There has been much speculation about how and when Anita Mahfood, stage name Margarita or as it is spelled here, Marguerita, and Don Drummond met each other. Some say it was in the Wareika Hills, but there is evidence they met long before that. Here in this June 15, 1955 advertisement in the Daily Gleaner, we see that Don Drummond and Margarita appeared together on the same bill and it is the earliest proof of their performing together. They performed in the same evening of entertainment which was the order of the day–entertainment after movies, between movies, on the outdoor or indoor stages, featured a variety of acts–dancing, comedy, pantomime, and yes, music.
In 1955, those musicians on the bill weren’t playing ska. Performances like these in the early and mid 1950s, even the late 1950s, were largely jazz or American R&B, or calypso. Janet Enright performs here with Don Drummond and the two were good friends from the get-go. Janet was a female jazz guitarist and Don Drummond took good care of her, like a little sister. And we also see Roland Alphonso on the bill too, another skilled jazz instrumentalist who would go on to perform in the studio and stage with Don for the next decade and in the Skatalites.
This advertisement and the placement of Don and Anita in the same place does not suggest at all that the two started a relationship as early as 1955–not at all. Anita would have been only 16 at this point, in fact she had just turned 16 the day before this ad appears. Four years later she would marry boxer Rudolph Bent and have her first child, although not in that order. Still she would continue to perform on bills like this, on the stages of the movie theaters, in virtually every club in Kingston, commiserating with her fellow performers, like Don Drummond and years later, when they grew close in the Wareika Hills, a relationship was kindled–to a devastating end.
Read the details of their lives and relationship in my book, Don Drummond: The Genius and Tragedy of the World’s Greatest Trombonist, skabook.com.