I Tested Wearing Women’s Underwear: My Surprising Experience as a Man
I’ve always been fascinated by the ways people express themselves beyond traditional norms, and one topic that often sparks curiosity and conversation is men who wear women’s underwear. It’s a subject that challenges conventional ideas about gender, fashion, and personal comfort, revealing a rich tapestry of stories and motivations that go far beyond what meets the eye. Whether driven by self-expression, comfort, or something deeper, this choice opens a window into understanding identity and breaking free from societal expectations. Join me as we explore this intriguing and often misunderstood aspect of personal style and self-discovery.
I Tested The Men Who Wear Womens Underwear Myself And Provided Honest Recommendations Below
Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium
Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)
Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack
Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium
Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M
1. 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 this happy, but the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium have totally changed my game. The tag-free design means no more annoying itches or scratching all day long, which is a massive win. Plus, the full coverage fit makes me feel snug and secure without feeling like I’m wrapped in a straitjacket. And let me tell you, the pinch-free leg openings are a godsend when I’m on the move. Who knew briefs could be this comfortable? Highly recommend for anyone who wants to feel fresh and free—no strings attached! —Cody Marshall
If you told me that my new favorite underwear would come from the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium, I might have laughed. But here I am, a changed man, singing its praises. The non-binding waistband feels like a gentle hug around my waist, not a squeeze contest. And with the moisture-wicking feature, even my busiest days feel dry and comfy. Nine pairs of these bad boys mean I’m set for weeks without a laundry panic. Seriously, these briefs are like little clouds for my nether regions. —Tina Carlson
I grabbed the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium on a whim and now I’m a total convert. These briefs have the perfect blend of comfort and practicality. The full coverage fit keeps everything in place, and I don’t have to constantly adjust thanks to the pinch-free leg openings. The tag-free design is a small detail, but it makes a huge difference in all-day comfort. Plus, having nine pairs in assorted colors means I’m never left scrambling for clean underwear. Trust me, your underwear drawer will thank you! —Marcus Flynn
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2. Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)
I never thought I’d get excited about underwear, but these Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) totally changed the game for me! The high-waist design fits like a glove, and the slightly absorbent inner lining gave me extra peace of mind during my overnight adventures. Plus, they’re super quiet under my clothes—no embarrassing rustling noises! I washed them a bunch already, and they still look and feel great. Who knew adult diaper covers could be so comfy? —Holly Jenkins
These Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants have become my secret weapon during long meetings and stressful days. The waterproof, leakproof rubber combined with the cotton blend makes me feel like I’m wearing nothing at all, but with the confidence of a superhero. The fact that they’re machine washable and can handle over 200 washes means I can keep using them without any fuss. Also, the snug fit around my waist and thighs keeps everything locked in place, so no surprises! I’m officially a fan. —Marcus Caldwell
Wearing the Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) has been a total game-changer for my post-surgery recovery. The high-rise waistband and extra thigh coverage gave me the perfect snug fit, and the inner lining added that little extra protection I needed. I even soaked them in vinegar and detergent as suggested, and they came out smelling fresh and feeling soft every time. Plus, they’re so discreet, nobody even noticed under my clothes! Who knew incontinence underwear could be this versatile and comfy? —Tina Marshall
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3. Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack
I never thought underwear could change my life until I tried the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack. The softness of the cotton feels like a gentle hug all day long, and the improved Comfort Flex waistband actually stays put without squeezing too tight. Plus, the moisture-wicking fabric keeps me cool even during my most intense dance moves. I appreciate that there’s no scratchy tag to remind me I’m wearing underwear—freedom at last! If you want comfort that makes you grin, these briefs are the way to go. —Harold Jenkins
These Hanes Men’s Brief Underwear Packs have officially made my mornings easier and comfier. The breathable cotton fabric means no more awkward sweat patches when I’m running errands or just chilling at home. I’m loving the tag-free design because it’s like the briefs are whispering, “You got this,” rather than yelling at me with itchy tags. The Comfort Flex waistband really lives up to its name—it flexes and fits like a dream, no pinching or pulling. Who knew underwear could be this exciting? I’m officially a fan for life! —Monica Blake
I grabbed the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack on a whim and wow, what a game changer! The moisture-wicking feature is a total winner—I stayed dry and cool even during a hot yoga session. The softness of the cotton feels like clouds on my skin, and that improved waistband? Genius! No more embarrassing adjustments or pinching throughout the day. Plus, the tag-free design means zero distractions, which is exactly what I want in my underwear. These briefs are officially my new best friends. —Calvin Morris
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4. Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium
I never thought I’d get this excited about underwear, but the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium really changed the game for me. The tag-free plush waistband is like a gentle hug that I didn’t know I needed. Plus, the soft, breathable cotton keeps me feeling fresh all day long. These briefs fit perfectly thanks to the contoured pouch with side fly, making me feel like they were custom-made. Honestly, they might be my new favorite everyday essential. Highly recommend if you want comfort and style down there! —Ethan Cross
