The 20+ Best Pairs of Underwear for Every Type of Guy

the best men's underwear
Courtesy of MeUndies & Calvin Klein
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It’s time to toss those worn-out boxer shorts because your family jewels deserve better, man. However, finding the perfect underwear for your privates can involve a lot of trial and error.

Whether you want athletic underwear, funny boxers, boxer briefs, long johns or anything in-between, you can find it online for a reasonable price. The only catch? Scoring the best men’s underwear requires some research. If you’re just looking for everyday underwear (not specialty underwear such as athletic boxers), you still have to decide which fit, brand, palette and size is right for your look and body type.

Below, we break down everything you need to know about the best men’s underwear and share our favorite products from brands like Under Armour, Calvin Klein and MeUndies.

What Are the Most Popular Styles of Men’s Underwear?

Keeping underwear styles straight is still tricky for most guys, so here’s a refresher:

  • Briefs are short and tight (the classic tightie-whities design)
  • Boxers are loose around the thigh and gonads (for the best breathability)
  • Boxer briefs are a tighter form of boxers that fall mid-thigh (supportive, athletic and flattering)
  • Trunks are in a spot between boxer briefs and briefs (they’re a little longer than briefs but not as long as boxer briefs)
  • Sexy men’s underwear is popular among many gay, bisexual and queer men, and they can include jockstraps and specialty briefs

Among modern men, boxer briefs are far and away the most popular. An estimated 58% of guys prefer boxer briefs, according to an AskMen/Huffington Post survey.

However, that style doesn’t fit everyone. While tightie-whities were going extinct, brands such as American Apparel resurrected the look with their trademark colorful briefs. And there are a ton of new brands offering sexy underwear for men. Lingerie? Ain’t just for women anymore.

If you haven’t tried each style we suggest giving each a shot — you might be surprised which is actually your favorite. If you already know which is your favorite, that’s great. Keep scrolling to find the best underwear for men in each category.

To help figure out the right underclothes for your style and preferences, we’ve picked out some the best pairs of underwear, including the best boxer briefs, best boxers, best briefs, best trunks and sexy men’s underwear. This should help guide your search and leave you with some clean, fresh new undies.

Best Boxer Briefs for Men

Boxer briefs are some of the most popular underwear options for modern men to wear in 2021, so they’re going to be our main focus. We love boxer briefs because they’re effortlessly comfortable, formfitting for most body types and look the most handsome when on.

But, what are the best boxer briefs for men right now? Check out all of the coziest, best-looking boxer briefs you can purchase online now.

1. Mack Weldon 18-Hour Jersey Boxer Brief

BEST BOXER BRIEFS

Unless you’re unfamiliar with us at SPY, you’ll know that we’re absolutely obsessed with everything Mack Weldon. For real. So, don’t be so shocked when we tell you that these are the softest, most comfortable underwear we have ever had the experience of wearing. They’re built with tremendously soft jersey fabric with cool mesh zones to keep you comfortable and sweat-free. Each pair has a non-roll waistband so your boxer briefs will stay in the same spot you pull them up to in the morning. Colorwise, there are tons and tons to choose from, ranging from lower-key neutral tones to kooky patterns. The second you slip these on, you’ll never want to take them off — even if you’re on day three of wearing them.

Mack Weldon 18-Hour Jersey Boxer Brief, the best men's underwear Courtesy of Mack Weldon

Mack Weldon 18-Hour Jersey Boxer Brief

$24.00

  

2. Uniqlo Supima Cotton Boxer Briefs

RUNNER UP

Not only are these Uniqlo boxer briefs some of the best men’s underwear in the world right not, but they’re also some of the best men’s underwear under $10. When it comes to boxer briefs, we strongly prefer underwear made with soft and stretch Supima cotton, and these undies offer the perfect balance of comfort, breathability and value.

Uniqlo is a favorite of fashion lovers and penny-pinchers alike because they make affordable, stylish basics that everyone can get behind (well, in, actually). Their simple, minimalist boxer briefs are no exception with a Supima cotton build that’s soft and stretchy, yet supportive of your goods. Unlike most men’s underwear, they don’t feature any branding on the waistband, which offers a unique look if you prefer it to logos. Personally, we prefer the striped boxer briefs pictured below, but they’re also available in solid colors.

We also named these the Best Men’s Underwear in our 2020 SPY Man Awards last year, so they really are hard to beat.

