Disclaimer: This is a fictional story depicting consensual BDSM and authoritarian sex between adults and students. If you are not interested in such stories, you shouldn't read it. If you are not of legal age, please, also stopp reading. The story is a work of fiction so any resemblances to real people and/or events are purely by accident.
Also this story is written out of my imagination, so I claim copyright to the entire story.
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Summary (last Chapter): Guide to a shack in the remote area of thew school, the principal and our hero found John who began showing off what he had taught our Hero
On a personal note, I'm relatively slow at writing right now due to stress at work and privately.
-------------Chapter 35----------------------------------
I tried to move, but the weight of his body prevented even the little possibility to move I had. John got up again, then the riding crop started to hit my abs, left and right. When two hard smacks hit my already tortured nipples, I reared up and screamed, and even though the gag muffled it a little bit it must have been clearly to be heard. But that didn't stop John, he continued with my abs, until they burned like fire.
"Nice, so red!" I heard him exclaim, before I felt the tip of the crop on my balls. He slapped them from below, not too hard. But it was enough, as each time, the crop pushed the balls up, they had to go down again, being pulled by the weights. So it hurt both ways, up when he hit it, and down, when the weight stretched my balls. But soon he seemed to get bored as he stopped. Then I heard two clicks and suddenly the weight on my balls dropped letting the torn skin contract again. I moaned as the pressure stopped, yet John didn't say anything at all. I had a few moments break until I felt him push something on my inner thighs, and over my cage, two pads were stuck to each ball.
Then he pulled the plug out, just to be replaced by something which felt like a humungous dick, but artificial, as he pushed it on my hole, opening it even wider as only the tip got in.
"Hmmm... Let's see...", I heard John mumble, when suddenly the dick started to push in. I heard a motor running, as it pushed an unbelievable thick dildo into me. John stopped the fuck machine, when after it had retracted. Then he pushed the dick in as much as it had been in with the full reach of the machine. It felt so big, stretching me really bad, even more, then before, when I had gotten fisted. And what was even worse was that the girth of the dildo did seem to get even wider. It also felt like about 7 inches were already in, and I wondered how far the dildo would go in when the fuck machine would inevitably start working again. I wouldn't have to wait for long. I heard the motor starting and slowly at first the dildo pushed further and further in, really rearranging my guts. John slowly changed the setting such that the dick became faster until it was a very steady and hard but not ramming speed.
"Haha! I can see the outline of this dragon dildo on your stomach. But you love getting filled like this, don't you? Let's see if we can add a bit more fun."
I heard John moving, but I also started to groan from pain and pleasure as the monster dick rubbed against my prostate and along my sphincter. Finally I was getting fucked again. Then something started to tingle, first in my nipples, then on my torn inner thighs, then on my balls and finally along my metal cage. He had added some electro, at first getting steadily up, until it was a not too uncomfortable buzzing, which ran through my body. Yet it started to become a sensory overload as the big dildo was still fucking me steadily and now the current ran through my body stimulating already sensitive parts. I moaned at the constant and different impulses running through my body.
When John was content that every setting was fine, he seemed to have moved as I could feel his hands on my head now, he must have moved behind me, as he opened the gag and pulled it out. I breathed heavily, moaning loudly now from the stimulation.
"You're really loving it, don't you? Let's see how much more you can take! Open your mouth!"
With that he moved such that his dick and balls were lying on my face. The he lowered his body pushing his dick in my mouth, slowly but steadily through my throat until he was in completely. His balls were lying on my nose and I couldn't breathe at all as he slowly started to fuck my face with short thrusts never allowing me to catch one glimpse of fresh air. Getting railed from both sides by two big dicks, even though one of those was artificial felt so good but at the same time I started to feel dizzy from the lack of oxygen. When he pulled out I grasped for air, breathing heavily.
"Fuck your throat feel so fucking great. Let's see if you can take it even longer and stronger!"
