Pretty Boy Floyd is a 1960 biographical film based on the career of the notorious 1930s outlaw Charles Arthur "Pretty Boy" Floyd. The film was an independent production, written and directed by Herbert J. Leder and produced by Monroe Sachson. The role of Pretty Boy Floyd was played by John Ericson and the rest of the cast included Barry Newman, Joan Harvey, Carl York, Roy Fant and a young Peter Falk in a minor role. Plot Cast John Ericson as Charles Arthur "Pretty Boy" Floyd Barry Newman as Al Riccardo Joan Harvey as Lil Courtney Carl York as Curly Winwell Roy Fant as Jed Watkins Jason Evers as Sheriff Blackie Faulkner Peter Falk as Shorty Walters Al Lewis as Machine Gun Manny Norman Burton as Bill Courtney Philip Kenneally as Baker External links 1960 films 1960 crime drama films American crime drama films American independent films Biographical films about Depression-era gangsters American black-and-white films Films directed by Herbert J. Leder Cultural depictions of Pretty Boy Floyd 1960 directorial debut films 1960 independent films 1960s English-language films 1960s American films