Cycle of Punishment

By Sameer N

Published on Dec 20, 2010

Gay

WARNING:

This story contains sexual acts between boys. If this is not to your taste, and/or is illegal in your area please do not read any further.

Please do not distribute it to any newsgroups and/or web-sites without permission from the author.This story has been embellished. While a lot of it did happen, most events have been altered to make things interesting and particularly to change names, times, places. All of it was consensual. At no time did I get raped or sexually assaulted against my will.


I cursed Caesar as I sped home from College. Because he'd taken my bike, I had to use my brother's old bicycle that barely had any breaks. It was also a much taller bike and once I had stopped, I had to literally stand on my toes to keep my balance. But finally I reached home, set it on the stand, stowed away my backpack and raced to Caesar's house.

I rang the door bell fervently hoping that Caesar would be home and he'd be alone. After waiting for a few seconds, the door opened. I was relieved to see Caesar. The house seemed homely and well kept and especially quiet. I was getting my hopes up that no one else was at home. But I was wrong. We walked a couple of steps and entered another bedroom. There was Jason, sitting on the bed, his back against the wall with a book resting on his thighs. As I walked in, he hurriedly put away his book and stood up. It was like he wasn't expecting anyone to enter that room.

"He's here for his bike" Caesar said, as if nothing had happened the night before. He then walked to the table picked up something and to my wildest surprise, extended his hand with my keys dangling off the other end.

That was it? Disappointing!!!! I hesitated for a good few seconds, extended my hand and took the keys.

I stood there not knowing what to say. At the same time, I was really hoping that Caesar would do something to keep me there. But then I figured. With Jason at home and may be others, it probably wasn't safe.

Much later I would find that no one else was actually home.

"Thanks for taking care of my bike." I said, genuinely now. And then turned around to leave.... but stopped in my tracks when I heard Caesar shout.

"Where are you going?" Caesar asked a bit irritated. "You can keep the keys, but you know your bike is chained, right?" The silence in the pause was killing me. "What do you think? You can just come in here and take the bike and go?"

My hopes were beginning to rise. I felt a zing go through my body.

There was an eerie silence. Caesar broke it, asking "So .... how much does this bike cost?".

I looked away, trying to think how much the bike actually cost, the corner of my eye catching Jason toying with something but looking in my direction.

"Don't remember exactly .. but might be 900 ... around". I answered, not knowing where that conversation was leading to.

"Give us 900 and I'll take off the chains." Caesar said plainly.

Whoah.. that was not going to happen ever. "Hey.......," I stammered, "I don't get that much money."

"But you can throw away a 900 rupee bike....." . Then he continued. "So.... what will your dad do if he finds your bike is gone."

"He'll get mad at me." And buy me a new one ... was what I was going to say but stopped.

"Yeah, he'll get mad? Wow! That's it? No wonder you're a spoiled kid." he shouted back. I wasn't the only guy who was suddenly brought to attention by his outburst. Jason stood up straight as if something bad was about to happen.

"Jason, tell him what dad did to you when you lost your sweater three weeks ago" Caesar now sat down on the bed at the opposite end of where Jason was standing.

Jason had been very quiet until now and had not spoken a word. He had to actually clear his voice to speak ... somewhat conscious of what he was going to reveal .. "Gave me the whipping of my life" he said in a low voice and then he paused before adding "on my bare butt" in an even lower voice. Jason was barely 13, but his voice had already started breaking into a baritone, but otherwise still had the ring of an kid.

My mind conjured up images of his dad taking Jason into a bed room, getting Jason to pulling his pants and underwear down and whipping the shit out of him. I'd have loved to hear him screaming.

But my day dreaming was interrupted by Caesar - "What do you say? Give us the 900 ORrrrrr", now pausing dramatically ... "better to get a whipping?"

I had a 50 at home which I could hand over right away,but that's all I could think of and that meant no more lunch for the rest of the week. However I kept that thought to myself. I'd have hated myself if he'd accepted. "I told you already. I don't have that kind of money."

"So you'll get whipped, right?"

I wasn't about to confess that I wanted to be whipped, and definitely not in front of Jason. I had to put up a show of resistance mainly because of Jason's presence. I still wasn't sure if he might be a blabber and out me.

"I don't have money, man!" I sounded a bit irritated. But Caesar knew better, especially from last night. I hadn't really done anything to stop him from blatantly violating me.

He persisted. "Tell us now or forget the bike."