John said, also breathing heavily. His dick was still lying on my face when I heard him playing with something. The current running through my body started to spike and pulsate, with stronger highs shaking my body. At the same time he had made the thrusts of the fuck machine faster. Now I was getting relentlessly fucked, quite fast. John noticed the my breathing had calmed so he pushed his dick in again. Again he only fucked me with small thrusts making sure I wouldn't have any chance to breathe. Earlier than before I felt lightheaded. But at the same time a well known tingling feeling started in my gut as my brain just started to black out enjoying the rough sex I was in the middle of. I felt my dick twitching in its cage from the multitude of stimulations and this time, he pulled out only just before I blacked out.
I again grasped for air my body raising and lowering as I tried to get enough fresh air for another round, which I expected and longed for. John had slowed the fuck machine a bit but not the electro tools, such that I was still constantly stimulated. I barely noticed when he said, also out of breathe and clearly horny and close:
"That was 45 seconds, after the first round of 30- Let's see if you can make a minute, with a bit more pressure! Then maybe I feed you something!"
With that he turned the electro up such that it started to hurt a bit, then the dildo even faster than before and before I could react he pushed his dick in in one hard and fast shove almost pushing the air out of my lungs. This time his thrusts were really aimed at getting him off. At the same time, I felt the electro and dildo really getting to me and I felt my cage pulsating getting closer and closer to an orgasm as well. I was lightheaded as I got face-fucked intensely and I could feel him getting closer and closer as I was getting closer and closer. It felt like a short time and a long time simultaneously as we both were heading to the point of no return. It felt so good being a toy to him at this moment yet I knew that I was humiliated and abused. But that also felt weirdly good.
Just before I knew I couldn't hold it anymore and would black out while my load was milked out of me, suddenly John was pulled out of me and the machines stopped working.
I heard John cry out disappointed, screaming:
"What the fuck? What are you doing? Stop it! I was so close!"
Then the principals voice rang as he told him:
"That's enough BOY! I've seen enough! Stop struggling!"
I heard the muffled voice of John and a struggle. But not for long. Then I heard a few clicks, then John's voice again:
"What's going on? What do you want? Unchain me! Or my dad will have your head!"
Then there was a loud smack, followed by a laugh, then a bit more rustling, then muffled sounds, before the principal said:
"I told you to shut up, but you couldn't stop resisting, boy! And that is your problem. You don't listen! You don't take care and you aren't careful! And that's why you failed! Had you noticed that our teacher slave was just about to cum? Well I didn't think so..."
Then I heard two smacks on an ass, and then a few, maybe ten, slaps directed at something which was flopping around, maybe his dick. I heard groaning, then the headmaster again:
"And that is because you only think with that big fucking tool between your legs. But you need to take care, you need to be attentive, or you will be a failed master and you will fail in life, in your daddy's firm or where ever you're going to work. That's what you need to learn..."
There was a silence, yet I could hear John moving his body as I heard the rattling of chains. But he didn't seem to talk or resist anymore. Then the electrodes on my thighs and balls were removed as well as the cockring which John had added. Then the electrodes on my nipples where pulled of roughly such that I groaned, but the headmaster -- I recognized his hands -- quickly started to twist and turn my nipples until I whimpered. But he was really skilful not hurting me too much while at the same time making sure it was quite pleasurable so I felt my dick twitch in its cage again. He stopped after quite some time and said:
"That was for almost cumming, boy. You aren't allowed to do that if we don't tell you otherwise! Do you understand?"
"Ahhh...", I moaned still a little lightheaded and deep down my sub space, but I managed to add, "Yes Sir, Sorry..."
Then he pulled the big dildo out of my ass to which I moaned. I suddenly felt so empty, then I heard him laugh:
"Holy shit, your pussy is gaping open showing such a nice rosebud. But I think we need to rest it a bit for your big night. Hey baby dick get over here!"
I heard a cell door open, then steps and then close to me Andreas voice:
"Yes Sir, What can I do for you?"
