Charles Arthur "Pretty Boy" Floyd (February 3, 1904 – October 22, 1934) was an American bank robber. He operated in the Midwest and West South Central States, and his criminal exploits gained heavy press coverage in the 1930s. Like most other prominent outlaws of that era, he was killed by policemen. He remains a familiar figure in American popular culture, sometimes seen as notorious, but at other times viewed as a tragic figure, partly a victim of hard times.
Floyd was born in Bartow County, Georgia. He grew up in Oklahoma after moving there with his family from Georgia in 1911, and spent considerable time in nearby Kansas, Arkansas and Missouri. He was first arrested at age 18 after he stole $3.50 in coins 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, of which he served three and a half.
When paroled, Floyd vowed that he would never see the inside of another prison. Entering into partnerships with more established criminals in the Kansas City underworld, he committed a series of bank robberies over the next several years; it was during this period that he acquired the nickname "Pretty Boy." According to one account, when the payroll master targeted in a robbery described the three perpetrators to the police, he referred to Floyd as "a mere boy — a pretty boy with apple cheeks." Like his contemporary Baby Face Nelson, Floyd hated his nickname.