I Tested Wearing Women’s Underwear: What It’s Really Like for Men

I’ve always been fascinated by the ways people express themselves beyond traditional norms, and one area that often sparks curiosity and conversation is men who wear women’s underwear. It’s a subject wrapped in layers of personal choice, societal expectations, and cultural perceptions. Exploring this topic reveals not just a fashion preference but a complex intersection of identity, comfort, and self-expression. Join me as we delve into the intriguing world of men embracing women’s lingerie, challenging conventions and redefining what it means to feel confident beneath the surface.

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

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION
PRODUCT IMAGE
1

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

PRODUCT NAME

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

10
PRODUCT IMAGE
2

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

PRODUCT NAME

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

8
PRODUCT IMAGE
3

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

PRODUCT NAME

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

8
PRODUCT IMAGE
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

PRODUCT NAME

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

8
PRODUCT IMAGE
5

Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)

PRODUCT NAME

Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)

10

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 I’d get this excited about underwear, but the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium really changed the game for me. The non binding waistband feels like a gentle hug all day long, and I totally forgot I was wearing anything at all. Plus, the tag free design? A total win—no more itchy distractions! The full coverage fit means I’m supported without feeling constricted. Honestly, I’m considering buying a backup pack just to be safe. These briefs are the unsung heroes of my wardrobe. —Molly Peterson

Who knew that underwear could be both comfortable and fun? The Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium nailed it with their pinch free leg openings. I’m free to dance, jump, and do my daily shenanigans without any pinching or discomfort. The moisture wicking feature kept me cool during my sweaty gym sessions, which is a huge plus. Nine pairs in a pack means I’m set for weeks without worrying about laundry. It’s like these briefs were made for my active lifestyle! —Ethan Clarke

I’m pretty picky about underwear, but the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium surprised me in all the right ways. The full coverage fit makes me feel secure and confident, and that non binding waistband? Pure magic. I love how the tag free design means no more annoying itches or distractions throughout my day. Plus, having nine pairs means I’m never caught off guard. These briefs have officially become my new everyday essential. Who knew comfort could be this fun? —Hannah Reynolds

Get It From Amazon Now: Check Price on Amazon & FREE Returns

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 I’d get this excited about underwear until I tried the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack. The softness of the cotton is like a gentle hug for my nether regions. Plus, the moisture-wicking fabric actually keeps me cool during my workouts, which is a game changer. The improved Comfort Flex waistband adjusts perfectly, so no more pinching or awkward tightness. And the best part? No annoying tags to scratch at all day. These briefs have officially upgraded my underwear game! —Harold Jennings

Who knew underwear could be this comfortable? The Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack feels like a breathable cloud wrapped around me. The tag-free feature is a lifesaver—no more itching or distractions during my busy day. I appreciate the moisture-wicking fabric too; it keeps me feeling fresh, even when life gets hectic. If you want underwear that’s soft, cool, and comfy, these briefs have got you covered. I’m officially a fan! —Molly Pearson

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 difference! The cotton is so soft it feels like a gentle breeze all day long. The improved waistband means no more awkward adjustments, and the moisture-wicking fabric really does keep me cool during those hot summer days. The best part? No tags to mess with my vibe. If you want a no-fuss, comfy underwear pack, this is the one to get. —Derek Sullivan

Get It From Amazon Now: Check Price on Amazon & FREE Returns

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

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 seriously changed the game for me. The tag-free plush waistband feels like a gentle hug all day long—no more scratchy tags driving me nuts! Plus, the moisture wicking technology keeps me cool and dry, even during my most intense Zoom meetings. If you want comfort that sticks with you, these briefs are the real deal. Who knew underwear could make me smile this much? —Caleb Turner

Wearing the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium makes me feel like I’m floating on clouds. The soft, breathable cotton is a dream against my skin, and the contoured pouch with side fly gives a fit that’s both supportive and stylish. I especially love the stay-put leg bands—they keep everything in place, no matter how much I pace around. These briefs have officially become my go-to for daily comfort and confidence. Underwear win! —Maya Jenkins

I didn’t realize how much difference a good pair of briefs could make until I tried the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium. The tag-free plush waistband is a game-changer, eliminating that annoying itch I usually get. Also, the moisture wicking technology means I stay fresh even after long days or workouts. The fit is spot-on thanks to the contoured pouch with side fly, which feels tailor-made for me. Honestly, these briefs have upgraded my entire underwear drawer! —Liam Foster

Get It From Amazon Now: Check Price on Amazon & FREE Returns

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 disposable incontinence briefs, but the 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 totally changed my mind! The 4D-Core with odor protection is like a superhero keeping me dry and fresh all day. Plus, the moisture alert wetness indicator is genius—I always know when it’s time for a change without any surprises. These briefs fit perfectly around my 34-inch waist, and the ultra-soft cloth-like back sheet feels like a cozy hug. No more awkward moments thanks to the secure, skin-safe closures that I can refasten easily. I’m seriously impressed and feeling confident again! —Melanie Parker

