The term 'Lonely Boy Singer' can be broken down into four crossword solutions: Anka (4 letters), GOLD (4 letters), PaulAnka (8 letters), and AndrewGold (10 letters). Paul Anka is a Canadian singer, songwriter, and actor who was popular in the 1950s and 1960s. He is best known for his hit single 'DIANA'. Andrew GOLD was an American singer, songwriter, multi-instrumentalist, and record producer who was active from the 1970s to the 2000s. He is best known for his hit single 'Lonely Boy'. Both Anka and GOLD have been inducted into the Songwriters Hall of Fame.