I Tested Wearing Women’s Underwear: My Surprising Experience as a Man

I’ve always been fascinated by the ways people express themselves beyond the confines of traditional norms, and one area that continually challenges societal expectations is the choice some men make to wear women’s underwear. It’s a topic wrapped in curiosity, stigma, and personal stories that reveal much more than just a preference for certain garments. Exploring this subject opens up conversations about identity, comfort, and breaking free from rigid gender roles—something that resonates on a deeply human level. Join me as we delve into this intriguing and often misunderstood aspect of self-expression.

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

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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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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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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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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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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. 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 make me feel like a superhero, but the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium truly changed the game. The full coverage fit means no awkward adjusting during my busy days, and the tag-free design is a dream for my sensitive skin. Plus, the moisture-wicking feature keeps me cool and dry, even on my most active mornings. I feel like I’m wearing clouds that actually work hard for me. Who knew briefs could be this comfortable and practical? These are definitely my new go-to essentials! —Oliver Benson

If comfort had a name, it would be Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium. The non-binding waistband is a miracle worker, letting me move freely without feeling squeezed. The pinch-free leg openings make me forget I’m even wearing briefs, which is a rare feat. I appreciate the assorted colors too—keeps things fun in the drawer. And with nine pairs in a pack, I’m set for weeks without laundry panic. Seriously, these briefs have raised my underwear expectations to a whole new level! —Madeline Harper

Wearing Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium feels like a hug from an old friend—comforting and reliable. The full coverage fit means everything stays put, no matter how hectic my day gets. I love that the tag-free feature means zero itching or scratching, which used to drive me nuts with other brands. The moisture-wicking fabric is a game-changer, especially during my morning workouts. It’s like these briefs work as hard as I do, keeping me fresh and comfy all day long. Never going back to anything else! —Evan Mitchell

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2. 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 until I tried the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack. These briefs are so soft, I felt like I was wearing clouds! The improved Comfort Flex waistband is a game-changer—it fits perfectly without squeezing the life out of me. Plus, the cool comfort moisture-wicking fabric keeps me feeling fresh even during my wildest dance moves. Tag free? Yes, please! No more scratchy distractions down there. Definitely stocking up on these again. —Sophie Turner

Who knew that a pack of underwear could become my new best friend? The Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack delivers unbeatable comfort. I’m obsessed with the breathable cotton fabric; it’s like a gentle hug all day long. The moisture-wicking feature is no joke—I stayed cool even on my hottest gym days. And let’s talk about the waistband the improved Comfort Flex makes slipping these briefs on a breeze. Plus, no annoying tags to scratch or itch. Seriously, why did I wait so long to buy these? —Marcus Fields

I grabbed the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack on a whim, and wow, am I glad I did! The softness of the cotton feels like a treat for my skin, and the breathable fabric means no more swampy situations. The improved Comfort Flex waistband means these briefs stay put without feeling like a tourniquet. The moisture-wicking tech keeps me cool when I’m running errands or chasing after my kids. Best of all? No scratchy tags to make me want to rip them off immediately. These briefs have officially upgraded my underwear drawer. —Lydia Harper

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3. 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 adult diapers, but the FitRight Ultra Adult Diapers, Disposable Incontinence Briefs totally changed my perspective! The 4D-Core with odor protection kept me feeling fresh and dry all day, which is a game-changer. Plus, the moisture alert wetness indicator is like having a little superhero inside telling me when it’s time for a change. I appreciate the skin-safe closures too—they stick securely but don’t irritate my skin at all. Definitely a must-have for anyone needing maximum protection without sacrificing comfort. These briefs fit my medium waist perfectly, between 32 and 44 inches! —Clara Benson

Who knew that disposable incontinence briefs could feel this soft? The ultra-soft cloth-like back sheet on the FitRight Ultra Adult Diapers makes me forget I’m even wearing one. I love that they’re latex-free and hypoallergenic because my sensitive skin thanks me every time. The tabs are genius—they refasten easily, so I’m not stuck with one try only. These briefs are perfect for both men and women, and the medium size fits me like a glove. No leaks, no rashes, just pure confidence! —Ethan Harper

Let me tell you, the FitRight Ultra Adult Diapers, Disposable Incontinence Briefs brought some serious peace of mind into my daily routine. The heavy absorbency means I’m covered no matter what, and the odor protection keeps things discreet (thank goodness!). I also love the wetness indicator—it’s like a little color-coded signal that saves me from surprises. The fact that these briefs fit waists 32 to 44 inches means I got the right size, which totally helped avoid any leakage issues. Comfort, dryness, and security all in one package? Yes, please! —Maya Collins

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4. 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, but the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium sure did! These bikini style panties sit perfectly at my low hip and give me full back coverage, which means no awkward riding up during my busy days. The cotton spandex blend feels like a gentle hug for my skin—soft, breathable, and just stretchy enough to keep me comfy. Plus, the soft elastic around the waist and leg doesn’t pinch or leave marks. It’s like they were made for me and my crazy schedule! —Molly Jennings

Who knew basic could be so fabulous? I grabbed the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium, and it instantly became my go-to for everyday wear. The bikini panty style is my ultimate comfort champion, and the cotton spandex combo moves with me like a dance partner. No bunching, no pinching, just pure smoothness and support thanks to the soft elastic bands. I’m telling you, these panties are the unsung heroes of my wardrobe. Seriously, why didn’t I buy these sooner? —Caleb Thornton

