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 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

    £40.00
  2. Men's Classic Fit Boxer Shorts Ledbury 35 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Ledbury 35 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Ledbury 35 Cotton Batiste Blue

    £40.00
  3. Men's Modern Fit Boxer Shorts Elite 51 Cotton Full Satin Navy Men's Modern Fit Boxer Shorts Elite 51 Cotton Full Satin Navy

    Men's Modern Fit Boxer Shorts Elite 51 Cotton Full Satin Navy

    £50.00
  4. Men's Classic Fit Boxer Shorts Nelson 76 Cotton Batiste Red Men's Classic Fit Boxer Shorts Nelson 76 Cotton Batiste Red

    Men's Classic Fit Boxer Shorts Nelson 76 Cotton Batiste Red

    £40.00
  5. Men's Classic Fit Boxer Shorts Ledbury 36 Cotton Batiste Red Men's Classic Fit Boxer Shorts Ledbury 36 Cotton Batiste Red

    Men's Classic Fit Boxer Shorts Ledbury 36 Cotton Batiste Red

    £40.00
  6. Men's Modern Fit Boxer Shorts Paris 18 Cotton Jacquard Navy Men's Modern Fit Boxer Shorts Paris 18 Cotton Jacquard Navy

    Men's Modern Fit Boxer Shorts Paris 18 Cotton Jacquard Navy

    £50.00
  7. Men's Classic Fit Boxer Shorts Nelson 75 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Nelson 75 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Nelson 75 Cotton Batiste Blue

    £40.00
  8. Men's Modern Fit Boxer Shorts Nelson 76 Cotton Batiste Red Men's Modern Fit Boxer Shorts Nelson 76 Cotton Batiste Red

    Men's Modern Fit Boxer Shorts Nelson 76 Cotton Batiste Red

    £50.00
  9. Men's Classic Fit Boxer Shorts Paris 18 Cotton Jacquard Navy Men's Classic Fit Boxer Shorts Paris 18 Cotton Jacquard Navy

    Men's Classic Fit Boxer Shorts Paris 18 Cotton Jacquard Navy

    £40.00
  10. Men's Hipster Alex Micro Modal Stretch Black Men's Hipster Alex Micro Modal Stretch Black

    Men's Hipster Alex Micro Modal Stretch Black

    £40.00
  11. 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
  12. 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
  13. 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
  14. 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
  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

    15% off

    £50.00

    £42.50

  16. 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

    £40.00
  17. Men's Modern Fit Boxer Shorts Ledbury 34 Cotton Batiste Multi Men's Modern Fit Boxer Shorts Ledbury 34 Cotton Batiste Multi

    Men's Modern Fit Boxer Shorts Ledbury 34 Cotton Batiste Multi

    £50.00
  18. 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

    15% off

    £45.00

    £38.25

  19. 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

    15% off

    £45.00

    £38.25

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

    Men's Hipster Stripe Pima Cotton Stretch Navy

    15% off

    £45.00

    £38.25

  21. 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

    15% off

    £45.00

    £38.25

  22. 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
  23. 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
  24. 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
  25. Men's Hipster Ethan Micro Modal Stretch Blue Men's Hipster Ethan Micro Modal Stretch Blue

    Men's Hipster Ethan Micro Modal Stretch Blue

    £50.00
  26. 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
  27. 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
  28. Men's Classic Fit Boxer Shorts Brindisi 59 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 59 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 59 Pure Silk Satin Navy

    £140.00
  29. 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
  30. Men's Classic Fit Boxer Shorts Savoy Pure Cotton Poplin White Men's Classic Fit Boxer Shorts Savoy Pure Cotton Poplin White

    Men's Classic Fit Boxer Shorts Savoy Pure Cotton Poplin White

    £40.00
  31. 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
  32. Men's Trunks Alex Micro Modal Stretch White Men's Trunks Alex Micro Modal Stretch White

    Men's Trunks Alex Micro Modal Stretch White

    £45.00
  33. 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
  34. 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
  35. 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
  36. Men's Mid Briefs Alex Micro Modal Stretch Black Men's Mid Briefs Alex Micro Modal Stretch Black

    Men's Mid Briefs Alex Micro Modal Stretch Black

    £35.00
  37. Men's Hipster Ethan Micro Modal Stretch Silver Men's Hipster Ethan Micro Modal Stretch Silver

    Men's Hipster Ethan Micro Modal Stretch Silver

    £50.00
  38. 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
  39. 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
  40. 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
  41. 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

    15% off

    £45.00

    £38.25

  42. Men's Hipster Alex Micro Modal Stretch White Men's Hipster Alex Micro Modal Stretch White

    Men's Hipster Alex Micro Modal Stretch White

    £40.00
  43. 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
  44. 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
  45. 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

