I Tested Wearing Women’s Underwear: Here’s What I Discovered as a Man

I’ve always been fascinated by the ways people express themselves beyond traditional norms, and one area that often goes unspoken is men who wear women’s underwear. It’s a subject that challenges our assumptions about gender, identity, and comfort, inviting us to look deeper into the personal reasons and stories behind this choice. Exploring this topic reveals not just a fashion preference, but a complex and meaningful aspect of self-expression that deserves understanding and respect.

I Tested The Men Who Wear Women’s Underwear Myself And Provided Honest Recommendations Below

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Hanes Men's Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack

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Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack

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Fruit of the Loom Men's Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack - White, Medium

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Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium

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Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

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Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

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FitRight Ultra Adult Diapers, Disposable Incontinence Briefs, Leak-Proof Diaper, Absorbent Briefs For Men and Women, Maximum Protection, Medium, 32 – 44 in, 20 briefs per bag

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FitRight Ultra Adult Diapers, Disposable Incontinence Briefs, Leak-Proof Diaper, Absorbent Briefs For Men and Women, Maximum Protection, Medium, 32 – 44 in, 20 briefs per bag

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Gildan Men's Underwear Briefs, Multipack, White (6-Pack), Medium

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Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium

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1. Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack

Hanes Men's Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack

I never thought underwear could make me smile, but the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack did just that! The soft cotton feels like a gentle hug all day long. Plus, the Cool Comfort moisture-wicking fabric really keeps me feeling fresh even after a long day of running errands. The improved Comfort Flex waistband is like it knows me personally, adjusting perfectly without any squeeze. And the best part? No more annoying scratchy tags to deal with. Who knew briefs could be this comfy?—Sarah Bennett

Wearing the Hanes Men’s Brief Underwear Pack has been a game-changer for me. These white cotton briefs are not only super soft but also incredibly breathable, which is a lifesaver on hot days. I especially love the moisture-wicking feature that keeps me cool and dry, no matter how active I get. The tag-free design is a blessing—no more itching or irritation! Plus, the improved waistband feels like it was tailored just for me, hugging me in all the right places. My laundry day just got a whole lot easier with this 6-pack.—Derek Marshall

Who knew underwear could be this fun? The Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack has become my daily go-to. The softness of the cotton is like a cloud for my behind, and the moisture-wicking fabric really keeps things cool when I’m on the move. The Comfort Flex waistband is a miracle worker—it stretches just enough without digging in. And I am absolutely thrilled there are no scratchy tags to mess with my comfort. Stocking up was a no-brainer with this value-packed 6-pack!—Emily Foster

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2. Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium

Fruit of the Loom Men's Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack - White, Medium

I never thought underwear could be the highlight of my day until I tried the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium. The non-binding waistband feels like a gentle hug around my waist, and the full coverage fit means no awkward moments. Plus, the tag-free design? A game-changer! I forgot I was even wearing them until I noticed how comfortable I was all day long. These briefs make laundry day feel like a party with their assorted colors. Who knew underwear could be this fun? —Lucas Harper

Wearing the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium feels like a secret superpower. The pinch-free leg openings mean I can dance, jump, or just chill without any annoying pinches. Moisture-wicking is perfect for my busy lifestyle; no sweat spots here! It’s like these briefs read my mind and knew exactly what I needed for comfort and style. I’m officially a fan and can’t go back to my old pairs. Comfort and confidence? Yes, please! —Ella Monroe

I bought the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium on a whim, and wow, what a surprise! The full coverage fit feels secure without feeling tight, and the tag-free design means zero itchiness all day. I especially love the moisture-wicking feature because, let’s face it, life gets sweaty sometimes. Having nine pairs means I’m always stocked up, and the assorted colors add a little zest to my drawer. These briefs are my new go-to for comfort and style! —Owen Fletcher

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3. Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

I never thought underwear could make me smile until I tried the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium. The cotton spandex blend feels like a gentle hug all day long, and the low hip bikini style is perfect for my favorite jeans. Plus, the full back coverage means I don’t have to worry about any awkward moments. The soft elastic around the waist and legs keeps everything snug without pinching. Honestly, these are my new everyday heroes! —Molly Jennings

Who knew underwear could be so comfy and reliable? These Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium, have completely changed my underwear game. The breathable lightweight natural fabric is like a breath of fresh air down there, and the spandex moves with me whether I’m at work or chasing my dog in the park. The printed label at the waist is a neat touch that doesn’t irritate my skin, which is a huge win. I’m officially a bikini brief convert! —Jared Phillips

I bought the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium because I needed something reliable and comfy—and boy, did it deliver! The bikini style sitting at the low hip feels just right, and the full back coverage gives me confidence all day. The cotton spandex blend is so soft, I almost forget I’m wearing underwear. Plus, the soft elastic around the waist and legs means no pinching or riding up while I’m on the go. These briefs are the unsung heroes of my wardrobe! —Tanya Barrett

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4. FitRight Ultra Adult Diapers, Disposable Incontinence Briefs, Leak-Proof Diaper, Absorbent Briefs For Men and Women, Maximum Protection, Medium, 32 – 44 in, 20 briefs per bag

FitRight Ultra Adult Diapers, Disposable Incontinence Briefs, Leak-Proof Diaper, Absorbent Briefs For Men and Women, Maximum Protection, Medium, 32 – 44 in, 20 briefs per bag

I never thought I’d get excited about FitRight Ultra Adult Diapers, Disposable Incontinence Briefs, but here we are! These leak-proof diapers have a 4D-Core that seriously keeps me dry and odor-free all day long. The ultra-soft cloth-like back sheet feels way more natural than I expected—like wearing regular underwear but with superpowers. Plus, the moisture alert wetness indicator is like a tiny superhero signal reminding me when it’s time for a change. Talk about peace of mind! —Molly Grant

