Arthur and Katherine of Aragon had a daughter...

I really do think Henry would want to look outside of Fictional Princess for the Duke of Yorks new bride.

It could be possible he would marry his niece, but unlikely. One of Richards moves to claim the throne was to put out that Edward was illegitimate, meaning that Elizabeth of York would only have had Dowager Duchess of York, Cecily in immediate common, compared to Henry and Fictional Princess having both Henry VII and Elizabeth of York.
 
Yeah, the whole "Richard murdered his wife to marry his niece" rumours didn't help with the public reaction to the supposed match.

Richard also had two of his most trusted councillors (William Catesby and Richard Ratcliffe) adamantly opposed to the idea, would there be equally influential councillors voicing equally vociferous opposition in the Tudor regime?
I think also the story of the princes of the towers, the accuse of having killed Elizabeth's brother plus the fact who Richard had taken the throne claiming who his brother's wedding to Elizabeth Woodwille was invalid (so Elizabeth and her sibling were illegitimate) plus the murdering his wife for marrying his niece were all things who make a wedding between Richard III and Elizabeth of York impossible (and we do not know how seriously Richard ever considered to marry his niece because the timing of the negotiations with Poirtugalpoint strongly against it and all the supposed evidences in favour of that aka the letter of Elizabeth of York can very well be read as her hope to see Anne Neville dying soon because her death was necessary for finalizing the Portuguese double match and not because she wanted marry her uncle).

I really do think Henry would want to look outside of Fictional Princess for the Duke of Yorks new bride.

It could be possible he would marry his niece, but unlikely. One of Richards moves to claim the throne was to put out that Edward was illegitimate, meaning that Elizabeth of York would only have had Dowager Duchess of York, Cecily in immediate common, compared to Henry and Fictional Princess having both Henry VII and Elizabeth of York.
George of Clarence claimed that not Richard III (and in any case, as recognized eldest son of the Duke of York, Edward would still have a stronger claim on the crown than his supposed half-brothers)


For Henry VIII and Elizabeth Tudor you will have nothing of that background and instead the necedssity to reinforce and settle the succession.

If Edward IV had lived longer and lost one of his son for natural causes and Anne Neville aalso died for natural causes I think Edward would have likely married Elizabeth (if she was still free after the loss of her french engagement) to Richard
 
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