A bootlegger arrested by the Minneapolis police displays her apparatus for dispensing "wet goods" during prohibition. April 10, 1924. The term "bootlegging" was popularized when thousands of city dwellers would sell liquor from flasks they kept in their boot leg all across major cities.
Gertrude ‘Cleo’ Lythgoe, also known as the Bahama Queen or the Queen of Rum Row. She was the only woman to hold a wholesale liquor license in Nassau, Bahamas during the prohibition era and went on exploits alongside notorious rum-runners such as Bill McCoy. She used her charm and business savvy wit to send shipload after shipload of the finest whiskey to America while never breaking the law.
George "Machine Gun" Kelly is probably considered one of the most famous "gangsters" from the prohibition era. "Machine Gun" was born George Kelly Barnes on July 18, 1895, to a wealthy family living in Memphis, Tennessee. His nickname came from his favorite weapon, a Thompson submachine gun. Kelly’s most famous crime was the kidnapping of oil tycoon & businessman Charles Urschel in July 1933 for which he, and his gang, earned 200,000 dollars ransom.