The Most Comfortable Trunks for Men 2026
- The Underwear Review
- Jun 30
- 12 min read
Underwear’s most highly sought-after characteristic: Comfort.
This installment in our Most Comfortable Underwear Series is all about the most comfortable trunk underwear for men.
And when we use the term comfortable, you might be wondering what level of comfort we’re actually 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 each pair of trunks 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 trunks on this list that fit just right and become your new favorites.
Go ahead, grab a pair, and step into your most comfortable trunks.
And for even more great options, check out the best trunks available on Amazon.
Here's how we make our picks for the Most Comfortable Trunks.
Look, we get it.
Determining what makes a great pair of underwear can be a pretty subjective thing.
So, how do we decide which trunks 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 trunks 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.
Trunks 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 one of our top picks, the Calvin Klein Black Micro Trunks, which features all three of these key qualities.
1. Fabric: Incredibly silky microfiber with added elastane for comfortable stretch.
2. Waistband: Soft and flexible logo waistband with a classic low-rise fit
3. Features: A contour seam pouch that’s both comfy and supportive.
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 Trunks
The Tommy John Luxe Rib Trunks feature a luxuriously soft modal stretch fabric with ribbed channels for enhanced airflow.
These trunks sport a comfortable and supportive contour pouch with a signature Quick Draw horizontal fly.
Shop at Tommy John: TJ Luxe Rib Trunks (4-Inch Inseam)
Tommy John’s Luxe Rib Trunks utilize a smooth stay-put waistband with a distraction-free tagless label.
These trunks are available in both a 4-inch and 2-inch inseam length to match your personal preference, and they also come in several stylish color options.
Shop at Tommy John: TJ Luxe Rib Trunks (2-Inch Inseam)
Our Favorite Feature: You will LOVE the feel of the soft ribbed channels and how they provide an extra light and breezy fit.
Notable Product Features That Boost Comfort:
Modal fabric has an incredibly soft and luxe feel.
Ribbed channels allow airflow for a cool fit.
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.
Available in two inseam lengths 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 that’s also available in both 4-inch inseam and 2-inch inseam lengths.
2. Mack Weldon AIRKNITx Trunks
The Mack Weldon AIRKNITx Trunks feature extra breathable AIRKNITx fabric in a performance design with targeted cool zones to keep you cool and comfortable.
These trunks have a supportive flyless pouch, stay-put legs, and a comfortable no-roll waistband.
Shop at Mack Weldon: Mack Weldon AIRKNITx Trunks
Mack Weldon’s AIRKNITx Trunks have moisture-wicking and odor-fighting properties to help you stay dry and feel fresh all day.
These trunks are available in several stylish color options, including both heathers and HD solids.
Our Favorite Feature: The targeted cool zones and lightweight knit fabric give these a very 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.
Mack Weldon Honorable Mention: A luxe and silky-soft micro modal fabric with antimicrobial Ionic+ silver, their SILVER HD Trunks receive consistently high reviews.
3. Commando Ultimate Bonded Micro Tech Trunks
The Commando Ultimate Bonded Micro Tech Trunks feature a silky smooth and stretchy microfiber blend in an innovative bonded fusion construction.
These trunks 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 Trunks
Commando’s Ultimate Bonded Micro Tech Trunks have a sleek low-profile fit that layers incredibly well and a tagless design for an extra smooth feel.
These trunks are highly breathable, quick-drying, and incredibly lightweight.
Our Favorite Feature: One of the most innovative designs we’ve come across, these trunks 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.
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.
Commando Honorable Mention: Prefer a more classic trunk design? Commando's Classic Trunk delivers a classic style with elevated comfort and features.
4. SilkCut Modal Stretch Trunks
The SilkCut Modal Stretch Trunks deliver the perfect balance of comfort, support, and performance with ultra-soft micro modal fabric and a seamless bonded construction that eliminates irritation.
These trunks sport a smooth body-hugging fit that wears like a second skin, layers great, and allows a full range of motion.
Shop at SilkCut: SilkCut Modal Stretch Trunks
SilkCut’s Modal Stretch Trunks utilize a molded ergonomic pouch that provides natural lift and support, as well as a flexible stretch waistband that stays flat and stays put.
These trunks have a classic trunk 2-inch inseam length that hits just right on the leg and are available in several stylish color options.
Our Favorite Feature: A true second skin fit that’s breathable and moisture-wicking for all-day freshness with a cool-to-the-touch feel.
