Chapter 1: The First Test
Chapter Text
Elio and Drew had been sharing a room together for just a few days. They were now roommates at the prestigious Winthrop Academy, a boarding school for teenage boys of wealthy families.
When Elio and Drew had been given their room assignment together, they were surprised how much they had in common. They both came from very wealthy families. Their birthdays were days apart. And they were both the third child of their parents. Their families were not rivals per se, but they were in similar businesses, one focused on the east coast, the other the west. Both even looked similar, the lean, almost scrawny frame, of early teen boys. Similar hair styles, both having hair to just below their ears. Elio was a bit more tanned than Drew, whose skin tone was so pale you might have mistaken him for albino if not for his dark brown hair.
They had gotten to know each other well that first weekend. They had been brought to the school on friday. The rest of the school would arrive for the school year on Tuesday, but the new students got that first weekend to familiarise themselves with the campus and meet their fellow incoming students. One key thing explained on friday though, was they were expected to stay together for that first weekend, as your roommate was always the same for your entire time at the school, except in some very rare situations.
So the two boys had remained inseparable for the duration of the weekend. They ate together, explored the school together, even took a swim in the school pool together.
So they were not surprised when the two were called to a meeting together just after breakfast on monday. They assumed it was when they would be given their uniforms. Uniforms were required during the week, but they had yet to be provided to any of the incoming students.
They were a bit more shocked when they entered the classroom they were sent to, to find not just one of the teachers they had met that weekend, MIss Clarkson, but to their greater surprise, there were two girls, obviously older than them, wearing what looked like a girls version of the school uniform. They were seated in chairs on either side of the standing teacher.
“Miss Clarkson, I thought this was a boys only school?” Asked Elio.
“Everything will be explained shortly. Please take a seat, both of you.” She replied pointing at two chairs setup in front of them.
The two boys followed her direction. Once seated she began to speak.
“By now I expect you have discovered that all your fellow incoming students are the 3rd or even 4th child of many well to do families.” She started.
The two boys nodded. They had been wondering about that.
“This school is dedicated to finding a use for the tertiary heirs of families. As you see, you are not the primary or even spare heir. So families established this school so that they could find uses for these spare children. This now includes you two.”
“A use, what do you mean?” Asked Drew.
“The families have found that if they let you wait until later in life, they end up with wastrels and disappointments from their later children.”
Both boys still looked confused.
“Don’t worry too much. You will learn more over the coming days. But today something important will be determined with you two. Every pair of roommates was chosen for a specific reason. Not all the same reason, but no pairing was random. Yours was especially interesting to put together. But I will explain that later. Now it’s time for a test. More specifically a game. A game that will decide your two futures together.”
The two boys glanced at each other. Elio asked “Our parents know about this?”
“Of course. When we discovered your two families were both sending boys, we arranged several meetings to discuss your future. Both your parents agreed with the school's plan.”
“And this game is part of it?” Asked Drew.
“Oh yes. We have developed several games like this one over the years. We have found they are surprisingly effective in determining your futures. We rarely have to change much after these first games.”
At a nod from Miss Clarkson then, one of the girls retrieved a small table from behind the desk, and set it just between the two boys. On it were two large coins, and a 6 sided die. The other girl pulled out a tape measure, like you would use for clothing measurements, and an old fashioned stop watch.
Miss Clarkson herself held up a clip board.
“Are you boys familiar with the Prisoner's Dilemma?” She then asked.
Both boys shook their heads.
“Good, it goes better if you aren’t forewarned. Basically I have a series of tasks for you. I will give you a clue about the task, and you will roll the dice. Then, before I reveal what the result means, you will each take a coin and hide it in your hand. If you choose heads, you agree to cooperate if you choose tails, you choose betrayal. Each round you get a point if you are the only betrayer or if you win the terms of the round, however, if you both choose betrayal, your task will be worse.”
Both boys looked a bit confused, but both nodded.
“Good, the first round is titled Show Off. Elio, roll the die.”
He did as ordered, rolling a 6.
“Now, take the coins, and don’t reveal your choice until I say so.”
The two boys shared a glance as they took the coins, before both boys held out their closed hands containing the coin. At Miss Clarkson’s nod, both opened to reveal heads sitting in their palms.
“Interesting. Well, since you rolled a six, and you both chose to cooperate, you both only have to strip naked.”
“WHAT?” Both boys cried out.
“Yes. Strip, now. Or I will have the girls strip you.”
Both boys glanced at the girls, who were at least a few years older than them. Then glanced at each other, and both began to slowly disrobe. The two girls giggled a bit when the boys were forced to stand before them nude then, their little flaccid tools. Both boys blushed as they stood before the two girls and their attractive teacher.
“No points this round, but that’s alright. Now the second round is titled size matters. Drew, please roll this time. ” She said this with a wicked smile.
Drew rolled a 4.
“Not make your choice.” Again the boys shared a glance. But when the glance broke, Drew’s expression changed subtly.
So when it was revealed that Drew chose tails to Elio’s heads, Miss Clarkson just grinned.
“Our first traitor. Thats a point for Drew.”
Elio glanced at the other boy, a look of betrayal.
“Sorry, but I thought I would lose.” Drew said, a quick glance at first his groin, then the other boys.
“Ahh, Drew you guessed correctly. That is the size we will measure. You both have ten seconds to stroke yourselves, then Melissa will measure you.”
The girl held up the stopwatch. “Go.”
Both boys tried, but it was not a good environment, so when Melissa said stop, neither boy was at full mast.
Melissa measured Drew first, “8 centimeters.”
For Elio she said, “9 centimeters.”
“Oh Elio, you would have won that one. But since Drew betrayed you, we take the dice roll off your length. So Drew wins by 3. That means he gets round 3’s points as well. So that round will be just for fun. No points to win.”
Elio glared at Drew, who shrugged in response.
“This round is called From Behind.”
Both boys looked a bit confused at the name. Elio took up the die, and rolled a 4. Then both boys held out their coins.
This time, it was Elio who held up tails.
“But the round doesn’t matter.” Drew protested.
“You did it first.” Elio replied.
The other boy glared.
“Congratulations Elio. While you don’t get the point, only Drew needs to play. Drew come here and bend yourself over the desk. Claire, if you would grab these items.” She showed the task paper to Claire, who went behind the desk to retrieve something. Drew did as instructed bending himself over the desk, presenting his nude rear for all to see.
This meant he didn’t see what Claire came back with, as it was out of his line of sight. Elio saw it, and was very happy he wasn’t getting it.
The girl had a bottle of lube, and a short fat rubber butt plug. And at a nod from the teacher, she began to lube up first the toy, then she gave Drew’s virgin hole a squirt, causing him to jump. He tried to stand up, but Melissa placed her hands on his back so he couldn’t rise. All he could do was whimper and cry as Claire began to slowly work the toy into him. This took a little bit, as she clearly knew what she was doing, but also didn’t want to really hurt the boy, so she kept easing the toy in and out. Finally though the toy came to rest fully inside Drew, it’s t shaped base resting between his cheeks. Only once it was fully inside him did the two girls back off allowing him to rise. Which he did slowly, unused to the intruder inside of him.
“You will keep that in you for the rest of the game.” Miss Clarkson said.
Drew just whimpered. Elio grinned.
“The next game is named Different Strokes.”
It was Drew’s turn to roll, and this time the die came up 2.
And for the first time, both boys turned up tails.
“Oh this will be fun. Both of you will be stroking your little cocks for us. You must stroke for 5 minutes. But here is the key boys, if one of you sprays your little cum, the other still gets a point. Now, you can stop if you think you are going to, but then neither of you can get a point.”
Both boys were now blushing furiously at the thought of once more have to stroke themselves in front of the girls.
“Now to make it a little fair, you both need to be hard. Girls if you would.” The teacher said. The girls both sighed, but each approached one of the boys, and dropped to their knees before them. Both boys then got to experience their first time inside another’s mouth. Both boys were quickly hard, and the girls immediately backed off.
“Ready?” Said Miss Clarkson.
This caused the boys to look back at the teacher for a second shock. She was now holding the stop watch, but that is not what caught their focus. While distracted by the girls, they had not noticed her remove her blouse, revealing her open cupped bra and her breasts for them see.
“A bit of encouragement.” She said, before clicking the stopwatch. “Go.”
Both boys began to wank themselves, as they stared at the lovely sight before them. Both found it difficult to maintain a steady pace. They were both young, they had just experienced oral for the first time their little tools slick with anothers saliva, and they had their gorgeous teacher partially nude before them.
Drew tried to hold out. Miss Clarkson gave them a count when minutes passed. But with another minute to go, he stopped stroking, his hand falling to his side.
“Elio stop.” She said then. Elio who had still been going steady did so.
“No points, but I congratulate you on your control Drew.”
The boy didn’t seem that happy with her compliment, but he nodded.
“The next round is called “Could Hurt.”
Elio rolled the die and it came up 4.
Drew gave a somewhat pleading look to Elio then, and Elio seemed to smile in response.
So Drew was shocked when Elio’s coin was raised tails, to his own Heads.
“Oh good. A point to Elio. And this one is so much more entertaining this way. Drew, place your hands on the desk palms flat.”
Drew did as ordered, once more showing off his ass to the room.
“Elio. A 4 means you get to spank Drew. And if you can make Drew surrender, or if his hands leave the desk, you get an extra point. You have 30 strokes.”
Elio grinned as he stepped up next to the waiting boy. He looked at the other boy, before seeming to decide on something. Then he took a long wind up, and struck the boy on his right cheek with surprising force causing the other boy to shake, though he managed to keep his hands on the desk.
Then to the amusement of the teacher, Elio waited. He didn’t immediately strike again. Instead he waited, until you could see the red start to form where he had struck. Only then did he strike the other cheek with another loud bang. Then he waited. When he decided the time was right, he struck the first cheek again, as closed to the original spot as possible. Drew whimpered in pain. Elio continued this technique, taking his time delivering the spanking.
By the tenth stroke Drew was in tears.
On the 23rd stroke he said, “I surrender.”
Elio just smiled.
“It seems the game is now tied.” The teacher said, “And we have reached the final task. Finale. I will roll the die this time.”
She did, it came up 5. “Oh my favorite.”
There was no shock when both boys held up tails.
“Wonderful. You two will stroke each other, first to cum loses. But first a coin toss.”
She had Melissa toss a coin. When it came up heads, she instructed the boys to stand shoulder to shoulder facing the desk. This meant Elio got to use his right hand, while Drew used his left. Neither boy seemed that comfortable taking the other boy's dick in their hands, but neither wanted to be the loser in the end.
“Girls, give them a show to enjoy.” Said the still mostly topless teacher. This got a sigh from the girls again. But then the two divested themselves of their uniform blazers and shirts, leaving them in their skirts and plain white bras. Then the two began to make out in front of the boys, their hands roaming up and down the other's body as their mouths and tongues played together.
The boys began to stroke. Both were back to hard now, both enjoying the sights before them. Drew seemed to be having the hardest time of it, forced to use his off hand, and still with the toy inside of him, which now settled on a certain part of male anatomy, had him aching for an orgasm, despite the still burning pain of his ass.
Elio on the other hand seemed focused on jerking the other boy as hard and fast as possible, a pace the other boy just couldn’t compete with.
Drew tried to hold out, but barely five minutes into the last round, a moan escaped his lips, and he began to cum, his orgasm spraying the floor.
Elio, enjoying his win, and almost fascinated kept jerking until Drew was once more soft. Drew had lost his grip when his orgasm hit.
“I would say we have a clear winner.” Miss Clarkson said with a grin. “Congratulations Elio.”
“Thanks I guess. So what did I win?” The boy asked.
“The main thing I will explain soon. First, we must deal with the one who lost.” Miss Clarkson went behind the desk, retrieving something, before she stepped up to the pale boy. She went to one knee in front of him, and then reached out and took a grip on the boy's genitals. With several quick motions that drew a small groan from the boy, the brass colored device she had retrieved from the desk was now attached to the boys body, trapping his penis behind a small round cover. The key to this device was on a chain, which she then placed around the neck of Elio.
Drew stared at the metal contraption and at the key now around his roommates neck.
With that done however. “Claire, could you take this one to be properly attired.”
