A stallion has a challenge to attend an all Mares school, will he make it?
For as long as Silk Touch can remember his mother has treated him like a filly his whole life, the reason. His older sister is in the hospital with a costly disease.
One day his mother is approached by a stallion who offers to pay for the medical expense, the catch. Silk has to last a year at the exclusive "Celestia's school for Mares".
The school has a boarding area for the students to live in and no colts or stallions are allowed in, not even teachers.
In order to save his sister, Silk undergoes his challenge.
The beginning. Arrival at school, the challenge starts
My name is Silk Touch and I'm about to start my first day at my new school, the problem is I'm a stallion who's about to go to an all mares school. How'd this happen I hear you ask, the problem starts back a long time ago.
My sister came down with a disease called Unicornis, a disease that affects one in every ten thousand Unicorns. It causes the Unicorn to incorrectly absorb the magic from Equestria which starts to harm the owner's body, due to it being a rare condition not much is known about how to cure it. Some Ponies have made medicine to help deal with the symptoms but they are few and far between, I've heard a new treatment has been created recently that can help them to get back with their lives but the cost is too high. My mother Cotten Touch had been using my father's life insurance money to pay for the regular treatment after he passed away, recently a strange stallion had approached my mother and made an offer with her.
He saw how my mother treats me like a filly instead of a colt during my younger days and he took note of my androgynous appearance, the offer he proposed was that I'd go to Celestia's school for Mares and if I make a whole year there he'd pay for my sister's treatment. Apparently, no-pony there not even Celestia would know that I'm a stallion, not a mare, as a bonus for each month I make it there he'd pay for my sister's current treatment with the current treatment on the house.
I'd do anything for my sister Satin Touch but I wonder if this was too much for me, still Being treated like a mare there might be better than mother treating me like a filly at home.
I looked at myself in the mirror as I put my school uniform on that was delivered to me a week ago, I straightened out the skirt before twirling around to see how much of my thighs it covered. I pulled my white tights up my already chocolate white coloured legs before fastening my shoes, I took a red ribbon and braided my long baby blue hair before tying it up with the ribbon. My pink eyes looked to my chest as I pushed it out a bit, while I don't have breasts I can still pass off as a flat-chested mare.
My mother looked at me after I was fully dressed, "aww my baby filly looks so grown up now" she said in an embarrassing baby-like voice. I stifled a groan as I walked past her to grab my bag which had my school things, I headed downstairs and grabbed my suitcase which had all of my other clothes in there. Once I've made sure I have everything we headed out as my mother drove me to the train station.
I bid farewell to mother as I boarded the train before it left the station, the ride was long and very full but I did spot a few mares in similar clothing. One of them was right next to me as I noticed her light amber skin and her red and yellow hair, her aqua eyes moved as she read her book that she levitated with her magic.
Suddenly I felt a hand brush past my butt, I hoped that it was an accident as somepony passed me. A few seconds later the hand touched my butt again but this time it stayed there as it softly squeezed my butt, carefully I looked at where the hand could've come from. I was shocked to find it was the Unicorn stood next to me as she carried on reading her book, her hand started to move about as it rubbed my bottom. As it started to move to the front I grabbed her wrist causing her to let go, she looked up from her book "oh sorry I guess I was too caught up in my book" she said.
I let go of her wrist as she went back to reading her book, I didn't notice her putting a finger in her mouth as I looked back out of the window. I felt her hand on my butt again as I went to grab it, as I moved my hand her other hand grabbed my wrist. I felt her fingers slip under my panties as I used my other hand to cover my crotch, her wet finger circled my anus as it slowly slipped inside. She placed the book in front of us as she walked closer to me, "mm cute mare like you" she whispered into my ear "I bet all the stallions wanna pump your ass full". Her finger drove deeper into my ass as I stifled a moan, thankfully her finger left as we heard the announcement for the stop we needed for our school. She whispered in my ear before we left "don't worry we'll have plenty of time later", I waited a bit before getting off the train as I resorted my panties.
On the platform, I met up with an older mare who introduced herself as Mrs Cheerilee, she took me to the bus that would head to our school.
Once at the school after a fair drive, she took me to my room, "just to let you know Silk you'll be sharing your room with another mare" she said. I gulped as that'll mean I'll have to be extra careful, once we got to my room she opened the door as I got the surprise of my life. Inside was the Unicorn that was on the train, Mrs Cheerilee introduced us "Sunset Shimmer meet your new roommate Silk Touch". I walked inside as Mrs Cheerilee closed the door as she left, Sunset licked her lips as she looked at me "wanna continue where we left off?" she teased.
