Kayin Schoolboi at a Girl's School(Kuragari)

[eaenidu]

Name: Kayin Dreemurr
Gender: Male
Appearance: https://d.furaffinity.net/art/rainbowsp ... wanted.png
Bio: Kayin was recently transferred to a private school to improve his educational opportunities. Unfortunately, someone somewhere made a huge mess up. It was only after he arrived and walked into the school that he seemed to realize that he was at what appeared to be an all girls school (the stares from all the girls in the main entrance hall not helping him from feeling embarrassed and confused.) Worse though, after a staff member looked over his papers and checked in with the office, it was confirmed he had been transferred here. But that it would take an entire semester to deal with all the red tape to get things fixed so he could transfer somewhere else!

They of course, couldn't have a guy just staying in an all girls school without condition for that long. Fortunately, someone seemed to have an idea. Unfortunately, it was not one Kayin would have expected...

Stats:
Knowledge - 13
Guts - 6
Proficiency - 10
Kindness - 8
Charm - 9

Traits:
Nurse's Know Best - +5 on all rolls to resist Nurse Rina
Ass-Pussy - Your Ass is really a pussy with how sensitive and fuckable it is, +10 to all checks when your ass is being pleasured or teased

From what everyone could find you were supposed to be here, in fact they even showed you the paperwork, legally speaking, somehow, someway, you were a girl, apparently though they had something of an idea, they had, apparently, in the past, had a student who was transitioning into a girl, and until they could get bottom surgery they had to do what any men visiting had to do, for the safety of the female students, men visiting were required to have their, parts caged, various staff members would have keys in case of emergency...which is how you came to where you were now, a rather sexy Nurse "Just call me Nurse Rina" who had just explained all this, and then asked you "Have you ever tried anal before, I'm going to need to milk your cock until you're empty, so can I start with the strap on or do you need fingers?"

Spoiler (click to show/hide):

Nurse Rina Reilley
https://img3.gelbooru.com//images/fc/1f/fc1fefd1e57be3fe9cc87c4089cc272c.jpg

[Kuragari]

Kayin was far too confused and flabbergasted by the whole situation to try and protest or complain. Even when brought to the nurse's office and she explained it all, and then asked something so unexpected and strange! (86) He couldn't get the guts to answer defiantly or protest, instead just blushing brilliantly and shook his head. No, he'd never tried something like that before! It'd never even occurred to him. She... She couldn't be serious right? He wasn't-

Well now, he was actually hard. Several of the students he'd passed on the way had looked really cute, and one had been wearing a clearly tweaked version of the uniform. And had been eyeing him up even as the staff member leading him along had berated her and told her to go to the school store and get a new, unaltered version of the school uniform.

[eaenidu]

And then you were bent over and the Nurse, had something, in your ass, squirting, and then, her fingers were circling and oh, oh, your ass was heating up, it felt like it was on fire, did she just casually shoot aphrodisiac lube up your bum, why did a school nurse have that in her office "Helps getting toys out of the more adventurous girls." she casually explained, jacking you off with one hand, and steadily spreading your ass with the other, the cool professional look on her face, somehow, made it even more attractive and sexy!

[Kuragari]

(53) All Kayin could manage to get out as he was promptly bent over the Nurse's desk was a squeak of surprise and then confused gasps, whimpers, and groans as she started working at both his cock and his ass. He squirmed about, cheeks burning red plenty enough already. Despite how strange this situation was though, his cock throbbed and twitched firmly, drooling soon enough... more so as her finger brushed against something and made him yelp in surprise at the jolt of sensation that shot through him, his ass trying to cling to the fingers inside him. "W~Wha, h~huh?"

[eaenidu]

She hummed "There we go." Before shoving a second finger in, and then, finger blasting that spot, smacking into it again and again as her other hand less, jacked you off and more milked you, she was forcing you to cum, not letting you cum, not helping you cum, she was forcing you to cum your brains out unrelentingly as she did her best to drain your balls empty, calling you a good girl, telling you to cum more for her, calmly, totally in control.

[Kuragari]

He squeaked and writhed and bucked a bit, these new sensations and the way she was forcing such pleasures on him quickly overwhelming him. Aside from stroking off every so often, he was a virgin to such sexual things. But she was doing this as if she'd done it a dozen times before. (26) Before long he was cumming, back arching just a bit though it was hard with her leaning over him. Her calling him a good girl made him shake his head, but as he panted and gasped, that was all he could manage to get out in protest.

