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THIS IS NOT CERTAIN .BUT I'VE HEARD IT IS BECAUSE THE MEN UNLOADING THE BOOZE AT THE SEA WOULD BE IN WATER HANDLING THE PRODUCT TO SHORE.THUS THEY HAD TO WEAR HIP WADERS AND FISHERMANS BOOTS. ASK HIM.

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What is the origin of the word bootlegger?

The term "bootlegger" originated during the Prohibition era in the United States (1920-1933) when individuals would conceal bottles of illegal alcohol in their boot tops under their pants legs. The term "bootleg" refers to the smuggler's practice of hiding illicit goods in their boots.


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