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    Dress Shoes

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    • Sale
      6.56.5

      Leather Derby shoes with brogue detailing

      Crafted from smooth leather, these versatile HUGO Menswear Derby shoes feature subtle broguing details. Understated logo and zigzag accents. Ultra-lightweight sole.
      $66.50
      $136.31
      $66.50
      Unit price
      / per 
    • Sale
      6.56.5

      Plain Penny Trim Leather Loafers

      Mixing richly grained leather with smooth leather, these BOSS Menswear loafers offer distinctive style. Expertly crafted in Italy. Fully lined.
      $98.00
      $321.51
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Suede Derby Shoes with Stitched Details

      Crafted in finest suede, these Italian-made BOSS Menswear Derby shoes feature an elegant cap toe. Decorative stitching adds extra character.
      $187.50
      $425.21
      $187.50
      Unit price
      / per 
    • Sale
      6.56.5

      Leather monk-strap shoes with brogue detailing

      With a classic single strap, these HUGO Menswear monk-strap shoes feature an extra-light outsole. Smooth leather with subtle brogue details and an embossed logo.
      $69.65
      $142.63
      $69.65
      Unit price
      / per 
    • Sale
      77

      Runway Monk Shoes in Italian Leather – Official Brand

      Bringing a modern touch to a timeless design, these limited-edition BOSS Menswear monk shoes are crafted in finest Italian leather with an asymmetric strap and silver-tone buckle. Metallic nails at the sole outline the BOSS logo in homage to traditional shoemaking techniques. Durable rubber...
      $162.50
      $409.64
      $162.50
      Unit price
      / per 
    • Sale
      6.56.5

      Italian-Made Leather Derby Shoes with Cap Toe – Official Website Headline

      Crafted in Italy using the finest leather, these BOSS Menswear Derby shoes are a formal must-have. Cap toe and intricate perforated details.
      $98.00
      $326.74
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Leather Derby Shoes - Official Site | Shop Classic Leather Derby Shoes

      Modern essential Derby shoes by BOSS Menswear, crafted in soft leather. Made in Italy. Subtle stitching details.
      $98.00
      $325.22
      $98.00
      Unit price
      / per 
    • Sale
      66

      Straw-Print Leather Derby Shoes

      Crafted in smooth leather, these HUGO Menswear Derby shoes feature a distinctive straw print on the vamp. Logo flag and zigzag detailing.
      $54.25
      $108.90
      $54.25
      Unit price
      / per 
    • Sale
      6.56.5

      Leather monk shoes with double strap

      Featuring a lightweight, durable outsole, these BOSS Menswear monk shoes have a classic double strap with branded buckles. Polished leather uppers.
      $73.60
      $156.03
      $73.60
      Unit price
      / per 
    • Sale
      6.56.5

      Leather Derby Shoes - Official Site | Shop Classic Men's & Women's Styles

      Modern essential Derby shoes by BOSS Menswear, crafted in soft leather. Made in Italy. Subtle stitching details.
      $98.00
      $321.36
      $98.00
      Unit price
      / per 
    • Sale
      77

      Double-Strap Monk Shoes in Leather – Men's Dress Shoes

      With a double strap and branded buckles, these BOSS Menswear monk shoes are a comfortable take on a classic. Crafted in Italy from smooth leather.
      $139.72
      $369.20
      $139.72
      Unit price
      / per 
    • Sale
      6.56.5

      Perforated Leather Oxford Shoes – Official Site Style

      Engineered for premium comfort, these Italian-made BOSS Menswear Oxford shoes are shaped in rich leather. Clean uppers and perforated details combine for understated elegance.
      $98.00
      $312.50
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Double B Monogram Trim Leather Loafers

      Crafted in Italy from polished leather, these elegant BOSS Menswear loafers are trimmed with a Double B monogram pin and perforated details. Comfortable, lightweight outsole.
      $98.00
      $311.76
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Smooth Leather Derby Shoes with Embossed Logo

      Timeless Derby shoes by HUGO Menswear. These lace-up shoes are crafted from leather with an extra-light sole for stylish comfort. Perfect for formal wear.
      $66.50
      $134.21
      $66.50
      Unit price
      / per 
    • Sale
      6.56.5

      Embossed-Logo Leather Derby Shoes

      Shaped in smooth leather, these HUGO Menswear shoes have a classic Derby design. Subtle embossed logo. Extra-lightweight outsole.
      $69.65
      $140.52
      $69.65
      Unit price
      / per 
    • Sale
      6.56.5

