The Most Comfortable Boxers for Men 2024
Underwear’s most highly sought-after characteristic: Comfort.
This installment in our Most Comfortable Underwear Series is all about the most comfortable boxers for men.
And when we use the term comfortable, you might be wondering what level of comfort we’re talking about here.
To make our Most Comfortable List, we’re talking about underwear that fits like a second skin.
Underwear that you’re actually happy to put on and then forget you’re even wearing levels of comfort.
Now, of course, we know that men come in all different shapes and sizes, not to mention have different preferences when it comes to support, fabric type, etc.
For this reason, it’s difficult to promise that every pair of boxers listed here is going to fit and feel perfect to you.
So, while there may be some scrolling and a little trial and error involved, we’re confident that you’ll find a pair of incredibly comfortable boxers on this list that fit just right and become your new favorites.
Go ahead, grab a pair, and step into your most comfortable boxers.
How We Make Our Picks for Most Comfortable Boxers
Look, we get it.
Determining what makes a great pair of underwear can be a pretty subjective thing.
So, how do we decide which boxers make our list for the most comfortable?
We tested a wide range of underwear brands and put them through the rigors of daily life and active situations.
And, as a result, we can say for certain that 3 specific qualities make for an objectively more comfortable underwear experience.
1. Premium fabric blends that support active bodies.
Your body moves in a wide range of motion throughout the day, and it doesn’t take much for it to overheat or experience distracting irritation.
We prioritized options with naturally soft and breathable fabrics that add a touch of stretch (spandex, elastane, etc.).
We’ve also found that while you may end up paying a little more for premium fabric, it tends to stay in better shape for longer.
2. Comfortable waistbands that stay in place.
It’s not enough to just have a comfy waistband, and it’s not enough to have a waistband that’s only focused on staying put.
Comfort and function need to work hand in hand here.
We went with boxers that paid extra attention to this crucial detail.
3. Ergonomic features that prioritize the male anatomy.
It’s crazy how many men’s underwear options don’t seem to properly consider the male anatomy in their design.
After all, you’re not a retail display mannequin yet some brands seem to design their underwear that way.
Boxers that pay attention to the human body tend to layer better under clothing, cut down on adjustments and bunching, and help you forget it’s even there.
Note: Featured products are independently selected and reviewed by The Underwear Review. If you purchase through our links, we may earn commission.
1. Tommy John Second Skin Relaxed Fit Boxer
The Tommy John Second Skin Relaxed Fit Boxer features a micro modal spandex fabric blend that’s extra soft and has a non-pilling design. These boxers have a stay-put waistband that doesn’t pinch and is great for everyday wear.
Shop at Tommy John: Tommy John Second Skin Relaxed Fit Boxer
Tommy John’s Second Skin Relaxed Fit Boxer has a curved pouch for comfort and control, as well as a signature horizontal fly for quick access. These boxers sport a tagless label for extra comfort and come with a best pair guarantee (refund or exchange if unsatisfied).
Our Favorite Feature: Soft and non-pilling micro modal spandex fabric.
2. Mack Weldon 18-Hour Jersey Boxer
The Mack Weldon 18-Hour Jersey Boxer features a signature 18-hour jersey fabric that’s incredibly soft and designed for everyday wear. These boxers utilize a stretch gusset for improved mobility and a classic button fly.
Shop at Mack Weldon: Mack Weldon 18-Hour Jersey Boxer
Mack Weldon’s 18-Hour Jersey Boxer Brief has a comfortable covered waistband, as well as a stylish tailored fit. These boxers are available in multiple colors and patterns.
Our Favorite Feature: Extra soft signature 18-hour jersey fabric.
3. Mack Weldon AIRKNITx Knit Boxer
The Mack Weldon AIRKNITx Boxer features extra breathable AIRKNITx fabric in a performance design with targeted cool zones to keep you cool and comfortable. These boxers come with moisture-wicking and odor-fighting abilities.
Shop at Mack Weldon: Mack Weldon AIRKNITx Boxer
Mack Weldon’s AIRKNITx Boxer sports a high stretch construction, a comfortable no-roll waistband, and a hidden button fly.
Our Favorite Feature: Extra breathable AIRKNITx fabric.
4. 2(X)IST Dream Boxer
The 2(X)IST Dream Boxer features premium fabric with added stretch for comfort and mobility, along with a functional single button fly opening. Just as the name implies, these boxers fit and feel like a dream.
Shop at 2(X)IST: 2(X)IST Dream Boxer
2(X)IST’s Dream Boxer utilizes an incredibly soft pima cotton and modal fabric blend that's breathable and lightweight. These boxers have a tagless fabric-covered elastic waistband for extra comfort and are ideal for lounging and recharging.
Our Favorite Feature: Incredibly soft pima cotton and modal fabric blend.
5. 2(X)IST Modal Knit Boxer
The 2(X)IST Modal Knit Boxer features an extra soft and breezy modal fabric for a barely there feel that’s perfect for lounging or layering.
Shop at 2(X)IST: 2(X)IST Modal Knit Boxer
2(X)IST’s Modal Knit Boxer utilizes an incorporated fabric waistband with tunneled elastic, a two-button fly, and a tagless design. These boxers are available in several stylish color options.
