18 best men’s underwear 2021: the best skivvies to buy now

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If you are trying to build a great wardrobe, your first step should be to find the best men’s underwear. Underwear is the first thing you put on, the last thing you take off, and the only item of clothing that comes closest to your, uh, precious possession. More than you think, the wrong pair could ruin your entire day or worse, your entire shape. (No one has time to rub and scrub!) It’s for these same reasons that we strongly believe that guys (yes you) should spend a few extra bucks on top quality skivvies when they drop off in their underwear drawers.

To put it in terms of valuable freight, saving on your underwear is like buying a car seat based solely on the lowest price (i.e. not doing that). So break away from the eight-pack in shrink wrap you bought, because proper underwear replenishment requires the right things. We’re talking about quality fibers that move with you, whether you’re shifting weight on a standing desk or going into beast mode on certain kettle bells. We’re talking about a fit that’s both comfortable and flattering. And we’re talking about a design that won’t raise eyebrows in the locker room or when your third date is going really well. That might sound like a lot to look for in a simple pair of underwear – and it would be if we hadn’t already done everything to find you and picked out these 18 unassailable pairs to suit all tastes and body types. . Here are the best men’s underwear.


The best versatile underwear

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Calvin Klein Modern Cotton Stretch Low Rise Boxers (3 Pack)

The best men’s underwear that covers all the bases we just listed above? It still comes from the brand that changed the game of men’s underwear in the first place: Calvin Klein. The American designer’s foray into men’s underwear transformed them from something men had to wear to something they wanted to wear (and okay, yes, still had to) and maybe even they wanted to show. Much of that was due to those ads, but most of the changes happened because Klein and Co. started cutting them the way men wanted to wear their underwear (read: not at the belly button) . Spot the now standard position below the navel, the wider belts (and yes, the logos on those belts), and the idea that underwear should show your wares, not hide them. Add to that a super soft cotton blend (with just the right amount of stretch spandex), a sturdy yet comfortable waistband, and a price (for two pairs!) That’s hard to beat, and you’ve got a pair. iconic boxer shorts that won’t give up their throne anytime soon.

The best hot and steamy underwear

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Tom Ford velvet-trimmed leopard-print stretch-silk boxer briefs

If you’re looking for an extra-special pair to keep on your side for your scorchingest nights, you go to Tom Ford, a menswear god so sultry by nature that he doesn’t wear any underwear himself. “Let’s say you go on a date,” Ford said GQ‘s Mark Anthony Green in 2018. “When you take your pants off you want it to be a great time, which of course will be when you take your underwear off. But before you get to that, why wouldn’t you want to no silver metallic underwear? Or zebra? or leopard? Or something a little crazier? “It’s hard to argue with that logic, especially once you see her signature up close. The leopard print is in. pure silk, with an equally luxurious touch of velvet at the waistband – and it’s a boxer brief, a fit we wouldn’t normally recommend, but it’s a Tom effing ford boxer shorts so it feels sexy and just works. And that’s guaranteed to make a time to remember whenever you have the chance to show them off.

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The best sane British underwear

Sunspel extra-fine cotton boxer briefs

For 160 years now, British outfitters Sunspel have been making some of the best cotton items on the planet: they invented the t-shirt, perfected the polo shirt and, to anyone’s surprise, made a hell of a good pair of underwear, too. There’s something about crisp white underwear that just looks practical, honest, and true – and these boxers live up to that bill. The cotton jersey fabric they’re made from is soft and lightweight, the elasticated hems keep them strong and snug, and the flap pocket allows for easy, button-free access when it’s time to go to the bathroom . Just one more step in the belt for the famous British manufacturer.

The best wallet-friendly underwear

Uniqlo Supima cotton boxer briefs

Do you remember earlier when we said not to exceed your budget when it comes to underwear brands? Well, as usual, Uniqlo is the exception to this rule. If you really don’t have any cash to spare but you desperately need to redo your drawers, you won’t find a better deal than this Supima cotton boxer brief: $ 6 each, $ 10 for two. Will they last as long or feel as good as the CK numbers we recommended? No. But they’re a third of the price and will do the job just fine until you can afford an upgrade.

The best underwear for going to the gym

Boxer Lululemon Always In Motion

When you need your underwear to be as active and flexible as you are, unsurprisingly try these stretchy boxers from the first name in premium yoga gear. Four-way stretch fabric conforms to your body and follows you everywhere while maintaining its shape. And no matter how scorching your workout gets, they’ll keep things breathable and dry on a low heat. As far as we’re concerned, they’re the best gym partner you could ask for.


13 other pairs of underwear we love

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Calvin Klein Modern Boxer Briefs in Stretch Cotton (3-Pack)

If you need a little more coverage than a trunk can provide, the boxer version of our must-have CKs are also perfect for everyday use.

Adidas performance boxer underwear (set of 3)

The base layers of moisture-wicking sportswear to achieve when you’ve been planning a heavy gym session.

boxer Everlane

Everything you need (super soft Supima cotton and just the right amount of spandex), nothing more.

American Boxer Trench

The blend of Supima cotton and micromodal gives the impression of being swaddled in velvet.

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Hanro mesh sports boxer briefs

More substantial than your typical woven boxer brief – well, path softer.

Paper Project mint technical boxer brief

Like a mouthwash in the form of boxers: breathable paper threads, silky soft rayon and a touch of mint extract will leave your crown jewels feeling refreshed.

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Boxer briefs Smartwool merino 150

The idea of ​​woolen skivves in the summer sounds like a punishment, right? It turns out, however, that merino wool is naturally antimicrobial, wicks moisture, and regulates temperature. Once you try them, you’ll want them all year round.

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Emma Willis linen boxer brief

It doesn’t get much cooler than linen.

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boxer CDLP

Real minimalists will go crazy for these black on black briefs, without a label, softer than silk.

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Zimmerli Sea Island luxury cotton boxer briefs

This premium Swiss brand uses 100% long staple cotton fibers from Sea Island in their expensive skivvies, which is the softest, smoothest and most baby-friendly cotton fabric on the planet.

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Ron Dorff boxers

Have you made any real gains lately? Those low, second skin like joints are your best bet for showcasing all your hard work.

Boxer shorts in organic cotton from around the world

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Mack Weldon silver trunk

Infused with antimicrobial silver to keep the stink away.

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