Chapter five
Eric and the blond guard were with me in the tiny cell when my three sex-tormentors arrived. They knew to wait till the guards let them in and they also knew they could then do anything they wanted to me. ‘Don’t forget’ said Eric, ‘I’ll be watching you on the monitor. You have to do everything you can to please these guys. To avoid an immediate session in the punishment room, they’ll have to rate your sex service at least nine out of ten.
‘By the way,’ Eric continued in his quiet scary matter-of-fact way, ‘if your teeth should scrape, let alone bite, one of their dicks, I’ll personally extract one tooth every day with a pair of pliers in the punishment room, maximum pain and no anaesthetic, until you’ve got no teeth left, and I’ll invite the boy you scraped or bit to help me.’
Eric still had another warning. ‘If you start getting hard, those cage-spikes will enter your dick-flesh; they work on a spring: when your dick starts to squeeze into the ends of the spikes, that will be a painful warning. I advise you to take notice of that warning because there are 20 spring-loaded spikes lined up from the root of your dick to your pisshole. If you don’t stop at the warning and you push harder, you’ll activate the spring which will make all the spikes extend three millimetres into your dick-flesh, all at the same time – and they’ll stay there until I decide to re-set the spring. You can’t imagine the pain so, don’t forget, these guys are here to enjoy themselves and you are here only to serve them.’
Eric and the blond guard got up to leave. ‘Be nice to your guests, asshole’ laughed the guard, as he and Eric left the cell and let the three inmates in; ‘I’m looking forward to the show and then I’m looking forward to a session in the punishment room where we’ll deal with your mistakes!’, smiled Eric.
It was obvious that the three inmates were in a hurry to fuck me. They were very horny – I suppose they didn’t get much sex in this place – and they didn’t care what I did or didn’t do. That would come later in our session. The first one to strip off was about 30 with quite long hair and about a week’s growth of beard. He was clearly going to be the one to take my virgin ass. I had fucked any number of boys, so I sort-of knew what was to come, but this was going to be very different – ‘bend over the end of the bed and spread your legs wide, bitch’. My heart raced. I knew I couldn’t get out of this and there were only a few seconds to go. I leant over the bed and pushed my ass out. One of the boys, shortish, slightly chubby with brown hair and about 20, lent over and held me down.
For a split second, I felt the tip of a penis against my anus and then I felt a truly excruciating special kind of pain that I will never forget, different from anything before, a feeling that another man was using his dick like a skewer to split me in two. I screamed and shrieked in agony as the dry-fuck got going, and I just stopped myself from begging him to take it out, remembering what Eric had said. Soon the man was vigorously thrusting in and out. His hard cock now felt like a red-hot metal drill roaring in and out of me. A couple of times, he pulled right out, and I thought it might be over, but then he thrust himself back inside me deeper than ever and held it there. At last, I felt him fill my guts with his spunk and I screamed again as he pulled himself sharply back through my still-tight but very damaged sphincter.
Every part of my body froze – I couldn’t move at all. But it didn’t much matter and no one there cared and anyway a willowy kid of 18 or 19 with short sandy hair was clearly lining himself up behind me.
Meanwhile, the first man held his dick out in front of me and told me to lick it clean. Despite the pain it caused, I realised that his dick hadn’t even been that big. On the other hand, the chubby boy holding me down had now stripped off, and his dick definitely was huge, terrifyingly huge, and now fully erect – but I didn’t get time to think about it. As I started to lick my own blood and the man’s spunk from the penis in front of me, the teenager entered my asshole at full force.
The agony of this unlubed entry was even worse than the 30 year-old’s had been – I sensed the younger boy was out to cause maximum pain as he clearly moved from left to right and then as deep as possible – his dick turned out to be long and thin, but it seemed to have a thick head on it as it reached everywhere.
Then I realised that the boys were chatting to each other – while I was agonisingly penetrated in the most aggressive way possible for the second time, they were just chatting! I was nothing to them, just a couple of holes, presented to them by one of the guards.
The second boy came with a shout. Like the 30 year-old, he also walked round to the front to be cleaned. The chubby kid was taking his time though and he actually spoke to me but not in a nice way: ‘I heard what you did, you cunt, that’s why Eric chose me. Take a good look at my dick, cunt, and you’ll see why. Big isn’t it? Very long and extremely thick. I’m going to break your fucking asshole with it, and I’m going to take my time. Beg me to fuck you, bitch.’ I was completely broken: ‘Please Sir, fuck this bitch with your big manly cock. This lowlife deserves to be tortured by your dick. Thank you, Sir.’