In the end, the risk of Jason being witness to my agreement seemed much smaller than allowing this opportunity to slip away. Had Jason not been around, I would have readily agreed and probably begun to unzip by now.

"I don't see a choice" I said.

"OK. Let's make this simple. Whipping. Yes or No. Just say yes or no... don't give me bullshit."

"OK" I said.

"I didn't hear a yes nor did I hear no. You understand English, right. Don't they teach you English in that expensive private school you go to? Yes or No."

"Fine. Yes". I finally gave in.

"Unzip your pants and bend down."

I wasn't sure I wanted to do it right that moment. I looked in the direction of Jason, keeping my gaze low, waiting for him to exit the room.

Caesar caught the drift.

"Bend down now! We don't have time to waste."

I hadn't liked Jason from the very beginning that I saw him at the playground. Not as he was now, but even when he was much shorter as a kid. He barely spoke. His had a nice pointy chin. When everyone burst out laughing, it seemed like a huge effort for him event to break into a smile on one side of his face, more like a sneer. His whole body language reeked more of conceit than anything else. He seemed unapproachable. But at the same time he had THE most beautiful faces amongst all of us and these days he had THE most beautiful body amongst all of us.

But our chemistries clashed. In all my fantasies, boys younger than me never figured. And he was a good 5 years younger than I was. I had abhorred any idea of either having boys naked or being naked in front of boys. May be because they had yet to reach puberty, may be because it was wrong and there could be serious consequences and may be because they were unreliable and could blab to the entire world. But Jason fit most of all that, despite his height, which all things aside, he could easily pass up as someone of my age. Except his face may be.

"Come on! Get your zipper off and bend over!" that was an order.

Suddenly something else came to mind. "Wait wait wait wait wait" I said trying to stop the whole thing. Both looked at me surprised.

"There are conditions" I said. Firmly this time.

"Conditions?? Like WHAT?" ... like I was mad or something.

I continued on without waiting. "No one can know." ... may be I had to be even more specific ... "You CANNOT tell anyone."

There were now a litany of things that crowed my mind. All the risks of going down this path and my paranoia was getting the better of me.

"You cannot hurt my balls." Funny I had brought this up. Because all I was supposed to do is reveal only my arse for now. They had never asked me to strip and take off everything. But my devious little mind wanted Caesar to know that he could go further if he wanted to.

"OK?" I had to force him to acknowledge.

"Fine! Whatever" Caesar said not with much joy, I could tell.

I was now forgetting half the things that had come to mind. But the sudden image of me with whip marks all over my body, parents forcing me to tell what happened ... my PE teacher at school asking me if my parents were hitting me.... all that made me want to throw up. "Wait ..." I had to get this out. "You cannot hit me where people can see."

"What crap are you talking about?" with a lot of irritation. I was not making sense to Caesar.

Spelling it out for him, I said "You cannot hit me on my face or back or hands or legs " .... come on quick, where else, but I could not think. So I quickly added ... " or anywhere where people might notice because people in the school or home might ask me questions and they might know."

"What the hell ..... " but then he stopped. And I knew why. In eliminating those part of my anatomy, I had carefully narrowed down to some choice parts of my body that were of great interest to him. For example, I hadn't left out my hole or my dick ... generally my groin (excluding of course my balls) and I had said nothing of my butt. "OK what else". He said this without any resignation.

I now felt bolder, so what the heck "Ask Jason to leave and tell him to close the door".

"Jason!" he barked, startling Jason who stood perfectly upright. "Get his zipper and hold him down! He's wasting our time!".

Jason was quick. Even before I could react, his hands were lunging towards my pants. I struggled to anticipate the direction his hands were taking. By the time we made contact, his right hand got to my left, my right got a good grip on his left wrist. But that's the most I was able to do. Moments later he had complete control of me. He had managed to turn me around, my left hand twisted behind my back which he had forced down. I was at a complete right angle and although I was trying to buckle my knees and prevent his left hand from reaching my groin, he counteracted by twisting my left hand even more.

I groaned. I still managed to hold his left wrist from under by stomach. But I had very little leverage. I tried hard to prevent his left hand from getting close to my groin. But he resisted harder. The tug of war went back and forth for a few seconds until I relented, but not completely. I carefully allowed him to unbuckle my belt, keeping enough pressure so that he wouldn't venture anywhere where I didn't want him to go. I felt my self losing the battle on not wanting him to see my exposed butt, but he wasn't going to get a free pass to anywhere else. Next I felt him struggle with the top button of my pant. He clearly wasn't experienced at this. But that came off with a few tries. The zip was quick but not until I made sure that he wasn't pushing my zipper harder to make a pass at my stuff hiding behind my underwear.