The girl, still shirtless, simply nodded, and led the nude boy by the hand out of the room.
“Melissa, please be a dear and finish Elio off. The boy did well, and he deserves it.”
The other girl shrugged, before once more dropping to her knees before Elio taking his still hard dick into her mouth. Elio groaned as the girl once more worked her magic. And when he came Melissa had no issue swallowing down his seed. And when she finished, Elio set back into one of the chairs. Then Miss Clarkson, who had taken those few minutes to put her blouse back on, presented him with a boys school uniform.
“Get dressed.” Was her last command.
Elio was just finishing tying the shoes he had been presented with, finishing up his uniform, when Claire returned to the room, still shirtless, but with another girl. Or at least Elio thought it was a girl. Until his expression revealed that he recognized the new person.
It was Drew, now in a full girls uniform, including a wig that resembled his real hair, but longer down past his shoulders. His face had also been touched up with a little makeup, including some lipstick that really stood out against his pale skin.
“She looks lovely, Claire. I will tell our makeup instructor that you did well.”
Drew was noticeably uncomfortable, even more so when he realized the She was him.
“So Elio. You asked what you won. She is it. I present Daria.”
Elio stared confusedly before saying, “Daria?”
“Yes, it was chosen by his parents. Both of your parents knew this was a possibility and it was planned for. So now she is Daria, and she is yours. You two were paired, to form a bond between your two families and their companies. Elio simply won the right to stay the man, while you Daria will be his partner. That is what this school teaches you see. We will prepare you both for the future your parents have chosen.”
Drew, now Daria, just looked confused. “What do you mean?”
“I mean that by the time you go home for winter break, you will no longer be your parents' son, you will be their daughter Daria. And when you two graduate, you shall be wed, to bridge the gap between your families, but without the issue of any children messing up the bloodlines.”
It was at that point where something seemed to occur to Elio, and he glanced at Melissa, who was still hanging around. She seemed to understand his confusion, and so she lifted her skirt, revealing the bulge in her panties. Claire did the same, though her bulge had the odd shape of something similar to the contraption that had been fitted to Daria.
“Yes, that’s right, while some of the staff like myself are women, no student was born female.”
This left Elio and Daria staring at each other quietly for several minutes.
Finally though the silence was broken by Miss Clarkson. “Well, I believe you two should be getting to lunch. You will also be given a list of introduction classes to attend today. Your full schedule will be slid under your door by morning.”
The two quietly left the room and headed for the cafeteria. There they found the entire student body had arrived. They were soon made to sit at a table designated for first years. But something the two both noticed, was that there actually appeared to be more “Girls” than boys. Most of the “girls” were being quiet, though not a lot of the boys seemed chatty at the moment either. Though the rest of the school seemed very energetic, and despite the uniforms it felt more like a normal high school cafeteria.
After that, the two spent the rest of the day in several introductory classes. Mostly explaining how the remainder of the year would go, introducing teachers and other faculty. There was also a strangely informative health class, specifically sex ed, though it was implied that this would be expanded on throughout the semester.
Then it was dinner, which was a little less quiet for the first years, now that they had some time to decompress from their “tests” and some of the girls even started chatting.
Then they were sent off to their rooms.
The two were quite surprised when they opened their door though. Their room had been completely rearranged. The major thing, was that where once there had been two beds, now there was just one, and it was only a full.
Daria also found their entire wardrobe had been replaced. Gone were the clothes that had arrived with him, now were nothing but girls clothes. Uniforms for the week, regular clothes for the weekends. He even had a one piece swimsuit. There was also a surprising amount of underwear. Not just the regular panties and bras, and yes he was already in a bra, with little padded cups. But a diverse styling of racy underwear, in many different colors and styles, some with matching sleepwear.
Daria had been told by several people, mainly Claire as she did his makeup, that he should except it quickly. If he didn’t try to be a girl, and Elio complained, he would be punished. She specifically warned him that she was still locked, because she tried to be a boy over summer break, and now was to be locked in chastity for the entire year, even though she was a third year.
So with that in mind, after a trip to the “girls” bathroom on their floor, another thing that had been re-labeled while they had been gone. Daria came back to the room, changed into one of the slip style nightgowns, complete with pink panties, and climbed into the bed. Elio, still a bit unsure then climbed in next to her, wearing just a set of shorts. With the two of them in the bed, they soon found the most comfortable position forced them to cuddle, with Daria the little spoon.
And it was like that, that the two drifted to sleep.
Chapter 2: Classes Begin
Summary:
Now that their roles have been chosen, they have their first day of classes. What will things be like for the new pair in this strange school.
Notes:
Mostly just setup here. I do have another chapter in the works, but this one was starting to feel long.
Chapter Text
The two awoke the next morning still cuddled together. Daria made no comment about the shape poking her butt. She simply rose, grabbed her shower supplies, and left for the “girls” bathroom, while Elio went to the boys bathroom.
Elio returned first, finding the room empty, he began to change into his uniform. He was mostly dressed when Daria returned in a towel. Elio at first glanced at her, but when she dropped the towel he looked away. Still not quite comfortable with the nude form of his new “partner.”
Daria was soon dressed in her uniform, though she ended up needing to ask Elio with the wig, as she found it difficult to get it straight.
As they had been told, schedules had been slid under their door in the night. Most of the classes were surprisingly normal, though they soon realized it was still a school. The morning up to lunch they would be sharing classes, the usual history/english/math. After lunch they would be split up. First for Physical Education, then for Elio it was Men’s Studies while for Daria it was Women’s Studies, both of which took up the rest of the afternoon. The time then from after that was study hall until dinner.
But first thing after breakfast was some kind introduction class for the school.
For the two it was strange to once more go to breakfast, and see the apparent 3 to 1 or even 4 to one gender gap in the large cafeteria, and know that there were no actual girls in the room.
In that first intro class though, they got the final look at the numbers of their year. Of the 40 of them, only 12 were wearing the boys uniform. Each had a girl next to them. The remainder were all in girls' uniforms. Most of those still looking uncomfortable in their new clothes.
To the surprise of Elio and Daria, the one leading the class was the teacher who had given them their test the day before, Miss Clarkson.
“Good morning students.”
There were some muttered good mornings. She smiled.
“I know most of you are probably still in a bit of shock over your new situations, and that is to be expected. But as you were told yesterday, this is why you were sent here. Your parents have already been informed of your results.”
That drew some murmurs, but it didn’t stop the busty teacher.
“This is still a school, however, and you will still be learning. Over the next 5 years, do well here, and you could easily transition into business or academics, even those of you now wearing skirts.”
That seemed to surprise many, as the murmurs increased. Daria even glanced at Elio in surprise.
“That is, if you do well. Follow the rules, focus on your studies, do well. Do poorly, and you may find your status reduced greatly. You see, we have 5 tiers here. You are all currently tier 1s. Break the rules, do poorly in class, cause problems for the other students or staff, and you may find yourself reduced in rank. The lower your rank, the more likely you are to find yourself leaving this school as a mere domestic or nanny.”
That sent a whole new set of whispers around the room.
“IF you find yourself reduced to tiers 2-4, it is possible to work your way back up, but you will have to earn it. If however you fail so miserably that you end up a tier 5, know that there is no recovery from that. You will be the lowest class of being at this school, not even considered a student anymore.”
That actually caused the whispers to cease, what could that possibly mean the assembled wondered.
“Now, I will go over the rules. A written copy will be provided as well, but we want to make sure you hear them all first.”
Then she picked up a piece of paper, and began to read. Most of the rules made sense. Things like the Uniform rules. During the week, assigned uniforms only, from breakfast to dinner. Few noticed the odd emphasis on the word assigned. Others were more straightforward, listen to teachers instructions at all times, that sort of thing.
Then came the weirder ones.
“All first year girls will be in chastity when outside their dorms.”
Daria and Elio both seemed to understand the significance of the phrasing their.
Another weird one, “Sexual activity is not forbidden, but if it is found to be affecting yours or others studies, demotions, punishments, or both may occur.”
One of the last ones that seemed to surprise people, especially Elio and Daria who had gotten an eyeful of their teacher the day before, “There will be no sexual activity between students and faculty.”
Once she finished going over the rules, they moved on to their first class, English. They didn’t change rooms, instead the teacher simply joined them in their current classroom. That would be the norm for the morning classes.
Until lunch things then seemed rather normal.
It was at lunch though when the new students began to notice a few oddities that had not been there the day before, or even that morning. Scattered among the 4 other years were people, or at least outfits that had not been there that morning. Where before everyone the saw was in the standard boys or girls uniform, now some of the girls were wearing other things.
Scattered among the more than 100 other students, were people who stood out. Several were wearing what could only be called a french maid outfit, one even had a feather duster. A few more were currently only dressed in the shirts, knee socks and shoes of their uniforms, and when they walked you could see their chastity cages on display. There were also a fair number wearing collars, metal or leather, most with attached leashes leading to the hands of other boys or girls.
As they ate, Daria and Elio discussed the different outfits, and guessed they may be related to the “tiers” they had been told about.
After lunch they were split off to their locker rooms where they changed into their gym clothes. It was shorts and tank tops for both, but where the boys were loose and more like basketball wear, the girls were tight and of a more feminine, and shorter cut. Tight enough that all of their cages were practically on display.
Physical education did have some education sides. They were informed about the meal plans, and health goals that the school had for all students. That day instead of working out, all the new students went through a medical check up, and the girls even had blood drawn. They spent the remainder of the class learning a simple stretching routine that they would start every class with.
They were given enough time to for quick showers after that before they were sent to their split classes.
The girls returned to the small auditorium style room that had been their classroom for the entire morning. The boys, since they were a smaller group, were directed to a smaller room just off the library.
That first day was more overview than class. The boys were told that they would be learning business, law, and a wide variety of other subjects to help them support their families in whatever role they would play. There would also be etiquette lessons, including the etiquette of other cultures. They would also be tested for language learning proficiencies as well.
It was actually similar for the girls. The main reason they were split was because a portion of the class time would also be in teaching them to become women. Those lessons would be mixed in with their others, which is why it was felt best to split the two groups.
When those ended, Daria and Elio met back up in the large library where it seemed the entire school had study hall at the same time. They found a small table in one corner, a few others from their year joined them. Together they began to go over their first assignments from their classes that day.
As they worked, they occasionally spied the more strangely garbed students. Some tended to group together, the maids were split between three tables, but all in the same area, while semi naked students seemed scattered around. The leashed were still seated next to whoever was holding the leash, though a few sat on the floor instead of in a chair.
They also noticed that while the remainder were still in uniform, things like ties had been loosened or girls undid a few buttons of their shirt. One girl had adjusted her top in such a way that she looked like a dancer from a britney spears video.
Elio also got a shock when he went off for a bathroom break, and as he walked past a line of shelves he caught sight of two girls. Obviously from a later year, one had a leash, leading to the neck of the other girl, who was on her knees. The standing ones skirt was rolled up and tucked into her waist band and her panties were on the floor around one ankle. And with her other hand on the kneeling girls head, she was rapidly driving her hard dick in and out of the kneeling girls mouth.
The standing girl noticed the stunned boy and gave him a wicked grin that was all teeth, before forcing the girls face all the way into her groin. The kneeling girl seemed to choke a bit, not quite fighting but struggling a bit.
Elio ran off then. By the time he came back from the bathroom the two girls were gone.
Elio didn’t mention what he saw to the others.
Dinner went much like lunch. No new oddities were noticed.
After dinner was considered free time until lights out. You could finish any work you didn’t manage in study hall, or you could go use any of the facilities.
“Wanna go swimming?” Elio asked. It had seemed like a fair question at first. But Daria looked conflicted. “What?”
“I would have to wear the girls' suit they gave me.” Daria admitted. “But I should probably get used to that sooner than later.”
The two returned to their room, and changed into their respective swimwear. Since they were going swimming, Daria was able to remove the wig as well.
They were not the only ones at the pool. It was actually fairly crowded. Several lanes were roped off for people who wanted to do laps. This didn’t actually surprise them. The variety of swimwear did though, and the bodies wearing them.
