The Most Stylish Boxer Briefs in the World

For many men, what’s under the trousers doesn’t get as much attention as it deserves. That’s right; we’re talking about boxer briefs. A great pair of boxers shouldn’t just look good for whoever gets to see them (though there’s no denying that’s an important factor). They should also provide support and comfort and keep things cool as you go about your day.

In this article, we’ll be sharing our top picks for stylish but incredibly comfortable boxer briefs for men. Whether you’re looking for something for your day-to-day wardrobe, some boxers for running or the gym, or want to get something nice for your other half, there will be something here for any occasion.

OUR RECOMMENDATIONS

BEST OVERALL

The Mack Weldon AIRKNITx is our top pick overall as the go-to best men’s boxer briefs. They boast coolness, comfort, and freshness, all housed within an unassuming yet stylish design.

BEST BOXER BRIEFS FOR CHAFING

Chafing doesn’t have to be a given when it comes to men’s underwear. Check out the Saxx Ultra, which has a unique ‘BallPark’ design to keep everything in its place and chafing at bay.

MOST COMFORTABLE BRIEFS FOR RUNNING

The New Balance Men’s 6” Boxer Brief is designed specifically with intensive exercise in mind. Whether you’re one for long afternoon cycles, morning jogs, or both – these bad boys have you covered.

BEST BOXER BRIEFS FOR HOT WEATHER

If you’re prone to getting quite sweaty in the warmer summer months, we’d recommend a pair of Always In Motion boxers. These stylish boxers have been engineered to keep things fresh, cool, and comfortable on even the busiest of days.

1. Mack Weldon AirKnitx Boxer Brief

Ask any man what makes a great pair of boxers, and he’ll tell you two things: comfort and airflow. The Mack Weldon AIRKNITx Boxer Brief delivers in both these areas with targeted ‘cool zones,’ moisture-wicking material, and a comfortable fit. If you’re looking for a pair of designer boxer briefs to keep you cool and fresh on a workout, look no further.

2. Allbirds Men’s Trino Boxer Brief

These surprisingly stylish boxer briefs by Allbirds are not only comfortable, breathable, and secure-fitting, but they’re also crafted from renewable materials, including the cool and moisture-wicking Tencel. Do you know what else Tencel is great at? Killing bacteria, so you don’t have to worry about smelly undies even on your active days.

3. Everlane The Boxer Brief Uniform

These soft and stylish boxers form part of Everlane’s ‘Uniform’ collection and make the perfect gift for the man in your life (or yourself, if you feel like treating yourself). Made with 93% Supima cotton with a little bit of Elastane for some extra give, these simple yet robust boxers give just the right amount of hug and softness for lasting comfort. Better still, they come with a 365-day guarantee.

4. MeUndies Boxer Brief

These super-soft and comfortable boxers by MeUndies aren’t just supportive of you but also of ethical initiatives, with ethically sourced materials, low-impact dyes, and having been imported under fair working conditions. As well as several classic and more adventurous colourways, the MeUndies OG Boxer Brief also comes in a huge selection of stylish novelty patterns to embrace your fun side (ladies love a guy who doesn’t take himself too seriously).

5. Huckberry Surplus Collection Boxers

Inspired by military apparel, the Huckberry Surplus incorporates the finest Cordura® Cotton blend for ultimate durability and lasting comfort. These boxers are simple in design but soft enough to spend the night in, and they come with a very reasonable price tag for something you won’t have to worry about replacing any time soon.

6. New Balance Men’s 6” Boxer Brief

If you’re someone who likes to go for long cycles or running sessions, we’d suggest taking a look at the New Balance Men’s 6” Boxer Briefs. The tagless, flexible design and 4-way stretch offer much give and comfort for long exercise sessions. Pair that with extra-long legs and a no-ride design to apply subtle compression and keep chafing at bay, and you’re on to a winner.

7. Nice Laundry Boxer Brief in Navy Blue

Coming in a simple but timeless design, the Nice Laundry Navy Blue Boxer Brief is just what the doctor ordered when it comes to a man on the move. These boxers come with anti-ride-up leg bands to keep uncomfortable creasing at bay and breathable, odour-resistant material that should keep you fresh through even the most eventful of commutes.

