During the siege Michelangelo had been forced to lend the Signory a sum of about 1500 ducats. In the summer of 1533 he corresponded with Sebastiano about means for recovering this loan. On the 16th of August Sebastiano writes that he has referred the matter to the Pope. "I repeat, what I have already written, that I presented your memorial to his Holiness. It was about eight in the evening, and the Florentine ambassador was present. The Pope then ordered the ambassador to write immediately to the Duke; and this he did with such vehemence and passion as I do not think he has displayed on four other occasions concerning the affairs of Florence. His rage and fury were tremendous, and the words he used to the ambassador would stupefy you, could you hear them. Indeed, they are not fit to be written down, and I must reserve them for _viva voce_. I burn to have half an hour's conversation with you, for now I know our good and holy master to the ground. Enough, I think you must have already seen something of the sort. In brief, he has resolved that you are to be repaid the 400 ducats of the guardianship and the 500 ducats lent to the old Government." It may be readily imagined that this restitution of a debt incurred by Florence when she was fighting for her liberties, to which act of justice her victorious tyrant was compelled by his Papal kinsman, did not soften Alessandro's bad feeling for the creditor.
Several of Sebastiano's letters during the summer and autumn of 1533 refer to an edition of some madrigals by Michelangelo, which had been set to music by Bartolommeo Tromboncino, Giacomo Archadelt, and Costanzo Festa. We have every reason to suppose that the period we have now reached was the richest in poetical compositions. It was also in 1532 or 1533 that he formed the most passionate attachment of which we have any knowledge in his life; for he became acquainted about this time with Tommaso Cavalieri. A few years later he was destined to meet with Vittoria Colonna. The details of these two celebrated friendships will be discussed in another chapter.
Clement VII. journeyed from Rome in September, intending to take ship at Leghorn for Nice and afterwards Marseilles, where his young cousin, Caterina de' Medici, was married to the Dauphin. He had to pass through S. Miniato al Tedesco, and thither Michelangelo went to wait upon him on the 22nd. This was the last, and not the least imposing, public act of the old Pope, who, six years after his imprisonment and outrage in the Castle of S. Angelo, was now wedding a daughter of his plebeian family to the heir of the French crown. What passed between Michelangelo and his master on this occasion is not certain.