The Best Men's Underwear to Buy for a Comfortable, Supportive Fit

These insanely soft jersey knit boxer briefs from Mack Weldon are popular for being super stretchy with a no-roll waistband that will stay put. With over 5,000 reviews on the brand's site, reviewers rave that they're "so comfortable you forget you’re wearing them" and that they're "high quality and breathable" too. There's a look for everyone with 37 colors and fun pattern options. 

For less than $2 a pair, these popular and affordable briefs have over 10,000 reviews on Amazon. Made with cotton polyester blend fabric for a soft feel that'll still wick away moisture, reviewers love these reliable basic pairs. Note that some recommend going up a size for extra comfort. 

Tommy John is known for its silky smooth modal fabric. Reviewers are impressed with just how soft this pair is. While a bit pricey, they have an innovative design that offers extra support with an internal contour pouch and quick draw fly. 

Calvin Klein is one of the most popular men's underwear brands because of their stylish designs that are also comfy. Popular to wear when sleeping for their loose breathable fit, nearly 5,000 reviewers love the soft 100% cotton fabric. 

When working up a sweat, opt for performance fabrics such as the polyester spandex blend used in these New Balance boxer briefs to wick sweat away and keep you dry. They're tag-less, don't have a fly, and have a no-ride inseam to keep everything in place. One reviewer especially loved the "silky feel and lightweight fabric ." 

With an impressive 50,000 (!!!) reviews on Amazon, these top selling boxers from Fruit of the Loom are sure to impress. Available in packs of six in a variety of colors, these boxers are made with a mostly cotton fabric with a bit of added polyester. There's breathable mesh built in for additional ventilation. 

Available in dozens of colors and fun patterns, these boxers from MeUndies are popular for being available as a subscription for new affordable undies each month. One reviewer said they were the "comfiest boxers I have ever worn," likely thanks to the smooth modal fabric with no-roll elastic waistband. 

The super soft Supima cotton makes these Nordstrom briefs comfy all day long. With a functional fly, reviewers rave that these briefs stay in great shape year after year without stretching out and losing their shape. 

It might seem odd to wear wool underwear, but wool fabric is cozy and will keep you warm while wicking away moisture. These Smartwool boxer briefs feature light insulation, perfect for winter months. They have flatlock seams to prevent chafing, a functional fly, and a wide waistband. 

In hotter months, breathable mesh helps keep you cool when spending more time outside in the heat. Reviewers love the quick drying fabric that's perfect for traveling in warm weather. With an odor reducing treatment, these boxer briefs are popular for biking, hiking, and cycling too. 

Because of the fabric's unique blend of Tencel, Merino wool, and a bit of spandex, these boxer briefs from Allbirds have a silky smooth feel that'll wick away moisture to keep you cool. They feature a 5.5" inseam and a functional fly. 

Saxx aims to reinvent men's underwear with all day support and comfort. This pair features the brand's signature "Ballpark Pouch" that helps reduce chafing and friction. There's also additional compression on the glutes and thighs to keep everything in place. 

If you prefer a looser fit and longer length, these boxers from UnderGents are roomy and breathable with a six inch inseam. The brand's modal fabric is popular for being "soft, non-chafing, and quite comfortable," according to an Amazon reviewer.