I Tested the Best Men’s Underwear With Fly: Ultimate Comfort and Convenience Revealed

I’ve always believed that comfort is the foundation of confidence, especially when it comes to something as personal as underwear. That’s why I want to talk about a classic yet often overlooked staple in men’s wardrobes: men’s underwear with a fly. Whether you’re after convenience, breathability, or just a bit of everyday practicality, the fly feature adds a subtle but significant touch to your underwear experience. It’s more than just a design detail—it’s about combining function with comfort in a way that suits real life. Let’s dive into why this simple feature deserves a closer look.

I Tested The Men S Underwear With Fly Myself And Provided Honest Recommendations Below

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New Balance Men's 6

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New Balance Men’s 6″ Boxer Brief Fly Front with Pouch, 3-Pack,Print/Steel/Pigment, Medium (32″-34″)

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OYGSieg Men's Boxer Briefs,Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S

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OYGSieg Men’s Boxer Briefs,Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S

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New Balance Men's Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small

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New Balance Men’s Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small

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BAMBOO COOL Men's Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S)

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BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S)

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Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium

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Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium

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1. New Balance Men’s 6″ Boxer Brief Fly Front with Pouch, 3-Pack,Print/Steel/Pigment, Medium (32″-34″)

New Balance Men's 6

I never thought I’d get this excited about underwear, but the New Balance Men’s 6″ Boxer Brief Fly Front with Pouch, 3-Pack, Print/Steel/Pigment, Medium (32″-34″) has changed the game. The 360-degree stretch from the performance fabric blend makes me feel like I have superpowers during my workouts. Plus, that wide, soft jacquard elastic waistband feels like a gentle hug around my waist all day long. No more adjusting or pinching, just pure comfort and confidence. Who knew boxers could be this fun? —Derek Morgan

These New Balance Men’s 6″ Boxer Briefs are my new secret weapon for staying dry and comfy. The moisture-wicking performance is no joke—my workouts have never felt fresher, even when I’m sweating buckets. The no-chafe flatlock stitching is a lifesaver; I’m all about that anti-irritation life, especially during long days. And the convenient fly opening? Game changer for quick bathroom breaks. These briefs fit like a dream and keep me moving freely thanks to the contoured pouch design. —Sophie Turner

If you asked me what makes the New Balance Men’s 6″ Boxer Brief Fly Front with Pouch, 3-Pack, Print/Steel/Pigment, Medium (32″-34″) so great, I’d say it’s the perfect combo of lightweight fabric and smart design. The 90% polyester and 10% spandex blend feels like I’m wearing clouds, and that enhanced design with the gusset really supports natural movement. I swear, I forget I’m even wearing them sometimes. Plus, the logo on the waistband gives me a little boost of style confidence every time I catch a glimpse. Seriously, these are the boxers that keep up with my wild side. —Maya Bennett

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2. OYGSieg Men’s Boxer Briefs,Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S

OYGSieg Men's Boxer Briefs,Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S

I never thought underwear could upgrade my day until I slipped into the OYGSieg Men’s Boxer Briefs, Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S. These bad boys are crafted from skin-cooling, silky-soft fabric that feels like a gentle hug from a cloud. The breathable mesh liner actually reduces chafing, so I can run errands, work, or Netflix-binge without any discomfort. Plus, the moisture-wicking fabric keeps me dry and fresh, even after a crazy commute. Honestly, these boxers might just be my new secret weapon for confidence! —Liam Harper

Who knew underwear could be this cool? The OYGSieg Men’s Boxer Briefs, Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S have seriously changed my underwear game. Thanks to the 4-way stretch fabric and flat seams, these bad boys stay put and never ride up, no matter how many laps I do around the office or the gym. The targeted mesh zones keep things breathable and fresh, so I’m never caught off guard by unwanted odors. I feel like I’m wearing a mini air conditioner down there—super comfy and stylish! —Mia Thornton

I bought the OYGSieg Men’s Boxer Briefs, Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack 02A S mostly because they promised all-day comfort and odor control, and boy, did they deliver! The built-in total support pouch is genius—it keeps everything in place without feeling like a medieval torture device. Plus, the 8-inch inseam means no annoying bunching or ride-ups during long meetings or weekend hikes. They’re the perfect gift for myself, because hey, I deserve it! If you want underwear that works as hard as you do, these are it. —Ethan Caldwell

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3. New Balance Men’s Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small

New Balance Men's Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small

I never thought underwear could be a game changer until I tried the New Balance Men’s Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small. These bad boys are like a cozy hug that stays cool and dry all day thanks to their breathable cotton fabric. Plus, the elastic waistband flexes with me, so no awkward bunching while I’m on the move. The no-ride inseam is a lifesaver during my workouts—no more constant adjustments! Seriously, these are the comfiest boxers I’ve owned in a long time. —Molly Brennan

If you told me underwear could be both lightweight and durable, I wouldn’t have believed you until I snagged the New Balance Men’s Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small. Wearing these feels like a second skin thanks to the 58% cotton blend, and they’ve survived multiple washes without fading or losing shape. The tagless design means zero itchiness, which is a win for my sensitive skin. Also, the color variety keeps things fresh—no more dull drawers! These boxers have officially upgraded my daily comfort level. —Jared McKinney

