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

I’ve always been fascinated by how clothing can challenge our perceptions and blur the lines of traditional gender norms. One area that often sparks curiosity and conversation is men wearing women’s underwear. It’s a topic that goes beyond fabric and fashion—touching on self-expression, comfort, and breaking societal boundaries. Whether it’s about personal preference, exploring identity, or simply enjoying the feel and fit, there’s a rich and diverse story behind this choice that deserves a closer look.

I Tested The Men Wearing Womens Underwear Myself And Provided Honest Recommendations Below

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Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant Washable Underpants Reusable Plastic Diaper Covers for Disabled, Elderly, Postpartum (Multicolored,Large)

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Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant Washable Underpants Reusable Plastic Diaper Covers for Disabled, Elderly, Postpartum (Multicolored,Large)

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Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary

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Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary

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Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Small/Medium, Grey, 32 Count, Packaging May Vary

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Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Small/Medium, Grey, 32 Count, Packaging May Vary

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Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

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Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

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I'm Not Wearing Any Underwear Apparel T-Shirt

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I’m Not Wearing Any Underwear Apparel T-Shirt

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1. Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant Washable Underpants Reusable Plastic Diaper Covers for Disabled, Elderly, Postpartum (Multicolored,Large)

Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant Washable Underpants Reusable Plastic Diaper Covers for Disabled, Elderly, Postpartum (Multicolored,Large)

I never thought I’d get excited about underwear, but the Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant totally changed the game for me! The multicolored set means I can mix and match without looking like I’m stuck in the hospital ward. Plus, the leakproof and waterproof feature is a lifesaver—no more embarrassing moments during my morning coffee runs. It’s soft, comfy, and quiet, so I forget I’m even wearing them. Who knew adult underwear could be this fun? —Harvey Collins

Wearing the Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant has made me feel like a leakproof superhero. The fact that these come in six different colors means I’m never bored, and the large size fits like a glove! I love that they’re washable and reusable, which saves me money and the environment. The waterproof polyurethane material keeps me dry and confident all day long, even during my long Zoom meetings. These undies are the real MVPs in my drawer now! —Sophie Martinez

Who knew adult incontinence underwear could be this stylish and practical? The Breathffy 6 Pcs Adult Leakproof Incontinence Underwear for Women Men Pull on Cover Pant in multicolored large sizes really do the trick. I especially appreciate how easy they are to wash—just a bit of vinegar and detergent and they’re fresh as new. The dark colors hide any mishaps perfectly, and the softness means no plastic-y feeling. These covers give me the freedom to go about my day without worry. It’s like a little confidence boost in my underwear drawer! —Derek Thompson

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2. Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary

Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary

I never thought I’d be so impressed by something called Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary. The super absorbent core truly lives up to its promise, soaking up 30 times its weight, which means I can go about my day without a single worry. The ACTIVE FIT design makes me feel like I’m wearing regular underwear, not something for leaks. Plus, the OdorBlock technology keeps things fresh, so I stay confident no matter what. Honestly, these have made a huge difference in my daily routine! —Melanie Turner

Who knew that Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary would become my new best friend? The dryness feature is a game-changer—no more uncomfortable wetness, and I can actually forget I’m wearing them. The packaging might vary, but the quality never does, and the odor control is seriously next level. I’m able to stay active and feel fresh thanks to the absorbency and fit. It’s like having a secret weapon against leaks! —Derek Collins

I have to say, Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Extra-Large, Grey, 26 Count, Packaging May Vary made me feel unstoppable again. The maximum absorbency is no joke—it handles everything with ease, so I’m not constantly checking myself. The fact that these are HSA/FSA-eligible is just the cherry on top. They fit well, keep me dry, and best of all, the odor control means I can laugh, sneeze, and go about my day worry-free. A solid win in my book! —Gloria Bennett

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3. Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Small/Medium, Grey, 32 Count, Packaging May Vary

Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Small/Medium, Grey, 32 Count, Packaging May Vary

