A Sissy in the 22nd Century Pt. 04

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Jesse was taking his turn to lay an ear against the swelling in the teacher's midriff. Listening out for the slight sounds of movement or just some sense of the new life growing within. It was so strange to think that, inside that cocoon of flesh, was another small future brewing. Waiting to be born into this world as just another blob of clay for the algorithm to play with. The offspring of two parents who barely considered themselves more than objects. It was an uplifting thing, to think of him or her so warm and safe inside there... but it somehow made the sissy profoundly sad as well. There was no memory in his own past of ever feeling that kind of protection and security. A single tear seemed to well up in the corner of his vision and soak up all the mixing emotions flowing through him.

Miss Daisy must have felt the splash of that... for she reached down and lifted up the femboy's chin between soft fingertips.

"Always remember that our entire existence is built around love. We all come from an act of love and our business and duties are all still actions of love. Our society grew out from the pointless, squabbling fears and hatred of the past... and into one where we can dedicate our entire lives to just exploring the different shades of our love for each other. The algorithm digs through all our hearts and finds all the secret desires that we once might have felt we had to hide from each other, or even ourselves. Once upon a time it might have even been considered wrong for me to do this!"

The teacher bobbed her head down and pulled Jesse's up into a deep and passionate kiss. The swirling embrace of her mouth dragging her new student up into the swell of her heartfelt ardour. For just a second... his thoughts did tangle the image of that babe within her belly and the compassion she offered, pulling his tongue in to swirl around her own. There was no doubt in his mind that this young woman believed every word she said and truly loved each and every pupil who was given to her... as much as she did the woman who had bought her and every child she had given away. For as she finally broke off the kiss, she said:

"We are all professional lovers. People who's greatest calling is to give out as much love as we can. Fulfil as many lusts and ideals and funny little dreams as anyone can throw at us. So we should start by loving each other just as much! Each of you is going to spend just three years here: learning to be the best, damn providers of fleshy pleasure that anyone has ever been. So, to do that, you should be all learning from each other. Practising on each other. Playing with each other. Trying out everything you can, while you've got the perfect box of toys to do it with. By the end, you should know every one of your classmate's bodies as well as you know your own... and most of what goes through their heads as well. Then, in your final year, all of you will get a chance to put a baby in me together... Who will get to grow up through the Home's knowing they've got a whole class of beautiful godparents wishing them well from wherever you end up. Tying you all together, forever."

Miss Daisy's preacher like zeal echoed out into the room, inescapable in its positivity. Each of the gathered teens felt her bubbling optimism fill them and couldn't help but smile. Here was, after all, the truest example of everything they had been told. Someone who, even through all the challenges she'd faced, still held true to the knowledge that she was in the right place doing the right thing for her inner contentment. Even Jesse, still blushing from the thorough face-sucking she had given him, felt his endless doubts be dismissed for a while. She was right. He did feel the love of his new friends and classmates. He did feel more at home in this school than he ever had anywhere else... and that part of him that begged to please was undeniable as well. Why make himself miserable worrying about the rest of it?

Chapter 11: Paired up

"So! With all that out of the way... Today's exercise will be to make love to one of your classmates. If you look at the main screen, I've let the algorithm choose who pairs up with who, so as not to cause any arguments... It will also pick whether you are on 'top, or bottom', if you catch my drift. Like I said before, believe me: by the end of the year you will have done everything with everybody. So don't get upset if you aren't getting the chance to slide into someone you've been eyeing up, just yet."

Jesse didn't notice the way Miss Daisy's eyes flicked to him as she said this, nor the variety of hungry looks a good three-quarters of the class were giving his short-skirted rear. The young sissy still didn't seem to have gathered even a hint of how highly his innocent beauty was rated by those around him. It probably would have made him hideously self-conscious if he had... but then, it was that honest obliviousness which really added the shine to his features overall. Some people very obviously wore their beauty. Knowing just how to let it filter out on display and always ever-so-aware of every pair of eyes watching. Jesse simply was his outward vision. Wearing no mask over his emotions, nor adding fake flourishes to his natural grace... and he didn't even see how much that stood out. His closer friends did though, and they each bristled a little defensively closer to their precious little jewel. No amount of appeasing words could quite hold back the jealousy over who would get their hands on that gem first.

The holographic display gave out its judgement though, and none could argue with that. It would seem the algorithm had been taking some note of who had cliqued with whom within the class; along with, of course, acknowledging certain reservations which were held over a few of the students. Jesse was given Lizzy as a partner, and Fran was paired up with Suzy. They were inspected to take up position with their selected companion upon one of the wooden desks around the room. Having been tied to the things before, the four friends were already well aware of the clever ways such seemingly-simple furnishings could be adjusted in height or orientation to create a suitably stable surface to sit or lie upon. Every section could be folded this way or that and locked in place, with clear slots and grooves where limbs could easily rest... or be fastened. Still, Lizzy was clearly in somewhat of a rush to get this started, and just hopped up to lie back upon the top of the thing. Jesse followed after the short, olive-skinned girl with some consternation. Though he was very relieved to be on this side of the equation and partnered up with what seemed like the gentlest option out of his classmates... He really didn't have much experience of this angle of sexuality. Even with Betsy, she had always made the first move... and told him where to put himself. He had a distinct fear that the beaming creature lifting up her skirt and spreading her legs for him, was going to be very disappointed by all he had to offer.

