Best Overall boxer shorts
Mack Weldon 18-Hour Jersey Knit Boxer
Now 41% Off
Pros
- Incredibly soft
- Covered waistband and stretch gusset
- Available in solids and patterns
- Offered in bundle packages
Cons
- You can air dry for even better shape retention
Mack Weldon snagged the top spot on our list by tweaking the traditional boxer design for added support. A single panel wraps around the back and hips to connect with a U-shaped panel in the front. We found that it caused the underwear to hug the outside of of our legs while leaving plenty of room to breathe in between. Think of it as a boxer-brief hybrid that falls into the boxer short category.
Our testers were also fans of the waistband, which is wrapped in the same buttery soft cotton and modal blend fabric as the rest of the underwear. The tailored fit offered a balance of relaxation and support while ensuring coziness for sleeping, lounging, or going about daily activities.
We also love how the stretch gusset aids in our flexibility and thigh movement, making these boxers great for traveling and commuting as well. Lastly, the button fly detail adds a functional touch. All in all, whether for movement or for loafing about at home, Mack Weldon’s versatile boxer upgrade has raised the bar in our opinion.
Read More: Best Boxer Briefs
Fabric | 47.5% Cotton / 47.5% Modal / 5% Spandex |
---|---|
Fly | Vertical button |
Quantity | 1 (3-pack available) |
Fit | Tailored |
Best Affordable Boxer Shorts
Hanes Tagless Boxer Multi-Packs
Pros
- Under $30
- Helps wick away moisture for dry-comfort
- Sizes range up to 3XL
- No scratchy tags
Cons
- One customer says it’s a little thin (but breathable)
We’d be remiss not to include this OG skivvies brand. But Hanes has since infused its boxers with forward-thinking innovations, including its breathable fabric which felt like a second skin in our testing and also helped wick away sweat to keep us cool and dry all day long. The most comfortable boxers should also have generous room in the leg for optimal movement, a flexible waistband, and no scratchy tag, and we found that these Hanes boxers met the entire criteria. Plus, you get five packs under $30, which covers the entire work week (if you don’t have a hybrid schedule).
Our testers also found that while wearing these boxer shorts all day long, the brand’s proprietary waistband has kept them from pinching and binding, ensuring comfort on the go even under slim pants. The fabric also feels very soft and naturally stretchy, making these boxers versatile for lounging and traveling. Lastly, in our testing we found that they’ve been able to maintain their fit after multiple washes.
Fabric | 55% Cotton, 45% Polyester |
---|---|
Fly | Vertical, no button |
Fit | Classic |
Quantity | 5, 6, or 12 |
Advertisement – Continue Reading Below
Best Boxer Shorts for Traveling
Lululemon Always in Motion Boxer 5″
Pros
- Four-way stretch
- Produced with sweat-wicking and quick-drying fabric
- Ergonomic pouch offers optimal room and support
- Comes in unique colors and patterns
Cons
- Pricey for a synthetic underwear
While Always in Motion might look at first like boxer briefs, these made-for-movement skivvies are actually boxers made with Lululemon’s elite performance material. In our testing, the crazy-soft modal fabric has proven to be both naturally breathable and sweat-wicking. I love the ergonomically shaped pouch that provides roomy space to keep my precious jewels in position.
The four-way stretch makes it perfect for my daily pursuits and my legs’ ebb and flow too. And the quick-drying makes it so that you can actually exercise a bit in them without having to change immediately after the session. It’s the underwear you’ll want accompanying you whenever you’re on the go. The only qualm is that it does has a boxer-brief-like fit—albeit a very loose one—that will gently hug your thighs.
Fabric | 91% Modal, 9% Lycra® elastane |
---|---|
Fly | None |
Fit | Slim—touches your thighs |
Quantity | 3 |
Best Fabric
Bamboo Cool Boxer Short 3-Pack
Pros
- Most breathable on the list
- Buttery-smooth and skin-friendly
- Comfortable under gym shorts and chinos
- Handle multiple washes
Cons
- We recommend air drying these boxers
Thanks to its unique fabric blend, this pair of boxers stays in our weekly rotation. For starters, the material features cotton and spandex. Translation: it’s buttery-smooth, cool as a cucumber, and stretches in every direction. I wear them under my gym shorts and never feel constricted on leg day doing deadlifts or lunges. The relaxed fit makes it comfortable and easy to sprawl out across the bed on the weekend.
During my wear test, I found the breathability of these boxers was the most impressive attribute. The lightweight fabric allows air to pass through the crotch area, so my crown jewels were never sweaty doing intense workouts or long-haul flights. Plus, this fabric doesn’t flinch at the washer or dryer. It’s gone through several cycles and not lost its shape or begun to frazzle.