‘Cleaning duty, you shit’, said the second boy whose bloody – with my blood – and spermy cock was in front of my nose. Soon after I started my ‘cleaning duty’, tasting my own blood and guts along with two men’s spunk, the chubby boy with the enormous cock violently entered me. He smashed his gigantic dick right through to my prostate again and again, pulled left, pulled right, pulled up, pulled down, and, above all, took his time. No frenzy here, just sexual sadism, making fucking into a punishment. After what seemed like an hour but was probably only ten minutes, he came in a series of spurts and collapsed on top of me.
I didn’t get any rest. Straight after the chubby boy had finished his first fuck, the 30 year-old told me ‘it’s time for you to get us ready for seconds’. But I was just unable to move. I was paralysed with the pain and humiliation of the three relentless assaults. After a few seconds, though, the 30 year-old impatiently grabbed my cage, pulled me off the bed by it – I yelped as the pain inside my dick renewed its intensity. He dropped me on to the floor. ‘You’ve got some feet to worship, pervert – you like men’s feet, don’t you? Let’s hear you thank and beg like you’re supposed to.’ I managed to croak: ‘Thank you for fucking this disgusting pervert, Sirs. Please permit me to worship your beautiful feet’.
I sucked their toes and kissed their toenails, I licked the salty sweat from between their toes, I licked underneath from the front to the back and sucked their heels. I kissed and worshipped the feet of the three men who had just assaulted me – and were clearly going to assault me again. The feet definitely weren’t clean but they weren’t filthy – except for the youngest boy’s which were so smelly that the chubby boy grinned and told the boy that he was gross and he personally wouldn’t go near feet like that. The problem was that I couldn’t worship three pairs of feet at the same time, which meant that, to keep themselves occupied, the boys also stepped on my balls, pinched my nipples with their toes, played with my injured toe, and stepped on my cock-cage.
Eventually I was moved on from their feet to their smelly armpits and sweaty balls – remembering what Eric had said about teeth, I was incredibly careful with their balls, which meant that they weren’t that satisfied with my ball-worship.
As a final lead-up to their ‘seconds’, they took it in turns to sit on my face. The chubby boy’s ass-crack was by far the worst, smeared with unwiped shit – the other two were just sweaty and musky. Again, remembering Eric, I worked really hard at cleaning all their ass-cracks, especially the chubby boy’s, and tongued deep into their assholes. I even blew into the chubby boy’s hole which made him fart my breath back at me with a lot of added gas. It was when the youngest one sat on my face for the second time that it went wrong.
When he sat on me the first time, I had simply kissed, sucked and licked his hole and licked up and down his ass-crack. But, this time, the sandy-haired 19 year-old gradually shifted his position so, instead of his asshole, first his balls and then his dick were over my mouth. I sucked them both. When I got to his dick, I felt for the first time real, and not fake, enthusiasm. I felt my dick stir and swell slightly to just touch the spikes on my cage. That warning hurt but not too badly. I tried to stop myself. I tried to think of anything else except the dick in my mouth but it was a beautiful long young-boy dick and it was juicy and it was gradually hardening.
Twenty spring-loaded spikes entering my penis simultaneously made the whole length of it feel like it had been pushed into a meat-mincing machine. The horrible bell at the end of my cage started ringing frantically as my dick throbbed and swayed in agony. For those few terrible seconds, I would have begged Eric or anyone to cut it off to stop the pain, but that, of course, was not his plan. It was Eric’s plan that this should happen to me. I had to learn that I couldn’t enjoy anything – everything was to be punishment. Through my shrieks of pain, I heard laughter as the other two boys congratulated the young boy who’d caused my disaster. Someone said – ‘sit on the cunt’s mouth so it shuts the fuck up’- so the young boy moved back again and squashed down tightly so I could barely breathe, let alone scream.
They fucked my mouth repeatedly. They bent my legs back and fucked my tortured ass again. I think they fucked me three times each one way or another. The agony in my dick was so great that I lost track. Each assault was painful – and I thought I was going to die with not being able to breathe when the chubby boy’s huge dick kept slamming into the back of my throat and resting there. When they’d all finished, they threw me back on the floor, spat on me, and put their shorts and tee-shirts back on and went to leave – then the 30 year-old turned round, got his cock out, and pissed all over me and asked ‘What about a thank-you, you cunt?’ ‘Thank you, Sirs, for fucking me over and over, Sirs. It’s been an honour, Sirs.’, I said.
The boys seemed satisfied. I don’t know what they said to Eric and the blond guard but, when they came back into my cell a minute or two later, they were definitely not satisfied. Far from it.
