Looking for the best men’s underwear to stock up your drawers? You’ve come to the right place.
Underwear is one of the most important items for men to own. Unless you’re a fan of going ‘commando’ every day, without fail, you’ll be donning a pair of boxers, briefs or trunk underwear to keep your bits and pieces in check, and only the best men’s underwear will do this job well.
As a fully grown man, it’s now your responsibility to get yourself underwear that is high-quality and always fighting fit to protect your package. Gone are the days when it was acceptable to replace your underwear every Christmas; the modern man needs to be on top of his game ensuring his underwear fits properly, is in mint condition (absolutely no holes), aerates accordingly, and is stylish.
Whether you’re a fan of boxer briefs, briefs, or trunks, you want to be sure you invest in some of the best men’s underwear that will serve you and your bits faithfully.
Even though you may love to express your personality through the medium of clothes, it’s not totally necessary to get underwear that is bold and brash; instead stick to tried and tested classics that will work day in, day out… unless, of course, you want something bold.
For anyone lucky enough to see your special pants, you’ll want to ensure they don’t get scared off. Worry not, we’ve curated the best underwear for men that you’ll be able to depend on, no matter what you’ve got planned.
Best Men’s Underwear FAQ
Which underwear is best for men?
Ultimately the style of men's underwear you choose will come down to personal preference. Briefs offer great support but little in the way of leg coverage, but this makes them great for men with larger thighs. Trunks are best for men with lean, slightly muscular physiques, offering the best of everything, from leg coverage to support. Boxer briefs are the best option for men who want the ultimate in coverage and support and are well-suited to taller men.
Should men wear tight underwear?
There is some research to suggest men shouldn't wear underwear that is too tight. Tight underwear can not only be uncomfortable, but it can cause overheating in the testicles, which could have an effect on your sperm. You should always look for underwear that offers a comfortable fit that is in between loose and tight, and ultimately, your underwear should be made from breathable materials.
How many pairs of underwear should a man own?
You should have at least 7 pairs of underwear in your drawer, one for each day of the week. To make things much easier when it comes to washing and rotating, you could perhaps look to double this number to 14, to give you a steady supply.
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1/25Tommy John
American brand Tommy John was founded to make men's underwear a whole lot more comfortable. In doing so, the brand has developed its own fabrics and innovative features such as hammock pouches to prevent chafing and swinging, and breathable materials to keep you cool, whether you're wearing them as an everyday item or to the gym.
Available in a range of colours and patterns, and incredibly affordable, Tommy John underwear could soon become your new favourite. With all the major styles ticked off, including boxer briefs in various lengths, trunks and briefs, you're guaranteed to find some quality underwear to stock your drawers with. And, if you take their Underwear Quiz, that'll assess what style of undies are perfect for you and your lifestyle.
Available in a range of colours and patterns, and incredibly affordable, Tommy John underwear could soon become your new favourite. With all the major styles ticked off, including boxer briefs in various lengths, trunks and briefs, you're guaranteed to find some quality underwear to stock your drawers with. And, if you take their Underwear Quiz, that'll assess what style of undies are perfect for you and your lifestyle.
2/25Rhone
Activewear brand, Rhone could well be the only brand you need in your life. Ticking off essentials such as everyday t-shirts and pants, along with the aforementioned activewear, the company knows how to put together good looking clothing that performs to the highest level.
Rhone has recently introduced a new collection of Everyday Essentials which includes underwear, although here, only the boxer brief style is on offer. But as you'd expect from Rhone, they're made to incredibly high standards. Made from Pima cotton for a super soft feel and a waistband that hugs your waist perfectly.
Rhone has recently introduced a new collection of Everyday Essentials which includes underwear, although here, only the boxer brief style is on offer. But as you'd expect from Rhone, they're made to incredibly high standards. Made from Pima cotton for a super soft feel and a waistband that hugs your waist perfectly.
3/25Stonemen
Designed in Byron Bay, Australia, Stonemen makes some of the best and most comfortable men's underwear you'll ever put on. With styles including boxer briefs, trunks and briefs, available in a range of printed designs of block colour basics, your underwear drawers will never be the same again.
What's also impressive about Stonemen is the ideals they stand for. They're a member of 1% for the Planet, so pledge a portion of profits on all underwear sold to eco-friendly causes. They're also a brand that encourages each and every one of us to reconnect with the earth and appreciate the planet we live on. Put simply, this is underwear that will do good for you and for the planet.
What's also impressive about Stonemen is the ideals they stand for. They're a member of 1% for the Planet, so pledge a portion of profits on all underwear sold to eco-friendly causes. They're also a brand that encourages each and every one of us to reconnect with the earth and appreciate the planet we live on. Put simply, this is underwear that will do good for you and for the planet.