By then Caesar had caught up with us and with careless disregard to my embarrassment, pulled the rear of both, my pants along with my underwear, down, where they settled on the back of my upper thighs.

I wasn't allowed to dwell on my hurt of my pride, of exposing the crack of my butt to Jason. He was tall enough and had hands long enough to be able to hold me down and still look at my butt. I still had a good grip on his left hand and given his position vis a vi my bent body, he might not have been able to see everything. Caesar might still have been able to see, for example, the folds of my sack and the back of my balls dangling through the opening my legs had made. I had parted my legs just enough to keep my pants from falling down onto my ankles, protecting whatever was left of my dignity, at least from Jason's point of view.

"Now listen to me carefully." I heard Caesar threaten. "You've given us a whole rule book to follow. Now listen to our rules." He paused to catch his breath and then continued "Because you have wasted so much of our time, you're going to come down here every day until you learn how to respect money.".

He had to push my head down for me to grunt a response.

Wow! Wait a minute. Every day? How many days. This was getting a bit out of control.

"Get it?" It wasn't my head he was pushing. He was now behind me and his left hand had grabbed both my arse cheeks, the nails in his fingers digging deep into my skin. To add insult to injury, his middle finger was now inside my crack, bending and probing at the same time like a fish caught in a net wriggling for an opening in a net, trying to escape back into the ocean. The ocean, in this case, was the insides of my anus, the softness of my inner lining of my rectum.

"Unnngghhh" I groaned. "UNNNNGHHH ... YEAH - OK!!!" even louder thinking he hadn't heard me, for now the nails of his middle finger were now digging harder into the folds sensitive skin. It seemed he had found what he was looking for and may have even heard my agreement to his demands. For now his fingers had stopped pushing hard and were now rubbing against my anus, just deep enough to part my hole and feel the moisture of my sphincter without causing them to open up all the way which would have really hurt me.

The rubbing continued for a few seconds enough for my dick to wriggle free still confined inside my underwear and start a progression towards an erection.

"You got all that?" Caesar asked continuing to rub and tap his middle finger on my hole, as if my hole was going to give an answer on my behalf.

Actually it did, because whatever he was doing to it, caused me to briefly clench my arse cheeks and open and close my sphincter. But just to make sure, I also answered. "YEARHHH" He had just pushed harder and my sphincter instinctively clamped down.

Then relief!!! He moved away. But not for long. The stinging on my left arse cheek hit my brain long before the sound of the "thwack" hit my ears. I'd been hit on my arse before, but never with direct skin contact. There was always some cotton to cushion the blow. It wasn't a belt for sure. It was something hard and from the corner of my eye I saw it to be a foot long wooden ruler.

I instinctively buckled at my knees, but only to realize shooting pain in my left arm because Jason leveraged that to make me straighten my legs up again.

The second whack was exactly in the middle, catching edges of both my arse cheeks on the fleshiest parts. The sting was much worse, but I had learned from the previous one that buckling was not a good option. I swung my hips forward, this time making brief contact with the back of Jason's left palm. What followed a brief tug of war between the my right hand which was trying to move his left hand away from my underwear.

The modest erection I'd had had, was now retracting. I could feel my once hard muscle to begin its journey back into my body, much like the head of a tortoise retreating back into its shell, leaving my foreskin folded up and bunched up on the tip. The weight of all that bunched up foreskin at the tip was probably causing it to droop downwards, as it usually did. The sum total of my penis from base to tip would now perhaps be just a three quarters of an inch.

This happened only when I was faced with two kinds of scenarios. The first when I would be called to attention while day dreaming, for example, in class, when my teacher would quiz me on something he said only moments ago. I'd very quickly lose my erection. The second case would be when I'd just ejaculated.

That day the feeling was particularly sensitized, because I'd cummed a HUGE amount last night. Having had no time to bathe, the insides of my foreskin were still sticky despite having emptied many a full bladders last night. As the rest of my shaft shrunk in size and got pulled into my body it would cause folds of my foreskin to actually stick to one another.

I now hated Jason for sticking around. It's possible that Caesar was either reading my mind or reading the mind of my dick head that now preferred to hide away in shame. Or he might have noticed what was going on between me and Jason.

