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.
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Summary (last Chapter): Used and tortured by John our hero gets to his limits when John is grabbed by the principal, then shackled and tortured...
On a personal note, I'm relatively slow at writing right now due to stress at work and privately.
-------------Chapter 36----------------------------------
"Ok, then it might be time to get them off. Let's see how many hits it will take..."
With that the principal moved a step backwards and with one hard strike he hit the upper left clamp on John's breast with the crop and it sprang off. John screamed out in surprise but he had no chance to adapt as the principal continued to hit the next peg just below, who didn't come off with the first hit, now pinching only a part of the skin but tighter. It only came off after the third hit. Then, with less effort he slapped the other five off in the left row. John screamed and sobbed a bit with every hit but surprisingly his dick didn't get soft at all. I even had to be careful so he wouldn't spew his load, even though I really wanted to taste it again. Looking up I could see John's red skin, were the clamps had pinched.
The principal ran the leather part of the crop along John's rib cage where the pegs had been while John sobbed a bit.
"Better now? Ahhh no, of course not... First the other side needs to come off as well."
"No please Sir..."
"Hmmm... You don't want them off?"
"Yes Sir... No Sir... of course I want them off..." John answered visibly confused and before he could continue the principal said:
"Then it's settled." And he hit the first clamp from below off of John's body. He quickly continued with the next two, the next one didn't come off as easily and he needed a few hits. The last three came off quite easily again. John's head was hanging low and I could see a tear in his eyes from the pain. The principal stepped forward and reached for John's head pulled it up and the kissed the beaten jock deeply. Both moaned as the kiss continued and their tongues entangled each other John visibly enjoyed the kiss, and his dick jumped in my mouth. I knew he wouldn't last long anymore and I might not even be able to control it. I stopped my efforts.
Just at that time the principal reached for the nipple clamps, pulled them off, let them fall and rubbed the tortured nipples while he muffled any screams from John with his kiss. That was too much for the jock. I felt his dick swell in my mouth and he shot his load in my mouth making me gag from the sheer force of the ropes of cum shooting into my mouth. The principal must have noticed but he continued the rubbing and kissing while rope after rope shot in me and ran partly out of my mouth as I couldn't manage to gulp it all down.
After the stream had subsided I continued to blow the thick cock of the jock keeping it hard. After a while the principal pulled back and said:
"You did good, John. I know this must have hurt but this is the first step to become a better dom. Learning how the pain affects those you're going to dominate. But you have also learned that pain can cause pleasure as I've noticed when I pulled those nipple clamps off. So you've failed the second lesson, learning to control yourself. But maybe that was too much to ask of you especially with that skilled boy spoiling your dick. But HE should have known better..."
With that he pulled me off of the dick and looked down at me, expecting a response:
"Yes Sir, I'm sorry. I had noticed that he was so close when you started to kiss him, and I stopped but when the nipple clamps came off it was too much and I couldn't stop it..."
"Well, we'll talk about that later..."
I could see a grin on his face which was a little devilish but also quite satisfied as if he had expected the result.
"At least he is still hard. He's just insatiable. Get going again! I want him on the edge again as soon as possible. But first he needs to get on his knees. Will you go willingly?"
John just moaned as I started to lick his red pulsating cock again, unable to respond.
"You know, the benefit of using that ballstretcher with the chain its linked to, I can make you..."
With that he moved behind John, loosened the chains holding the bar his hands were tied to and pulled on the chain on his ballstretcher such that the jock's dick jumped in my mouth, he yelped and then slowly started to get on his knees. I crawled back until I was on my fours in front of John, keeping his dick in my mouth and trying my best to keep him hard and get him to the edge. It wasn't that easy, maybe because of the pain in his balls, but when the principal came back in front I had him close again.
"You've seen what a skilled mouth can do... Quite often I'd guess, so I hope you learned a lot, let's try..."
"I don't want to suck any dick. I'm not a faggot!" John said defiantly and when I looked up I could see that he had turned his head away. That didn't go well with the principal and he grabbed John's head turned it back spit on it and said, while he rubbed the spit over the jock's face:
"I thought you've made progress. Listen, boy! There is no discussion here. You've fucked up and you need to learn to take the consequences of that. And you need to learn how to give what you love to receive. Believe me, even I have. Now start any way you want. Maybe remember what the caged fag has done."