She approached me as her horn glowed indicating she was gonna use magic, I knew I was in trouble as unlike my mother or sister I took after my father as I was born an Earth Pony. My arms went behind my back as she used her magic to tied them up, she then pushed me over to her bed and bent me over it. She hiked my skirt over my hips as she grabbed my ass "mm nice and soft" she said, she pulled down my panties slightly so that only my anus was exposed. She spread my butt apart as she started to lick my ass-hole before driving her tongue inside, her tongue moved about wildly as it went deep inside my butt.
She pulled her tongue out "now let's taste your pussy" she said, before I could reply she pulled my panties down. She was shocked when she saw my cock and ball hanging there, "wait please let me explain" I said panicking. Sunset wasn't put off as she grabbed my cock which had started to get hard and repositioned herself underneath my hips, she took my cock into her mouth and went down until her muzzle touched my balls. I wasn't used to the stimulations as my body bucked as she held me in her mouth, I heard her swallowing as I came into her mouth.
Once she was done she pulled my cock from her mouth and spun me around so I was on my back, She layed next to me as she gripped my cock "ok talk" she said putting some pressure on my cock "or I'll rip this off". As I started to tell her about my sister and the offer a stallion made to my mother her grip lightened before she started to stroke me off, she even started to suck my cock as I told her I was doing this to help my sister. Her horn glowed as my hands became free from her spell, she stood up and pulled her skirt and panties off, she mounted me as my cock slipped into her pussy. She started bouncing her hips as she opened her top to reveal her breasts, her hips were moving fast as she used her magic to stimulate her clitoris. She leant forward and kissed me as her body started to twitch from her incoming orgasm, as she came I came again filling her pussy with my cum.
She looked into my eyes as we layed there for a bit, "I used a contraception spell earlier when I untied you so I'm safe", she said. "Don't worry I'll keep your secret" she kissed me, "a cutie like you might be fun to keep around" she continued. "Besides your so sweet to do all this for your sister" she slowly dismounted me, she removed the rest of her clothes. She helped me up before undressing me and leading me to the shower that our room had, we cleaned ourselves up as she had a proper look at my body. "Very marelike," she said running her hands over my hips and chest, "no breasts but you'd pass for a flat type" she continued as I blushed. "So you like what you see?" she asked, I looked at her body starting from her hips as I caught sight of her red and yellow pubes. Heading up past her flat stomach my eyes came to a rest at her breasts, "34 DD" she said squeezing them in front of me.
We finished our shower and dried ourselves before heading back to our room, I grabbed my nightwear as we got dressed. As we climbed into our beds she said to me "tomorrow I'll introduce you to my friends, you'll like them and they might even keep your secret too". She used her magic to turn the lights off before we turned in for the night.
I woke up as I heard movement nearby, as my eyes focused I saw Sunset's pussy and ass next to my face. She had only walked next to my bed and turned her back to me as she undressed in front of me, she must've been aware of me being awake as her magic was opening her pussy allowing me to see inside. Slowly she pulled up a clean pair of purple panties as she wiggled her hips, once they were on she turned around and kissed me on the head. "Enjoyed the sight?" she asked looking at my covers, and judging from the bulge in the covers she got her answer.
I got out of bed and undressed as she watched me, as I put on my panties she cast a spell on them. "Just a little spell to hide your bulge," she said, "don't want the other girls to see that through your skirt now do we?", I put on the rest of my school uniform whilst being thankful I didn't have to wear a bra. Sunset, on the other hand, asked me to help her with her bra, it took me a while to figure out how to do it but Sunset instructed me on what to do.
Once we were dressed we left our room and headed towards school, since we had some free time she took me to meet her friends. Once introduced we headed to a secluded spot so no-pony would eavesdrop on us before Sunset explained my dilemma to them, they gave me a few curious but interested looks with an "aw" coming from Rarity when they heard that I was doing this for my sister. Thankfully they were very understanding about the situation, I did notice Twilight eyeing me up like a test subject. "Silk, Sunset I think I might have something that can help," she said, "Please come to my room when school is over" she continued as we headed for our first class.
Some of the other girls looked at me but it was mostly the new student in school look, Sunset explained "don't worry they won't try anything with you as they think you're our girlfriend". True to her words the girls only had friendly conversations with me, this helped the day to go by quite happily as I went from class to class. As the last class was finishing I was wondering what Twilight was planning, the last bell went as Sunset and I headed towards Twilights room.
Sunset knocked on her door before it opened revealing Twilight and Rarity inside, "don't worry they share a room so it makes it easier" Sunset said. "Oh and for the record Fluttershy is roomies with Rainbow while Pinkie is roomies with Applejack", we headed into the room as Twilight held a small device. As Sunset closed the door behind me Twilight asked me to remove my top, confused I did what she said before she placed the device on my bare chest. Using a syringe she drew some blood from me and put it into a machine she had while the device on me lit up, "just checking your DNA" she said as she typed a few things into her laptop.
