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 painstaking 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 Trunks Alex Micro Modal Stretch Black Men's Trunks Alex Micro Modal Stretch Black

    Men's Trunks Alex Micro Modal Stretch Black

    $65.00
  2. Men's Trunks Ethan Micro Modal Stretch Silver Men's Trunks Ethan Micro Modal Stretch Silver

    Men's Trunks Ethan Micro Modal Stretch Silver

    $70.00
  3. Men's Modern Fit Boxer Shorts Nelson 68 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 68 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 68 Cotton Batiste Navy

    $58.00
  4. Men's Classic Fit Boxer Shorts Felsted 3 Pure Cotton Blue Men's Classic Fit Boxer Shorts Felsted 3 Pure Cotton Blue

    Men's Classic Fit Boxer Shorts Felsted 3 Pure Cotton Blue

    $52.00
  5. 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
  6. Men's Hipster Ditsy 6 Pima Cotton Stretch Blue Men's Hipster Ditsy 6 Pima Cotton Stretch Blue

    Men's Hipster Ditsy 6 Pima Cotton Stretch Blue

    $50.00
  7. Men's Hipster Spot 4 Pima Cotton Stretch White Men's Hipster Spot 4 Pima Cotton Stretch White

    Men's Hipster Spot 4 Pima Cotton Stretch White

    $50.00
  8. Men's Modern Fit Boxer Shorts Nelson 69 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 69 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 69 Cotton Batiste Navy

    $58.00
  9. Men's Classic Fit Boxer Shorts Brindisi 32 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 32 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 32 Pure Silk Satin Navy

    $175.00
  10. Men's Classic Fit Boxer Shorts Paris 15 Cotton Jacquard Navy Men's Classic Fit Boxer Shorts Paris 15 Cotton Jacquard Navy

    Men's Classic Fit Boxer Shorts Paris 15 Cotton Jacquard Navy

    $52.00
  11. Men's Modern Fit Boxer Shorts Barker 22 Cotton Check Navy Men's Modern Fit Boxer Shorts Barker 22 Cotton Check Navy

    Men's Modern Fit Boxer Shorts Barker 22 Cotton Check Navy

    $58.00
  12. Men's Modern Fit Boxer Shorts Ledbury 19 Cotton Batiste Red Men's Modern Fit Boxer Shorts Ledbury 19 Cotton Batiste Red

    Men's Modern Fit Boxer Shorts Ledbury 19 Cotton Batiste Red

    $58.00
  13. 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
  14. 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
  15. Men's Hipster Band 42 Pima Cotton Stretch Navy Men's Hipster Band 42 Pima Cotton Stretch Navy

    Men's Hipster Band 42 Pima Cotton Stretch Navy

    $50.00
  16. Men's Hipster Band 41 Pima Cotton Stretch Black Men's Hipster Band 41 Pima Cotton Stretch Black

    Men's Hipster Band 41 Pima Cotton Stretch Black

    $50.00
  17. Men's Classic Fit Boxer Shorts Ledbury 21 Cotton Batiste Red Men's Classic Fit Boxer Shorts Ledbury 21 Cotton Batiste Red

    Men's Classic Fit Boxer Shorts Ledbury 21 Cotton Batiste Red

    $52.00
  18. 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
  19. Men's Modern Fit Boxer Shorts Wellington 48 Cotton Full Satin Multi Men's Modern Fit Boxer Shorts Wellington 48 Cotton Full Satin Multi

    Men's Modern Fit Boxer Shorts Wellington 48 Cotton Full Satin Multi

    $58.00
  20. Men's Classic Fit Boxer Shorts Barker 22 Cotton Check Navy Men's Classic Fit Boxer Shorts Barker 22 Cotton Check Navy

    Men's Classic Fit Boxer Shorts Barker 22 Cotton Check Navy

    $52.00
  21. Men's Modern Fit Boxer Shorts Amalfi Cotton Batiste Blue Men's Modern Fit Boxer Shorts Amalfi Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Amalfi Cotton Batiste Blue

    $58.00
  22. Men's Modern Fit Boxer Shorts Brindisi 35 Pure Silk Satin Blue Men's Modern Fit Boxer Shorts Brindisi 35 Pure Silk Satin Blue

    Men's Modern Fit Boxer Shorts Brindisi 35 Pure Silk Satin Blue

    $225.00
  23. 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
  24. Men's Classic Fit Boxer Shorts Bailey Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Bailey Pure Silk Satin Navy

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

    $150.00
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