10 Most Comfortable Boxers For Men

Finding the right boxers is a genuine challenge for guys. For starters, higher quality boxers tend to be incredibly expensive for what they are, and this certainly isn’t an area in which most of us feel comfortable spending a lot of money.

After all, boxers are made from only a small amount of material, they don’t really do much and most people aren’t going to see them for most of the time!

Why spend a whole lot of money on something that only your partner will see?

But on the other hand, if you want to enjoy a good sex life, then you kind of should be willing to spend at least a little in this area. Most guys want to see their partners wearing sexy panties, matched to the bra of course, and it’s only fair that this should cut both ways!

Then there is the matter of comfort and of health. You have one of two options in this regard. Either you choose the tight, form-fitting boxers that you see guys wearing in adverts, or you go with the baggier ones that allow a lot more breathability for the crotch.

It’s important that you do have breathability in the crotch, seeing as wearing tight underwear can actually damage your fertility.

When you combine this with the fact that tight boxers can be somewhat uncomfortable and seem to ride up all throughout the day, the temptation is to go with the big, baggy and ugly boxers that your partner is tired of seeing you wear!

Even if you choose boxers that are made from soft materials, designed to look great while still giving you plenty of space for your genitals, you then have other issues to contend with: like bulging, painful labels or really ostentatious brand logos.

All these things make it hard for a guy to buy boxers that will look good while also being comfortable. And that’s why so many of us are wearing the same baggy underwear we’ve been wearing for years...

But it’s time to change all that!

Here, you will discover how to pick the best boxers for men in terms of both comfort and style.

And trust me: once you’re proud of the boxers you’re wearing, you’ll find that you feel considerably more confident and comfortable throughout the day.

10 Most Comfortable Boxers for Men

Here are our picks for the top 10 most comfortable boxers for men:

1. Perry Ellis Men’s Luxe Solid Boxer

Nice and Breezy: These boxers area made to fit slightly more loosely than many of the other most stylish boxes you see around. This allows a little air to circulate, as does the microfiber construction. That said, despite being baggier, the attractive choice of colors means they still look stylish and you won’t be ashamed to be seen in them!

That said, these boxers are made from polyester which isn’t the softest material. They feel great, but there are comfier options out there as we will see. Note as well that there are only a few colors and styles: and two of those are firebox red. Which is definitely a somewhat divisive option.

2. Stacy Adams Men’s Boxer Short

Waist Not: Stacy Adams is a well-known and popular brand for comfortable men’s underwear. These boxers only further support that reputation and are very comfortable and light. They also benefit from moisture wicking material and anti-microbial properties which will keep your nether regions nice and clean.

The downside however is that these boxers are also prone to moving around as the material used for the waist band is not the best. Some reviewers suggest that the quality of the material used has been downgraded.

3. Under Armour Men’s Original Series

Athleisure: Were we reviewing the best men’s briefs for running, then these Under Armour boxers would be right at the top of the list.

But we’re not: we’re looking at the most comfortable men’s briefs. But the good news is that these boxers are still comfortable and use a much less tight-fitting material than many other "sports" brands. They still come with moisture transport and stretchiness however, which actually enhances the comfort and performance.

The downside is that these are very clearly athletic boxers and may not be the most attractive for that reason. Still, athleisure is all the rage at the moment…

4. Goodthreads Men’s Tag-Free Knit Boxers

Cottoning On: Cotton is a highly attractive and comfortable fabric for any garments and is particularly welcome in a piece of underwear. These cotton briefs are as comfortable as they sound and they look good too. Other smart choices like a printed tag also add to the comfort.

It’s just a shame that the design is very by-the-numbers and that the boxers do tend to run a little small. But if you prefer comfort over style, then these Goodthreads boxers are a solid choice.

5. Chill Boys Soft Bamboo Men’s Boxers

Bamboozled: It’s great to see some options on this list that aren’t just your regular cotton and polyester. This more imaginative fabric is comfortable, flexible and stretchy and is also cool and odor resistant. We loved the eco friendly nature too.

The drawback is the limited range of colors. There’s only two to pick from which are rather basic. But they do look good.

Long Legged: These boxers are a little longer than some of the others we’ve looked at, which is both a good and bad thing. It’s good because it means they can keep you warm and give you great coverage. But the downside is they can get hot and may poke out the bottom of shorts.

But if you can get past the length, then the material is great. And the easy-wash feature and anti-microbial treatment mean they smell great and don’t cause rashes.

7. Polo Ralph Lauren Classic Cotton Knit Boxers

No Fireworks, No Disasters: These boxers are what you would call "playing it safe". They’re made of a very soft material but also happen to be a little unexciting in terms of their design.

8. Beverly Hills Polo Club Knit Boxers

Get the Job Done: These boxers provide long lasting comfort. They are soft and durable and they are once again made from cotton. But like the classic pack before them, they also use a very generic design that isn’t going to wow anyone. Likewise, they lack any moisture wicking or similar advanced features.

9. Calvin Klein Men’s Underwear Cotton Classics Knit Boxers

Brand Power: Calvin Klein has a lot of clout when it comes to making men’s underwear and that will be enough to sell some guys on this option. They come with the prestige that a lot of men want to be associated with and that’s enough reason to buy in many cases. They’re also very soft, since they're made from well-fitted cotton. It’s just a shame CK insists on using huge labels!

10. Hanes Men’s FreshIQ Boxers

No Sweat: These boxers have one main thing going for them, that being the FreshIQ odor protection. Great news for guys that sweat a lot. There’s also no tag for comfort – take notes Calvin Klein!

On the downside, these boxers aren't made of the highest quality material, with a 55%cotton 45% polyester blend.

How to Choose Comfortable Boxers

Here are some key things to consider when you go on the hunt for new boxers…

Best Quality Comfortable Boxers

Alright, let's be honest. A lot of us (especially in your late teens and early 20's) treat boxers like old rags. We want the cheapest ones we can find that can get the job "done". And then we go on to use them until they're filled with holes and are completely falling apart.

It's time to get serious about the quality of your boxers fellas.

High quality boxers are made from sturdy material, have plenty of elasticity and will stand the test of time. Ideally, a good pair of boxers should last years without ripping apart like toilet cheap toilet paper.

Most Stylish Comfortable Boxers 

As I alluded to in the introduction, finding boxers is not just about looking great for your partner: it’s also about looking good for yourself and feeling more confident as a result.

The person you see in the mirror when you’re getting changed has the power to completely change your mood and the way you feel going about the day ahead.

Most Comfortable Boxers for Men 

Uncomfortable boxers can ruin your day just as easily as overly tight trousers. Most of us guys have experienced what this is like at some point and found ourselves constantly "rearranging" downstairs.

Not only does this afford us a ton of glares from other people on the train, but it also makes it very difficult for us to concentrate on whatever else is going on. When we’re distracted, we’re less likely to enjoy whatever it is we’re doing and we’re considerably more likely to have an accident!

Comfort is about tightness but it’s also about other things. Big labels can ruin the comfort factor for instance, and so too can a waist line that cuts into your skin or have a tendency to move around.

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Best Moisture Wicking Boxers 

Finally, you need to consider how those boxers are going to impact on your health. If they’re too tight, you’ll be damaging your sperm production and this can have potentially long-term implications.

At the same time, consider factors like moisture-wicking. If your boxers collect moisture and get damp, this can lead to infections, boils and more complications. Let alone odor!