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Naruto one day is in the leaf village hospital due to training exhaustion and a few injuries he wakes up and loos around as he's confuses as he didn't know he was in the special needs part of the hospital
Anyways Naruto see's a pack of adult diapers that was next to his bed buddy and he being curious takes one and puts it on
Once he is done Tsunade walks in and Naruto tries to hide it out of embarrassment but Tsunade being a professional medical kunochi knows instantly but and let’s it slide
However she starts to treat him like a baby little by little in the process
Pokemon :
Jessie always wanted a child but being in team rocket she never got to settle down but all that changes when she see's ash Ketchum buying pull-ups
That's right ash Ketchum is still a bed wetter even though he's officially a pokemon trainer
Anyways jessie seeing this realizes that she can make her dream come true by making a deal with him as it can be forbidden for kids who still act like baby's to be pokemon trainers
Also I never noticed how well deserved the Danger Prone title is for her.
Yeah, sounds fun, also do you want Brenden to come over and Clover/_Alex opens the door so he Sam in the swimsuit, which is when he asks if she wants to see the pageant with him since Lilac is gonna be in it.
I’m thinking the time skip could be to before the pageant, when they’re checking in.