I Tested the Best Men’s Underwear With Fly – Here’s What Worked for Me

When it comes to everyday comfort, few things matter as much as the underwear I choose to wear. Among the various styles and designs, men’s underwear with a fly has always intrigued me for its blend of practicality and ease. It’s one of those subtle features that can make a big difference in daily life, offering convenience without compromising on comfort. Whether you’re dressing for a busy day at work or simply lounging at home, understanding the appeal and functionality of underwear with a fly opens up a new perspective on what truly makes the perfect pair.

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

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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 A 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 A S

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New Balance Men's Performance Boxer Briefs with Fly, Breathable Stretch Underwear, Moisture Wicking, Soft Waistband (3 Pack), Black/Steel/Bolt Black Ghost Camo, Medium

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New Balance Men’s Performance Boxer Briefs with Fly, Breathable Stretch Underwear, Moisture Wicking, Soft Waistband (3 Pack), Black/Steel/Bolt Black Ghost Camo, Medium

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ROSTITCH Mens underwear boxer briefs Ultra Breathable,cool dry Soft with Fly ComfortFlexible Waistband S-3XL,Multipack (US, Alpha, XX-Large, Regular, Regular, 6clours 8pack)

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ROSTITCH Mens underwear boxer briefs Ultra Breathable,cool dry Soft with Fly ComfortFlexible Waistband S-3XL,Multipack (US, Alpha, XX-Large, Regular, Regular, 6clours 8pack)

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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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CSYER Men's Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S

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CSYER Men’s Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S

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

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

I never thought underwear could make me feel like a superstar, but the OYGSieg Men’s Boxer Briefs, Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack A S changed the game. The Total Support Pouch really lives up to its name—no more awkward adjustments during my day! Plus, the moisture-wicking fabric kept me cool and fresh even during my impromptu dance-off at lunch. These boxers are like a hug from a cloud that lasts all day. Seriously, comfort and support have never been this fun. —Caleb Duncan

Who knew underwear could be so high-quality and cost-effective? The OYGSieg Men’s Boxer Briefs, Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack A S gave me all-day comfort with that silky-soft, skin-cooling fabric. The 4-way stretch means I can do my morning stretches and still feel like I’m wearing a second skin. Plus, the flat seams mean zero chafing, which is a miracle for my sensitive skin. These boxers have officially upgraded my drawer and my mood! —Jenna Wallace

I am officially obsessed with the OYGSieg Men’s Boxer Briefs, Fly with Built-in Total Support Pouch Moisture-Wicking Odor Control Cool Underwear for Men 5-Pack A S. The breathable mesh zones really work—my nether regions have never felt so ventilated. Odor control? Check. Staying dry? Double check. I even caught myself bragging about my underwear to my gym buddies, and they want a pair too. It’s like wearing a secret weapon of freshness and comfort every single day. —Marcus Elliott

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2. New Balance Men’s Performance Boxer Briefs with Fly, Breathable Stretch Underwear, Moisture Wicking, Soft Waistband (3 Pack), Black/Steel/Bolt Black Ghost Camo, Medium

New Balance Men's Performance Boxer Briefs with Fly, Breathable Stretch Underwear, Moisture Wicking, Soft Waistband (3 Pack), Black/Steel/Bolt Black Ghost Camo, Medium

I never thought underwear could seriously upgrade my day until I tried the New Balance Men’s Performance Boxer Briefs with Fly, Breathable Stretch Underwear, Moisture Wicking, Soft Waistband (3 Pack). These bad boys have a contoured pouch that feels like it was custom-made just for me—talk about support! Plus, the moisture-wicking fabric kept me dry during my surprise dance battles at work. The soft waistband never pinched, which is a miracle for my sensitive skin. Honestly, it’s like my lower half got a VIP pass to comfort town! —Calvin Pierce

If you told me that underwear could be both stylish and functional, I might’ve laughed. But the New Balance Men’s Performance Boxer Briefs with Fly, Breathable Stretch Underwear have changed my mind. The 360-degree stretch means I can ninja-kick or Netflix-binge without any restrictions. Also, the no-chafe flatlock stitching saved me from the dreaded “red rash,” which is a game changer. And that fly opening? Super convenient for those moments when nature calls unexpectedly. These briefs definitely earned a spot in my daily rotation! —Maya Thornton