"Get down on your knees and massage that torn pussy with its tongue, push it deep into your fellow slave! That will be deeper into a pussy, than that pathetic little dicklet will ever be able to penetrate anything."
"Yes Sir! Thank you Sir!"
With that I heard him get on his knees and then a tongue started to run around my still open sphincter. I could feel that it hadn't closed yet as the skilful tongue massaged it. It felt so good getting a little care down there and Andreas was obviously enjoying it as well as he moaned while rimming me quite very eagerly. I started to moan as well, while -- I guessed the principal -- pushed my backrest back up, but he only let my feet a bit down. Andreas moved his head to still be able to rim me. Then the principal took the blindfold from my eyes.
I had to squint until I got used to the light in the room but when my eyes finally got used to it, I gulped from the sight. The principal stood before me and he had changed. He was wearing black leather chaps and a bulldog harness over his ripped bare chest. Around his soft, thick and long dick and his juicy balls was a leather cock-ring really accentuating his physique. He looked so dominant and like a true Master. When I looked at him I was in awe. In his right hand he was holding the blindfold and he had pressed both hands on his hips. He grinned as he let me drool over his perfect body. I felt my cage twitch even more, while a tongue explored my still pulsating hole. I looked down on Andreas who was on his knees, his face buried in my ass, his hands behind his back.
Slowly I felt my sphincter relax from the tongue massage, and I had to moan, rolled my eyes and closed them, while I enjoyed the first time without torture for a while. I opened my eyes again when I felt a hand running down on my chest, almost tenderly. I was the principal who looked at me friendly, before he said quite sincerely:
"You are a beautiful boy and I find it really impressive how much you can take. But John here made some mistakes training you so you still have a lot to learn. Do you understand that?"
I looked him in the eyes, thought for a bit before I said:
"Yes Sir!", it sounded like the truth but it also felt weird how my life had changed first because of John and how it would change starting now. It was just so much to comprehend. Not that I had felt bad the last couple of hours but the doubts which had brought me to the principal in the first place still were at the back of my mind which right now felt overwhelmed from all the additional input I've just now had. Yet it felt almost too much.
While I was still thinking the principal grabbed my balls and squeezed them hard until I moaned and groaned and started to move. He looked at me, grinned and said:
"Good boy! Hey baby dick, that's enough. Get up and back into your room. I'll call when needed."
I wanted to scream `NO' but knew it wasn't my choice to make when Andreas pulled his tongue out. He crawled out from under me and the principal, then got up. My impression hadn't been wrong. His dick was really tiny. It didn't even help that he was shaven completely, which didn't enhance his size but made it really look like the baby dick he had been called just a few minutes before. It was not only tiny but also quite thin as if puberty hadn't hit him at all. Even his balls were tight on his body. All of that looked really weird for a grown very athletic man. It looked even weirder as it was hard as hell, the glans clearly visible as he was cut. It was dark red, and pulsating. It even looked wet even though I was sure that he hadn't touched it and hadn't even moved his hands from behind his back. As he stood there presenting himself to us, he noticed that I was checking him out and he winked at me before he said:
"Yes Sir!"
Then he turned around, apparently too fast because suddenly he started to moan and I could see him struggling to stand. Then I saw white fluid dropping down on the floor. Apparently the breath of air when he turned had been enough for him to get to an orgasm. When the principal noticed he commended:
"Stop and turn around!"
Andreas stopped dead in his tracked but I could feel his hesitation when he turned around. There was still cum running out of his dick which was still really hard and pulsating. The principal moved in front of him, grabbed him at the shoulders, looked him in the eyes and said in a calm but commanding voice:
"It still is as sensitive as ever, isn't it? But it should have learned, Sir taught it to only spew its seed when allowed to and it should have learned that every transgression brings punishment."