Fabric | 65% viscose made from bamboo, 29% cotton, 6% spandex |
---|---|
Fly | Button |
Fit | Relaxed |
Quantity | 3 |
Advertisement – Continue Reading Below
Most Classic
Calvin Klein Cotton Classics 3-Pack Knit Boxer
Pros
- Feels like a dream against the skin
- Great to lounge, sleep, or workout in
- Doesn’t ride up, pinch, or feel clingy
Cons
- Might slightly pile after several and several washes
The Calvin Klein boxer is the blueprint and never had to reinvent itself. I always loved the knit cotton that feels like a dream against my skin, while the signature logo waistband is understated but iconic, adding just enough style overdoing it. This pair has such a roomy fit like our favorite sweatpant. There’s zero restriction—just soft, breathable cotton fabric that drapes and gives your goods space to exhale. It doesn’t ride up, pinch, or feel clingy, which is exactly why it’s a longtime favorite. I wear them to the gym, to the office, and weekend outings—and the takeaway is the same: they hold up, stay comfortable all day long, and never get in the way. In fact, they’re so cozy to lounge in, I have them in almost every color.
Fabric | 100% Cotton |
---|---|
Fly | Button |
Fit | Relaxed |
Quantity | 3 |
Best Printed Boxers
J. Crew Printed Boxers
Pros
- Comes in a variety of prints and patterns
- Brushed waistband for extra softness
- Discount offer for more than one purchase
Cons
- Tend to sell out quickly
An underwear drawer full of monochrome, neutral options can feel downright boring. Enter J. Crew’s famed printed boxers, which are constantly replenished with dozens of seasonal patterns. If you’re looking for a cheap-yet-stylish pair of boxers with long-wear comfort, the preppy stalwart has you covered with plenty of fun looks.
The design and fit is pretty standard, but the 100% cotton fabric kept us nice and cool in our testing and the inner waistband was secure and soft. The durability held up for over eight cycles of wash and dry in our testing, and a couple of our contributors have sworn by J. Crew’s boxers for the better part of a decade.
The one downside: given how fast these unique patterns sell out, you’ll want to grab them as soon as they come in stock. On the flip side, seasonal colors and patterns go on steep discount at the end of each season. So you can try your luck and get some great deals.
Fabric | 100% cotton |
---|---|
Fly | Button |
Fit | Regular |
Quantity | 1 |
Advertisement – Continue Reading Below
Best Premium Boxer Shorts
Sunspel Classic Boxer Shorts
Pros
- Premium feel
- Super soft and breathable
- Discount for buying in bulk
Cons
- Very expensive compared to other cotton underwear
This isn’t your ordinary pair of cotton boxers. In our testing, we found that Sunspel’s cotton creates a smooth, silky feel against our skin while being naturally stretchy and flexible enough to keep up with our movement. The fabric also felt breathable. We’ve worn it for extra long days, such as during a long-haul flight or a long day trip, without feeling a bit of discomfort down there.
From a visual perspective, we loved that they have the rich feel that defines everyday luxury, without looking flashy. Yes, they’re a bit expensive, but they feel great, look great, and have lasted through many washes in our testing. I mean, as your first garment layer, it’d better be good.
Fabric | 100% Cotton |
---|---|
Fly | Vertical, no button |
Fit | Regular |
Quantity | 1 |
Best Merino Wool Boxer Shorts
Smartwool Merino Boxer
Pros
- Flatlock seam construction designed to minimize chafing
- Fights against odor
- Outdoor- and movement-friendly
Cons
- Bold logo on the waistband
Did you know merino wool naturally wicks away moisture and helps to regulate your body temperature? Not to mention, it is antimicrobial, which fights odor. That makes merino a great fabric choice for the most comfortable men’s underwear. Smartwool goes the extra mile by wrapping merino fibers around a nylon core so this pair keeps its shape with greater durability. Plus, the fabric has held up after multiple washes in our testing. Designed with a double front panel and a flatlock seam construction, it provided plenty of support without feeling.
This was our top performer when comes to longevity. We wore it for close to 24 hours and didn’t feel uncomfortable at the end. For any situation where you’re on the move and can’t change for long stretches, like travel or camping, this is the underwear to go with.
Read more: Best Merino Wool Socks
Fabric | 88% Merino Wool, 12% Nylon |
---|---|
Fly | Vertical, no button |
Fit | Loose |
Quantity | 1 |
Advertisement – Continue Reading Below
As the Style and Commerce Editor for Men’s Health, Joseph covers all-things fashion and grooming. Previously, Cheatham was a commerce editor for Spy, and he has written for Travel + Leisure.
Christian is the deputy commerce editor at Men’s Health and Women’s Health, where he oversees shopping content for both brands. He started his magazine career as an accessories assistant at Vogue, and has since held editorial roles at Tatler Asia and The Manual. When he’s not online shopping, you can find him on long walks with his two corgis.