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The penny loafer is defined as a casual leather shoe with a decorative slotted leather strip over the upper, in which a coin may be placed, usually a penny. Ever since the Duke of Windsor popularized this shoe in the 1930s, it has become a necessity in every gentleman’s shoe wardrobe.

T. B. Phelps’ Ventura Deerskin Penny Loafer is crafted using supple deerskin leather, and offers unmatched comfort and refined styling.

Deerskin is naturally soft, with handsome graining and exceptional durability. The Ventura features a hand-stitched upper and outsole, full leather linings, 1/4″ genuine leather heal, and genuine leather outsole. Outsole has a suede finish to maximize traction on all surfaces.

Each shoe is hand-burnished with multiple layers of finish, creating a deep, rich color that is unique to each pair.

The Ventura is a beautiful addition to any refined wardrobe. I

NOTE: Each piece is hand-crafted, and may take one to two weeks for delivery.


  • Genuine handsewn on the last construction
  • Crafted with genuine North American Deerskin
  • Hand-sueded leather outsole
  • Leather covered memory comfort cushioned insole
  • Hand-crafted with USA leathers
Weight 5 lbs

Black, Chestnut


10, 10.5, 11, 11.5, 12, 13, 8, 8.5, 9, 9.5


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