These Are the Most Comfortable Boxer Briefs for 2024 (With Video Review)
Underwear’s most highly sought-after characteristic: Comfort.
This installment in our Most Comfortable Underwear Series is all about the most comfortable boxer briefs 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 boxer briefs 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 boxer briefs on this list that fit just right and become your new favorites.
Go ahead, grab a pair, and step into your most comfortable boxer briefs.
How We Make Our Picks for Most Comfortable Boxer Briefs
Look, we get it.
Determining what makes a great pair of underwear can be a pretty subjective thing.
So, how do we decide which boxer briefs 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 boxer briefs 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.
Boxer briefs 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.
Here, you can see us testing the Tommy John Second Skin Boxer Briefs, which feature all three of these key qualities.
1. Fabric: Naturally breathable modal with added spandex for comfortable stretch.
2. Waistband: Signature stay-put design for a soft feel that doesn’t roll or pinch.
3. Features: A curved pouch with a horizontal fly that supports your natural shape.
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 Luxe Rib Boxer Briefs
The Tommy John Luxe Rib Boxer Briefs feature a luxuriously soft modal stretch fabric with ribbed channels for enhanced airflow.
These boxer briefs sport a comfortable and supportive contour pouch with a signature Quick Draw horizontal fly.
Shop at Tommy John: Tommy John Luxe Rib
Tommy John’s Luxe Rib Boxer Briefs utilize a smooth stay-put waistband with a distraction-free tagless label.
These boxer briefs are available in multiple color options and both a classic 6-inch inseam and longer 8-inch inseam.
Our Favorite Feature: The soft ribbed channels make for an extra light and breezy feel, and the way these are designed, it’s practically impossible not to LOVE the way these fit.
Notable Product Features That Boost Comfort:
Modal fabric has an incredibly soft and luxe feel.
Spandex stretch is added to allow a full range of motion.
Contour pouch provides ergonomic spacing and support.
Elastic waistband has a smooth feel and isn’t overly compressive.
Tagless label cuts down on potential for irritation.
Various inseam lengths available to match preference.
Tommy John Honorable Mention: The extra soft micro modal spandex fabric blend featured in their Second Skin Boxer Briefs – a classic everyday wear option.
2. Obviously EliteMan Boxer Briefs
The Obviously EliteMan Boxer Briefs feature a signature AnatoMAX pouch with an anatomical design that provides optimal comfort, support, and mobility.
These boxer briefs are wrapped from waistband to leg hem in an incredibly soft and lightweight micro modal fabric that also provides a stylish minimalistic design.
Available on Amazon: Obviously EliteMan
Obviously’s EliteMan Boxer Briefs sport comfortable 4-way stretch that allows a full range of motion and wears like a second skin.
These boxer briefs come in 3-inch, 6-inch, and 9-inch inseam lengths, and are available in an incredible 16 different color options!
Our Favorite Feature: The entire garment from waistband to leg hem is wrapped in soft micro modal so no tags, logos or elastics touch your skin – a triumph in comfortable underwear design!
Notable Product Features That Boost Comfort:
Incredibly soft and lightweight micro modal fabric.
Signature AnatoMAX pouch with anatomical design.
Comfortable fabric covered waistband.
No tags, logos, or elastics touch your skin.
4-way stretch for a full range of movement.
Various inseam lengths available to match preference.
Obviously Apparel Honorable Mention: Same great ergonomic design and soft micro modal, but their PrimeMan Boxer Briefs are a touch lighter and sport a classic elastic waistband.
3. SKIMS Stretch Boxer Briefs
The SKIMS Stretch Boxer Briefs feature an ultra-soft modal and elastane fabric blend that’s soft, lightweight and has a luxurious feel.
These boxer briefs provide a clean and seamless fit that comfortably stretches to your body.
Shop at SKIMS: SKIMS Stretch
SKIMS’ Stretch Boxer Briefs sport an enhanced 2-ply pouch for exceptional support and a velvety-smooth stay-put waistband.
These boxer briefs are available in several color options and come in a convenient 3-pack.
Our Favorite Feature: Soft luxe-feeling modal fabric in a stretchy and seamless fit that layers great.
Notable Product Features That Boost Comfort:
Modal stretch fabric is soft, lightweight, and luxurious.
Smooth elastic waistband doesn’t pinch or roll.
Stretchy fit adaptable to any body shape.
Enhanced 2-layer contour pouch provides soft support.
Clean seamlines for chafe-free invisible fit layering.
Various inseam lengths available to match preference.
SKIMS Honorable Mention: A classic soft cotton fabric in the signature SKIMS high-quality design, their Cotton Boxer Briefs are bringing all-day comfort.