A few minutes later she assembled a few things before handing me a bracelet as she removed the device from my chest, I placed the bracelet on my right wrist as I wondered what it was for. She touched the green gem on the top and rotated it 180 making it click, as it clicked my body started to change. It felt weird as I tried to get used to the sensation, I noticed my chest starting to develop breasts but staying quite small and flat like. My hips widened a little as my hips shrunk a bit, I also felt something disappear down below.
Before I could react Sunset had grabbed my skirt and unzipped it before pulling it down with my panties, I could see that my dick was now missing as I could see a patch of baby blue pubes where my cock should be. A new sensation hit me as Sunset moved close enough to lick me, the pleasure is different from when she sucked me off last night. I trembled as her tongue entered my pussy as she explored new parts of my body, Rarity walked up to me and kissed me as she grabbed my butt. I felt her fingers slip into my anus as she started fingering my butt, her other hand grabbed my breast and started playing with it.
My mind was assaulted with the new sensations from what they were doing to me, Sunset's tongue was moving wildly in my pussy as Rarity squeezed and pinched my breast. Rarity stopped kissing me as she knelt down behind me, Sunset held my ass cheeks apart as I felt Rarity replacing her fingers with her tongue. Rarity's hands moved up towards my breasts as her tongue went deep into my ass, my hands couldn't help but grab their horns as my legs started to buckle from under me.
Twilight had a notepad in her hands which she put onto her bed before grabbing me, she helped me stay standing up as the other two caused me to cum. It felt similar but different to when I was still a stallion, my body twitched as their tongue carried on ravaging my insides. They were obviously experienced with their tongues as I felt a second orgasm quickly approaching, Their tongues drove deep into me as my body started going limp in Twilights arms. Twilight started kissing me lightly as the other two finally withdrew their tongues, they gave me a few gentle licks before giving my pussy and ass a kiss.
As the two moved out from under me Twilight helped me over to her bed so I could regain my strength, as I layed there Twilight rotated the gem again making me return to being a stallion. "It's not permanent but it should last for about an hour so swimming classes should be safe with this," she said, "when the timer is up the gem will change to red. When it's green then you can use it again" she continued, She dropped her skirt and pulled her panties down as I saw her three toned purple/magenta pubes.
Looking down I saw that Rarity had removed her skirt and panties too, her purple pubes came into view as I heard Sunset dropping her skirt and panties too. Both Sunset and Twilight's horns glowed as I felt something on my member, I looked down as I saw my dick glowing before becoming two separate cocks. Twilight climbed on top of my face as she placed her pussy on my face, her pubes tickled my muzzle as my tongue started to lick her pussy. Rarity climbed on top as I felt her pussy slide onto my top member, Sunset went behind her as my second member slipped inside her.
The two girls started bouncing on my lap as I felt double the pleasure than I normally would, Twilight looked down at me as I ate her out. Rarity made sure her upward movements were opposite to Sunset's as they bobbed up and down, due to still being sensitive from my earlier two orgasms I couldn't hold back much longer. Both of my cocks twitched as they fired my loads into the girls, it didn't slow them down as they carried on moving their hips. "Don't stop" Sunset said "we have no classes tomorrow so let's milk him dry tonight", hearing this I knew I was going to be in for a long night as they had their way with me.
It had been a week now since I joined the school, true to Sunset's words none of the other students have made any moves with me. The girls have been kind to me when they are not humping the living days out of me, Rarity has helped me out with various clothes to wear that keeps my secret but still makes me look feminine. They also teach me about some of the other mare based clothes that I wouldn't normally wear, Rarity often got me to try on some of her stockings and suspenders. A few lessons involved on how to act more feminine such as walking and sitting.
Thankfully I never had to use the bracelet unless the girls wanted a bit of girl on girl fun, however now I have no choice to use it as today has a swimming class. I waited until most of the girls had already changed until only Applejack and Rainbow were left in the room, Applejack made sure none of the girls came back as Rainbow couldn't wait to get my clothes off. Her mouth was drooling once she has got me naked but she refrained from doing anything, for now, she helped me put on the swimsuit as she giggled at my obvious problem. I pressed the gem and rotated it 180 as Rainbow and Applejack watched my body change, being curious Rainbow pulled the bottom of my swimsuit to the side. She gave my pussy a quick kiss and a cheeky lick as she clearly didn't want to swim, reluctantly she pulled away from me as I readjusted my swimsuit.
Both of them quickly changed into their swimsuits as they showed off their bodies to me, I looked at them whilst thankful I was now a female and unable to pop a boner through my swimsuit. Applejack was well built with a strong frame and a slight hint of a six-pack, her breasts were fairly large 32 E size that had a heavenly swing to them when they were uncovered. Her well toned and spankable ass and hips were perfect for birthing foals, her blonde pubes rested above her pussy which had a light scent of sweet apples to it.
