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.

  1. Men's Trunks Jack Pima Cotton Stretch White Men's Trunks Jack Pima Cotton Stretch White

    Men's Trunks Jack Pima Cotton Stretch White

    £35.00
  2. Men's Modern Fit Boxer Shorts Brindisi 64 Pure Silk Satin Multi Men's Modern Fit Boxer Shorts Brindisi 64 Pure Silk Satin Multi

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

    30% off

    £150.00

    £105.00

  3. 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

    £135.00
  4. 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

    £120.00
  5. Men's Trunks Jack Pima Cotton Stretch Black Men's Trunks Jack Pima Cotton Stretch Black

    Men's Trunks Jack Pima Cotton Stretch Black

    £35.00
  6. Men's Hipster Jack Pima Cotton Stretch Black Men's Hipster Jack Pima Cotton Stretch Black

    Men's Hipster Jack Pima Cotton Stretch Black

    £32.00
  7. Men's Hipster Jack Pima Cotton Stretch White Men's Hipster Jack Pima Cotton Stretch White

    Men's Hipster Jack Pima Cotton Stretch White

    £32.00
  8. Men's Underwear Crew-Neck T-Shirt Jack Pima Cotton Stretch Black Men's Underwear Crew-Neck T-Shirt Jack Pima Cotton Stretch Black

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

    £40.00
  9. 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

    £40.00
  10. Men's Trunks Jack Pima Cotton Stretch Navy Men's Trunks Jack Pima Cotton Stretch Navy

    Men's Trunks Jack Pima Cotton Stretch Navy

    £35.00
  11. Men's Underwear V-Neck T-Shirt Lewis Double Mercerised Cotton White Men's Underwear V-Neck T-Shirt Lewis Double Mercerised Cotton White

    Men's Underwear V-Neck T-Shirt Lewis Double Mercerised Cotton White

    £50.00
  12. Men's Classic Fit Boxer Shorts Amalfi Cotton Batiste Blue Men's Classic Fit Boxer Shorts Amalfi Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Amalfi Pure Cotton Blue

    £45.00
  13. 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

    £55.00
  14. Men's Mid Briefs Jack Pima Cotton Stretch Black Men's Mid Briefs Jack Pima Cotton Stretch Black

    Men's Mid Briefs Jack Pima Cotton Stretch Black

    £30.00
  15. Men's Hipster Heart Pima Cotton Stretch Red Men's Hipster Heart Pima Cotton Stretch Red

    Men's Hipster Heart Pima Cotton Stretch Red

    30% off

    £45.00

    £31.50

  16. Men's Classic Fit Boxer Shorts Brindisi 63 Pure Silk Satin Multi Men's Classic Fit Boxer Shorts Brindisi 63 Pure Silk Satin Multi

    Men's Classic Fit Boxer Shorts Brindisi 63 Pure Silk Satin Multi

    30% off

    £150.00

    £105.00

  17. Men's Modern Fit Boxer Shorts Brindisi 63 Pure Silk Satin Multi Men's Modern Fit Boxer Shorts Brindisi 63 Pure Silk Satin Multi

    Men's Modern Fit Boxer Shorts Brindisi 63 Pure Silk Satin Multi

    30% off

    £150.00

    £105.00

  18. Men's Modern Fit Boxer Shorts Brindisi 65 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 65 Pure Silk Satin Navy

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

    30% off

    £150.00

    £105.00

  19. Men's Hipster Flower Pima Cotton Stretch Red Men's Hipster Flower Pima Cotton Stretch Red

    Men's Hipster Flower Pima Cotton Stretch Red

    30% off

    £45.00

    £31.50

  20. Men's Hipster Camouflage Pima Cotton Stretch Navy Men's Hipster Camouflage Pima Cotton Stretch Navy

    Men's Hipster Camouflage Pima Cotton Stretch Navy

    30% off

    £45.00

    £31.50

  21. 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

    30% off

    £45.00

    £31.50

  22. 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

    30% off

    £45.00

    £31.50

  23. 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

    30% off

    £45.00

    £31.50

  24. 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

    30% off

    £40.00

    £28.00

  25. 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

    30% off

    £45.00

    £31.50

  26. 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

    £65.00
  27. 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

    30% off

    £45.00

    £31.50

  28. Men's Hipster Stripe Pima Cotton Stretch Navy Men's Hipster Stripe Pima Cotton Stretch Navy

    Men's Hipster Stripe Pima Cotton Stretch Navy

    30% off

    £45.00

    £31.50

  29. 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

    30% off

    £40.00

    £28.00

  30. 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

    £30.00
  31. Men's Modern Fit Boxer Shorts Nelson 78 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 78 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 78 Cotton Batiste Navy