"My dad whipped Jason in front of all my cousins. He was lucky, the girls had gone out shopping. But, if he did not have a problem, neither should YOU!" barked Caesar. "And just to let you know, Jason was the one who found your bike, so he'll do whatever he wants with you. U N D E R S T O O D?"

I was still beginning to get the implications. The second part made me queasy and I almost wanted to throw up. But then my mind began conjuring up images of Jason being led into a room. Unlike my previous vision of it all, he was in one corner bent down, his pants and underwear settling somewhere on his thighs. I dreamed him forcing his thighs together to prevent his cousins from getting glimpses of the back of his balls or part of his dick though the parting in his legs. His cousins and brothers on the other side of the room wishing Jason's dad would hit him hard, enough for him to part his legs, so that they could get a full view of his hole and as bonus whatever else between his legs.

That was the first time I had had empathy for Jason. My dream was rudely awakened by something hard going into my crack. I realized it was the ruler, edge on, and one of its corners poking into my anus. Caesar's intention was not to penetrate my hole, but he wiggled it to and fro asking me "Did you GET IT???"

The corner was nevertheless sharp. I tried to get away from it only to bump into Jason's hand. But my new found empathy won over my animosity towards Jason and I had lingered.

Much to my satisfaction, that hadn't gone unnoticed on Jason. I distinctly felt pressure back. And even though I had to slowly pull in my hips, I found Jason's hand following me, now subtly rubbing my underwear, his mind trying to make a mental picture the contours of my shaft under it. My penis was still very soft, but he was onto it already.

Many months later, in the darkened confines of my room, Jason had revealed to me, tidbits of the circumstances around his whipping. Had I known what had really happened, I'd have been glad to strip all the way for this guy. So much of the mental image that I had created was all wrong.

For one, his dad had never really whipped anyone in the family until that day. It was only to score parity with Caesar's uncle who had whipped Johnny, Caesar's cousin who was a year older than him. And it wasn't for anything trivial like losing a sweater. It had happened a few days earlier to Jason's incident.

The day had started with a major argument between Mark and Johnny but by noon things had gotten normal. In the evening, though, while goofing around with a kiddy cricket bat, Johnny had managed to strike Mark on the nose. The kiddy bat was still made of wood and a pool of blood had resulted. No one believed Johnny, despite Mark coming to his rescue. Johnny's dad had snapped and Johnny had been whipped.

And all that was done discretely with only Mark in the room. Although Johnny was fully naked, at least as told my Mark to Jason, Mark had set his elbows on his thighs and cradled his head in his palms for the entire beating.

Another tidbit I learned was that Jason might have avoided the whipping entirely, had he not been caught arguing with his aunt in a disrespectful way about what the big deal was losing his sweater. His dad had been noticing a lot of this behavior from Jason lately and wanted to nip it in the bud. What ultimately led to the whipping was the embarrassment his dad had to face when he apologized to his sister in la, that too, on behalf of his insolent son.

Also, it wasn't Jason's luck that the girls in the house had gone shopping. His dad had actually waited until his brother had chauffeured the girls away to shopping. But that had left 3 of his cousin brothers and Caesar to look on. Mark had found a perfect excuse to go to the toilet just as all this had begun.

It might have proceeded pretty much along the lines I had imagined, with Jason in one corner and the rest in the other of the room. But Jason had yelled "Why do these piddlers have to be here.". The word "piddlers" was in reference to his younger cousins aged 11 and 13.

His dad had taken offense at the use of bad language in the middle of another punishment. He was so irked that he had pointed to spot on the floor, two feet from where the others were sitting on the bed and had made Jason walk up to that spot, facing everybody.

Barely two feet from their eyes, Jason had to peel off all his clothing, from unbuttoning his shirt and removing his under shirt to unzipping his jeans and pulling down his underpants, eventually stepping out of the pile of clothes under him. When Jason was recounting this to me, I was already beginning to feel terrible for him. But he surprised me by telling me that he hadn't really cared.

On the contrary, he had positioned the chair he was supposed to lean on in such a way that he not only gave his dad the perfect position to whip his butt, but he had hardly bent because he wanted to give those four pairs of eyes perfect view to every bit of his groin.

Jason had observed each one of them, their eyes riveted to his groin as his fleshy protrusion went through various stages of erection. Even in his most painful moments, he hadn't bent or screamed. The most that came out of his mouth was sharp "Usssssh"s. The pain had sometimes caused his penis to lose his erection, abandoning its perpendicular position and gradually curving till it flopped pointing downwards. But withing seconds it would rise back following the same path to its fully engorged glory.

