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Big & Tall Underwear

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Items 1-409 of 416

  1. Extended Size 100% Cotton White Briefs - 3 PackExtended Size 100% Cotton White Briefs - 3 Pack
    Fruit Of The Loom 7690
    Extended Size 100% Cotton White Briefs - 3 Pack
    Rating:
    88%
    37 Reviews
  2. Big and Tall Classic Argyle Cotton Socks - 3 PackBig and Tall Classic Argyle Cotton Socks - 3 Pack
    Polo Ralph Lauren 8091xle
    Big and Tall Classic Argyle Cotton Socks - 3 Pack
    Rating:
    80%
    1 Review
  3. Moisture Wicking ComfortBlend Boxer ShortMoisture Wicking ComfortBlend Boxer Short
    Stacy Adams sa1000
    Moisture Wicking ComfortBlend Boxer Short
    Rating:
    97%
    222 Reviews
  4. Vibe Modern Fit Boxer - 2 PackVibe Modern Fit Boxer - 2 Pack
    Saxx Underwear sxpp2v
    Vibe Modern Fit Boxer - 2 Pack
    Rating:
    100%
    2 Reviews
  5. Quest Quick Dry Performance BoxerQuest Quick Dry Performance Boxer
    Saxx Underwear sxbb70f
    Quest Quick Dry Performance Boxer
    Rating:
    93%
    3 Reviews
  6. Big Man's Assorted Cotton Knit Boxers - 3 PackBig Man's Assorted Cotton Knit Boxers - 3 Pack
    Fruit Of The Loom 3p72xbm
    Big Man's Assorted Cotton Knit Boxers - 3 Pack
    Rating:
    98%
    11 Reviews
  7. Big Man Comfort Pouch Full Rise Brief - 2 PackBig Man Comfort Pouch Full Rise Brief - 2 Pack
    Munsingwear mw21x
    Big Man Comfort Pouch Full Rise Brief - 2 Pack
    Rating:
    87%
    67 Reviews
  8. Tech 6 Inch Boxerjocks - 2 PackTech 6 Inch Boxerjocks - 2 Pack
    Under Armour 1327415
    Tech 6 Inch Boxerjocks - 2 Pack
    Rating:
    100%
    1 Review
  9. Breathable Assorted Boxer Briefs - 3 PackBreathable Assorted Boxer Briefs - 3 Pack
    Fruit Of The Loom bm3p76c
    Breathable Assorted Boxer Briefs - 3 Pack
    Rating:
    100%
    1 Review
  10. Iconic Lifestyle Boxer Briefs - 3 PackIconic Lifestyle Boxer Briefs - 3 Pack
    Lacoste 6h3377
    Iconic Lifestyle Boxer Briefs - 3 Pack
    Rating:
    100%
    1 Review
  11. Ultra Boxer Brief With Fly - 3 PackUltra Boxer Brief With Fly - 3 Pack
    Saxx Underwear sxpp3u
    Ultra Boxer Brief With Fly - 3 Pack
    Rating:
    100%
    3 Reviews
  12. Vibe Modern Fit Boxer Brief - 3 PackVibe Modern Fit Boxer Brief - 3 Pack
    Saxx Underwear sxpp3v
    Vibe Modern Fit Boxer Brief - 3 Pack
    Rating:
    100%
    1 Review
  13. PrimeMan AnatoMAX 3 Inch Boxer BriefPrimeMan AnatoMAX 3 Inch Boxer Brief
    Obviously a00-1a
    PrimeMan AnatoMAX 3 Inch Boxer Brief
    Rating:
    98%
    18 Reviews
  14. PrimeMan AnatoMAX 3 Inch Boxer BriefPrimeMan AnatoMAX 3 Inch Boxer Brief
    Obviously a00-1k
    PrimeMan AnatoMAX 3 Inch Boxer Brief
    Rating:
    100%
    7 Reviews
  15. PrimeMan AnatoMAX 9 Inch Boxer BriefPrimeMan AnatoMAX 9 Inch Boxer Brief
    Obviously a01-1k
    PrimeMan AnatoMAX 9 Inch Boxer Brief
    Rating:
    98%
    8 Reviews
  16. Air Mesh TrunkAir Mesh Trunk
    Tommy John 1000032
    Air Mesh Trunk
  17. Tall Man HeatGear Sleeveless Compression TankTall Man HeatGear Sleeveless Compression Tank
    Under Armour 1361522t
