"Lonely Boy" is a song written and recorded by Paul Anka. Recorded in August 1958 with Don Costa's orchestra in New York, "Lonely Boy" was not released until May 11, 1959. Anka sang this song in the film Girls Town. When released as a single, it topped the Billboard Hot 100 for four weeks, becoming Anka's first song to do so, although he had earlier topped Billboard's Best Sellers in Stores chart with "Diana". Billboard ranked it as No. 5 for 1959. The song reached No. 2 in the Canadian CHUM Charts.