The Most Comfortable Underwear, Hands Down

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Are we in the midst of an undergarment revolution? My underwear drawer would argue yes: Once unceremoniously stuffed with multi-packs of generic cotton briefs and decidedly uncomfortable lacy options, it now boasts a rainbow of soft cotton modal in just about every cut and silhouette. I have my pick of office-to-gym styles and bloat-friendly period-wear; a full roster of lingerie that’s comfy enough to wear all day. The bottom line? Our DTC-driven world has transformed many a product category for the better, and underwear is no exception—choosing between form and function is now all but off the table.

Still, I recognize that what we deem to be “comfortable underwear” is hardly one-size-fits all—even for me, it changes on a daily basis, depending on my mood, agenda, or time of the month. With that in mind, we’re rounding up the best comfortable underwear for different silhouettes, occasions, and preferences—including options for men, maternity, and the eco-conscious.

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Most Comfortable Bikini Underwear

CUUP

Modal Bikini Underwear (Pack of 5)

$80
$80
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CUUP has built a cult following around its comfortable and minimal bras, myself included—but the brand’s underwear is not to be overlooked. I reach for this bikini style on most days, thanks to its whisper-soft modal fabric and ultra-forgiving stretch. They’re comfy enough to sleep in, but the cut is super flattering, too. Don’t want to take my word for it? Perusing the 650+ five-star reviews on CUUP’s site should be pretty convincing.

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Most Comfortable High-Waisted Underwear

Knickey

High-Rise Brief

$17
$17
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Conscientious shoppers love this brand for its inclusive designs, breathable cotton fabric, and commitment to sustainability and ethical manufacturing. (You can even check out the full supply chain journey on the brand’s site.) Our pro tip? Stock up and save—you can get bundles of these briefs (up to 20!) for a serious discount, while ensuring that your underwear drawer will never go empty.

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Most Comfortable Thong Underwear

SKIMS

Cotton Jersey Dipped Thong

$18
$18
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The words “comfortable” and “thong” don’t always overlap, but they definitely come together in this second-skin offering from SKIMS. Take your pick from core and limited edition colors.

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Most Comfortable Period Underwear

Knix

Cotton Modal Super Leakproof High Rise Underwear

$32
$32
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For light days, heavy days, and everything in between, these leakproof undies are hard to beat. You’d never know it from the ultra-light modal fabric, but this style holds up to 8 tsp of liquid—all while staying dry-to-touch and odor-free.

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Most Comfortable Men’s Underwear

Bombas Men’s

Cotton Modal Boxer 3-Pack

$84
$84
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If you haven’t ventured into Bombas’ product offering beyond the brand’s cult-beloved socks, this is your sign—and it shouldn’t be any surprise that a comfort-first approach carries over to Bombas’ undergarments. These boxers are touchably soft, breathable, and seamless under clothes.

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Most Comfortable Boy Shorts Underwear

Negative

Whipped Boxer

$50
$50
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It’s hard to oversell just how soft the micro-modal fabric is on these boy shorts—same with the ridiculously flattering, high-waisted, mini bike short silhouette. Wear these as pajamas on balmy nights, or layer up to stay cozy.

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Most Comfortable Underwear for Working Out

Lululemon

UnderEase Mid-Rise Multi-Silhouette Underwear 3-Pack

$54
$54
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Whether you’re heading out on a run, downward-dogging in yoga, or simply looking for something comfy to wear while errand-hopping, this underwear is designed to be on the go—complete with moisture-wicking, breathable fabric, and seams that don’t dig in as you move.

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Most Comfortable All-in-One Maternity Underwear

Bodily

The All-In Panty (5-Pack)

$58
$58
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Finding undies to transition with your changing body during both pregnancy and postpartum isn’t always an easy task—and finding something cute is all the more challenging. But Bodily does it with its All-In Panty, which is made in a high-stretch micromodal fabric, and is soft enough to be worn post-c-section.

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Most Comfortable Lingerie Underwear

Natori

Marquee French Cut Brief

$32
$32
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Natori is my longtime go-to for sexier occasions—offering the ultimate pick of styles that are fun to wear and look at, but still pass the comfort check. (These French-inspired, vintage-esque briefs are a great example.)

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Knickey
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Bombas Men’s
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Most Comfortable Bikini Underwear
Most Comfortable High-Waisted Underwear
Knickey
$17
$17
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Most Comfortable Thong Underwear
Most Comfortable Period Underwear
Most Comfortable Men’s Underwear
Bombas Men’s
$84
$84
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Most Comfortable Boy Shorts Underwear
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$50
$50
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Most Comfortable Underwear for Working Out
Most Comfortable All-in-One Maternity Underwear
Most Comfortable Lingerie Underwear
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No matter how you define comfort, chances are your underwear drawer is about to get a major makeover. (You’re welcome.)

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