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As far as all-day comfort is concerned, investing in the right pair of underwear is the most outstanding make-or-break factor. For men, especially, always needing to adjust throughout the day is a problem that can make you a bit self-conscious. With this in mind, it’s important to scope out the most comfortable men’s underwear to keep everything in place all day.
While there are countless men’s underwear brands that are comfortable, soft and breathable, only a handful maintain the right amount of support you need from the moment you put them on to the moment you take them off.
To make your shopping experience easier, we’ve listed eight of the best options below from brands we know and trust. From Shinesty’s Black Ball Hammouch Pouch Underwear that comes with a pouch at the crotch to prevent the family jewels from getting crushed throughout the day to the cult-favorite Hanes underwear that surprisingly provides more support than expected, we’ve covered all bases.
Check out each pick in more detail below.
1. Shinesty Black Ball Hammock Pouch Underwear, $25.99

Shinesty‘s underwear simply checks all the right boxes. This extremely comfortable and thoughtfully designed pair comes with a pouch at the crotch that keeps your family jewels cozy and comfy and, best of all, free from uncomfortable friction or crushing. These underwear are also moisture-wicking, super-soft, breathable, supportive and non-restricting.
2. Hanes Ultimate Men’s Comfort Flex Fit Ultra-Lightweight Mesh Boxer Brief, $19.97 (Orig. $36)

Hanes is one of the leading underwear brands in the world, and its Ultimate Comfort Flex Fit boxer briefs are one of its most popular picks to date.
Their soft cotton/modal blend wicks away moisture to keep you cool and dry throughout the day. Plus, they have a breathable, rounded pouch for support and added room. These underwear are also very stretchy and flexible for a supportive fit. Best of all, they feature FreshIQ advanced odor protection technology to keep you fresher for longer and have a tagless waistband for that “barely there” feel.
3. David Archy Men’s Boxer Briefs In Breathable Bamboo Rayon, 4-Pack, $29.99 (Orig. $38.99)

If you’re looking for an affordable multi-pack that feels and looks premium, this David Archy Men’s Underwear three-pack is the perfect pick.
Available in 16 color combinations and lengths, these underwear are made from bamboo rayon which is the No. 1 fabric for breathability and moisture-wicking. They also have a longer leg length to prevent riding up throughout the day, as well as a 3D Ultra U-Pouch for extra room in the front.
These also have a functional front fly for easy access throughout the day.
4. Tommy John 360 Sport Hammock Pouch Mid-Length Boxer Brief, $38

Tommy John’s underwear is, hands down, some of the most comfortable and body-hugging you’ll ever wear. They cling to the body without being tight and restricting and feature an innovative inner pouch for extra support and separation. This added design prevents the “Bat Wing” effect and keeps any sticking, swinging and chafing at bay.
These underwear are also extra breathable and lightweight thanks to its Air Mesh fabric. They’re also silky-soft, non-pilling (no lint balls or fuzz) and have a stay-put waistband that won’t roll, bunch or pinch throughout the day.
5. Nike Dri-FIT Performance Boxer Briefs, $16.75 (Orig. $25)

Nike’s Dri-FIT Performance Boxer Briefs aren’t just perfect for active life; they’re also ideal for everyday use, whether you’re an athlete or not. These best sellers feature a stretchy, sweat-wicking knit that keeps up with you throughout the day and night. Plus, these boxer briefs are made with breathable cotton that’s lightweight while still maintaining a relatively thick support layer to keep everything in place.
6. MeUndies Boxer Brief With Fly, $24

MeUndies is one of those underwear brands that’s size-inclusive and extremely comfortable while also maintaining a sense of humor. For instance, the brand’s boxer brief is soft and supportive with a generous pouch to form to any figure, allowing for carefree comfort all day long.
In addition to being extremely well-designed, these underwear come in three aesthetic types: classic, bold and adventurous. The “classic” category features seven basic colors, “bold” features 19 more vibrant hues and “adventurous” boasts over 80 eclectic patterns and designs that are perfect for the man who enjoys showing a little personality through his undies.
7. Pair Of Thieves Super Fit Boxer Briefs, 2-Pack, $22.99

Pair of Thieves is one of Nordstrom’s best-selling men’s underwear brands. In fact, thousands of shoppers say these particular ones are “most comfortable boxer briefs around.”
Aside from their fun design and sleek fit, these are breathable and moisture-wicking and are made of a stretch mesh with no-chafe seams for the best all-day comfort. If you’re looking for the most customer-recommended pair, these are the ones to buy.
8. Calvin Klein Steel Micro Boxer Briefs, 3-Pack, $59.50

It’s true — the Calvin Klein Steel Micro Boxer Briefs aren’t just nice to look at — they’re actually some of the best-designed and most comfortable designer underwear on the market.
These no-fly undies are sleek and simple in the best way possible. They feature a flat, steely logo waist on a pack of supportive stretch-nylon boxer briefs that actually feel comfortable throughout the day. Shoppers say these are “super comfortable and excellent for athletes” and, even after washing several times, the “legs don’t ride up.” These are definitely worth the splurge and will last you for years to come.
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