Underwear for Smart Men

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 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
  2. 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
  3. Men's Classic Fit Boxer Shorts Dixie 4 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Dixie 4 Cotton Batiste Navy

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

    $48.00
  4. Men's Classic Fit Boxer Shorts Milly 3 Cotton Satin Stripe Pink Men's Classic Fit Boxer Shorts Milly 3 Cotton Satin Stripe Pink

    Men's Classic Fit Boxer Shorts Milly 3 Cotton Satin Stripe Pink

    $48.00
  5. Men's Modern Fit Boxer Shorts Damask 8 Cotton Batiste Teal Men's Modern Fit Boxer Shorts Damask 8 Cotton Batiste Teal

    Men's Modern Fit Boxer Shorts Damask 8 Cotton Batiste Teal

    $55.00
  6. Men's Modern Fit Boxer Shorts Toile 5 Cotton Batiste Teal Men's Modern Fit Boxer Shorts Toile 5 Cotton Batiste Teal

    Men's Modern Fit Boxer Shorts Toile 5 Cotton Batiste Teal

    $55.00
  7. 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
  8. Men's Classic Fit Boxer Shorts Bailey Pure Silk Navy Men's Classic Fit Boxer Shorts Bailey Pure Silk Navy

    Men's Classic Fit Boxer Shorts Bailey Pure Silk Navy

    $150.00
  9. Men's Hipster Band 28 Pima Cotton Navy Men's Hipster Band 28 Pima Cotton Navy

    Men's Hipster Band 28 Pima Cotton Navy

    $45.00
  10. Men's Classic Fit Boxer Shorts Amalfi 12 Cotton Batiste Blue Men's Classic Fit Boxer Shorts Amalfi 12 Cotton Batiste Blue

    Men's Classic Fit Boxer Shorts Amalfi 12 Cotton Batiste Blue

    $48.00
  11. Men's Classic Fit Boxer Shorts Lombard 7 Cotton Jacquard Navy Men's Classic Fit Boxer Shorts Lombard 7 Cotton Jacquard Navy

    Men's Classic Fit Boxer Shorts Lombard 7 Cotton Jacquard Navy

    $48.00
  12. Men's Classic Fit Boxer Shorts Nelson 21 Cotton Batiste Red Men's Classic Fit Boxer Shorts Nelson 21 Cotton Batiste Red

    Men's Classic Fit Boxer Shorts Nelson 21 Cotton Batiste Red

    $48.00
  13. Men's Classic Fit Boxer Shorts Nelson 55 Cotton Batiste Navy Men's Classic Fit Boxer Shorts Nelson 55 Cotton Batiste Navy

    Men's Classic Fit Boxer Shorts Nelson 55 Cotton Batiste Navy

    $48.00
  14. Men's Classic Fit Boxer Shorts Nelson 56 Batiste Burgundy Men's Classic Fit Boxer Shorts Nelson 56 Batiste Burgundy

    Men's Classic Fit Boxer Shorts Nelson 56 Batiste Burgundy

    $48.00
  15. Men's Classic Fit Boxer Shorts Paris 9 Cotton Jacquard Midnight Men's Classic Fit Boxer Shorts Paris 9 Cotton Jacquard Midnight

    Men's Classic Fit Boxer Shorts Paris 9 Cotton Jacquard Midnight

    $48.00
  16. Men's Classic Fit Boxer Shorts Wellington 40 Cotton Full Satin Stripe Blue Men's Classic Fit Boxer Shorts Wellington 40 Cotton Full Satin Stripe Blue

    Men's Classic Fit Boxer Shorts Wellington 40 Cotton Full Satin Stripe Blue

    $48.00
  17. Men's Modern Fit Boxer Shorts Damask 8 Cotton Batiste Burgundy Men's Modern Fit Boxer Shorts Damask 8 Cotton Batiste Burgundy

    Men's Modern Fit Boxer Shorts Damask 8 Cotton Batiste Burgundy

    $55.00
  18. Men's Modern Fit Boxer Shorts Lombard 7 Cotton Jacquard Navy Men's Modern Fit Boxer Shorts Lombard 7 Cotton Jacquard Navy

    Men's Modern Fit Boxer Shorts Lombard 7 Cotton Jacquard Navy

    $55.00
  19. Men's Hipster Star 8 Pima Cotton Burgundy Men's Hipster Star 8 Pima Cotton Burgundy

    Men's Hipster Star 8 Pima Cotton Burgundy

    $50.00
  20. Men's Hipster Star 8 Pima Cotton Navy Men's Hipster Star 8 Pima Cotton Navy

    Men's Hipster Star 8 Pima Cotton Navy

    $50.00
  21. Men's Hipster Stripe Pima Cotton Blue Men's Hipster Stripe Pima Cotton Blue

    Men's Hipster Stripe Pima Cotton Blue

    $50.00
  22. Men's Hipster Stripe Pima Cotton Burgundy Men's Hipster Stripe Pima Cotton Burgundy

    Men's Hipster Stripe Pima Cotton Burgundy

    $50.00
  23. Men's Hipster Winter Pima Cotton Navy Men's Hipster Winter Pima Cotton Navy

    Men's Hipster Winter Pima Cotton Navy

    $50.00
  24. Men's Hipster Band 26 Pima Cotton Black Men's Hipster Band 26 Pima Cotton Black

    Men's Hipster Band 26 Pima Cotton Black

    $45.00
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