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 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

    £40.00
  2. 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

    £50.00
  3. 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

    £140.00
  4. 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
  5. 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

    £140.00
  6. 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
  7. 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

    £40.00
  8. Men's Modern Fit Boxer Shorts Ledbury 28 Cotton Batiste Ocean Men's Modern Fit Boxer Shorts Ledbury 28 Cotton Batiste Ocean

    Men's Modern Fit Boxer Shorts Ledbury 28 Cotton Batiste Ocean

    £50.00
  9. Men's Modern Fit Boxer Shorts Ledbury 29 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Ledbury 29 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Ledbury 29 Cotton Batiste Navy

    £50.00
  10. Men's Classic Fit Boxer Shorts Brindisi 41 Pure Silk Satin Multi Men's Classic Fit Boxer Shorts Brindisi 41 Pure Silk Satin Multi

    Men's Classic Fit Boxer Shorts Brindisi 41 Pure Silk Satin Multi

    £140.00
  11. 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
  12. Men's Modern Fit Boxer Shorts Nelson 71 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 71 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 71 Cotton Batiste Navy

    £50.00
  13. Men's Modern Fit Boxer Shorts Brindisi 41 Pure Silk Satin Multi Men's Modern Fit Boxer Shorts Brindisi 41 Pure Silk Satin Multi

    Men's Modern Fit Boxer Shorts Brindisi 41 Pure Silk Satin Multi

    £150.00
  14. 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

    £50.00
  15. Men's Classic Fit Boxer Shorts Ledbury 29 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Ledbury 29 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Ledbury 29 Cotton Batiste Navy

    £40.00
  16. Men's Modern Fit Boxer Shorts Brindisi 48 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 48 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 48 Pure Silk Satin Navy

    £150.00
  17. Men's Classic Fit Boxer Shorts Plaza 21 Pure Cotton Batiste Navy Men's Classic Fit Boxer Shorts Plaza 21 Pure Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Plaza 21 Pure Cotton Batiste Navy

    £40.00
  18. 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 Pure Cotton Blue

    £50.00
  19. Men's Hipster Star 14 Pima Cotton Stretch Blue Men's Hipster Star 14 Pima Cotton Stretch Blue

    Men's Hipster Star 14 Pima Cotton Stretch Blue

    £45.00
  20. Men's Classic Fit Boxer Shorts Nelson 70 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 70 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 70 Cotton Batiste Navy

    £40.00
  21. Men's Classic Fit Boxer Shorts Brindisi 46 Pure Silk Satin Blue Men's Classic Fit Boxer Shorts Brindisi 46 Pure Silk Satin Blue

    Men's Classic Fit Boxer Shorts Brindisi 46 Pure Silk Satin Blue

    £140.00
  22. Men's Classic Fit Boxer Shorts Ledbury 28 Cotton Batiste Burgundy Men's Classic Fit Boxer Shorts Ledbury 28 Cotton Batiste Burgundy

    Men's Classic Fit Boxer Shorts Ledbury 28 Cotton Batiste Burgundy

    £40.00
  23. Men's Classic Fit Boxer Shorts Barker 24 Cotton Check Navy Men's Classic Fit Boxer Shorts Barker 24 Cotton Check Navy

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

    £40.00
  24. 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
  25. Men's Modern Fit Boxer Shorts Ledbury 26 Cotton Batiste Burgundy Men's Modern Fit Boxer Shorts Ledbury 26 Cotton Batiste Burgundy

    Men's Modern Fit Boxer Shorts Ledbury 26 Cotton Batiste Burgundy

    £50.00
  26. Men's Modern Fit Boxer Shorts Nelson 70 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 70 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 70 Cotton Batiste Navy

    £50.00
  27. 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

    £45.00
  28. Men's Hipster Band 44 Pima Cotton Stretch Navy Men's Hipster Band 44 Pima Cotton Stretch Navy

    Men's Hipster Band 44 Pima Cotton Stretch Navy

    £40.00
  29. 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

    £140.00
  30. 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

    £50.00
  31. Men's Classic Fit Boxer Shorts Nelson 71 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 71 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 71 Cotton Batiste Navy

    £40.00
  32. 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

    £45.00
  33. 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

    £40.00
  34. Men's Hipster Stripe Pima Cotton Stretch Navy Men's Hipster Stripe Pima Cotton Stretch Navy

    Men's Hipster Stripe Pima Cotton Stretch Navy

    £45.00
  35. 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
  36. 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

    £50.00
  37. 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

    £45.00
  38. 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

    £40.00
  39. 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

    £150.00
  40. 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
  41. Men's Classic Fit Boxer Shorts Brindisi 35 Pure Silk Satin Red Men's Classic Fit Boxer Shorts Brindisi 35 Pure Silk Satin Red

    Men's Classic Fit Boxer Shorts Brindisi 35 Pure Silk Satin Red

    £140.00
  42. 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
  43. Men's Modern Fit Boxer Shorts Ledbury 20 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Ledbury 20 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Ledbury 20 Cotton Batiste Navy

