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Click here=Hello everybody, long time no see. This is my first time writing a story where the mc is exploring being a sissy, whether he wants to or not. Anyway, it's a story about a guy who doesn't really know what he wants. He thinks he does, but what he actually needs has to be forced upon him. Maybe against his will, but for his own good.
And just a reminder, this is pure fiction. In real life, consent is the most important thing.
Fair warning, there will be plenty of what is called futanari in the later chapters. So if that's not your thing I totally get if you skip this whole series. There are none in the first few chapters, just to let you know.
Now, with that out of the way. Everyone depicted as participating in any form of sexual act is above the age of consent and a legal adult. Now, please enjoy the story. Good day.=
Rose and Thorn Academy application
Name: Brad Lesmore
Age: 21
Sex: (Yes) Male
Pronouns: He/him
Height: 190 cm
Weight: 80 kg
Marital status: Single
Children: None
Sexual organs:
Penis: Above average
Vagina:
Sexual orientation: Straight
Requested role: Submissive, stud/bull
Kinks: Domination receiving. I like to be told what to do by beautiful women, will try almost anything once. Fucking.
Hard limits: Scat, knife play/blood play, forced gay. Oh, and if any real animals are to be brought into the action, I'm out.
Requested dominant: Female, beautiful. Other than that, anything goes.
Owner: Legal guardian. Mommy Dom. Leslie Lesmore
Experience: Vanilla
Address: Ringading Lane, 543, Bottomsbury.
Sub signature: Brad Lesmore
Owner signature: Leslie Lesmore
"Now, are you sure you wish to do this, young man? Rose and Thorn is a fine slave school, but I'm not sure it's the right place for you." Leslie asked her young charge as she sat in the plush chair behind the huge oken desk in her home office.
"Yes, I'm sure. I've never been more sure of anything in my whole life, Mommy," the boy replied with an eager grin and an exuberant bounce to his step. His eyes were glossed over, and judging by the small tent in his pants, he imagined all the naughty things in store if she decided to post this letter and he was accepted.
The boy had filled in the form himself without discussing it with her or any forewarning. Brad had simply marched into her office and placed it on her desk, wanting her signature. It was quite bold of him, to be honest. He was usually a withdrawn child, not interested in sports or going out much. He had friends, but most of them were his online video game buddies. For him to take an interest in something this firmly was to be encouraged.
The only problem was that he had wildly exaggerated almost everything about himself in the application. Eying the daydreaming boy skeptically, Leslie could not, in her wildest imagination, see him becoming a stud, not with all the training in the world. For one, he was of average height, barely reaching 170 cm, and on the pudgy side. Now, he was undoubtedly submissive, and his weight could be worked on, but he was missing one of the most important components of all. His little penis was absolutely miniscule.
Leslie had no idea where Brad had gotten the idea that he could become some sort of sex machine, but it was destined to end in failure. She just didn't have the heart to tell him, the poor dear. Not when he was so enthusiastic about it. Sometimes she thought that they weren't a very compatible pair. Brad clearly needed someone who could provide around the clock, strict discipline, and as a government-appointed Mommy dom, she wasn't it. Oh, she had done her best, of course, as she did with all her charges, but her style of domination was more subtle and encouraging, loving even. Brad had simply not flourished under her care, and it was time she owned up to that. Perhaps this academy wasn't such a bad idea after all.
"You know what?" Leslie said as she opened a drawer at her desk and grabbed an envelope. She folded the application and put it in before sealing the letter with her tongue. "I'll post this tomorrow, and we'll see what happens. Maybe you'll get lucky," She very deliberately put the paper between her cleavage, watching for Brad's reaction as she got up from her desk chair. But she was surprised when he came flying at her, almost tackling her to the ground, giving her a fierce hug.
"Oh, thank you, Mommy. Thank you, thank you, thank you. I'll get in. You'll see. I'll do all the chores for a week, a month even. I swear you won't regret this." Leslie chuckled at his enthusiasm as she patted his hair, which pressed into her just below her chest. It did her good to see him this happy.
"Careful there, honey. You nearly knocked me off my feet." Brad released her almost immediately, looking chagrinned.
"Sorry, Mommy."
"Now, why don't you get some sleep? It is well past your bedtime already."
