Dawn's Pride (private for me and kakarot)
 

It was a sunny day in Sinnoh as Dawn was strolling down the street after returning from Johto. She had won several contests there and was happy to be home. While over there, she had fallen in love with something other than Ash and Pokemon. She had fallen in love with diapers. Why? She wasn't sure nor did she care. She had opted to wear diapers 24/7 and the only change to her outfit was to make a slightly longer skirt to show an increase in maturity, ironically.

Mark was a well rounded trainer, having beaten the elite of the sinnoh region and was now heading around areas looking for different kinds of pokemon to catch since he accomplished his goal. For the day though he was going to simply go to a pokemon center and get caught up on a full day of relaxing, stress free sleep.

(all my characters are pretty much the same, as far as pokemon though, if it's necessary i'll list them out later on)

(It's fine, same name makes it easier on me :P)

Dawn found herself back in Jubilife City, where it had all started. She felt the urge to go to the bathroom and immediately began to wet her diaper as she walked down the streets she had once before.

(well i don't like doing the same name all the time. I have these names: matt, mark, mack, mako, matsuki, and makito.)

(sorry for kinda bumming out the start, but my guy will be sleeping for majority of the day, might venture out to a restaurant to eat, but when dawn hits the center she'll be told there's only one double room that she'll have to share, or my guy can come in and offer the room when dawn finds nothing available)

(We'll do the double room and Dawn will accept it.)

(she'll have no choice, but just put dawn at going through the day and getting to the restaurant. You can say she changes in the bathroom somewhere or keeps her wet diaper on all the way to the room)

Dawn had gotten hungry and she had plenty of money due to her contest winnings and trainer battles. SO she decided upon a quiet but popular restaurant that she had been to several times before. But first she decided to pop into the Pokemon center to reserve a room for the night.
"Hey Nurse Joy, are there any rooms open tonight?"

Mark had slept and rest well as he got up wearing a black shirt and blue jeans simply, then he headed down the hallway of the center.

Nurse joy checked her computer. "hmm i'm sorry dear, all the rooms are taken"

Mark hears this heading towards the door and stops. "um I had to get a room with two beds, if you want you could room with me" he offers.

Dawn was slightly upset when Nurse Joy said there weren't any rooms left but then she heard someone offer her a room. She turned to see a boy, several years older than her, being 13 now, offer to share his room with her.
"Well I don't mean to intrude but if you insist." Dawn followed the boy to the room.

(For the sake of not being adult raping minor, i'll be 16.)

(and i never said i was going to lead her to the room)

Mark stood there watching dawn "sure it's no problem, but I'm very hungry and want to head out to a restaurant" he says.