Both had assumed that the apparent breasts on many of the girls were the result of padded bras, or maybe even inserts or falsies. But some of the swimsuits they saw didn’t leave the option for any of those. One girl was wearing what could barely be described as a suit at all, more like a few squares of cloth covering nipples, and a tiny bottom that showed off her rather small genitals instead of hiding them.
There was even one girl who, while her swimsuit was a similar style of one piece to Daria’s, she had a remarkable set of breasts up top and there appeared to be nothing between her legs at all. Both wondered how that was possible.
After getting over their distractions, they did manage to go swimming for a while. But they got another shock when just after getting out of the pool they were approached by a girl. Maybe a year older then them approached them.
With a saucy look she pointed at Elio and said, “Your girl gonna help you with that?”
Both followed her finger, and Daria blushed when she realized that Elio had a bit of bulge in his speedo. Elio once he realized what was happening joined in the blush.
“Awe, thats so cute. You two are adorable.” Her tone was mocking, though not that harshly, and the girl just sauntered off.
Elio, unsure what else to do, grabbed Daria by the hand, and fled the room, a few people laughed at their flight.
Once out of the gym he slowed down, but Elio did not stop until they were back at their dorm room.
Daria stared at him once they returned. “Is it true?”
Elio looked confused. “Is what true?”
“Did you just drag me back here to…. “ Daria’s words drifted off. But the meaning got through.
“What, NO!” Elio cried.
Daria looked at the almost scared expression on the boys face. “Then why did you drag me away?”
“I…” Elio stopped, words not forming, until he finally said, “You were embarrassed, I wanted to get you away from there.”
Daria stared at her partner silently for a time. Apparently considering something.
“If you take off my cage, I will help you with it.” Daria said.
It took Elio a few moments to process what Daria said. And even then all he managed was a “Huh?”
“Just like the swimsuit. I will be expected to ‘Be Your Girl’, so maybe I should just get used to it now. That’s what she was joking about. The girl yesterday told me things while she was doing my makeup.”
“And the cage?” Elio asked.
“You have a key. And I heard the rules. You can take it off me if we are here. So I will help you with your…. If you take this thing off me for the night.”
Elio retrieved the key, he had hung the chain on the desk lamp.
Daria sat on the edge of the bed, and pulled aside the bottom of her suit, exposing her caged genitals. Elio, very carefully slid the thin key into the lock, turned it, then slid off the round cap that had been trapping Daria’s penis. Daria then eased the base ring off and sighed as she was freed from the device.
Once freed she leaned forward, her hand reaching for Elio, but he jumped back.
“You don’t have to do that.” He said quickly. “If you wanted the cage off you just had to ask.”
Daria smiled, “Thank you. But it’s fine. Come here.” She said, rising from the bed. Elio continued backing away until his but hit the desk chair, tucked under one of the desks.
“Elio, it’s okay.” This time instead of reaching further south, Daria took his hand, and this time he let her. She guided him back to the bed, pushing him down onto it, before climbing on as well. She then slid down to his groin, and this time he didn’t fight when she tried to remove his speedo. His still somewhat hard dick spring free.
Once she had divested him of the swimwear, she then lay between his legs. And without any warning to him, took his cock into her mouth. She soon had the boy moaning as she worked over his dick with her lips and tongue. And as quickly as she had gotten him to full staff, he was soon cumming in her mouth. He looked on shocked as she swallowed it down.
Only once he was done, did Daria sit up, wiping some stray semen from her lips.
“Uhh, how, what..?” Elio was a bit brain fried, after his first blow job.
“Was I your first?” Daria asked, amused. Elio nodded.
“Ahh, I see. Me and a boy I have known for years, have been playing around all summer. He’s a first born though, so I wonder if you weren’t here if they would be training me for him.” Daria considered as she leant against the wall.
That’s when Elio noticed that her small cock had gone hard while she was going down on him.
He tentatively asked, “Do you uh, want help with that?”
Daria glanced down, and laughed. “You don’t have to. And if you have never given a blowjob before, I doubt tonight is the right time to teach you.”
Elio thought that over for a moment, before saying, “I don’t know if I am up to trying that yet either, but I could still help.”
He then slid forward on the bed, before pulling her towards him. Soon she was once more between his legs, but this time, with her back to his chest. He held her with one arm, while the other reached down and took hold of her girly rod. Then he began to stroke her.
Unlike during the game before, this time, he went slow and gentle, and soon enough Daria was sounding more like a girl as she was moaning under his strokes.
It was almost a surprise when she came, and she made a mess of the bedsheet, her cum spraying out in an impressive spray as she moaned.
They cuddled like that for a while, before Elio asked, “So you don’t mind being my girl?”
Daria snorted. “You’ll do. No offense, but things could have been way worse for me. I was more put off by the damn cage than the crossdressing. Alex and I got caught dressed in my sister's underwear once or twice.”
“I promise you can have it off whenever we are back here.” Elio said.
“Thanks.” Then she turned her head and kissed Elio. Then she laughed as the boy looked like she had bashed him over the head.
Eventually the two would change for bed, and instead of eventually ending up spooning, that's simply how they started, falling asleep quickly.
Chapter 3: Time for a Punishment
Summary:
On Friday the students new students are gathered to a special room. Someone broke a major rule, and now they get to learn how the punishment system works.
Notes:
(See the end of the chapter for notes.)
Chapter Text
Elio did blush a bit the next morning, when he had to help Daria put the cage back on.
And they were glad they did, as that morning, their first period teacher said “Cage check.”
All the girls were then forced to stand and lift their skirts.
He then made one of the other boys go around and confirm that he could see the outline of a cage. Once he confirmed everyone was properly caged, class started as usual. They would later learn this was not done everyday, but at random. There would not be another cage check until Friday that week.
Classes progressed as normal then. In PE they were presented with their fitness plans. Instead of doing sports or gymnastics, the glass was time in the school gym. And each student was given a fitness regime to follow. Set plans of what exercises to do, machines to use, it was all very detailed.
After that was the split classes and then study hall. Elio didn’t see anything as graphic as the day before, but he did start to notice that people were less than subtle in their actions. He saw multiple people get groped. He also saw one of the ones wearing only a shirt being teased by three other girls. And one of the maids had no panties, and had a toy, similar to the one that Daria had had shoved inside her during their game, on display any time she bent over.
That night after dinner they once more returned to the pull, this time a bit more comfortable with the atmosphere there. And when they returned to their room that night, Elio freed her from her cage, and she sucked him off, this time while he stood, his back to the door.
And that was how the rest of the week went. Until Friday afternoon.
That morning they found a note under their door. It said that the study hall was canceled that day. Instead all first years were to go to a particular auditorium at that time instead.
Whispers started at breakfast. What was this about? Had something major happened just a week into the school term.
The rest of the day passed as normal.
Until of course classes ended, and all the 1st years, plus a fair number of other students made their way to a large auditorium. It was set up much like the classrooms, a U shaped room with tiered seating, though no desks, just chairs. There was a small raised platform, and there were six people standing on it. 1 Guy, 5 girls. Though one was standing in the back and was looking kinda shell shocked. One of the other girls, a blond 6ft muscle mommy of a girl with long blonde hair, had one hand resting on the girl's shoulder. They were standing in front of some kind of bench made of wood and red leather.
The first years were encouraged to sit in the front. Once everyone was settled. The girl who had been standing in front stepped forward. She was a short and stocky girl, with a boyish haircut, but with a build that screamed girl, all hip and chest.
“Good afternoon everyone. For those who don’t know me, I am Maria Aldana. I am the current head of the punishment board. As you were told during the rules briefing you received, punishments may be doled out for rule breaking, and for academic failure. Your punishments are determined by us, the board. Usually we would have a get-together like this in the first few weeks, when one of you first years does something stupid, and we dole out your first punishment, but this year we have had something unusual happen.”
At that she gestured to the girl behind the group.
“I will get to her punishment in a minute, and this time you will even hear why. Usually we don’t actually tell anyone but the punished what rules they broke or what they did. You don’t need to know. That is between, the student, the teachers, and us, the board. But the punishments are meant to encourage you to behave and do better, so they are always public. Done in front of your class, or when you really screwed up, in front of the whole school.”
This caused some minor chatter among the students. Many in the back wondered what the girl had done.
“Each year at that first punishment the leader of the board explains the tiers to you. You all started at tier 1. Even those of you wearing skirts like me. Tier 1s are expected to still be leaders. If you graduate still in tier 1, you will find a position waiting for you in one of your parents companies and it won’t just be about nepotism, you will know how to do that job and you will be great at it. There may also be further education if your family wants you to go down certain paths, Law, Medicine, that sort of thing.”
People were focusing in now as this was new information, questions they had been asking since their first class.
“If you are demoted to tier 2, then you are failing either academically, or you just like to break rules too much. At tier 2, you are no longer a leader, you are support. Tutors, Nanny’s, Secretaries. You are still a part of your family, but you have proven you are not one to be left in charge, but you can still be useful.”
A few people were nodding, some thinking that didn’t sound too bad.
“Tier 3, congratulations they don’t even trust you to manage yourself. You will be a domestic, maid, maybe a cook if you have talent there, but you will never be in charge of your life. You will serve. You will follow orders and obey. A warning for those of you wearing pants, if you make it to Tier 3, you will find yourself joining the skirt wearers.”
A few people paled at that. Specifically most of the boys sitting in the front row.
“Tier 4, you are a failure, but maybe you can still be a sex toy.”
That shocked everyone.
“You will learn to serve cock. That is your purpose. You may still attend classes, you may still learn. But your purpose is to be used.”
The room was silent.
“I’m sure you have seen people in all tiers, though the wardrobe change isn’t always required.”
Elio thought of the girls in just the shirts and socks.
“Now, so long as you are in those tiers you can earn your way back up. Study hard, do well, don’t fuck up, and maybe you can get back up to a tier that doesn’t see you becoming someone cumdump.”
Muttering had started up again from the first years, but her language shocked them back in to silence.
“If you make it to tier 5 however, there is no coming back. At that point, we do not believe you are recoverable as a student. What happens then, you will learn on another day.”
A few of the older students smirked at that statement.
“Now that brings us back to Coleen here.”
At the name, the tall blonde girl dragged the other girl forward.
“For those who don’t know her this is Coleen.”
Maria stepped to the side showing off the girl. She was a middling height, between Maria and the tall blonde. Her build was still somewhat boyish, long and lean, and with long brown hair.
“She is starting her 4th year. Now, during her 3rd year, she got a bit sex obsessed, and let her grades slip. Bad enough that she failed 3 finals last year. So she was told that when she returned she would be demoted to tier 2. Not that bad, easily recoverable if she focused on her studies.”
Coleen looked down as those words were said.
“This little tart however thought she figured out a faster way to get back to tier 1, without worrying about school work. On wednesday, after class she propositioned a teacher, offering regular sex, if he vouched for her return to tier 1.”
That got a gasp from some in the back.
“A key tenet of this school, sex may be a tool between us as students, but there will never be anything between teachers and students. Never. We all live here. Nudity is one thing you will all come to ignore. But we never cross that line of sleeping with the teachers. They know this, we know this.’
This time the murmur was building in the back, among the older students who had decided to attend.
“So first of all, she has been immediately demoted to tier 4. And she will spend the next three days in this room finding out what that really means. She will also be placed in chastity for the next year.”
That got some sounds of amazement from the back of the room.
“She will get a flat cage starting monday, but for the weekend she gets this.”
One of the other board members held something out, and then walked it around in front of all the first years. Unlike the round cap style that Daria wore, this was more of a cage style. What made it more interesting was that the inside was lined with little metal spikes. Not sharpened, but most still winced at the thought of it.
“Now then. Clea, Stephen, if you would strip the little tramp please.”
Clea was apparently the buff blonde girl, she took position behind the girl, getting a firm grip on both her upper arms. The tall blonde boy, one of the tallest in the school, then stepped up, producing a set of heavy shears like scissors. Using them he began to cut her clothes off. The whole room watched in fascination as the girl, now in tears, was stripped completely nude. Her destroyed clothes made a puddle of chopped fabric on the floor.
The first years were enraptured at this point. Some showed surprise when the nude from the waist up, and her little round breasts were put on display. Surprisingly full, about the size of oranges, with surprisingly large nipples and areolas. Pierced nipples as well, each with a barbell through them.
