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

    Men's Hipster Camouflage Pima Cotton Stretch Navy

    £45.00
  2. Men's Hipster Heart Pima Cotton Stretch Red Men's Hipster Heart Pima Cotton Stretch Red

    Men's Hipster Heart Pima Cotton Stretch Red

    £45.00
  3. 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

    £45.00
  4. 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
  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 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

    £40.00
  7. Men's Classic Fit Boxer Shorts Nelson 73 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 73 Cotton Batiste Navy

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

    £40.00
  8. Men's Classic Fit Boxer Shorts Ledbury 31 Cotton Batiste Multi Men's Classic Fit Boxer Shorts Ledbury 31 Cotton Batiste Multi

    Men's Classic Fit Boxer Shorts Ledbury 31 Cotton Batiste Multi

    £40.00
  9. 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

    £40.00
  10. 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

    £40.00
  11. 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

    £50.00
  12. 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

    £150.00
  13. 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

    £50.00
  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

    £140.00
  15. Men's Modern Fit Boxer Shorts Ledbury 30 Cotton Batiste Multi Men's Modern Fit Boxer Shorts Ledbury 30 Cotton Batiste Multi

    Men's Modern Fit Boxer Shorts Ledbury 30 Cotton Batiste Multi

    £50.00
  16. Men's Modern Fit Boxer Shorts Barker 26 Cotton Check Blue Men's Modern Fit Boxer Shorts Barker 26 Cotton Check Blue

    Men's Modern Fit Boxer Shorts Barker 26 Cotton Check Blue

    £50.00
  17. 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

    £50.00
  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

    £150.00
  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

    £150.00
  20. 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

    £45.00
  21. 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
  22. 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
  23. Men's Classic Fit Boxer Shorts Barker 23 Cotton Check Multi Men's Classic Fit Boxer Shorts Barker 23 Cotton Check Multi

    Men's Classic Fit Boxer Shorts Barker 23 Cotton Check Multi

    £40.00
  24. 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
  25. 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
  26. 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
  27. Men's Modern Fit Boxer Shorts Barker 25 Cotton Check Multi Men's Modern Fit Boxer Shorts Barker 25 Cotton Check Multi

    Men's Modern Fit Boxer Shorts Barker 25 Cotton Check Multi

    £50.00
  28. 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
  29. Men's Classic Fit Boxer Shorts Barker 25 Cotton Check Multi Men's Classic Fit Boxer Shorts Barker 25 Cotton Check Multi

    Men's Classic Fit Boxer Shorts Barker 25 Cotton Check Multi

    £40.00
  30. 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

    £40.00
  31. 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
  32. 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
  33. 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

    £40.00
  34. 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
  35. 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
  36. 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
  37. Men's Classic Fit Boxer Shorts Gingham Pure Cotton Check Blue Men's Classic Fit Boxer Shorts Gingham Pure Cotton Check Blue

    Men's Classic Fit Boxer Shorts Gingham Pure Cotton Check Blue

    £40.00
  38. 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
  39. 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
  40. 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
  41. 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
  42. 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
  43. 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
  44. 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
  45. 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
  46. 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
  47. 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

    £50.00
  48. 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
  49. 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
  50. 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
  51. 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
  52. 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
  53. 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
  54. 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
  55. 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
  56. 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
  57. Men's Modern Fit Boxer Shorts Lombard 6 Cotton Jacquard Navy Men's Modern Fit Boxer Shorts Lombard 6 Cotton Jacquard Navy

    Men's Modern Fit Boxer Shorts Lombard 6 Cotton Jacquard Navy

    £50.00
  58. 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
  59. 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
  60. 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
  61. 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
  62. 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
  63. Men's Classic Fit Boxer Shorts Lombard 6 Cotton Jacquard Navy Men's Classic Fit Boxer Shorts Lombard 6 Cotton Jacquard Navy

    Men's Classic Fit Boxer Shorts Lombard 6 Cotton Jacquard Navy

    £40.00
  64. 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
  65. Men's Modern Fit Boxer Shorts Gingham Pure Cotton Check Blue Men's Modern Fit Boxer Shorts Gingham Pure Cotton Check Blue

    Men's Modern Fit Boxer Shorts Gingham Pure Cotton Check Blue

    £50.00
  66. Men's Classic Fit Boxer Shorts Gingham White Band Pure Cotton Check Blue Men's Classic Fit Boxer Shorts Gingham White Band Pure Cotton Check Blue

    Men's Classic Fit Boxer Shorts Gingham White Band Pure Cotton Check Blue

    £35.00
  67. 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
  68. 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
  69. Men's Classic Fit Boxer Shorts Barker 20 Cotton Check Blue Men's Classic Fit Boxer Shorts Barker 20 Cotton Check Blue

    Men's Classic Fit Boxer Shorts Barker 20 Cotton Check Blue

    £40.00
  70. 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
  71. 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
  72. 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
  73. 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
  74. 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
  75. 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