Our Favorite Feature: Luxurious modal fabric for a soft and breezy feel.
6. David Archy Bamboo Rayon Boxer
The David Archy Bamboo Rayon Boxer features an extra soft and smooth bamboo rayon fabric with a button fly. These boxers utilize a versatile performance design with a soft and stretchy elastic waistband.
Shop at David Archy: David Archy Bamboo Rayon Boxer
David Archy’s Bamboo Rayon Boxer has a bamboo rayon and spandex fabric blend that’s lightweight, breathable, and naturally moisture-wicking. These boxers have a comfortable tagless design and come in a convenient 3-pack.
Our Favorite Feature: Extra soft and smooth bamboo rayon fabric.
7. All Citizens Paradise Pocket Boxer
The All Citizens Paradise Pocket Boxer features a soft performance microfiber that’s durable, breathable, stretchy, sweat-wicking, and quick-drying. These boxers sport a signature Paradise Pocket pouch design for adjustment-free comfort.
Shop at All Citizens: All Citizens Paradise Pocket Boxer
All Citizens’ Paradise Pocket Boxer utilizes a horizontal fly, mesh breathe zones for added airflow where it’s needed most, and are available in a huge range of colors and designs.
Our Favorite Feature: Soft microfiber fabric and Paradise Pocket maximize comfort.
8. SAXX Daytripper Comfort Stretch Boxer
The SAXX Daytripper Comfort Stretch Boxer features an ergonomic 9-panel construction with a signature BallPark Pouch for extra comfort and support. These boxers have an anti-roll waistband and non-chafing Flat Out Seams.
Available on Amazon: SAXX Daytripper Comfort Stretch Boxer
SAXX’s Daytripper Comfort Stretch Boxer utilize a durable, breathable, and moisture-wicking fabric with 4-way stretch. These boxers are odor-resistant and come in a convenient 3-pack.
Our Favorite Feature: Ergonomic design with comfortable BallPark Pouch.
9. Calida Nature Tencil Boxer
The Calida Nature Tencil Boxer features 100% Tencel lyocell fabric for an incredibly silky and breathable feel with antimicrobial elements that resist odor.
Shop at HisRoom: Calida Nature Tencil Boxer
Calida’s Nature Tencil Boxer sport a soft-backed elastic waistband and a single contrast button fly. These boxers have smooth seamless sides and a modern fit center back seam to reduce excess fabric.
Our Favorite Feature: 100% Tencel lyocell fabric for super silky feel.
10. Polo Ralph Lauren Cotton Knit Boxer
The Polo Ralph Lauren Cotton Knit Boxer features a super soft and breathable 100% cotton knit fabric in a classic yet stylish boxer fit. These boxers come in a convenient 3-pack and are available in multiple color options.
Shop at HisRoom: Polo Ralph Lauren Cotton Knit Boxer
Polo Ralph Lauren’s Cotton Knit Boxer utilize an elastic logo waistband for a secure and comfortable stay-put fit. These boxers sport two-ply leg hems and a one-button fly.
Our Favorite Feature: 100% cotton knit fabric for a classic boxer feel.
11. SEOBEAN Runner Boxer
The SEOBEAN Runner Boxer features a relaxed yet flattering fit with comfortable cotton fabric and a touch of Spandex stretch. These boxers are available in several stylish color options.
Shop at MrSaker: SEOBEAN Runner Boxer
SEOBEAN’s Runner Boxer sports a classic button fly that lays flat and smooth, as well as a comfort flex waistband that eliminates any pinching or binding.
Our Favorite Feature: Comfortable fit with a stylish appearance.
What to Look for When Purchasing Boxers
If you’ve spent any time shopping for boxers these days, you’ve likely noticed that there’s no shortage of options available to you.
In fact, there’s a wide variety of fabric choices, garment features, specialty designs, and more.
So, if you’re a bit overwhelmed by all the options and not sure where to start, here are a few characteristics that high-quality underwear brands tend to focus on.
A great pair of boxers will pay special attention to design and construction.
Look for boxers that mention flatlock stitching or chafe-free seams for an extra comfortable fit, as well as a waistband that won’t roll or pinch.
Fabric is also key here.
Prioritize options with naturally breathable fibers, as well as those that mix in some stretch (such as elastane, spandex, etc.) for a non-constricting full range of movement.
Of course, with boxers you’re going to have a looser leg fit than you would with boxer briefs or trunks, but what you don’t want are flyaway legs that are prone to bunching and riding up.
Go with options that provide a more modern tailored construction.
In other words look for a relaxed fit over a baggy fit, as this will allow you to enjoy the classic comfort of boxers while still maintaining other functional qualities.
Also, don’t forget about finding a comfortable fit in the front for your male anatomy.
Nowadays, certain boxer options even provide a pouch for comfortable support that cuts down on adjustments.
These features tend to make for a great blend of comfort, support, and durability that’s perfect for all-day wear and will last a long time.
And if you’re all about comfort when it comes to your underwear, be sure to check out the rest of our Most Comfortable Series.
