Big & Tall Functional Fly Boxer Briefs

A boxer brief has the styling of traditional biker pants, but with a shorter inseam. It gets its name due to it being the best of both the brief and the boxer. Comfortable boxer briefs fit like briefs, but are cut longer in the leg like a boxer. If it has a front fly, it will be in the design of a brief fly. HisRoom is your destination for the best men’s boxer briefs!

Items 1-24 of 61

  1. Royal Classic Open Fly Boxer BriefRoyal Classic Open Fly Boxer Brief
    Zimmerli 252-842

    Royal Classic Open Fly Boxer Brief

    $131.00 $98.25
  2. Royal Classic Fitted Boxer BriefRoyal Classic Fitted Boxer Brief
    Zimmerli 2528476

    Royal Classic Fitted Boxer Brief

    $131.00 $98.25
  3. Classic Fit Cotton Boxer Briefs - 5 PackClassic Fit Cotton Boxer Briefs - 5 Pack
    Polo Ralph Lauren ncbbp5

    Classic Fit Cotton Boxer Briefs - 5 Pack

    $69.50 $52.13
  4. Classic Fit Stretch Boxer Brief - 3 PackClassic Fit Stretch Boxer Brief - 3 Pack
    Polo Ralph Lauren nwbbp3

    Classic Fit Stretch Boxer Brief - 3 Pack

    $49.50 $37.13
  5. Stacy Pouch Modal Boxer BriefStacy Pouch Modal Boxer Brief
    Stacy Adams sa1700

    Stacy Pouch Modal Boxer Brief

    $24.00 $14.95
  6. Stretch Fit Classic Boxer Briefs - 5 PackStretch Fit Classic Boxer Briefs - 5 Pack
    Polo Ralph Lauren nwbbp5

    Stretch Fit Classic Boxer Briefs - 5 Pack

    $69.50 $52.13
  7. Getaway Breathable Travel Boxer Brief - 3 PackGetaway Breathable Travel Boxer Brief - 3 Pack
    Fruit Of The Loom 3gmbbc1

    Getaway Breathable Travel Boxer Brief - 3 Pack

    $33.50 $23.45
  8. Daytripper Boxer Briefs With Fly - 3 PackDaytripper Boxer Briefs With Fly - 3 Pack
    Saxx Underwear sxpp3b

    Daytripper Boxer Briefs With Fly - 3 Pack

    $44.95 - $66.00
  9. 22nd Century Silk Blend Boxer Brief22nd Century Silk Blend Boxer Brief
    Saxx Underwear sxbb67

    22nd Century Silk Blend Boxer Brief

    $60.00 $44.95
  10. Daytripper Boxer Brief Fly - 5 PackDaytripper Boxer Brief Fly - 5 Pack
    Saxx Underwear sxpp5a

    Daytripper Boxer Brief Fly - 5 Pack

    $107.96 $79.95
  11. Stacy Pouch Printed Modal Boxer BriefStacy Pouch Printed Modal Boxer Brief
    Stacy Adams sa1701

    Stacy Pouch Printed Modal Boxer Brief

    $26.00 $15.95
  12. Quest Quick Dry Performance BoxerQuest Quick Dry Performance Boxer
    Saxx Underwear sxbb70f

    Quest Quick Dry Performance Boxer

    Rating:
    93%
    $16.99 - $34.00
  13. Big & Tall Classic Fit Boxer Briefs - 3 PackBig & Tall Classic Fit Boxer Briefs - 3 Pack
    Polo Ralph Lauren nxb2p3

    Big & Tall Classic Fit Boxer Briefs - 3 Pack

    Rating:
    100%
    $56.50 $42.38
  14. Big Man Cool Zone Boxer Brief - 7 PackBig Man Cool Zone Boxer Brief - 7 Pack
    Fruit Of The Loom 7blbm36

    Big Man Cool Zone Boxer Brief - 7 Pack

    $80.00 $56.00
  15. Give-N-Go Sport 2.0 6 Inch Boxer BriefGive-N-Go Sport 2.0 6 Inch Boxer Brief
    Ex Officio 2416718

    Give-N-Go Sport 2.0 6 Inch Boxer Brief

    $23.95 - $32.00
  16. DropTemp Cooling Mesh Boxer Brief with FlyDropTemp Cooling Mesh Boxer Brief with Fly
    Saxx Underwear sxbb09f

    DropTemp Cooling Mesh Boxer Brief with Fly

    $27.95 - $38.00
  17. Super Fit Long Leg Boxer Brief - 2 PackSuper Fit Long Leg Boxer Brief - 2 Pack
    Pair of Thieves 100741

    Super Fit Long Leg Boxer Brief - 2 Pack

    $24.98 $18.74
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Boxer Briefs Best Men’s Boxer Briefs | 200+ Trusted Brands | HisRoom

Comfortable Boxer Briefs for Men

When it comes to everyday comfort and support, the best men's boxer briefs are the perfect balance between coverage and flexibility. Whether you prefer classic cotton, performance blends, or stretch microfiber, HisRoom carries top brands known for quality, durability, and innovation. With expert sizing guides and detailed product descriptions, shopping for the perfect pair of boxer briefs for sale has never been easier. Upgrade your underwear drawer with high-performance, all-day comfort at HisRoom.

It's a Boxer and a Brief!

The best men’s boxer briefs combine the long leg of a boxer with the support of a brief. Men who wear boxer briefs love them for their level of movement with a high level of comfort. Boxer briefs are made in many fabrics. From pure cotton to 100% silk, boxer briefs are made to flow against your body in a non-constricting fit. 


If you want wild color and fun patterns in men's underwear, you can find it in our selection of the best men’s boxer briefs. You can even have sexy boxers made of see-through mesh like those by Intymen! No one said boxer briefs were ever boring. Brands like 2Xist and Cin2 have briefs that sit close to your body, but feel like a second skin. For the silkiest feel, Mansilk offers 100% silk boxer briefs. There's also the classic Diesel, Calvin Klein, and Hanro selections for comfort and style.

FAQs

What is the best brand of boxer briefs for men?

The best men’s boxer briefs brand depends on your needs and preferences. For luxury softness and modern fits, Hugo Boss and Calvin Klein are great choices. Champion and Nike offer moisture-wicking, performance boxer briefs, perfect for workouts. If you want classic comfort and affordability, Hanes provides reliable, everyday essentials.

What’s the best material for comfortable boxer briefs?

The best material depends on your comfort and activity level:

  • Cotton – Soft, breathable, and great for everyday wear.
  • Microfiber/Modal – Silky-smooth, moisture-wicking, and lightweight.
  • Performance Blends – Polyester/spandex blends are stretchy, durable, and perfect for active lifestyles.

Should guys wear boxers or boxer briefs?

It depends on personal preference and support needs. Boxers provide a looser fit and breathability, ideal for lounging. Boxer briefs, on the other hand, offer more support, a secure fit, and reduced bunching, making them great for daily wear, exercise, and layering under fitted clothing.