John Duke of Bedford

He has a healthy son by his second marriage to Jacquetta of Burgundy. Would she still be free to re-marry? Since there are now two legitimate Lancastrian heirs, does the Wars of the Roses still break out?
 
I'd say they'd still want to marry her off. If she marries Richard Woodville, she might lose her son.

As to this son, let's call him John, like his father. If John is loyal and competent like his father, then it's possible he holds the Lancastrian party together when Henry VI is non-functional, preventing Richard of York from getting his historical foothold. If he's not competent, probably he ends up as hated as the favorites around Henry and Margaret of Anjou, or if he's not loyal plots foolishly and dies for it.

If he's competent but not loyal or just gets fed up, he, not York, could end up being the focus of a revolt.
 
As said above, Jacquetta (possibly) losing custody of her son if she remarries (one of the reasons that Catherine de Valois' desired match with the duke of Somerset foundered, and she chose Tudor instead "a match so low none can object thereto"), is actually unlikely IMHO. After the death of Queen Catherine, she's the highest ranked lady at court, she's aunt of the king by marriage and related to the new queen, plus, she's (until Marguerite d'Anjou comes along), England's only diplomatic link to the continent (with her ties to the house of Luxemburg, to the Valois and to the Holy Roman Empire).

I agree though, that with another coffin standing between York and the crown he might not get so uppity (though he still will some, I'm sure).

That said, the duke of Bedford's first wife died in childbed with a child of unknown sex (Italian wiki refers to it as "bambina" (fem), while another source says it was a son). Having that child survive PLUS one by Jacquetta could make things interesting.
 
I think who any child of Bedford and Jacquetta will be likely end under the tutelage of the Duke of York and married to one of his children...
A daughter will be married to Edward when they reach the right age for sure but a son also will be likely married to either Elizabeth or Anne of York... But I am not sure if that will be enough to stop the rebellion of York...
 
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