There were some chuckles from the back when her little dick was revealed. Currently as small as it could be, most likely from shame and fear. Elio thought she looked around the same size as Daria was when soft.
Once she was fully nude, Maria took the cage, and affixed it to the girl.
“Steph, Keena, a demonstration for our friend.” The last two girls stepped forward then, a pale redhead even thinner than Coleen, and a fit black girl with a flat top. The two went at the girl like lovers, kissing her neck, groping and teasing hers breasts and ass. At first she began to moan at the attention, right until her little cock started to respond to it. Then those moans turned to whimpers as the little spikes did their work.
Maria let that continue for a few minutes, before saying, “That’s enough. Strap her in.”
The two girls stepped back, Coleen almost collapsing when their grip disappeared. But she was caught by the two large blondes. They lifted her onto the contraption setup behind them. The wood and leather frame put her on her forearms and knees, with a pad just behind her breasts holding up her chest. Her head went through a padded collar. The part that caused some gasps though when one she was secured in the collar, and her limbs were strapped in place, including a belt holding her chest to the pad, they then closed the box connected to the collar. This trapped her head in a wooden box.
“There now. Now she is just a perfect hole for fucking.” Said Maria. “For those wondering, yes there is air, we aren’t trying to kill the poor slut. But we have found this is way more effective than hoods or blindfolds. Also it muffles sound better, so she can just barely hear what’s happening out here.”
Maria then stepped up behind the girl, and held out her hand. One of the other girls handed her a long wooden paddle.
“We do find though that pain is always a good way to start.”
Then she paddled Coleen’s ass. Smooth, even, practiced strokes. And even through the box, Coleen’s cries could be heard. The only sound in the room besides the rhythmic smacks of the paddle. Everyone else was too transfixed by the site to say a word.
And when Maria stopped, all you heard was the crying. Those at the right angle could already see the welts forming on the girls ass from the strikes.
Maria then handed the paddle back, before removing her jacket, and rolling up her sleeves. Once done, she was presented with a set of long black gloves. These she slid up to her elbows. Once on, Steph produced a large spray bottle, and began to spray something onto he gloved hands.
Once prepared, Maria stepped back behind the bound Coleen. One gloved hand began to gently play with her balls, hanging below her cage. The other she began to work a finger at a time into Coleen’s exposed boy pussy.
Once more in the silence you could hear the mixture of moans and whimpers as she Coleen was teased, again causing her princess wand to try and harden in its cage.
Soon Maria had three fingers pistoning into the girls ass, and the faint moans from the box seemed to be out powering the whimpers, as the girl may have been reaching an orgasm despite the pain of the cage. Maria seemed to be waiting for this, as suddenly she withdrew her fingers to just outside the somewhat stretched hole. Then she reinserted them, only now her hand was clenched into a fist. The box could not contain the scream as the girls ass stretched painfully to accept the new intruder.
That scream and the look of feral glee on Maria’s face as she began to viciously fist the girl actually caused two in the room to wet themselves in fear.
Maria continued working her fist back and forth inside the girl, past her wrist. While she wasn't exactly the largest girl, this was still much larger than any cock she could have possible had inside her before.
Finally, Maria yanked her arm free, and several people got a good view of Coleen’s gaping ass.
Maria then stepped away. She was replaced by Clea, who had stripped off everthing below the belt revealing a rather impressive cock, made even more impressive by the thick steel cockring at the base. She replaced Maria behind the girl and was quick to start pounding the girls as with that big tool. Pained moans began to drift out of the box, as while that large cock was smaller than Maria’s arm, the pain was compounded by Clea’s muscled abs and hips smacking into her now bruising ass.
As Clea began to go to town on the trapped girl Maria stepped up.
“I want to say, this is an extreme punishment. She attempted to cross a line that we never cross. We almost just booted her to tier 5. But we decided that we would instead give her a chance to make up for it. Now, for her punishment, she will be in that until monday morning. We will give her a couple short breaks, food and bathroom, but besides that, she will be here, and she will be open to public use. There will be a monitor on her at all times, but they will only prevent things that may cause permanent injury. Besides that, have fun. Fuck her ass, tease her tits, flog her feet, test out toys you were too afraid to try on yourself.”
That actually got the older years in the back talking excitedly.
“Now, as part of the punishment demonstration, first years must remain here until study hall is over. After that you may leave. If you have any questions about the punishment process, please feel free to speak with any of the 5 of us. I promise we will listen and answer to the best of our ability. We do not punish for just asking questions.”
With that, she stripped off the black gloves, and left followed by Steph. Steven and Keena stayed behind, watching Clea continue to pound away at the bound girl.
Some older students left, some stayed. A couple approached the platform and spoke to Keena.
The first years just watched in almost scared fascination. The two who had wet themselves, a boy and a girl, did their best to hide it, but both were noticed, by their neighbors though.
When Clea finally finished inside Coleen with a loud groan, she was quickly replaced by Steven, who stripped completely. His own large tool, sporting a matching ring to Clea’s, quickly filled the gaping hole.
When he finished in her, Keena stepped up. She had divested herself of her jacket and shirt, just wearing her white uniform bra. She had donned a set of gloves like Maria had worn, and she produced a set of butt plugs of increasing size. She spent nearly a half hour using them to stretch out Coleen’s already badly stretched hole.
When Keena was finally done playing one of the older students, who first spoke to Keena, had left and returned with a strapon harness. On that harness was a good sized toy, with an oddly shaped head.
The girl shucked her skirt, and strapped the harness over top of her panties. Then she looked at the gathered first years. “Who’s ready to see this slut get fucked by a horse?”
She lifted the large toy, sprayed a bit of the available lube on the toy, and then lined up the large flared head with the girls still very stretched hole. Even restrained though the girl still shook as that toy was slowly sheathed inside her. It was long enough, and she was small enough could actually see the faint bulge in her belly when it was fully sheathed.
That girl was having too much fun, and was still pounding away when “study hall” ended. The minute it was safe, the boy and girl who wet themselves bolted out. The boy's partner followed a bit after. The others slowly trickled out. One of the girls stayed, transfixed by the act still ongoing. There were also still a smattering of older students, either just watching, or waiting their turn.
Dinner was a strange affair that night. The first years bunched together, whispering about what they had just sat through.
Elio was surprised though that Daria was being very quiet. When they rapped up dinner he asked her. “Did you still want to go swimming tonight?”
Daria seemed to consider, but in the end nodded. So the two continued their normal routine after dinner.
That night after their swim, Daria did not immediately request her freedom. Instead she sat in on a towel on one of the chairs, seeming to stare off into space.
“Are you okay?” Elio asked, while also holding up the key, the second question unasked.
“Yeah, I guess.” She audibly answered. Then almost as an afterthought she spread her legs, and pulled aside the bottom of her swimsuit.
Elio knelt, and undid the cage, setting it aside. He didn’t say anything else, he just sat back looking at his roommate and partner.
Eventually though Daria spoke. “At first I was scared. Especially what that girl Maria did. But while we were sitting there watching people take turns with her, I wondered what it must feel like to be bound that way, and …part of me wanted to know what it feels like.”
“Seriously?” Elio asked.
“Not the pain stuff, not the paddle and stuff. But yeah, when I started to picture myself on that contraption, people able to use me and I would never know who, I started to get worked up. If not for the cage, I probably would have gotten hard.”
Elio didn’t really know what to say to that, so instead he pulled her up from the chair, and to the bed. Where normally they would spoon, this time, he pulled her to his chest, and like that they soon fell asleep.
Notes:
So, I thought this would go longer, but after finishing the punishment scene, I realized how long the chapter was. So my ideas for after this move forward again. I did not really think this would be a big multi chapter affair, but my brain keeps building the story. More to come soon I hope.
Chapter 4: Club Weekend
Summary:
Elio and Daria spend their first real school weekend learning about the possible extracurriculars to help keep them busy in their boarding school life. Some are fairly normal, others are not. And one, well one was not something they ever expected.
Notes:
(See the end of the chapter for notes.)
Chapter Text
That next morning was the first time they didn’t have to wear their uniforms. It was an odd moment for Daria. On the one hand she got to choose what to wear, on the other hand, all she had to choose from was the feminine attire she was provided with. She was actually surprised by the variety. If she wanted pants, she had them, though they were definitely a female style, as opposed to the jeans and khaki’s Elio still had.
Elio had chosen a light blue polo and khakis. Daria eventually settled on an almost matching outfit, a short sleeve blue shirt, and tan pants. But put them next to each other, and it was still quite obvious she was meant to be a girl.
They went down to breakfast. When they arrived they saw a lot of attention on a notice board near where the first years usually sat. It was an announcement that the school extracurriculars would be holding events all weekend. It listed where each club would be showing off. What was interesting to some was there was a list of clubs, groups, or sports to see on saturday, then a different set of clubs on sunday. And while the saturday clubs had mostly recognizable names, like Archery, Field Hockey, Board Games, or Anime, the Sunday clubs features words like Shibari, Forniphilia, Podophilia, Pet, and Rubber. A few also thought it odd that the Audio/Video club was part of Sunday listing. There was also a special listing near the end for Sunday afternoon, titled Animal Husbandry, with a note saying 1st years must attend.
Daria and Elio went over the list of clubs and found several they both were interested in checking out that day.
For most of the clubs they were simply having an Open House, per se, with members of the club hanging out in the room, so that first years could meet and talk to someone from the group. The sports teams on the other hand had set times, so that the participants had time to do proper demonstrations.
The only sports team the two were both interested in was the archery team, neither interested in the more physical sports like the field hockey or volleyball teams, and neither were at all interested in the golf team. There wasn’t a dedicated swim team either.
The archery team wasn’t that large, it was one of the smaller clubs, usually averaging between 4-8 students. The two current leads, a sixth year boy named Luke, holding a competition level compound bow, and a tall seventh year girl Carrie, who was dressed in what looked like an old style karate gi, and held a very tall wooden bow.
Luke started. Going over how the club worked, when they met. To Elio and Daria’s suprise, and that of the 2 others who had come, he explained that the school did occasionally let students go participate in off campus events with other schools. But they had to represent the school well, so only the best would get to go.
Then he walked them through a demonstration of his current and then several simpler bows. And explained how they would teach any who chose to join the club.
Then it moved to Carrie. Who started with a demonstration before she ever said a word. The 4 1st years watched in almost awe, as the tall girl slowly drew back the large bow, before she fired her shot. And there was a round of applause when her arrow hit a far target with a loud thunk.
Carrie then explained that the archery club would teach you modern archery, or alternatively be trained in Kyudo, an ancient japanese style that had been introduced to the school by a student more than a decade earlier.
Elio and Daria were both drawn in by the bows, and signed their names down, along with one of the other girls who had come for the demo.
After that, they spent the day checking out the more normal clubs.
The gaming club had a dedicated space, a good sized room with lots of tables, and walls covered with board games, and table top game rule books. The two students there when Daria and Elio arrived were happy to demonstrate that they had a wide variety of games to be played, both easy and complex. There were also sign up sheets for things like dungeons and dragons, and other games. One of them made sure to point out a note on some of the sign ups, that implied their may be some “LARP” elements to the games, which actually meant you might find yourself acting out some of the events. The smirk the girl had when she said that had them both having ideas what acts those could be. They decided to sign up for one of the beginner sessions.
The anime club, as well as some similar clubs like the sci fi and classic film clubs, got assigned specific classrooms, the auditorium style, and were less clubs, and more group activities. They scheduled what they would be screening and anyone was welcome to come watch whenever. It was explained that the club was mostly just a few students who agreed to be responsible for deciding on what would be shown. And similar to the gaming group, they were told there were occasionally approved after “lights out” events, where special screenings would sometimes occur. There was also a box where they could drop suggestions for screenings, the movie ones had similar boxes.
They checked out a few of the other regular clubs that day, things like a music club, a cooking club, several different book clubs.
But everytime they walked past a certain room, they couldn’t help but step in and see the status of Coleen. As they were told, there was always someone watching over her, though she wasn’t always “in use.” If that was the case, someone had usually left some toy or another inside her, the second time they stopped by the handle of some kind of vibrating dildo was sticking out of her as it hummed and strange little tubes were attached to her nipples.