Andreas started to shiver and shake with every word and when the admonition ended I could see that the principal rammed his knee into Andreas' groin with full power. He held the teacher up and repeated it four more times before he let go of the shoulders and Andreas dropped to the ground. He had winced and squealed with every hit but never tried to resist, even now, on the ground he didn't hold his groin yet he looked like he hurt a lot. When he stopped squirming on the ground, the principal said:
"Get on your back and spread your legs!"
Andreas did as told as quickly as he could, presenting his still hard tiny dick again. Our boss stepped between the legs and I now saw that he was wearing heavy leather boots as he lifted his foot and pressed it on the teacher's groin and pressed it down.
"But it just doesn't learn. Always spewing its load. We might need to cut it off, not that this would make much of a difference. I never understood how it would view such a tiny dick as worth playing with but maybe its sensitive because it never got any action. I need to think what we're going to do with that pathetic sensitive worthless thing between its legs."
With that he stamped on him five more times before he said:
"Now crawl back to your cell and think about what you've done!"
Andrew, after the pain had subsided, meekly answered "Yes Sir!", his first and only words since the abuse had started, then turned around, crawled to his cell and closed it behind him.
Then the principal turned back to me:
"See, boy, we don't tolerate disobedience here, but I think you have everything you need to be a good slave boy to the school! Now, listen. I'm going to untie you , then you get down on your knees and crawl in front of your student. Understood?"
"Yes Sir"
He started to loosen the shackles, first on my feet, then on my arms. When I was free, he pushed the leg-rest away and I let myself glide out of the chair onto the ground. Even though the time on the chair couldn't have been that long, my muscles felt sore and I needed a few seconds before I was able to crawl in front of John. On my way I finally looked at the John. He was spread-eagled standing in the middle of the room, bare naked, with his back towards me. His feet were shackled to the ground and spread apart by at least a meter. His hands were shackled to a bar which was hanging down the ceiling on chains. He was unable to move as the bar was in a height that he had to stand on his toes. He was sweating a bit and just as I looked a drop ran down his back into his crack. I just wanted to lick it off of him and maybe rim him a bit, but I knew I wasn't allowed.
As I crawled around him I could see that his dick was still hard, red and pulsating. His balls were close to his body, trembling. I looked up on his body. His mouth was gagged with a ball gag, saliva was already running down his chin. When our eyes met I could see that he was angry but also a bit frightened. Probably he hadn't expected to end up like this and he knew what might happen to him as he seemed to know the place.
The principal followed me as I crawled and when I can to a rest on my knees he stood behind me, in front of John. John dick jumped a bit but I could also see him shudder. The principal grabbed my hair and pulled my head backwards so I needed to look up to him. He spit into my mouth before he told me:
"Listen carefully, boy. You're going to give him a blowjob. But he's not allowed to cum or get soft until I say so. But as he is still hard, I don't think he will get soft so easily and I know you are quite good at sucking dick, but if he cums there will be hell to pay for you! So listen to his body and keep him hard and if you want to show him, keep him as close to the edge as possible! And you have to keep the dick in your mouth at all times until I allow you to take it out. So you understand?"
"Yes Sir!"
"Then go ahead!"
I crawled a bit further until I was level with John and licked along his shaft, which trembled already and I knew it would be difficult to restrain myself to prevent him from cumming. When I took the glans in I felt that it was hot and he moaned from the warmth of my mouth and tongue. I felt the principal step forward and I looked up to see that he had grabbed John's nipples and squeezed them.:
"Now, listen, jock. As I said before, you're not thinking like a true Dom. You're just trying to exploit the weak mind of subs instead of moulding them so they offer themselves to you. And that's when mistakes happen. Our little boy down there came to me to quit because you exposed him to too many people too quickly, because you made him serve too many other students. That was your first major mess-up, you went too big too fast, before he was ready. And you should have sensed that. But you wanted to show him off and to get a second slave. That might have also contributed to him finally sticking his head out and try to bounce back, maybe even get his old life back..."