"Yes, Mommy," Brad answered, but before he could leave, Leslie gave him a firm slap on the ass, making him scurry out the door with a yelp.
"Mommy has a few phone calls to make."
__________________________________________________________________
I sighed in relief as I made it out of Mommy's office with the application signed and waiting to be posted without punishment. It was almost too good to be true. I had to concentrate to not look at her inappropriately, as she called it, or I was in for a spanking. I think I did a pretty good job, too, except for at the end, where she put the letter between her ridiculous cleavage. It was hard enough to avoid staring at Mommy's huge breasts without her drawing attention to them. She must not have noticed my lapse. I got away, still possessing my ability to sit down comfortably after all.
She was not my real mother, of course. All unattached submissives got assigned to a guardian by the time they turned 18, and boy, was I a sub. I wasn't denying that, no question, but what type of sub I was, now that was a different story. I could have picked anything, anything at all, but what I wanted to do most of all was being told who to fuck, when to fuck, and how to fuck, by a sexy as hell Mistress. Ah, just imagining it sent shivers down my spine and made my cock twitch in my pants. Think about it. Being a stud is the best option. You literally don't have to worry about anything, and after you are done fucking your Mistress, she tells you to go fuck some other piece of grade a ass. Sounds like heaven.
Ok ok, so I might have exaggerated slightly on my application, but everyone lied about some things on their resumes. I had a better chance of being accepted if I caught their attention. And if I was a few centimeters smaller than what they had expected, so what? I was sure they had drugs for that or something. Everyone had seen the studs owned by the queen on TV, and they had truly monstrous proportions. There was no way they hadn't gotten some sort of enhancement. Once they saw how virile I was, I was sure they would gladly take me in as a stud to be. So I hadn't exactly taken a ruler to my cock or anything, but I was pretty sure I was average. How could I not be?
"What's got you so happy?" My older sister, not my real sister, Amy, asked as she saw me prancing into the kitchen on my way to my room. An unattached sub like me, Amy, was gorgeous. I had scored big time by ending up with the same guardian as her. I got an eye full of her bubble butt ass as she bent over to get something out of the fridge, camel toe on full display. She must have just returned from a workout because she wore gym clothes. Yoga pants, a tank top, and her blonde hair in a ponytail. My cock twitched at the sight, already hard from staring at Mommy's chest. I needed to get to my room so I could relieve myself.
"I just got into Rose and Thorn Academy," I said, feeling strangely confident.
"Get out, twerp," she answered me with a roll of her eyes as she closed the fridge, milk carton in hand. "There is no way you'd be accepted as you are right now. Just look at you. You're a mess." Amy had a point there, I acknowledged as I looked down at myself. I wore very baggy and frumpy clothes and hadn't showered in... a while.
"That's what the training is for," I countered, and Amy snorted at my lame answer as she pulled out a chair and sat at the kitchen table.
"And besides all that, you'd need Mommy's permission, and I highly doubt that,"
"Okay, okay," I interrupted her. "I wasn't accepted into the academy," Amy smiled smugly at having managed to wring the confession out of me. "But I did manage to get Mommy to agree to sign the application letter with me. She's going to send it in tomorrow morning." Amy simply stared at me momentarily as if she was trying to figure out if I was lying.
"Huh," she huffed as she shrugged her shoulders. "I actually believe you. Assuming, of course, that this isn't a bald-faced lie, something easily confirmed if I talk to Mommy real quick."
"Go ahead. She'll only punish you for wasting her time," she stared at me for a few more moments before deciding it wasn't worth it.
"Good, I'm happy for you," she said, seeming cheerful. Amy was usually a tease. Her complimenting me caught me off guard.
"Thank you," I said uncertainly, and she smiled kindly. What the hell?
"I'm going to miss having you around if you get accepted. So what did you hope to get trained as?" Amy asked, taking a big gulp of milk straight from the carton.
"A stud, or a bull if that's not possible," Amy's eyes widened in surprise at my answer before all the milk in her mouth shot out of her nose as she burst out laughing.
"You, a stud? I can't believe it," she said as another fit of giggles overtook her. It was apparently so funny that she had to bang her fist on the table. "Oh, I can't breathe, I can't breathe," another fit of laughter overtook her as she looked at me and saw my open-mouthed astonishment. I closed my mouth.
"Is it really so unbelievable that I could become a stud?" Amy only laughed harder.
