One of Basquiat’s favorite Renaissance narratives to discuss with Torton was that of the revolutionary Dominican friar Savonarola, who seized control of Florence after the overthrow of the ruling family – the Medici – in 1494. The foremost enemy of the Medici family, Savonarola soon after began to host his regular "bonfire of the vanities,” in which his followers collected and burned various objects that he considered to be sinful – mirrors, fine clothes, playing cards, and other luxury items, as well as paintings, sculptures and books that Savonarola deemed immoral. His reign was short-lived however, with Savonarola ultimately imprisoned, then executed by the Vatican in 1498.
Torton recalls: “I’ve wondered if this painting isn’t a portrait of Savonarola. It was Savonarola who was truly versus the Medici.” Indeed, the striking pose of the present figure is remarkably similar to that of the famed statue of Savonarola that towers over Piazza Savonarola in Florence, as is the searing gaze.