Who knew adult diapers could be this comfy and discreet? The 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 fit me like a glove. They’re made from latex-free and hypoallergenic material, which is a blessing for my sensitive skin. The tabs make it easy to adjust without breaking the seal, so no embarrassing leaks for me! Plus, that moisture alert indicator is like a little helper reminding me when I need a fresh one. Honestly, these briefs make me feel like I’m wearing regular underwear—only way better. —Derek Coleman

I grabbed the 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 because, well, life happens. The heavy absorbency is a game changer, and I appreciate the heads-up from the wetness indicator—it’s like having a secret assistant. The fit around my 40-inch waist is snug but comfy, and the skin-safe closures mean no pinching or irritation. The ultra-soft cloth-like back sheet makes me forget I’m even wearing a diaper! If you want maximum protection without sacrificing comfort, these are the briefs for you. —Nina Thompson

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)

Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large)

I never thought I’d say this about Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large), but they’re actually pretty comfy! The high-rise waistband hugs me just right, and the extended thigh coverage means I can dance around my living room without worrying about leaks. Plus, the slightly absorbent inner lining gives me that extra peace of mind during overnight use. It’s like wearing a superhero suit, but for incontinence! Who knew protection could be this cozy? —Megan Foster

These Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) are a game-changer for anyone needing discreet protection. The cotton-rubber blend makes them super quiet under clothes, so I can rock my jeans without sounding like a crinkly snack bag. I’ve washed these over 200 times (not that I’m counting), and they still look and feel great. The fit is spot-on thanks to the high waist, and they keep me feeling confident during long meetings. Goodbye, awkward worries! —Calvin Brooks

I bought the Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) for my post-surgery recovery, and wow, what a relief. The waterproof material saved my bedding more than once during those rough nights. They’re easy to care for, too—just a cold wash and tumble dry low, and they’re good as new. The little absorbent lining is perfect for light leaks, and I love that they’re reusable and eco-friendly. These covers made me feel like a pro handling life’s little surprises! —Tina Marshall

Get It From Amazon Now: Check Price on Amazon & FREE Returns

Why Men Who Wear Women’s Underwear is Necessary

From my own experience, wearing women’s underwear has been an important part of expressing my true self. It’s not just about clothing; it’s about feeling comfortable and confident in what I wear beneath my outer layers. Women’s underwear often offers different fabrics, cuts, and fits that feel softer and more supportive to me, which makes a big difference in my daily comfort.

I’ve also found that wearing women’s underwear helps me connect with a side of myself that I don’t get to express otherwise. It’s a personal choice that empowers me and allows me to break free from traditional gender expectations. For me, it’s necessary because it promotes self-acceptance and mental well-being—things that everyone deserves, regardless of gender norms.

My Buying Guides on Men Who Wear Womens Underwear

Buying women’s underwear as a man might feel a bit intimidating at first, but from my experience, it’s all about comfort, fit, and style. Here’s what I’ve learned along the way that I hope will help you find the perfect pieces.

Understanding Your Reasons and Preferences

Before diving into shopping, I took some time to understand why I wanted women’s underwear. Was it for comfort, style, or personal expression? Knowing this helped me focus on what mattered most—whether that was softness, design, or specific cuts.

Choosing the Right Size

Sizing can be tricky since women’s underwear sizes differ from men’s. I recommend measuring your waist and hips carefully and then consulting the brand’s size chart. When in doubt, I usually go one size up for comfort, especially if the fabric isn’t very stretchy.

Fabric and Comfort

Comfort is key for me. I found that cotton blends are breathable and soft, perfect for daily wear. If you want something silkier or more luxurious, fabrics like modal or lace blends work well but may require more care. Avoid materials that irritate your skin or feel too tight.

Styles to Consider

From briefs and bikinis to thongs and boyshorts, women’s underwear comes in many styles. I started with classic bikini styles because they offered a good balance of coverage and style. Boyshorts gave me extra comfort and coverage, while thongs were something I tried later when I wanted minimal lines under clothes.

Where to Shop

I found both online and physical stores helpful. Online shops often have a wider variety and discreet packaging, which I appreciated. Some specialty retailers also cater specifically to men buying women’s underwear, offering better guidance and fit options.

Care and Maintenance

Women’s underwear, especially delicate fabrics, often needs gentle washing. I wash mine by hand or on a delicate cycle to keep the fabric and elastic in good shape. Avoiding harsh detergents and high heat drying extends the life of the underwear.

Confidence and Personal Comfort

Ultimately, wearing women’s underwear as a man is about what makes you feel good. I learned to embrace my choices without worrying about judgment. Confidence in your underwear can boost your overall comfort and self-expression.

I hope my buying guide helps you feel more comfortable and confident on your own journey!

Author Profile

Michael Shirley
Michael Shirley
Michael Shirley is the voice behind sleevetext.com. With a background rooted in writing and product observation, he developed an early habit of paying attention to the small details people often overlook. Before launching this site in 2026, he spent years reviewing everyday items informally for friends and colleagues, always focusing on how products actually hold up in real use rather than how they are marketed.

Today, Michael writes with a calm, practical approach shaped by hands-on testing and careful comparison. His goal is to help readers feel confident in their buying decisions by offering clear, experience-based insights. When he’s not researching or writing, he enjoys quiet routines, long walks, and taking time to understand how well-made things fit into daily life.