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The Versatile Penny Loafer

The Henry II represents our unique, more contemporary, take on the iconic penny loafer - a true American classic. Mounted on our new Monaco last, the Henry II offers you a versatile loafer that is both comfortable and smart. The Henry II works well year-round but looks particularly stylish worn sockless during the warmer months. Wear the Henry II with jeans or a sport coat and tailored trousers for a more sophisticated look.

For a perfect fit, please select a half size smaller than your regular UK/US size.

The Henry II is a phenomenal loafer to dress up or down depending on the occasion.

  • Handcrafted in Spain
  • Construction: Goodyear-welt
  • Last: Monaco
  • Fit: Select a HALF SIZE SMALLER than your normal US/UK size
  • Leather: French black pebble grain calfskin
  • Sole: Combination rubbler / leather
  • Recommended care: Saphir® Black


  • Goodyear-welted construction allows for full resoling, extending the life of the shoe
  • High-density cork filler between insole and outer sole provides insulation and molds to your foot for superior fit and comfort
  • Luxury French pebble grain calfskin that will age beautifully over time
  • Exclusive rubber / leather combination sole adds versatility while maintaining the shoes low and elegant profile from all angles
  • Full-grain calfskin lining limits sweat and odor retention
  • Quilted calfskin heel cup adds luxury appeal and provides additional comfort

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