Rainbow, on the other hand, had a different build, she was slimmer than Applejack but still had a fairly toned body. Her breasts were fairly modest at a size 30 D cup, her hips were also slimmer to fit her athletic body but she still had a well-shaped ass that Applejack often loved slapping. Her rainbow coloured pubes were definitely an eye-catcher as they decorated the area above her pussy.
The downside is we all had to wear the school standard swimsuits so most of their features end up being hidden, we finally joined the other girls in the swimming area. While we were able to do some swimming it was mostly just the girls splashing about and obviously making out with each other, I swam over to Sunset and the others who were waiting for Rainbow, Applejack and I. She pointed out a few of the girls to me who were obviously together so they wouldn't hit on me, she pointed out Lyra and Bonbon who were making out in one corner of the pool. There were a few other girls she pointed out but she did mention that most of the girls here simply experiment, only a small handful were lesbians and for those that weren't they have a way to fix their itch.
Apparently, there is a small building next to the school grounds that the girls are allowed to bring guys in, some of the teachers make sure they don't get carried away. They're also there for safety reasons so any attempts at rape or forced impregnations get dealt with, they also make sure the girls don't go overboard either.
The girls and I stuck to one corner of the pool as Rainbow pulled me close to her, as her fingers slipped under my swimsuit I noticed two other girls in the corner opposite us. Sunset said, "that's Starlight and Trixie, Twilight and I often have a bit of fun with them". Rainbow barely touched me as she allowed the cool water to do the touching, she blew on my ear as some of the girls started to leave the pool.
Once it was just me and the seven girls we slowly started to leave the pool as Rainbow and Applejack kept being touchy-touchy with me, as we stepped back into the changing and shower room Applejack pulled me into a shower with Rainbow following us. The other girls shared showers once they became available, my bracelet finally timed out as I reverted back to a stallion. Thankfully most of the other girls had left leaving just me alone with my seven friends, Rainbow couldn't wait to remove my swimsuit as she rubbed my bulge that has returned from the transformation. My swimsuit barely got pulled down below my hips before Rainbow greedily took my member into her mouth, as she sucked me off Applejack started kissing me as she guided one of my hands to her pussy.
Rainbow wrapped her arms around my waist as she pulled me down to the floor, once I was sat down she started to deep throat me as she stuck her ass in the air. Applejack stepped over me and placed her crotch over my face, as I started to eat her out she leant forwards and started to finger Rainbow's pussy. Rainbow hardly came up for air as she kept most of my shaft inside her mouth, she skillfully worked her tongue over my member while the vibrations of her moaning added extra stimulations.
As Rainbow sucked me off I drove my tongue into Applejack's pussy as the faint taste of apples filled my mouth, Applejack drove her hips back as she sandwiched my head between her groin and the wall. Rainbow finally released my cock as she pulled my swimsuit off, Applejack grabbed my cock and realigned herself over my member. I felt the lips of her pussy slip over my dick as she sat down on my lap, she leaned back as Rainbow went to work licking my shaft and her clitoris. Applejack enjoyed the stimulations as she bounced her hips "mm yeah I could get used to this" she said, I spotted Sunset watching as she peeked her head through the shower curtains. Applejack bounced wildly until my member slipped out from her motions, she held my cock towards Rainbow who had just removed her swimsuit. "Go ahead and try him," Applejack said "you'll enjoy him", Rainbow smirked as she positioned herself over me before lowering herself.
She drove my member into herself as she started to move her hips, Applejack wrapped her arm around my neck as she pulled me in for a kiss. Rainbow bounced about for a bit before letting Applejack have another turn, as Applejack gyrated her hips against mine Rainbow lent over to kiss me. She also gyrated her pussy against my balls which caused her clit to rub against Applejack's clit, my cock went in and out of both their pussies as they took turns in scratching the itches they had. Eventually, they sandwiched my member between their pussies as they went for the finale, unable to hold back I fired my load pretty high as the arc that my cum made caused some to land on their breasts and even on their faces. The last few spurts landed on their pussies as they finally climaxed, we layed there as the shower washed us clean.
Rainbow was the first to get up but she made sure to give my member a quick kiss before leaving the stall, Applejack got up next before helping me up. I looked out of the stall and saw only me and my seven friends minus Applejack who was still behind me, Applejack slapped me on the bottom causing me to jump out of the shower. Applejack grabbed a towel and started to dry me off, as she got halfway down she made sure to kiss my dick on the way down. It took a while but I finally got dried and changed into my clothes, Sunset hugged me from behind "enjoyed your first week here?" she asked. I blushed "starting to get used to it," I said smiling a little, once the others were dressed they all group hugged me. Fluttershy looked at me nervously "um maybe when the holidays have started, is it possible for us to visit your sister?" she asked. I thought for a second "shouldn't be a problem but", I looked at Pinkie "nothing too loud though please". She gave me her pinkie promise as we grabbed our stuff and left the changing room.