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S Fly-Front Woven Underwear

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  1. 100% Silk Solid Boxers100% Silk Solid Boxers
    Zimmerli 6000751
    100% Silk Solid Boxers
    $199.00 $149.25
  2. Cotton Classic Fit 40's Woven BoxerCotton Classic Fit 40's Woven Boxer
    Polo Ralph Lauren l169rl
    Cotton Classic Fit 40's Woven Boxer
    $21.95 - $28.00
  3. Flannel Button Down Pajama SetFlannel Button Down Pajama Set
    Polo Ralph Lauren p01hf2
    Flannel Button Down Pajama Set
    $85.00
  4. Printed Polo Player 100% Cotton Woven BoxerPrinted Polo Player 100% Cotton Woven Boxer
    Polo Ralph Lauren r382rl
    Printed Polo Player 100% Cotton Woven Boxer
    $21.95 - $28.00
  5. Art Dad Woven Boxers - 3 PackArt Dad Woven Boxers - 3 Pack
    Lucky 213qb09
    Art Dad Woven Boxers - 3 Pack
    $36.50 $21.95
  6. Classic Fit Woven Boxer - 3 PackClassic Fit Woven Boxer - 3 Pack
    Polo Ralph Lauren ncwbp3
    Classic Fit Woven Boxer - 3 Pack
    $49.50
  7. Printed Polo Player 100% Cotton Woven BoxerPrinted Polo Player 100% Cotton Woven Boxer
    Polo Ralph Lauren 676r
    Printed Polo Player 100% Cotton Woven Boxer
    Rating:
    100%
    $28.00
  8. Core Solid White Woven Boxers - 5 PackCore Solid White Woven Boxers - 5 Pack
    Fruit Of The Loom 5p595
    Core Solid White Woven Boxers - 5 Pack
    Rating:
    97%
    $28.00
  9. Classic Woven Sleep PantClassic Woven Sleep Pant
    Polo Ralph Lauren p168rl
    Classic Woven Sleep Pant
    Rating:
    100%
    $55.00
  10. Classic Cotton Woven Boxer - 3 PackClassic Cotton Woven Boxer - 3 Pack
    Calvin Klein nb4006
    Classic Cotton Woven Boxer - 3 Pack
    $46.00 $34.50
  11. Cotton Woven Boxers - 3 PackCotton Woven Boxers - 3 Pack
    Lucky 213pb09
    Cotton Woven Boxers - 3 Pack
    Rating:
    70%
    $36.50 $21.95
  12. Core Woven Boxers - 3 PackCore Woven Boxers - 3 Pack
    Lucky 211pb09
    Core Woven Boxers - 3 Pack
    $36.50 $21.95
  13. J Class Print Anchor ShortJ Class Print Anchor Short
    Nautica 300156
    J Class Print Anchor Short
    $30.00 $22.50
  14. 100% Cotton Classic Plaid Woven Boxer100% Cotton Classic Plaid Woven Boxer
    Polo Ralph Lauren l104hr
    100% Cotton Classic Plaid Woven Boxer
    Rating:
    100%
    $28.00 $10.99
  15. Printed Polo Player 100% Cotton Woven BoxerPrinted Polo Player 100% Cotton Woven Boxer
    Polo Ralph Lauren r382sr
    Printed Polo Player 100% Cotton Woven Boxer
    $28.00 $9.99
  16. Traditional Tartan Assort Woven Boxer - 3 PackTraditional Tartan Assort Woven Boxer - 3 Pack
    Fruit Of The Loom 590
    Traditional Tartan Assort Woven Boxer - 3 Pack
    Rating:
    70%
    $25.00
  17. J Class Print Anchor PantJ Class Print Anchor Pant
    Nautica 300187
    J Class Print Anchor Pant
    $39.00 $29.25
  18. 100% Cotton Woven Sleepwear Pant100% Cotton Woven Sleepwear Pant
    Polo Ralph Lauren r168s
    100% Cotton Woven Sleepwear Pant
    Rating:
    100%
    $55.00
  19. Loose Woven Cotton BoxerLoose Woven Cotton Boxer
    Nautica b64099
    Loose Woven Cotton Boxer
    $18.50 $8.99
  20. Pony Player 100% Cotton Woven Pajama PantPony Player 100% Cotton Woven Pajama Pant
    Polo Ralph Lauren r972
    Pony Player 100% Cotton Woven Pajama Pant
    Rating:
    97%
    $55.00
  21. Cotton Woven Pajama SetCotton Woven Pajama Set
    Zimmerli 4030750
    Cotton Woven Pajama Set
    $289.00 $216.75
  22. Cotton Woven Boxers - 3 PackCotton Woven Boxers - 3 Pack
    Lucky 201qb09
    Cotton Woven Boxers - 3 Pack
    Rating:
    100%
    $36.50 $14.99
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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.