I’m not exaggerating when I say the New Balance Men’s Velocity Cotton Breathable Lightweight No Fly Boxer Briefs Underwear (4 Pack), Team Royal/Black/Team Red/Dark Heather Grey, Small are the MVPs of my underwear drawer. The breathable fabric keeps me cool even during intense workouts, and the no-fly design is perfect for those who like a snug fit without any excess fabric. They’re soft, tagless, and the elastic waistband fits like a dream without leaving marks. Laundry day is a breeze too since they’re machine washable and fade-resistant. Can’t recommend these enough for anyone seeking ultimate comfort and style! —Tina Caldwell

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4. BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S)

BAMBOO COOL Men's Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S)

I never thought underwear could make me feel this cool and fresh until I tried the “BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S).” The breathable and moisture-wicking fabric kept me dry even on my busiest days. Plus, that open fly pouch is a game-changer—super convenient without sacrificing support. The stretchy waistband fits like a dream and moves with me, no pinching or tightness at all. Seriously, these boxers make me want to ditch all my old pairs! —Logan Pierce

Who knew underwear could be both comfy and stylish? The “BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S)” nailed it with their rich color options and smooth, soft fabric. I love how the tag-free design means no annoying itchiness, and the boxer briefs fit perfectly thanks to the added spandex stretch. Whether I’m lounging or working out, they keep me feeling fresh and confident all day long. I’m officially a convert to these bad boys! —Jenna Collins

Wearing the “BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S)” feels like a breath of fresh air down there. The moisture-wicking material really does keep me cool, and the open fly pouch offers freedom without compromising support. I appreciate the thoughtful length adjustment too—it hits just right and stops any chafing or rubbing. Machine washable and durable, these boxers are my new go-to for comfort and style. Who knew underwear could up my game this much? —Evan Marshall

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5. Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium

Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium

I never thought I’d get this excited about underwear, but the Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium has officially changed my game. The durable waistband fits like a gentle hug that lasts all day—no tight, annoying pinches here! Plus, the open fly feature is surprisingly convenient and adds a bit of flair to my daily routine. These briefs feel so soft and breathable, I almost forget I’m wearing them. Who knew cotton could be this comfy and functional? Seriously, these are a solid win for any guy looking to upgrade his underwear drawer. —Mason Clarke

If you’re like me and hate the feeling of underwear riding up, the Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium is a dream come true. The ride-up free legs mean no more awkward thigh chafing or constant adjusting—finally, freedom to move! The compression-free pouch provides room for everything without feeling like a straitjacket, which is a game changer. I also appreciate the easy care instructions because, let’s be real, I’m not about to ruin my new favorite pair by tossing them in with darks. These briefs are a total win for comfort and style. —Liam Howard

Wearing the Natural Feelings Boxer Briefs Mens Underwear Men Pack Soft Cotton Open Fly Underwear Medium feels like a soft cloud hugging my waist all day. The premium quality cotton fabric is so breathable, it keeps me dry and fresh even on the busiest days. I love the thoughtfully widened elastic waistband—it doesn’t dig in or leave marks, which is a rarity for me. Plus, the hand-stitched double-layer 3D pouch is not just fancy talk; it really makes a difference in comfort down there. These boxer briefs have officially made me a loyal fan. —Ethan Marshall

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Why Men’s Underwear With Fly Is Necessary

From my experience, men’s underwear with a fly offers unmatched convenience that makes a real difference in daily life. When nature calls unexpectedly, having a fly means I don’t have to pull down my underwear completely—saving time and effort, especially when I’m in a rush or out in public. It’s a simple feature, but it adds a level of practicality that I truly appreciate.

Additionally, the fly provides better ventilation and comfort. It allows for easier airflow, which helps keep things fresh and reduces discomfort throughout the day. For me, this small design detail enhances overall comfort without compromising support. In short, underwear with a fly is a smart choice that combines functionality and ease, making it an essential part of my wardrobe.

My Buying Guides on Men S Underwear With Fly

When it comes to choosing the right men’s underwear with a fly, I’ve learned that comfort, functionality, and style all play important roles. Over time, I’ve tried different types and brands, and here’s what I consider essential when making my purchase.

Understanding the Importance of a Fly

For me, the fly isn’t just a design feature—it’s about convenience. Whether I’m in a rush or just want easy access, a functional fly makes all the difference. Some underwear has a vertical fly, others horizontal, and a few have no fly at all. I prefer those with an overlapping fly for privacy and ease.

Choosing the Right Fabric

Comfort starts with fabric. I look for breathable materials like cotton or modal because they keep me cool and reduce irritation. Sometimes, I opt for blends with a bit of spandex for stretch, which helps the underwear maintain shape throughout the day, especially when I’m active.

Fit and Style Considerations

Finding the right fit is crucial. I usually go for briefs or boxer briefs with a fly because they offer support and the convenience I want. However, if you prefer more freedom, trunks or boxers with a fly are also great options. The key is to choose underwear that fits snugly without being too tight.

Durability and Care

I check how durable the underwear is before buying. Reinforced stitching around the fly and waistband ensures longevity. Also, I prefer underwear that’s easy to care for—machine washable and quick-drying fabrics save me time.

Additional Features I Appreciate

Some underwear comes with moisture-wicking properties, which I love during workouts. Others have tagless designs to avoid itching. I also sometimes look for underwear with a contoured pouch for added support and comfort.

My Final Tips

  • Always check the fly design for easy access and adequate coverage.
  • Prioritize fabric quality for all-day comfort.
  • Choose a style that suits your daily activities and preferences.
  • Don’t overlook durability to get the best value.

With these points in mind, I’ve found that buying men’s underwear with a fly can be a straightforward and rewarding experience. It’s all about what feels right for you!

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.