Pretty Boy Floyd, byname of Charles Arthur Floyd, (born February 3, 1904, Bartow county, Georgia, U.S.—died October 22, 1934, near East Liverpool, Ohio), American gunman whose violent bank robberies and run-ins with police made newspaper headlines.

Britannica Quiz Criminality and Famous Outlaws What color, traditionally, is a pirate’s flag?

In 1911 Floyd moved with his family to Oklahoma, eventually settling in Akins. Originally a farmer, he was drawn into crime by poverty. After serving a term in prison (1925–29) for a payroll robbery, Floyd mixed with gangsters in Kansas City, Missouri, and adopted the machine gun as his professional trademark. He teamed up with others to rob banks in Ohio (where he was captured in 1930 but subsequently escaped), Michigan, and Kentucky. After nearly being apprehended by the police in 1931, Floyd returned to Oklahoma, where he was protected by the locals, who called him “the Robin Hood of the Cookson Hills” for his destruction of mortgage papers during bank robberies. Floyd’s criminal activities continued, and in 1933 he was accused of having participated in the Union Station massacre, in which three police officers, an FBI agent, and a prisoner were killed in Kansas City. Though Floyd denied involvement in the incident, authorities intensified efforts to capture him, and the following year he was gunned down by FBI agents who were pursuing him in an Ohio field. There has been some speculation that Floyd was initially just wounded and that it was only after refusing to answer questions that he was fatally shot by a federal agent.