2020 SPY MAN AWARDS WINNER

Uniqlo Supima Cotton Boxer Briefs, the best men's underwear Courtesy of Uniqlo

Uniqlo Supima Cotton Boxer Briefs

$6.90

  

3. Calvin Klein Cotton Boxer Briefs

BEST OG

We recommend that every guy spend a few extra bucks and upgrade to these classic Calvin Klein boxer briefs. Since their famous ad campaign with Mark Wahlberg in 1992 (and the re-creation with their iconic new Pride Campaign from this year), these Calvins have been the modern underwear to make guys look and feel better. This status is thanks to two key features: the recognizable logo waistband and balanced cotton-spandex construction. This fabric provides both support and stretch, which keeps the family jewels comfortable. If you haven’t tried the reigning champs among the best underwear for men yet, then maybe it’s time to make the change and finally order some Calvin Klein boxer briefs.

black boxer brief Calvin Klein - best men's underwear Courtesy of Amazon

Calvin Klein Cotton Boxer Briefs

$29.99

  

4. SAXX Boxer Briefs

EDITOR’S PICK

“I don’t have words for how comfortable SAXX boxer briefs are,” says our e-commerce editor Tyler Schoeber, “I’ve been wearing them for years now and only when I’m fully out of SAXX will you catch me wearing a different pair.” SAXX really has some of the coziest boxer briefs for men on the market due to their impressive fit and breathable construction. SAXX uses what they call a BallPark Pouch™ to give men enough room for a non-sweaty, roomy fit for their junk. In turn, your nuts have a comfy place to stay put without ever getting sweaty, no matter what you’re up to. Tyler continues, “I know the majority of men will probably think that these are way too expensive for a pair of boxer briefs, but try out just one. Believe me. It will change your life.”

SAXX Boxer Briefs, the best men's underwear Courtesy of SAXX

SAXX Boxer Briefs

$32.00

  

5. MeUndies Boxer Briefs

BEST MEN’S UNDERWEAR SUBSCRIPTION

MeUndies is a subscription service that delivers premium underwear to your door each month. It’s a great way to ensure that you never end up procrastinating on buying new undies and wearing those gross old ones. It’s also a very flexible service with no long-term contracts, so you can skip a month or cancel any time. But if you’re not into the subscription, you can also buy MeUndies normally and enjoy the incredible quality without the delivery service. Of course, MeUndies is best known for its fun prints, as they have dozens of stylish designs to choose from in addition to classic solid-color underwear. Their underwear is made from a super soft fabric that will keep you cool downstairs, especially compared to 100% cotton briefs and boxers.

We definitely recommend MeUndies Build a Pack option, which lets you select five pairs of underwear in the style and design of your choice — starting at just $16/pair.

MeUndies - the best men's underwear Courtesy of MeUndies

MeUndies Boxer Briefs

Starting at $16.00

  

6. Lululemon Always in Motion Boxer

BEST ATHLETIC

Athletic underwear is a must-have if you exercise regularly. Normal boxers or briefs can be uncomfortable as you move and sweat because they don’t provide much support and will get soaked through. A good pair of athletic underwear such as these 7″ long boxers will dry faster, provide more support and won’t ride up your leg. They’re also available in a shorter 5″ fit, if that’s more your speed.

best mens underwear - lululemon athletic boxers Image courtesy of Lululemon

Lululemon Always in Motion Boxer

$68.00

  

7. Tom Ford Stretch-Cotton Boxer Brief

BEST DESINER BOXER

Sometimes special occasions call for special, well, underwear. If you’re looking to treat your area down under to a designer name, these luxe boxers from Tom Ford are the perfect match. They are relatively simple in design and they’re certainly not as flashy as some of the other high-end designer undies. Still, the low-key, sophisticated look provides an air of confidence to whoever wears a pair of these. The Italian crafted boxer briefs, available in black or brown, are made from soft stretch cotton and feature the designer name right on the band. If your goal is to make a good first impression downstairs with your next Tinder match, then indulge in this pair of designer men’s underwear.

black boxer brief Tom Ford Image courtesy of Mr Porter

Tom Ford Stretch-Cotton Boxer Brief

$75.00

  

8. Gildan Boxer Brief Multipack

BEST VALUE MULTIPACK

Some guys just want underwear of any kind – and that’s fine. If that sounds like you, we suggest saving some coin and picking up this 5-pack of Gildan boxer briefs for just $15. They’re very affordable, but according to over 40,000 5-star reviewers, the boxers are still very well-made and comfortable. Plus, they feature moisture-wicking capabilities to keep your downstairs dry on hot days.

best men's underwear - multi-pack boxer briefs Gildan Courtesy of Amazon

Gildan Boxer Brief Multipack

$15.99

  

Best Boxers for Men

Boxers are in a way similar to boxer briefs, just instead of holding all of your junk together, it allowed your legs and package the space to breathe. These are the roomiest underwear for men, and for that reason, some love ’em and others hate ’em.

Boxers are typically known to have plaid or wild prints, making them the most eye-catching to wear. Additionally, they are some of the best underwear to wear in bed due to their roomy nature.

