Millicent Dolly May Small CD (6 October 1947 – 5 May 2020) was a Jamaican singer who is best known for her international hit “My Boy Lollipop” (1964). The song reached number two in both the UK and US charts and sold over seven million copies worldwide. It was also the first major hit for Island Recordsand helped to achieve the label its mainstream success. She was the Caribbean’s first international recording star and its most successful female performer. Millicent Dolly May Small was born on 6 October 1947 in Clarendon, Jamaica, the daughter of a sugar plantation overseer. She was one of 13 siblings, with seven brothers and five sisters. Like many Jamaican singers of the era, her career began by winning the Vere Johns Opportunity Hour talent contest at the age of twelve. Wishing to pursue a career as a singer, she moved to live with relatives in Love Lane in Kingston. She auditioned for Studio One record producer Coxsone Dodd, who was struck by the similarity of her voice to that of Shirley Goodman of the American duo Shirley and Lee. He paired her with singer Owen Gray, and they made several records together, including “Sugar Plum”, which became a local hit.