With that he squeezed the nipples harder and turned them such that John squirmed and his body moved. I used that opportunity to get him as close to the edge as possible even pushing myself completely unto his dick, letting it penetrate my throat. Soon his squirming became moaning and as I felt him being really close I stopped and pulled back until only his glans was in my mouth. The principal laughed and continued:
"... Even he knows how to get someone close to the edge, I see, I see... That might get funny... Well I knew he was skilful and I think he wants to get some revenge for everything you've done..."
As John had already cooled down a bit I grabbed the opportunity and massaged his glans until I had him really close again. John started to moan and tremble until I stopped abruptly letting the dick rest in my mouth. John groaned and the principal continued:
"Yes indeed he is such an eager faggot, that it would have been a shame to let him go. You had told me about his progress and I was quite impressed before how far you had gotten and how much he had submitted to you and had complied with your tasks. But I had wondered if you hadn't gone too far, especially when you arranged the break-up with Steven, even though I knew this had to be done."
When he spoke about it, it brought back memories and I decided to bring him to the edge again, this time holding it as long as I dared. I even massaged his balls a bit with my hands to further add another stimulus. John groaned and moaned even more and Saliva started to drop on my face.
"And I think you went to fast, especially after. And I know why. You just can't get enough. That showed today, when you wanted to prove to me, the different ways you are able to abuse him. And to be honest I was quite impressed about the different techniques and how he was able to take it. But I wasn't impressed by you. Because it were just different ways to torture him and while they kind of build on one another it was never clear why you did it or the target you had with them. And when you lost control of yourself in the end, it was your final fuck-up because it proved to me that you are not ready yet, to be a master for real. And I was quite disappointed when I realized that."
John winced and he lowered his head as the principal stopped talking and took his hands from the nipples. I grabbed the opportunity and brought him back to the edge and as I stopped he groaned and started to rattle on his shackles out of frustration and the principal laughed again.
"That was when I realized that you needed to see the other side and learn what it means to be the slave to an superior. Do you remember what we talked about when you begged me to be his teacher and what you agreed to when you failed? That I would be able to punish you in a way I see fit."
Again I brought John to an edge as the principal took the ball gag out. As soon as he took him out the moaning got louder yet as soon as I slowed my blowjob he started to plead:
"Please, Sir, I'm sorry! I've learned my lesson. Please, Sir!"
It was the first time I had heard him plead and not show his usual arrogant jock-like attitude. I on the other hand kept him close to the edge making him squirm even more. And it showed. A few seconds in he looked down and said:
"Fuck... make me cum, bitch!"
As he said that, the principal grabbed his nipples again and turned them making John yelp.
"Oh, I don't think you've learned your lesson... You've just shown that. But don't worry, you will. I will teach you."
I had to slow my blowjob because I feared John might cum, as my boss reached into his pocket and pulled out a chain connecting two Japanese clover clamps. He put them on and I felt John's dick twitch in my mouth as they painfully squeezed his sensitive nipples.
"Stop it, please...", he screamed but when his nipples were pulled, he got visibly angry and continued: "My dad will have your head if you don't stop. Who do you think you are? Stop it! Now!"
But the principal only laughed and turned around and left my line of view while John continued to plead and negotiate and threaten. I felt John's dick slowly losing some of his stiffness and I started to increase my efforts to keep him as close to the edge as possible. He started to stutter as he got close again and looked down and gulped as I winked at him. After getting scolded before he didn't dare saying something, but I could see in his eyes that he wanted to. And I knew that I enjoyed that power over him after all this time he had made me submit to him.
Then John gulped again and I could see his eyes get big and pleading. When the principal got back in my line of view I could see why. He was holding a riding crop in one hand and clapping it on his other. He ran the leather end over John's breast and pulled the chain of the nipple clamps down until John winced and begged him to stop.
"All the jock and all the big boy attitude you try to command, seems to be going quite quickly, as you learned that not everyone is under your control. That even you are controlled when a more powerful MAN makes you his bitch. And I know this because your dick didn't go soft the entire time from when I shackled you until now. I bet the boy sucking you didn't have any problems keeping you hard. And that is the first step to learn to control yourself. But there is still a way to go. You've inflicted quite some pain to our sub boy so let's see how much you can take..."