    30% off

    £55.00

    £38.50

  32. 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

    30% off

    £150.00

    £105.00

  33. 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

    £30.00
  34. Men's Hipster Ditsy 6 Pima Cotton Stretch Navy Men's Hipster Ditsy 6 Pima Cotton Stretch Navy

    Men's Hipster Ditsy 6 Pima Cotton Stretch Navy

    30% off

    £45.00

    £31.50

  35. 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

    30% off

    £40.00

    £28.00

  36. Men's Hipster Coral 2 Pima Cotton Stretch Navy Men's Hipster Coral 2 Pima Cotton Stretch Navy

    Men's Hipster Coral 2 Pima Cotton Stretch Navy

    30% off

    £45.00

    £31.50

  37. Men's Hipster Jack Pima Cotton Stretch Navy Men's Hipster Jack Pima Cotton Stretch Navy

    Men's Hipster Jack Pima Cotton Stretch Navy

    £32.00
  38. Men's Underwear V-Neck T-Shirt Alex Micro Modal Stretch White Men's Underwear V-Neck T-Shirt Alex Micro Modal Stretch White

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

    £65.00
  39. Men's Underwear Crew-Neck T-Shirt Lewis Double Mercerised Cotton White Men's Underwear Crew-Neck T-Shirt Lewis Double Mercerised Cotton White

    Men's Underwear Crew-Neck T-Shirt Lewis Double Mercerised Cotton White

    £50.00
  40. Men's Underwear V-Neck T-Shirt Jack Pima Cotton Stretch Black Men's Underwear V-Neck T-Shirt Jack Pima Cotton Stretch Black

    Men's Underwear V-Neck T-Shirt Jack Pima Cotton Stretch Black

    £40.00
  41. Men's Underwear Vest Jack Pima Cotton Stretch White Men's Underwear Vest Jack Pima Cotton Stretch White

    Men's Underwear Vest Jack Pima Cotton Stretch White

    £35.00
  42. Men's Underwear V-Neck T-Shirt Jack Pima Cotton Stretch White Men's Underwear V-Neck T-Shirt Jack Pima Cotton Stretch White

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

    £40.00
  43. Men's Underwear Crew-Neck T-Shirt Alex Micro Modal Stretch Black Men's Underwear Crew-Neck T-Shirt Alex Micro Modal Stretch Black

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

    £65.00
  44. Men's Hipster Spot 4 Pima Cotton Stretch Navy Men's Hipster Spot 4 Pima Cotton Stretch Navy

    Men's Hipster Spot 4 Pima Cotton Stretch Navy

    30% off

    £45.00

    £31.50

  45. 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

    30% off

    £40.00

    £28.00

  46. Men's Classic Fit Boxer Shorts Ledbury 34 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Ledbury 34 Cotton Batiste Blue

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

    30% off

    £45.00

    £31.50

  47. 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

    30% off

    £55.00

    £38.50

  48. 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

    30% off

    £55.00

    £38.50

  49. Men's Modern Fit Boxer Shorts Ledbury 31 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Ledbury 31 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Ledbury 31 Cotton Batiste Navy

    30% off

    £55.00

    £38.50

  50. Men's Classic Fit Boxer Shorts Ledbury 43 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Ledbury 43 Cotton Batiste Navy

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

    30% off

    £45.00

    £31.50

  51. Men's Modern Fit Boxer Shorts Brindisi 56 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 56 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 56 Pure Silk Satin Navy

    30% off

    £150.00

    £105.00

  52. 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

    30% off

    £45.00

    £31.50

  53. Men's Modern Fit Boxer Shorts Nelson 73 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 73 Cotton Batiste Navy

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

    30% off

    £55.00

    £38.50

  54. 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

    30% off

    £45.00

    £31.50

  55. Men's Modern Fit Boxer Shorts Brindisi 58 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 58 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 58 Pure Silk Satin Navy

    £150.00