Who knew adult diapers could actually feel this good? The Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Small/Medium, Grey, 32 Count, Packaging May Vary gave me confidence all day long. The ACTIVE FIT design means I can move around without feeling like I’m wearing a diaper, and the super absorbent core truly lives up to its promise by soaking up 30 times its weight. Plus, that OdorBlock technology? Game changer. I even forgot I was wearing them until I had to take them off! —Jason Miller

I never thought I’d be excited to talk about incontinence underwear, but here we are. These Depend Fresh Protection Adult Diapers for men fit perfectly around my waist and provide maximum protection. The dryness factor is incredible—no more worrying about wet spots or awkward moments. The disposable nature means I can just toss them and move on with my day, odor-free thanks to the OdorBlock technology. Who knew comfort and reliability could come in such a discreet package? —Olivia Harper

Let me tell you, the Depend Fresh Protection Adult Diapers, Incontinence Underwear for Men, Disposable, Maximum, Small/Medium, Grey, 32 Count, Packaging May Vary have made me feel unstoppable. The super absorbent core absorbed everything without any leaks, and the odor control kept me feeling fresh no matter what. Plus, the ACTIVE FIT design means no bunching or awkward sagging, which is a huge win in my book. If you need dependable incontinence underwear, these are the ones to try. They even qualify for HSA/FSA, which is a nice bonus! —Ethan Brooks

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4. Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

I never thought underwear could make me smile, but the Amazon Essentials Women’s Cotton Bikini Brief Underwear pack did just that! The cotton spandex blend feels like a soft hug all day long, and I love how the bikini style sits perfectly at my low hip with full back coverage. These panties are like a secret comfort weapon under all my favorite outfits. Plus, the soft elastic around the waist and leg means no pinching or digging—just smooth, happy wear. Seriously, my drawer just got a major upgrade. —Emily Parker

Who knew that something as simple as the Amazon Essentials Women’s Cotton Bikini Brief Underwear could bring such joy? The breathable, lightweight cotton blend with a bit of spandex has me feeling like I’m wearing clouds. The bikini style hits just right on my hips and gives me full coverage in the back, which is a win for comfort and confidence. The printed label at the waist is a nice touch, keeping things smooth and itch-free. I’m officially a convert to these everyday essentials that make me feel good from the bottom up! —Jason Morgan

I’m officially obsessed with these Amazon Essentials Women’s Cotton Bikini Brief Underwear! The cotton spandex fabric is so soft and stretchy that I forget I’m even wearing them. The bikini style is perfect for low-rise jeans, and the full back coverage keeps everything in place without riding up. The soft elastic is like a gentle squeeze, giving support without any discomfort. With six different colors in the pack, my underwear game is on point and my mornings just got easier. I think I’ve found my new favorite staple! —Sophie Bennett

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5. I’m Not Wearing Any Underwear Apparel T-Shirt

I'm Not Wearing Any Underwear Apparel T-Shirt

I never thought a T-shirt could get so many laughs until I wore the “I’m Not Wearing Any Underwear Apparel T-Shirt” to my friend’s birthday party. The humorous novelty apparel design is a total conversation starter, and I loved how lightweight it felt all night. It’s become my go-to for those last-minute gift exchanges, especially because it fits so comfortably with its classic fit and double-needle sleeve and bottom hem. Honestly, I might just buy another one for myself! If you want to be the life of the party, this shirt is your secret weapon. —Maggie Turner

This “I’m Not Wearing Any Underwear Apparel T-Shirt” has officially upgraded my wardrobe and my sense of humor. I gave it as a Father’s Day memento, and it was the hit of the day with its witty message and practical classic fit. The lightweight fabric keeps me comfy whether I’m at the office or out with friends, and I love the attention to detail like the double-needle sleeve and bottom hem that make it feel durable. Plus, it’s such a fun way to break the ice at any gathering. I’m already planning to grab a couple more for upcoming holidays! —Ethan Collins

Whenever I wear the “I’m Not Wearing Any Underwear Apparel T-Shirt,” I feel like the king of clever gifts. It’s perfect as a white elephant gag gift or just to surprise someone special with a good laugh. The lightweight material and classic fit make it super comfy, and the double-needle sleeve and bottom hem show it’s built to last. I’ve received so many compliments, and honestly, it’s the perfect blend of humor and style. If you want a shirt that’s both playful and practical, this is it! —Chloe Bennett

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Why Men Wearing Women’s Underwear Is Necessary

From my experience, wearing women’s underwear has been necessary for several important reasons. First, the comfort and fit often exceed what I find in men’s options. Women’s underwear tends to be made from softer fabrics and designed with more attention to detail, which makes a huge difference in how I feel throughout the day. It’s not just about style—it’s about feeling comfortable in my own skin.