"You, ah, oh god, you can't become a stud, it's impossible."
"Why the hell not?!" I almost yelled at her, feeling hot tears in my eyes at the outburst. I forced them down.
"Because, little bro," she said slowly as she leaned back in her chair. "You're too small."
"They've got drugs for that," I immediately countered, but my sister only snorted in derision.
"Sure, but do you think they'll waste that on you? Especially when you're already the perfect pansy," this was not like Amy's usual teasing. It was not sexy or provocative. It was just humiliating. So why was it making me so damned aroused? My heart beat an excited rhythm, sending this feeling of anticipation throughout my body, settling in my stomach like butterflies and in my cock like tingles. It had been calming down during our conversation, but it was back to full hardness now, with that tingling sensation making it twitch in excitement. Amy's eyes traveled down, having noticed the movement.
"And not with a pin dick like that," she continued with a surprised tone and a pointed finger straight at my tented pants. It felt like Amy had shined a light on my crotch, making it tingle and twitch like crazy. "Oh," she said, covering her mouth to keep from laughing as if she hadn't just sprayed milk from her nose. "I think your little baby dick likes the attention." She leaned over as if she was going to poke my trousers, giving me a great view down her top. What the hell was wrong with me? I wasn't supposed to like this. I didn't like this. But my penis thought otherwise. I don't think it had ever been so hard in my entire life. It was almost painful. My thoughts were enough to bring up another emotion, fear, which brought me out of my stupor.
"Stop it," was all I said as I covered my crotch and fled out of the kitchen and up the stairs. I was scrubbing furiously at my eyes, trying to keep the tears down, but they came no matter how hard I tried to stop them.
"Where are you off to, pin dick? I better not find that you've been wearing my panties," Amy's laughter followed me until I finally was in my room and had the door closed behind me. I stood there for a moment with my back against the door, panting like I had just run a marathon. I looked down at my still throbbing dick like I was staring at a ghost, Amy's humiliating words flashing through my head. It was not supposed to be like this. I was meant to be a stud, not some... whatever this was. Screw Amy and her stupid words. She was just teasing me like she always did. I was not going to let my dumb sister ruin all my plans. Amy was really freaking sexy, yeah, that was it. I wasn't all hot and bothered because her words were embarrassing. The fact that Amy was a hot babe got me going.
I could even prove it. Suddenly in a rush to get all my clothes off, my perfectly adequate cock standing at attention, I rushed into bed ready to prove to myself where my real interests lay. Grabbing my dick between thumb and forefinger, I began slowly, bringing my usual fantasy of fucking some hot broad until the only thing she could say was my name to mind. Masturbation was strictly forbidden under this roof, of course, but by doing it this way, I could always have eyes on the door and stop if I heard someone come up the stairs. There had been a few close calls over the years where Mommy had barged into the room without knocking when I'd been in the middle of rubbing one out. I had always gotten away with it by playing it off as a really bad itch or something like that.
Now, though, I found myself wondering what would happen if she did find out what I was doing. She would punish me for sure. My fingers started moving faster, probably with a spanking, and oh, maybe she'd even have Amy watch the whole thing. With her pointing and laughing that would sure be humiliating. My dick tingled at the thought, my hand speeding up its jerking at the intense sensation, and before I knew it, I was cumming. Spurt after spurt of semen shot out of my tingling dick, feeling more intense than any other orgasm I had had up until this point. I tried to keep from moaning as my cum rushed out of me in great heaving bursts, but a few slipped out, sounding entirely too girly for my liking.
It finally stopped, and I lay there panting, covered in my own cum, the bedsheets soaked, wondering what the hell had just happened. Soon, exhaustion caught up to me, and I fell asleep like a log.
I woke up what felt like only a couple of moments later, but it was dark, and when I looked over at my alarm clock, it read four in the morning. I was about to go back to sleep when I sat up with a jolt, dried cum peeling off me as I remembered what I had done last night. Oh, this was bad, very, very bad. How could I have just let myself splurt all over the place in the bed and not even grabbed a tissue? That wouldn't have helped much, not with the amount of semen that had been coming out of me. Ok, forget about that for now. I had to hide the evidence, and I could only thank my lucky stars for waking up early.
