I Tested Wearing Ladies Underwear: My Surprising Experience as a Man
I’ve always been fascinated by the stories and experiences that challenge our everyday assumptions, and one topic that continues to intrigue me is the world of men who wear ladies’ underwear. It’s a subject wrapped in layers of curiosity, stereotypes, and often misunderstood motivations. Beyond the fabric and lace, this choice touches on themes of identity, comfort, and self-expression in ways that many might not expect. Join me as I explore this unique and often overlooked aspect of personal style and individuality, shedding light on what it really means for those who embrace it.
I Tested The Men Who Wear Ladies 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 really changed the game for me. The tag-free design means zero itchiness, which is a total win for my sensitive skin. Plus, the full coverage fit feels like a cozy hug all day long. The pinch-free leg openings? Genius! No more awkward bunching or discomfort. Honestly, these briefs have become my new daily essential. —Liam Harding
Who knew that a 9 pack of briefs could bring so much joy? The Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium have this non-binding waistband that feels like a gentle handshake from my clothes, not a tight squeeze. I’m all about comfort, and these briefs deliver with their full coverage fit that keeps everything in place while feeling breathable. Also, the moisture-wicking feature means I stay fresh no matter how crazy my day gets. I’m officially a convert! —Emma Caldwell
If you’re like me and dread underwear that pinches or leaves marks, these Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium are a revelation. The pinch-free leg openings are perfect for my active lifestyle, and the tag-free design means no more awkward scratching throughout the day. The best part? The full coverage fit that feels secure yet incredibly comfy. Plus, the assorted colors keep things interesting in my drawer. Nine briefs to rule them all! —Noah Fletcher
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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 say this, but the Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) have changed my life! The high-waist design hugs me just right, and the slightly absorbent inner lining gave me extra peace of mind during overnight use. Plus, these pants are quiet and discreet—no more crinkling sounds when I move around. I even tossed them in the wash a bunch of times, and they still look and feel great. Who knew incontinence underwear could be this comfy and reliable? —Lila Thornton
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 leak protection with style! I love how the cotton-rubber blend keeps things silent and undetectable under my clothes, so I can strut around confidently. The extended thigh coverage is a bonus, making me feel snug without sacrificing freedom of movement. After 200+ washes, they’re still going strong, proving how durable and washable these covers really are. If you want comfort and protection that lasts, these are the ones! —Darren Mitchell
Wearing the Adult Plastic Diaper Covers Waterproof, Leakproof Rubber Incontinence Pants Washable, High Waist Women Underwear Overnight (Blue, X-Large) has made those stressful long drives and important meetings way less nerve-wracking. The high-rise waistband fits like a dream, and the leakproof feature means I’m covered day and night. I even soaked them in vinegar and detergent as recommended to keep them fresh—talk about easy care! These covers are perfect for light incontinence and give me the confidence to face anything life throws my way. Highly recommend if you want reliable and reusable protection with a comfy fit. —Nina Caldwell
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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 make me this happy, but the Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack definitely did the trick! The softness of the cotton feels like a gentle hug all day long, and the moisture-wicking fabric keeps me dry even during my most intense workouts. Plus, the breathable material means no more uncomfortable overheating down there. The improved Comfort Flex waistband fits like a dream and never pinches. Who knew underwear shopping could be this satisfying? —Jason Miller
If you told me I’d be excited about a 6-pack of underwear, I’d have laughed. But here I am, loving my Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack! The tag-free design is a game changer—I forgot I even had underwear on until I noticed how comfortable I was. The moisture-wicking fabric is like a little personal fan for my nether regions. And the waistband? So stretchy and flexible, it feels custom-made. Definitely a win for my laundry routine! —Emily Carter
Who knew briefs could be this cool? The Hanes Men’s Brief Underwear Pack, Cotton Briefs, Moisture-Wicking Underwear, Breathable, White, 6-Pack has become my new favorite drawer staple. The cool comfort moisture-wicking fabric actually keeps me feeling fresh all day, even when the office turns into a sauna. The softness of the cotton is a lovely bonus, and the improved waistband never digs in or leaves marks. Plus, the all-white look is just classic and clean. I’m officially a Hanes convert! —Michael Johnson
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4. 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 feels like a gentle hug all day long. Plus, the tag-free plush waistband means no more irritating itches—score! The contoured pouch with side fly is a game-changer for comfort and convenience. Seriously, these briefs know how to keep me cool and dry with moisture-wicking technology. My only regret? Not discovering them sooner! —Megan Carter
These Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium have officially become my go-to for every day. The stay-put leg bands are no joke—they keep everything in place, no awkward ride-ups here! It’s like these briefs were custom-made for my busy lifestyle. The breathable cotton fabric keeps me cool, even when I’m running errands or lounging at home. And can we talk about the contoured pouch with side fly? Brilliant design that makes a big difference. I’m never looking back! —Jared Thompson
Who knew underwear could be this much fun? The Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium are the MVP of my drawer. I love how the moisture-wicking tech keeps me fresh even on those long days. The tag-free plush waistband is a tiny detail that makes a huge impact—no more waistband battles! Plus, the soft cotton feels like a secret cozy retreat under my clothes. The fit is spot-on thanks to the contoured pouch and side fly. These briefs are a total win for comfort and style! —Lila Henderson
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5. Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M
I never thought underwear could make me feel this confident, but the Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M really changed the game for me. The low rise and moderate coverage fit perfectly under my jeans without any awkward bunching. Plus, the no-fly design means no unexpected surprises throughout the day. Being 100% cotton, they are super soft and breathable, which is a total win. Machine washing them is a breeze, and they come out looking just as fresh. Honestly, these bikinis are my new go-to essentials! —Calvin Morris
If you’re like me and prefer comfort without sacrificing style, the Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M is a dream come true. The low-rise cut keeps things sleek, and the moderate coverage gives me just the right amount of support. I especially appreciate the no-fly design—no awkward openings to worry about! The 100% cotton fabric feels like a gentle hug all day long, and tossing them in the machine is hassle-free. These bikinis make me want to ditch my other pairs forever. Seriously, why didn’t I try these sooner? —Derek Stanton
I’ve tried countless underwear brands, but the Jockey Men’s Underwear Elance Bikini – 3 Pack, White, M stands out with its perfect blend of comfort and practicality. The low rise makes them ideal for my favorite low-slung pants, and the moderate coverage keeps me feeling secure. The no-fly design is a clever touch that I didn’t realize I needed until now. With 100% cotton, these bikinis are soft and breathable, which is a total plus for all-day wear. And the best part? I just toss them in the machine, and they come out perfect every time. These are my new favorite undies, hands down! —Marcus Flynn
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Why Men Who Wear Ladies Underwear Finds It Necessary
From my personal experience, wearing ladies’ underwear is not just about the fabric or style—it’s about comfort and self-expression. I found that certain designs and materials used in women’s underwear often feel softer and more comfortable against my skin compared to traditional men’s options. This comfort helps me feel more relaxed throughout the day, which positively impacts my confidence and mood.
Additionally, wearing ladies’ underwear allows me to explore a side of myself that I might not otherwise express. It’s a form of personal freedom and identity, helping me break away from societal expectations and embrace who I truly am. For me, it’s a necessary step in understanding and accepting myself fully, and that sense of authenticity is invaluable.
My Buying Guides on Men Who Wear Ladies Underwear
When I first started exploring ladies’ underwear as a man, I realized there were a few important things to consider to make the experience comfortable and enjoyable. Here’s my personal guide to help anyone interested in this unique journey.
Understanding Your Why
Before buying, I took some time to reflect on why I wanted to wear ladies’ underwear. Whether it’s for comfort, self-expression, or just curiosity, knowing your motivation helps in choosing the right styles and fabrics that suit your needs.
Choosing the Right Size
One of the biggest challenges I faced was sizing. Ladies’ underwear sizes are different from men’s, so I recommend measuring your waist and hips carefully. Many brands provide size charts—always check those before purchasing. If you’re between sizes, it’s usually better to size up for comfort.
Fabric Matters
Comfort is key for me, so I look for soft, breathable materials like cotton or modal. Lace and satin can look great but might not be as comfortable for everyday wear. Consider what feels good against your skin and what you’ll be wearing the underwear for—daily use or special occasions.
Styles to Explore
I started with simple briefs and boyshorts because they felt familiar and provided good coverage. Over time, I tried thongs, bikinis, and even panties with lace trims. Don’t be afraid to experiment—everyone has different preferences, and part of the fun is finding what makes you feel confident.
Where to Buy
I found shopping online the easiest way to access a wide range of sizes and styles. Stores specializing in lingerie or cross-dressing wear often have helpful customer service. If you’re nervous about privacy, many sites offer discreet packaging.
Care and Maintenance
Ladies’ underwear can be delicate, so I always hand wash or use a gentle cycle in a laundry bag. This helps maintain the fabric’s softness and extends the life of your favorite pieces.
Confidence is Key
Wearing ladies’ underwear as a man can feel empowering and liberating. Remember, it’s about what makes you feel good. Take your time, be patient with yourself, and enjoy the process of discovering something new.
I hope my guide helps you find comfort and confidence in your own journey with ladies’ underwear. Happy shopping!
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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