Once they even stepped on the podium themselves, though all they did was touch the girl. Elio seemed strangely fascinated by some strange marks that criss crossed her ass, while Daria was once more transfixed by the frame that held the girl prisoner.
The minder, a tall black girl, offered them anything from a small table of provided toys, but the two declined.
They ended up watching a movie with the sci fi club after dinner, then they spent the night in their room deciding which of the less traditional clubs they wanted to check out the next day. In truth they were still unsure what a couple of the club's names actually meant.
The next day, the club meets again started right after breakfast. A quiet breakfast, as it seemed many of the older students had eaten early, so as to prepare for their presentations.
Daria and Elio had decided, more out of curiosity than anything else, to investigate the Forniphilia club.
Unlike the day before where the clubs mostly used classrooms after hours, these clubs all seemed to have dedicated spaces, in a back wing of the school.
The room where the Forniphilia club met looked like a small study or reading room. When Daria and Elio arrived, along with another couple, they found that the room contained five other students. One was a lanky redheaded girl, in an outfit that fit the style of the room, giving the look of a librarian or scholar. The other four students were naked, save for some things like leather cuffs and collars. Of those four, one girl stood, strapped to a device that held her rigid, and covered her head with a lampshade. One was on all fours, what looked like a glass tabletop on her back. The third was in a contraption that turned her into a chair. And the final one, to the first years surprise a guy, was sitting on a meditation pillow, with a large wooden table latched around his neck, making him a side table to the chair.
The girl then explained the concept of Forniphilia, or human furniture. She explained that it was an act of sexual service, being made useful to your dom or top. It was actually one of the older clubs at the school, having been around since not long after the founding. While explaining the history of the fetish and about some of the different positions on display, she offered everyone a chance to have a seat on the “chair.”
Daria, in a moment of amusement, gave Elio a shove forward, so he was the first to sit. He looked nervous as he took a seat on the curvy girl's thighs, but once he settled in, he seemed to enjoy the act, leaning back against the “pillows” and resting his arms on the “arm rests.”
The other three, including Daria each took a turn in the seat.
At the next room they went to they learned that Podphilia meant foot fetish. Both quickly decided to pass on that one.
They spent a bit more time each at the BDSM and Shibari clubs. They were impressed, and both fairly turned on, by the various tools, equipment, wardrobe, and furniture that the BDSM club had on display during their presentation. Daria went quite red, Elio assumed she was once more picturing herself in the various devices. He was a bit more fascinated with the wall of implements like paddles and riding crops.
The shibari group was different. It was separate from the BDSM club because, as the current lead rope artist explained, shibari as they performed it was less about sex, and more about art. They freely admitted that it was sexual, as both girls who were currently tied up were nude and one even had a butt plug in. But that wasn’t the goal for the rope artists.
The Rubber and Pet play groups seemed to be more sub-groups of the BDSM club, as there was a significant bit of crossover between the three groups.
The most unusual group that Daria and Elio investigated though, called themselves the Free Use club.
When they walked in to the clubs small meeting room, they found two member there, one of whom was currently bent over a table, as Clea of the punishment committee fucked her.
The other did her best to explain the club while that was going on. The members of the free use club agreed to be sexual servants of the rest of the school, no matter the Tier. They wore a pin on the collar or lapel of their uniform that looked like a keyhole. Any student could approach a member of the club and request any sexual service at any time, with the sole provision that it didn’t disrupt a class or prevent the student from attending a class. Elio wondered if the girl he had seen on her knees in the library that day was part of this group.
The last club they went to before the mandatory one was the A/V club.
Like several of the clubs from the day before, they were based out of an auditorium style classroom. When the two walked into the room, they got a hell of a shock. There was porn playing on the projector screen, though without sound at the moment. The real shock was that the stars of the porn were Miss Clarkson, and two other female teachers. This was how they learned that at least some of the female staff of the school, had not been born female, as the two teachers were spitroasting the nude Miss Clarkson, who was bound on a frame similar to the one Coleen was being punished on, but without the box covering her head.
The A/V club president, who was also Steph of the punishment committee explained that the A/V club filmed movies, which would star either student members of the club if they wished, or their teachers. The A/V club actually had permission to request specific teachers. It didn’t break the rules since the teachers only had sex with other teachers during the filming. The club also had regular screenings of their completed films, and their library was open to viewing in several smaller viewing rooms.
The two left that one a bit confused, and also very horny. With an hour to kill before the mandatory event, the two returned to their room and spent the time giving each other a helping hand.
The directions for the final event of the day before dinner had said to meet up near a back door of the building. They knew that a barn area was back there as it could just be seen from the parking area off to one side, but they had been told not to approach in when they first arrived.
Waiting for them was the entire punishment committee. Most were wearing normal clothes, but maria seemed to be wearing some kind of riding outfit, tan pants, a red jacket, high boots, and a riding crop in her hands.
“Welcome. Tonight I will be introducing you to the space reserved for animal husbandry as well as our equestrian club. If you would all follow us.”
The group followed, many whispering about the need for this one to be mandatory.
The barn was not some old wooden red barn, but a more modern stable. Though not that large, as the reached the open entrance, they could see each side set up with paddocks, most likely one for each animal. Only when they walked up to the first stall, it was not an animal inside.
The stall contained a girl, probably around the age of the punishment council. She was wearing an ornate leather costume. Hooved boots that went to their calves, a leather waist cincher, gloves that also ended in hooves, and a head piece that made her long blonde hair dangle back like a tail, and with a currently attached bit that the girl was chewing on. Her breasts and small penis were both on display. The horse girl stood presenting herself to the group, not moving, just waiting.
“This is Moon. Our oldest mare. And for those who haven’t guessed, this is Tier 5.”
The whole group had filled in then, and watched as Maria grabbed the leads attached to the head piece, and led Moon out into the center of the room.
“If you reach tier five, it has been found that you are no longer worthy of even being a person. So we will train you like an animal. Moon failed out 2 years ago. I have been helping her become my noble steed ever since.” Maria smiled as she explained.
As she spoke, two other students dressed in outfits similar to hers, appeared from the other end of the barn, leading two additional students in identical outfits to Moon’s. They brought their Mare’s up to stand beside Moon.
“Currently we have just six tier 5 students. These three are our Mares. If you choose to join the equestrian group, you will be permitted time with one of them. For Animal Husbandry you would be spending time with the other three.”
Maria then led the group, though still bringing Moon along, and led them to the back of the stable. As they got closer the group could hear something mechanical, mixed in with some animal-like sounds.
In the last two stalls were two girls. Where the mares were talled and lean, slim fit builds, these two both still had some curve and softness to their forms. And both had fairly sizeable breasts, at least Ds.
Both were currently attached to metal frames that had them bent over at the waist, their breasts swaying beneath them. Each wore only a collar, with a cowbell attached, and cow print gloves, that trapped their hands in fists. Also both were currently connected to what could only be describe as milking machines. Large tubes hung beneath their breasts, apparently sucking on their nipples. Both girls were making animal like noises as the machines whirred and pulsed.
“If they aren’t the right fit for a horse, they will probably be made into cows. These two just happen to have the udders for it. Now nothing really comes out, but they spend most of the time in the machine because it helps reinforce that they are no longer people.”
The first years stared in almost horrified fascination as the two girls were “milked.”
One though, struck up the courage to ask. “You said 6?”
“Ahh yes. We just have her for you to meet.” Maria replied. And then led them out back of the building. Off to one side they saw a track, where several small carts seemed to be waiting. But of to the other side was a fenced in area that seemed to mostly be filled with mud, and a small structure like a dog house.
In the mud was the last of the tier 5s. Where the cows were still healthy in their build, while being curvy, this one was not. She was very overweight, her belly actually dragging in the mud as she walked on all fours. Like the cows, her hands were trapped in gloves that held them like paws, and her legs were in a harness that prevented her from rising from all fours. On her head was a leather contraption that gave her two large leather ears, and pulled up her nose so it looked like a snout. Besides that it was hard to tell anything about the girl as she was covered in mud.
“This one not only failed all her classes, but refused to follow the health plans. So when she was demoted to tier 5, it was decided she didn’t deserve to be a cow. Instead she would be the first Sow the school had had in years. Apparently her family is preparing a special place near their home for when she ‘Graduates.’”
The first years were silent. Almost too shocked to know what to say or ask.
It was Daria who eventually asked a question. She had noticed something about one of the “mares.”
“Um, why doesn’t Moon have balls?” She timidly asked Maria.
“Oh, any tier 5s are gelded before joining the farm. The families don’t want to risk your genes getting back into the pool if all you are worth being is a farm animal.” Maria replied with an expression that sent a chill down Daria’s spine.
Soon after that, the first years were released for dinner.
Back in their dorm that night, Daria and Elio held each other. And swore that they would make sure that neither of them ended up on the farm.
Notes:
I do have more still planned.
Chapter 5: Relationship Evolution
Summary:
As events move forward, our couple begin to experience many firsts. First punishment, first rope tie, and the first time they go beyond some minor bedroom adventures.
Chapter Text
Elio and Daria had hoped that after that first weekend things would calm down somewhat. The day started off quiet and normal enough. Until they reached gym. There the girls were all presented with the results of their blood work. And then they all received their first shots. This it was felt by leadership was the best way to ensure the girls developed well. Though it was explained that based on response individual treatment plans would usually begin to vary over time. The whole class, including the boys, got an explanation of what the girls could expect over the coming months.
Strangely little else of note would occur that week for the pair. Elio and Daria went to their first Archery club meetings, where they were taught some of the basics, and were given some exercises to do as part of their gym routine.
Coleen returned to class, in her new tier 4 state. Though unlike most of the others she was forced to attend class wearing nothing but her shoes, her chastity which at least was no longer the spiked one, and a small sign around her neck that read Stupid Whore. Also her barbell piercings had been replaced with rings, from which hung little keyhole logos. Apparently part of her ongoing punishment was being inducted into the Free Use club. By lunch she would usually already look like a well fucked mess, with cum leaking down her leg, or on her face.
A few other punishments occurred that first week though nothing near the level of Coleen. Mostly public spankings, those seemed to be a common early punishment. One of the tier 3 girls in a maid outfit had hers massively reduced to something resembling a swimsuit, and it didn’t hide the large butt plug she was forced to wear for a few days.
The following monday would however lead to Elio and Daria’s first punishment.
The sunday night Elio had asked Daria to teach him how to please her with his mouth. The boy felt bad that he was still only stroking her off while she was making him feel so good with her mouth. So that night they spent the evening trading blow jobs, Daria the more experienced teaching Elio how to improve his skills. They were having such a fun evening that they stayed up a bit too late.
That meant that they woke late as well. In their rush to get out on time, they initially forgot to pu Daria’s cage back on. With only minutes to be to class, having missed breakfast, they chose to risk it, and left the cage sitting on the desk in their room.
But to their dismay, the first thing the teacher did that morning was call for a cage check. Daria timidly lifted her skirt, and when the chosen boy saw the lack of cage, he immediately notified the teacher.
The punishment was not immediate. Though Daria was made to stand by the teacher with her panties down, while Elio was sent to retrieve the cage. When he returned with it, he was then made to put it on Daria with everyone watching.
Their punishment came just before lunch. Keena of the punishment committee had arrived.
She made the two stand at the front of the classroom as she explained what was to happen.
“Not who I expected to be punishing first from this year.” She commented, her eyes sweeping the room. A few flinched as her gaze went over them. “Now a missing cage is not a tier level offense, at least not the first time. But you will both be punished.”
Firstly she took Daria’s key from Elio. “Your key privilege is revoked for one week.”
Then she made Daria bend over the teachers desk. She flipped the girls skirt up and tucked it up, leaving her ass exposed, then pulled off the girls white school issued panties.
Then to his surprise, she handing Elio the thin cane she had entered the room carrying. “As her partner, you will give the punishment. 5 strikes. And If I don’t think they are good enough, I will give you both five more.”
Elio, took the offered implement, and wide eyes stepped up beside Daria.
He carefully lined up and struck. Daria cried out in surprise and pain as the cane struck. It was thin and whippy and struck with a loud bang. Elio was shocked to see the bright red line he had left.
“Not bad. Keep going.” Keena pushed.
