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According to the 2011 PBS documentary Prohibition, the term bootlegging was popularized when thousands of city dwellers sold liquor from flasks they kept in their boot legs all across major cities and rural areas.
This appears to be a bowdlerized version of history. The books I am looking at all pretty much agree that the Prohibition-era term refers to the practice of women who wore large skirts to hide bottles of liquor strapped to their boot legs. Viriditas (talk) 01:09, 3 December 2024 (UTC)[reply]
Off hand, I wonder how many city dwellers, men or women, wore boots large enough to hold flasks. More to the point, we go with what reliable sources say, and if reliable sources disagree, we can say that, giving space in the text proportionate to the different sources. - Donald Albury14:37, 3 December 2024 (UTC)[reply]
First off, the claim that "bootlegging" is specific to land smuggling is unsourced and sounds like folk etymology.
More importantly this OED revision note asserts that "bootlegging" meant the sale of illegal alcohol, not the smuggling. This is reflected in the current version of the OED. And of course modern usage has "bootlegging" refer to the sale and distribution of all sorts of illegal goods, and has an implication of inferior quality. Isaac Rabinovitch (talk) 12:37, 29 March 2025 (UTC)[reply]