Notable Product Features That Boost Comfort:
Signature Modal Air fabric is silky soft and breathable.
Seamless bonded construction cuts down on irritation.
Spandex stretch is added to allow a full range of motion.
Contour pouch provides comfortable support.
Flexible stretch waistband stays flat and stays put.
Tagless label cuts down on potential for irritation.
Classic trunk 2-inch inseam length eliminates leg roll.
5. Calvin Klein Black Micro Trunks
The Calvin Klein Black Micro Trunks feature an incredibly silky microfiber fabric with added soft stretch for the perfect everyday all-day option.
These trunks sport a comfortable contoured pouch for added support.
Shop at Calvin Klein: CK Black Micro Trunks
Calvin Klein’s Black Micro Trunks utilize a classic low-rise trunk silhouette with a flexible fit and great shape retention.
These trunks have a soft and flexible logo waistband that stays put and are available in several 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.
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 Trunks in your underwear drawer.
6. SKIMS Stretch Trunks
The SKIMS Stretch Trunks feature an ultra-soft modal and elastane fabric blend that’s cool to the touch and comfortably stretches to your body.
These trunks provide a clean and seamless fit that’s invisible under clothing.
Shop at SKIMS: SKIMS Stretch Trunks
SKIMS’ Stretch Trunks sport an enhanced 2-ply pouch for exceptional support and a velvety-smooth stay-put waistband.
These trunks 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.
SKIMS Honorable Mention: A classic soft cotton fabric in the signature SKIMS high-quality design, their Cotton Trunks are bringing all-day comfort.
7. Jockey Phantom Fit Trunks
The Jockey Phantom Fit Trunks feature a signature Phantom Fit that’s incredibly smooth and lightweight with a barely-there feel.
These trunks sport low-profile seams and edges for a sleek silhouette that vanishes under clothing.
Shop at Jockey: Jockey Phantom Fit Trunks
Available on Amazon: Jockey Phantom Fit Trunks
Jockey’s Phantom Fit Trunks utilize a low-rise waist, a 5-inch inseam length, and a no-fly design for a streamlined look and feel.
These trunks have a silky soft feel and are available in several stylish color options.
Our Favorite Feature: Put these trunks on and feel them disappear. Jockey’s Phantom Fit is incredibly soft, stretchy, smooth, and flattering.
Notable Product Features That Boost Comfort:
Signature Phantom Fit is incredibly smooth and lightweight.
Low-profile seams layer great and create sleek silhouette.
Fabric blend has a silky soft feel with second-skin fit.
Advanced stretch added for total freedom of movement.
No-fly design for a streamlined look and feel.
Super smooth waistband and light support for all-day comfort.
8. Obviously EliteMan Trunks
The Obviously EliteMan Trunks feature a signature AnatoMAX pouch with an anatomical design that provides optimal comfort, support, and mobility.
These trunks 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 Trunks
Obviously’s EliteMan Trunks sport comfortable 4-way stretch fabric that allows a full range of motion, wears like a second skin, and is 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.
Classic trunk 2-inch inseam length eliminates leg roll.
Obviously Apparel Honorable Mention: Same great ergonomic design and soft micro modal, but their PrimeMan Trunks are a touch lighter and sport a classic elastic waistband.
9. Body Aware Uplift Boxer
The Body Aware Uplift Boxer features a flattering streamlined design with a smooth and stretchy nylon and spandex fabric blend that moves with you for all-day comfort.
These trunks sport a contoured thrust pouch for enhanced support and a center-back shaping seam that enhances your shape for a sculpted look.
Shop at Body Aware: Body Aware Uplift Boxer
Available on Amazon: Body Aware Uplift Boxer
Body Aware’s Uplift Boxer boasts a fabric covered waistband that sits smoothly against your skin for a fuss-free fit.
These trunks are from Body Aware’s signature Glow Collection that comes in several stylish colors and designs.
Our Favorite Feature: Incredibly comfortable fit in a flattering design—perfect for elevating your everyday look.
Notable Product Features That Boost Comfort:
Silky soft and stretchy nylon and spandex fabric blend.
Contoured enhancer pouch lifts and supports.
Streamlined fit and smooth finish layers great.
Smooth no-roll waistband stays comfortably in place.
Stay-put leg design cuts down on bunching and rolling.
10. All Citizens Elite II Trunks
The All Citizens Elite II Trunks feature a signature Paradise Pocket pouch design for adjustment-free comfort.
These trunks have incredibly soft performance microfiber that’s durable, breathable, stretchy, sweat-wicking, and quick-drying.
