Crossword clues for the word: PENNYLOAFER The word PENNYLOAFER has appeared as an answer to at least 8 crossword clues on different crossword puzzles. Crossword clues for PENNYLOAFER Showing 1 to 8 of 8 results Clue(s) "___, Shoe Salesman" "Bum resembling the star of ""I Am Sam""?" Footwear for Lincoln? Preppy footwear Preppy shoe Shoe with a slot Slotted casual shoe Slotted shoe