Best Men’s Underwear 2025: Flattering Cuts & Quality Fabric Picks


When we say that expensive underwear tends to be better than its cheaper counterparts, Derek Rose’s ridiculously luxe boxer shorts are exactly what we’re talking about. The version our testers tried was cut from 100% cotton with an eerily silk-like feel—augmented by a downright regal sheen befitting the brand’s generations-long pedigree. Even the staunchest members of GQ’s “never boxer shorts” crowd walked away impressed, praising the extra top buttons and the second-to-none quality. (A word to Mr. Rose: our intrepid undies experts would love to see a couple of side seams for added comfort.)

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At $70 a pop, would they buy a pair themselves? Well, that’s a slightly more complicated question—but if you don’t live on a writer’s salary, and refuse to compromise when it comes to your skivvies, you’d be hard-pressed to find a more worthy splurge.

Best Hybrid Boxer Shorts: Mack Weldon 24/7 AirKnitx Boxer

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Mack Weldon

AIRKNITˣ Knit Boxer

Pros

  • Ultra breathable and moisture-wicking
  • Comfortable

Cons

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Material: 56% Polyamide, 29% Polyester, 15% Elastane | Sizes: S-3XL | Fly: Functional; open

If you love the feel of a knitted material but want the freedom to go with it, a pair of knit boxer shorts are the underrepresented undies you need. Our favorite pair comes from the meticulous fabric nerds over at Mack Weldon. GQ Associate Commerce Director Michael Nolledo alternates between Mack Weldon’s 18-Hour Jersey Knit Boxer and 24/7 Woven Boxer, noting that he likes the latter for its traditional fit and tailored look.

“They’re cut in a way where I have full range of motion throughout the day,” he says, adding that he’s a big fan of the “pleated fabric that runs the length of the waist”, which looks great and adds just the right stretch and comfort to the waistband. With Mack Weldon’s proprietary AirKnitx material, these boxers have even more breathability than traditional cotton boxers and can wick away more moisture too.


More Underwear We Love

Under Armour 6” Boxer Tech Boxerjock

Under Armour

UA Performance Cotton Boxerjock (3-Pack)

For an affordable pair of athletic underwear, consider Under Armour’s Boxerjock style. It’s a tried-and-true option with no side or back seams, and a wide and comfortable waistband. Nolledo, who cycles through the 6” and 9” lengths for HIIT and MetCon sessions, applauds the Boxerjocks for their moisture-wicking capabilities and supportive fit. “Between the waistband and bottom hems,” he says, “these will never roll up on you.”

Tommy John Second Skin 4” Boxer Briefs

Tommy John

Second Skin 4” Boxer Briefs (3-Pack)

Tommy John hasn’t been around as long as some of its counterparts, but in the time since we started our annual ranking of the underwear market, its name has surfaced again and again. More than one GQ staffer swears by the brand’s Second Skin briefs, which come equipped with a signature internal pouch and what Tommy John endearingly calls a “quick draw” fly. Our testers’ verdict: not bad! But also a smidge too expensive for a modal-spandex blend, no matter how exactingly designed.

Calvin Klein Cotton Classics Knit Boxers (3-Pack)

Calvin Klein

Cotton Classics Knit Boxers (3-Pack)

If nothing comes between you and your Calvins—least of all your penchant for boxer shorts—the first name in designer skivvies has you covered in superlative fashion. CK’s knit boxers were a quick favorite among GQ’s testers, satisfying both the prodigiously-thighed among us and the fellas who’d sooner go commando than adorn their waistline with the name of any other brand. They’re not quite as sexy as Calvin’s paradigmatic boxer briefs (and the quality doesn’t really compare to Sunspel’s fancy-guy version), but as Bob Barker would remind you, the price is so right.


What to Look for in Great Underwear

Choosing underwear is a very personal decision. While our preferences may vary, there are several common threads that every guy can agree on. Whether it’s boxer shorts, tighty whities, trunks or jock straps, underwear should be comfortable, soft to the touch, and breathable. Hitting those marks comes down to triangulating fit, fabric and feel to come up with the right combo to make for a perfect pair of underwear.

David Telfer, Design Director of Sunspel says that long-staple fibers are key to ensuring softness and durability, even after extensive launders. “When it comes to construction,” he says, “flat seams are key to maximizing comfort and ensuring a smooth feel against the skin.”

Fit can often be overlooked. After all, few people will ever see you in your underwear. Even then, it matters a lot. “The fit is key to ensuring comfort and confidence,” says Andreas Palm, CEO of CDLP. Comfort is the obvious reason to focus on fit, but confidence is that secret sauce that can turn a plain pair of boxer briefs into the reason you feel like a Hollywood heartthrob.

There’s another secret ingredient, too. “Beyond that, underwear should match your personal style, make you feel sexy, and be crafted from high-quality, responsibly sourced materials,” Palm says. “It’s a category that’s often overlooked, but when done right, the difference is undeniable.”

How We Tested These Products

Personal style, as we’re wont to remind you, is just that: personal. Nowhere is that more true than your underwear, the first piece of clothing you put on in the morning, and the last piece you (or a lucky someone) removes at the end of the day. The right underwear for Jack isn’t the right underwear for Joe—especially if Jack swears by all-cotton boxer shorts, and Joe prefers silky, thigh-hugging trunks.

So with that in mind, we designed our months-long underwear-testing process to encompass as many preferences, body types, and lifestyles as possible. In doing so, we enlisted a who’s who of GQ staffers—including key members of our Recommends team—to subject the underwear in question to the rigors of daily life; we shimmied into them before work, squatted in them at the gym, and generally wore ‘em to pieces day in and day out until our laundry machines cried uncle.

And then, finally, we got our crack (heh) team of testers together in a room and asked them to assign each pair a score, evaluating its comfort, breathability, fit, quality, support, value—and, perhaps most importantly, overall style. Based on those evaluations, we ran the numbers, collated the anecdotal evidence, and emerged with a list of what we believe to be the absolute best underwear for men right now, from the tried-and-true stalwarts to the modern disruptors, the cheap multipacks to the wildly expensive (but wildly worth-it) solo buys. Whatever your preferences, whatever your lifestyle, there’s bound to be a superlative pair of skivvies on this list for you. (Read more about GQ’s testing process here.)

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