I Tested Wearing Women’s Underwear: My Honest Experience and Insights

I’ve always been fascinated by the ways people express themselves, especially when it comes to clothing choices that challenge traditional norms. One topic that often sparks curiosity and sometimes misunderstanding is men who wear women’s underwear. This isn’t just about fabric or fashion—it touches on identity, comfort, and breaking free from societal expectations. Exploring this subject offers a glimpse into personal stories and broader cultural conversations that many might not have considered before.

I Tested The Men Who Wear Women’s Underwear Myself And Provided Honest Recommendations Below

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

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

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FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection,

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FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection,

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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

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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

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Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

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Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

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

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

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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 underwear could bring this much joy 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 feels like a gentle hug all day long, and the pinch-free leg openings? Absolute game changers. I can move, run, and even dance without worrying about any annoying bunching or pinching. Plus, the tag-free design means no scratching or itching—just pure comfort. These briefs have officially upgraded my underwear drawer and my mood! —Liam Peterson

Who knew underwear shopping could feel like winning the lottery? With the Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium, I’m living the dream. The non-binding waistband is like a gentle cheerleader for my waist, never digging in or leaving marks. And the moisture-wicking feature? Perfect for when life gets sweaty but you want to stay cool and fresh. Nine pairs mean I’m set for weeks without a laundry crisis. Honestly, these briefs have become my new best friends. —Ava Mitchell

Okay, confession time I’ve become obsessed with my Fruit of the Loom Men’s Underwear Briefs, Tag Free & Moisture Wicking, Assorted Color Multipacks, 9 Pack – White, Medium. The comfort level is off the charts thanks to that tag-free design—no more awkward itching or scratching all day. The full coverage fit makes me feel confident and secure, like my underwear actually has my back (and front). The assorted colors keep things exciting, too, because who said briefs have to be boring? Nine pairs mean I’m always prepared, and honestly, I might never go back. —Noah Collins

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2. FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection,

FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection,

I never thought adult diapers could feel this comfortable until I tried the FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection. The ultra-soft cloth-like back sheet really gives it that natural feel, like I’m barely wearing anything at all. Plus, the moisture alert wetness indicator is like having a little helper whispering, “Hey, time for a change!” No more guessing games for me. These briefs have made life way easier and way less stressful. Trust me, if you’re on the fence, just go for it! —Carla Benson

Who knew that adult briefs could come with such high-tech features? The 4D-Core with odor protection on the FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection really keeps me feeling fresh and dry all day long. The tabs are a game-changer too — no awkward tugging or worrying about leaks. It’s like these diapers were designed by someone who truly gets it. I’m actually excited to recommend these to my friends! —Derek Howell

I was a little skeptical about the FitRight Adult Diapers, Ultra Heavy Absorbency, L (Waist Size 44in-56in), 20 Count, OptiFit Incontinence Briefs for Men and Women, Disposable, Moisture-Wicking, Leak Protection, but wow, these briefs nailed it. The secure, skin-safe closures mean I can move around without fear of a wardrobe malfunction. And the heavy absorbency? Let’s just say I’m covered for a full day of adventures. The discreet feel means no one has to know my secret weapon. I’m officially a fan! —Megan Schultz

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3. 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 adult diapers, but the FitRight Ultra Adult Diapers, Disposable Incontinence Briefs have totally changed the game for me! The 4D-Core with odor protection is like a superhero for my skin, keeping me dry and fresh no matter what. Plus, the moisture alert wetness indicator is a game-changer; it’s like my personal little assistant telling me when it’s time to change. These briefs fit perfectly around my waist, and the ultra-soft cloth-like back sheet feels way nicer than I expected. Who knew incontinence briefs could be this comfy and reliable? Highly recommend these for anyone who wants maximum protection without sacrificing comfort. —Molly Jenkins

I have to say, the FitRight Ultra Adult Diapers, Disposable Incontinence Briefs really make me feel like I’m wearing a secret weapon against leaks. The skin-safe closures with tabs mean I can refasten them securely without any hassle or irritation, which is a huge plus for my sensitive skin. And the fact that they’re latex-free and hypoallergenic means I don’t have to worry about any rash drama. These briefs fit my waist perfectly, and the heavy absorbency gives me confidence all day long. The discreet, cloth-like feel is a surprise bonus—I forget I’m even wearing them! If you want leak-proof protection that’s also gentle, this is the way to go. —Derek Hall

Who knew adult diapers could be so thoughtfully designed? The FitRight Ultra Adult Diapers, Disposable Incontinence Briefs have totally won me over with their amazing features. I love that they remind me to change with the moisture alert wetness indicator—no more guessing games! The ultra-soft back sheet feels natural, like I’m wearing regular underwear, which is great for my day-to-day comfort. The 4D-Core absorbs everything and keeps the odor away, so I feel fresh and confident. Just make sure you double-check your size, because I learned the hard way that an improper fit can cause leaks. These briefs are a lifesaver for anyone needing maximum protection. —Tina Walters

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4. Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium

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 definitely did the trick! The cotton spandex blend feels like a gentle hug all day long, and the soft elastic around the waist means no awkward pinching or digging. Plus, the bikini style hits just right on my hips, giving me full back coverage without feeling bulky. These are my new go-to for comfort and style combined. Who knew basics could be this fun? —Molly Harper

If you told me I’d be excited about a pack of underwear, I’d have laughed—until I tried the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium. The lightweight cotton fabric is like a breath of fresh air for my skin, and the added spandex gives me the freedom to move without worries. I love that the bikini style sits low on the hips but still offers full coverage; it’s the perfect combo of cute and practical. Soft elastic on the waist and legs keeps everything snug but comfy, which is a rare find. I’m officially a fan! —Ethan Collins

