Watch Roy Shaw: Brute Force (2005) Official Trailer

When he wasn't duking it out in the boxing ring, Roy "Pretty Boy" Shaw terrorized Britain as one of the country's most feared gangsters, as revealed in this documentary. The program chronicles Shaw's shady history, a criminal career that includes armed robbery, murder and brutal beatings. Known as the only man who ever broke his way out of two prison cells, Shaw became one of Britain's most powerful gangsters in the 1960s.