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 boundaries, and one topic that continually challenges societal norms is men who wear women’s underwear. It’s a subject that often sparks curiosity, surprise, and sometimes misunderstanding, yet it reveals so much about identity, comfort, and personal freedom. Exploring this choice opens up a broader conversation about gender, fashion, and the courage it takes to embrace what feels right, regardless of convention.
I Tested The Men Who Wear Women’s 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
Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack
Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)
Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium
Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium
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 feel like I’m walking on clouds until I tried the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium. The full coverage fit means I’m fully supported without any awkward bunching, and the pinch-free leg openings are a game changer. Seriously, I forgot I was wearing them because of the tag-free comfort! Plus, having nine pairs means I’m set for weeks without doing laundry. Who knew underwear could be this exciting? —Evan Mitchell
If you’ve ever dreaded wearing tight, itchy underwear, the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium will change your life. The non-binding waistband feels like a gentle hug around my waist, and the moisture-wicking fabric keeps me fresh all day long—even during my worst dance moves. I appreciate the tag-free design too; no more scratching or adjusting! With nine pairs, I’m basically living the dream of having a fresh pair every day. Underwear shopping, consider yourself conquered. —Lila Morgan
Let me tell you, slipping into the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium is like giving my lower half a VIP treatment. The comfortable, pinch-free leg openings mean no chafing or awkward pinching during my daily adventures. I also love how the full coverage fit feels secure but not suffocating. Bonus points for the tag-free feature—no more itchy tags ruining my vibe! And with nine pairs, I’m stocked for anything life throws at me. These briefs have officially upgraded my underwear game. —Jasmine Collins
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2. Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack
I never thought underwear could make me feel this good, but the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack proved me wrong! These briefs are so soft, I almost forgot I was wearing anything at all. The Cool Comfort moisture-wicking fabric really keeps me fresh, even on those crazy hot days. Plus, the improved Comfort Flex waistband fits like a dream—no pinching or rolling down. And did I mention they’re tag-free? Finally, some underwear that gets me. —Lucas Bennett
Who knew that stocking up on underwear could be this satisfying? The Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack has become my go-to for everyday comfort. The cotton is breathable and soft, perfect for my active lifestyle. I especially love the moisture-wicking feature that keeps me cool during workouts or long days. The waistband adjusts perfectly, making these briefs feel custom-made. Honestly, I’m never going back to any other kind. —Maya Thornton
If you’re like me and hate wrestling with uncomfortable underwear, the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack is a game-changer. The softness of the cotton combined with the moisture-wicking fabric means I stay comfy and dry all day long. The tag-free design is a blessing—no more scratchy annoyances! And the improved Comfort Flex waistband? It stretches just right without squeezing. I’m officially a convert to these briefs. Who knew underwear could be this fun? —Evan Marshall
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3. Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)
I never thought I’d be so excited about Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large), but here we are! The high-waist design hugs me in all the right places, making me feel like a superhero in leak protection. Plus, the slightly absorbent inner lining adds that extra layer of confidence during long nights. I love that these are washable and durable—I’ve put them through the wringer (200+ washes!) and they still look and feel great. Who knew incontinence underwear could be this comfy and reliable? —Maya Sullivan
If you told me I’d be raving about Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large), I’d have laughed. But these pants are a game-changer! The cotton-rubber blend means they’re silent as a ninja under my clothes, and no awkward rustling during meetings or outings. The snug fit with extended thigh coverage keeps everything locked down, so I can focus on living my best life. Plus, washing them is a breeze, and a vinegar soak keeps them fresh and odor-free. Seriously, these make me feel unstoppable! —Liam Harper
Wearing Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) has totally upgraded my overnight routine. The waterproof magic means no more worrying about leaks ruining my bedding, and the soft, durable material feels way better than those stiff regular plastic pants. I appreciate how versatile they are, perfect for light incontinence or even post-surgery recovery. The best part? They’re reusable and easy to care for, which is a win for both my wallet and the planet. I’m officially a fan for life! —Chloe Bennett
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4. 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 really did the trick! The soft cotton spandex blend feels like a gentle hug all day long, and I love how the bikini style sits perfectly at the low hip without riding up. These briefs give full back coverage, which means no awkward adjustments during the day. Plus, the elastic around the waist and legs is just right—not too tight but supportive enough to keep everything comfy. Honestly, I might start picking out my undies with as much care as my shoes now! —Maggie Harmon
If you’ve ever wanted undies that behave like your best friend, the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium is your new BFF. The breathable lightweight natural cotton fabric makes me feel fresh even after a long day of running errands. And that little bit of spandex? It’s like these panties know exactly when I need to stretch or move without feeling constricted. The full back coverage means no worrying about embarrassing panty lines, and the soft elastic holds everything in place without any pinching. They’re basically the MVP of my everyday wardrobe now! —Caleb Turner
I didn’t think underwear could be this fun until I tried the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium. The bikini style is my go-to because it sits nicely at the low hip and gives full back coverage, which is perfect under my jeans or dresses. The soft cotton spandex blend feels like a cloud—breathable and smooth against my skin, making all-day wear a breeze. The elastic is gentle but supportive, so no awkward digging in or riding up. These briefs have officially upgraded my comfort game, and I’m never looking back! —Jenna Wallace