4/25Calvin Klein
When it comes to men's underwear, Calvin Klein really needs no introduction. Their #mycalvins marketing campaigns have featured just about every A-list celebrity you can think of.
Their undies are oh so premium and are arguably the perfect fit with a waistband to die for, and you can pick up pretty much any style you can think of, whether it be boxer briefs, trunks or briefs, and all are available in a wide variety of colours.
Their undies are oh so premium and are arguably the perfect fit with a waistband to die for, and you can pick up pretty much any style you can think of, whether it be boxer briefs, trunks or briefs, and all are available in a wide variety of colours.
5/25Everlane
Everlane has made a name for itself as a brand that makes ultra-high-quality clothing that is both ethically and environmentally conscious. They use a transparent pricing model so you can see exactly what your money is going towards.
Their underwear for men really is some of the best, as it uses a cotton blend of Supima cotton and elastane, with a traditional cut to ensure you're comfortable at all times.
Their underwear for men really is some of the best, as it uses a cotton blend of Supima cotton and elastane, with a traditional cut to ensure you're comfortable at all times.
Shop Everlane at EverlaneShop Now
Free shipping to United States, Free shipping on orders over AU$150.
6/25River Island
Great design is at the heart of everything River Island creates. Almost all products are designed in-house, and River Island is dedicated to creating stylish and affordable pieces.
Their range of underwear is no exception! River Island has a fantastic range of boxer briefs, all made with premium micro modal stretch fabric, and featuring soft elasticated waistbands. Better still, they're available in both classic and vibrant colour options, so you can chop and change depending on your mood.
Their range of underwear is no exception! River Island has a fantastic range of boxer briefs, all made with premium micro modal stretch fabric, and featuring soft elasticated waistbands. Better still, they're available in both classic and vibrant colour options, so you can chop and change depending on your mood.
7/25Abercrombie & Fitch
For over 100 years, Abercrombie & Fitch has been dedicated to designing and producing the highest quality All-American clothing. They guarantee all of their products for fit, feel, and quality and their range of underwear is no exception.
Super soft, stretchy, and totally breathable for unmatched comfort, Abercrombie & Fitch's underwear range is available in boxer shorts, boxer briefs, and classic briefs - all with a perfect fit and feel.
Super soft, stretchy, and totally breathable for unmatched comfort, Abercrombie & Fitch's underwear range is available in boxer shorts, boxer briefs, and classic briefs - all with a perfect fit and feel.
Shop Abercrombie & Fitch at Abercrombie & FitchShop Now
$7 shipping to USA, $20 standard shipping on Australia
8/25Lululemon
Canadian sportswear retailer Lululemon knows all about keeping us cool during sweaty situations, and that same knowhow extends to its range of underwear.
Fabrics used for the line of boxer briefs are quick-drying, designed to offer a snug, but not too tight fit, and are made from a naturally breathable fabric to keep you feeling fresh. If you're someone who keeps active regularly, but doesn't want the occasionally constricting feel of cotton, Lululemon is a brand you should definitely be checking out.
Fabrics used for the line of boxer briefs are quick-drying, designed to offer a snug, but not too tight fit, and are made from a naturally breathable fabric to keep you feeling fresh. If you're someone who keeps active regularly, but doesn't want the occasionally constricting feel of cotton, Lululemon is a brand you should definitely be checking out.
9/25Flint & Tinder
Flint & Tinder makes simple clothing that does exactly what it was designed to do. Their men's underwear range is no exception to this rule and is 100% made in the USA.
Flint & Tinder's range of underwear feature an extra-plush waistband, an old-school boxer brief construction and are made from stretchy cotton to ensure maximum comfort. They might seem simple, but they're some of the best to just get the job done.
Flint & Tinder's range of underwear feature an extra-plush waistband, an old-school boxer brief construction and are made from stretchy cotton to ensure maximum comfort. They might seem simple, but they're some of the best to just get the job done.
10/25Unbound Merino
What are some qualities you want from men's underwear? You'd want them to be moisture-wicking, surely? Well, that's exactly what you get from Unbound Merino.
This Canadian brand uses "nature's miracle fabric" to develop materials for its boxer briefs that resist smells (ideal), dry fast, and wick moisture away from your body. Say goodbye to sweaty balls forever.
This Canadian brand uses "nature's miracle fabric" to develop materials for its boxer briefs that resist smells (ideal), dry fast, and wick moisture away from your body. Say goodbye to sweaty balls forever.
