9. Chin’s Calypso Sextet, “Big Boy and Teacher” (Boogu Yagga Gal)
Not unlike the trickster character “Anancy,” “Big Boy” is a similar sort of character in Jamaican folklore who is known for asking his teacher rude, often sexual questions for his own amusement, and for that of everyone around him. With Bedasse and Williams behind it, of course it was popular! There’s no Youtube video of the original; instead, above, we have U-Roy doing a version of it.