Men's Underwear

Underwear For Men

Tired of underwear that feels like a straitjacket? Or boxers that bunch up like that pile of laundry you’re avoiding? (No judgment.) At Duluth Trading, we know that uncomfortable underwear can ruin a good day faster than a flat tire on a road trip. That’s why our men’s underwear is built for comfort, durability and freedom of movement, whether you’re framing a house, hitting the gym or just chilling on the couch. We’re talking about comfortable, supportive underwear for men with breathable fabrics that wick away moisture, and waistbands that won’t pinch or roll. Need comfortable men’s underwear to keep your workday distraction-free? We’ve got the gear for your rear. Looking for the best men’s underwear to keep you cool and dry during your next workout? Consider it done. And if you’re looking for the perfect blend of no-pinch, no-stink, no-sweat support and freedom, check out our legendary men’s boxer briefs.

Now, we know that one size doesn’t fit all – especially when it comes to something as important as underwear. That’s why our men’s underwear comes in a variety of styles and sizes, from classic men’s boxers to modern briefs for men, so you can find the perfect fit for your body and your lifestyle. And for those days when you need a little extra support (or just want to feel like a superhero), our Bullpen® underwear has you covered. And because we know that confidence starts from the inside out, our underwear for men is designed to make you look as good as you feel. (Even if no one else sees it.)

Ready to free your undercarriage from the tyranny of tighty-whities and saggy boxers? Then step into the world of Duluth Trading’s men’s underwear. Our underwear is so comfortable, you’ll forget you’re even wearing it. (But please, don’t forget to change it.) Shop our collection of the best men’s underwear, including our legendary men’ Buck Naked® underwear, and experience the Duluth Trading difference.

Men's Underwear: Frequently Asked Questions

What is the actual difference between boxer briefs and boxers, and which one is best?

The difference is all in the cut and coverage, with the boxer brief being the current MVP because it offers the perfect balance, combining the snug, supportive fit of a brief with better thigh coverage. Boxers are a loose, relaxed fit that provides zero support but maximizes airflow, making them best for lounging or sleeping, not working or active use.

Which underwear fabric should I choose if my biggest problem is chafing and sweat?

If chafing and sweat are your enemies, you need to ditch the classic cotton and upgrade to a performance synthetic blend like nylon, polyester or a high-quality modal/spandex mix. It just so happens that between Buck Naked®, Armachillo® and Dang Soft® underwear, you have options here. Cotton absorbs moisture and holds it right against your skin, which causes the friction and funk, while a synthetic fabric is engineered to wick sweat away quickly and dry fast, keeping your inner thighs dry and reducing the heat buildup that leads to irritation and chafing.

My current underwear rides up constantly. Is that a sizing problem or a style problem?

Constant riding up is almost always a sign that your underwear is too loose in the leg opening or made with cheap, nonfunctional fabric, because once the leg fabric bunches, it's useless for holding the underwear in place. To solve this, you need boxers or boxer briefs with a slightly longer inseam made from fabric that has ample stretch and features robust elastic in the leg band, ensuring the fabric moves with your stride but snaps back to form, locking the leg in place and stopping the ride.

How often should a man replace his underwear for hygiene and support?

If you ask the broader internet this question, you’re going to see recommendations to retire your skivvies every 6-12 months. To that we say: 6 months?? What kind of flimsy, droopy underwear are you all wearing? Instead, we stand by our No Bull Guarantee for 12 months, and our underwear often lasts well after that. But once you have a pair for more than a year, there’s one telltale sign you’ll want to keep an eye out for. When the fabric starts to lose its stretch, the waistband begins to roll over or sag. The fabric can also start to feel less supportive, which is a good marker as well. Best replace them after that. No pair of skivvies is immortal, but if you have enough pairs for multiple weeks and wash them well, your Duluth underwear will last you a while.