Shop at All Citizens: All Citizens Elite II Trunks
Available on Amazon: All Citizens Elite II Trunks
All Citizens’ Elite II Boxer Trunks utilize a no leg-roll Power Grip design with laser-cut leg grippers lined with soft silicone for incredible hold.
These trunks also sport mesh breathe zones for added airflow and ventilation where it’s needed most.
Our Favorite Feature: The combination of the Paradise Pocket and Power Grip leg grippers drastically cuts down on the need for adjustments, keeping you locked-in and comfortable.
Notable Product Features That Boost Comfort:
Signature Paradise Pocket boosts airflow and prevents thigh stickage.
Signature Power Grip leg grippers eliminate bunching and leg roll.
Soft performance fabric is sweat-wicking, quick-drying, and lightweight.
Spandex stretch is added to allow a full range of motion.
Mesh Breathe Zones between the legs and lower back.
No-roll elastic waistband has smooth fit and feel.
All Citizens Honorable Mention: All about breathability? The Elite Air II Trunks sport the same great features but with an extra breathable and silky soft NuSilk fabric.
11. David Archy Bamboo Rayon Trunks
The David Archy Bamboo Rayon Trunks feature an extra soft and smooth bamboo rayon fabric with a 3D contour pouch for comfortable support.
These trunks utilize a soft and wide stay-put waistband, as well as flat-locked stitching for a seamless feel.
Shop at David Archy: David Archy Bamboo Rayon Trunks
Available on Amazon: David Archy Bamboo Rayon Trunks
David Archy’s Bamboo Rayon Trunks have a bamboo rayon and spandex fabric blend that’s lightweight, breathable, and naturally moisture-wicking.
These trunks feature a one-piece cut in the back to avoid wedgies and adjustments.
Our Favorite Feature: Extra soft bamboo rayon fabric with 3D contour pouch.
Notable Product Features That Boost Comfort:
Bamboo rayon fabric is naturally soft and breathable.
Fabric blend is lightweight and moisture-wicking.
Spandex stretch is added to allow a full range of motion.
3D U-pouch provides a roomy front fit.
Soft stay-put waistband doesn’t pinch or roll.
12. TBô Bamboo Viscose Trunks
The TBô Bamboo Viscose Trunks feature a signature Bamboo Viscose fabric that’s incredibly soft, naturally breathable and moisture-wicking, and has a nearly weightless feel.
These trunks sport a flattering ergonomic pouch with the perfect amount of comfortable support for everyday wear.
Shop at TBô: TBô Bamboo Viscose Trunks
Available on Amazon: TBô Bamboo Viscose Trunks
TBô’s Bamboo Viscose Trunks utilize a wraparound fabric waistband for maximum comfort and a touch of spandex stretch in the fabric blend for the perfect fit.
These trunks have a classic trunk 2-inch inseam length that hits just right on the leg without riding up to keep you free of adjustments and distractions.
Our Favorite Feature: The wraparound fabric waistband makes it so there’s only silky soft bamboo fabric touching your skin, taking your comfort to the next level.
Notable Product Features That Boost Comfort:
Bamboo fabric is naturally soft, breathable, and moisture-wicking.
Ergonomic pouch provides comfortable support.
Wraparound fabric waistband for irritation-free fit.
Spandex stretch added for a full range of motion.
Classic trunk 2-inch inseam length eliminates leg roll.
13. Gregg Homme Room-Max Trunks
The Gregg Homme Room-Max Trunks have a unique inner front panel construction that provides a gentle lift for improved freedom and slight volume enhancement.
These trunks are crafted with a soft hyper stretch microfiber and stable one-inch waistband.
Shop at HisRoom: Gregg Homme Room-Max Trunks
Gregg Homme’s Room-Max Trunks have a silky smooth nylon spandex blend that offers great stretch and breathability for all-day wear.
These trunks are available in several great color options.
Our Favorite Feature: The Room-Max front pouch provides a high level of freedom and enhancement.
Notable Product Features That Boost Comfort:
Hyper stretch microfiber fabric is lightweight and silky soft.
Spandex stretch is added to allow a full range of motion.
Signature Room-Max pouch provides an ergonomic boost.
Low-rise 1-inch waistband stays put with a soft fit.
Classic trunk 2-inch inseam length eliminates leg roll.
If you’re looking to add some great trunks to your rotation, you’ll also want to check out our top picks for the best trunks available on Amazon.
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.