9. Hanes Tartan Boxers

BEST BOXERS

Hanes has pushed out some of the best men’s underwear for many years, and one of our favorites is these tagless boxers. They feature a thin, breathable material and a roomy cut for serious comfort, and a ‘Comfort Flex’ waistband that allows easy movement. They also come very highly rated by Amazon reviewers, as customers applaud the boxers’ quality, lasting build and comfortable waistband.

OVER 35,000 RATINGS

best mens underwear - blue checkered boxers Hanes Image courtesy of Amazon

Hanes Tartan Boxer

$26.36

  

10. Entireworld Organic Cotton Boxer

RUNNER UP

Organic cotton boxers at an affordable price? Sign us up. Entireworld makes some of the most relaxing cotton boxers for lounging out around the house. They come in a variety of candy-esque colors and have just the right amount of length to them. They aren’t super saggy, so your nuts won’t feel like they’re flopping back and forth with every movement, either. They have just the right roominess to them, making them a fan favorite the second you put them on for the first time.

Entireworld Organic Cotton Boxer Courtesy of Entireworld

Entireworld Organic Cotton Boxer

$22.00

  

11. Nordstrom 3-Pack Classic Fit Boxers

MOST CLASSIC

These are almost the exact same boxers you wore for the first time when you transitioned from tightie-whities to boxers in, like, the fourth grade. They have the same comfort you remember picking up in the underwear aisle at your mom’s favorite department store in the mall, and quite honestly, if you still had them today, they’re probably still be holding up. These are all about quality and quantity.

Nordstrom 3-Pack Classic Fit Boxers Courtesy of Nordstrom

Nordstrom 3-Pack Classic Fit Boxers

$39.50

  

12. Chill Boys Cool Breathable Performance Boxers

BEST FOR SLEEPING

If you’re the type that wears boxer briefs in the daytime but switches to classic boxers at night, you need to give Chill Boys a whirl. Here, it’s all in the name — these performance boxers really are for chill boys. Yeah, they work excellently for the kind of guy who works out in regular boxers, but man, it doesn’t get any cozier than sleeping in these. Each pair is baggy and stretchy enough to not hold you back as you slumber and will never give you a wedgie in the middle of the night. They’re quick-drying for any night sweats, too.

Chill Boys Cool Breathable Performance Boxers Courtesy of Amazon

Chill Boys Cool Breathable Performance Boxers

$19.99

  

13. H&M 3-pack Woven Boxer Shorts

MOST KOOKY

Well, they aren’t the kookiest boxers we’ve ever seen, but they’re the kookiest you can wear while still feeling like an actual adult. This three-pack of men’s boxers from H&M is clad in graphics consisting of bananas, pineapples and cacti. They come in a slew of muted pastel covers and look great covering your naughty bits, whether you’re wearing them in your day-to-day or simply to bed.

H&M 3-pack Woven Boxer Shorts Courtesy of H&M

H&M 3-pack Woven Boxer Shorts

$24.99

  

Best Briefs for Men

The best briefs for men, otherwise known as tightie-whities, are coming back into style. Yeah, we know, we were kind of shocked too.

These are the undies you began wearing straight out of diapers. The classic step-up the second you became potty-trained. Now that you’re a hell of a lot older, surprisingly, these haven’t lost their charm. Consider these handsome pairs below.

14. Los Angeles Apparel Men’s Baby Rib Briefs

BEST BRIEFS

American Apparel and their trademark Baby Rib Briefs are back, sort of. Los Angeles Apparel is basically American Apparel 2.0, and the new apparel company still makes the best briefs in the business. Ditch those boring briefs for men’s underwear with a pop of color. These men’s briefs come in dozens of attractive colors and retail for $12 (get a pack of 5 for $10 each). They’re still made in Los Angeles from 100% combed cotton, and they’ll make you look as sexy as you feel.

Los Angeles Apparel Men's Baby Rib Briefs Courtesy of Los Angeles Apparel

Los Angeles Apparel Baby Rib Briefs

$12.00

  

15. Amazon Essentials 7-Pack Tag-Free Briefs

RUNNER UP

It doesn’t get any more tightie-whitie than these. Although you were absolutely not rocking Amazon brand tightie-whities as a child, this tagless seven-pack is the new class when it comes to solid white men’s briefs. There is nothing crazy to them, they are exactly what they look like. Simply the fit and look you’re used to.

Amazon Essentials 7-Pack Tag-Free Briefs Courtesy of Amazon

Amazon Essentials 7-Pack Tag-Free Briefs

$17.50

  

16. MeUndies Brief 6-Pack

BEST MODERN VARIETY PACK

MeUndies is a force to be reckoned with in the underwear space, so we couldn’t leave out this iconic six-pack. They call these “the Holy Grail of all briefs” for a reason. Each pair has a wedgie-free design, a perfectly proportioned pouch to keep your jimmies jimmin’ and softness that lays upon your body the most comfortable you can expect. What’s to lose?