4. Commando Ultimate Bonded Micro Tech Boxer Briefs
The Commando Ultimate Bonded Micro Tech Boxer Briefs feature a silky smooth and stretchy microfiber blend in an innovative bonded fusion construction.
These boxer briefs sport a 2-layer molded pouch for added support and a soft texture inner waistband that prevents slippage.
Shop at Commando: Commando Ultimate Bonded Micro Tech
Commando’s Ultimate Bonded Micro Tech Boxer Briefs have a sleek low profile fit that layers incredibly well and a tagless design for an extra smooth feel.
These boxer briefs are highly breathable, quick-drying, and incredibly lightweight.
Our Favorite Feature: One of the most innovative designs we’ve come across, these boxer briefs definitely live up to their brand name—feels like going commando but in a very comfortable way!
Notable Product Features That Boost Comfort:
Silky smooth and stretchy microfiber blend.
Innovative raw-cut edges.
Impressive bonded fusion construction.
Very lightweight feel & highly breathable.
Comfortable 2-layer molded pouch for support.
Four-way stretch with high recovery.
Sleek low profile fit layers incredibly well.
Tagless design for extra smooth feel.
Soft texture inner waistband prevents slippage.
5. David Archy V-Waistband Boxer Briefs
The David Archy V-Waistband Boxer Briefs feature a soft and breathable micro modal fabric with a unique and stylish slight V-shaped waistband.
These boxer briefs have a roomy U-shaped pouch for comfortable support and seamless fit technology for a smooth feel.
Shop at David Archy: David Archy V-Waistband
David Archy’s V-Waistband Boxer Briefs utilize a very effective stay-out leg band design to eliminate rolling and bunching without sacrificing comfort.
These boxer briefs sport a 6.5-inch inseam length, come in a convenient 3-pack, and are available in classic color options.
Our Favorite Feature: A really great pouch design paired with soft micro modal fabric, and one of the best stay-put leg designs we’ve encountered (smooth, comfortable, and effective).
Notable Product Features That Boost Comfort:
Super soft and breathable micro modal fabric.
Unique and stylish V-shaped waistband.
U-shaped pouch for roomy and comfortable support.
Seamless-fit technology wears like a second skin.
Smooth and effective stay-put leg bands.
Non-pilling high-count fabric is soft, durable, and retains shape.
6. Mack Weldon AIRKNITx Boxer Briefs
The Mack Weldon AIRKNITx Boxer Briefs feature a breathable performance design that keeps you cool, dry, and comfortable with moisture-wicking capabilities and targeted cool zone construction.
Shop at Mack Weldon: Mack Weldon AIRKNITx
Mack Weldon’s AIRKNITx Boxer Briefs utilize a supportive flyless pouch, a comfortable no-roll waistband, and a stay-put leg design to minimize any fabric bunching.
Our Favorite Feature: The targeted cool zones and lightweight knit fabric give these a really breathable and comfy fit for an all-day fresh feel.
Notable Product Features That Boost Comfort:
Extra breathable & lightweight AIRKNITx fabric.
Smooth no-roll waistband stays comfortably in place.
Stay-put leg design cuts down on bunching and rolling.
Targeted cool zones improve airflow and breathability.
Comfy and supportive flyless pouch.
Moisture-wicking & odor-fighting properties to keep you fresh.
Various inseam lengths available to match preference.
Mack Weldon Honorable Mention: An incredibly soft blend of cotton, modal, and spandex, their 18-Hour Jersey Boxer Briefs are a great everyday option praised by many adoring fans.
7. Calvin Klein Black Micro Boxer Briefs
The Calvin Klein Black Micro Boxer Briefs feature an incredibly silky microfiber fabric with added soft stretch for the perfect everyday all-day option.
These boxer briefs sport a comfortable contoured pouch for added support and forgo a leg hem for an extra smooth fit.
Shop at Calvin Klein: Calvin Klein Black Micro
Calvin Klein’s Black Micro Boxer Briefs pair a medium rise waist with a low leg line for a secure fit that allows a full range of motion.
These boxer briefs have a stay-put elastic CK logo waistband and are available in classic color options.
Our Favorite Feature: The microfiber fabric has an incredibly silky and stretchy feel that fits like a second skin and layers great (especially thanks to that no-leg-hem design).
Notable Product Features That Boost Comfort:
Comfortable and supportive contour pouch.
Microfiber fabric is soft, silky, and stretchy.
Stretchy fit offers a full range of motion.
No leg hem for an extra smooth fit.
Smooth elastic logo waistband that stays put without pinching.
Full rise waist and low leg line for complete coverage.
Calvin Klein Honorable Mention: That iconic CK waistband paired with super soft cotton fabric—can't go wrong with a couple pairs of Cotton Stretch Boxer Briefs in your underwear drawer.