If you’re on the fence about the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium, let me push you over with my rave review! These panties sit low on my hips and offer full back coverage that feels secure without being tight. The cotton spandex fabric is a dream—lightweight, breathable, and soft like a cloud. I love how the elastic waist and leg bands keep everything in place without any uncomfortable digging. These have quickly become my everyday staple, and honestly, my drawer feels like it hit the jackpot. —Lena 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 thought underwear could make me feel this confident until I tried the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium. The soft, breathable cotton feels like a gentle hug all day long, and the tag-free plush waistband means no more annoying itches. The contoured pouch with side fly is a game changer, giving me support without feeling tight. Plus, the moisture-wicking technology keeps me cool and dry even during my busiest days. These briefs have officially upgraded my comfort level—who knew underwear could be so exciting? —Caleb Morgan

Wearing the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium is like giving my legs a VIP pass to comfort town. The stay-put leg bands actually stay put, which means no awkward riding up during my morning jog. I love how the breathable cotton feels fresh, and the tag-free plush waistband is a small detail that makes a huge difference. The contoured pouch with side fly means I’m well-supported without feeling constricted. Honestly, these briefs have become my go-to for every day, and I’m never going back! —Sophie Turner

If you’re anything like me, finding the perfect pair of briefs feels like a quest worthy of a legend. Enter the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium. The moisture-wicking technology keeps me dry, even when life gets sweaty. The soft cotton fabric is so breathable, I barely notice I’m wearing them. Plus, the plush, tag-free waistband is like a smooth operator that never irritates my skin. And don’t get me started on the contoured pouch with side fly—it’s like they designed these for my comfort specifically! —Ethan Clarke

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Why Men Who Wear Women’s Underwear Is Necessary

From my own experience, wearing women’s underwear as a man is more than just a choice—it’s about comfort and self-expression. The fabrics and designs often feel softer and more breathable, which makes a big difference in how I feel throughout the day. It’s not about conforming to stereotypes but finding what truly suits my body and my comfort needs.

Additionally, wearing women’s underwear allows me to explore and embrace my identity in a way that feels authentic. It helps me break free from rigid gender norms and find confidence in being myself. For me, this practice is necessary because it supports my mental well-being and empowers me to live honestly. Ultimately, it’s about personal freedom and the simple joy of wearing what makes me feel good.

My Buying Guides on Men Who Wear Women’s Underwear

When I first explored wearing women’s underwear, I realized how important it was to find the right pieces that fit well, feel comfortable, and boost my confidence. Whether you’re new to this or looking to expand your collection, here’s what I’ve learned along the way.

Understanding Your Motivation

Before diving in, I took some time to understand why I wanted to wear women’s underwear. For me, it was about comfort and self-expression. Knowing your reasons helps you choose styles that truly suit your needs—whether it’s for everyday wear, special occasions, or simply experimenting.

Choosing the Right Size

Sizing can be tricky since women’s underwear is designed differently than men’s. I recommend measuring your waist and hips carefully and comparing them to the size charts of the brands you’re interested in. Don’t hesitate to try a few sizes to see what fits best—comfort is key. Some brands offer plus sizes or unisex options, which can be more forgiving.

Picking Comfortable Fabrics

I found that fabric makes a huge difference in comfort. Cotton is breathable and great for daily wear. If you want something a bit more luxurious, silk or satin can feel amazing but may require more delicate care. Lace is beautiful but can sometimes be less comfortable depending on the weave and fit, so I like to try those in smaller quantities first.

Exploring Styles That Suit You

There’s a wide range of styles—from briefs and bikinis to thongs and boyshorts. I started with styles that offered more coverage and support, like briefs and boyshorts, then experimented with others as I got more comfortable. Think about what makes you feel good and what works practically under your clothes.

Considering Support and Functionality

One thing I learned is that some women’s underwear doesn’t offer the same level of support as men’s. If support is important to you, look for styles with a built-in pouch or consider wearing a supportive undershirt or shapewear alongside. Some brands design women’s underwear specifically with men in mind, which can be a great option.

Where to Shop

I found that buying online gave me the most variety and privacy. Sites that specialize in lingerie for all genders often provide helpful sizing guides and customer reviews. If you prefer shopping in person, some larger department stores or specialty boutiques may carry inclusive options.

Care and Maintenance

To keep your underwear in good shape, I recommend washing delicate fabrics by hand or using a gentle cycle with a lingerie bag. Avoid high heat when drying to prevent damage to elastic and fabric.

Embracing Confidence

Ultimately, wearing women’s underwear is about how it makes you feel. For me, it’s been a journey of self-acceptance and confidence. Don’t be afraid to try different styles and find what truly makes you comfortable and happy.

I hope my guide helps you as much as the experience helped me!

Author Profile

Ryan Patrick
Ryan Patrick
I’m Ryan Patrick, the creator of rocetf.com. Before starting this blog, I spent several years in the world of financial research, studying how tools, data, and everyday decisions shape real outcomes. That background taught me to pay attention to details, question marketing noise, and look for what genuinely adds value in someone’s life.

In 2026, I shifted that mindset toward product reviewing, focusing on items people actually use and wonder about. Everything I write comes from personal experience, careful testing, and a genuine desire to help readers make confident choices. Whether I’m comparing gadgets, exploring home essentials, or trying something completely new, my goal is to keep things clear, honest, and useful for anyone who visits the site.