Which woman are you talking about who is a ancestor to N.And it would be strange and cool that in some how in what way that Ash is a connection to these two people.The man that had a Pikachu and a Lucario would be a connection to Ash's past from his father's side of the family.I'm mean hey I heard from what Alexa said in the book that the hero has travel to many different regions same thing happening to Ash and his father is still traveling to more different regions.Like father like son.Actualy no, I have another headcanon. That person is actually Sir Aaron himself. Sir Aaron has travelled a lot many regions himself., so he has made a name in almost every region he has been. He had a Pikachu and a Lucario. He was known as the blue dressed hero with Pikachu in Hoenn, he was known as the Aura Guardian in the spiritomb episode in DP where he forgot to shave, and is also the hero we saw now. The woman on the other hand is an ancestor of N and Sir Aaron's waifu, because she had the same blue eyes N has.
And one thing also hit me is that Ash's father could be from a different region where he was born from where he hasn't meet Ash's mother Delia yet.I really don't know what region could he be from, but I have a feeling that would happen some where during in the 7th Gen of Pokemon where Ash will be going to his 7th region.
And one more thing the hero who has a Pikachu in the episode "A Different Kind of Misty" would be the same Pikachu that would been sent to the future happens to be Ash's Pikachu.Like if a Celebi brought Pikachu into the future.
And one last thing I like to see Ash get a Lucario in the 7th generation.