Elio did. Daria yelped in pain with each stroke. But soon enough there were five red lines across her exposed ass.
Keena nodded. “Good enough.”
Then she retrieved the other item she had arrived with. It was a small box, that was opened to reveal another chastity cage.
Keena gave it to Daria, with the instruction, “Cage your man.”
Elio understood, and dropped his pants in front of the class, allowing Daria to affix the cage to him.
Keena then made them stand in front, both cages on display for the class. She then added Elio’s key to the chain that Daria’s was usually on and hung it on a hook next to the blackboard, that none of the students had really noticed before.
“If you are good, you will get those back in a week. And leave your skirt tucked up for the rest of the day, let everyone see the marks of your punishment.” With those last words Keena let the class leave for lunch.
The students all filed out, most glancing at the two as they passed. Both stood, waiting, neither doing anything to hide their punishments. Once all the others had passed, then they made their way out of the room to lunch. Daria took her lunch and stood in a corner, not yet wanting to sit.
In gym, Daria was told to leave off her shorts, her panties only somewhat hiding the cane lines. Elio was allowed to keep his shorts, but it was obvious to everyone that he was not used to moving with the cage attached, and was very uncomfortable as he tried to get through his workout, practically whimpering while he was on a treadmill.
By dinner, Daria was once more sitting, though some noticed her wince as she did.
After dinner, Elio wanted to just return to their room for the night, but Daria instead said they should go swimming. It took her some convincing, but she managed to get the boy into his speedo, even though he was embarrassed that it showed off the cage. Daria herself took the initiative when she put on her school issue swimsuit, and pulled up the back like a thong to show off the fading marks on her ass.
“We don’t need to hide it. No one else does.” Daria had said. And like that the two made their way to the pool.
To their surprise, no one commented, not on their current state or their punishment.
That night though, Elio was barely able to sleep, while Daria just seemed a bit more grumpy to be trapped in the cage at night, so that night Elio was the little spoon.
The rest of the week passed mostly without incident. A few other punishments happened. One girl got paddled at the front of the lunch room. A 5th year was stripped naked and then put into a metal chastity set that even included tall stiletto heels that were locked in place. And a 3rd year got demoted to tier 3, and like the 5th year was stripped in front of everyone, then put into her new uniform, a latex maid costume that looked like something from a hentai film.
Both also witnessed members of the Free Use club serving their purpose. And it did mean anywhere. Sometimes it was people getting blowjobs in the hallways, or one of them getting bent over a table in the cafeteria.
The two also went to their first shibari event. It was a near two hour lesson after dinner, where mostly they learned the dos and don'ts, and there was a major focus on doing rope work safely. Complete with stories about what can happen when things go wrong. By the end of the class, they had learned how to do two different styles of wrist ties, and Elio got to take Daria back to their room with her arms behind her back.
The also continued their archery lessons. Both were still training on the more modern bows, though they also got to try some of the basics of the Japanese style.
Things were rough for Elio on the weekend though, as the level of obvious sex went through the roof on weekends, and he found himself being very uncomfortable in his cage. Something that Daria was apparently already used to.
That monday, in front of the whole class, Elio was allowed to remove his cage. He was then told to keep it, in case of future punishments, and he was then returned the keys for both that cage, and Daria’s.
After dinner the two went back to their room, and Elio removed Daria’s cage. The two traded oral pleasures for a few hours.
To Elio’s surprise though, when they finished, Daria asked to put the cage back on. Her explanation being it would prevent another punishment, and she had gotten used to sleeping in it.
Things settled into a routine for the next few weeks then. Classes went on. Elio and Daria continued their archery and rope lessons. They attended a few film screenings, not those ones yet. They learned some new board games, though for now they passed on the role playing or strip poker. They watched other people get punished. And on weekends they stood back and observed the more sexual activities of their more open classmates, even some of their year mates, who chose to dive headfirst into some of the more extreme games the older years played.
The next shift happened during the sixth week of school. The first round of exams. As they had been warned, tiers weren’t just about behavior, but about class performance. The two spent the week leading up helping each other study and prepare, so when the scores were announced the following week, while they weren’t the top scorers, they were certainly near the front.
But that morning when scores were announced. And in their home room class announcements were made.
5 students had done very badly it seemed. As it was announced they were being demoted, which shocked the whole class. No one had expected demotions so soon.
4 girls and 1 boy were presented with simple black chokers. These were the initial marks of Tier 2. They could choose other styles if they wanted, but something around their neck was required while outside their dorm. The girls were given their chokers, and sent back to their seats. The boy, a tall blonde named Alan was held at the front for an extra warning.
“You have until winter break to get back to tier 1. If not, there will be a discussion with your family and you may will most likely find yourself joining the girls.”
Alan paled at that declaration, though his partner, a dark skinned black girl seemed to grin at the idea. She had remained in tier 1.
The other announcement was met with a more positive response. Those who were still in tier 1 were now allowed to request items for their rooms. Things like personal phones, and other electronics had been initially banned. Now they could request either personal items from home, or there was a small catalog of things they could choose from. There were limits, but they were told the longer they remained in tier 1, the more enhancements they could have to their dorm.
That afternoon while looking through the catalog, Daria and Elio were amused to discover that while some of the things were fairly normal, like a tv, or a nicer bed, some were a bit more extreme, like sex toys and bondage furniture. Daria stared for a while at a bench, that could go from a normal seat, to a contraption similar to Coleen’s punishment bondage. While the idea excited her, they decided to stick to normal things for now. They requested a nicer bed, as well as a tv with a blu-ray player. The movie club had a nice library of films to borrow from, and besides that, they thought a bigger softer bed took precedence.
The upgrades were installed the next day while they were in class, and the two spent the evening cuddled together watching a film.
Days moved on.
Daria stopped wearing a wig, as her hair was now long enough to be styled in a nice feminine style.
Their side endeavors moved on as well. Both were improving in archery as they developed the muscles and skills needed for it. Both had even started being able to practice the japanese forms.
On the more kinky side of things, they were really enjoying their rope learning. Daria had spent an entire saturday wearing nothing but a rope body harness with a light sundress over top. Daria had also gotten Elio to return to the BDSM club to watch several of the other couples. She continued to be fascinated with all things bondage, and Elio was terrible at hiding his fascination with things like the paddles and whips.
Finally one weekend came, and Daria asked Elio if they could actually try out “a scene.”
Elio was a little skittish, but when she told him she had already reserved one of the BDSM clubs private rooms, he agreed.
Much of what went on in the BDSM club room was done out in the open, but the club had three small rooms that could be reserved. Usually they were well reserved by Daria had seen a 2 hour block available that sunday morning. So she had reserved the room, and then spoken to Elio.
When they arrived, a club member was there to help them get started. He first led them to a room that had all sorts of costumes and gear that they could borrow, and lockers to store their regular clothes in. Daria must have been planning this for a bit because she knew what she wanted, for herself and Elio. When they left the changing room, Daria was wearing just a black corset and she was carrying a leather blindfold. Elio was wearing a set of tight black pants that had a flap that would allow him to free his penis without removing the pants. Elio had blushed a bit when the club girl had showed him how the flap worked.
Once dressed, they were then led to the toy walls. They were covered in all sorts of toys and implements for use in a scene. Daria immediately began grabbing various things. Elio was a bit more timid about it, but Daria didn’t stop him from grabbing a small array of impact toys. When he showed them to Daria, she simply nodded.
Then the club member led them to their room. They set a timer on the wall, then left them alone. In the small room there was a table along one wall, there was a large padded X mounted to the wall, but in the center of the room was a padded sawhorse, though with padded bars on either side about mid way down.
Daria first took all of her toys to the table, laying them out in a row. Elio then got a good look at them. The first was two sets of leather cuffs, then a small set of metal clamps with a chain between them. Then to his surprise, was a series of insertable toys. Beads on a string, several butt plugs, a few vibrators, and even a skin tone dildo. Elio set his own collection next to it, a riding crop, a small paddle, and a leather flogger.
Daria then began to walk Elio through what she wanted. Elio was a bit unsure, but followed her directions. He put the cuffs on her wrists and ankles, and then she climbed onto the horse. He found that there were attachment points that let him fix the cuffs in place, so she was trapped on the horse basically on her hands and knees. Then he took the chain with the two clips, and at her direction, affixed them to her nipples, running the chain underneath. The clips were adjustable so Elio had to slowly tighten them down. Daria wince a bit when they bit into her nipples, but didn’t say to stop. Once the chain ran under the bar Daria was stuck. Once strapped down, Elio then put the blindfold on her.
Elio slowly circled her then, looking her over. The horse was short enough that at one end, her little cage was just hanging off the end while she rested her chin just off the other.
Elio soon found himself running his hands over Daria’s ass. Daria actually jumped a bit when he first touched her. More in surprise it seemed, though she winced when that caused the chain on her nipples to pull, yanking on her nipples a bit.
Elio grabbed a set of black gloves, Daria had told him to put them on first, then put a little bit of lube onto one from a pump bottle on the table. Then he stepped back behind her, and began to tease her little back hole with a lubed digit. Elio hadn’t been too sure about playing with her butt like this, but she promised him that if he played along with her wants, he could try things he wanted as well. He was shocked when she started to lightly moan from his teasing. Next he began to gently ease just one finger into that previously forbidden space. Not since the toy she was forced to wear on their first day had something gone in this way. Elio’s finger’s were slim, and with the lube, it slid in with little resistance, only the faintest wince of pain from his partner, before the moans began again, followed by her saying, “deeper.”
He followed her direction, slowly sliding his finger in her all the way. Then he pulled out, and switched to his middle finger, which he was quickly able to slide all the way in as well. He teased Daria for a bit, then he withdrew his finger, and went for the first of the toys. It was a string of little balls with a ring on the end. With the help of a bit of lube he popped each of the little balls inside Daria one at a time, drawing little noises as he did. Elio was starting to enjoy the sounds this was drawing from his partner.
Once all but the ring was inside of her ass, he took a hold of the ring and yanked. Daria’s head shot up, causing her to yank on the chain on her nipples, and she made a startled sound that was half moan/half whimper. Elio then again slid the balls inside of Daria, and again he yanked them out. This time she was more ready for it but still moaned as the spheres teased her on their rapid exit. Elio did this three more times, drawing similar sounds with each.
After the fifth pull, he noticed that her little cage was dripping. He smiled, she was definitely enjoying this.
It was his turn to play though. He inserted the balls, but this time left the ring hanging. Daria jumped, yanking on the chain again, and yelped, when Elio struck her full on the ass with the paddle. The paddle was wood, about 10 inches long, and about 2 across. ELio had struck Daria full across the butt, and he smiled at her yelp. It hadn’t been a strong swing, just enough to sting and make a nice sharp slap. He then struck 4 more times drawing more cries of pain, then quickly yanked the string out once more. She jumped at the sudden movement, and once more he got the mixed pain and pleasure moan. He liked that sound a lot. Under the pants he was hard as a rock.
He looked at the array of toys she had laid out. His eyes fell on a black plug. And the small device sitting next to it.
He took up the plug. It was much thicker than the beads, so he went slow, easing the toy slowly in and out of her. Every movement of the thick rubber toy drew noises from the bound girl, pleasure and pain as her hole was stretched like it had experienced only once before. She tried to speak actual words at one point, but the constant efforts of Elio prevented her from focusing on what she wanted to say.
After about a quarter hour Elio was shocked when he slid the toy forward, and then as if by magic, Daria’s ass drew the toy in suddenly. The moan that escaped the bound girl then was the strangest of all, a mix of pain, pleasure, and relief it felt like. Elio stared at the t shaped base then, now resting between her cheeks. Then he took a hold of the base, and eased it out, drawing words from the girl now, though those were just “Oh God.” And when the toy was back inside of her it was followed by, “So full.” He did that a few more times as well, each time drawing more exclamations from his bound partner. Finally though he let the toy rest.
Even bound Daria seemed to sag against the bench when he stopped playing with the toy. She was breathing heavily, as she heard Elio moving around. Elio was actually grabbing another small piece of furniture that was in the room, a small step or platform, that he moved in front of Daria. He was just a bit too short for what he had in mind, but this small wooden platform was just enough. He stepped up, putting his groin just high enough, then he flipped down the flap in his pants releasing his hardon which he pressed to her lips. She jerked back for a moment, then when she realized what it must be and opened her mouth, allowing him to slide in between her lips. Soon she was doing her best to suck him off, though she did find it a bit harder blindfolded and without her hands.
