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I think a few What-If stories would be pretty good, but you could also them connected to the games themselves. I've been considering for a while a "What If" storyline in which the main character loses aginst one of the villians, and their plans end up going ahead.
I'm sorry if I sound harsh... but it seems that you're only writing these to "rant on" about how the writer's were wrong...
That could end badly with your fic, because it might make it too personal to you, and it ends up becoming awkward to write. I could be wrong, but still... Go for it.
Ash did defeat Paul though, I believe you meant Tobias. Ash should lose against Cynthia in my opinion, because if he won, then it would be the end for the fic, and no character development can be made. If he loses, he can develop his character, then re-battle her and win.
I'm sorry if I sound harsh... but it seems that you're only writing these to "rant on" about how the writer's were wrong...