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The best boxer briefs for men might be the best underwear for men, period. Because while there’s a whole world of skivvies out there to explore these days, take a peek inside most guys’ drawers and you’ll probably still find boxer briefs. The silhouette remains perhaps the ideal underwear hybrid—combining the close comfort and support of a pair of briefs with the length and coverage of classic boxer shorts. Those extra inseam inches not only help you fully sidestep the dreaded “tighty whitey” look, they also provide some extra privacy when you’re out and about in Milo Ventimiglia-length shorts. And since boxer briefs offer a snug fit, they’ll easily slip under your best pair of slim pants without any unwanted bunching. In short: they’re they most versatile pair of underwear for everyday wear.
And given that underwear is more than just another piece of clothing—they’re your closest confidantes, entrusted to handle your more sensitive and private areas—it’s worth investing in the absolute best boxer briefs for men. You deserve boxer briefs that feel like a second skin without any painful chafing. Boxer briefs that are supportive but not restrictive, breathable and stench-free. Boxer briefs, as it were, like the 16 pairs we’ve rounded up here. From the softest to the sexiest to the stretchiest, these are the very best boxer briefs for men.
Calvin Klein is the Air Jordan of the underwear world, a game-changing brand name that still truly means something in 2021. And just like a fresh new pair of Js, there’s far more to a pair of CK’s unbeatable boxer briefs than celebrity-studded advertising and the name on the waistband alone. The low-rise cut will emphasize your physique in all the right ways, and look great under all manner of jeans, shorts, and trousers. The fabric, meanwhile, is soft and comfortable with a dash of elastane to keep things flexible while still retaining its shape. And you especially can’t beat that price—getting the crown jewel for your crown jewels for less than $15 a pop is a major win any way you slice it.
CDLP’s boxer briefs are extremely sexy and impossibly smooth, thanks to a luxurious lyocell fabric that feels silkier than, well, silk. With just the right amount of stretch, a flattering cut, and a minimalist design, this is a pair worth saving for date night.
If you’re a fan of regular cotton over any kind of stretch, and also a fan of saving as much money as possible on quality basics, Uniqlo—as per usual!—has you covered. These boxer briefs are cut from soft supima cotton that’s a serious upgrade over your run-of-the-mill megapack undies—while still, somehow, costing even less.
Nobody likes a swampy nether region. Mack Weldon’s Airknitx boxer briefs are moisture-wicking, odor-battling, and quick-drying, with a breathable mesh fabric and strategically-placed pique “cool zones” that make ’em a perfect choice for tough workouts and humid days alike.
