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 Classic Fit Boxer Shorts Royal 216 Cotton Satin Stripe Navy Men's Classic Fit Boxer Shorts Royal 216 Cotton Satin Stripe Navy

    Men's Classic Fit Boxer Shorts Royal 216 Cotton Satin Stripe Navy

    $52.00
  2. Men's Classic Fit Boxer Shorts Paris 19 Cotton Jacquard Navy Men's Classic Fit Boxer Shorts Paris 19 Cotton Jacquard Navy

    Men's Classic Fit Boxer Shorts Paris 19 Cotton Jacquard Navy

    $52.00
  3. Men's Classic Fit Boxer Shorts Nelson 77 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 77 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 77 Cotton Batiste Navy

    $52.00
  4. Men's Classic Fit Boxer Shorts Brindisi 64 Pure Silk Satin Multi Men's Classic Fit Boxer Shorts Brindisi 64 Pure Silk Satin Multi

    Men's Classic Fit Boxer Shorts Brindisi 64 Pure Silk Satin Multi

    $175.00
  5. Men's Hipster Jack Pima Cotton Stretch Navy Men's Hipster Jack Pima Cotton Stretch Navy

    Men's Hipster Jack Pima Cotton Stretch Navy

    $46.00
  6. Men's Modern Fit Boxer Shorts Paris 19 Cotton Jacquard Navy Men's Modern Fit Boxer Shorts Paris 19 Cotton Jacquard Navy

    Men's Modern Fit Boxer Shorts Paris 19 Cotton Jacquard Navy

    $58.00
  7. Men's Trunks Alex Micro Modal Stretch Black Men's Trunks Alex Micro Modal Stretch Black

    Men's Trunks Alex Micro Modal Stretch Black

    $65.00
  8. Men's Trunks Alex Micro Modal Stretch White Men's Trunks Alex Micro Modal Stretch White

    Men's Trunks Alex Micro Modal Stretch White

    $65.00
  9. Men's Classic Fit Boxer Shorts Wellington 51 Cotton Full Satin Blue Men's Classic Fit Boxer Shorts Wellington 51 Cotton Full Satin Blue

    Men's Classic Fit Boxer Shorts Wellington 51 Cotton Full Satin Blue

    $52.00
  10. Men's Classic Fit Boxer Shorts Brindisi 65 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 65 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 65 Pure Silk Satin Navy

    $175.00
  11. Men's Hipster Ethan Micro Modal Stretch Silver Men's Hipster Ethan Micro Modal Stretch Silver

    Men's Hipster Ethan Micro Modal Stretch Silver

    $65.00
  12. Men's Modern Fit Boxer Shorts Bailey Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Bailey Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Bailey Pure Silk Satin Navy

    $200.00
  13. 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
  14. Men's Underwear Crew-Neck T-Shirt Jack Pima Cotton Stretch White Men's Underwear Crew-Neck T-Shirt Jack Pima Cotton Stretch White

    Men's Underwear Crew-Neck T-Shirt Jack Pima Cotton Stretch White

    $68.00
  15. Men's Underwear Crew-Neck T-Shirt Alex Micro Modal Stretch White Men's Underwear Crew-Neck T-Shirt Alex Micro Modal Stretch White

    Men's Underwear Crew-Neck T-Shirt Alex Micro Modal Stretch White

    $85.00
  16. Men's Modern Fit Boxer Shorts Ledbury 41 Cotton Batiste Multi Men's Modern Fit Boxer Shorts Ledbury 41 Cotton Batiste Multi

    Men's Modern Fit Boxer Shorts Ledbury 41 Cotton Batiste Multi

    $58.00
  17. Men's Trunks Jack Pima Cotton Stretch Navy Men's Trunks Jack Pima Cotton Stretch Navy

    Men's Trunks Jack Pima Cotton Stretch Navy

    $50.00
  18. Men's Modern Fit Boxer Shorts Savoy Pure Cotton White Men's Modern Fit Boxer Shorts Savoy Pure Cotton White

    Men's Modern Fit Boxer Shorts Savoy Pure Cotton White

    $58.00
  19. Men's Hipster Ethan Micro Modal Stretch Blue Men's Hipster Ethan Micro Modal Stretch Blue

    Men's Hipster Ethan Micro Modal Stretch Blue

    $65.00
  20. Men's Mid Briefs Jack Pima Cotton Stretch White Men's Mid Briefs Jack Pima Cotton Stretch White

    Men's Mid Briefs Jack Pima Cotton Stretch White

    $39.00
  21. Men's Mid Briefs Jack Pima Cotton Stretch Navy Men's Mid Briefs Jack Pima Cotton Stretch Navy

    Men's Mid Briefs Jack Pima Cotton Stretch Navy

    $39.00
  22. 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
  23. 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
  24. Men's Modern Fit Boxer Shorts Ledbury 43 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Ledbury 43 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Ledbury 43 Cotton Batiste Navy

    $58.00
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