    15% off

    £45.00

    £38.25

  46. 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
  47. 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

    15% off

    £40.00

    £34.00

  48. Men's Modern Fit Boxer Shorts Savoy Pure Cotton White Men's Modern Fit Boxer Shorts Savoy Pure Cotton White

    Men's Modern Fit Boxer Shorts Savoy Pure Cotton White

    £50.00
  49. 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
  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

    15% off

    £45.00

    £38.25

  51. Men's Trunks Ethan Micro Modal Stretch Blue Men's Trunks Ethan Micro Modal Stretch Blue

    Men's Trunks Ethan Micro Modal Stretch Blue

    £55.00
  52. 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

    15% off

    £40.00

    £34.00

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

    Men's Hipster Flower Pima Cotton Stretch Red

    15% off

    £45.00

    £38.25

  54. 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
  55. Men's Hipster Ethan Micro Modal Stretch Burgundy Men's Hipster Ethan Micro Modal Stretch Burgundy

    Men's Hipster Ethan Micro Modal Stretch Burgundy

    15% off

    £50.00

    £42.50

  56. 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
  57. 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
  58. 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

    £40.00
  59. 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
  60. 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

    15% off

    £45.00

    £38.25

  61. 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
  62. Men's Trunks Ethan Micro Modal Stretch Silver Men's Trunks Ethan Micro Modal Stretch Silver

    Men's Trunks Ethan Micro Modal Stretch Silver

    £55.00
  63. 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
  64. 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
  65. 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
  66. 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

    £50.00
  67. Men's Mid Briefs Lewis Double Mercerised Cotton White Men's Mid Briefs Lewis Double Mercerised Cotton White

    Men's Mid Briefs Lewis Double Mercerised Cotton White

    £32.00
  68. Men's Classic Fit Boxer Shorts James Cotton Stripe Blue Men's Classic Fit Boxer Shorts James Cotton Stripe Blue

    Men's Classic Fit Boxer Shorts James Cotton Stripe Blue

    £40.00
  69. 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
  70. 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
  71. 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
  72. Men's Modern Fit Boxer Shorts Barker 28 Cotton Check Blue Men's Modern Fit Boxer Shorts Barker 28 Cotton Check Blue

    Men's Modern Fit Boxer Shorts Barker 28 Cotton Check Blue

    £50.00
  73. 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
  74. Men's Trunks Ethan Micro Modal Stretch Burgundy Men's Trunks Ethan Micro Modal Stretch Burgundy

    Men's Trunks Ethan Micro Modal Stretch Burgundy

    15% off

    £55.00

    £46.75

  75. Men's Modern Fit Boxer Shorts Ledbury 36 Cotton Batiste Red Men's Modern Fit Boxer Shorts Ledbury 36 Cotton Batiste Red

    Men's Modern Fit Boxer Shorts Ledbury 36 Cotton Batiste Red

    £50.00
  76. Men's Mid Briefs Alex Micro Modal Stretch White Men's Mid Briefs Alex Micro Modal Stretch White

    Men's Mid Briefs Alex Micro Modal Stretch White

    £35.00
  77. Men's Classic Fit Boxer Shorts Barker 28 Cotton Check Blue Men's Classic Fit Boxer Shorts Barker 28 Cotton Check Blue

    Men's Classic Fit Boxer Shorts Barker 28 Cotton Check Blue

    £40.00
  78. Men's Hipster Ethan 2 Micro Modal Stretch Charcoal Men's Hipster Ethan 2 Micro Modal Stretch Charcoal

    Men's Hipster Ethan 2 Micro Modal Stretch Charcoal

    15% off

    £50.00

    £42.50

  79. 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

    15% off

    £50.00

    £42.50

  80. Men's Classic Fit Boxer Shorts Brindisi 58 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 58 Pure Silk Satin Navy

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

    £140.00
  81. Men's Classic Fit Boxer Shorts Brindisi 57 Pure Silk Satin Burgundy Men's Classic Fit Boxer Shorts Brindisi 57 Pure Silk Satin Burgundy

    Men's Classic Fit Boxer Shorts Brindisi 57 Pure Silk Satin Burgundy

    £140.00
  82. 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

    £150.00
  83. 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
  84. Men's Classic Fit Boxer Shorts Wellington 50 Cotton Full Satin Multi Men's Classic Fit Boxer Shorts Wellington 50 Cotton Full Satin Multi

    Men's Classic Fit Boxer Shorts Wellington 50 Cotton Full Satin Multi

    £40.00
  85. Men's Classic Fit Boxer Shorts Nelson 76 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Nelson 76 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Nelson 76 Cotton Batiste Blue

    £40.00
  86. 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