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 Modern Fit Boxer Shorts Amalfi 17 Cotton Batiste Multi Men's Modern Fit Boxer Shorts Amalfi 17 Cotton Batiste Multi

    Men's Modern Fit Boxer Shorts Amalfi 17 Cotton Batiste Multi

    £55.00
  2. 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
  3. Men's Modern Fit Boxer Shorts Nelson 77 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Nelson 77 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Nelson 77 Cotton Batiste Navy

    £55.00
  4. Men's Classic Fit Boxer Shorts Nelson 78 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 78 Cotton Batiste Navy

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

    £45.00
  5. Men's Hipster Star 19 Pima Cotton Stretch Navy Men's Hipster Star 19 Pima Cotton Stretch Navy

    Men's Hipster Star 19 Pima Cotton Stretch Navy

    £45.00
  6. 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
  7. 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
  8. 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
  9. 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
  10. 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
  11. 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
  12. 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
  13. 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
  14. Men's Hipster Star 18 Pima Cotton Stretch Blue Men's Hipster Star 18 Pima Cotton Stretch Blue

    Men's Hipster Star 18 Pima Cotton Stretch Blue

    £45.00
  15. 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
  16. Men's Hipster Sleep Pima Cotton Stretch Navy Men's Hipster Sleep Pima Cotton Stretch Navy

    Men's Hipster Sleep Pima Cotton Stretch Navy

    £45.00
  17. Men's Classic Fit Boxer Shorts Ledbury 40 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Ledbury 40 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Ledbury 40 Cotton Batiste Blue

    £45.00
  18. 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
  19. 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
  20. 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
  21. Men's Trunks Alex Micro Modal Stretch Black Men's Trunks Alex Micro Modal Stretch Black

    Men's Trunks Alex Micro Modal Stretch Black

    £45.00
  22. 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
  23. 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
  24. 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
  25. 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

    £55.00
  26. 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
  27. 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
  28. 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
  29. 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
  30. 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
  31. 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
  32. 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

    £55.00
  33. 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
  34. Men's Classic Fit Boxer Shorts Ledbury 40 Cotton Batiste Multi Men's Classic Fit Boxer Shorts Ledbury 40 Cotton Batiste Multi

    Men's Classic Fit Boxer Shorts Ledbury 40 Cotton Batiste Multi

    30% off

    £45.00

    £31.50

  35. 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
  36. Men's Hipster Ethan Micro Modal Stretch Burgundy Men's Hipster Ethan Micro Modal Stretch Burgundy

    Men's Hipster Ethan Micro Modal Stretch Burgundy

    50% off

    £50.00

    £25.00

  37. 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% off

    £45.00

    £22.50

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

    Men's Hipster Camouflage Pima Cotton Stretch Navy

    50% off

    £45.00

    £22.50

  39. 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

    50% off

    £45.00

    £22.50

  40. 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

    £55.00
  41. 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% off

    £45.00

    £22.50

  42. 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

    50% off

    £45.00

    £22.50

  43. 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
  44. 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

    £45.00
  45. 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% off

    £45.00

    £22.50

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

    Men's Hipster Stripe Pima Cotton Stretch Navy

    50% off

    £45.00

    £22.50

  47. 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% off

    £40.00

    £20.00

  48. 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
  49. 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

  50. 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

  51. 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
  52. 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

    50% off

    £45.00

    £22.50

  53. 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

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

    Men's Hipster Heart Pima Cotton Stretch Red

    50% off

    £45.00

    £22.50

  55. 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

    £45.00
  56. 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

    £45.00
  57. 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
  58. 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

    50% off

    £45.00

    £22.50

  59. Men's Trunks Ethan Micro Modal Stretch Burgundy Men's Trunks Ethan Micro Modal Stretch Burgundy

    Men's Trunks Ethan Micro Modal Stretch Burgundy

    30% off

    £55.00

    £38.50

  60. 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
  61. 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
  62. 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

    £45.00
  63. 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
  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 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
  66. 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
  67. 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
  68. 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

    £45.00
  69. 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

    50% off

    £45.00

    £22.50

  70. 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

    £55.00
  71. 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

  72. Men's Modern Fit Boxer Shorts Barker 29 Cotton Check Blue Men's Modern Fit Boxer Shorts Barker 29 Cotton Check Blue

    Men's Modern Fit Boxer Shorts Barker 29 Cotton Check Blue

    30% off

    £55.00

    £38.50

  73. Men's Classic Fit Boxer Shorts Pure Cotton Satin Stripe Regimental ASH Men's Classic Fit Boxer Shorts Pure Cotton Satin Stripe Regimental ASH

    Men's Classic Fit Boxer Shorts Pure Cotton Satin Stripe Regimental ASH

    £45.00
  74. Men's Modern Fit Boxer Shorts Paris 19 Cotton Jacquard Navy Men's Modern Fit Boxer Shorts Paris 19 Cotton Jacquard Navy

    Men's Modern Fit Boxer Shorts Paris 19 Cotton Jacquard Navy

    30% off

    £55.00

    £38.50

  75. Men's Modern Fit Boxer Shorts Ledbury 41 Cotton Batiste Multi Men's Modern Fit Boxer Shorts Ledbury 41 Cotton Batiste Multi

    Men's Modern Fit Boxer Shorts Ledbury 41 Cotton Batiste Multi

    50% off

    £55.00

    £27.50

  76. 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

  77. Men's Modern Fit Boxer Shorts Ledbury 40 Cotton Batiste Blue Men's Modern Fit Boxer Shorts Ledbury 40 Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Ledbury 40 Cotton Batiste Blue

    30% off

    £55.00

    £38.50

  78. 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

  79. 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

  80. 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

  81. 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

  82. 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

    30% off

    £55.00

    £38.50

  83. 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

    30% off

    £55.00

    £38.50