8. Men’s Supima Cotton Boxer Briefs

Taking a walk over to the cheaper side, these Supima Cotton Boxer Briefs over at Uniqlo come with a very affordable price tag for quite a decent product. You’d be hard-pushed to find another pair of boxers that boast the soft and comfortable benefits of Supima cotton at these prices.

9. Always In Motion Boxer

As the name suggests, the Always In Motion Boxer is built for those with an active lifestyle (or just those who don’t want to get all sweaty running for the bus). Boasting a range of solid and patterned fabric finishes, these sporty briefs are breathable, well-fitting, and offer tons of support.

10. Smartwool 150 Men’s Merino WoolBoxer Briefs

Smartwool’s boxers solve the unique problem of balancing comfort and durability when it comes to first-layer garments. Their clever core-spun technology wraps a durable nylon core in soft, temperature-regulating merino wool, so you get a durable material while staying soft on the skin and all the benefits of merino wool.

11. Adidas Men’s Sport Performance Boxer Briefs

With brand icons like Von Miller, Kris Bryant, and Lionel Messi, you know you’re getting products built with athletes in mind when you go with Adidas. The brand has become synonymous with sports over the last 70 years, and for a good reason. These performance boxers come in a super soft, stretchy, and quick-drying material and are designed for ultimate comfort while you bring in your A-game.

12. Men’s Cotton Modal Boxer Brief

If there’s one common complaint we all share about boxers (or any item of clothing for that matter) – it’s labels. Bombas heard us all loud and clear and decided to do away with the label altogether with a tagless design. Pair that with the comfortable, luxurious modal-cotton fibres, and you’ve got yourself a cozy set of boxers to see you through the day without any discomfort whatsoever.

13. Manscaped Men’s Anti-Chafe Athletic Performance Boxer Briefs

If anyone knows a thing or two about how to keep a guy’s downstairs region neat and tidy, it’s Manscaped. With a lot of knowledge about the science of discomfort and chafing ‘down there’, they recently brought these athletic, anti-chafe performance boxers to market, and they don’t disappoint. If you’re looking for some sexy boxer briefs that don’t compromise on comfort and performance, these bad boys have you covered (quite literally).

14. SAXX Ultra

Saxx has made a point of engineering boxers that solve unique problems like friction and chafing. The proprietary BallPark Pouch™ is designed to keep your ‘manhood’ in place throughout the day, reducing the need to shift things around when doing so might give the wrong impression.

15. UnderGents Men’s 6” Leg Boxer Brief

UnderGents’ Men’s 6” Boxer Brief is the epitome of cool in both meanings of the word. Not only does it boast a classic, stylish design that will keep your other half interested, but it’s also crafted from a Modal material (with a little Spandex thrown in for added stretch), so you’ll stay as cool as a cucumber throughout the day.

16. All Citizens The Standard Fit

No frills, no fuss, no hefty price tag. The All Citizens Standard Fit boxers come in a simple, breathable design that’s supremely soft thanks to the soft microfibre material (which also helps to wick moisture away). These briefs also deviate from the standard vertical fly and instead opt for a horizontal fly, reducing the chance of accidentally embarrassing yourself in front of your partner’s family.

17. Calvin Klein Stretch Men’s Cotton Boxer Briefs

If there’s one sure-fire way to look like an underwear model, it’s – well… probably just to workout out a lot and remove all your body hair. Having said that, attire goes a long way so that you can get pretty close with just a classic pair of Calvins. These simple black boxer briefs from Calvin Klein are the epitome of sexy boxer briefs and offer a ton of comfort and support.

18. CDLP Boxer Brief

If you’re looking for a good pair of the most comfortable boxer briefs that will keep you cool and fresh, take a look at this option from CDLP. Made of 95% Lyocell – a cellulose fibre that’s smoother than silk, softer than cotton, and highly breathable. These briefs also have a tagless design with an ergonomic fit for optimal comfort throughout the day.

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