All 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 painstaking research and testing — as we believe that by focusing on the finest details, we achieve the best product.

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  1. Men's Modern Fit Boxer Shorts Mayfair 70 Cotton Satin Stripe Blue Men's Modern Fit Boxer Shorts Mayfair 70 Cotton Satin Stripe Blue

    Men's Modern Fit Boxer Shorts Mayfair 70 Cotton Satin Stripe Blue

    $55.00
  2. Men's Classic Fit Boxer Shorts Nelson 59 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 59 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 59 Cotton Batiste Navy

    $48.00
  3. Men's Classic Fit Boxer Shorts Nelson 58 Cotton Batiste French Men's Classic Fit Boxer Shorts Nelson 58 Cotton Batiste French

    Men's Classic Fit Boxer Shorts Nelson 58 Cotton Batiste French

    $48.00
  4. Men's Classic Fit Boxer Shorts Royal 202 Cotton Satin Stripe Navy Men's Classic Fit Boxer Shorts Royal 202 Cotton Satin Stripe Navy

    Men's Classic Fit Boxer Short Royal 202 Cotton Satin Stripe Navy

    $48.00
  5. Men's Modern Fit Boxer Shorts Dixie 5 Cotton Batiste Blue Men's Modern Fit Boxer Shorts Dixie 5 Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Dixie 5 Cotton Batiste Blue

    $55.00
  6. Men's Modern Fit Boxer Shorts Nelson 58 Cotton Batiste French Men's Modern Fit Boxer Shorts Nelson 58 Cotton Batiste French

    Men's Modern Fit Boxer Shorts Nelson 58 Cotton Batiste French

    $55.00
  7. Men's Modern Fit Boxer Shorts Royal 202 Cotton Satin Stripe Navy Men's Modern Fit Boxer Shorts Royal 202 Cotton Satin Stripe Navy

    Men's Modern Fit Boxer Shorts Royal 202 Cotton Satin Stripe Navy

    $55.00
  8. Men's Classic Fit Boxer Shorts Arlo 8 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Arlo 8 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Arlo 8 Cotton Batiste Blue

    $48.00
  9. Men's Modern Fit Boxer Shorts Arlo 8 Cotton Batiste Blue Men's Modern Fit Boxer Shorts Arlo 8 Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Arlo 8 Cotton Batiste Blue

    $55.00
  10. Men's Modern Fit Boxer Shorts Toile 6 Cotton Batiste Blue Men's Modern Fit Boxer Shorts Toile 6 Cotton Batiste Blue

    Men's Modern Fit Boxer Shorts Toile 6 Cotton Batiste Blue

    $55.00
  11. Men's Classic Fit Boxer Shorts Otis 13 Pure Silk Twill Blue Men's Classic Fit Boxer Shorts Otis 13 Pure Silk Twill Blue

    Men's Classic Fit Boxer Shorts Otis 13 Pure Silk Twill Blue

    $175.00
  12. Men's Modern Fit Boxer Shorts Otis 12 Pure Silk Twill Navy Men's Modern Fit Boxer Shorts Otis 12 Pure Silk Twill Navy

    Men's Modern Fit Boxer Shorts Otis 12 Pure Silk Twill Navy

    $225.00
  13. Men's Modern Fit Boxer Shorts Otis 13 Pure Silk Twill Blue Men's Modern Fit Boxer Shorts Otis 13 Pure Silk Twill Blue

    Men's Modern Fit Boxer Shorts Otis 13 Pure Silk Twill Blue

    $225.00
  14. Men's Classic Fit Boxer Shorts Otis 12 Pure Silk Twill Navy Men's Classic Fit Boxer Shorts Otis 12 Pure Silk Twill Navy

    Men's Classic Fit Boxer Shorts Otis 12 Pure Silk Twill Navy

    $175.00
  15. Men's Classic Fit Boxer Shorts Brindisi 11 Pure Silk Satin Blue Men's Classic Fit Boxer Shorts Brindisi 11 Pure Silk Satin Blue

    Men's Classic Fit Boxer Shorts Brindisi 11 Pure Silk Satin Blue

    $175.00
  16. Men's Modern Fit Boxer Shorts Brindisi 9 Pure Silk Satin Navy Men's Modern Fit Boxer Shorts Brindisi 9 Pure Silk Satin Navy

    Men's Modern Fit Boxer Shorts Brindisi 9 Pure Silk Satin Navy

    $225.00
  17. Men's Modern Fit Boxer Shorts Brindisi 11 Pure Silk Satin Blue Men's Modern Fit Boxer Shorts Brindisi 11 Pure Silk Satin Blue

    Men's Modern Fit Boxer Shorts Brindisi 11 Pure Silk Satin Blue

    $225.00
  18. Men's Classic Fit Boxer Shorts Brindisi 9 Pure Silk Satin Navy Men's Classic Fit Boxer Shorts Brindisi 9 Pure Silk Satin Navy

    Men's Classic Fit Boxer Shorts Brindisi 9 Pure Silk Satin Navy

    $175.00
  19. 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

    $39.00
  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

    $50.00
  21. Men's Hipster Jack Pima Cotton Stretch Navy Men's Hipster Jack Pima Cotton Stretch Navy

    Men's Hipster Jack Pima Cotton Stretch Navy

    $46.00
  22. Men's Classic Fit Boxer Shorts Barker 9 Cotton Check Navy Men's Classic Fit Boxer Shorts Barker 9 Cotton Check Navy

    Men's Classic Fit Boxer Shorts Barker 9 Cotton Check Navy

    $48.00
  23. Men's Modern Fit Boxer Shorts Gingham Cotton Check Blue Men's Modern Fit Boxer Shorts Gingham Cotton Check Blue

    Men's Modern Fit Boxer Shorts Gingham Cotton Check Blue

    $55.00
  24. Men's Modern Fit Boxer Shorts Dixie 4 Cotton Batiste Navy Men's Modern Fit Boxer Shorts Dixie 4 Cotton Batiste Navy

    Men's Modern Fit Boxer Shorts Dixie 4 Cotton Batiste Navy

    $55.00
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