8. Separatec Quick Dry Athletic Boxer Briefs
The Separatec Quick Dry Athletic Boxer Briefs feature a patented dual pouch design that provides a slightly separating fit to results in exceptional comfort and support.
These boxer briefs sport a quick drying fabric blend that’s soft, lightweight, breathable, and great for both workouts and everyday wear.
Shop at Separatec: Separatec Quick Dry Athletic
Separatec’s Quick Dry Athletic utilize a signature flip-up hood-style fly and a stay-put elastic waistband.
These boxer briefs sport a 6.5-inch inseam length, come in a convenient 3-pack, and are available in classic color options.
Our Favorite Feature: The patented dual pouch is what makes these stand out, but the extra soft and stretchy quick-drying fabric make these the perfect hybrid pick for any scenario.
Notable Product Features That Boost Comfort:
Patented Dual Pouch Design separates and supports.
Fabric is incredibly soft, lightweight, and breathable.
Highly elastic blend for a perfect fit and full range of motion.
Tagless design to maximize comfort.
Ergonomic fit keeps everything in place and prevents riding up.
Wide elastic waistband stays put and doesn’t pinch.
Quick drying fabric blend dries 4x faster than average.
9. LEO High-Tech Mesh Boxer Briefs
The LEO High-Tech Mesh Boxer Briefs pair a smooth and stretchy ComfortTech microfiber fabric with an innovative mesh leg design that boosts airflow and breathability.
These boxer briefs feature a curved seams pouch design that provides the perfect ergonomic fit and keeps everything comfortably in place.
Shop at LEO: LEO High-Tech Mesh
Available on Amazon: LEO High-Tech Mesh
LEO’s High-Tech Mesh Boxer Briefs sport a smooth and shiny stay-put waistband and no-roll leg bands to reduce the need for adjustments.
These boxer briefs offer a versatile fit that’s great for both daily wear and workouts and are available in several stylish color options.
Our Favorite Feature: Truly a one-of-a-kind design that’s really on to something—not just in terms of how breathable they are with the mesh legs but also how everything stays comfortably in place (legs, waistband, pouch).
Notable Product Features That Boost Comfort:
Super soft and stretchy ComfortTech microfiber fabric.
Ergonomic pouch with curved seams for perfect fit.
Breathable mesh leg design for extra fresh feel.
Comfortable no-roll leg bands.
Smooth stay-put waistband for a secure fit.
10. Jack Adams LUX Profile Boxer Briefs
The Jack Adams LUX Profile Boxer Briefs feature a comfy low-rise design with soft to the touch micro-modal fabric that’s lightweight and breathable.
These boxer briefs utilize a comfortable contour pouch and reinforced top stitching for long-lasting garment quality.
Available on Amazon: Jack Adams LUX Profile
Jack Adams LUX Profile Boxer Briefs sport an iconic, timeless, and athletic boxer brief inspired by a design developed for the military in the late 70’s.
These boxer briefs have flat seams to reduce chafing, and a fabric covered elastic waistband for an extra comfortable fit.
Our Favorite Feature: We love the not-your-average low-rise boxer brief design that provides a lightweight, breathable, and comfy fit.
Notable Product Features That Boost Comfort:
Soft to the touch micro-modal fabric.
Lightweight design with breathable feel.
Tapered profile with added stretch that forms to your body.
Low rise design falls below natural waistline for comfy fit.
Flat seams reduce unwanted rubbing.
Layered elastic waistband with self-covered fabric.
11. 2(X)IST Dream Boxer Briefs
The 2(X)IST Dream Boxer Briefs feature premium fabric with added stretch for comfort and mobility, as well as a contour pouch that boosts and supports.
Just as the name implies, these boxer briefs fit and feel like a dream.
Shop at 2(X)IST: 2(X)IST Dream
2(X)IST’s Dream Boxer Briefs utilize an incredibly soft Pima cotton and modal fabric blend that is breathable, lightweight, and available in multiple color options.
These boxer briefs have a tagless microfiber waistband for extra comfort and are ideal for lounging and recharging.
Our Favorite Feature: Incredibly soft Pima cotton and modal fabric blend that’s perfect whether you’re in relax mode or looking for an extra comfy fit during the work week.
Notable Product Features That Boost Comfort:
Soft & dreamy Pima Cotton & Modal fabric.
Naturally breathable and lightweight characteristics.
Added spandex stretch for enhanced mobility.
Contour pouch provides comfort and soft support.
Elastic waistband stays comfortably in place without pinching.
Tagless design for extra smooth fit.
If you’re looking to add some great boxer briefs to your rotation, you’ll also want to check out our top picks for the best boxer briefs available on Amazon.
And if you’re all about comfort when it comes to your underwear, t-shirts, and more, be sure to check out the rest of our Most Comfortable Series.