"Please... I've never sucked any dick... and yours is huge... even bigger than mine..."
Before he could speak another word the big black man started to slap the jock with his dick across the face. Then he stopped in front of John's mouth and I could hear a frustrated moan from him before he slowly pulled out his tongue and started to ick the big glans carefully. The huge black dick reacted almost immediately as blood pumped through it and started to grow until it was hard and firm. John tried to circumvent having to take it in his mouth by using his tongue but soon I heard my boss say:
"Now kiss the glans and slowly guide it into your mouth along your lips, boy. I want to feel your soft lips on my shaft."
John no longer resisted and did as he was told. At first I heard a moan as the jock's lips and tongue glid along the glans but when John reached the biggest diameter he was barely able to open his mouth enough and I could hear a "be careful with your teeth!" John started to blow the glans now even moving up and down of it a bit. But I could see and feel that he was struggling with the monster the principal was packing . I sometime even felt the principal move a bit when John's teeth were scratching it.
"Come on, take it deeper. I want to see how much you can take."
And with that John's head was grabbed and the principal pushed his dick in as far as he could. It might only have been one third of the length when I felt John body stiffen and his gag reflex convulsing his body. But he was held in place and couldn't get away as the dick was pushed a bit further, before it was pulled out and his head let go. He coughed and was breathing heavily as his head fell over and drops of saliva rained on my head. After a while, John regained his normal breathing and the principal grabbed his head:
"Didn't you tell me that you had him teach your roommate how to suck big dick. Maybe you should have listened..."
With that he pushed his dick in again and slowly tried to pierce through to his throat. John struggled, his body stiffened again trying to convulse and gag and after half of the big black cock it reached the end as the gagging became even more. At the same time I felt John's dick twitch in my mouth and it hadn't gone down one bit while he was forced to take the bigger man's dick. He might have hoped that the jock relaxed but quite contrary the coughing and convulsing and gagging got worse and I was afraid that he might throw up, but the dick was pulled out just in time.
"Let me tell you, boy, you suck at cocksucking and not in a good way..." a audibly disappointed principal said. "I know that it's not easy to suck my dick, and maybe I was wrong to assume that you as a loudmouth would be able to open your mouth as wide you normally do. So it's time to train you... Let's see. You obviously can't take mine... Baby-dick has none to even think about taking... and locked dick has his locked... And both of them made their mistakes already... Hmmm... I have an idea..."
With that he moved away and I heard him searching for something, going through tools, before he returned.
"Fuck your ass looks so good..."
Then he put something on my back and rammed his dick into me in one hard swift movement which almost pushed all the air out of my lungs. It was a hard fuck as he pumped my ass moaning and getting his horniness out of his system. I really enjoyed the hard fuck and my caged dick and balls flew around. Yet I noticed that blowing John at the same time almost made him cum again and I knew that I needed to prevent it. It was not easy as the big dick inside my ass just pumped hard and made me loose myself as it rubbed along my prostate. Soon... too soon it was over as the principal started to ram me even harder, started to grunt and, as he shot, had to support himself on my back while he continued to pump his seed deep inside of me. He stopped soon but rested a while inside of me before he finally pulled out and said:
"I needed that. An open slave's hole ready to be used... willingly... enjoying it. You're going to be a great addition to our stable."
Then he pulled out and got up and took what he had put on my back before he said:
"OK, enough sucking, boy. Stand up, it's time you train our little jock's throat a bit."
A little sad, I pulled back and while I got up, I heard a mutter from John, "Why... what" and as I looked at him while I got on my knees and then stood up I could see that he seemed exhausted and confused. He didn't seem to have any strength left to resist. Then I turned around. The principal was still wearing the chaps and his bulldog harness. His skin was sweaty and I wanted to lick it off his muscular pecs. In one hand he held a leather belt, with some kind of leather pouch. As I looked at it I realized that it was a strap-on belt. In the other hand he held a corresponding dildo, not so big, maybe 6.5''. He threw the belt to me and motioned me to put it on, which I did. Then he fastened the dildo on the pouch and said:
"Ok, listen. I want you to turn around and push the dildo in his mouth about two thirds I would say... I don't want him to gag, yet, but he needs to get used to a dick in his mouth. Understood?
"Yes Sir..."
