Henry's insistence that a queen regnant would never work dates way back. The whole start to the War of the Roses was basically that Henry IV took the throne after the deposition of Richard II with the argument that even though there was another heir next in line before Henry, it was an 11 year old girl, and nobody wanted another minor on the throne, much less a girl minor. And really the whole queen regnant argument went back to Henry I's daughter, Matilda, who should have had the throne back in 1135, the squabbling over which caused a civil war lasting 19 years. Every time it looked like a girl would inherit in her own right, it led to major trouble, and Henry was no dumb student when it came to English history. His own father made sure to claim the English throne through right of conquest (always iffy because what has been conquered once can be conquered again by someone else) rather than his own bloodline, which was tainted with bastardy, or through his wife, the eldest daughter of Edward IV. Henry's argument against a female heir was "it has never worked in the whole history of England." Pretty strong motivation.
"The Rise and Fall of Anne Boleyn" makes an interesting case for why Henry and/or Cromwell chose these particular 5 men to accuse with Anne. Accusing a Queen publicly of adultery and treason and then beheading her or even just getting rid of her permanently was not easy, as Catherine of Aragon's case had showed. They needed to discredit Anne entirely, give reasons to make any sane person think she deserved what she got. Despite the fact that some of these men were Henry's friends, they were also known to be libertines. So the official line goes something like this:
"Anne, the Queen, despised her sovereign lord and her marriage before God SOOOOOOOO much that she not only screwed around, but she screwed around with not 1, ladies and gentlemen, not 2, but 3 men, all of whom are known to be sexually depraved - who would have sex with any available woman, man, girl, boy, nun, priest, and the occasional sheep or goat. And to top that, she's such a loose woman that she didn't even keep her sex within the noble faction. She slept with a common musician! Oh no, it's perfectly true! AND, not content with even that, she is such a slut that she even slept with her BROTHER! Can you believe it? Of course, His Majesty is just heartbroken and of course he cannot possibly stay married to such a harlot, now, can he? To protect himself, to protect the kingdom, to protect the succession, he must, must be rid of her asap. Even though we did push an annulment through, thanks to the kindly efforts of the Archbishop of Canterbury, even though they weren't really married at all, legally, you see, it still stains His Majesty's honor, to even be associated with such a woman. So see? He has never really legally been married at all! And even if you think Katherine of Aragon was his true wife, well, she's dead now, isn't she? So His Majesty is really just an innocent bachelor and must find a bride and queen asap. (Actually, we have one waiting in the wings, but it wouldn't be polite to say so, what with the trial and execution and all still to take place... Did I say 'execution'? Oh, well, I mean if Anne is found guilty of course.)"
Yikes.
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