Bootlegger Fashion: What Did Bootleggers Wear?

During the American Prohibition era, bootlegging—the illicit manufacturing, transportation, and sale of alcohol—was a lucrative industry. Bootleggers were renowned for using cunning and frequently dangerous methods to elude government authorities and deliver their illicit goods to waiting clients. But what attire did these risk-takers, who were frequently dangerous, wear?

Bootleggers typically dressed in a way that let them blend in with the crowd and dispel suspicion. To blend into the background, they frequently wore suits, overcoats, and hats, as well as other common attire. However, they also had to be practical, so they frequently wore clothes with many of pockets to contain the required equipment and materials, as well as comfy shoes for running and carrying large loads.

The ability to conceal one’s illicit goods was a key component of bootlegger dress. This meant that many bootleggers used specially created garments with concealed pockets or compartments to conceal alcohol bottles. Some even went so far as to carry their contraband in girdles or corsets that were lined with hidden pockets.

In addition to being functional, bootleggers also possessed a distinct sense of style and swagger. Many of them wore fedoras, suspenders, and wingtip shoes in accordance with the vogue of the day. To further reinforce their distinct character, they frequently donned a signature accessory, such as a gold watch or a cigarette holder.

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Around the world, there are innumerable fantastic bars, each with its own special allure and attraction. The Connaught Bar in London, England, was ranked as the finest bar in the world as of 2021 by the list of the World’s 50 finest Bars.

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