Sissy-Ya from the Diaper Frontier (Patreon)

"Pokemon suck." Takuya said to Ash as the two of them sat across the table in the lobby of a nearby stadium.

"Nope. It's Digimon who suck." Ash said, sipping on some lemon ice tea. "You have no idea how good Pokemon are dude."

"Wanna test our theories out then?" Takuya grinned. 

"I was just about to ask that too." Ash smirked.

The two of them starred hard at one another before speaking again.

"My Pokemon versus..." Ash began.

"My Digimon form. Let's go." Takuya finished.

It was a done deal. They both agreed that the loser would suffer an intense humiliation. They'd be dressed in a sissy dress and a diaper then forced to perform in front of the crowd that came to see their fight.

They fought valiantly but in the end, Takuya ended up getting knocked super silly in the head by Pikachu's Iron hard tail. It made him so derpy, that when Ash diapered and dressed him in front of everyone, he was HAPPY to perform.

Ash finally won at something!