Updated February 13, 2018 by Brett Dvoretz

The 10 Best Mens Underwear

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Best High-End
Best Mid-Range
Best Inexpensive

This wiki has been updated 28 times since it was first published in March of 2015. Gentlemen, you may think that because they are rarely seen, your "smalls" are the least important item in your wardrobe. Nothing could be further from the truth. Wearing the wrong type of men's underwear can lead to itching and irritation, overheating and discomfort all day long. Find a pair from our selection that not only feel good, but look great, too, for those intimate occasions. When users buy our independently chosen editorial selections, we may earn commissions to help fund the Wiki. Skip to the best mens underwear on Amazon.

10. Fruit of the Loom Sport Briefs

9. Jinshi Soft

8. Eyushijia Bamboo Fiber

7. Pact Organic

6. Jockey Classic Full Rise

5. Calvin Klein Cotton Classics

4. Puma Tech

3. Jockey Microfiber Performance

2. Chill Boys Quick-Dry

1. David Archy Breathable

The Closest Thing To Your Body

It's preferable to have a pair of underwear eroding over time in place of your pants or your flesh.

We’ve all gone through those brief phases, perhaps lasting only a day, perhaps extending into the years, when we disdain to wear underwear. Going commando, they call it. It’s a thrilling feeling if for no other reason than that it’s a deviation from the quotidian, and a deviation centralized in an area known for its regularity.

It never seems to last though, this underwear-free phase. Sometimes the problem is a physical one, the irrepressible chafing of a new pair of jeans against a particularly sensitive organ, for example. The change could also come from your climate. After all, one of the primary functions of a pair of underwear is the absorption of unsightly perspiration, and nothing says, “I’m single; come and get me!” like a suspiciously soaked set of trousers.

So we revert, if we ever really left, to wearing underpants. And at the end of the day, this is a good thing.

Not everybody is going to see your underwear. Depending on how long a given pair lasts, and how many people get to know you on an intimate level in that amount of time, you might have pairs that meet only a few sets of eyes other than your own. It's preferable to have a pair of underwear eroding over time in place of your pants or your flesh. They serve as a protective layer between your skin and less forgiving fabrics.

Above all else, though, a good pair of underwear will give you the one thing every man can use more of: confidence. The comfortable hug of a brief or boxer brief on a cool Fall's day, or the loose airiness of a freshly washed pair of boxers on a hot Summer night–these are the things that give us an extra little pep in our step, and that gleam in our eye that is utterly irresistible to whomever we might fancy.

Boxer, Briefs, Or A Little Bit Of Both?

I've owned some unsightly underwear in my day. It hasn't been anything as egregious as those oversized whities to which I cannot in good conscience attach the modifier 'tighty.' They're too loos-fitting, baggy even, to go by that name. My underwear faux pas were more honest and well-meaning: the South Park-themed boxers, the underwear model briefs (which, with my body, I had no business wearing), etc.

But you're a consummate boxers guy; it's all you have in your closet.

Fortunately for you, we've only selected underwear for our list that would get you past even the most stringent checkpoints posted by the fashion police. From here, you'll have to base your selection on personal taste. Just remember that you aren't only allowed to buy one of the suggested sets on our list. You can collect them all.

If you are going to get choosy, I'd like to put you on the red carpet and ask you that uncomfortable celebrity question: Boxers or briefs? If you didn't answer, "It depends," then we have some work to do.

I'm not particularly concerned with which style of underwear you find the most comfortable. Underwear this nice is its own kind of fashion accessory, and fashion is not about comfort. You need to own different cuts of underwear for different pants and different climates, lest you ruin the lie of a good, expensive suit.

Imagine you've got yourself invited to a fancy event, and you go out and spend, say, $2,500 on a nice suit. The cut is close to your body, and the fabric is delicate and light, like a breeze unto itself. But you're a consummate boxers guy; it's all you have in your closet. And they all hang loose, just the way you like them.

The only problem is that there's nothing about this suit that hangs loose, so you go and stuff your oversized boxers into this perfectly tailored pair of pants and spend the night being victimized by private wagers regarding your continence.

The moral of the story is a simple one: invest in different underwear styles, and you'll never go from being the bell of the ball to the butt of its most brutal jokes.

Beware Your Shame

It's not an easy thing to pinpoint the moment at which mankind looked down at his genitals and thought better about their flying freely. Perhaps it was a protective measure, intended to keep a rather important area guarded against thorns in areas of prickly foliage. It is also possible, though far less likely according to evolutionary psychologists, that men developed something akin to shame regarding their junk in primitive societies.

It's not an easy thing to pinpoint the moment at which mankind looked down at his genitals and thought better about their flying freely.

What we do know at this point is that archeologists have dated the oldest known example of a leather loincloth to approximately 5,000 BCE. Of course, there are also artistic representations of clothing in ancient Egyptian artworks dating back to approximately 3,000 BCE, but it's hard to know whether or not the people depicted are wearing anything underneath their shifts.

The evolution of underpants remained stagnant (with the notable and ever-exciting exception of the codpiece) until the spinning jenny and the cotton gin made the mass production of underwear a viable economic enterprise in the later 1800s. From that point onward, underwear manufacture took on the terms and shapes we still use today, with styles growing tighter and tighter, even in men's underwear, as we've moved into the 21st century.

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Brett Dvoretz
Last updated on February 13, 2018 by Brett Dvoretz

A wandering writer who spends as much time on the road as in front of a laptop screen, Brett can either be found hacking away furiously at the keyboard or, perhaps, enjoying a whiskey and coke on some exotic beach, sometimes both simultaneously, usually with a four-legged companion by his side. He has been a professional chef, a dog trainer, and a travel correspondent for a well-known Southeast Asian guidebook. He also holds a business degree and has spent more time than he cares to admit in boring office jobs. He has an odd obsession for playing with the latest gadgets and working on motorcycles and old Jeeps. His expertise, honed over years of experience, is in the areas of computers, electronics, travel gear, pet products, and kitchen, office and automotive equipment.

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