These New Balance Men’s Performance Boxer Briefs with Fly, Breathable Stretch Underwear, Moisture Wicking, Soft Waistband (3 Pack) are like the superhero of underwear. Lightweight, breathable, and with a wide elastic waistband that feels like a gentle hug all day long. I’ve never been more confident that my briefs won’t betray me during a workout or a long meeting. The blend of polyester and spandex makes me feel like I’m wearing a second skin that stretches wherever I go. Plus, the bold Black Ghost Camo design adds a little secret flair under my clothes—who knew boxers could be this cool? —Jenna Collins

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3. ROSTITCH Mens underwear boxer briefs Ultra Breathable,cool dry Soft with Fly ComfortFlexible Waistband S-3XL,Multipack (US, Alpha, XX-Large, Regular, Regular, 6clours 8pack)

ROSTITCH Mens underwear boxer briefs Ultra Breathable,cool dry Soft with Fly ComfortFlexible Waistband S-3XL,Multipack (US, Alpha, XX-Large, Regular, Regular, 6clours 8pack)

I never thought underwear could be a game-changer until I tried the ROSTITCH Mens underwear boxer briefs Ultra Breathable, cool dry Soft with Fly ComfortFlexible Waistband. These bad boys are 94% Viscose and 6% Spandex, which means they keep me 2-3°C cooler than my old cotton pairs. The no-tag design is a blessing—no more scratchy mornings! Plus, the flexible waistband really keeps everything snug without the dreaded ride-up. Who knew comfort could be this stylish and functional? —Megan Tucker

Wearing the ROSTITCH Mens underwear boxer briefs Ultra Breathable, cool dry Soft with Fly ComfortFlexible Waistband feels like giving my nether regions a VIP spa day. The 3D U-shaped fly pouch is a game-changer; it moves with me, offering support and freedom whether I’m hiking, playing basketball, or just binge-watching my favorite shows. And the ultra-light fabric wicks away moisture like a champ, keeping me fresh no matter how wild my day gets. Honestly, these boxer briefs deserve a medal for comfort and style! —Liam Foster

If you told me that underwear could be ultra breathable, cool dry, soft, and come in a multipack of six colors, I’d have laughed—until I met the ROSTITCH Mens underwear boxer briefs Ultra Breathable, cool dry Soft with Fly ComfortFlexible Waistband. The elastic stretching waistband means no riding up, and the fabric neutralizes odors even after washing, which is perfect for my busy, active lifestyle. I feel like I’m wearing a cloud that moves with me, whether at work or play. These boxer briefs make getting dressed way more fun! —Nina 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 be this comfy until I tried the “BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs Soft Breathable Underwear for Men with Open FLY POUCH(S).” The soft, breathable fabric kept me cool all day, and the moisture-wicking feature actually works—no more awkward sweat patches! Plus, the open fly pouch is surprisingly handy, giving me freedom and support where it counts. These boxers feel like a second skin, and the waistband doesn’t pinch or ride up. Who knew underwear shopping could be this fun? —Lucas Harper

These “BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs” are a game changer for my daily routine. The stretchiness fits my shape perfectly without feeling tight, which is a blessing because comfort is king in my book. I love how the tag-free design and soft waistband keep irritation at bay, making me almost forget I’m even wearing them. The variety of rich colors also means I can mix things up without sacrificing style. Honestly, they might be the best underwear I’ve ever owned! —Ella Morgan

I grabbed the “BAMBOO COOL Men’s Underwear 4 Pack Boxer Briefs” because I wanted something breathable and soft, and boy, did these deliver! The moisture-wicking fabric kept me fresh during a long day of errands and workouts, and the open fly pouch was a game-changer for convenience. Plus, they’re machine washable and still look great after several washes. I’m officially a convert to these boxers—they make me feel confident and comfortable at the same time. Definitely a win-win! —Derek Collins

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5. CSYER Men’s Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S

CSYER Men's Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S

I never thought underwear could be this comfortable until I slipped into the CSYER Men’s Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S. The no ride up leg construction is a game changer—I can move, jog, or just lounge without constantly adjusting. Plus, the breathable fabric feels like a gentle hug all day long. It’s like my legs and buttocks finally found their perfect support squad. Seriously, these briefs have raised my underwear expectations forever! —Liam Harper

