefs have just the right amount of stretch and shape to provide all day comfort. Subtle features like a smooth waistband and flatlock seams also add to the comfort level. And for $25 ($12.50 per pair), you simply can’t go wrong with these bad boys.

      • Quantity: 2 pairs
      • Fabric: Supima cotton

      3-Pack Classic Fit Boxers

      Prefer your underwear to have a bit more breathing room? Nordstrom’s got you with these relaxed boxers, which offer plenty of coverage, and room for your nether regions to breath.

      • Quantity: 3 pairs
      • Fabric: 100% cotton

      Known for their eternally-giftable socks, Bombas makes some equally-cozy boxer briefs. A cotton-spandex blend gives these just right amount of comfort and flexibility.

      • Quantity: 1 pair
      • Fabric: Cotton/modal blend

      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.

      • Quantity: 1 pair
      • Fabric: Tencel, lyocell

      Everyday Essentials Boxer Brief

      When it comes to underwear, lightweight breathable bottoms are a must for conquering leg day and the rest of your intense workouts. For men with an active lifestyle, Rhone’s new Everyday Essentials collection has all the wardrobe basics you need.

      • Quantity: 1 pair
      • Fabric: Pima cotton/modal blend

      Read more: Best Athletic Shorts

      Comfort Flex Fit 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, which means you’ll have the best underwear for ball support yet. 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.

      • Quantity: 3 pairs
      • Fabric: Polyester, tencel

      There are plenty of reasons to like Pact’s underwear: it’s made with Fair Trade Certified organic cotton, it comes at a great price for a high-quality product, and it uses 91% less water than conventional cotton. Plus, it just feels good.

      • Quantity: 1 pair
      • Fabric: Organic cotton

      Bn3th’s Infinite classic trunks 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.

      • Quantity: 2 pairs
      • Fabric: Tencel/modal

      Uniqlo’s has some of the best underwear for the price. While their boxers are just as good, we love the AIRism Boxer Briefs. For $15 you get breathable pair of underwear that’s bound to last through multiple washes.

      • Quantity: 1 pair
      • Fabric: Polyester, spandex

      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.

      • Quantity: 1 pair
      • Fabric: Cotton/modal blend

      Some guys just prefer the cheap classics—and sometimes, the classic are where it’s at. 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.

      • Quantity: 7 pairs
      • Fabric: Cotton

      Read more: Best Menswear Brands on Amazon

      Nice Laundry

      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.

      • Quantity: 1 pair
      • Fabric: Pima cotton

      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.

      • Quantity: 1 pair
      • Fabric: Micro modal

      Give-N-Go 2.0 Boxer Briefs

      Merino wool is a go-to fabric for outdoor socks, since they help keep toes warm and dry. They also make for some great underwear. Case in point: ExOfficio’s roomy skivvies that help fend off chafing and odors.

      • Quantity: 1 pair
      • Fabric: Nylon, elastane

      Read more: Best Merino Wool Socks

      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.

      • Quantity: 1 pair
      • Fabric: Nylon, elastane

      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.

      • Quantity: 1 pair
      • Fabric: 100% cotton

      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.

      • Quantity: 2 pairs
      • Fabric: Polyester, elastane

      Best Pouched Underwear

      Pima Flex Stretch No-Show Trunk

      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.

      • Quantity: 1 pair
      • Fabric: Cotton, spandex

      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.

      • Quantity: 1 pair
      • Fabric: Micro modal

      The Re:Luxe Paradise Pocket Standard Fit Boxer Brief

      Meet your new go-to underwear this winter. Rendered in a sweat-wicking microfiber to prevent swamp crotch, All Citizen’s latest boxer briefs also come with a mesh cradle to prevent chafing. Plus, they’re eco friendly, and are sourced from plastic water bottles. If we could live in these briefs forever, we would.

      • Quantity: 1 pair
      • Fabric: Recycled polyester, spandex

      Finding The Right 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 those hotter sweat sessions.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.

      Finding Your Preferred 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.

      Deputy Editor, Commerce
      As Men’s Health’s Deputy Editor, Commerce, Christian Gollayan oversees all shopping content on menshealth.com.

      Gear and Commerce Editor
      John Thompson is the Gear and Commerce Editor at Men’s Health, where he covers fashion, grooming, gear, and technology.

      This content is created and maintained by a third party, and imported onto this page to help users provide their email addresses. You may be able to find more information about this and similar content at piano.io

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