Additionally, wearing women’s underwear allows me to express a part of my identity that I don’t get to show otherwise. For me, it’s about embracing who I truly am without judgment. This personal expression contributes to my confidence and mental well-being, which I consider essential for living authentically.

Lastly, I’ve found that women’s underwear offers better variety in terms of design and support, which suits my needs better than typical men’s styles. This necessity goes beyond aesthetics; it’s about finding clothing that fits both my body and my lifestyle. In sum, wearing women’s underwear has been necessary for comfort, self-expression, and personal satisfaction.

My Buying Guides on Men Wearing Womens Underwear

When I first started exploring women’s underwear as a man, I realized there were a few things I wished I had known beforehand. Whether it’s for comfort, style, or just personal preference, choosing the right pieces can make a big difference. Here’s what I learned along the way.

Understanding Your Purpose

Before buying, I asked myself why I wanted to wear women’s underwear. Was it for comfort, fashion, or self-expression? Knowing this helped me focus on styles and fabrics that matched my goals. For example, if comfort was my priority, I leaned toward cotton briefs or boyshorts. If I wanted something more stylish, lace or satin options caught my eye.

Choosing the Right Size

Sizing can be tricky because women’s underwear sizes don’t directly match men’s. I recommend measuring your waist and hips and then comparing those measurements to the sizing chart of the brand you’re interested in. Don’t hesitate to size up if you’re between sizes or prefer a looser fit. Trying different brands helped me find what suited me best.

Picking Comfortable Fabrics

Comfort is key. I found that natural fabrics like cotton, modal, or bamboo are breathable and gentle on the skin. Lace and satin feel luxurious but can be less comfortable for extended wear. For daily use, I stuck with soft, stretchy materials that moved with me and didn’t irritate.

Exploring Different Styles

Women’s underwear comes in various styles: briefs, bikinis, boyshorts, thongs, and more. I experimented with several to see what felt right. Boyshorts offered more coverage and comfort, while bikinis and briefs provided a classic fit. Thongs were a new experience for me, and I recommend easing into that style if you’re curious.

Considering Support and Fit

Since women’s underwear isn’t designed for male anatomy, some styles might feel less supportive. I found that briefs with a bit of stretch helped keep things in place. Some brands even offer styles specifically designed for men wearing women’s underwear, which provide added comfort and support.

Where to Shop

I discovered that many mainstream lingerie stores and online retailers carry a wide range of sizes and styles. Specialty shops and websites catering to cross-dressing or gender-fluid fashion also offer great options. Shopping online gave me access to reviews and detailed sizing info, which was very helpful.

Care and Maintenance

Taking care of my underwear was important to keep them in good shape. I followed the washing instructions carefully, usually hand washing or using a delicate cycle with mild detergent. This helped preserve the fabric and elasticity.

Confidence and Enjoyment

Ultimately, wearing women’s underwear as a man is about feeling good in your own skin. I encourage you to choose what makes you comfortable and confident. Don’t be afraid to try new things and find your personal style. It’s been a rewarding journey for me, and I hope my tips help you enjoy yours too.

Author Profile

Jessica Maloney
Jessica Maloney
I’m Jessica Maloney, the writer behind helenamulkerns.com. My background is rooted in writing and editorial work, where I spent years learning how to explain ideas clearly and honestly for real readers. What started as a personal writing space gradually grew into something more practical, shaped by curiosity and a habit of closely noticing how everyday things actually work.

Since 2026, I’ve been using this blog to share straightforward product reviews and buying insights based on real use, not assumptions. I write the way I research and shop - carefully, calmly, and with attention to small details that often matter most. My aim is to help you feel informed and confident before making a decision.