Floyd was born in
Adairsville, Georgia, in 1904 to Walter Lee Floyd and Mamie Helene (née Echols). His family moved to
Akins, Oklahoma, in 1911, and he grew up there. He was arrested at age 18 after he stole $3.50 (adjusted for inflation it would be $ in ) 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", although accounts differ. In one account, Orville Drake gave him the name because he would wear a white button-up dress shirt and slacks to work in the oil fields. The men on the rig began calling him "Pretty Boy" which was later turned into "Pretty Boy Floyd". In another account, the payroll master in the 1925 St. Louis Kroger office holdup described one of the robbers as "a pretty boy with apple cheeks". Floyd despised the nickname. who had been killed during a robbery that evening. He was convicted of a
Sylvania, Ohio, bank robbery and sentenced on November 24, 1930, to 12 to 15 years in Ohio State penitentiary, but he escaped. On July 22, Floyd killed federal agent Curtis C. Burke in Kansas City, Missouri. Former sheriff Erv Kelley of
McIntosh County, Oklahoma, was shot by Floyd while trying to arrest him on April 7, 1932. In November, three members of Floyd's gang attempted to rob the Farmers and Merchants Bank in
Boley, Oklahoma. Despite his life of crime, Floyd was viewed positively by the general public. When he robbed banks, he allegedly destroyed mortgage documents, but this has never been confirmed and may be myth. One of four elements of the "outlaw-hero" American folktype is that the person "steals from the rich and gives to the poor"; Floyd is one example of a historical person who has become an outlaw-hero with this element in folklore. Floyd was often protected by locals of Oklahoma who referred to him as "
Robin Hood of the Cookson Hills". ==Kansas City massacre==