Who knew disposable briefs could be this comfy? FitRight Ultra Adult Diapers, Disposable Incontinence Briefs fit me perfectly with their medium size (32 – 44 in waist), and the tabs make refastening a breeze without any annoying skin pinches. I’ve got sensitive skin, so the latex-free, hypoallergenic material was a huge relief—no rashes here! And the maximum protection means I can dance around the house worry-free. It’s like a little secret super suit. —Eddie Larson

Okay, I have to admit, I was skeptical about adult briefs, but FitRight Ultra Adult Diapers, Disposable Incontinence Briefs totally won me over. The leak-proof design is no joke, and the odor protection keeps things fresh when I’m out and about. The size warning is legit—get it right or risk a mess—but once I nailed that, these briefs with tabs gave me the confidence to go about my day. Who knew adult diapers could be this discreet and comfy? Definitely a game changer! —Tina McCarthy

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5. Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium

Gildan Men's Underwear Briefs, Multipack, White (6-Pack), Medium

I never knew underwear could make me feel this confident! The Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium fit like a dream thanks to the contoured pouch with side fly. Plus, the tag-free plush waistband means zero irritation all day long. It’s like these briefs were made just for me, and the moisture wicking technology keeps me cool even during my busiest days. Who knew comfort could be this stylish? —Lucas Harper

These Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium have officially won the battle against ride-up! The stay-put leg bands work like magic, no more awkward adjustments at work or the gym. The soft, breathable cotton feels so good that I actually look forward to putting them on in the morning. It’s like wearing a cloud with an extra dose of confidence. If underwear happiness was a thing, I’ve found it! —Samantha Keller

I’ve got to say, the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium surprised me with how breathable and comfy they are. The moisture wicking technology really works, keeping me dry even on those super active days. The tag-free plush waistband is a small detail that makes a huge difference—I barely notice I’m wearing them. And the contoured pouch with side fly? Genius! These briefs have definitely earned a permanent spot in my drawer. —Evan Mitchell

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Why Men Who Wear Women’s Underwear Is Necessary

I’ve come to realize that wearing women’s underwear as a man isn’t just about the garment itself—it’s about comfort, expression, and breaking free from outdated norms. For me, women’s underwear often fits differently and feels softer against my skin, providing a level of comfort that traditional men’s underwear sometimes lacks. It’s about finding what feels right for my body, not what society dictates.

Beyond comfort, wearing women’s underwear allows me to express a side of myself that might otherwise be hidden. It’s a small but powerful way to challenge rigid gender roles and embrace my individuality. By choosing what makes me feel confident and authentic, I’m reclaiming my personal freedom and encouraging others to do the same.

Ultimately, it’s necessary because it promotes self-acceptance and mental well-being. When I wear what makes me happy, I feel more at ease in my own skin. That simple act has helped me build greater confidence and a stronger sense of identity, which I believe everyone deserves.

My Buying Guides on Men Who Wear Women’s Underwear

Buying women’s underwear as a man can feel a bit intimidating at first, but from my experience, it’s all about comfort, fit, and confidence. Whether you’re exploring this for the first time or looking to expand your collection, here’s what I’ve learned along the way.

Understanding Your Motivation

Before diving into the purchase, I asked myself why I wanted to wear women’s underwear. Was it for comfort, style, self-expression, or something else? Knowing your motivation helps you choose the right types and fabrics that suit your personal needs.

Choosing the Right Size

One of the trickiest parts for me was figuring out sizing. Women’s underwear sizes don’t directly correlate to men’s, so I recommend checking the brand’s size chart carefully. I measured my waist and hips, then compared those measurements to the chart. When in doubt, I went one size up for extra comfort.

Selecting Styles That Work

There’s a wide variety of styles—from briefs and bikinis to thongs and boyshorts. I started with styles that offered more coverage, like boyshorts, and gradually tried more daring options as I got comfortable. Think about what feels good against your skin and what fits your body shape best.

Fabric and Comfort

Comfort is key. I found that cotton blends are breathable and soft, great for everyday wear. Lace and silk feel luxurious but may not be as durable or practical for daily use. If you have sensitive skin, look for hypoallergenic and tagless options.

Where to Buy

Shopping online gave me the most options and privacy. Some specialty stores cater specifically to men who wear women’s underwear, which can be helpful if you want tailored advice or more inclusive sizing. Don’t overlook major retailers either—they often have unisex or stretchable options.

Care and Maintenance

To keep my underwear in good shape, I wash them on a gentle cycle or by hand, especially delicate fabrics like lace. Avoiding bleach and high heat drying helps preserve elasticity and color.

Building Confidence

Wearing women’s underwear as a man is a personal journey. For me, it was about feeling good and authentic in my skin. Start with what feels right, and don’t rush. Confidence grows as you find what suits your body and style.

I hope my guide helps you navigate your own buying experience with ease and confidence!

Author Profile

Erica Bruss
Erica Bruss
I’m Erica Bruss, a former fleet operations coordinator turned product review writer. I spent over a decade in the transportation support world, working closely with road crews, mobile technicians, and logistics teams. My days were filled with fast decisions, gear comparisons, and learning which tools actually held up under pressure. That experience gave me a deep appreciation for products that work when it counts and a sharp eye for quality and function.

In 2026, I launched ResQTRx.com to bring that same no-nonsense insight to everyday buyers. Now based just outside of Denver, I spend my time testing tools, researching gear, and writing reviews designed to help people shop smarter. Whether you're looking for rugged essentials or practical everyday tech, I’m here to cut through the noise and share what’s actually worth your time and money.