America’s Most Popular Thief

  Floyd was born in Bartow County, Georgia in 1904. His family moved to Akins, Oklahoma in 1911, and he grew up there. He was arrested at age 18 after he stole $3.50 from a local post office. Three years later, he was arrested for a payroll robbery on September 16, 1925, in St. Louis, Missouri, and was sentenced to five years in prison. He served three and a half years before being granted parole. Floyd entered into partnerships with criminals in the Kansas City underworld after his parole. He committed a series of bank robberies over the next several years, and it was during this period that he acquired the nickname "Pretty Boy." Orville Drake gave him the name because he would wear a white button-up dress shirt and slacks to work in the oil fields.[clarification needed] The men on the rig began calling him "Pretty Boy" which was later turned into "Pretty Boy Floyd." According to one account, a payroll master whom Floyd had robbed described him as "a pretty boy with apple cheeks." Floyd despised the nickname