Sissy School - Chapter 5- The TuTu Train

The Train Station was only a few miles from Guyagon Alley, but a walk like that in heels made it feel like we were going across the country. The locking straps of the heels were the only thing keeping my ankles from snapping every time I rolled them. 

The Train Station was underground. And to my horror, the area was no longer strictly populated by sissies. Normal folk in business attire coming home from a long day’s work shuffled by. I was suddenly more aware of my frilly pink dress that did almost nothing to cover my fluffy pink diaper underneath. People stole second, even third glances as they passed by.  Some simply stopped and stared at the prissy sissy being dragged by the hand of a huge black man. I wanted to run and hide. 

By the time we made it to station 69 I was ready to amputate my feet. I had a newfound respect for any woman that walked in heels. 

“Shouldn’t we be at platorm Sheventy? Is that what they mean by shixty nine and shree quarters?” My tongue was still swollen and numb from its fresh double piercing at the Salon. 

Tyrone just laughed and ignored my ignorance. He lead me through the subway tunnel to the 12th column out of 16 total. 

Just as he did before entering Guyagon Alley, he counted a certain number of bricks up, and then right, and tapped 3 times. The brick slid away and was replaced with a pair of eyes that called “Password”

”Pixiedust,” Tyrone replied without hesitation. 

The brick slid back into place, but nothing happened. 

We stood there for several seconds. Minutes almost. I looked up at Tyrone several times with the intention to ask if he gave the wrong password, but I didn’t dare question him. 

Suddenly there was a ruckus coming from the otherside of the subway tunnel. A popping noise could be heard, someone had set off firecrackers.

Everyone’s attention turned to the backside of the subway tunnel, including my own. But before I could deduce what was happening, I was pulled from beind into the inside of the column where the eyes had been. 

The column was hollow and mostly dark other than a few low watt light bulbs high above. It was a tight squeeze with me, Tyrone, and the Gatekeeper. 

“Couldn’t ya hav at least disguised ’em like everyone else insteada bloody walking him around like sum pink Lil’ Bo Peep?! Then i wouldn’ta had ta waste perfekly gud Crackerz on eh fairy!” He spat. His breath smelled terrible. 

“We were in a hurry.“ Tyrone said definitively. 

”I’ll say... It’sa 6:53 now. Yer got abou 7 minerts before She departs.” he said, checking his pocket watch. 

“Well then, you better hurry Sissy! If i have to drive you to the school myself let’s just say it will be a rather uncomfortable ride for you! Up you go!” He nodded behind me. I turned to see a steel ladder going up the hollow column. 

I climbed the rungs of the ladder carefully, not used to doing it in heels. But also very aware that both men could see up my skirt and my pink, padded bum as it waddled up the steps. 

 After about 30 feet of ladder, Tyrone and I finally made our way to the top. The light stung my eyes as I opened the hatch. When I climbed up, the atmosphere had completely changed from the normal after-work dredging of buisinessmen in the subway, to the hustle and bustle of sissies akin to those I saw in Guyagon Alley. 

I was startled by a man behind me shouting “ALL ABOARD!!!” 

I turned to see the most ridiculous-looking train i’d ever seen. It was a bright pink steam engine that looked like a giant version of a little girl’s toy train. Except the smoke stack was shaped like a giant penis with the words “TuTu Train” slathered across it. 

Apparently the gravity of everything had just hit me, I can’t tell you how long I stood there in shock and awe before Tyrone grabbed me roughly and drug me onto the train. 

Panicking, I started kicking and screaming like a toddler, grabbing any rails I could get my  hands on as I was drug onto one of the cars, and into one of the halls. 

“Pleashh noo Thyronne!!” I squealed as he hefted me over his shoulder and carried me to the first empty compartment he could find “PLEASHH!! I don’t wanna go!!”

He slammed open the door to the compartment and plopped me down into what could only be described as an oversized carseat inside. I kicked and screamed until he smacked me hard across the face, and strapped my hands and feet to the seat while I recovered from my dazed state. 

“You cry now,“ he said, looking into my tear-stained eyes like a concerned father, “but by this time next year you’ll do anything to be in this seat again! Trust me! See you at school princess!” And with that he waved goodbye and walked out the compartment, slamming the door and locking it behind him. 

I heard a crinkling next to me. I looked over to see another sissy sitting to my left. 

