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I would opt to start with Dash and Fluttershy too. But if they decide they need to try and find their friends and get to the bottom of the mystery, I thought it would be nice to have an idea of what the rest of the world was like.
They can be fighting mental regression too, or not. I have no preference, so your pick.
And the diapers would be from the age change. It might vary depending on how old we make them. I was imagining Fluttershy in training pants but being too shy to tell anyone when she has to go and having a lot of accidents, and Rainbow being made young enough to need diapers but despise it. How would you want to play it?
I got something off the first idea. Instead of going a broad universe, we can bring it down to Rainbow Dash and Fluttershy back in Cloudsdale. I'd prefer ponies for that, and they'd be fillies. How would you like to bring diapers into this?