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  • Florsheim: Berkley (Men) The Berkley Penny Loafer is Florsheim's most popular beef-roll penny loafer. Gentlemen have been enjoying this self-fitting slip-on shoe for years. Crafted with genuine handsewn moccasin construction, this classic style truly withstands the test of time.
  • Naturalizer: Natasha Driving Moc (Women) The simple lines and classic penny loafer styling on the Naturalizer Natasha Driving Moc ensure this quickly become a staple in your wardrobe and with Naturalizer N5 Contour, support and comfort are only a few steps away.
  • Rockport: Shakespeare Circle Loafer (Men) Spice up casual with a dash of Elizabethan sophistication in The Rockport Shakespeare Circle Loafer, part of the Oak Knoll Collection. This high-end slip-on shoe is designed with a classic leather upper in a dress penny loafer silhouette with a round, moc toe. ADIPRENE by adidas sport technology footbed delivers shock-absorbent cushioning protecting the heel from repetitive impact. This style also incorporates other comfort features like a padded collar and tongue to prevent irritation and a flex groove tread pattern on the outsole for maximum flexibility and lightweight durable cushioning. Top it off with handsewn construction and a slipper-like feel, and these Shakespeare Circle Loafers will quickly become your casual go-to.
  • Sam Edelman: Penny 2 Wide Calf Riding Boot (Women) A classic knee high boot, the Sam Edelman Penny2 Wide Calf Riding Boot adds luxe equestrian chic to any outfit with its sleek, timeless silhouette. A wider calf version of the iconic Penny, this universally-flattering style features a back zipper closure and pull-on tab ease and comfort. Pair them with anything from skinny jeans and a blazer, bare legs and a tailored dress, or tights and a mini skirt for unstudied preppy elegance.
  • Sam Edelman: Penny Riding Boot (Women) A classic knee high boot, the Sam Edelman Penny Riding Boot adds luxe equestrian chic to any outfit with its sleek, timeless silhouette. This universally-flattering style features a back zipper closure and pull-on tab ease and comfort. Pair them with anything from skinny jeans and a blazer, bare legs and a tailored dress, or tights and a mini skirt for unstudied preppy elegance.
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