      Cap-Toe Derby Shoes in Leather – Official Site | Shop Now

      Featuring an elegant woven effect at the counter, these BOSS Menswear Derby shoes are a formal essential. Crafted in smooth leather with a cap toe.
      $139.72
      $364.38
      $139.72
      Unit price
      / per 
    • Sale
      6.56.5

      Cap-Toe Derby Shoes in Leather – Official Site | Shop Now

      Featuring an elegant woven effect at the counter, these BOSS Menswear Derby shoes are a formal essential. Crafted in smooth leather with a cap toe.
      $139.72
      $361.23
      $139.72
      Unit price
      / per 
    • Sale
      6.56.5

      Italian-Made Soft Leather Loafers

      Enriched with AMF stitching, these BOSS Menswear loafers are crafted in smooth leather. Made in Italy with a classic penny trim.
      $187.50
      $436.30
      $187.50
      Unit price
      / per 
    • Sale
      6.5Dark Brown

      Italian-Made Grained Leather Derby Shoes

      Innovative BOSS Menswear Derby shoes, combining elegant grained leather uppers with a sporty sole and padded lining for comfort. Elastic laces provide slip-on ease.
      $111.72
      $324.92
      $111.72
      Unit price
      / per 
    • Sale
      77

      Suede Derby Shoes with Cap Toe – Classic Men's Dress Shoes

      Expertly crafted in Italy, these BOSS Menswear Derby shoes are shaped in rich suede. Four-eye lacing system. Refined cap toe.
      $111.72
      $324.90
      $111.72
      Unit price
      / per 
    • Sale
      6.56.5

      Leather loafers with Double B monogram trim

      Crafted in Italy from polished leather, these elegant BOSS Menswear loafers are trimmed with a Double B monogram pin and perforated details. Comfortable, lightweight outsole.
      $98.00
      $322.67
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Italian-made Derby shoes in leather with cap toe

      Crafted in Italy using the finest leather, these BOSS Menswear Derby shoes are a formal must-have. Cap toe and intricate perforated details.
      $98.00
      $309.43
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Italian-Made Shoes – Premium Craftsmanship & Timeless Style

      Oxford shoes by BOSS Menswear. This pair is crafted in Italy with a glossy finish for evening events. Piping around the tongue enhances comfort.
      $98.00
      $309.08
      $98.00
      Unit price
      / per 
    • Sale
      77

      Derby shoes in textured and smooth leather

      Add Italian-style elegance to any formal look with these BOSS Menswear Derby shoes. Designed in a mix of smooth and textured leather.
      $98.00
      $320.53
      $98.00
      Unit price
      / per 
    • Sale
      6.56.5

      Brushed-leather Derby shoes with apron toe

      Featuring minimal stitching and an apron toe, these refined BOSS Menswear Derby shoes have been crafted in Italy using the finest brushed leather. Classic clean lines.
      $187.50
      $437.42
      $187.50
      Unit price
      / per 
    • Sale
      6.56.5

      Leather Oxford shoes with perforated details

      Engineered for premium comfort, these Italian-made BOSS Menswear Oxford shoes are shaped in rich leather. Clean uppers and perforated details combine for understated elegance.
      $98.00
      $312.53
      $98.00
      Unit price
      / per 
    • Sale
      77

      Suede Monk Shoes with Double Strap

      Featuring twin buckled straps with engraved logos, these BOSS Menswear monk shoes are crafted in soft suede. Classic cap toe. Made in Italy.
      $139.72
      $354.27
      $139.72
      Unit price
      / per 
    • Sale
      6.56.5

      Double Strap Brushed Leather Monk Shoes

      Made in Italy with clean lines and minimal stitching, these BOSS Menswear monk shoes have a classic double strap. Finest brushed-leather uppers.
      $199.75
      $449.28
      $199.75
      Unit price
      / per 
    • Sale
      6.56.5

      Woven Vamp Leather Loafers

      Featuring a woven effect at the vamp, these BOSS Menswear loafers are crafted in finest leather. Set on a durable outsole for lasting wear.
      $139.72
      $359.89
      $139.72
      Unit price
      / per 
    • Sale
      6.56.5

      Leather Derby Shoes - Official Site | Shop Classic Styles

      Modern essential Derby shoes by BOSS Menswear, crafted in soft leather. Made in Italy. Subtle stitching details.
      $98.00
      $323.89
      $98.00
      Unit price
      / per 
    Showing 1 -30 of 33 total
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