
Rat Pack fans might think the song originated with Frank and Sammy because it was so appropriate, but it had history long before they performed it. It goes back to 1927 and was written by Billy Rose and Dave Dreyer, with a credit also for Al Jolson, whose name often appeared with the writers.
Me And My Shadow was performed by many singers over the years, including Perry Como, Judy Garland, Vic Damone and Peggy Lee. Today, the song is performed more than ever, as a regular number during shows by Rat Pack Impersonators. A performance of Me And My Shadow by Frank and Sammy appears on the DVD titled Sinatra: The Classic Duets.