Underwear

Loose Fit Underwear

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Items 49-72 of 80

  1. Tall Man Tech Graphic Loose Fit ShortTall Man Tech Graphic Loose Fit Short
    Under Armour 1306443t
    Tall Man Tech Graphic Loose Fit Short
    $30.00 $22.50
  2. Cotton Code BoxerCotton Code Boxer
    Calida 24090
    Cotton Code Boxer
    Rating:
    100%
    $38.00 $28.50
  3. 100% Nature Tencel Boxer100% Nature Tencel Boxer
    Calida 24361
    100% Nature Tencel Boxer
    $58.00 $43.50
  4. Luxe Solid Boxer Shorts - 3 PackLuxe Solid Boxer Shorts - 3 Pack
    Perry Ellis 163009pk
    Luxe Solid Boxer Shorts - 3 Pack
    Rating:
    100%
    $42.00
  5. 100% Cotton Loose Fit Boxer100% Cotton Loose Fit Boxer
    Bread and Boxers 203
    100% Cotton Loose Fit Boxer
    $24.94 $20.95
  6. Cotton Woven Boxers - 3 PackCotton Woven Boxers - 3 Pack
    Lucky 201qb09
    Cotton Woven Boxers - 3 Pack
    Rating:
    100%
    $36.50 $14.99
  7. 100% Cotton Boxer Shorts - 2 Pack100% Cotton Boxer Shorts - 2 Pack
    Boss Hugo Boss 0469762
    100% Cotton Boxer Shorts - 2 Pack
    Rating:
    100%
    $42.00 $32.95
  8. Tall Man Supreme Comfort Knit PantTall Man Supreme Comfort Knit Pant
    Polo Ralph Lauren p052rt
    Tall Man Supreme Comfort Knit Pant
    $68.00
  9. Ultra Soft Lounge Sleep ShortUltra Soft Lounge Sleep Short
    Calvin Klein nm2233
    Ultra Soft Lounge Sleep Short
    Rating:
    100%
    $39.00 $29.25
  10. Big & Tall 100% Cotton Woven BoxerBig & Tall 100% Cotton Woven Boxer
    Tommy Bahama tb72301x
    Big & Tall 100% Cotton Woven Boxer
    $32.00 $17.95
  11. Tall Man Tech 2.0 V-Neck T-ShirtTall Man Tech 2.0 V-Neck T-Shirt
    Under Armour 1328190t
    Tall Man Tech 2.0 V-Neck T-Shirt
    $25.00 $18.75
  12. 100% Cotton Printed Woven Boxer Short100% Cotton Printed Woven Boxer Short
    Tommy Bahama tb72501
    100% Cotton Printed Woven Boxer Short
    $30.00 $22.50
  13. UA Freedom Tech BFL ShortUA Freedom Tech BFL Short
    Under Armour 1359349
    UA Freedom Tech BFL Short
    $30.00 $22.50
  14. Fancy Woven BoxerFancy Woven Boxer
    Hanro 74013f
    Fancy Woven Boxer
    $35.95 - $60.00
  15. Essential 6 Inch BoxerEssential 6 Inch Boxer
    Patagonia 32550
    Essential 6 Inch Boxer
    $27.95 - $35.00
  16. Cotton Stretch Knit Boxer - 2 PackCotton Stretch Knit Boxer - 2 Pack
    Tommy Bahama tb72503
    Cotton Stretch Knit Boxer - 2 Pack
    $58.00 $43.50
  17. Freedom Crew Neck Flag T-ShirtFreedom Crew Neck Flag T-Shirt
    Under Armour 1370810
    Freedom Crew Neck Flag T-Shirt
    $30.00 $22.50
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Underwear Men's Underwear | Shop our Best Mens Underwear Styles & Brands | HisRoom.com

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.