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Yes he does remember. But both being babied isn't really fun, let's just have the older sister be babied, as it would be a role reversal, as he younger sister is not the one in charge.
Hmm...how about it's just the two of them, living on their own. And maybe a week after getting discovered, the older Nintails gets slowly un potty trained by the younger sister, the effects of which could be undone and redone by a trigger word with repeated hypnosis. It would slowly escalate from her having small bed wettings, to larger ones, to small day time accidents, to eventually being fully diaper dependent in private, or whenever the younger sister wants to say the trigger word. She could set off previous levels too with different triggers, like he could only have small accidents one day, to being fully diaper dependent the next. But that wouldn't be until much later.
Well... I like those ideas... maybe the Ninetails is already potty trained, but her younger sister(who would still be like 19 btw, anything younger is just weird.) who still needs pull-ups, walks into her room unannounced and finds the Nintails in diapers. What gender could the Ninetails be? Cause I would like them to be bio-male, but gender fluid, so some days they are the older sister while others they are the older brother.