Phyllis Dillon was born in 1948 in Linstead, St. Catherine, Jamaica.
Dillion began singing in talent contests. It was during a performance at the
Glass Bucket Club in Kingston, Jamaica with the group The Vulcans, that Duke
Reid's session guitarist Lynn Taitt discovered Dillon.
Dillon was 19 when she recorded her first record for Duke Reid. In
1967, Reid released Dillon's "Don’t Stay Away", an original
composition featuring Tommy McCook and the Supersonics as the backing band.
. While most of Dillon’s subsequent recordings would be covers of
popular and obscure American songs including Bettye Swann’s "Make Me
Yours", Perry Como’s "Tulips and Heather," The Grass Roots’
“Midnight Confessions” and Stephen Stills’s “Love the One You’re With”.
Another original song, "It’s Rocking Time" would later be
turned into the Alton Ellis’ hit "Rocksteady".
While these early
recordings demonstrate Dillon's mastery of the Rocksteady sound, a much slower,
soulful, response to the sultry weather that made ska's upbeat rhythm and tempo
undesirable even impracticable, it was no indication of her greatest
performance, 1967’s “Perfidia”, a 1940 song written by Alberto DomÃnguez and
made popular by the Cuban bandleader, Xavier.