[eaenidu]

She hummed "No? No No, you are a girl, for as long as you're here your a girl, that's required, if you're not a girl then you'll face trouble in court, no matter what you feel you have to tell people you're a girl, even if they are playing with your dick, understand? If so say yes mistress~" She ordered smirking at you, one hand holding your dick tip closed, not letting you release your cum, even as she kept finger blasting your p-spot.

[Kuragari]

He wanted to shake his head again. Even if she was right, Kayin didn't want to say he was a girl. Even if it was just to stay out of trouble. But as she kept his cum backed up, and kept blasting that spot... (84) the sensation of an orgasm washes over him but more cum can't get out, and the weird sensation of release and yet lack of it is too much. "Y~Yes M~Mistress, I~I'ma G~Girl, I~I'ma Girl~! P~Please l~let me cum M~Mistress!" The need was so great, so strong! He wanted to let it all out, but until she relented, it was just going to keep backing up!

[eaenidu]

She grinned and cooed, and then, tied something around your cock, and fished out a double sided dildo from one of her drawers, and them, after sliding one into her own pussy, she slid the other into your ass "Good girl~ Good girl's get treats and fucks be a good girl for your Nurse~ She only wants what's best for you~" She cooed and moaned, her breasts pushing into your back as she pounded your ass.

[Skill Check]
Guts X5 to take getting fucked for the first time, -5 to your roll for prep.
Knowledge X2 To resist the beginnings of Nurse's Hypnotics, no actual hypno yet, just making you, more, pliant for her.

[Kuragari]

Spoiler (click to show/hide):

22-5=17, pass, 77, fail lol

The urge, the need to cum was still there even as she cooed and grinned. He whined, and whimpered, and squirmed as he heard her grabbing something. He wasn't sure what it was until he saw it in her hands, and his eyes widened in surprise. He squirmed more, unsuredly, he couldn't take that could he? Though as it would turn out, to his surprise, he could. Her prep, and whatever she'd dosed him with, seemed to have affected his ass because he took it without issue as she slid the end into him. He yelped in surprise, then started to gasp, pant, groan... and even moan, which seemed to excite her and make her mash the dildo against that spot in his rear which made his entire body quake. And her words were bouncing about his head a bit. He wasn't a good girl, he'd just said it so he could cum.

But... But her fucking him now was making him feel good. And she said Good Girls get treats and fucks. This... This fucking was feeling good. And it felt weirdly right. It left him feeling very confused as he tried to brace himself against the desk, even as he dared to try and glance down to his cock to see what she'd done to it.

[eaenidu]

She kept fucking and pounding and fucking, until, until you were begging and whining more for more fucking than you were to be let cum, it wasn't anything special, not yet that she had tied it with, it looked like a clear rubber band, it hurt, but, also, felt good, made you more sensitive, and made you feel like you were cumming each time the tip smacked the cool desk, it was, almost thirty minutes before she finally reached down and undid it, and it felt like your cock exploded as she slammed into your ass.

[Skill Check]
Guts X3 to not pass out as you cum the hardest you've came in your life.

[Kuragari]

Spoiler (click to show/hide):

Guts roll is 29, passing out

"P~Please... P~Please~ I~I'm a girl, a g~good girl~!" Kayin whined, and he wasn't exactly sure what he was asking please for anymore. Was it to cum? Was it for her to keep fucking him? He wasn't sure, didn't know. But then she was reaching around him, and the feeling of her breasts pressed more firmly against him felt nice, and then she slammed home, that spot being mashed harder than before as-

RELEASE~! Sweet release! Kayin let out a perverse, lewd, orgasmic cry as he came harder than he ever had. His cock spurting, firing, streaming cum out as it let it all go out. He spasmed and quaked, and fell against the top of the desk as his cock quickly started going soft after that, while darkness was very quickly washing over him. He tried to say something, but he was too out of it in post-orgasmic bliss to be able to manage anything coherent as he closed his eyes, the last thing he saw being the Nurse...

[eaenidu]

You woke up, you weren't sure how long later, in a bed your, dick felt weird, your mind was fuzzy and, the Nurse had a girl bent over her desk and was pounding her with a strap on three times the size of the double sided dildo she fucked you with, little spikes and ridges and a knot at the base of it, was spreading the moaning, squealing slut's pussy, and she was a slut, because she was happily begging the nurse to fuck and wreck her slutty whore womb as she waited for her "New Roomie" to wake up.

