Vintage Pearl Bailey photo with signature. Pearl Mae Bailey (March 29, 1918 – August 17, 1990) was an American actress and singer. After appearing in vaudeville , she made her Broadway debut in St. Louis Woman in 1946. Her rendition of ” Takes Two to Tango ” hit the top ten in 1952. She won a Tony Award for the title role in the all-Black production of Hello, Dolly! in 1968. Measures 4 x 5 inches