I don't think there will be much in the way of dragons or wyverns in Project E (other than a possible meeting with Patriarch). A top down camera perspective doesn't preclude having flying opponents or allies, but if Larian wanted a significant amount of aerial combat, they probably would have gone with a camera system similar to Divinity 2.
A dragon knight + Divine One union wouldn't need Bellegar's intervention to happen. The only question about either scenario is if enough damage was done to the Black Ring that Damian would take about 20 years to rebuild, to get enough time for a child of existing characters to be the hero in Project E.
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