18 Best Men’s Underwear Brands in 2021: Calvin Klein, Mack Weldon, Hanes, and More

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The best men’s underwear brands make up the foundations of every well-rounded wardrobe. But unless you’re really desperate for a fleeting serotonin hit, shopping for underwear ain’t all that fun. The underwear business isn’t exactly trend-oriented, which makes the process of hunting down a new pair mercifully straightforward—if not especially exciting.

But it’s one worth taking seriously. Because right now the market is crowded with choices, from wily upstarts promising to solve all your chafing problems to heritage labels touting anti-bunching formulas they’ve perfected over decades of rigorous trial and error. Looking for a classic pair of supima cotton boxer shorts, or a stretchy pair of moisture-wicking, spandex-enhanced boxer briefs? You won’t have to look far. Intrigued by lofty-sounding fabrics like micromodal or breathable elastane blends? There’s plenty of brands that’d be thrilled to hear it.

Frankly, it can all get a little overwhelming. So to help you make sense of the mind-boggling array of options, we went deep on all the underwear worth your time—from high end versions you’ll genuinely consider washing by hand to ultra-cheap undies you can order by the multipack when the laundry machine threatens to go kaput. No matter your preferences, the best men’s underwear brands are up to the task. If you’re eager to replenish your supply—or overhaul your underwear drawer entirely—these are the only names you need to know.

Calvin Klein

The first name in designer underwear didn’t start out that way. Before Calvin Klein was a billboard-dominating global superbrand, it was an upstart American label credited as the first to slap its name on a pair of briefs, setting off a seismic shift in the men’s underwear market in the process. After all these years, buying a pair of boxers stamped with that iconic Futura font still feels like a small luxury, an indulgence only you, your underwear drawer, and a select few others will ever be privy to. If you’re looking for undergarments with a bona fide cultural pedigree, Calvin Klein is the place to start.

Calvin Klein boxer briefs (3-pack)

Calvin Klein steel micro boxer briefs (3-pack)

Hanes

Not too many brands boast a century-long history of expertise in their given field, let alone in the underwear arena. But Hanes isn’t just any old brand. First established in the early 1900s, Hanes has enjoyed the type of prolonged relevance lesser brands struggle mightily to approximate. The company has since expanded into other categories—you might swear by their famously tagless T-shirts—but underwear remains the crown jewel of the empire. It’s almost ironic that Hanes undies tend to be sold in bulk, because they’re apt to last long after you’ve come down with a hankering for a new pack.

Hanes ultimate tagless boxers (6-pack)

Hanes comfort flex total support boxer briefs (3-pack)

Jockey

Like Hanes, Jockey has been around in one form or another for a long time. With roots that stretch back to the late 1800s, Jockey—named for the type of support then associated with the jockstrap—is widely credited with inventing the classic Y-front brief, an innovation that set the template for underwear styles that still dominate the market today. Jockey remains the brand to turn to when you’re in desperate need of no-frills underwear built with the same attention to detail—and near-indestructibility—that first put the company on the map.

Jockey classic full-rise briefs (3-pack)

Jockey classic boxer briefs (3-pack)

Hanro

If you’re looking for top of the line underwear made by a master of the form, Hanro’s got you covered. The Swiss brand has been churning out decadent loungewear for the world’s most discerning dressers for close to 150 years, and its stellar selection of undies is no exception. Touting the craftsmanship of a humble pair of boxer briefs might sound ludicrous (they’re boxers, for god’s sake!) but slip on a pair from Hanro and you’ll immediately feel the difference. The brand’s serious design chops coupled with a legacy of technical innovation means these are not-so-basics actually worth investing in.

Hanro stretch-cotton boxer briefs (2-pack)

Hanro sporty mercerised cotton boxer shorts

Saxx

Prefer your underwear built to the exacting specifications of a NASA spacesuit? Saxx is the brand for you. Every pair the company makes comes tricked out with its proprietary BallPark Pouch technology, the (slightly cringe-inducing) term Saxx uses to refer to the hammock-shaped pocket that lends its undies their signature support. Breathable mesh panels and an ergonomic nine-panel construction guarantee all-day comfort, while flat out seams promise to eliminate chafing and that telltale shimmy we’ve all had to do when something gets caught where it shouldn’t. (Oh, and FYI: If you subscribe to our Fall Best Stuff Box today, we’re tossing in two pairs of your choice—entirely free.)