11/25Richer Poorer
American clothier Richer Poorer is in the business of making incredibly comfortable basics and loungewear. Think sweat pants, sweatshirts and baggy t-shirts. Their collection also includes socks and underwear, which are exceptionally well-priced, especially when you consider the quality.
Flat-locked seams on the boxer briefs prevent chafing (a big plus) and a touch of spandex provides enough stretch to allow for movement, but not so much that you don't feel supported.
Flat-locked seams on the boxer briefs prevent chafing (a big plus) and a touch of spandex provides enough stretch to allow for movement, but not so much that you don't feel supported.
12/25Orlebar Brown
British purveyor of premium tailored swim shorts, Orlebar Brown, actually has a complete range of clothing that caters not only to the summer months but winter too.
Orlebar Brown's range of underwear for men can be worn all year round, thanks to their classic trunk design with flat-locked seams for zero chafing, maximum coverage, and complete support in the areas you want. There's no denying they've adopted a tried and tested method of simple colours with the brand name on the waistband, but if the formula isn't broken, why fix it?
Orlebar Brown's range of underwear for men can be worn all year round, thanks to their classic trunk design with flat-locked seams for zero chafing, maximum coverage, and complete support in the areas you want. There's no denying they've adopted a tried and tested method of simple colours with the brand name on the waistband, but if the formula isn't broken, why fix it?
13/25Tommy Hilfiger
Tommy Hilfiger is an iconic American brand that is known for its premium products and preppy styles.
That same preppiness has been carried over to the expansive range of underwear. Classy, timeless, and available in boxer shorts, boxer briefs, briefs, and trunks, you're practically guaranteed to find something you'll love.
That same preppiness has been carried over to the expansive range of underwear. Classy, timeless, and available in boxer shorts, boxer briefs, briefs, and trunks, you're practically guaranteed to find something you'll love.
14/25Hugo Boss
Hugo Boss is a premium brand that embodies German culture and style. All of their designs are clinical, clean-cut and refined.
If you're looking for a pair of underwear that performs above and beyond, Hugo Boss is certainly a brand you should consider. Once again, you get large branding on the waistband, letting others know where your loyalties lie whenever you stretch and reveal it, but also a premium pair of undies that are supersoft and super comfortable.
If you're looking for a pair of underwear that performs above and beyond, Hugo Boss is certainly a brand you should consider. Once again, you get large branding on the waistband, letting others know where your loyalties lie whenever you stretch and reveal it, but also a premium pair of undies that are supersoft and super comfortable.
15/25Paul Smith
Paul Smith is famous for both his colourful and eclectic designs as well as his modern take on traditional menswear.
His underwear is no different and is some of the best if you're looking for quality regardless of whether you want something minimalist or a little more loud and proud..All made with cotton and spandex, Paul Smith's boxer briefs and trunks will feel like a second skin.
His underwear is no different and is some of the best if you're looking for quality regardless of whether you want something minimalist or a little more loud and proud..All made with cotton and spandex, Paul Smith's boxer briefs and trunks will feel like a second skin.
16/25Todd Snyder
Todd Snyder was founded out of a desire to provide men basics that lasted, had a great fit, and were super comfortable, while also throwing in a little dash of luxe in for good measure.
That's certainly what you get from the brand's range of underwear: classic designs, interesting colours and above all, durability. We know we said in the opening you shouldn't just refill your drawers at Christmas, but with Todd Snyder, you really won't need to worry about them breaking down any time soon, truly some of the best underwear out there.
That's certainly what you get from the brand's range of underwear: classic designs, interesting colours and above all, durability. We know we said in the opening you shouldn't just refill your drawers at Christmas, but with Todd Snyder, you really won't need to worry about them breaking down any time soon, truly some of the best underwear out there.
Shop Todd Snyder at Todd SnyderShop Now
We offer free shipping and returns on orders over $150 within the continental U.S.
17/25Schiesser
Founded in Germany in 1875 by Jacques Schiesser, Schiesser is renowned for making quality undergarments, and the underwear range is an affordable luxury that shouldn't be passed up.
Made from 100% cotton, these boxer briefs won't stay in your drawers for too long, simply because you'll love wearing them. Incredibly comfortable and incredibly well-fitting, they're simply the best.
Made from 100% cotton, these boxer briefs won't stay in your drawers for too long, simply because you'll love wearing them. Incredibly comfortable and incredibly well-fitting, they're simply the best.
18/25James Perse
If you want to add a little bit of luxe into your life, check out James Perse. The Los Angeles-based designer has been involved with the industry since he was a kid, and has mastered the art of fine fabrics and perfect cuts in the years since.