    Tall Man HeatGear Sleeveless Compression Tank
    Rating:
    100%
    1 Review
  18. Pureness Modal Stretch BriefPureness Modal Stretch Brief
    Zimmerli 7001342
    Pureness Modal Stretch Brief
    Rating:
    100%
    2 Reviews
  19. Evolution Slip BriefEvolution Slip Brief
    Calida 21660
    Evolution Slip Brief
    Rating:
    95%
    4 Reviews
  20. FreeMan AnatoFREE 9 Inch Boxer BriefFreeMan AnatoFREE 9 Inch Boxer Brief
    Obviously c01-1a
    FreeMan AnatoFREE 9 Inch Boxer Brief
    Rating:
    96%
    5 Reviews
  21. FreeMan AnatoFREE 3 Inch Boxer BriefFreeMan AnatoFREE 3 Inch Boxer Brief
    Obviously c00-1a
    FreeMan AnatoFREE 3 Inch Boxer Brief
    Rating:
    90%
    4 Reviews
  22. Sheer Stretch Mesh Wonder BikiniSheer Stretch Mesh Wonder Bikini
    Male Power pak-815
    Sheer Stretch Mesh Wonder Bikini
    Rating:
    88%
    27 Reviews
  23. EveryMan AnatoMAX 3 Inch Boxer BriefEveryMan AnatoMAX 3 Inch Boxer Brief
    Obviously b00-1a
    EveryMan AnatoMAX 3 Inch Boxer Brief
    Rating:
    91%
    9 Reviews
  24. EveryMan AnatoMAX 9 Inch Boxer BriefEveryMan AnatoMAX 9 Inch Boxer Brief
    Obviously b01-1a
    EveryMan AnatoMAX 9 Inch Boxer Brief
    Rating:
    94%
    10 Reviews
  25. 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%
    1 Review
  26. Big & Tall Classic Fit Boxer Briefs - 3 PackBig & Tall Classic Fit Boxer Briefs - 3 Pack
    Polo Ralph Lauren rwxbp3
    Big & Tall Classic Fit Boxer Briefs - 3 Pack
    Rating:
    100%
    2 Reviews
  27. Cool Cotton Relaxed Fit BoxerCool Cotton Relaxed Fit Boxer
    Tommy John 1000024
    Cool Cotton Relaxed Fit Boxer
    Rating:
    100%
    1 Review
  28. Woven Cotton Blend Open Fly Boxer - 2 PackWoven Cotton Blend Open Fly Boxer - 2 Pack
    Munsingwear knomw579
    Woven Cotton Blend Open Fly Boxer - 2 Pack
    Rating:
    60%
    1 Review
  29. Cotton Woven Solid Button Fly Grip Boxer - 2 PackCotton Woven Solid Button Fly Grip Boxer - 2 Pack
    Munsingwear knomw580
    Cotton Woven Solid Button Fly Grip Boxer - 2 Pack
    Rating:
    88%
    19 Reviews
  30. Big & Tall Classic Fit Woven Boxers - 3 PackBig & Tall Classic Fit Woven Boxers - 3 Pack
    Polo Ralph Lauren nxwbp3
    Big & Tall Classic Fit Woven Boxers - 3 Pack
    Rating:
    100%
    1 Review
  31. Max Comfort Micro BriefMax Comfort Micro Brief
    HOM 401912
    Max Comfort Micro Brief
    Rating:
    100%
    2 Reviews
  32. Core Compression Short with BioFlex CupCore Compression Short with BioFlex Cup
    Shock Doctor 221
    Core Compression Short with BioFlex Cup
    Rating:
    100%
    1 Review
  33. Big & Tall Stretch Classic Fit Briefs - 3 PackBig & Tall Stretch Classic Fit Briefs - 3 Pack
    Polo Ralph Lauren rwxfp3
    Big & Tall Stretch Classic Fit Briefs - 3 Pack
    Rating:
    100%
    1 Review
  34. Friends Boxer BriefFriends Boxer Brief
    PSD Underwear 31911093
    Friends Boxer Brief
  35. Love Drip Boxer BriefLove Drip Boxer Brief
    PSD Underwear 22180076
    Love Drip Boxer Brief
  36. Fancy Woven 100% Cotton Snap Fly Boxer - 3 PackFancy Woven 100% Cotton Snap Fly Boxer - 3 Pack
    Munsingwear knomw572