Now, I turned around again, targeted the jock's mouth and pushed the dildo into it to little or no resistance until I felt him pull his head back a bit. John looked up at me and I saw desperation and defiantness in his eyes and I knew that I would have to pay for that. But before the thought could spin further in my head the principal said:
"Now it's time for the punishment after you've made him cum even though you were forbidden. Do you remember how many times our jock boy was punished with crop and paddle?"
I gulped but answered: "I think it was ten each Sir, if I remember correctly."
"You're right. But your transgression was far more serious. You can only be thankful that he's such a horny young bastard that cumming once doesn't do much for him. Yet your punishment should be double, don't you agree?"
I gulped again, but I knew that he was at least somewhat right as I hadn't been able to fulfil the task he had given me. And so I answered:
"Yes Sir."
"Good boy! Now put your arms behind your head!""
And without hesitating he hit me with the riding crop twice very hard, once on each cheek. Surprised I almost jumped forward pushing the dildo into John's throat, making him gag again. After I had adjusted and put my hands up as requested. Now, he started to strike my right cheek. With each I pushed the dildo forward making John gag. The next one only hit after I had straightened myself again. With the 4th hit I started to yelp and with the 8th I screamed. When the 9th one hit my ass I wanted to sob, my ass was burning and hurting. I heard him move to my other side and I knew what was coming next and I wanted to brace myself.
When I looked down I could see John trying to get the dildo out of his mouth while saliva ran down his chin and his eyes were wet. As he moved the principal saw that John tried to free himself from the dildo and he was having none of it. He hit John twice on the back, hard enough to make him yelp and said:
"No! That dildo stays in your mouth! You need to learn to suck dick!"
John gave up and tried to breathe through the dildo and his nose . I would have thought that he didn't like such a treatment but when I looked further down I could see that his dick was still hard and he seemed to be leaking. Not for the first time today I thought that he was enjoying this even though he was not able to admit that to himself.
But I wasn't able to follow that thought as another nine hits bruised my left cheek now in the same manner as each time forcing John to deeper and deeper throat the dildo. For me on the other hand it hurt like hell getting spanked with the riding crop and I was only barely able to keep standing without any support. When the last one hit I felt like crying and had to support myself on the bar to which John was shackled and I was breathing heavily, when I heard John yelp and gag at the same time as I had pushed my dildo deeper than ever before in to his mouth.
"Yes that's right. As soon as there is pressure on the chain, the chain to your balls get's pulled down as well. I love that contraption. Stay that way for the last twenty!"
I was barely able to register what he said still fighting with the pain but he gave me a bit of time until my breathing had steadied before a first smack hit both of my cheeks with the paddle. Then nine followed in relative quick succession. Each time I pushed the dildo a bit further down John's throat and at the same time pushed against the bar so his balls got pulled each time as well. I could hear him gag and groan but I was too busy with dealing with punishment and pain that I would care. After the ten were done, he waited a bit and I could feel my cheeks burning already, hurting a lot.
But the principal knew no mercy and he continued to deliver the final ten hits as hard as before and in the same fashion. When he was done I felt like my knees would give and I wanted to sob. I had yelped and screamed a couple of times with the hits while John had also groaned and yelped and sputtered from my reaction. After the last hit I could hear the paddle fall, there were two smacks with his bare hands and then the principal got behind me and pushed his dick in again before he reached around and pushed John's head on the dildo completely. He just rested in there, gnawed a little on my ear and whispered:
"You did good boy. When I pull out you say thank you and then you get on all fours and crawl into the cell next to baby dick and wait for me there, understood?"
"Yes Sir"
He continued to grind on me until John started to gag badly and the jock's body convulsed. The he let go of the boy and pulled out of me. I straightened myself and stepped a few steps back. As I pulled the dildo out of the jock's mouth his head fell forward and I could see his sweaty upper body, but there were also ropes of spit running down his abs. He was breathing heavily from the training but his dick was still hard pointing upwards. I said:
"Thank you, Sir..."
I knew I wasn't supposed to stay there so I got on my fours and crawled to the cell, closed its door, turned around and got up so I wouldn't miss a thing. The principal was standing before a sweaty, beaten down John. He looked at him and ran his hand through his hair then he bend his knees until he was level with the jock. He kissed the jock while massaging his dick until I could feel him being close even where I was. Then he let go of John and said:
"John. I have to say. I'm quite impressed how you took everything. And judging from the raging hard-on you have had through the entire thing, I'm guessing you enjoyed it quite a bit. You even came from the pain I inflicted on your nipples. Don't you agree."