The principal put his crop in his belt. He reached forward pinched some skin on his side at the rib cage and put a peg on it, below that another one until there were seven pegs which were quite broad. John squirmed from that and I heard him mutter "please", so I increased my efforts to get him close again and keep him at the edge while the principal made another line at the other side of John's upper body. John started to get weak knees but was held up by the bar he was tied to. Then the principal looked down on me and said:
"I think you should stop sucking, because most probably he will fuck your throat now and we wouldn't want to get him over the edge."
Then he laughed and moved around the two of us, while grabbing the riding crop again. As he walked by, I could see that he seemed to enjoy the entire situation as his dick was harder than before almost at half mast and his balls were swinging while he moved.
"Let's see if we can make that ass shine a little."
I could feel John shudder as I heard something running along his skin. Then a smack and John's hips were pushed into my face and his dick into my throat. He yelped but prevented himself from screaming. But that scream escaped him as the second third and fourth hits came in quick succession.
"Please Sir, stop!" he begged but the principal answered with: "I'm just getting started." And then continued with six more smacks across the cheeks. Each time John yelped or screamed but also each time he was involuntarily deepthroating me keeping him hard and close to the edge. I truly enjoyed that he was punished while I was able to taste his cock and make him squirm even more. When the principal stopped John's head dropped down and some spit was running out of his mouth and dropped on me. He had closed his eyes and I could see that he was fighting with his feelings. His dick hadn't even started to get soft even though the slaps had sounded quite hard.
"Those were the first ten. Maybe we use a paddle for the next ten to get a bit more red skin don't you agree?"
John only muttered "Please..." while the principal reached for a wood paddle and then gave the jock 10 hard smacks each across both cheeks. John jumped with each of them and pushed his dick even further down my throat and I felt him getting really close with the tenth hit. But thankfully the principal stopped short of John shooting his load and I quickly retracted a bit to prevent him from getting over the edge. John, when the pain hit him and the high from getting close to edge subsided, started to sob a bit, whispering: "Please!"
Suddenly, I felt John almost jump and I struggled to keep his dick in my mouth when the principals hand touched his -- probably -- hot and red skin on his ass.
"Red and hot boy, that's how it should be! But you took it almost like a real man..., so now let's see..."
He fumbled a bit behind Johns body before he dropped down on his knees and reached for John's balls and grabbed them and squeezed them. I noticed John's dick had stopped to tremble so I started to suck him again as the principal pulled the jock's balls down. Out of the corner of my eye I could see that he was fastening a parachute ballstretcher on them which had chain on it so it could be linked to weight's or another chain and the principal connected it to a chain which he pulled from above him, guided through a hole in the ground. It was quite tight so when the principal snapped it a bit John's balls were pulled down and John groaned a bit.
Then the principal came back to John's front grabbed his head and looked him in the eyes:
"A little bit of pain and you almost crumble. Do I see a tear there in your eyes? Maybe you'll learn to adapt when you have to punish a slave, when you learn how it hurts. Say those clamps on your skin. Do they hurt?"
John nodded and murmured "Yes" while I finally brought him back to the edge.
"Ok, then it might be time to get them off. Let's see how many hits it will take..."
--------------End chapter 35-------------------------------
I hope you liked this part. Any more suggestion are always welcome.
And please if you have sex please use condoms and/or PREP to avoid getting STD's. This story is fantasy so there are no repercussions for barebacking.
Thanks to my "pervy new editor", who helped proofread this chapter. If you have any suggestions, please let me know!
Dear "J" you helped proofread a lot of chapters previously but when I tried to send you this chapter your email was no longer working. If you're still reading this story I want to say thank you for all your great work! Please feel free to reach out again, if you want to, I won't bother you with proofreading, I promise :) So Thank you for all the great help!