Saxx hot shot boxer briefs

Saxx undercover cotton trunks

Mack Weldon

Mack Weldon, a relatively new entrant in the underwear arena, built a business by overthinking the details—in the best way possible. In practice, that means quick-drying, odor-fighting trunks that won’t quit on you when you need ’em most, whether you’re halfway through a grueling workout or an equally grueling workday.

Mack Weldon AIRKNITx HD trunks

Mack Weldon 24/7 woven boxers

Ralph Lauren

Ever wondered what could possibly prompt someone to love a brand so much they refuse to wear anything not stamped with its name? You’ve clearly never met a real Lo Head. Ralph Lauren engenders so much adoration among its most ardent fans that depriving them of the chance to rep the brand in underwear form would be almost cruel. Even if you don’t know your Purple Label from your P Wing, the brand’s briefs are a great introduction to what it does best.

Polo Ralph Lauren 4D cotton and modal boxer briefs (4-pack)

Polo Ralph Lauren low rise cotton briefs (4-pack)

Plus 11 More Brands Making Underwear We Love

Lululemon always in motion mesh boxers

No surprise here: The brand that made leggings (leggings!) a staple of offices around the world also cuts a killer pair of briefs. An ergonomic design and a quick-drying mesh-modal fabric means Lululemon’s primo skivvies are equally suited to squeezing in a workout between Zooms or hitting the town for a big night out once you’ve signed off for good.

Uniqlo AIRism low-rise boxer briefs

AIRism boxers come with all the product specs you’d expect from undies triple the price. A silky-smooth texture, ultra-comfy fit, and odor-controlling tech to keep you smelling as swell as you feel? Hail, hail, the gang’s all here.

Entireworld Type A Version 1 ribbed organic cotton briefs

Don’t call them tighty-whities.

Everlane boxer briefs

Simple, streamlined, impossibly soft: Everlane’s briefs are everything you want in a pair of skivvies and then some.

Tom Ford logo-patch silk-blend boxer shorts

Tom Ford doesn’t do “tasteful restraint”. Tasteful? Sure. Restraint? Not so much. But the brand’s ridiculously luxurious silk boxers are one of the most compelling arguments we’ve seen for the existence of designer underwear as a genre unto itself, and that’s saying something.

Nike Dri-FIT ReLuxe boxer briefs (2-pack)

The Swoosh’s high-quality, quick-drying boxers combine the best elements of its Dri-FIT technology with extra-soft recycled polyester fibers engineered to hug your lower body in all the places they should.

Derek Rose Wellington 52 striped cotton boxer shorts

Derek Rose cuts its signature shorts with gently-curved leg seams designed to stay immune to bunching no matter how many times you put ’em through the wringer.

Under Armour UA tech boxerjock briefs

Like its Portland-based competitor, Under Armour makes a lot more than just undies. But the same rigorous approach that defines its activewear also informs the brand’s performance underwear. Its boxerjock briefs are cut from a sweat-wicking 4-way stretch material for maximum comfort and then enhanced with anti-odor technology for maximum freshness.

Zimmerli micromodal-blend jersey boxer briefs

Micromodal is a specially-treated form of rayon prized for its unparallaled softness. The Swiss underwear wizards at Zimmerli put it to use, in tandem with a touch of elastane, to ensure your most sensitive parts never feel anything but sheer bliss.

Raf Simons patched boxer shorts

Best worn with a big, billowy banker shirt, scrunched tube socks, and a sturdy pair of hardbottoms.

Sunspel stretch-cotton boxer briefs (2-pack)

There’s a reason stylish guys, GQ editors, and Bond himself swear by Sunspel’s incredibly soft, luxed-up basics: when it comes to to the type of quality underpinnings you wear day in and day out they’re tough to beat. The British label’s boxers are pricey but worth every cent.



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