James' men's underwear collection is certainly more premium than many others on this list, and well varied, with pairs more suited to lounging around, as well as performance-orientated pairs that are moisture-wicking and comfortable.
James' men's underwear collection is certainly more premium than many others on this list, and well varied, with pairs more suited to lounging around, as well as performance-orientated pairs that are moisture-wicking and comfortable.
19/25Hamilton & Hare
Hamilton & Hare is a British brand that has set out to make awesome men's underwear.
They have a broad range of cuts and fabrics to suit all occasions and styles and once you find a size and style that you like, you can buy multipacks to make your life even easier.
They have a broad range of cuts and fabrics to suit all occasions and styles and once you find a size and style that you like, you can buy multipacks to make your life even easier.
20/25Polo Ralph Lauren
Ralph Lauren is another iconic American clothing brand that is built upon its timeless preppy designs.
Ralph Lauren is one of the go-to underwear brands for those who simply have to have a designer name cupping their boys, and you'll find a huge range of styles and colours to choose from.
Ralph Lauren is one of the go-to underwear brands for those who simply have to have a designer name cupping their boys, and you'll find a huge range of styles and colours to choose from.
21/25Sunspel
Sunspel is easily one of the best (but potentially overlooked) underwear brands around since they're regarded as the brand that first brought the boxer short style to the USA in the 1940s. Today they make a range of ultra-high quality luxurious basics, as well as bloody good undies.
While you can currently only find boxer shorts in Sunspel's collection, they're pure luxury, and some pairs are even made from silk for those extra special occasions. Sunspel is a safe bet if you value quality and comfort above all else.
While you can currently only find boxer shorts in Sunspel's collection, they're pure luxury, and some pairs are even made from silk for those extra special occasions. Sunspel is a safe bet if you value quality and comfort above all else.
22/25Tani
Tani strives to set a new standard with its underwear for men. They do this through innovation in every aspect of the garment, from using new and patented fabrics to developing a better waistband.
Despite the amazingly soft feel of Tani’s fabrics (which are used for both brief and boxer brief styles), they are made with high durability and easy washability in mind to ensure long-lasting use.
Despite the amazingly soft feel of Tani’s fabrics (which are used for both brief and boxer brief styles), they are made with high durability and easy washability in mind to ensure long-lasting use.
23/25Allbirds
New Zealand-American company, Allbirds, is dedicated to creating eco-friendly footwear and apparel made from sustainable resources. Founded in 2016, this eco-friendly company is renowned for their extremely comfortable and stylish shoes that are made with only renewable and recycled materials.
Allbirds has recently branched out into apparel and now stocks a small range of underwear made out of cosy, soft Merino wool and tree fibres. Available in a few colours and in both trunk and boxer brief styles, you’ll feel comfortable all day long. They're some of the best underwear for those wishing to be more eco-friendly with their clothing choices.
Allbirds has recently branched out into apparel and now stocks a small range of underwear made out of cosy, soft Merino wool and tree fibres. Available in a few colours and in both trunk and boxer brief styles, you’ll feel comfortable all day long. They're some of the best underwear for those wishing to be more eco-friendly with their clothing choices.
24/25CDLP
Founded in 2016, CDLP is a design house of focused, luxury essentials within the categories of men's underwear, tops, swim, performance, and home. Developed with innovation in Sweden, the line is consciously constructed in Europe using future-orientated materials.
CDLP’s large range of undies comes in four distinct styles: boxer brief, boxer trunk, y-brief and boxer shorts, all with considered detailing. Made of Lyocell - a fibre derived from certified renewable wood sources - CDLP’s undies provide silk-like softness, superior breathability, and natural moisture-wicking and anti-bacterial properties.
CDLP’s large range of undies comes in four distinct styles: boxer brief, boxer trunk, y-brief and boxer shorts, all with considered detailing. Made of Lyocell - a fibre derived from certified renewable wood sources - CDLP’s undies provide silk-like softness, superior breathability, and natural moisture-wicking and anti-bacterial properties.
25/25Hanro
Founded in 1884, Hanro has always stood for luxurious understatement, the highest quality, and timeless style. Producing high-quality daywear, nightwear, and loungewear for both men and women, Hanro is the world’s leading premium brand in its segment.
Hanro has a huge range of underwear available in brief, boxer briefs, and boxer short styles. All made with soft, breathable cotton, and with a huge selection of colours to choose from, Hanro is one of the best places to get yourself a new pair of comfortable undies.
Hanro has a huge range of underwear available in brief, boxer briefs, and boxer short styles. All made with soft, breathable cotton, and with a huge selection of colours to choose from, Hanro is one of the best places to get yourself a new pair of comfortable undies.
