Of course, we know that Henry came up with an alternate plan soon afterwards, when Anne Boleyn appeared on the scene. But when his new marriage failed to produce the promised son, the King took a new approach: he not only took a new wife, Jane Seymour, he also sought and received Parliamentary authority to name his own successor. On the one hand, that removed some of the pressure from Jane – but unfortunately, Fitzroy died only two months after her accession, leaving the King and the Kingdom still in desperate need of an heir.
Had he lived, Henry Fitzroy would have presented an interesting alternative history prospect. The boy was well-educated and self-confident (check out the thank-you letters he wrote his dad in 1527 and 1528, to see the enormous progression from when he was seven to when he was eight); he was also not strongly Catholic or strongly Reform. He was married to Mary Howard, daughter of the Duke of Norfolk (though the marriage was never consummated because of his age), so he would have the strength of the Howard clan behind him. Would Henry have chosen him over his legitimate son – so as to avoid leaving England in the hands of a nine-year old boy? Would he simply have succeeded Edward VI? Or would he have simply forever posed a threat due to his proximity to the throne? Interesting questions, I’d love to hear your answers!
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I think Henry VIII would’ve been better off if he had married Elizabeth (Bessie) Blount instead of Anne Boleyn or Jane Seymour. That way Bessie could’ve given him more children and Elizabeth I would never have been born. I lost all respect for her after reading how she treated Katherine & Mary Grey.
There are so many alternate histories possible – you are right that it would have made sense for Henry to marry Bessie Blount: it was a recognized way to legitimize an illegitimate child!