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How long should underwear last? After browsing the web, I found that as a general rule of thumb, you should replace underwear every six months to a year. 

Now, if this is a conspiracy surrounding underwear brands to sell more undies, I don't know. I know I’ve worn mine for up to two years, and I hope you don't think less of me for it.

I might argue that a good pair of underoos won't break into their full potential until after a few solid wears. Are we to just toss these in the trash right at their peak performance? I personally don't think so. 

When I was younger, I would use Christmas as my queue to toss out the old and throw all my new X-mas socks and underwear into the rotation. Those days are long gone and I’m now left to fend for myself when it comes time to purchase new undergarments. 

So where do I begin?  How do I make the right choice so I don’t wind up back in the same position six months from now? 

Let’s find out. Here are the 10 best men's underwear out there and how to pick the best blend for your individual needs. 

Cotton Vs. Polyester

As the great underwear debate rages on, one thing that seems to go back and forth is the material used. Cotton is by far the most common for men’s underwear, but many newer brands are boasting a polyester blend for their garments. 

I think what this ultimately comes down to is a personal preference. 

Men who tend to be more active in their day might lean towards a polyester material. Polyester is a moisture-wicking fiber, meaning that it will draw sweat away from your skin and into the surface of the fabric, making it evaporate quicker. This also helps with chafing if that is something you need to worry about. 

However, cotton tends to be more breathable. So if sweating isn't really an issue, you stand to be more comfortable, cool and dry with natural fiber underwear. 

Boxer Shorts Vs. Boxer Briefs

Like I said before, underwear is all personal preference. There is no right or wrong (although I can think of some options that are certainly frowned upon).

A ranking by Real Men Real Style says men's boxer briefs are the overall winner based on four things: appearance, comfort, functionality and versatility.

Calvin Klein Underwear Men's Microfiber Stretch 3 Pack Low Rise Trunks

Calvin Klein Underwear Men's Microfiber Stretch Low Rise Trunks


You can’t go wrong with Calvin Klein anything. These microfiber boxer briefs are 90% polyester and have insane durability. I’ve had mine for over a year and the waistband is still like the first day I put them on.

In true Calvin Klein fashion, you can pick these up in a multitude of colors. You can never have too much of a good thing and you can get a wide range of colors on Amazon delivered right to your doorstep.

Reebok Men’s Cotton Stretch Boxer Briefs

Reebok Men’s Cotton Stretch Boxer Briefs


A 60% cotton blend, 40% polyester blend on these Reebok stretch boxer briefs will give you the best of both worlds. Superior comfort with an added element of sweat-wicking material.

These are a fantastic option for someone with a bicycle commute to their desk job, these boxer briefs offer great breathability. 

Related: The 19 Best Undershirts For Men [Ranked] 

Hugo Boss Men's Stretch Cotton Regular Fit Trunks

Hugo Boss Men's Stretch Cotton Regular Fit Trunks

Hugo Boss cotton trunks are a personal favorite of mine. 

They have this perfect fit that's not too tight but still offers a good amount of support. These cotton briefs they source is of fantastic quality and come in your basic core colors.

Boxers are my go-to, but you can pick up these stretch cotton undergarments in briefs or boxer briefs if you so choose. 

Jockey Men's Underwear Classic Boxer Brief

Jockey Men's Underwear Classic Boxer Brief

Jockey offers up a great quality option and for the right price. For just a smidge more than your typical 3 pack of underwear listed here, you can get a 6 pack of these men's boxer briefs. Just one short and you would be set for a whole week!

They offer a keyhole fly crotch design and these 100% cotton boxer briefs come in black, grey and white options.

Under Armour Men's Original Series 6-Inch Boxerjock Boxer Briefs

Under Armour Men's Original Series 6-Inch Boxerjock Boxer Briefs

Under Armour offers up an incredible option perfect for any gym rat. These Boxerjock Boxer Briefs offer a 4-way stretch material and anti-odor technology. This is a great option if you are worrying about chafing and need some new performance underwear. 

 If you’re feeling dangerous, pick these up in “hyper green” or “brilliant blue.”  


Mack Weldon 18 Hour Jersey Boxer Briefs

Mack Weldon 18 Hour Jersey Boxer Briefs

I think Mack Weldon puts out some of the best menswear out there. These jersey boxer briefs are no different than their super popular pants and shirts.

They offer up so many great additions to regular underwear including, no-roll waistband and mesh cool zones. These could easily be your everyday go-to without thinking twice. 

These boxer briefs feel like a second skin, you might forget you are wearing any underwear. 

They also come in a lot of color and pattern options, which make them stand out compared to your standard, black, grey and navy.

Fruit of the Loom Men's Coolzone Boxer Briefs

Fruit of the Loom Men's Coolzone Boxer Briefs

Fruit of the Loom has been in the underwear game since the beginning of time. These particular Coolzone Boxer Briefs are affordable and offer a range of options and sizing. 

Do you like a long leg, regular leg or short leg?  They have got them all.

Hanes Men's Exposed Waistband Knit Boxers

Hanes Men's Exposed Waistband Knit Boxers

Hanes are an absolute staple piece in men’s underwear. Quality meets a fantastic price tag!  If you are the type who replaces underwear every 6 months, there is no reason you should not be buying this 5 pack of Hanes Exposed Waistband Knit Boxers from Amazon.

Uniqlo Men Supima® Cotton Boxer Briefs

Uniqlo Men Supima® Cotton Boxer Briefs

Uniqlo is an often overlooked or unheard of brand, but this pair of men’s underwear is not to be missed. Supima cotton is a notoriously soft and durable fabric, and as far as I know not typically used for undergarments, so this is a nice change of pace! 

This is a pair of cotton underwear you are definitely going to want to add to your rotation.

MeUndies Men’s Trunk

MeUndies Men’s Trunk

It wouldn't be an underwear list if I didn't mention MeUndies. They boast a 92% MicroModal® 8% elastane fabric that they claim is 3X softer than cotton! These might be the best boxer briefs on this list. 

What makes me most happy about this underwear is if you venture to their “adventurous” tab. You can get underwear with anything from killer whales on them to rainbow unicorns. SWEET!


There you have it, the best men's underwear for any and every occasion. Whether you are in the market for some new underwear with more spandex, more breathability or tagless option, we've got you covered! 

Most of these underwear brands are available on Amazon so you could have a new set of undergarments in less than 48 hours if you need them!

The 10 Best Men’s Underwear: 

  1. Calvin Klein Underwear Men's Microfiber Stretch 3 Pack Low Rise Trunks
  2. Reebok Men’s Cotton Stretch Boxer Briefs
  3. Hugo Boss Men's Stretch Cotton Regular Fit Trunks
  4. Jockey Men's Underwear Classic Boxer Brief
  5. Under Armour Men's Original Series 6-Inch Boxerjock Boxer Briefs
  6. Mack Weldon 18 Hour Jersey Boxer Briefs
  7. Fruit of the Loom Men's Coolzone Boxer Briefs
  8. Hanes Men's Exposed Waistband Knit Boxers
  9. Uniqlo Men Supima® Cotton Boxer Briefs
  10. MeUndies Men’s Trunk
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Posted 
May 18, 2020
 in 
Fashion & Beauty
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