“Well that was quite the entrance...” he said awkwardly. Not really knowing how to break the silence.  He had red curly hair, put up in pigtails that were much longer than mine. His dress a darker shade of pink, and wasn’t as ridiculously poofy as the one I had on. His diaper could still be seen between puffing out between his legs. He watched me struggle at the straps on my hands and feet with mild amusement.  “I take it you’re a mannie”

”A what?“ I asked. 

“A mannie” he repeated. “Someone who comes to The School unwillingly. Usually sex offenders, adulterers, prisoners, etc.“ he explained after seeing the befuddled look on my face. 

”Wait, you mean there’s people that go to this...school...willingly?! Like, they actually WANT to be like this?!” I was shocked. 

”Oh yea! I’m one of them! Growing up with 7 older sisters will do that to you I guess...but i’ve been dreaming of this day since I was 12 years old!”

I didn’t even have time to question him further as the door to the compartment slid open. A tall blonde boy in normal male clothes walked in followed by what looked like two giant bodyguards. 

“I thought I heard you were on this train.“ he said, eyeing the penis-shaped mark on my head. “Rumor has it you can make a man cum in under 7 seconds. Well my name’s Graco, and i’m here to test that hypothesis!”

He stood in front of me and started unbuckling his pants. All I could do was squirm uncomfortably in my seat and tug against the bonds fruitlessly as his already hard cock stared me in the face. 

He placed the cock to my tightly pursed lips expectantly.  When I refused to suck his dick, he called on his henchmen. 

“Bert! Gurney! I think our little ‘chosen one’ needs some assistance already...” the oversized boys laughed and surrounded me. One grabbed my head and jaw and pried it open, while the other one shoved a set of hard rubber lips into my mouth. Try as I might, I couldn’t spit the lips out or close my mouth anymore. Leaving easy access for Graco...

He shoved his cock into my mouth, hard. I gagged immediately. It was the first time I had anything other than a toothbrush shoved that far down there. I tried to force my mouth to close, but the rubber lips only allowed for minor movement, basically just making my mouth a little tighter has he fucked my face relentlessly. Using my pigtails like they were little handlebars. 

I choked. I gagged. My eyes watered, my nose was leaking. The fresh piercings on my tongue were making it painfully unbearable. And all I could do was sit there and take it as he forced his slimy member in and out of my mouth. 

“7 seconds my ass...” he quipped after at least 5 minutes. Bert and Gurney laughed. 

The sissy next to me just watched and squirmed uncomfortably. Clenching her legs together tightly like she was trying to keep herself from peeing. 

Graco made use of my mouth for another 10 minutes before he finally withdrew his throbbing, veiny cock. 

He grabbed my hair from the back and jerked my head backwards. Leaving my gaping mouth open underneath his cock. 

“Now I get to say I gave the chosen one a cumshot!” He grinned wickedly as he stroked his cock with the other hand until he spurt his spunk all over my face and into my mouth. 

Shot after shot kept cumming as his warm sticky liquid covered my cheeks and eyes. Gooping up into my fake eyelashes and mascara. 

I couldn’t even swallow what was in my mouth to get rid of the awful taste i’d come to know so well on this day, as the rubber lips kept me from doing so. I just had to sit there and drool like a little baby. 

“Bert? Gurney? You wanna have a turn? Maybe the chosen one will live up to the hype more for you...”

They both smirked as they took Graco’s place. Both dropping their pants and stroking their already hard cocks as they took turns using my mouth. 

About midway through, the sissy next to me started spasming spontaneously. Graco noticed this and laughed, acknowledging the sissy for the first time. 

“Looks like someone is enjoying the show!” He said, ripping the sissy’s diaper open. Exposing the sissy’s tiny caged cock. But even with Gurney pounding away at my mouth I could see the sissy had a huge pool of white goo in his plastic cage that was leaking out into the diaper. The sissy had came herself!! Obviously ashamed, the sissy turned 15 shades of pink and tried to twist her hips to hide the scene in her diaper. 

Finally Bert and Gurney finished. Adding more cum to my face and mouth. I felt like one of those pornstars that just sits there helplessly as guy after guy deposits their load on her. 

“Come on boys,” said Graco as Bert and Gurney pulled up their pants. “Time to go change, we’ll leave these two faggots alone...for now...”

And with that they were gone. Leaving me a sticky mess on my face, and the sissy next to me a sticky mess in her diaper. They didn’t even bother to take the rubber lips out of my mouth. Just left me there drooling and covered in cum. 

“I‘m sorry that happened to you...” the sissy finally said, breaking the awkward silence. “My name’s Bryan. Or...Brianna, my sissy name.“

I didn’t even know what to say. Not that I could say anything even if I wanted to. But again the awkward tension was broken when the door slid open again. At first, I thought it was Graco coming back for seconds. But instead it was another sissy. 