It got even harder when Elio clicked a button on the device that had been sitting next to the toy that was now inside of her. Then that toy came to life with a strong vibration, and Daria soon found herself moaning around the dick in her mouth.
He waited for her to get past the vibe and start working him again with her tongue again, before he turned up the vibe. Every time she got used to the level he would up it again, until it was maxed. At that point he gave up letting her try and keep up and he did something he had seen other boys do. He grabbed her by the sides of the head and began to fuck her mouth. With control taken from her, all she was left with was the vibe pressing on a spot that was doing nothing but driving her mad.
He was still pounding her mouth when she came, a thick load of cum shooting out of the head of her cage and splattering to the floor. He didn’t let up though, he left the toy running as she continued to moan around his cock. Finally he too reached his limit and he held her face to his groin as he came. She actually fought his hands a bit as his cum splattered the back of her throat.
Once he went soft, he pulled out of her mouth and stepped off the platform. He refixed the flap and went to grab another object from the table. Daria meanwhile was coughing and spitting onto the floor as while he was not long enough to really get at her throat, his first few shots of cum had painted the back of her mouth.
Just as Daria was starting to get her breath back, as best she could with the vibe still going full throttle in her ass, but the first sound she was able to make was a cry of surprise as Elio had just struck her ass with a leather flogger. Her sound was more of surprise than pain though as the first hit had not been with much force. Elio took a few more swings, finding the right way to swing the object. Soon he found a rhythm and he kept swinging, laying slapping blows across Daria’s ass, legs and back.
Despite the quick slapping strikes, Daria still felt the heat building in her once again thanks to the vibe. Soon enough that impacts weren’t enough to offset that heat, and Daria groaned through the impacts as she came again, adding to the small puddle on the floor.
Finally Elio’s arm tired, so he stopped swinging, and then turned off the vibrating toy.
Both were now breathing hard.
With the chance now Daria spoke up for the first time. “How much time do we have left?”
Elio glanced at the timer and was shocked at the time. “30 minutes.”
Both seemed surprised that so much time had passed.
Despite all they had just done, Daria’s next question was surprisingly timid. “Did you want to put it in me?”
“Huh?” Elio asked.
She took a moment before she said the next words, still rather unsure, “Do you want to….Fuck me?”
Elio was silent for nearly a minute. “Are you sure?”
“Why not?” She said, then a bit more teasingly, “I am at your mercy.”
That actually drew a smile from Elio. He grabbed the wooden platform he had stood on before, and this time set it up behind her. Then he did his best to gently remove the plug still inside her. She winced a bit as the toy was removed, its widest point once more stretching her open and shocking her system. He set that aside then once more freed himself from the pants and even lubed himself up a bit.
Then he climbed onto the platform behind her. He spent a minute or so making sure he was lined up, then he began to slowly ease into her. She winced a little at first as he pushed the head of his cock against her waiting hole, but the toy had done its work loosening her up. Both made a noise when the head popped through.
Once that was passed her body offered little resistance to him, letting him slide his remaining length inside, once more drawing pleasurable sounds from both of them. He tried to go slow, as he felt the warmth and tightness of being inside her. Elio found he couldn’t help but speed up as he thrust in and out her. He was even encouraged by the moans of Daria which picked up as his speed did.
He eventually found a tempo he was comfortable with, not too fast, but still very enjoyable for both it seemed. He soon found his hands teasing her still red ass as he fucked her, enjoying the mix of pain and pleasure that her moans drifted too.
But he was still young, and even with a recent orgasm that only gave him a few extra minutes, and soon enough with his own loud groan of joy he came. He held himself flush against her ass as he spent himself as deep inside her as he could manage.
Even when he was spent he didn’t immediately pull out, just stood there as he softened inside her.
Eventually though, he withdrew, and as soft as he was Daria made little noise even as he pulled free.
Elio then glanced at the time, and decided it was close enough so began to free his partner.
He started with the blindfold. The clamps went next, and Elio was shocked at the pained wince that Daria made. Then he unlatched the cuffs and helped her up. The two then gathered the toys, used and unused, and went to leave.
When they opened the door, they were surprised to see someone waiting for them. A few years older then them, and garbed in a latex maid uniform, or at least an attempt at one. It had cutouts that left her small breasts hanging out, and the “skirt” was permanently pulled up showing that she was in chastity. Rather severe chastity it seemed, as hers featured an attached belt and the way it trapped her balls, Elio guessed if she wore panties it would look like she was a girl.
“I hope you enjoyed your time. Please leave all toys in the room so that I can make sure they are cleaned. There is a table in the changing room for your outfits as well. I will ensure they are cleaned.” The girl said, sounding much like a rehearsed speech.
The two returned the toys to the table in the room, and Elio got the cuffs off Daria as well and left them there. Then the two went to change. Elio helped Daria out of her corset. She sighed as it was released. It was then she got a good look at her back in the changing rooms mirror. She was covered in marks, from shoulders to the back of her knees. Her ass was an amazing shade of red, and you could still see the lines of the flogger.
The two dressed, and made to leave. On their way out, the Maid handed Elio a bag and said. “You are going to want these.”
Elio glanced in the bag. There were two bottles of water, a small bottle of pain killers, and a jar bottle of some kind of lotion.
The two then returned to their room where Daria took some of the pain meds, and then lay on the bed.
“Do you want to try the lotion?” Elio asked, holding up the bottle.
Daria agreed, “Sure.”
She was soon naked once more, and Elio also freed her from her cage. Then she lay out on the bed, and Elio began to rub her down with the lotion, focusing on all the areas that were still red from his actions.
Eventually he said, “Sorry if I went to hard.”
“You probably could have gone harder.” Was the surprising response.
“Really?” Elio said shocked.
“Once I was strapped down, even the stuff that hurt was turning me on so bad.” Daria explained. “It was like a shock through everything.”
“I honestly kept expecting you to tell me to lighten up, but you never did.” Elio admitted.
“Oh don’t get me wrong. It wasn’t perfect. I plan to get you back for nearly choking me on your cum. But besides that, I would definitely like to keep doing this.” Daria said.
The two spent a bit discussing more they wanted to try. Eventually they went to lunch, and even went swimming. Elio was shocked by the swimsuit Daria had asked for though. It was a bikini, and wearing it she showed off the marks still on her. Some of their fellow first years seemed shocked at the state of her. One of the more timid boys, as far as the extracurriculars were concerned, actually asked if she was okay. To which she replied, “Oh yes, he only did what I asked him to.”
This caused the boy to blush furiously, though it drew a laugh from his partner.
That night Daria let Elio fuck her a second time. But she also got her payback. After he was spent she managed to get him on his back. She then sat on his chest and gave him a facefucking of her own. It wasn’t quite as rough as he had been, the angle not allowing her to go as deep. But she came in his mouth nonetheless, and seemed happy with her “revenge.”
Both went to sleep that night with thoughts of future scenes between them.
Chapter 6: The First Break
Summary:
Semester finals and their first trip home. How have their lives changed outside the school.
Chapter Text
After that first session together, things really changed. Daria was hooked. She had so many ideas for further scenes and games to play between them. Elio was mostly along for the ride. Daria would ask him about things he would want to try, but besides that she was the one making the decisions, the very definition of a power bottom, though they wouldn’t learn that term for some time. She had found something she very much enjoyed and she was going to drag Elio along.
Between classes and archery, the games expanded. With the aid of an upperclassman in the club, Daria had her fist rope suspension. And because she didn’t feel safe leaving them alone, that upperclassmen got to watch her get fucked while suspended as well. Elio mostly ignored the girl jerking off as he was railing the suspended Daria. Daria found she was even more turned on by it.
Daria also became fond of going to class wearing implements besides her chastity under her uniform. Sometimes it was a rope harness, sometimes it was nipple clamps that you could see through her top, or it was the vibrating butt plug which she made Elio use on her between classes, or even in classes if she thought she could get away with it.
That actually led to her second punishment, as she slipped up and moaned during class, and the teacher called her out for it.
Elio was made to spank her in front of the class. Her grades were too good to warrant much more than that. And in truth the spanking left her surprisingly horny, enough so that she dragged Elio away for a quick fuck as soon as they had an opportunity.
Elio knew he was just along for the ride, despite him being the “Man” of the relationship. He quickly found that he needed to speak up if he had ideas, which he did usually have, but besides that it was best for him to just go with the flow.
That had led to some awkward moments for Elio though. The one that still had him blushing even after everything else had been when she made him participate in one girl's punishment.
A tier 3 from the second year was being punished. And she had gotten one of the extreme ones. Every morning for a week, she had to kneel by the entrance of the cafeteria wearing nothing but her shoes and panties holding a sign that read Please Cum on Me. And each day she was then forced to spend her whole day covered in the cum she received each morning. The second day of her punishment Daria had dragged the confused Elio over to her and proceeded to stand behind him and jerk him off right onto the girl's face.
Elio was red in the face as she stroked him there while standing next to others who were jerking off towards the girl as well. Even as he came he was blushing. But he could also feel Daria pressed against his back, and he could feel her excited breathing as she participated in this latest bit of humiliation.
Good work on tests had meant they got to make more room inventory requests. Elio spent his on making their room more comfortable. Daria had been getting them personal copies of the toys they were using in the club rooms. She had seen how even some of the tier 1 students would dress on weekends, and just to try it, she spent an entire weekend wearing nothing but a collar, and a leather body harness that hid nothing. Elio had felt strange, but he couldn’t hide; he had enjoyed holding the leash all weekend.
Daria had a dominant side as well, but she kept that strictly in the room. Elio knew how that collar felt as well, as she made him wear it while giving her a blowjob. He had enjoyed it a bit too, though he was terrified of being seen by others wearing it.
He had been even more freaked out when she had told him something else she wanted to try. But as always he went along with it. She had gotten another room reservation, but this time she also brought along another girl. One of the ones from the free use club, a third year.
Daria spent two hours immovably bound, with a strong vibe buried inside her, and a smaller one just under her balls. She came 4 times as she watched Elio use the free use girl strapped to the large X in the room. In between taking the girls ass, which like with Daria he had needed the little platform to do, he got to try out other impact tools, mostly the different floggers.
A more senior student eventually introduced her to the term Cuckqueen, though she more liked the emphasis on queen.
And she proved she was the queen to Elio when they would return to their room, having her way with his mouth.
Eventually it was time for exams again.
Elio and Daria were prepared, she hadn’t let her newfound interests disrupt her studying. She didn’t want to lose access to what she had gained simply by failing some tests.
They were surprised to learn that those grades would not be revealed, nor any status changes because of them, until the students returned from winter break in three weeks.
It was a strange time for most of the first years, as most would be returning to their families in their new female guises. And even though the parents already knew, many were scared of being a girl outside the walls of the school.
The other surprise was that they were all given their chastity keys. Apparently they were allowed to leave them in their dorms during the break.
Elio and Daria were sitting in their room the morning they were set to leave, and she was staring at the key, on a separate chain from the one Elio was allowed to keep.
“Do you want me to take it off for you?” Elio asked when he had finished packing. While it could be removed by the wearer, it was often easier to have someone else take the device off.
“No.” She finally answered. Then she took the chain that Elio’s copy of the key was on, and added the second key to it. “I want you to take these while we are gone.”
She then slid the chain around his neck.
“What? Why?” Elio asked, clearly confused by his partner's actions.
“I think it will go better for both of us, if you have them, and can say that you are keeping me Locked Up.”
Elio didn't respond, but the confusion on his face deepened.
“You are the Man in this relationship. Even though I am also still in tier 1, everyone will assume you are the one in charge, even though we both know that's not the case.” A wicked smile graced her lips as she said this.
Elio’s face actually flushed at that. But he knew Daria was correct. While he had won their game, the longer this went, he found he didn’t have the drive to be in charge. It was much easier to play along with Daria’s plans, getting his kinks in when he could.
“So, I am giving you this, and I will let people believe that I am your new submissive partner. I will help you keep that facade when we are outside of this room.”
