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.

 Page 1 of 61/6 
  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 Classic Fit Boxer Shorts Ledbury 26 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Ledbury 26 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Ledbury 26 Cotton Batiste Navy

    $52.00
  3. 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
  4. Men's Modern Fit Boxer Shorts Barker 24 Cotton Check Navy Men's Modern Fit Boxer Shorts Barker 24 Cotton Check Navy

    Men's Modern Fit Boxer Shorts Barker 24 Cotton Check Navy

    $58.00
  5. Men's Classic Fit Boxer Shorts Brindisi 38 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 38 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 38 Pure Silk Satin Navy

    $175.00
  6. 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
  7. Men's Classic Fit Boxer Shorts Brindisi 45 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 45 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 45 Pure Silk Satin Navy

    $175.00
  8. Men's Classic Fit Boxer Shorts Brindisi 52 Pure Silk Satin Red Men's Classic Fit Boxer Shorts Brindisi 52 Pure Silk Satin Red

    Men's Classic Fit Boxer Shorts Brindisi 52 Pure Silk Satin Red

    $175.00
  9. 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 Navy

    $58.00
  10. 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
  11. 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
  12. 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
  13. Men's Modern Fit Boxer Shorts Brindisi 52 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 52 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 52 Pure Silk Satin Navy

    $225.00
  14. Men's Classic Fit Boxer Shorts Brindisi 54 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 54 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 54 Pure Silk Satin Navy

    $175.00
  15. Men's Hipster Band 46 Pima Cotton Stretch Black Men's Hipster Band 46 Pima Cotton Stretch Black

    Men's Hipster Band 46 Pima Cotton Stretch Black

    $50.00
  16. 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
  17. Men's Modern Fit Boxer Shorts Nelson 72 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 72 Cotton Batiste Navy

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

    $58.00
  18. Men's Modern Fit Boxer Shorts Brindisi 53 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 53 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 53 Pure Silk Satin Navy

    $225.00
  19. Men's Modern Fit Boxer Shorts Brindisi 54 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 54 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 54 Pure Silk Satin Navy

    $225.00
  20. Men's Hipster Star 16 Pima Cotton Stretch Red Men's Hipster Star 16 Pima Cotton Stretch Red

    Men's Hipster Star 16 Pima Cotton Stretch Red

    $50.00
  21. Men's Hipster Star 15 Pima Cotton Stretch Blue Men's Hipster Star 15 Pima Cotton Stretch Blue

    Men's Hipster Star 15 Pima Cotton Stretch Blue

    $50.00
  22. Men's Hipster Flower Pima Cotton Stretch Red Men's Hipster Flower Pima Cotton Stretch Red

    Men's Hipster Flower Pima Cotton Stretch Red

    $50.00
  23. 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
  24. Men's Hipster Band 43 Pima Cotton Stretch Black Men's Hipster Band 43 Pima Cotton Stretch Black

    Men's Hipster Band 43 Pima Cotton Stretch Black

    $50.00
 Page 1 of 61/6