The 20 Best Boxer Shorts to Wear Every Day

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Boxers are back, baby. Once relegated to that neglected corner of your upper dresser drawer, the freewheeling-est entry in the long list of underwear options has perhaps never been better suited to the situation than it is to this strange moment. What is getting dressed each day, after all, but an extended exercise in taking it as easy as possible (within the confines of societal propriety, of course)?

Boxers were made for this! Unlike their cousins, the brief and the boxer brief, boxers are about letting it all hang loose. Sure, some of the best ones out there these days are cut just slim enough to sit comfortably under your favorite jeans, but clinging to your thighs for dear life? That's out of the question.

Maybe you're a newly minted boxer guy, or maybe you're a lifelong devotee of the scene. Regardless, accept you're a boxer guy and own it. Once you do, it's time to find yourself some new breathable pals to shake up the scene down there. Choose from traditional cotton, stretchy jersey, knit—there's an endless world of options out there, and we are here to help you narrow it down. And now that you're ready to shop, you can scroll through these 20 picks that our editors have tried and loved throughout the years. Keep scrolling for our definitive list of the very best boxers on the market right now.

24/7 Woven Boxers

Mack Weldon made a name for itself in the fiercely competitive world of men's undergarments by letting its products speak for themselves, so this is me shutting up now. (Except to mention that this best-seller also comes in a handy-dandy three-pack that'll save you a few bucks.)

Boxer Shorts

MeUndies makes boxer shorts so soft you'll be clambering to call 'em YourUndies, too. (Sorry.)

Classic Fit Boxers

If you're looking to spice up your selection by copping a few different pairs at once, Nordstrom's fan-favorite, in-house collection has you covered.

Assorted 5-Pack Woven Cotton Boxers

Could Ralph Lauren really call itself a lifestyle brand if it didn't sell the perfect starter pack of classic boxer short styles? Who cares—it does, and it is.

Bamboo Boxers

Comprised of 70 percent bamboo viscose, these guys are breathable, elastic, and super soft. The loose-fitting design only enhances the comfort.

Printed Boxers

Sure, there are zanier options out there. But this blue-and-white plaid from J.Crew will never do you wrong.

18-Hour Jersey Knit Boxers

Okay, to pipe up once more: It's also worth noting that the brand has a super-soft, jersey boxer, if that's more your thing. (And it, too, is available in a money-saving three-pack.)

Always in Motion Boxers

If you've never tried Lulu's boxers before, then we don't really know what you've been doing with yourself. These are going to become your new g0-tos.

Knit Cotton Boxers

The Marty McFly-approved choice.

Assorted 5-Pack Knit Cotton Boxers

And in case you want something a little more like your favorite tee, there's this knit PRL option, too.

Classic Fit Boxers

With a look this clean, it's almost a pity you're not wearing them on the outside. Almost.

Cotton Boxer Shorts

A dose of English understatement, from a brand that's been specializing in luxury everyday essentials since 1860.

ComfortSoft Underwear Boxers (5-Pack)

Hanes is a favorite around here for unparalleled comfort—and that's exactly what you'd want out of your boxers, right?

Underwear Boxers (5-Pack)

For ultra-affordable boxers, Gildan has a 5-pack that you can snag for under 20 bucks.

Premium Jersey Knit Boxer Shorts

Made from 100% cotton, these breathable, lightweight shorts are as soft and easy as your favorite tee.

Cotton Modal Blend Boxers

Simple, soft, and for a good cause—every pair purchased equals one pair donated to a homeless shelter.

Velvet-Trimmed Leopard-Print Boxer Shorts

Why not go for a little bit of luxury? Tom Ford's boxers have a velvet elastic waistband and leopard print on silk fabric.

Sporty Mercerised Cotton Boxer Shorts

With lightweight cotton and a relaxed fit, these boxers are the perfect everyday pair to grab and go.

Dempsey Cotton Boxer (3-Pack)

High-quality, premium cotton boxers that'll make you eager to get to laundry day every week.

Cotton Boxers (3-Pack)

Not one, not two, but three navy-printed, breathable BR boxers that are on sale right now.

Why You Can Trust Esquire

We’re not going to say something is great unless it’s actually great. Every product in Esquire’s round-ups is carefully curated by our fashion and e-commerce teams.

When it comes to boxers, you can rest assured that we’re hand-selecting styles that we’ve personally tested, tried, and loved, along with styles that the rest of our colleagues here at Esquire endorse for their own daily wear and comfort. We’ve had to go through a lot of trial and error, and these boxers are the ones that are simply the best, from brands we already know, love, and trust.

Every pick on this list (and our other lists!) comes from years of wearing different things, seeing what we love and what we don’t, and going from there. No two tastes are the same, and no two men are the same. Your proverbial mileage may vary. But if you’re looking for the right place to start, with advice from folks who and care (possibly too much!) about this sort of stuff, this is the place to be.

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