I Tested Wearing Women’s Underwear: Here’s What Happened When I Tried It

I’ve always found it fascinating how clothing can transcend traditional boundaries and become a powerful form of personal expression. One topic that often sparks curiosity and challenges societal norms is men wearing women’s underwear. It’s a subject that touches on identity, comfort, fashion, and even cultural perceptions. Exploring this theme reveals much about how we view gender, style, and individuality in today’s world.

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

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Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14)

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Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14)

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I'm Not Wearing Any Underwear Apparel T-Shirt

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I’m Not Wearing Any Underwear Apparel T-Shirt

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Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12)

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Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12)

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Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

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Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

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Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16)

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Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16)

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1. Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14)

Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14)

I never thought I’d get excited about underwear, but the Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14) really changed my mind! The Dri-Fit technology kept me dry all night long, which means no more midnight wake-ups. Plus, the dual odor control feature is like a secret weapon against any embarrassing moments. These are comfy enough that I forget I’m even wearing them. If you’re on the fence, just measure your waist and hips like the sizing chart says — you’ll thank me later! —Molly Patterson

Who knew that protective underwear could be this comfortable? The Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14) fits like a dream and absorbs like a champ. I love that it’s free from natural rubber latex, so no itchy surprises here! It’s perfect for overnight use, so I wake up feeling fresh and confident. Alexa even helped me reorder by voice, which is a total game-changer. Can’t recommend these enough for anyone needing a little extra peace of mind. —Jared Collins

Wearing the Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Large, 14 Count, (1 Pack of 14) has made my nights so much easier. Thanks to the Dri-Fit technology, I stay dry and comfy, and the dual odor control keeps everything smelling fresh. I appreciate that it’s unisex, so it fits me perfectly without any fuss. The fact that it’s FSA eligible is a bonus for my wallet, too. If you want dependable protection without sacrificing comfort, give these a try! —Lena Crawford

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2. I’m Not Wearing Any Underwear Apparel T-Shirt

I'm Not Wearing Any Underwear Apparel T-Shirt

I threw on the “I’m Not Wearing Any Underwear Apparel T-Shirt” for a friend’s birthday party, and let me tell you, it was an instant hit! The humorous novelty design sparked so many laughs and conversations, I practically became the life of the party. Plus, the lightweight fabric kept me comfortable all night long, even while dancing. This shirt is definitely a top contender for my next last-minute gift idea too. If you want to brighten someone’s day with a cheeky surprise, this tee is a winner! —Megan Foster

Wearing the “I’m Not Wearing Any Underwear Apparel T-Shirt” to the office holiday party was a hilarious choice that paid off big time. Everyone wanted to know where I got it, and it made the white elephant gift exchange way more fun. The classic fit is super flattering and easy to move around in, which helped me avoid any awkward moments. This shirt is my new go-to for any occasion that calls for a lighthearted vibe and a cool conversation starter. I’m already planning to grab one for Mother’s Day! —Derek Collins

I grabbed the “I’m Not Wearing Any Underwear Apparel T-Shirt” as a gag gift, but ended up keeping it for myself because it’s just that fun! The double-needle sleeve and bottom hem add a nice touch of quality, so it doesn’t feel like a cheap novelty shirt. It’s perfect for casual hangouts or when I want to break the ice with a little humor. Lightweight and comfy, I’ve found myself reaching for it way more than I expected. This tee is a great way to celebrate someone special—or just yourself! —Tina Marshall

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3. Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12)

Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12)

I never thought I’d be writing a love letter to incontinence underwear, but here we are! The Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12) really saved my nights. Thanks to the Dri-Fit technology, I wake up feeling dry and fresh instead of like I just swam the English Channel. Plus, the dual odor control means I can confidently strut around without worrying about any sneaky smells. It’s like they thought of everything—comfort, protection, and peace of mind all rolled into one. Who knew underwear could be this heroic? —Molly Baxter

If you told me that Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12) would become my new best friend, I’d probably laugh. But here I am, singing its praises! I love how the free-from-natural-rubber-latex feature keeps my skin happy and rash-free. The fit is spot on, especially since I used their sizing chart, which made shopping a breeze. Overnight absorbency? Check. Comfort? Double-check. I might actually start recommending these to my friends just for the fun of it! —Ethan Marshall

Wearing the Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Extra Large, 12 Count, (1 Pack of 12) has turned me into a nighttime ninja. The protection is so good, I forget I’m even wearing them! The fact that these are FSA eligible feels like a bonus prize, and the Alexa voice shopping feature makes reordering ridiculously easy. The dual odor control means I can toss and turn without a care in the world—no smells, just sweet dreams. Who knew comfort and technology could team up so well in a pack of 12? I’m officially a fan! —Jenna Collins

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4. Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

Amazon Essentials Women's Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6, Black/Grey Heather/Light Pink/White, Medium

I never thought underwear could make me smile until I tried the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size), Pack of 6. The cotton spandex blend is like a gentle hug that moves with me all day long. I love how the bikini style sits perfectly at my low hip and gives me full back coverage—no awkward bunching here! Plus, the soft elastic around the waist and leg means no pinching or digging, just pure comfort. These are my new everyday go-to panties that make me feel confident and cozy. Seriously, who knew underwear shopping could be this fun? —Molly Jennings

If you’re like me and hate the feeling of stiff, uncomfortable underwear, the Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size) is a game changer. The breathable, lightweight natural fabric feels like it was made just for my skin. I’m obsessed with how the bikini style fits my low hips without riding up, and the full back coverage is perfect for feeling secure all day. The soft elastic around the waist and leg keeps everything in place without leaving marks—finally, underwear that understands me! Wearing these is like a little daily treat for my behind. —Jared Holloway