This one was much more prim and proper compared to Brianna. Her hair was in a tight bun, her dress was very sophisticated, and her makeup was done perfectly...from what little I knew about makeup. 

“Well you two look like you’re having fun...is this seat taken?” She asked. Pointing to the bench across from us. We both nodded dumbly. Embarrassed at our situations. 

“Would you...like some help?“ she asked, referring to my mouth. I nodded pleadingly. I felt instant relief as she removed the rubber lips from my mouth and my jaw was able to relax. I swallowed the remnants of cum still in there, and licked my lips to clear some of the cum off my face. I just wanted to get rid of it, I didn’t realize how slutty it seemed until I saw her smirk. 

“Would you like some help too?“ she asked Bryan. Who nodded. The new sissy pulled Bryan’s diaper back up and taped it closed again. 

It wasn’t until the new sissy sat down that I noticed a mirror on the wall behind her. I could see my reflection and that I looked like an absolute mess. My mascara was running, I still had puffy eyes from crying, and my face looked like a glazed donut. 

“Name’s Henry,” said the new sissy.

”Bryan.“

 “Larry” I replied, still getting feeling back in my jaw. 

”I see you have a rather peculiar shaped mark on your head, Larry.“ Henry enquired. 

“Yea it’s...it’s kind of embarrassing...but apparenly everyone says —“

”I know what they say.“ Henry cut me off. “But the average time it takes a man to cum is 2 to 3 minutes. Now I know some people who can cum in under 7 seconds, but you’re out of your mind if you think you can make EVERY man do that...”

”Well...I don’t really...I don’t even want to be here...I just...”

”Wait, so you’re telling me the ‘chosen one’ is a mannie?! All these sissies here would kill to have that mark on their head, and you’re gonna sit there and pretend you don’t even want to go to School?!” Henry exclaimed. 

I shifted uncomfortably in my diaper. Not knowing what to say. 

Henry must have realized he was being harsh. He sighed and said “Look, i’m not trying to be rude, but i’ve read almost every book there is on cocksucking. I’ve watched tutorial after tutorial not including porn, and I just don’t see how it’s possible. But, I guess that’s why they call you the Chosen One...” I thought about telling him how I didn‘t ask for this. How i’d give anything to not be on this train in this rediculous outfit right now. But he changed the subject before I could get it out. ”So, have you thought about what House you’d like to be in yet?”

”I want to be in Whoridor!” yelped Bryan without missing a beat. “I’ve always fantasized about being a little sissy whore that has to turn tricks on the street!”

Henry laughed “Me too! But then again, I enjoy being a prissy maid as well! So maybe i’ll get into Maidenlaws! Or find me a sugar Daddy and end up in Sluttykins!”

I couldn’t believe my ears. Did these sluts actually want to be treated that way? Was this all just a fairy tale to them? Or some kind of game?

”Look! We’re here!” Bryan exclaimed. 

The sun was just setting as we looked out the window of the train. Even in the dim light I could see faint, glittery glow of what looked like a giant princess castle for a 3 year old girl. 

There was a loud screeching as the brakes squeaked to a halt. 

“Come on! Let’s get to the Great Hall first! I’m starving!” Henry said, unstrapping Bryan and I from our high chairs. 

I thought about making a run for it, but where would I go? In the hall of the train, there was a hustle and bustle of hundreds of sissies grabbing their luggage and fixing their hair so it was just right. 

I hardly even noticed Graco. Now dressed in his own feminine attire. The only reason I knew it was him was because he was flanked by Bert and Gurney who looked absolutey ridiculous in their outfits. Like two football players stuffed in skirts for losing a powderpuff game. 

“Off we go sissies!” Said a more authoratative girl in a black uniform. A giant red ‘S‘ embroidered over her left breast. “To the castle! Let’s go!”

”That’s a Sitter” Bryan whispered in my ear as we shuffled through the crowded hallway. “Most of them are actual girls. Don’t cross them or you’ll regret it. They work directly under the Headmistress.”

We made our way off the train where a group of Bouncers were waiting for us with pink baby strollers. I noticed Tyrone immediatey. 

”I’d ask you how your ride was but it looks like you were doing more than just riding!” He laughed, noticing the sticky residue of Graco, Bert and Gurney’s cum drying on my face. “Hop in! Time to go get you sorted!”

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**** To Be Continued ****