    £50.00
  44. 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
  45. Men's Modern Fit Boxer Shorts Ledbury 26 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Ledbury 26 Cotton Batiste Navy

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

    £50.00
  46. 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
  47. Men's Classic Fit Boxer Shorts Nelson 68 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 68 Cotton Batiste Navy

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

    £40.00
  48. Men's Modern Fit Boxer Shorts Brindisi 34 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 34 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 34 Pure Silk Satin Navy

    £150.00
  49. 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
  50. 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

    £45.00
  51. Men's Classic Fit Boxer Shorts Brindisi 34 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 34 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 34 Pure Silk Satin Navy

    £140.00
  52. 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
  53. 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
  54. 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

    £45.00
  55. Men's Classic Fit Boxer Shorts Nelson 69 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 69 Cotton Batiste Navy

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

    £40.00
  56. Men's Modern Fit Boxer Shorts Brindisi 32 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 32 Pure Silk Satin Navy

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

    £150.00
  57. Men's Modern Fit Boxer Shorts Ledbury 19 Cotton Batiste Green Men's Modern Fit Boxer Shorts Ledbury 19 Cotton Batiste Green

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

    £50.00
  58. 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
  59. Men's Modern Fit Boxer Shorts Ledbury 21 Cotton Batiste Blue Men's Modern Fit Boxer Shorts Ledbury 21 Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Ledbury 21 Cotton Batiste Blue

    £50.00
  60. 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
  61. Men's Classic Fit Boxer Shorts Ledbury 16 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Ledbury 16 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Ledbury 16 Cotton Batiste Blue

    £40.00
  62. Men's Classic Fit Boxer Shorts Ledbury 19 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Ledbury 19 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Ledbury 19 Cotton Batiste Blue

    £40.00
  63. 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
  64. 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

    £40.00
  65. 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
  66. 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
  67. Men's Modern Fit Boxer Shorts Plaza 21 Pure Cotton Batiste Navy Men's Modern Fit Boxer Shorts Plaza 21 Pure Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Plaza 21 Pure Cotton Batiste Navy

    £50.00
  68. Men's Classic Fit Boxer Shorts Nelson 60 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 60 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 60 Cotton Batiste Navy

    £40.00
  69. 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
  70. 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
  71. 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
  72. Men's Classic Fit Boxer Shorts Woburn Pure Silk Satin Stripe Black Men's Classic Fit Boxer Shorts Woburn Pure Silk Satin Stripe Black

    Men's Classic Fit Boxer Shorts Woburn Pure Silk Satin Stripe Black

    £55.00
  73. Men's Classic Fit Boxer Shorts Woburn Pure Silk Satin Stripe Navy Men's Classic Fit Boxer Shorts Woburn Pure Silk Satin Stripe Navy

    Men's Classic Fit Boxer Shorts Woburn Pure Silk Satin Stripe Navy

    £55.00
  74. Men's Modern Fit Boxer Shorts Barker 21 Cotton Check Multi Men's Modern Fit Boxer Shorts Barker 21 Cotton Check Multi

    Men's Modern Fit Boxer Shorts Barker 21 Cotton Check Multi

    £50.00
  75. Men's Modern Fit Boxer Shorts Nelson 60 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 60 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 60 Cotton Batiste Navy

    £50.00
  76. Men's Classic Fit Boxer Shorts Ledbury 20 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Ledbury 20 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Ledbury 20 Cotton Batiste Navy

    £40.00
  77. Men's Modern Fit Boxer Shorts Ledbury 18 Cotton Batiste Multi Men's Modern Fit Boxer Shorts Ledbury 18 Cotton Batiste Multi

    Men's Modern Fit Boxer Shorts Ledbury 18 Cotton Batiste Multi

    £50.00
  78. Men's Classic Fit Boxer Shorts Ledbury 21 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Ledbury 21 Cotton Batiste Blue

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

    £40.00
  79. Men's Classic Fit Boxer Shorts Ledbury 19 Cotton Batiste Red Men's Classic Fit Boxer Shorts Ledbury 19 Cotton Batiste Red

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

    £40.00
  80. 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

    £40.00
  81. Men's Modern Fit Boxer Shorts Brindisi 37 Pure Silk Satin Red Men's Modern Fit Boxer Shorts Brindisi 37 Pure Silk Satin Red

    Men's Modern Fit Boxer Shorts Brindisi 37 Pure Silk Satin Red

    £150.00
  82. Men's Classic Fit Boxer Shorts Brindisi 37 Pure Silk Satin Red Men's Classic Fit Boxer Shorts Brindisi 37 Pure Silk Satin Red

    Men's Classic Fit Boxer Shorts Brindisi 37 Pure Silk Satin Red

    £140.00
  83. Men's Modern Fit Boxer Shorts Ledbury 21 Cotton Batiste Red Men's Modern Fit Boxer Shorts Ledbury 21 Cotton Batiste Red

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

    £50.00