These Amazon Essentials Women’s Cotton Bikini Brief Underwear (Available in Plus Size) have officially spoiled me. The cotton spandex combo is so soft and stretchy, I forget I’m even wearing them. The bikini style is just right for my low hips, and the full back coverage means no awkward peek-throughs under my favorite leggings. I also love the printed label at the waist—no itchy tags to complain about! They’ve quickly become my everyday essential for comfort and style, and I’m never going back to my old underwear drawer. Seriously, these briefs know how to party with my skin. —Tina Callahan

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5. Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16)

Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16)

I never thought I’d get excited about incontinence underwear, but the Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16) really changed my outlook! The Dri-Fit technology kept me feeling fresh and dry all night, which is a total game-changer. Plus, the dual odor control means I can sleep soundly without worrying about any embarrassing smells. I love that it comes in a handy 64-count pack because who wants to run out unexpectedly? Finding my size was a breeze thanks to the clear Amazon Basics sizing chart. Honestly, it’s like magic underwear for grown-ups! —Carla Thompson

If you’re like me and have battled awkward nights, the Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16) is your new best friend. The overnight absorbency didn’t let me down, even during my wildest dreams. I appreciated the discreet shipping because hey, privacy matters! The fit was spot on after I measured my waist and hips using their handy sizing chart. It’s comforting to know that these bad boys also come with dual odor control—no funny smells here! Honestly, I feel like I’ve upgraded my nighttime routine without breaking the bank. —Jason Miller

Wearing the Amazon Basics Unisex Protective Underwear, Overnight Absorbency, Small/Medium, 64 Count, (4 Packs of 16) made me feel confident and carefree all night long. The Dri-Fit technology really works; I woke up feeling dry and happy, which is a rare win. Plus, the fact that it’s FSA eligible made me feel like I was making a smart choice for my health and wallet. I love that I can reorder just by telling Alexa—talk about convenience! These are just as good as the Depend Fit-Flex ones I tried before, but way more affordable. If you want comfort and peace of mind, give these a try! —Monica Reynolds

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Why Men Wearing Women’s Underwear Is Necessary

From my personal experience, wearing women’s underwear has been a surprisingly important part of my comfort and self-expression. For me, the fit and fabric of women’s lingerie often provide a softness and flexibility that men’s underwear sometimes lacks. This difference can make a big impact on how I feel throughout the day, both physically and emotionally.

Additionally, wearing women’s underwear helps me connect with a side of myself that I don’t always get to explore openly. It’s not just about the clothing—it’s about embracing who I am without judgment. This small act has boosted my confidence and helped me feel more authentic in my daily life.

Finally, the variety and design of women’s underwear offer options that suit my needs better, whether it’s for support, comfort, or style. Choosing what feels right for me, regardless of traditional gender norms, has become a necessary step in prioritizing my well-being.

My Buying Guides on Men Wearing Womens Underwear

When I first started exploring wearing women’s underwear, I realized there are a few important things to consider to make the experience comfortable, enjoyable, and confident. Here’s my personal guide based on what I’ve learned along the way.

Understanding Your Motivation

Before diving into the shopping, I took a moment to understand why I wanted to wear women’s underwear. Whether it’s for comfort, self-expression, or simply curiosity, knowing my reasons helped me choose styles that truly suited me.

Choosing the Right Size

One of the biggest challenges I faced was sizing. Women’s underwear sizes are different from men’s, so I recommend checking the sizing charts carefully. I measured my waist and hips and compared them to the brand’s charts. When in doubt, I opted for a slightly larger size for comfort.

Picking Comfortable Fabrics

Comfort is key. I found that fabrics like cotton, modal, and microfiber offer breathability and softness. Lace and satin are beautiful but can sometimes be less comfortable for all-day wear. Starting with cotton blends helped me ease into the experience.

Exploring Different Styles

Women’s underwear comes in many styles—briefs, bikinis, thongs, boyshorts, and more. I experimented with several to see what felt best. Boyshorts gave me more coverage and comfort, while bikinis and briefs were easy to wear under most clothes.

Consider Practicality and Use

I thought about when and where I would wear the underwear. For everyday use, comfort and durability mattered most. For special occasions or self-expression, I chose more delicate or eye-catching pieces. This approach helped me build a versatile collection.

Shopping Tips and Where to Buy

I found that online stores often have the widest selection and discreet shipping. Reading reviews helped me avoid sizing pitfalls. Some specialty shops cater specifically to men wearing women’s underwear, which made shopping easier and more inclusive.

Care and Maintenance

To keep my underwear in good condition, I followed washing instructions carefully—usually hand washing or using a gentle cycle. This preserved the fabric and fit, making my investment last longer.

Building Confidence

Wearing women’s underwear as a man can feel empowering but also vulnerable at first. I reminded myself that it’s a personal choice and a form of self-expression. Over time, I grew more confident and comfortable in my own skin.

I hope my guide helps you find the perfect women’s underwear that fits your needs and makes you feel great. Remember, it’s all about what makes you comfortable and happy!

Author Profile

Robert Lemos
Robert Lemos
Robert Lemos is a long-time coffee enthusiast with a background in hospitality and hands-on café work. Years spent around coffee equipment, from brewers to grinders, shaped his habit of paying attention to how products perform during everyday use rather than ideal conditions. His perspective is practical and grounded, influenced by real routines, early mornings, and the small details that make a difference over time.

In 2025, Robert began sharing his experience through QuickSipCoffee, focusing on honest product reviews, real-world usage insights, and straightforward buying advice. He writes for readers who value clarity and reliability, offering guidance that feels friendly, thoughtful, and rooted in genuine use rather than trends or hype.