In Chaucer's epic poem, The Canterbury Tales, you get a real taste of different kinds of people of the Middle Ages. The Canterbury Tales are stories told by different characters to pass the time on the way to their destination. The character of the Squire, who is approximately twenty years old, and the son of a knight, is of average height, strong, agile, can read and write, and likes to impress the ladies by singing and dancing. Enrique Iglesias, a Latin Pop star, is much like the Squire in numerous ways. With their similarities in singing talent, appearance, and love life, the comparison is remarkable.

One way the Squire and Enrique Iglesias both try to get the ladies is by singing and using their dance moves. The Squire is described as "singing.in hope to win the ladies grace." (Chaucer 107), It seems, as all he does is spend...