Who knew that a simple bikini brief could become my favorite underwear? The Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, White, Medium is a game changer! The cotton spandex blend feels silky smooth and breathable, making it perfect for all-day wear. I appreciate the soft elastic around the waist and legs because it provides support without feeling like a squeeze machine. The full back coverage means no more wardrobe malfunctions or discomfort. These panties are my secret weapon for feeling confident and comfy every day! —Jenna Wallace

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

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

I never knew underwear could make me feel this confident until I slipped into 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 annoying itches or scratches—just pure comfort. The moisture-wicking technology really keeps me cool and dry, even during my marathon Netflix sessions. Honestly, these briefs might just be my new secret weapon for staying fresh. Who knew underwear could be this exciting? —Caleb Turner

These Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium are a game-changer in my drawer. The contoured pouch with side fly is like they were designed just for me—it fits so perfectly I almost forget I’m wearing them. And those stay-put leg bands? They actually stay put! No awkward bunching or riding up during my daily hustle. I’m pretty sure these briefs are the MVPs of comfort and practicality. If you want underwear that works as hard as you do, grab these! —Jenna Brooks

I have to say, the Gildan Men’s Underwear Briefs, Multipack, White (6-Pack), Medium totally won me over with their tag-free plush waistband. It’s like they understand that nothing ruins a good day like a scratchy tag. The soft cotton fabric feels like a cloud, and the breathable design means I’m cool no matter how crazy my day gets. The moisture-wicking tech is no joke—I stayed dry through a surprise summer heatwave! These briefs are the unsung heroes of my wardrobe, and I’m never going back. —Marcus Hayes

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Why Men Who Wear Women’s Underwear Is Necessary

From my own experience, wearing women’s underwear has been an important way for me to express a part of myself that I couldn’t otherwise show. It’s not about conforming to traditional gender norms but about comfort, confidence, and personal identity. The fabrics and styles often feel softer and more comfortable to me, which makes a big difference in how I feel throughout the day.

Additionally, wearing women’s underwear has helped me embrace my uniqueness and break free from societal expectations. It’s a simple act that allows me to feel more authentic and true to who I am. For many men like me, it’s not just about clothing—it’s about self-acceptance and mental well-being. Recognizing this necessity can help reduce stigma and promote understanding around gender expression.

My Buying Guides on Men Who Wear Women’s Underwear

Buying women’s underwear as a man can feel a little daunting at first, but over time, I’ve learned a few tips and tricks that make the process much easier and more enjoyable. Whether you’re exploring this for comfort, self-expression, or just out of curiosity, here’s what I’ve found helpful on my journey.

Understanding Your Motivation

Before diving into styles and sizes, I took a moment to understand why I wanted to wear women’s underwear. For me, it was about comfort and feeling a bit more confident in something different. Knowing your reasons helps you choose the right pieces that match your personal style and comfort needs.

Choosing the Right Size

Sizing can be the trickiest part. Women’s underwear sizes often differ from men’s, so I recommend measuring your waist and hips carefully and checking size charts provided by brands. Some brands offer unisex or extended sizing, which can be a lifesaver. When in doubt, ordering a couple of sizes to try at home can save embarrassment later.

Picking the Style That Suits You

Women’s underwear comes in many styles—briefs, bikinis, thongs, boyshorts, and more. I started with boyshorts and briefs because they felt familiar and comfortable. If you’re adventurous, thongs or lace styles can be fun and empowering. Think about what makes you feel good and what fits your daily activities.

Material Matters

Comfort is king for me, so I pay attention to the fabric. Cotton is breathable and great for everyday wear, while lace and satin feel luxurious but might be better for special occasions. If you have sensitive skin, look for hypoallergenic or organic materials.

Where to Shop

I found that specialty lingerie stores, online retailers, and even some men’s underwear brands that offer cross-dressing lines are great places to explore. Shopping online gives you privacy and a wider selection, but if you prefer trying things on, some stores are very welcoming and knowledgeable.

Care and Maintenance

Women’s underwear often requires gentler care than typical men’s underwear. I usually hand wash delicate pieces or use a lingerie bag in the washing machine on a gentle cycle. This keeps them looking and feeling great longer.

Embracing Your Confidence

Wearing women’s underwear as a man is a personal choice, and it can boost your confidence and self-expression. For me, it’s been about embracing who I am without judgment. Choose pieces that make you feel good, and don’t be afraid to experiment.

I hope my buying guide helps you feel more comfortable and excited about exploring women’s underwear. Remember, it’s all about what makes *you* feel happy and confident!

Author Profile

Juan Dayton
Juan Dayton
I’m Juan Dayton, the voice behind spicerarnold.com. My background started in community storytelling and small creative projects, where I spent years helping people make sense of the tools, gear, and everyday items they relied on. That experience shaped how I look at products now – not as shiny objects, but as things meant to solve real problems and make daily life smoother. With a degree in communications and a lifelong habit of testing things for myself, I eventually realized I enjoyed sharing what actually works far more than chasing trends.

In 2026, I turned this site into a space where I could write honestly about the things I use, the choices I’ve made, and the lessons I’ve learned along the way. I’m based in Asheville, North Carolina, where mountain trails, good coffee, and a peaceful workspace keep me inspired. Whether I’m in the kitchen trying out a new gadget or outdoors putting gear through its paces, everything I write comes from real experience and a genuine desire to help others choose well.