gumshoe

trustycoffeemug
an antiquated slang term for a plainclothes detective. the name probably originates from the popular image of them sneaking about as if wearing gumshoes- that is, galoshes, rubberized boots worn in mud or other messy conditions, in which one would feel compelled to walk more gingerly.

there is no known tendency for detectives or people in galoshes to get gum on a shoe. it could happen, sure, but still.
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