Tails smiled as he searched through the stuff and pulled out the diaper and tiny dress. "TA-DA! How do you like it?" He grinned with his eyes glistening. He was enjoying this already. He just hoped Alvin wasn't lying when he said he was going to make this QUICK and not set up something stupidly elaborate...!

(Can't tell if your trying to hint at me to make it eleborate or simple)

Leo froze when he saw the diaper and dress, turning red quickly. "Wait, but, I, that isn't a costume," He tried to argue, slowly backing up away from tails, before groaning as he backed into the wall. "I, but, Alvin said it was, I, no, but," He stuttered, unsure what to say.

(No, I want it to be kept simple.)

Tails walked closer to Leo with a creepy look on his face. "Come now. It'll be FUN!" Tails tackled Leo and began to strip him down to his naked self. Tails then quickly snapped a photo of naked Leo. "Gotcha. Now put this on or I press send on my phone." Tails said. "Trust me. I have connections. This pic will end up in the school paper if I want."

He didn't have connections because it was his first day obviously.

(Gotcha. Otto in the trash, Leo in a messy diaper)

Leo's face turned red, and he quickly covered his small crotch, but not before the camera snapped it. Blushing, he sighed and said, "Fine, urg, I'll put it on." Taking the diaper, he laid down on the ground, and stumbled as he tried to put it on himself, failing at it.

(Yeah. I made a mistake choosing Otto since I really don't like him now. I want him out quick.)

Tails rolled his eyes with a smile. "Aww. How cute. Don't worry." Tails pressed Leo to the floor. "I gotcha." He carefully began taping the diaper on him with one hand while the other recorded the diapering with his phone. "Hehehe."

Leo blushed as he did this, hating that this was all being recorded, likely for later blackmail use. Finally freshly diapered, he waddled as he stood up, slipping on the tight dress, before blushing. "Can we go get this done already. I want out of this stupid thing already. I feel like a baby in this stupid diaper," He said, reaching down and poking it.

"Well diapers are typically for babies. Sorry about this but you need to wear this for this to work. My apologies. I won't send the pictures. I just need assurance that you'll do this for me." Tails said as he opened the door. "Anyway. To the Gym. It's not TOO long a walk from here."

Leo growled as he crossed his arms as he shyly opened the door by a crack, and peaked outside. Gulping loudly, he quickly shut the door. "But, but, can't we wait like 5 minutes. I think a class just let out, they're like thirty kids out there."

"Nope. We gotta hurry. NOW!" Tails said starting down the hall and holding up the phone with Leo's naked picture out in the open clear as day. If he didn't want anyone to see it he'd better hurry along now.

"No, urg, fine, quit trying to show people that picture," Leo whined, running out of the room towards Tails, trying to get that phone out of his hand, ignoring the large group of kids, laughing at his humiliating outfit and situation.

Back in the gym, Alvin smirked as he said, "Anyway, yeah, your totally gonna kick this guys ass. I think he still wears diapers and dress."