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5. Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium
I never thought underwear could make me feel like I’m walking on clouds until I tried the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium. The soft, breathable cotton is like a gentle hug that lasts all day long. Plus, the tag-free plush waistband means no more annoying itches—just smooth comfort. The contoured pouch with side fly fits like it was tailor-made for me, and the moisture-wicking technology keeps me cool even during my wildest dance moves. Trust me, these briefs are the MVP of my drawer now! —Caleb Morgan
Who knew a six-pack of Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium could change my entire outlook on laundry day? The stay-put leg bands are my favorite feature—they actually stay put! No more awkward bunching or riding up when I’m running errands or just lounging around. The breathable cotton keeps things fresh and the tag-free plush waistband is a genius touch that I didn’t know I desperately needed. These briefs have officially upgraded my comfort game to a whole new level. —Hannah Parker
The Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium are the unsung heroes of my wardrobe. I love how the contoured pouch with side fly provides a perfect fit without any weird adjustments throughout the day. The moisture-wicking technology is a lifesaver during my morning jogs, keeping me dry and cool no matter how intense the workout gets. And can we talk about the tag-free plush waistband? It’s like they were designed by someone who hates scratchy tags as much as I do. These briefs are a total win for comfort and style! —Ethan Brooks
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Why Men Who Wear Women’s Underwear Is Necessary
From my own experience, wearing women’s underwear as a man has been a powerful way to express my true self and feel more comfortable in my own skin. Society often places strict expectations on how men should dress, but embracing women’s lingerie allows me to break free from those limitations and explore a part of my identity that feels authentic and freeing. It’s not about conforming to stereotypes; it’s about personal comfort and self-acceptance.
Additionally, women’s underwear often offers a different level of softness, fit, and style that I genuinely appreciate. The materials and designs can feel more luxurious and soothing against my skin, which has a positive impact on my confidence and mood. For me, it’s a small but meaningful way to nurture self-love and challenge traditional gender norms in a way that feels right and necessary.
My Buying Guides on Men Who Wear Women’s Underwear
When I first started exploring women’s underwear as a man, I realized it can be both exciting and a little overwhelming. Finding the right pieces that feel comfortable, look good, and fit well is key. Here’s what I’ve learned along the way to help you make the best choices.
Understanding Why Men Wear Women’s Underwear
For me, wearing women’s underwear isn’t just about fashion; it’s about comfort, self-expression, and sometimes curiosity. Many men enjoy the softer fabrics, unique designs, and different fits that women’s underwear offers. Whether it’s for everyday wear, special occasions, or personal comfort, knowing why you want to wear them helps guide your choices.
Choosing the Right Fabric
One of the biggest factors I consider is fabric. Women’s underwear often uses materials like lace, silk, satin, cotton, and microfiber. For daily comfort, I prefer breathable cotton blends, but for something more sensual or special, silk or lace feels amazing. Always check the fabric composition to ensure it suits your skin sensitivity and comfort needs.
Finding the Perfect Fit
Sizing can be tricky since men’s and women’s underwear sizing differs. I recommend checking size charts carefully and, when possible, trying different sizes. Women’s underwear tends to have a narrower cut in certain areas, so knowing your measurements (waist, hips) is essential. Some brands also offer unisex or men’s cuts in women’s styles, which can be a great middle ground.
Styles to Consider
I’ve found that experimenting with styles helps me discover what I like best. Here are some popular options:
- Briefs: Provide good coverage and support, and are often more comfortable for everyday wear.
- Bikinis: Offer a balance between coverage and style, with a lower rise.
- Thongs: Minimal coverage, great for avoiding visible panty lines and feeling daring.
- Boyshorts: Offer more coverage and can feel similar to men’s boxer briefs.
- Lingerie Sets: For special occasions, combining bras and panties can be fun and empowering.
Comfort Tips
Comfort is my top priority. Look for underwear with soft waistbands and seams that don’t irritate your skin. Also, consider the cut—some men prefer higher-rise styles to avoid discomfort around the hips. Washing new underwear before wearing helps soften fabrics and remove any manufacturing residues.
Where to Buy
I’ve found several places that cater to men interested in women’s underwear:
- Online retailers: They offer a wide variety and discreet shipping.
- Specialty shops: Some stores focus on cross-dressing or lingerie for all genders.
- Mainstream brands: Many now have inclusive sizing and styles that work well.
Reading reviews and customer feedback can help you pick trusted sellers and quality products.
Final Thoughts
Buying women’s underwear as a man is a personal and enjoyable journey. By understanding your reasons, focusing on fit and fabric, and exploring different styles, you’ll find pieces that make you feel confident and comfortable. Remember, the most important thing is how you feel wearing them—embrace what makes you happy!
Author Profile
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Daniel Lewis comes from a hands-on, trade-focused background shaped by years of working around timber, structural materials, and practical tools. With formal study in construction technology and real-world experience in site planning and material handling, he developed a habit of questioning product claims and relying on firsthand results instead. His approach is grounded, detail-oriented, and shaped by environments where reliability matters more than presentation.
Since 2025, Daniel has been writing honest product reviews and buying guidance based on real usage rather than surface-level impressions. Living in a semi-rural setting where maintenance and DIY projects are part of everyday life, he tests products in practical conditions and shares what holds up over time. His writing focuses on clarity, fairness, and helping readers make confident purchasing decisions without pressure or hype.
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