First things first, I needed a shower, but that would have woken up the whole house. No, that had to wait until later. For now, I should put my dirty bedsheets in the washing machine and get some new ones. Brushing myself off as much as possible, I gathered up my soiled sheets and snuck out of my room, trying to be as quiet as possible. Why does every little sound seem so much louder at night? The stairs creaked as I made my way down them, and the floorboards seemed to groan under my weight as I made it to the washroom. I stopped in the doorway, listening to see if I had been discovered, but everything was dark and quiet. I was in the clear for now.
Quickly throwing the sheets in the washer, I carefully shut the lid but hesitated as I was about to turn it on. This could also wake someone, but I couldn't afford to wait long. What if someone came down and saw my cum covered laundry just sitting there in the washer. I had to get them clean as quickly as possible. Turning the washing machine on, I was in a hurry to get to my room, only to stop when I discovered that at least someone else was awake at that hour.
Cupcake was sitting in the doorway, staring at me with her big green eyes. She was another submissive living under Mommy, but unlike Amy and I, Cupcake was wholly owned. She was Mommy's full-time pet slave, with a contract and everything. She was completely naked except for a body harness with several D-rings attached and a collar around her neck with her nametag dangling between her big tits.
The harness accentuated her breasts nicely. It was like they poked out of little windows on her chest, somehow making her seem more naked than if she had been entirely nude. Framing her luscious tits and pink puffy nipples like two art pieces on her chest.
My eyes were drawn away as Cupcake's tongue lolled out, and her head tilted to the side as if confused by what I was doing there. Me doing the laundry this early in the morning wasn't exactly a common occurrence.
"Easy now, girl," I said, trying to keep my voice down as Cupcake crawled towards me. She started sniffing me and was instantly very interested in my groin. She put her face right into my boxer-clad crotch and took a deep breath, my cock instantly hardening at the contact. I put my hands in her red hair and tried to keep her away, but she was much stronger than me. She could have easily overpowered me if she'd wanted to. She kept sniffing me, giving the occasional shudder of bliss, before she finally backed off, giving me an accusatory glare.
"Ruff, ruff!" She barked, and I gasped at the sound piercing the quiet morning.
"Shhh, not so loud. Do you want Mommy to come down here?" I whispered harshly, trying to come up with some way to keep her quiet. "Look, so I had a little accident. It happens to the best of us. Let's just keep this between you and me. I'll do you a favor, maybe some doggy treats, head scratches, whatever you want. Just don't tell Mommy, ok," I was close to begging. I could not let Mommy find out about what had happened. Touching myself once was bad enough, but I had broken that rule pretty much since the first day I'd gotten here.
"Cummies for Cupcake," the pet said with an excited smile as her eyes fell on my hard cock, poking into my boxers. Her whole body wiggled as she shook her hips in anticipation, making the tail plugg lodged up her ass wag back and forth like a natural tail.
"You know I can't do that. We'd both get in trouble if Mommy found out," Cupcake pouted at my answer but suddenly had a glint in her eyes as she looked up at me. She took in a huge lungful of air. The threat was clear. "Okay, okay. I get the message," I said as I hurriedly put my hands over her mouth. "You win, but you have to promise not to tell Mommy."
"Yay," was all she said as she bounced up and down in excitement, doing interesting things to her tits before she proceeded to yank my underwear down to my ankles. "Aww, so cute," Cupcake admired my cock as it sprang free, her eyes practically glued to it.
"Hey, it's not cute, it's..." I said, mortified and at a loss for words. This only caused my cock to go crazy, twitching and bouncing like it was attached to a string, making me squirm at the tingling sensation. "If anything, it's handsome," Cupcake eyed my twitching cock skeptically.
"Cummies for Cupcake," she reiterated as she practically swallowed my cock whole. Her warm, wet mouth engulfed my entire shaft, balls and all, until her lips touched my stomach. She seemed to savor the sensation of keeping me there for a moment. I sure as hell did. Maybe this wasn't such a bad idea after all. I was already in a heap of trouble. What could a little more hurt?
Cupcake's tongue started going wild on my cock, massaging the head and the underside of my shaft. It felt good, amazing even, but it got even better once she started sucking. It felt like she was trying to suck the semen straight out of my balls, and it was working. I came in short order, shooting rope after rope of cum straight into the pet's mouth, which Cupcake greedily swallowed, giving little satisfied moans as my load settled into her belly.