Dean Martin (June 7, 1917 – December 25, 1995) & Roger Miller (January 2, 1936 – October 25, 1992) - '' King of the Road '' "King of the Road" is a song written by country singer Roger Miller, who first recorded it in November 1964. The lyrics tell of the day-to-day life of a hobo who, despite being poor (a "man of means by no means"), revels in his freedom, describing himself humorously and cynically as the "king of the road". It was Miller's fifth single for Smash Records. | Clamih