Much like socks, the best underwear should be comfortable, durable, and stylish (you can bet they will somehow be seen). Which is why as wonderful as the cheaper options on Amazon were, we thought we’d ask some guys (and several men’s-fashion insiders) about the skivvies they pull on themselves. Below, the 12 best pairs of men’s underwear — according to real-life men. (You might be interested in the best men’s white T-shirts, too.)
I love my underwear from Sunspel, especially the briefs in black and white, and especially when I’m in jeans. I can’t quite do a boxer brief because I love real boxers (i.e., cotton-woven), so for those I like the Sunspel shorts, because what’s better than a periwinkle shirting fabric in a boxer short? Those are the best for wearing with drop-crotch and pleated pants.” — Nick Wooster, menswear consultant
Athletic boxer briefs
I pretty much always have to go with some kind of performance fabric for underwear, otherwise I’ll be really uncomfortable. I blame my big legs. Not the most exciting thing, but you know, what can you do?” — John Jannuzzi, curation lead, Twitter
Discreet boxer briefs
“The whole Bread & Boxers line is great (stock up on their crew necks and boxer briefs), but these briefs are so good that I’ve been slowly switching out my entire underwear drawer with this one style. They’re not AussieBum skimpy; they’re not Hanes loose; they don’t have an expected brand name on the waistband; and they get glowing reviews from those in a position to see them. To me, they are perfect.” — Jon Roth, style editor, Esquire
“I’m very anti-branding on underwear; I think it is incredibly unsexy. Get your marketing and bad fonts away from my crotch! After much searching, I stumbled onto briefs from H&M. They’re inexpensive, fit really well, don’t lose their shape, and have zero branding. They’re perfect, and all I wear now.” — Joshua Greene, interior designer, Hernandez Greene
Low-cut boxer briefs
“Underwear is oddly the last place where brands continue to push Abercrombie & Fitch–era oversize logos. I like these Calvin Klein trunks because the branding is off to the side, they have a low-rise cut, and the fabric feels elevated.” — Scott Rising, social-media manager, Macy’s
“I wasn’t always a briefs wearer (I stuck strictly with boxer briefs), but when I discovered MeUndies, I became a quick convert. They’re very comfy — sometimes to the point that it feels like you’re not wearing anything. And they go perfectly with skinny jeans, when you don’t want to worry about your underwear bunching up after a long day. Besides comfort, there are a bunch of quirky and cool designs and colors that basically fit every personality.” — Kevin Smith, senior lifestyle editor, BuzzFeed
Summer boxer briefs
Short boxer briefs
“My underwear of choice. The trunk cut never bunches because it is shorter than a boxer brief, and flatters you when you’re only wearing them. I also get the stretch version because the fabric is super smooth.” — Tsz Hin Kwok, investment banker
“Hands down, the briefs from Emporio Armani are my favorite underwear. They hold everything in the right spot and feel incredible. The somewhat blinged-out yet classy waistband is a logo that I don’t mind flaunting a tad, either. I typically only wear the black ones, but sometimes the introduction of a color like red is fine.” — Dane Charles Pressner, design director, D’AquinoMonaco
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The Strategist is designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the best men’s wardrobe basics, white T-shirts for men, jeans for men, white sneakers for men, and flattering clothes for men. We update links when possible, but note that deals can expire and all prices are subject to change.