In 1960, Tipton ended the relationship with Cox. He settle down with nightclub dancer and stripper, Kitty Kelly (later known as Kitty Oakes). Her professional name was "The Irish Venus." They were involved with their local PTA and with the Boy Scouts. They adopted three sons, John, Scott, and William. After Tipton died, Kitty gave several interviews about him and their relationship. In early interviews, she said, “He gave up everything... There were certain rules and regulations in those days if you were going to be a musician.” She was taking about trying to be part of 1920−30s music industry. His son William described Tipton as a good father who loved to go on Scout camping trips.