WI Henry Duke of Cornwall survives and becomes King Henry IX?

I could suggest a Habsburg match in order to strengthen his claim to HRE and Spain... After all Henry IX would be first cousin to Charles V... Perhaps Henry IX could contest an Imperial election with better luck than his father...

Unless Spain was at odds with France and in serious need of English support, I think the Habsburgs will still prefer to marry the Archduchesses Joana and Maria off to Portugal and Austria. Henry IX's options of Habsburg-friendly brides would most likely be limited to a Portuguese infanta (huge dowry) or the Emperor's younger sisters Mary (born 1505, widowed 1526 when he would have been 15) or Catherine (born 1507, OTL wife of John III of Portugal - perhaps Mary Tudor takes her place as his wife?). I don't see any of these marriages really putting him in a position to challenge Charles for the HRE.

Alternatively he could marry within England - Margaret Douglas, Frances Brandon or Catherine Pole (heiress of Margaret Plantagenet, Countess of Salisbury, from the old English nobility Queen Catherine liked so much).
 
For a reigning monarch or heir-apparent I think that's the least likely of scenarios.

Yeah, if Henry was willing to risk his immortal soul to see one of his sons on the throne, then you can be damnned sure that this son is gonna have the most fertille wife in the known world, and that his father will force them to consumate the marriage even if he has to coach his son through every last movement.

Besides that, there really isn't a good reason for Henry VIII to want to convert to Protestantism TTL. Even OTL he didn't want to become a protestant, but he felt he had no choice what with the current pope's high standards. He still considered himself Catholic even after the split, and the Anglicans nowadays recon themselves as something like an Orthodox Catholic church rather than a protestant one (even if their theological differences makes this assertion BS in my opinion).

It would be interesting to see weather he sides with the Habsburgs or the Valois, although if I had to guess I'd say the former on account of the Franco-English rivalry and Henry VIII's Aragonese wife.
 
Alternatively he could marry within England - Margaret Douglas, Frances Brandon or Catherine Pole (heiress of Margaret Plantagenet, Countess of Salisbury, from the old English nobility Queen Catherine liked so much).

Though the House of Hapsburg did it a couple of times in this era, I'm not sure that the House of Tudor would seriously consider a first cousin marriage which was clearly illegal on consanguinity grounds...
 
Though the House of Hapsburg did it a couple of times in this era, I'm not sure that the House of Tudor would seriously consider a first cousin marriage which was clearly illegal on consanguinity grounds...

It's not "illegal", all you need is a papal bull. Henry VII and Elizabeth of York were related within the forbidden degrees and there was no issue there (Pope was happy to oblige). Again with Henry VIII and Catherine of Aragon. Catherine of Aragon and Margaret Plantagenet planned for their children to marry, despite being cousins in relation. Henry VIII later tried to marry Edward VI to Mary of Scots (first cousin once removed) and Thomas Seymour wanted to marry Edward to Jane Grey (also first cousin once removed) without care to the consanguinity.
 
Hmm, why does everyone say Henry IX has to be pious? I see nothing which would cause him to be pious...

Nor sickly. The fact that IOTL he died as an infant doesn't mean anything. Lots of infants died in the 16th century.
 
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