Related Information for Debbie Deb Debbie Deb is an American dance-pop singer, best known for 1980s freestyle dance classics such as Lookout Weekend, and When I Hear Music.Debbie was born in Brooklyn, New York, and raised in North Miami Beach, Florida. A music aficionado from a young age, she was "discovered" at the age of 16 by producer Pretty Tony at a Miami record store where she was working. The first song Debbie recorded was "When I Hear Music," which she co-wrote with Pretty Tony. Released on the.. read more