Darrow Fletcher was a Chicago child prodigy who showed emotional maturity and vocal excellence from his first teenage hit 45 in 1965. 'The Pain Gets A Little Deeper' was the soul equivalent of Frankie Lymon's 'Why Do Fools Fall In Love': young, vulnerable, heart-felt vocals that belied the singer's years. It entered the charts on 1 January 1966 and catapulted the 14 year old to fame in the R&B world, particularly in his home city of Chicago. Elton John has cited the recording as one of the best soul records he had ever heard. The follow-up records were only local hits but many were of exceptional quality and the teenager's age did not prevent him tackling some serious emotional subjects. In fact it was this notion of a kid dealing with the complexities of love that made his records so appealing. 'My Judgement Day' was an early example of combining soul and social issues over a sublime Chicago backing track and sensitive arrangement.