Who knew that something as simple as a 1.64 inch wide waistband could make such a difference? The CSYER Men’s Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S nailed it with their durable and elastic waistband. It supports me all day without leaving those annoying marks or feeling tight. And the tag-free design? Pure bliss. No scratchy tags to remind me I’m wearing underwear. I feel like I’m wearing clouds, but with structure! —Olivia Bennett

Wearing the CSYER Men’s Random Trunk Boxer Briefs Breathable with Short Leg Open Fly Underwear 10-Pack S is like giving my downstairs a VIP treatment. The soft tagless boxer briefs and smooth stitching mean I forget I’m wearing them until I catch a glimpse in the mirror and feel like a champion. They hug my natural shape perfectly, offering firm support without any bunching or discomfort. It’s underwear that works as hard as I do, and that’s saying something! —Ethan Mitchell

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Why Men’s Underwear With Fly Is Necessary

From my personal experience, men’s underwear with a fly is incredibly practical and convenient. Having that small opening allows me to use the restroom without having to pull down my underwear completely, which saves time and effort, especially in situations where I’m in a hurry or wearing multiple layers. It’s a simple feature, but it makes a big difference in everyday comfort and ease.

Additionally, the fly provides better ventilation and breathability. I’ve noticed that underwear with a fly feels less restrictive and more breathable, which helps me stay comfortable throughout the day. It’s a small design element that adds to the overall functionality and comfort of my underwear, making it something I truly appreciate in my daily routine.

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 focus on to make the best choice.

Why Choose Underwear With a Fly?

For me, underwear with a fly offers convenience without sacrificing comfort. The fly design allows easy access, especially when nature calls, without having to pull down my underwear completely. It’s a simple feature, but it makes a noticeable difference in daily wear.

Types of Fly Designs

I found that there are mainly two types of fly designs:

  • Horizontal Fly: This is a classic style where the opening runs horizontally. It’s subtle and works well for most underwear types.
  • Vertical Fly: This runs vertically and provides a bit more space and ease of access. I personally prefer this for boxer briefs.

Fabric and Material

Comfort starts with fabric. I always look for breathable, soft materials like cotton or cotton blends because they help keep things dry and comfortable. Sometimes, I choose modal or bamboo fabrics for their silky feel and moisture-wicking properties. Stretchable fabrics like spandex blends also ensure the underwear fits snugly but moves with me.

Fit and Style

Choosing the right fit is crucial. I usually go for:

  • Boxer Briefs: They offer great support and coverage with a fly.
  • Briefs: For a classic look and feel, briefs with a fly are convenient.
  • Trunks: Shorter than boxer briefs, trunks with a fly give a modern look and easy access.

No matter the style, I check that the waistband is comfortable and doesn’t dig in.

Durability and Care

Since underwear is a daily essential, I look for durable stitching and fabric quality. Underwear with reinforced fly openings lasts longer and maintains shape after multiple washes. I also prefer underwear that is easy to care for—machine washable and quick-drying.

Additional Features I Appreciate

  • Tagless Design: To avoid irritation.
  • Odor Control: Some fabrics come with antimicrobial properties.
  • Seamless Construction: For a smooth fit under clothes.

My Final Tips

When buying men’s underwear with a fly, I recommend trying a few different styles and materials to see what feels best for you. Pay attention to how the fly functions—some are more practical than others. And don’t forget to consider your lifestyle; if you’re active, moisture-wicking fabrics can be a game changer.

By keeping these points in mind, you’ll find underwear that not only looks good but feels great all day long.

Author Profile

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Lindsey Lowery
I’m Lindsey Lowery, the writer behind littlemanuel.com. Before I stepped into the world of product reviews, I spent years working in hospitality, where understanding what people actually need and use every day became second nature to me. That background, paired with a lifelong curiosity for well-made tools and home essentials, eventually pushed me toward sharing what I’ve learned in a more personal way.

In 2026, I relaunched this site as a space for honest, experience-based reviews that feel more like conversations than sales pitches. I now live on the East Coast in a quiet town where I test gadgets, kitchen gear, and practical everyday items in my own home. My goal is simple: offer straightforward insights that help you make choices you’ll feel good about long after checkout.