Calypso music
The first major stars of calypso started crossing over to new audiences worldwide in the late 1930s. Attila the Hun, Roaring Lion and Lord Invader were first, followed by Lord Kitchener, one of the longest-lasting calypso stars in history—he continued to release hit records until his death in 2000. 1944's "Rum and Coca-Cola" by the Andrews Sisters, a cover version of a Lord Invader song, became an American hit despite the song being a very critical commentary on the explosion of prostitution, inflation and other negative influences accompanying the American military bases in Trinidad at the time. Perhaps the most straightforward way to describe the focus of calypso is that it articulated itself as a form of protest against the authoritarian colonial culture which existed at the time.
Calypso Monarch
While Trinidad's carnival has its origins in the 18th century, a singing contest was first held in 1911, when the Jubilee Establishment offered a prize for "the most original song on a local topic". Further competitions were held after World War I, and the Calypso King contest was first held in 1939. The first winner was Growling Tiger with "Trade Union", followed by Roaring Lion in 1940 and Mighty Destroyer in 1941. After a break during World War II, it resumed in 1946, with Atilla the Hun winning the first of two consecutive titles. Mighty Spoiler won the first of three titles in 1948, and Lord Melody the first of three the following year. The competition's most successful calypsonians, Mighty Sparrow and Chalkdust, have won the title eight and nine times respectively, the first in 1956, and the last in 1992 for Sparrow, and Chalkdust's reigns were between 1976 and 2017.