"Sir... No... I didn't." John answered with a heavy exhausted voice.
"Oh I think your dick disagrees. Look how it twitches when I rub you nipples..."
He did as he said and I could hear John moan, loudly.
"But that is no good. Your dick controls you. So I think we have to take it out of the equation. But for that, we need to get it soft..."
Then he reached to his back where the riding crop was. I saw John's eyes grew wide and I thought I heard a silent "Please..." But the principal just stepped a little bit back allowing me a better view to John's crotch. The crop was ran over the upside of John's dick from the base to the tip where it was tapped a little before it was run back on the underside making it bounce. It seemed to me that it had already gotten a little softer. When the principal reached the balls he started to tap them as well, at first softly but soon getting harder and faster. Then he waited a bit before he hit them hard from below making John scream. Two more hard hits arrived then two more and Johns dick slowly started to get soft. Apparently not fast enough as five more hits in quick succession made the jock's balls bounce and hurt. Only then the principal seemed confident that he had inflicted enough pain to make the dick soft.
Then he got up and I could see that John seemed to be sobbing. The older man moved to a drawer and when he came back he held something too familiar in his hands. It was a plastic chastity device, black, in a half open design and at least double the size of mine. It wouldn't restrict the jock's dick too much when soft but it wouldn't be able to get hard. When he stood before John he looked down on him and said:
"...I think you know exactly how we will get your dick out of the equation, don't you? And you've seen what it can do to a grown human. Let's see what it can do to you. And believe me it won't come off during the entire time. And I'm not sure how long this time will be. That depends on your behavior. But it will be on for at least a week..."
"No! Leave my dick alone! You have no right! Stop it!", a suddenly defiant jock yelled as the principal started to put the ring on. First the balls were pulled through then the soft dick which looked like it was leaking. The principal was working silently, ignoring the yells and commands from the jock. He put the tube over the dick and then I heard a click as the lock fastened the connection between the ring and the tube. Then John's fate was sealed.
"All your screaming, all your yelling, every time you show that you are just a brat, will make your lock longer. So you better learn to behave or you might not get out until the end of the year. Do you understand?"
"Fuck! Why! Shit!", you could almost hear John realize his position before he finally said: "Yes Sir... I'm sorry..."
"Oh you will be sorry much more, even today. I've got a big surprise planned for you, but for that we need to get you a little loose. You know what that is?" He pulled something out of his trousers.
"Exactly, it's a plug. A small one, as I'm guessing your ass is still a virgin, but we're going to prepare it for the things to come."
"What no! I'm not a faggot. Please Sir, don't!"
"Well, we'll see about that. Later. But believe me, it will hurt even more if we don't put it in."
As he moved behind John's back I could see the plug was egg-shaped about 4 inches long and about 1.5 inches in diameter. He grabbed a bottle of lube from the ground lubed the egg and got on his knees behind the jock, grabbed one of his shoulders with one hand and got his other hand below. I guessed he was trying to push the plug in as John's hips moved forward until his balls started to hurt from the chain on the ballstretcher which didn't give.
"Shhh, relax, and it won't hurt much. Breathe and push against it. That will make it easier."
But John did nothing of that. He tried to struggle to no avail. When the thickest portion of the diameter opened his sphincter he groaned, which slowly changed into a moan as the rest of the plug was pushed in. I thought I could see his dick twitch as that happed but as it was caged it was difficult to be certain.
"You know I would have released the chain to your balls until we come back, but I don't think you earned that with all the arguing and fighting. Be happy that I don't put the nipple clamps back on. So have fun."
Without acknowledging him any further, the principal got up and turned to me and walked over to me.
"I hope you enjoy seeing another locked boy. Now take a break. There's going to be a party tonight with you as the main attraction introducing you to everyone. And believe me you're going to need the stamina. Now, give the strap-on back. And enjoy the rest of the day."
I did as he asked, gave him the strap-on but when I wanted to ask a question, just as I opened my mouth he just nodded his head no, turned around and left. As he closed the door behind him I heard the lock of the cell door close, trapping me behind the bars.
--------------End chapter 36-------------------------------
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!