“Okay.” Was all Elio managed to say.
Daria nodded, then went to finish packing.
Just before the two left she stopped Elio one last time. She took a grip on his face with both hands, and pulled him into a deep kiss. Elio was a bit surprised by this, kissing not something they had done much despite all their other activities.
She continued to hold his face even after the kiss broke. She looked into his eyes and said, “Two last things. Remember that out there they think you are in charge.”
He nodded as best he could.
“And second, the day we get back, I want to take your last virginity.” This was said with the smile that Elio had seen only when she was talking about her plans for their next scene.
Elio’s eyes widened as he realized what she meant. But he again just nodded.
Then the two were out the door of their room to the main hall where their parents were waiting. Daria put on a little show, giving Elio a kiss on the cheek before walking off to her parents, while he went to his own.
Once they were out of the hall, Elio was shocked by his parents' reactions. Reading between the lines, he was pretty sure they had been expecting to bring home a girl at this break. They didn’t outright say it, but the way they said some things made it clear that they hadn’t expected him to still be wearing pants. They even mentioned how they thought he would be like his cousin Etta. Elio remembered that cousin, she was six years older than him, he suspected that Etta hadn’t always been Etta. Though with her place in their family's company he suspected she had graduated as a tier 2, as she was a secretary for Elio’s oldest brother.
That break was strange for Elio, as with his eyes opened to the “community” his family was a part of, he saw somethings differently now. The maid in their house, was she a cousin who got demoted? There were several secretaries at the office he had seen when he was a child who could fit a similar description as well. It was odd that now when he looked at female family members he wondered if they actually had a penis.
Christmas itself was a surprise, as he felt like he was being spoiled. Lots of nice new clothes. A new handheld gaming console, that he was told he could take back to school. And lots of questions about his “girlfriend.” His oldest brother had the most blunt question. He showed Elio the key he wore on a necklace, practically admitting it was for his cousin Etta. Elio in response had revealed the keys on the chain he wore. His brother had laughed at Elio’s blush as he revealed them. But he also got a hardy back slap and a congratulations from his oldest sibling.
Despite the strangeness of the new dynamic he was experiencing, he found the break passing very quickly, especially once Christmas was past. And soon enough Elio found himself returning to the school.
Daria was in their room waiting for him.
Naked.
She was lounging on the bed with a book wearing nothing but her chastity cage. And when the door closed behind him, she rose from the bed and then gave him a hug and kiss.
When she stepped back Elio took a good look at her and realized something he hadn’t noticed before. She was starting to look more like a girl. Now, he knew that many of the older students looked like girls thanks to the shots they were getting, but he hadn’t noticed it with Daria. Until he hadn’t seen her for nearly a month. Now it was more obvious. It didn’t help that she also seemed to be getting taller. They had been nearly the same size when they first moved in, but she was slowly gaining height on him. But where she had been thin like him, she was starting to build up a small amount of curve. She had a curve to her hips, her butt was starting to fill out, and while she didn’t have breasts, yet, her chest was looking less male. He also thought her nipples looked different than he remembered as well.
She took his silence as an opportunity though, and stepped forward again, pulling at his clothes.
It was then that Elio remembered her last words before they left.
“You want to do that already?” He asked, even as she was pulling his shirt over his head.
“What?” Daria asked, then she seemed to understand, “Oh, no, I’m saving that for tonight. But I am horny as hell and you are going to help me fix that.”
She soon had the boy stripped save for the chain around his neck. Then she dropped to her knees, pushing him against the door as she took his soft rod into her mouth.
Elio moaned as she made quick work of him. He went from soft to hard to soft again within minutes. While he hadn’t abstained completely, he hadn’t cum nearly as much as he had been while in school, so she had quickly driven him to orgasm.
Then she did something she had never done before. She stood, and pulled him into another deep kiss. During that exchange, Elio noticed a flavor he did know, but had never experienced this way, his own cum.
When Daria broke the kiss, this time Elio found himself being pushed to his knees where he was presented with Daria’s caged cock. He quickly freed her, though he was unable to remove the base ring as she had been getting hard before he even had the cap fully off. And Daria was not in a mood to be patient. Once her cock was freed she was quick to force it between Elio lips, and once there he was not driving this blow job. On his knees before her she fucked his face, gripping the sides of his head as she thrust herself between his lips. Elio was surprised that she didn’t erupt in his mouth after the first minute, she was usually a quick shot after being locked up for a while. Instead it felt like she was getting bigger in his mouth. He realized the base of her chastity was acting like a cock ring, something they had played with a couple times, that had allowed him to get harder and last a bit longer.
Elio was actually a bit shocked by how rough she was being. In their joined room, she liked to be on top, but this was far more forceful than he had ever seen her behave before. He could only assume it was because of the time away.
Eventually he noticed a change in Daria’s moans and to his surprise she pulled out just as he felt her tensing in his mouth, and she held his head in place as her cock erupted absolutely covering his face in thick gooey spunk. Elio was frozen in place as jet after jet of her cum splatter all over him, he even winced as some got in one eye.
After her climax passed she finally let go of his head, and Elio began trying to get the cum out of his eye.
“Lock me back up.” Daria then ordered.
Elio looked up at her confused, one eye closed, but quickly did as ordered, recapping Daria’s still gooey cock back into its cage. Once she was once more contained, she then went and retrieved a towel, and wiped down first herself, and then began to clean Elio’s face. Once finished, she pulled the shellshocked boy first to his feet, then to the bed. Elio though they were going to continue their bedroom games when Daria climbed atop him, but he was quickly disabused of that when she grabbed his chastity cage from the nearby table, and soon enough he too was locked away.
“I needed to get that first one out, but no more cumming for now.” She explained. Elio thought that might be the end of it then, but he was once more incorrect. She ordered him to roll over, and he did, well trained to follow her orders behind these closed doors.
She retrieved a few things from a bag, some latex gloves, some lube, and a small butt plug. She lubed up first a finger and began to use it to tease Elio’s still virgin hole.
“I thought I would warm you up a bit before I claim this tonight.” She explained, before she slowly began to slip that lubed finger inside the boy. Elio whimpered at first, even just that finger hurt a bit that first time. But Daria took her time gently stretching the boy open. She spent over an hour just working with her fingers until she could slip three of her thin digits into her partner's ass. Elio had eventually switched from whimpers to moans as the more pleasurable side of this penetration took over for him. In its cage his little cock had tried to harden several times to no avail, but it had began to leak a bit. Daria had commented when she noticed the stains on the bed sheet.
“My sister was right, you are just like me. You should have been in skirts as well shouldn’t you?”
She said this while still fingering him, so he could only just turn to look at her. “Your sister?”
“Yes, I spent most of the trip home with my sister. She was back from college and loved the idea of having a little sister instead of a brother. We talked about everything. She had some really good ideas for me to try. She got me some presents too, I will show them to you later.”
She explained all this as she kept slowly penetrating him with her fingers.
“She would fit in well here. Apparently she has built herself a harem at her college. She even has two guys locked up like we are. I can’t wait for you to meet her this summer.”
Elio was only half listening by that point, as he felt like he was building to an orgasm. One unlike any he had before. But just as it felt like he was going to go over the edge, Daria’s hand withdrew.
“Ah ah ah, not yet.” She then let him sit there for several minutes letting his moment pass, before she slid the butt plug she had prepared into him. He gasped as the toy slid into his prepared ass.
Once she had him prepared for the rest of the day like that, she went to retrieve more items from that bag. “Help me get this on.” She ordered.
This turned out to be a black latex body suit. Daria walked Elio through the process of helping her put it on, first lubing up her nude body, then sliding the tight outfit over her. Once she was encased in it, only her head, and to Elio’s surprise, her chastity cage were not covered by the black rubber. There was also a discrete opening for her rear, which became less discrete when she gave Elio a plug, much like the one he was wearing, and had him insert it. The bright red color of the gem on its base sticking out amidst the black. Then she had him coat her in a spray that made the latex shine even more.
Finally from her new bag of tricks she pulled one final object. A steel collar. She snapped the item around her own neck, then showed Elio where the latch in the back was so they could remove it later.
“Now then, let’s get you dressed, and we can go remind everyone who is in charge.”
Elio nodded, and went to grab clothes to change into. But as he opened the first drawer Daria stopped him and said. “Oh, not those, I have something else for you.”
She showed him what she meant. He sighed, but nodded.
There were many stares as he led her to lunch that day. Few noticed the faint blush he had, as most weren’t looking at him, except the occasional look of respect for what he had. A Tier 1 girl willing to wear something so debasing as a collar and leash was rare. More so the outfit that showed off her still locked state.
They spent the day wandering the school. Daria wanted to make sure as many people as possible saw her in her current state, reinforcing the persona she showed. Pushing her narrative.
A few approached, complimenting Elio on his accomplishments. And Daria would be sure to praise him as her loving partner to those who would speak to them. Everyone just assumed that the blushing from Elio was him being bashful about receiving praise.
When they returned to their room later in the day Elio seemed to sag in relief the moment the door shut behind them.
Daria unclipped the leash as she stepped up behind her partner.
“Good job. Everyone seemed impressed.” As she said this, she slid her arms around, undid Elio’s belt and fly, then let his pants fall to the ground. “Oh and it seems you were enjoying it.”
Elio blushed as he looked down and saw the stain that was forming on the front of his underwear. His lacey pink underwear. Daria then pulled his polo shirt over his head, revealing the matching pink bra.
This time she didn’t make him unlock her, she took the key from around his neck and freed herself from her cage, though like the morning she left the ring.
“So, how should I make you mine, do you think?” She asked, as she slowly stroked herself hard. “Should we pretend you are still in charge and let you be on top?”
Elio wasn’t sure if he had an answer so remained silent. Daria just smiled.
“No, we both know you are really my bitch. I think I’ll fuck you like one.”
Elio then found himself flat on the bed, a pillow under his hips raising his ass just a bit. Daria, still in her black latex, climbed atop him, her hardon reinforced with the ring of her chastity. She slid aside the thong back of his panties and drew a squeak from Elio as she pulled out the plug, setting it aside. Then she eased forward, listening to his continued sounds as her hardness pressed against, but both gasped when the head of her cock passed the outer ring and popped inside of him. She held herself there for a bit, savoring this new feeling, and savoring the shivers she felt running through the boy beneath her.
Eventually though, she let gravity take over, and sank fully into Elio, the boy shaking underneath her as she fully penetrated him until her latex covered skin came to rest against his back. She lay there for a bit, her head just over Elio's shoulder, her breath teasing the back of his ear. She smiled as this drew further little sounds, almost feminine moans out of the boy beneath her. Moans that intensified when she began to move her hips back and forth, slowly fucking the boy.
She kept her pace slow, relishing in the sounds from Elio beneath her. As she listened to his moans she began to tease him.
“Listen to those sounds, I thought I was the girl. But you’re my girl aren’t you?”
Elio found himself replying, “Yes, Yes, Yes, I’m your little girl..”
Daria laughed as she kept fucking. “You’ll be my good little girl then, anytime we are alone, you're mine.”
“Yes, yes, yes..” Elio kept repeating as she continued having her way with his ass, his voice getting girlier with each thrust.
“Are you gonna cum from getting fucked my little girl?”
The moaning yes’s simply continued. Daria smiled and picked up her pace, latex hips slapping Elio cheeks with each thrust. Sure enough, the yes’s turned into a long moan as Elio, still in his chastity cage, came hard, his cum soaking first his panties, then the pillow beneath them. Daria, further aroused by Elio's moans, came shortly after, filling Elio’s ass with the first of many future loads.
The two then lay there for a time, both breathing heavily.
“I see why you like doing that so much.” She finally said from atop him. “I think I still prefer your mouth, but this will be fun at times too.”
Eventually she climbed off of Elio, then made him help her remove her latex outfit. To his relief, she did remove his cage after that but, “Oh no, you are sleeping in those tonight.” Had been her response when he asked about the underwear. She reinforced it by presenting him with a matching pink nightie, before she left the room for a shower.
That night Elio found himself once more the little spoon, a position he would find himself in most nights moving forward.
Kai_Gray on Chapter 1 Sat 31 May 2025 02:44PM UTC
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