Upgrade Your Underwear with the Best Skivvies for National Underwear Day

best underwear for men

There’s a statistic floating around the internet that goes something like this: 9% of men own and continue to wear underwear that is at least ten years old. For some of these men, this may be the longest and most intimate relationship they’ve had in their lives (and for good reason!). On top of that, there’s another statistic stating that 32% of men seem to be fine with wearing the same underwear two or more days in a row.

Now, we’ll give you a pass on that decade old “lucky pair” that you’ve had since your first high-school grand slam and which you were wearing when you won those Beer Olympics a few years ago, but no one (short of a survival situation), should ever wear the same pair of underwear for more than one day in a row.

So, ditch the decade old drawers, toss out those two-a-dayers, and get ready to seriously upgrade your underwear. We guarantee you’ll find something worth stripping down for.

Here’s our selection of the best underwear for men in 2017.

Superfit, Pair of Thieves $20


Extremely light weight and breathable, these Superfit boxer briefs from Pair of Thieves top our list of best underwear. With a fabric that feels like a super supple basketball jersey, thighs that don’t ride up, and a comfortable support pouch that nestles your nethers, this underwear is an all-around winner. They also come in a variety of attractive patterns. Who says skivvies can’t be stylish?

Actions Series Athletic Underwear, My Pakage $35


No adjustment necessary with the Action Series from My Pakage. Seriously. This underwear is constructed with a physically separate three-dimensional pouch for your junk that they’re calling “Comfort Keyhole Technology.” Once you place your guys inside, they’re secure for the rest of the day, freeing you from those embarrassing readjustment moments. Made from 100% hydrophobic MyDry Fabric, these undies keep you dry, cool, and in-place all day.

Cool Cotton Square Cut, Tommy John $29


Tommy John’s Cool Cotton underwear is made from an exclusive proprietary fabric that is supremely adept at wicking moisture, keeping you both dryer and cooler than more conventional fabrics. With a streamlined cut and 360 degree stretch, these bad boys are excellent for sultry summer days.

Superfine Cotton Briefs, Sunspel $45


Sunspel’s Superfine cotton briefs are about as classic as it gets. Built with a comfortable, narrow elastic waistband and a smooth jersey fabric that’s as breathable as it is fine to the touch, this pair of briefs is perfect for the guy who appreciates a clean-cut, no fuss aesthetic.

Mid Briefs, Derek Rose $39


The Jack Black Pima Cotton Stretch briefs from Derek Rose are an understated and contemporary take on the iconic men’s brief. The streamlined design is cut high on the leg and finishes mid-height on the waist, a cozy cut that’s made even more comfortable by the briefs’ ultra-lush pima cotton.

Choctaw Ridge Chambray Boxer, Left Field $38


A small majority of men mark the boxer brief as their preferred choice of underwear. Not far behind, however, is the classic boxer short. This pair, made of extremely soft and extremely breathable cotton chambray, give your guys room to breathe. A single bone-button functions as the closure for the hidden fly, making accessibility quick and easy.

Cotton Boxer, Ralph Lauren $28


You just can’t go wrong with a simple pair of boxers from Ralph Lauren. Made of 100% cotton and with a single-button fly, these boxers are relaxed, but not shabby, with a classic design that’ll never go out of style.

18 Hour Jersey Trunks, Mack Weldon $22


Built with the brand’s super soft cotton jersey fabric and including design features like a no-roll waistband and mesh cooling zones, Mack Weldon’s 18 Hour Jersey trunks are about as snug as they come. The underwear’s smooth finish makes it the perfect garment to go with slim-fit pants and jeans. 

Vibe Trunk, Saxx $32


The Vibe Trunk from Saxx is the perfect pair of underwear for the guy with a penchant for wild colors and bold prints. The streamlined design is great for smooth layering and the breathable viscose fabric wicks moisture to keep the material dry and super soft all day long. Saxx underwear also features the BallPark Pouch to hold your boys in place without chafing, meaning you can wear your skinny jeans without worry.