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Updated: May 31, 2025
The Duchess immediately caused her son, Bartolommeo Orsini, to be proclaimed Duke of Urbania, and herself regent; and, with the help of two or three unscrupulous young men, particularly a certain Captain Oliverotto da Narni, who was rumored to be her lover, seized the reins of government with extraordinary and terrible vigor, marching an army against the Varanos and Orsinis, who were defeated at Sigillo, and ruthlessly exterminating every person who dared question the lawfulness of the succession; while, all the time, Cardinal Robert, who had flung aside his priest's garb and vows, went about in Rome, Tuscany, Venice nay, even to the Emperor and the King of Spain, imploring help against the usurper.
Arrived on the threshold, Caesar dismounted, and signing to the leader of the men-at-arms to, await his orders, he went in first, followed by Oliverotto, Gravina, Vitellozzo Vitelli, and Orsino, each accompanied by his two satellites; but scarcely had they gone upstairs and into the first room when the door was shut behind them, and Caesar turned round, saying, "The hour has come!"
When these two captains heard that they were condemned, Oliverotto burst forth into reproaches against Vitellozzo, saying that it was all his fault that they had taken up arms against the duke: not a word Vitellozzo answered except a prayer that the pope might grant him plenary indulgence for all his sins.
At last the ex-Cardinal Robert succeeded, and triumphantly entered Urbania in November 1579. His accession was marked by moderation and clemency. Not a man was put to death, save Oliverotto da Narni, who threw himself on the new Duke, tried to stab him as he alighted at the palace, and who was cut down by the Duke's men, crying, "Orsini, Orsini! Medea, Medea!
On their side, Vitellazzo, Gravina, Orsino, and Oliverotto, to make room for the duke's army, had quartered their soldiers in little towns or villages in the neighbourhood of Sinigaglia; Oliverotto alone had kept nearly 1000 infantry and 150 horse, who were in barracks in the suburb through which the duke entered.
The same night eight masked men descended to the dungeon where the prisoners lay: they believed at that moment that the fatal hour had arrived for all. But this time the executioners had to do with Vitellozzo and Oliverotto alone.
Those of Oliverotto, being at hand, were quickly settled, but those of the Orsini and Vitelli, being at a distance, and having a presentiment of the destruction of their masters, had time to prepare themselves, and bearing in mind the valour and discipline of the Orsinian and Vitellian houses, they stood together against the hostile forces of the country and saved themselves.
Vitellozza Vitelli in particular, who knew Caesar the best, never ceased to tell the other condottieri that so prompt and easy a peace must needs be the cover to some trap; but since Caesar had meanwhile collected a considerable army at Imala, and the four hundred lances lent him by Louis XII had arrived at last, Vitellozzo and Oliverotto decided to sign the treaty that Orsino brought, and to let the Duke of Urbino and the lord of Camerino know of it; they, seeing plainly that it was henceforth impassible to make a defence unaided, had retired, the one to Citta di Castello and the other into the kingdom of Naples.
Then the others Pico, the Groom, Stimigliano, Oliverotto, Frangipani, Prinzivalle degli Ordelaffi will they all be there? But she shall love me best me by whom she has been loved after she has been three hundred years in the grave! Dec. 24th. I have made all my arrangements. Tonight at eleven I slip out; Sor Asdrubale and his sisters will be sound asleep.
At the same moment, exactly as they had been commanded, the duke's accomplices took their pasts on the right and left of those they were to watch, who were all there except Oliverotto, whom the duke could not see, and began to seek with uneasy looks; but as he crossed the suburb he perceived him exercising his troops on the square.
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