Challenge: Anglo-Portuguese personal union

While I do not have a plan as of yet, may I suggest something involving John of Gaunt, Duke of Lancaster. His son in England was Henry IV, and his daughter in Portugal was Phillipa of Lancaster, wife of the Portuguese king John I. He did not die until 1399, after the treaty, so perhaps someone can respond to this using him.
 
Your challenge, should you choose to accept it, is to involve England/Britain and Portugal in a personal union by the present day with a POD no earlier than the Treaty of Windsor. Bonus points if you do it after the former becomes Protestant.

I suggested something similar before, but what about this: Charles II and Catherine of Braganza manage to have a son. In Portugal, for some reason, her brothers die without heirs. The Portuguese have a new succession crisis, just some decades after the end of the Iberian Union. The Spanish Habsburgs still have a claim and, if they consider the Braganza line legitimate, then the nearest heir in the Iberian Peninsula is a Spanish noble. Somehow the Portuguese courts decide that is more interesting to them to have a Protestant and distant king than to live under the Spanish again.
 
Bump.

After reading again Nek's threads about Richard III winning in Bosworth I imagined the following situation: Richard marries Joana of Portugal, as was intended, and despite her quite old age she gives birth to a male son (let's call him Richard also).
Now, the king John II of Portugal was known as "The Tyrant" by the Portuguese nobility. IOTL he personally killed in 1584 his cousin Diogo, the eldest brother of Manuel of Viseu (the future king Manuel I). Now, let's say that for some reason he decides to kill not only Diogo, but Manuel also. Then the next male heir to the Portuguese throne is Jaime, the 06 years old son of Fernando, Duke of Braganza. Fernando was also killed in 1483 by order of John II, his lands taken to the crown, and his son exiled to Castile.
Considering that John II still dies without children, and not trusting in the Portuguese nobility, he decides to nominate as his heir the son of Joana, his nephew the prince of Wales, the future Richard IV (and Richard I of Portugal).
Now the House of York had just won a succession war for England, and probably has another one to fight for Portugal (of course, assuming that Richard III would seriously consider to take Portugal also).
 
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