Spoiler (click to show/hide):

The Slut
https://img3.gelbooru.com/images/63/5c/635cb2f8e5e697016adfff2b5c91d882.png

[Kuragari]

Groaning in confusion as he woke up, Kayin rubbed at his head. It took a moment for him to get his bearings, though he registered the event unfolding before him first. Though the first thing his mind did instead was first replay the events of earlier, of him begging for more or to cum, it was hard to remember, then he registered the sight of the girl begging just as he had... almost seeming to just say please and that she was a good girl too which made him blush more as the memory of him being in the same position echoed slightly in his head.

Then his dick twitched, and strained, but couldn't do much. He glanced down and squeaked as he lifted the sheet covering him and saw the cage he was wearing. More so as he saw its shape and everything. "T~This is-!" was the only thing he could really thing to say.

Spoiler (click to show/hide):

https://media.discordapp.net/attachments/994624432226173039/1313086636346576957/SMD-207-S_WhiteImage__3.png?ex=6760a6fa&is=675f557a&hm=93d2bfcea956f2a9df993ea846fcc2f92d00d39c46d6ffecc855735e9ec449bc&=&format=webp&quality=lossless&width=350&height=350

figure this but purple same color as the one in the cs image

[eaenidu]

Your talking had, your Roomie and the nurse look up, and then, Roomie was walk fucked over to you "Hi~ Roomie~ I'm Candi, with an I by the by, Candi Kane my mom's the secretary for the principle! Her name's Sugar Kane!" She said happily hugging you, even as the nurse smirked and continued pounding her stronger and faster than she pounded you, helping Candi push your head into her massive tits and she babbled about all the fun things you could do together and how happy she was to have a roomie now and about eighty percent of her sugestions sounded like the two of you fucking in places, getting fucked by different staff, or clubs while the rest sounded, normal, ish if not for her cumming her brains out as she suggested them.

[Kuragari]

Kayin would have tried to say a great many things. He was still flustered and overwhelmed by everything going on, and it was all strange and weird and surreal this was really happening to him. But then he wound up having his Roommate's big huge soft pillowy honking tits pressed into his face. He yelped and squeaked, then moaned and whined a bit. Her body was pressed against his, and her groin was grinding into his caged member. More so with every thrust the nurse made! So he was left in a pleasurable but teasing situation even as she babbled on like she did, his head swimming from the continued stimulation.

[eaenidu]

Then she shoved her tongue down your throat, and despite somehow, her tongue feeling more violating than the nurse's fingers or dildo, you could also tell, that was just her being friendly...though you had to wonder just how many pussies she ate for her mouth to taste like fish like it did, you were also sure she actually had pussy juice on her face, then she and the nurse were cumming, then the nurse turned and went back to sit down, leaving you with your well fucked Roomie who broke the kiss and happily pulled out a school uniform from a back pack filled with sex toys "I picked up your uniform so you wont need ta walk around naked roomie!"

[Kuragari]

Squealing into the kiss but quickly surrendering to it even as he tasted who knew how many pussies on her tongue, Kayin was left swaying a bit as she finally pulled away and presented him with a uniform, which included panties. At least it didn't seem to include a bra.

With only some reluctance, based mostly on being tired and sore, he went ahead and got dressed, blushing brilliantly as he wondered what was next. His expectations of his new school life had been thrown out the window and out of the hemisphere.

[eaenidu]

The Nurse spoke up "No carry fucking her, you know the rules, no sex in the hallways." Candi's mouth clicked shut and she pouted and stuck her tongue out at the Nurse, before looking back at you "Well, I have today off and tomorrow's the weekend to help ya learn the place, are you feeling hungry, some lunch should be happening now, or do you just wanna head to the dorms and rest for the day." she asked, smooshing your face into the side of her boob with a one armed hug.

[Kuragari]

"I~I uh... H~Have alot to learn, don't I?" Kayin squeaked as he heard the Nurse's words and was then hugged against Candi's chest. She was a bit taller then him, which made it easier for her to wind up with his face by or in her bosom. There was an urge to grope her, but given the situation, that might not be wise.

Rest sounded good. And knowing where his dorm room he'd be sharing with her was good too. But his stomach rumbled and he managed to say, "I~I uh, lunch sounds good." Even as his caged member twitched at the feeling of her pillowy chest melons.