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Updated: May 31, 2025
This union, though a happy one, was never blessed with children; and in the certainty of barrenness, the young Duke thought it prudent to adopt a nephew as heir to his dominions. He had several sisters, one of whom, Giovanna, had been married to a nephew of Sixtus IV., Giovanni della Rovere, Lord of Sinigaglia and Prefect of Rome.
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.
Therefore he had nothing but deferential words for the Roaring Lamb of Sinigaglia and the Opportunist Eagle of Carpineto, as it was his custom to designate Pius IX and Leo XIII respectively.
We arrived at Sinigaglia late at night, and I went to the best inn, and, after choosing a comfortable room, ordered supper. As there was but one bed in the room, I asked Bellino, in as calm a tone as I could assume, whether he would have a fire lighted in another chamber, and my surprise may be imagined when he answered quietly that he had no objection to sleep in the same bed with me.
So Oliverotto ran the risk of joining the duke in order to make proposals to him, either to march an Tuscany or to take Sinigaglia, which was the only place in the duchy of Urbino that had not again fallen into Caesar's power.
For the Bishop of Sinigaglia he executed some fantasies in wax in the form of drinking-cups, which were afterwards to be made in silver; and with greater diligence he made some others, most beautiful, for the Duke's credence.
Caesar had made only a few steps towards the town when he perceived Vitellozzo at the gate, with the Duke of Gravina and Orsina, who all came out to meet him; the last two quite gay and confident, but the first so gloomy and dejected that you would have thought he foresaw the fate that was in store for him; and doubtless he had not been without same presentiments; for when he left his army to came to Sinigaglia, he had bidden them farewell as though never to meet again, had commended the care of his family to the captains, and embraced his children with tears a weakness which appeared strange to all who knew him as a brave condottiere.
We arrived at Sinigaglia late at night, and I went to the best inn, and, after choosing a comfortable room, ordered supper. As there was but one bed in the room, I asked Bellino, in as calm a tone as I could assume, whether he would have a fire lighted in another chamber, and my surprise may be imagined when he answered quietly that he had no objection to sleep in the same bed with me.
The pope had barely learned that Caesar had his enemies in his power, when, eager to play the same winning game himself, he announced to Cardinal Orsino, though it was then midnight, that his son had taken Sinigaglia, and gave him an invitation to come the next morning and talk over the good news. The cardinal, delighted at this increase of favour, did not miss his appointment.
It was at this juncture that Alexander VI received his answer from Bajazet II: the reason of so long a delay was that the pope's envoy and the Neapolitan ambassador had been stopped by Gian della Rovere, the Cardinal Giuliano's brother, just as they were disembarking at Sinigaglia.
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