Singer Bobby is a collective term for three different singers: Bobby Darin, Bobby VEE, and Bobby SHORT. Bobby Darin was an American singer, songwriter, multi-instrumentalist, and actor who had a successful career in the 1950s and 1960s. Bobby VEE was an American pop singer who was active from the late 1950s to the early 1970s. He had a string of hits during the 1960s. Bobby SHORT was an American cabaret singer and pianist who was active from the 1940s to the 2000s. He was known for his interpretations of popular American songs.