9. John once seduced a widow by giving her control of several Italian cities
Although John was content, and able, to throw his weight around with all and sundry, he seems to have met his match with one particular conquest. For although he could take his pick of most of the men and women of Rome, and was able to rape churchgoers with impunity, some people were just too powerful and conspicuous to be subjected to his wanton desires. He is known to have slept with two widows, at least according to the charges read against him, but one of these women was only seduced at a great cost.
Noting his astonishing sexual appetite and megalomania, one of the widows managed to turn John’s persistent advances to her advantage. As the widow of a powerful aristocrat, the woman was much in-demand and held considerable influence and power of her own, and hence the Pope’s usual tactics wouldn’t work. Thus she was able to reject John until he gave her control of several Italian cities (without asking their permission), and the drooling Pope was happy to oblige in order to get in her pants. This particular charge rings true with the countless other accusations of simony and paying for sex.