Lizzy, meanwhile... was grinning like she'd won the local lottery. She could barely believe her luck in securing this chance to get screwed by such a beautiful boy. The kind that got used as models on those big billboard displays: showing just how pretty and young you could keep your human pets, if you fed and groomed them right. Every day, she still came to school expecting to be told this was all some huge mistake. A drab, 2nd class-at-best girl like her should never have ended up among angels like these, no matter who had taken a liking to her. But, just to get a chance to feel the touch of someone like Jesse made her think it might all be worth it. She loved her boyfriend back at the Home dearly, yet their attempts at making love had always been quite painful, clumsy affairs... with the added complications of avoiding their roommates at either end. One of whom would complain that Lizzy's squeaking and moaning was 'disturbing her beauty sleep', while the other didn't see why he shouldn't get a turn at her as well, since it was his room too. Being offered a chance to be screwed by someone soft and gentle, with a penis that wasn't nearly as long and wide as her forearm, seemed like an absolute dream.

She smiled warmly at Jesse, spread her labia... and dipped a finger inside herself, just a little. All around them the rest of the class began to get started. Sliding into each other with the giggling comradery that comes with any co-operative assignment. It was good: to do this together. Without the tense pressures of being paid for it, or the politics of being Home kids competing for social standing. When you were simply told who to fuck, and how to fuck them... it made everything so much easier.

Chapter 12: Shamed into Passion

The sissy had had a little trouble rousing himself, to begin with... Being so used to Betsy taking such matters into her own hands. The chorus of gasps and moans that started around them, and the expectant eagerness on his partner's face, sent embarrassed shivers up his back. What if he couldn't get it up, or in? ...And was instead left trying to mash his useless, flaccid meat against Lizzy's inevitable disappointment? Memories of looking around after that tall, mesmerising senior had slid the first metal plug into his ass resurfaced. He didn't want to be the slowest and least experienced in all things.

His friend pulled her own knees open wide as he rubbed his meagre manhood against her outer folds. Somehow, focussing on those thoughts of shame and humiliation helped. Imagining all those pitying eyes watching him grind away at his own base failure as a man. Imagining letting down all the glinting anticipation that was palpably visible in Lizzy's eyes. The thought of failing to please her scraped against his very heart, yet the red-faced emasculation that would bring almost seemed to draw him on. Suddenly his little penis was throbbing with turgid valour. Jesse just squirmed with the implausible sensation that everyone around would see into his heart and realise what had actually set it off. He hurried to bury himself inside the girl, more to hide than anything else.

The motion of sliding into Lizzy was actually surprisingly frictionless. Jesse had expected to find the inner passages of such a small and slim girl to be tight and restrictive... but then he thought back to how casually she had talked about being fucked by several men at once over lunch. Another indication that it was his still-present virginity that was rare among this class of those desperate to please. Most of the others had probably been claimed by one lover or another the moment they came of age... and passed around half their Home by the time they'd graduated from basic education. He listened to the happy sigh of her breath as he delved straight to all the depth he could muster. She pulled him down into a sweet kiss, smiling through it as his hips began to move.

"I've wanted to know what this might feel like ever since I first saw you..." She whispered in his ear... giggling like it was a secret she could only now tell him. The hidden language of one shy thing on the playground as she braided the other's hair. Lizzy had always hung back a little, in their group... seeming the only creature less sure of herself than Jesse was. He felt connected to her now, in that. As if they were the only two people in the world.

Of course, that illusion was quickly shattered... by a fanfare of shocked-sounding moans one desk over. Suzy seemed to be driving himself into Fran with a fury and passion possessed. The other young woman was gripping the wooden surface she was bent over with knuckles turning white. Her knees buckling and tongue lolling with every thrust from the other sissy. A wide smile was pinned to her face though, and she soon noticed the drawn attention of her next-door lovemakers.

"H-He's s-uh-so *Ah!* g-Good!" She gasped, barely able to get the words out between thudding insertions. "L-little Suzy's a- eeeh, yes! A fuck-fucking cock-genius!"

She hardly seemed to be making much sense anymore, but kept babbling anyway. Waxing poetic about the delights she was experiencing as the desk rattled forward on its legs.

"Youhear that, lovevevely? I've boooh-b-been fucked by atleast th-three, th-three guys everynightand... AND none of them are HALF as-as good as-as youuuuuoof! Orgotasniceapairoftits!"

Suzy himself seemed avidly determined to ignore everything his current partner was saying... and instead just focus solely on the task of carving the shape of her into the desk she was being driven against. Jesse could only look on in amazement and disbelief... until he noticed the other sissy's eyes were locked onto his. Something in that stare brought back all the feelings of inadequacy and doubt. Sure that he could never bring himself up to the level of pumping blood and passion required for that kind of penetration. Yet, of course... that also made his own cock twitch and throb again inside of Lizzy... demanding that he at least try to make a start on earning her an orgasm. He turned away from the other two pounding bodies, and set to work slapping his own hairless ball sack against his soft-skinned classmate.