    Fancy Woven 100% Cotton Snap Fly Boxer - 3 Pack
    Rating:
    100%
    1 Review
  37. 360 Sport 8 Inch 2.0 Long Leg Boxer Brief360 Sport 8 Inch 2.0 Long Leg Boxer Brief
    Tommy John 1002960
    360 Sport 8 Inch 2.0 Long Leg Boxer Brief
    Rating:
    100%
    1 Review
  38. UMBR Andre Brief - 3 PackUMBR Andre Brief - 3 Pack
    Diesel 00sh05
    UMBR Andre Brief - 3 Pack
    Rating:
    100%
    1 Review
  39. Supreme Cotton Comfort Micro BriefSupreme Cotton Comfort Micro Brief
    HOM 402448
    Supreme Cotton Comfort Micro Brief
    Rating:
    100%
    2 Reviews
  40. Tencel Soft Comfort Micro BriefTencel Soft Comfort Micro Brief
    HOM 402463
    Tencel Soft Comfort Micro Brief
    Rating:
    100%
    1 Review
  41. NOS Ease Lounge PantNOS Ease Lounge Pant
    Boss Hugo Boss 0469712
    NOS Ease Lounge Pant
  42. THICK BoxerTHICK Boxer
    Andrew Christian 92941
    THICK Boxer
  43. THICK BriefTHICK Brief
    Andrew Christian 92940
    THICK Brief
  44. NOS Ease Lounge ShortNOS Ease Lounge Short
    Boss Hugo Boss 0469713
    NOS Ease Lounge Short
  45. EliteMan AnatoMAX 6 Inch Boxer BriefEliteMan AnatoMAX 6 Inch Boxer Brief
    Obviously f09-1a
    EliteMan AnatoMAX 6 Inch Boxer Brief
    Rating:
    100%
    1 Review
  46. Revive Trunk - 3 PackRevive Trunk - 3 Pack
    Boss Hugo Boss 0492200
    Revive Trunk - 3 Pack
  47. Everyday BriefEveryday Brief
    Ex Officio e14101
    Everyday Brief
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Underwear Men's Underwear | Shop our Best Mens Underwear Styles & Brands |...

We know buying underwear isn't at the top of your "get it done today" list, but maybe it should be. After all, didn't your mother ever tell you to always wear clean underwear? She was right! If your underwear collection is over six months old (and we know it is), you should replace it all immediately, enough said. Men’s underwear comes in many cuts, styles, colors, and materials. There’s something for every body type and occasion – whether you want everyday support, extra support for a workout, or something sexy to wear for a significant other.

Regular vs. Activewear

There's a difference between regular underwear and activewear. Not only will you look silly wearing a regular T-Shirt for a workout, but you'll also be giving up the technical benefits of today's high-performance fabrics. Furthermore, a pair of briefs is not the same as an athletic supporter. Real activewear is a workout-trendy, technically savvy choice for the gym.

Boxers vs. Briefs

The age-old question in the world of men’s underwear is “boxers or briefs?”. We don't pretend to know the answer to that question. What we do know is that women seem to be fascinated by the controversy, and that in the end it's really about the difference between "freedom" and "support." Boxers are a little more versatile. In boxers, you could retrieve the morning newspaper without raising too many eyebrows. But don't try that in a pair of briefs. Those are a little too tight fitting to wear even to the end of the driveway. Boxer briefs are the best of both worlds – they have a traditional elastic waist with a longer leg.