Miss Agatha's School for Lost Sissies: Chapter 2

DISCLAIMER: This story contains diaper usage, public humiliation, masturbation/diaper sex, crossdressing, hypnosis, diaper filling, and other ABDL themes. I hope you enjoy!

-------------------------------------------------------------

“Dude, c’mon, there’s gotta be something else I can do,” whined an 18-year-old Jesse as he stared down at the nylon tights and frilly tutu in his hands. Having just graduated high school, he and Matt had been practically inseparable given that both would be heading off to different colleges in a handful of months. Unfortunately for everyone in their hometown, that also meant their mischief had been cranked up to eleven.

“No way, Jesse. A bet’s a bet,” snickered Matt as he folded his arms and crossed in front of the bedroom door, blocking Jesse’s only exit, “You dared me to sneak into the school’s theatre department and steal something and I said I’d only do it if you wore what I took. I held up my end of the bargain.” His shit-eating grin only grew wider with each word that left his mouth.

Glaring at Matt as he let out a dejected sigh, Jesse both loved and hated this side of his childhood bestie. “Okay, yeah, but I didn’t think you’d be this big of an asshole. I figured it would be a stupid wig or something. Not…THIS!” he said, shaking his head as he held up the leotard to his body and grimacing at the way the static made it cling to his shirt as if magnetically pulling it toward his muscular body, “Plus. I feel like I’m gonna rip it in half if I try to wear it. It’s so fricking tiny.”

“It’s supposed to be that way. It’s meant to stretch, see?” said Matt cheekily as he approached Jesse, grabbed the end of the leotard, and stretched it long before letting it snap back toward Jesse’s hands, “Now are you gonna put it on or are you gonna wuss out?”

Jesse rolled his eyes as he let out an exaggerated exhale through his nose. It didn’t matter if he wanted to wear it or not. He wasn’t about to concede the decade-long dare war that he and Matt had been furiously locked in. This was a matter of pride, “J-Just turn the fuck around so I can change.”

-------------------------------------------------------------

“Mr. Greene? Mr. Greene?” said Kimmy as she waved her hand in front of Matt’s eyes, breaking him from the memory that his brain had been stuck on, “You’re a spacy one, aren’t you?

For Matt, the concepts related to crossdressing and sissydom were mostly foreign, limited to mostly comedy movies and a single incident after high school where he managed to get Jesse to dress up like a ballerina as a prank. Beyond that one instance, the idea of Jesse dressing up in frilly female clothing similar to Kimmy’s attire was too ridiculous to believe. Glancing back into the office through the small door, he contemplated how he was going to get away from Kimmy and ditch this place, coming to the conclusion that he had to be barking up the wrong tree. “Sorry…there’s just so much to look at,” he said, keeping the conversation friendly as he thought on his best possible escape route.

“Again, you have no need to be sorry, Mr. Greene. I promise, I fully understand,” said Kimmy, looking at Matt with a knowing expression. Re-entering the office through the small, antique doorway, she walked briskly through the rows of cubicles with Matt in tow, moving in the opposite direction of the golden doors they had entered through much to Matt’s dismay. However, it wasn’t long before they reached another door, this one locked tight with a card reader built into its metal handle, “Now, Mr. Greene, once we pass through this door, we’ll be leaving the administrative area and entering the school grounds. It’s imperative that you stay by my side and keep your visitor’s badge on at all times. Wouldn’t want someone mistaking you for a student.”

Forcing out a chuckle, Matt’s anxiety doubled in scale at the idea of being captured by a faculty member and made to dress like a sissy student. He hadn’t even seen the students' wardrobe yet but he already knew it had to be absurd given what the staff was made to wear. This news was made all the worse since he had his eyes on leaving the first chance he got. He couldn’t exactly express that sentiment though, instead choosing to keep up his amicable persona, “Don’t worry, I’ll stick to you like glue.”

“Well, I certainly hope not! Wouldn’t want you getting my pretty dress all gooey,” giggled Kimmy, eliciting a grimace from Matt which she mistook as a genuine smile. Reaching into her pocket, she took out a pair of what appeared to be wireless earbuds and placed them in her ear before offering an identical pair to Matt, “One more thing. Students and staff at this school come from all over the world. These listening devices are worn by our entire faculty and allow you to process 18 different languages. Make sure you keep them on at all times.”

Looking at the little gadgets in his hand, Matt was once again left speechless by the unreal extravagance at Miss Agatha’s school. Listening devices that let you hear different languages in your native tongue? It sounded like something that belonged in a movie, not in the center of his palm. With no reason to argue against, he placed one of the devices in his left ear, followed by his right. After a few seconds of fiddling them into place, his hearing quickly adjusted with the world around him sounding as clear as it did when his ears were bare.

“Sounding all good?” asked Kimmy, smiling at Matt as he gave her two thumbs up in response, “Excellent. Then allow me to formally welcome you to Miss Agatha’s School for Lost Sissies.” Scanning her employee badge on the card reader, she opened the door and waved Matt into the belly of the school.

Unsure of what the school section of the castle would look like given the pastel nightmare that was the rest of the rustic building, Matt breathed a sigh of relief as he stepped into a hallway not too dissimilar from one he would’ve encountered in his own high school. From the blue lockers that line the hall to the black and white tile flooring, it was painfully ordinary for a place that up until this point had featured nothing but peak extravagance. More important, though, was the fact that the hallway was completely devoid of anyone, student or faculty. He silently thanked Goddess for allowing him to enter the school while everyone must’ve been in class.

“I can tell by your face that you’re a tad underwhelmed,” said Kimmy, nudging Matt’s arm as she joined him school side, letting the only door connecting the office to the school shutter behind her, “This area is for older sissies aiming to join the ranks of our faculty. Not everyone who graduates chooses to leave, present company included. I would’ve taken you through the grand entrance but we have a new crop of students arriving today and I know for a fact it is a madhouse down there right now.”

Shrugging his shoulders, Matt really couldn’t care less about some crumby, fancy-pants entrance. Still, it wasn’t like he could say that out loud. “Darn, hopefully, I get the chance to see it on my way out today,” he said, making it clear that while some may choose to stay forever, he was hoping to put this place in his rearview mirror before the top of the hour.

“Yeah! We should be able to swing that. For now, we’ve got a school to tour. If you’ll follow me, right this way is the new gymnasium and sports complex,” said Kimmy, soaking in the school environment, which for her, was a place filled with nostalgia.

Trailing behind Kimmy yet again, Matt lazily leered at the various classrooms as he traversed the hallowed halls of the prestigious academy. By this point, the only reason he was looking around at all was out of a need to feign interest so as not to have his real identity discovered. It wasn’t like he was going to see Jesse chilling in one of those cramped chairs with the desk built into it.

“There, there, baby. Mommy wants you to drink your whoooooole bottle.”

However, Matt soon found himself coming to an abrupt halt as he walked past one of the seemingly standard classrooms only to see something that was anything but standard for any school he’d ever had the misfortune of attending. Inside the softly lit room were about ten to twelve women ranging from college-aged to middle-aged sitting in a circle, each of them nursing a baby with a milk bottle while wearing sailor schoolgirl outfits with skirts so short, they may as well have been a belt. Only the babies weren’t actual babies but instead, adults who were dressed like babies, each with a massive diaper wrapped around their crotches. And to his shock and awe, they weren’t alone as each of the so-called Mommies-in-training also had pairs of thick nappies adorned on their hips. “What the actual fuuuuuuu…”

TO BE CONTINUED…

« PREVIOUS l FIRST l NEXT »