Based on his actions we might assume Henry VIII was not satisfied in any of his marriages.
He very much wanted sons to be his heirs, since he knew daughters would be challenged on the throne. He had one legitimate son, but one was not enough in a time when children often died, and the mother of his son died in childbirth. And the fact that there were two daughters did not help much.
Henry really loved at least one of his wives, and always called her his beloved sister - this was Anne of Cleves, with whom his marriage was annulled because it was never consummated.
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