Some men prefer to skip wearing underwear and “go commando.” We’re not sure whether underwear isn’t manly enough for them, they just like being contrarian, or they simply are not concerned about the various icky things that may be left behind in their trousers on a day-to-day basis. For most of the rest of the world who prefer to keep things under there under wraps, underwear left the world of the common tighty-whitey long ago.
It’s now possible to find underwear in so many styles, fabrics, colors, and patterns that making a decision about what pair to wear is almost as complicated — and statement-making — as the rest of your wardrobe. Here, we’ve attempted to cut through the noise a bit, offering the best men’s underwear, from briefs to boxer briefs, in a variety of price points and styles.
Briefs are probably the most iconic representation of men’s underwear, growing out of swimwear styles from the south of France. In the 1930s they took the world by storm, first selling from the legendary Marshall Field’s department store in Chicago.
Jockey Lightweight Travel Microfiber Brief
“Jockeys” are practically the “Kleenex” of underwear and were, in fact, the briefs first sold back at the height of the Depression. The iconic shape of the brand’s white cotton brief has defined the very essence of “underwear” since 1935. The clean, comfortable look is updated with this lightweight version. They are packable and fast-drying for easy travel.
Todd Sanfield Noir Sport Brief
You won’t find the founders of most underwear companies featured on their product packaging or on the brand website. Todd Sanfield is the exception. The fitness model turned entrepreneur launched his underwear collection as a creative outlet, and now his briefs are a go-to for Instagram bodybuilders. Show off the muscles from your WFH workouts with these clean-cut sport briefs that offer support and movement.
Hanes Men’s FreshIQ ComfortSoft Full Rise Dyed Briefs, Six-Pack
Hanes updates classic briefs with FreshIQ, its advanced odor-protection technology that combats stank. Yet the premium 100% cotton fabric still feels as comfortable as a broken-in T-shirt. (Just as cozy, the heathers are a cotton/poly blend.)
Calvin Klein Cotton Classic Fit Boxer Brief
The simplicity we expect from the Calvin Klein name is embodied in this boxer brief in cotton fabric. The ergonomic design, with the iconic logo waistband supportive-fit pouch, and extended leg panels make for ultimate comfort.
UnderGents Inspirato Modern Briefs
UnderGents brings briefs into the 21st century, updating a classic silhouette with moisture-wicking Cloudsoft fabric (95% micro modal/5 % spandex) and “Vitruvian Man” multipanel construction.
Made of silky, comfortable Lyocell fabric (a kind of rayon) with a bit of stretch, the CDLP Y-Brief offers a minimal silhouette with a lower waist and an enhanced pouch for comfort and fit. The fiber is naturally anti-bacterial. Machine wash warm, but hang dry.
Boxers were born in the 1920s, first developed for pugilists by Everlast. For many men, they are still the only underwear to wear, and are particularly popular with would-be fathers because their loose construction tends to keep “the boys” cooler and more — ahem — “productive.”
Mack Weldon 24/7 Woven Boxer
Mack Weldon has updated the woven boxer with stretch and added a more tailored fit. These are mostly cotton, with some spandex. They are engineered so they won’t ride up as you’re wearing them. We think the two-button closure also is a cool look for lazy days around the house.
Tom Ford Silk Boxers
If you’re going to go luxury, let’s go all the way. Tom Ford elevates the classic silk boxer with this pair featuring a black velvet waistband and signature jacquard logo. Of course, they’re made in Italy. There are 11 colors available, but we think the nude says it all. Save these for date night or your most sophisticated lounging.
Derek Rose Modern Fit Boxer Shorts
This updated take on the classic features a modern fit in a classic silk medallion pattern. Dubbed the “Brindisi 58,” they’re streamlined and comfortable and feature a magnetic fly closure.
Hanro Fancy Woven Boxer
Another classic representation of the classic silhouette, Hanro is considered to be one of the most luxurious underwear companies on the planet, originally founded as a knitwear company in Switzerland. These boxers get the benefit of all that experience with a superior fit and amazing comfort.
Goodfellow & Co. Striped Woven Boxer Briefs, Two-Pack
Update your underwear drawer with classic style at an excellent price. The two-pack underwear set features midrise boxers with fly buttons.
L.L. Bean Scotch Plaid Flannel Boxers
Perfect for every day during the winter, or just for lounging around anytime. Bean’s classic tartan boxers are 100% cotton Portuguese flannel.
Peanut butter and jelly. Gin and tonic. Bacon and eggs. Some things just go together. Somewhere along the line some smart underwear designer decided to put the comfort of knit briefs together with the flattering coverage of boxers for a perfect combo.
Nice Laundry Customized Boxer Brief
What’s better than a super-comfy pair of underwear? A pair that are customized just for you. Nice Laundry offers a classic brief in five colors, with eight selections of embroidered icons to fit your personality or mood.
Lululemon Always In Motion Boxer
Featuring quick-dry fabric, these boxers are perfect to wear for some extra support during your workout, but comfortable enough to wear all the time.
Boody Men’s Original Boxer
Boody takes your favorite boxer brief and upgrades it with a fabric derived from bamboo. The (mostly) sustainable fiber makes for a smooth-as-silk knit that will keep you cool and comfortable.
Saxx Viewfinder Boxer Brief
We’d love these boxers for SAXX’s BallPark Pouch (a 3D hammock-shaped pouch to keep everything in place), but this great modern camo pattern, excellent fit, and moisture-wicking capability hit it right out of the park.
Proof Free Fly Comfort Boxer Brief
Going fishing on a kayak? These are just for you: The premium bamboo-infused fabric is odor-resistant, antimicrobial, moisture-wicking, and highly breathable. These boxers also feature stretch and softness for comfort. Finally, they offer UPF 50-plus sun protection if it turns out to be that kind of day.
Allbirds Men’s Trino Trunk
Get a seamless, breathable fit with these boxer briefs made from merino and eucalyptus fiber. The fabric keeps odor away with its moisture-wicking properties. The shorter inseam and secure waistband ensure a comfortable, barely-there feeling when you’re wearing this boxer brief.
Lululemon Always In Motion Boxer 5-Inch, Three-Pack
If you have an active lifestyle, this boxer brief three-pack is what you need. These boxer briefs are specially made with working out in mind with their ergonomic design and quick-drying fabric. The soft modal fabric is stretchable, breathable, and sweat wicking.
Fabletics The Blueprint Boxer Brief
These days, it’s better to be reassured with your purchases. These Fabletic boxer briefs have a 60-day wear test so that you can see if it’s worth keeping. Sweat-wicking and breathable, these boxers are as comfortable as walking around naked at home.
MDRNST Ombré Stripe Boxer Brief
Coupled with classic horizontal stripes, these signature boxer briefs make a great fashion staple. These Ombre boxer briefs are also sustainable since it’s made with eco-friendly fabric. The wider waistband also gives you a more secure yet comfortable fit.
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