I'm not sure if even if you get someone who has a claim to the thrones of England and France they could even establish a hold on both crowns. Maybe if the French royal line had a claim to the English crown and that was pressed the way the HYW were by the Plantagents...
nah, still won't work. And that's ignoring the issues of conquering anything further. You need something conspicuously absent in the West during this period to have a chance. Several somethings.
Or to play Crusader Kings.