MeUndies Brief 6-Pack Courtesy of MeUndies

MeUndies Brief 6-Pack

$108.00

  

17. Calvin Klein Reconsidered Comfort Brief

BEST SUSTAINABLE

Calvin Klein changed the game in the world of briefs when they released the Reconsidered Comfort Brief. Yeah, given the name you can bet that these are comfy as all hell. But, these briefs are made to support a sustainable future in fashion. Each pair is made with Refibra jersey, which is a biodegradable blend of recycled cotton and wood fibers. No splinters here, though — these puppies are soft.

Calvin Klein Reconsidered Comfort Brief Courtesy of Calvin Klein

Calvin Klein Reconsidered Comfort Brief

$28.00

  

Best Trunks for Men

Trunks. The brief and boxer brief hybrid. The style growing day by day in popularity.

These formfitting underwear for men are comfortable and look good on. What more can you want? If it’s a style you haven’t tried or considered before, they fit a little more like boxer briefs but with the hold-it-all-in experience briefs bring. Give ’em a shot!

18. Nautica Classic Stetch Trunk

BEST TRUNKS

If boxer briefs and traditional briefs had a love child, then you’d end up with trunks. They’re form-fitted and comfortable but length-wise they tend to land halfway between a boxer and a brief. These super-soft and stretchy trunks from Nautica are made from a cotton and spandex hybrid. Plus, you can choose between a variety of colors and designs to build your dream 3-pack.

Nautica Men's Trunk Courtesy of Amazon

Nautica Classic Stretch Trunk

$28.75

  

19. Emporio Armani Men’s Cotton Stretch Trunk

RUNNER UP

These trunks make for some of the best men’s underwear because of the ideal hybrid between extra-cozy design and snug comfort. These undies by Emporio Armani don’t sacrifice comfort for style, either. Like, just look at them — these are hot. The 2.5″ waistband is a little larger than most, and it features the Armani name plastered across the band in oversized letters. This provides a youthful touch and a bit of a brag whenever your undies show as you stretch or bend over.

Emporio Armani Men's Cotton Stretch Trunk Courtesy of Amazon

Emporio Armani Men's Cotton Stretch Trunk

$21.60

      

20. SAXX Vibe Trunks

BEST POUCH

There’s no easy way to say this, but some fellas like a built-in pouch to securely house the family jewels. These boxer briefs boast a 3-D contour pouch structure that will hold the gems firmly in place. That’s why every guy needs a pair of SAXX’s Vibe Trunks. Just like the SAXX boxer briefs you saw earlier, these are built with SAXX’s famous BallPark Pouch™ to give you some of the most comfortable men’s trunks on the planet.

SAXX Vibe Trunks Courtesy of SAXX

SAXX Vibe Trunks

$32.00

  

21. David Archy Ultra Soft Trunks

SUPER COMFORTABLE

This David Archy four-pack means it when they use the word “ultra-soft”. Each pair is made of bamboo rayon, which makes them incredibly soft and silky smooth to the touch. These moisture-wicking trunks come in multipacks and are available in an assortment of rich colors.

best men's underwear - david archy trunks Courtesy of Amazon

  

Best Sexy Underwear

Sexy underwear is perfect for men looking to spice things up in the bedroom. Because like we said earlier, lingerie isn’t just for women anymore. From thongs to jockstraps to undies that are too… specific… to explain, you can check out all of the best sexy men’s underwear by clicking here.

Or, check out two of our favorites below.

22. Jockey Thong

BEST THONG

Whether it’s for a party, your significant other or an erotic dance group, some guys need a thong like this. You don’t need to tell us why, but if you do need some men’s thongs, go with these spandex, nylon and modal thongs from Jockey. They show as much skin as possible, and they’re as comfortable as a thong will get.

navy blue jockey thong - best men's underwear Courtesy of Amazon

Jockey Thong

$18.00

    

23. Skull & Bones Ombre Roman Medallion Jockstrap

BEST JOCKSTRAP

Today, the primary demographic for the jockstrap market isn’t sweaty gym rats, but rather members of the gay, bi and queer community looking to show off their assets. And when it comes to fun and sexy jockstraps, Skull & Bones should be your go-to. The men’s brand has an awesome selection of sexy underwear. From sequins and lace to more masculine prints and solid colors, check out their whole selection of jockstraps.

Skull & Bones Ombre Roman Medallian Jockstrap Courtesy of Skull & Bones

Skull & Bones Jockstrap

$26.00

  

It’s Time To Upgrade Your Loungewear Game

  

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