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There are 9 clues with the answer 'PENNYLOAFER'
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CLUE
1.
Preppy shoe
2.
Shoe with a slot
3.
Slip-on with a slot
4.
Preppy footwear
5.
Slotted shoe
6.
___, Shoe Salesman
7.
Preppy's wear
8.
Bum resembling the star of "I Am Sam"?
9.
Shoe with a coin in it