Men's Underwear

The Derek Rose underwear collection fuses classic style with pioneering technology. Everything from the fabrics we use to the needles we stitch with are the result of extensive research and testing — as we believe that by focusing on the finer details, we achieve the best product.

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  1. Men's Modern Fit Boxer Shorts Ledbury 34 Cotton Batiste Blue Men's Modern Fit Boxer Shorts Ledbury 34 Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Ledbury 34 Cotton Batiste Blue

    $58.00
  2. Men's Hipster Heart Pima Cotton Stretch Red Men's Hipster Heart Pima Cotton Stretch Red

    Men's Hipster Heart Pima Cotton Stretch Red

    $50.00
  3. Men's Modern Fit Boxer Shorts Barker 28 Cotton Check Blue Men's Modern Fit Boxer Shorts Barker 28 Cotton Check Blue

    Men's Modern Fit Boxer Shorts Barker 28 Cotton Check Blue

    $58.00
  4. Men's Hipster Star 17 Pima Cotton Stretch Navy Men's Hipster Star 17 Pima Cotton Stretch Navy

    Men's Hipster Star 17 Pima Cotton Stretch Navy

    $50.00
  5. Men's Hipster Camouflage Pima Cotton Stretch Navy Men's Hipster Camouflage Pima Cotton Stretch Navy

    Men's Hipster Camouflage Pima Cotton Stretch Navy

    $50.00
  6. Men's Hipster Band 47 Pima Cotton Stretch Black Men's Hipster Band 47 Pima Cotton Stretch Black

    Men's Hipster Band 47 Pima Cotton Stretch Black

    $50.00
  7. Men's Classic Fit Boxer Shorts Barker 28 Cotton Check Blue Men's Classic Fit Boxer Shorts Barker 28 Cotton Check Blue

    Men's Classic Fit Boxer Shorts Barker 28 Cotton Check Blue

    $52.00
  8. Men's Hipster Band 48 Pima Cotton Stretch Navy Men's Hipster Band 48 Pima Cotton Stretch Navy

    Men's Hipster Band 48 Pima Cotton Stretch Navy

    $50.00
  9. Men's Trunks Jack Pima Cotton Stretch White Men's Trunks Jack Pima Cotton Stretch White

    Men's Trunks Jack Pima Cotton Stretch White

    $50.00
  10. Men's Classic Fit Boxer Shorts Ledbury 30 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Ledbury 30 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Ledbury 30 Cotton Batiste Navy

    $52.00
  11. Men's Trunks Jack Pima Cotton Stretch Black Men's Trunks Jack Pima Cotton Stretch Black

    Men's Trunks Jack Pima Cotton Stretch Black

    $50.00
  12. Men's Modern Fit Boxer Shorts Amalfi Pure Cotton Blue Men's Modern Fit Boxer Shorts Amalfi Pure Cotton Blue

    Men's Modern Fit Boxer Shorts Amalfi Pure Cotton Blue

    $58.00
  13. Men's Modern Fit Boxer Shorts Royal 215 Cotton Satin Stripe Red Men's Modern Fit Boxer Shorts Royal 215 Cotton Satin Stripe Red

    Men's Modern Fit Boxer Shorts Royal 215 Cotton Satin Stripe Red

    $58.00
  14. Men's Classic Fit Boxer Shorts Paris 17 Cotton Jacquard Navy Men's Classic Fit Boxer Shorts Paris 17 Cotton Jacquard Navy

    Men's Classic Fit Boxer Shorts Paris 17 Cotton Jacquard Navy

    $52.00
  15. Men's Hipster Jack Pima Cotton Stretch White Men's Hipster Jack Pima Cotton Stretch White

    Men's Hipster Jack Pima Cotton Stretch White

    $46.00
  16. Men's Classic Fit Boxer Shorts Nelson 73 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 73 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 73 Cotton Batiste Navy

    $52.00
  17. Men's Hipster Jack Pima Cotton Stretch Black Men's Hipster Jack Pima Cotton Stretch Black

    Men's Hipster Jack Pima Cotton Stretch Black

    $46.00
  18. Men's Classic Fit Boxer Shorts Ledbury 31 Cotton Batiste Multi Men's Classic Fit Boxer Shorts Ledbury 31 Cotton Batiste Multi

    Men's Classic Fit Boxer Shorts Ledbury 31 Cotton Batiste Multi

    $52.00
  19. Men's Classic Fit Boxer Shorts Nelson 72 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 72 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 72 Cotton Batiste Navy

    $52.00
  20. Men's Modern Fit Boxer Shorts Paris 17 Cotton Jacquard Navy Men's Modern Fit Boxer Shorts Paris 17 Cotton Jacquard Navy

    Men's Modern Fit Boxer Shorts Paris 17 Cotton Jacquard Navy

    $58.00
  21. Men's Underwear Vest Jack Pima Cotton Stretch White Men's Underwear Vest Jack Pima Cotton Stretch White

    Men's Underwear Tank Top Jack Pima Cotton Stretch White

    $60.00
  22. Men's Classic Fit Boxer Shorts Ledbury 30 Cotton Batiste Multi Men's Classic Fit Boxer Shorts Ledbury 30 Cotton Batiste Multi

    Men's Classic Fit Boxer Shorts Ledbury 30 Cotton Batiste Multi

    $52.00
  23. Men's Hipster Band 45 Pima Cotton Stretch Navy Men's Hipster Band 45 Pima Cotton Stretch Navy

    Men's Hipster Band 45 Pima Cotton Stretch Navy

    $50.00
  24. Men's Classic Fit Boxer Shorts Amalfi 16 Cotton Batiste Multi Men's Classic Fit Boxer Shorts Amalfi 16 Cotton Batiste Multi

    Men's Classic Fit Boxer Shorts Amalfi 16 Cotton Batiste Multi

    $52.00
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