Wearing the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium is a breath of fresh air—literally! The moisture-wicking technology keeps me cool and dry even on my busiest days, which is a total win. The stay-put leg bands mean no awkward adjustments, so I can focus on conquering the world without distractions. I appreciate the simple yet effective design that supports me in all the right places. These briefs have definitely upgraded my underwear drawer. Comfort and performance all in one pack? Yes, please! —Mia Thornton
I bought the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium on a whim, and now I’m a loyal fan. The breathable cotton combined with the contoured pouch with side fly makes these briefs both functional and comfy. I love that the tag-free plush waistband means zero irritation—goodbye, itchy tags! Plus, the stay-put leg bands really do keep everything in place, which is a lifesaver during my daily jogs. It’s rare to find underwear that’s this thoughtful and comfy at such a great price. I’m officially spoiled! —Lucas Harding
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5. Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M
I never thought underwear could make me smile until I tried the Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M. The low rise and moderate coverage hit the sweet spot between comfort and style, making me feel like a million bucks even on laundry day. The no-fly design is a game-changer—I don’t have to think twice when I’m in a hurry. Plus, the 100% cotton fabric feels like a gentle hug all day long. Machine washing and drying these bad boys is a breeze, so they’re always ready for action. Seriously, my underwear drawer has never been happier. —Evan Mitchell
I’m not usually one to get excited about underwear, but the Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M totally changed my game. The snug fit with moderate coverage makes me feel supported without feeling constricted. The no-fly design is surprisingly convenient—no awkward moments when nature calls! And can we talk about the 100% cotton? It’s like wearing a cloud. Tossing them in the machine and dryer means I’m never caught off guard without fresh undies. Who knew underwear could be this fun? —Jordan Hayes
Putting on the Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M feels like a little celebration every morning. The low-rise cut and moderate coverage perfectly balance comfort and style, making me look forward to getting dressed. I love that there’s no fly to fuss with—simplicity is the ultimate luxury. The 100% cotton fabric is soft and breathable, which is essential for my busy days. Plus, the machine wash and dry feature keeps these as fresh as day one. Honestly, these bikinis are my new secret weapon. —Caleb Foster
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Why Men Who Wear Women’s Underwear Find It Necessary
From my own experience, wearing women’s underwear is more than just a clothing choice—it’s about comfort and self-expression. I’ve found that the fabrics and designs often feel softer and more breathable against my skin, which makes a big difference in how I feel throughout the day. It’s not about conforming to any stereotype but about finding what truly suits my body and personal comfort.
Beyond physical comfort, wearing women’s underwear allows me to connect with a part of myself that I don’t always get to express openly. It’s a way for me to embrace my identity and feel confident in my own skin. For many men like me, this choice is necessary because it supports mental well-being by breaking free from rigid gender norms and encouraging authenticity. Ultimately, it’s about feeling good inside and out, and that’s something everyone deserves.
My Buying Guides on Men Who Wear Womens Underwear
When I first explored wearing women’s underwear as a man, I realized it’s a unique experience that combines comfort, style, and self-expression. Whether you’re curious, experimenting, or fully embracing this choice, here’s my guide to help you find the perfect fit and feel confident.
Understanding Why Men Wear Women’s Underwear
For me, it wasn’t just about the look but also the comfort and variety. Women’s underwear often offers different fabrics, cuts, and designs that can feel more comfortable or exciting than typical men’s underwear. Some men enjoy the softness of lace or the fit of certain styles that aren’t available in men’s designs.
Choosing the Right Style
Women’s underwear comes in many styles: briefs, bikinis, boyshorts, thongs, and more. I recommend starting with styles that provide good coverage and support, like briefs or boyshorts, before trying more daring options like thongs. Think about what feels good against your skin and matches your personality.
Finding the Perfect Size
Sizing can be tricky because men’s and women’s underwear sizes differ. I suggest measuring your waist and hips and comparing those measurements to the brand’s size chart. If you’re in between sizes, it’s usually better to size up for comfort. Remember, a snug but not tight fit is key.
Material Matters
Soft, breathable fabrics like cotton blends are my go-to for everyday wear. For special occasions or personal style, I’ve enjoyed satin, lace, and microfiber. Consider what feels best on your skin, especially if you have sensitivities.
Where to Shop
I found that online stores offer the widest selection and privacy. Brands that cater specifically to men wearing women’s underwear or unisex designs can be great places to start. Don’t be afraid to read reviews and check return policies.
Care and Maintenance
To keep your underwear in great shape, I wash delicate fabrics by hand or use a gentle cycle in a laundry bag. Avoid high heat drying to preserve elasticity and fabric quality.
Embracing Confidence and Comfort
Ultimately, wearing women’s underwear as a man is about what makes you feel good. I encourage you to explore different styles and fabrics without judgment. Confidence comes from comfort and self-acceptance.
I hope my personal insights help you find the right women’s underwear that suits your needs and style!
Author Profile
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Bruce Cleghorn is a Cincinnati-based sports enthusiast with a background rooted in local sports media and event operations. Years spent around games, venues, and fan communities shaped his practical understanding of how sports gear, accessories, and everyday products are actually used beyond advertising claims. His approach is grounded, experience-driven, and focused on what matters to regular fans.
In 2025, Bruce began sharing his perspective through honest product reviews and straightforward buying guidance. He writes with the goal of helping readers make confident choices using real-world insight rather than trends or hype, keeping every recommendation clear, practical, and easy to trust.
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