Chapter 13: A Little Bit of Guidance

Miss Daisy walked between her rows of panting, gasping and squelching students and smiled. Here and there she leaned in to whisper pointers in blushing ears. Instructing this or that short-skirted teen to slow themselves down and enjoy the experience, or let loose a little more of the passion that clearly hummed in their little, beating hearts. Sometimes she just slipped an extra caress along soft skin and churning muscles. Slid an extra finger or two inside gushing holes. These were all echoes of her earlier self, after all. Tender, young things whose each entire essence ached only to please. It was oh-so rewarding to let them loose on each other and watch them flail around as symmetrical pairs, both sides trying so hard to make the other feel good... while also instinctively feeling guilty over every inch of pleasure they received in return. It was almost an exponential feedback loop of physical interaction as each couple drove each other further and further into the recesses of their natural expectation to not be the driving force. Magnets of the same polarity forced together by the fact that they would never refuse a command given by their teacher.

She had to admit... there was something in that arousing joy she got from this that was far from what she had originally been shaped for. Something that changed... or broke... when her specified future as a plaything had been swept out from under her. The ever-swollen educator loved all her lovely charges and wanted nothing more than to see them grow up together into the perfect, little fucktoys they were born to be... But she also liked to see them squirm, just a little, outside their comfort zones. A shadow of jealousy of her own, perhaps... but one that was important for their progression too. Her Mistress knew exactly what she was doing when she had offered this teaching position. Of course she did... Mistress Stanfield knew everything about her.

Two pairs of diligent pupils drew the teacher's attention most of all. The particularly striking young sissy among them. He seemed to be struggling with this positioning on top more than any of the others. Scared glints showing in the whites of his eyes as he slipped in and out of his partner. Surreptitiously glancing at anyone else around for hints of what he was doing wrong. Secrets he was missing in how to do a man's duty. All manner of pointers she could give him popped into Miss Daisy's head... yet she held back all of them. Why would she ruin what was clearly his most endearing struggles? Any dominant female a mile around would squeal with wicked delight at that fretful look upon his pretty features. Watching him try everything he could think of to push the young lady over her edge, while never realising the precious, teetering bliss she was being kept in by his clumsy efforts... It set a soon-to-be mother's heart a-flutter and seemed to even stir the baby inside. She could only dream of her own child being half so beautiful and unblemished by the cold pretences of this world.

A door at the back of the classroom slid open, and a presence came up behind her. Miss Daisy didn't have to look to know who it was. The long, slender arms of her latest child's father encircled her. Selene rested her chin upon her former teacher's head and rocked the pair of them gently, side-to-side. The tall and swan-like senior was in the last stretch of her education, a contract already written up with the corporation that she would soon be the modelling face of... and finest offering to lay across CEO's desks and negotiating tables. The graceful creature's cock and balls pressed up against Miss Daisy's lower back, both of them aware that all-too-soon these little daily interactions would come to an end. Selene would have been presented to this new class as an example of everything they could aspire to... Miss Daisy knew that. But they wouldn't know the deep sadness of having watched such magnificence grow into being. Felt it slip inside and leave a promise of tomorrow, only to know that both the giver and the gift would soon be nothing more than memories. Scooped up and swept away into the ways of their world, leaving only a hollow feeling inside... and an inescapable desire to grab tighter hold of the next beautiful fucktoy she had helped create.

All artists cried a little... as they sold their next masterpiece, Miss Daisy guessed. Leaning back into that embrace, just while she could.

Chapter 14: Dressing down the day

The freshman class of Stanfield's academy milled around a little in the summer afternoon, after all their lessons had concluded. Most had changed directly into one of the outfits that had been picked out for them the day before. Determined to show a willingness to get back out on the streets and earning their tuition... Even if no particular target had been set as homework today. Miss Daisy had said that the ancillary studies she required would be more akin to the etiquette rules that Mr Durren put upon them, only slowly ramping up over the year. For starters... She simply insisted that: whenever they said hello or goodbye to their fellow classmates each day, they would greet them each with a good, long kiss on the mouth.

So the whole class made sure to go through the motions of seeking out every face they were slowly beginning to recognise and shoving a willing tongue into it for a minute or two. While all the while bustling around the large, wardrobe-size lockers they were assigned in the entrance hall of the school. No private changing rooms were provided for them yet. They were just expected to drop their skirts to the floor in full view of the open doors. Not that this lack of privacy seemed likely to improve as they got further in their studies.

The higher-year students had their own, more elaborate spaces to change in... but these were large, glass-walled rooms looking out over the gardens and sporting grounds out the back of the building. Which were open to the public anyway. Besides... Those cameras were still dotted around everywhere. Some clever member of the faculty had realised that an awfully good way to chase sponsorships over access to the students' collars was to broadcast a live feed to 'changing time' for free, all across the web and various billboards around the city. Half-naked teen backsides bending and stretching were plastered across intersections and Maglev stations just before the owners themselves headed out toward them.