WI: The genders of Isabella and Ferdinand's children were flipped?

In OTL Isabella and Ferdinand had five surviving children and several stillborns.

What if Isabella, Juana, Maria and Catalina had been born as boys and Juan had been born as a girl? This gives the Trastamara monarchs four sons and one daughter instead of four daughters and one son. Who would be good marriage options?

OTL Isabella would likely be named as Juan

OTL Juan would likely be named as Isabella

After that, let's say Juana is instead Ferdinand, Maria is instead Alfonso, and Catalina is instead Pedro.
 
Ok so, here's some ideas for this:
  • Our Juan III of Spain is going to most likely live longer than his OTL counterpart. Since there's no Portuguese Princesses, he'll probably end up with Margaret of Austria, similar to how his OTL counterpart did. However, since Margaret only concieved once OTL, with two husbands, it is possible, or even likely, that she'll struggle to provide and heir. Now, they could just divorce and Juan could have his own child, but with three brothers, there's probably going to be a nephew somewhere to take the throne after him, and they might fall in love.
  • With four sons and no annoying Philip of Burgundy to annoy him, Ferdinand II of Aragon may not remarry, and thus Germaine de Foix is available for one of his sons.
  • With no Spanish Princesses hogging all the potential husbands, there's going to be some shuffling amongst the other royals. Henry VII of England is probably going to use his sisters-in-law to provide alliances. Thus, a marriage with, say, Catherine of York and Philip of Burgundy is an option. Also, since Margaret of Austria and Isabella of Aragon, the two main, unmarried Princesses of the time, are married, Arthur, Prince of Wales is going to have to settle for less. Margaret of Angouleme will definitely be an option, as will be a Princess of Navarre, or perhaps Anne of Foix-Candale. The world is really quite man filled now, so appropriate matches are hard to find.
  • What may occur, particularly in the younger sons, is marriages to riches Italian women, which would weaken the royal line, but with younger sons, it probably won't matter. That may mean the famous Lucrezia Borgia will marry a younger son of the Spanish royal family, although that is a stretch.
  • When Isabella of Aragon dies, possibly in 1497 as OTL, Manuel I of Portugal is going to need a wife. Again, I do see a match with the York Princesses. Henry VII of England would be stupid to leave these opportunities up and open for other monarchs when he has a group of beautiful Princesses, all who he himself has said are legitimate, laying about. Plus, marriages to foreign nobility mean that they are not only out of his hair, they're powerless to do anything about their claims in most cases.
  • The Princesses of Naples are also an option. Although Joanna of Naples may be a bit, well, closely related, Princess like Charlotte of Naples are perfect options for the second son. Particularly since, if she dies young like OTL, said husband has a chance to remarry. Or act crazy, if they want.
Ferdinand II of Aragon (b.1452: d.1516) m. Isabella I of Castile (b.1451: d.1451) (a)

1a) Juan III of Spain (b.1470: d.1528) m. Margaret of Austria (b.1480: d.1530) (a)

1a) Stillborn Daughter (c.1497)​

2a) Stillborn Daughter (c.1475)

3a) Isabella of Aragon (b.1478: d.1497) m. Alfonso, Prince of Portugal (b.1475: d.1491) (a), Manuel I of Portugal (b.1469: d.1521) (b)

4a) Ferdinand of Aragon (b.1480: d.1555) m. Charlotte of Naples (b.1479: d.1506) (a)

1a) Maria of Aragon (b.1499: d.1499)

2a) Juan IV of Spain (b.1501)

3a) Catherine of Aragon (b.1503: d.1504)

4a) Anne of Spain (b.1506)​

5a) Alfonso of Aragon (b.1482: d.1527) m. Contessina Antonia Romola de' Medici (b.1478: d.1510) (a), Quiteria of Navarre (b.1499: d.1536) (b)

1a) Isabel of Aragon (b.1499)

2a) Juana of Aragon (b.1503)

3a) Ferdinand of Aragon (b.1505)

4a) Eleanor of Aragon (b.1509)

5b) Juan of Aragon (b.1518)

6b) Pedro of Aragon (b.1520)

7b) Henry of Aragon (b.1521)

8b) Magdalena of Aragon (b.1524)​

6a) Stillborn Son (c.1482)

7a) Pedro of Aragon (b.1485: d.1539) m. Germaine de Foix (b.1488: d.1540) (a)

1a) Isabella of Aragon (b.1508)

2a) Juan of Aragon (b.1513)

3a) Margaret of Aragon (b.1519: d.1520)​
 
Er, it's unlikely that all four sons will be average nobles, one or two is going to the church, definitely Pedro.
 
Er, it's unlikely that all four sons will be average nobles, one or two is going to the church, definitely Pedro.

I didn't mean to imply they would be. I meant to suggest that, as second, third and fourth sons, they'd be viewed as less potentially threatening than, say, Juan would be in this scenario. They wouldn't have the titles and money to back up, say, an invasion of Tudor England to put themselves on the throne. Sorry for that. And you're definitely right about Pedro, however, the other two younger sons would probably stay out of that.
 
And the kingdoms of Castile and Aragon inevitably divide again. Back to the good old days of kingdom divisions and cousin marriages. :p
 
And the kingdoms of Castile and Aragon inevitably divide again. Back to the good old days of kingdom divisions and cousin marriages. :p

Well, using the family tree provided by Kynan, Juan III would inherit both. Then Ferdinand. Then Juan IV. If Juan IV had more than one son maybe Aragon and Castile would be divided but after three kings having them be unified in Spain it might just stay united.
 
Well, using the family tree provided by Kynan, Juan III would inherit both. Then Ferdinand. Then Juan IV. If Juan IV had more than one son maybe Aragon and Castile would be divided but after three kings having them be unified in Spain it might just stay united.

Kynan's is one possibility. A bit unlikely, though, considering what it took for the personal union of Castile and Aragon to actually be inherited by one person alone, and through the female line at that.

As precedent goes, the eldest would get Castile and the second son Aragon. Heck, looking at that tree, it's a wonder Alfonso's sons didn't dispute the succession.
 
Kynan's is one possibility. A bit unlikely, though, considering what it took for the personal union of Castile and Aragon to actually be inherited by one person alone, and through the female line at that.

As precedent goes, the eldest would get Castile and the second son Aragon. Heck, looking at that tree, it's a wonder Alfonso's sons didn't dispute the succession.

I thought that would only happen if the monarch of Castile was also the monarch of Aragon. As it is, Isabella and Ferdinand were separate and so they each only had one kingdom for their heir? Meaning Juan III for both. Then if he had kids they could be separated.
 
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