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- SPERRY. STS89261. SEAPORT PERFORATED PENNY LOAFER. BONE. The Seaport Penny is our seafaring take on the classic penny loafer. This shoe pulls in the moccasin construction with a traditional penny loafer feel. Keep it preppy with white jeans and a blazer or wear it under pleated skirts and chino shorts. Moccasin construction with traditional penny look. Premium leather upper, with perforated detail throughout vamp and sidewalls. Memory foam footbed. Non-marking flexible rubber outsole.