Another misconception I had was that he was whipped with a belt. That was also not true. His dad had actually used a fly swat. The only problem was that it was old. It was made of a nylon netting and the threads had unraveled in quite a few places. What remained were tiny sharp nylon ends that stood perpendicular to the swat. And every time the swat made contact with his skin, dozens of those needles pierced through into his flesh sometimes entering the very same wounds they had created a bit earlier, but tormenting new nerve endings in the process.

He told me it had stung like nothing else before, but he had gritted his teeth and taken them all. Not only that, but it had caused him to sport the biggest erection he had ever had in his life and he had been proud to show it off to the eager audience barely an arms length away.

Jason also told me that after the whipping, his cousins had individually caught him alone and asked questions that they might have never had the courage to ask. The 11 year old had been curious to know whether all males grew mustaches above their "wie wies". The 13 year old had wanted to know how much cum Jason might make at a time and how old Jason was when he had his first erection. Everything a curious kid might ask. Even Johnny hadn't really cared and had told him the bruises would heal in a day or two like his had.

I hadn't known any of this at the time when Caesar was imprinting ugly red bands on the flesh. He hit hard. Sometimes the sound of the ruler echoed with my "Awwh"s. At other times, I gritted my teeth and held my breath.

But all along, I had something that Jason was denied of, when he was being whipped. It has started with the back of Jason's palm now firmly pushing against my underwear. The vision of this tall, handsome dark tanned angel allowing his temptations to only go so far as to feel the contours of my flesh down there, but restraining himself from going further. That really began killing me. I released the pressure on his wrist and managed to turn it around. And as his now cupped fingers made contact, I moved his fingers exactly to where he'd have wanted them. My penis unfortunately had curled up with the head hiding pointing towards my balls. He might not have been able to get to the head right away. Luckily, all the excitement had overcome the pain brought on by the whacks of the 12 inch wooden ruler and the head had moved away from its hiding and come into plain view, where his fingers had found them.

Every time a sting in my butt caused me to lessen my erection, his hands would knead the soft mushy thing back to an erection.

At some point, I pried his hands off my penis and positioned them over the elastic band of my underwear. He had understood. Right under Caesar's nose but without his notice, Jason hooked his thumb into the elastic and pulled it down. I really couldn't figure out Jason. Why hadn't he just pulled it all down. But those thoughts hadn't hit me yet. His fingers had now entered my underwear and Jason had made his first direct skin contact with my penis and now even my balls. He fondled my balls once in a while, but his focus was now on my dick head where his fingers had formed a nice cylinder to ride my foreskin back and forth my flaccid glans. He would occasionally go back to kneading my shaft to bring it back to an erection.

I might have been hit 20 or 25 times hard. The first ever in my life. Caesar's yelling of "Don't move or I'll hit harder" OR "Keep straight or I'll whack your balls" went unnoticed on me. Whatever I did, I got hit harder till I screamed. I was unfortunately nowhere near an ejaculation. I had instead produced may be a drop of two of urine probably mixed with some precum. Jason wouldn't have noticed them dropping out of my pee slit. They were smeared along my foreskin mixing with the stickiness of my dried up cum from last night.

Then abruptly as it had started, so did the caning end. There was a brief silence from all my cries and the hits of the ruler and Caesar's yelling. "Put your clothes on." ordered Caesar. "Everyone will be here in 10 minutes and I don't want you here with your pants down."

The first thing I did was pull up my underwear and then fumbled to get my pants up.

As I did that, there was one thing for certain. Jason was aware of the stickiness on his fingers. He had first wiped his left hand on his pants, then pretended to cup his left hand on his nose as if to sneeze. He was actually taking a whiff, to see if the scent was offensive or not. The smile on his face, although a conscious one, told me that it might have been bearable. At that instant, both of us knew we had caught each other in the act of acknowledging. Me knowing that he was smelling my scent and had had at least not been disgusted by it and he knowing that I knew.

"I want you here as soon as college ends. Don't go home, come directly here. And you're not getting your bike even tomorrow. GET IT?" barked Caesar.

"Yeah" I said meekly, barely able to walk.

But walk, I did. All the way home. My butt achy as ever, like 50 anti-tetanus injections all around my arse cheeks. But it wasn't over.

To be continued.....


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