Chapter six
They had to escort me or I would have probably collapsed on the way down to the punishment room for my second visit of the day, either from the pain or from the fear and anticipation of what was waiting for me there. Blood oozed from my asshole and from my caged dick which was now in the torturing grip of those twenty fierce 3-millimetre spring-loaded spikes. Eric and the blond guard marched me through a recreation hall full of inmates who laughed and jeered, slapped me and punched me. Eric announced that “the cunt’s cage has exploded and there are twenty spikes in its dick”. Several inmates, especially some younger ones, grabbed at my cage, ringing my heavy little bell heartily. As they intended, this made my spiked dick hurt more than ever. Everyone had been told what I did to boys in the most lurid possible way and they enjoyed watching me suffer.
Eric had explained in my cell why I was to be taken to the punishment room: ‘The boys complained that you screamed too much when they fucked you, which annoyed them. Also, they all said that you didn’t make them feel as good with your anus as you could have done - you’ll have to learn, shitface, the technique of using your anal muscles to make a cock feel welcome up your asshole. Same when they fucked your mouth – in future, you’ll have to encourage a cock to explore deep into your throat – massage it with your throat muscles – and control your gag reflex. Remember cunt, that your holes are for satisfying other men’s dicks in this place. Apart from being tortured, that’s their only role. So learn, cunt!’.
Eric continued: ‘They loved it when you activated the spikes, but of course you don’t get any credit for that because you didn’t actually intend to impale your dick on twenty spikes. But I’m pleased that your few seconds of pleasure resulted quickly in extreme pain. The spikes springing into your dick remind you that you’re here only to suffer. From now, I don’t want you even to have a few seconds of pleasure, so I’m going to tighten your cage when I re-set the spring in the punishment room. If your nasty little dick swells at all, the spikes will be released immediately. The tighter cage will make them dig in a bit deeper too, so they won’t just punish you sooner but also even harder than just now.
‘The boys said that, after your dick had been pierced by the spikes, you thought too much about your pain and not enough about their enjoyment. You didn’t please them enough and didn’t beg them and thank them enough.
‘Overall, they gave you only 5 out of 10, so that’s why we’re taking you back to the punishment room.
Eric then told me the about the punishments he’d decided to give me for my failures as a whore. ‘You’ll receive 12 more with the cane and 12 with the prison strap. You haven’t had the prison strap yet, so it’ll be a nasty new experience for you. Then we’re going to leave you tied to our pointy wooden horse for an hour or two – you won’t enjoy it. When you straddle that horse, you’ll find it’s back, where you have to sit, is sharp and splintery, so it’ll be pretty hard on your asshole given the violent way that it’s just lost its virginity. The other really nasty thing you need to know about the horse is that you’ll be cuffed and there’s nowhere to put your feet – so your ass-crack, along with your cock and balls, will support all your weight. You’ll hate it a lot but you deserve it.
‘I’ll tighten the cage and re-set the spring while you’re on the ‘horse’. The horse-punishment is more effective on an unprotected dick, so we’ll take it off you just before. We’ll clean you up with the peppery antiseptic too - I don’t want you to get an infection in your dick yet – I want to make sure your dick rots slowly and drops off after 5 long years in this place under my supervision’, said Eric.
Eric and the blond guard were all business as they secured me again to the spanking bench. Like before, my buttocks stuck up into the air at just the convenient height for striking with whatever implement was chosen to strike them. The big difference from the morning was that my exposed buttocks were starting sore, swollen and welted. Once again, Eric and the guard selected tough, thick and bendy prison canes.
Eric said ‘Explain to us why you deserve a caning followed by a prison-strapping, cunt, and explain why this part of your punishment should be severe and merciless. I hesitated a few seconds ‘You’re keeping us waiting – that’s two extra with the cane already’, said the blond guard, and burst out laughing. ‘Sorry, Sirs, for keeping you waiting. Please cane me very severely, Sirs, mercilessly in fact. Please enjoy my screams – cane me even harder when I scream because it means you’re getting through to me. I’m sorry I messed up with the three boys and now I deserve to be caned severely.’
‘What about the prison-strap?’ asked Eric – two extra with the strap for forgetting about it - carry on: ‘Please, Sirs, I beg you - follow my caning with a dozen with the prison-strap, also really hard. Please keep in mind, Sirs, that I need the strapping because of the bad things I’ve done and because I was a bad whore this evening. Please be severe with the prison-strap, Sirs’
This finally satisfied them and I noticed I had teared up – I cried even before they started caning me. Then, the first stroke took my breath away.
I suppose a caning over my other caning, and over the paddling I’d received that afternoon during the hard labour, was bound to be painful. But this seemed to hit a new level of pain and I screeched dementedly as the strokes rained down mercilessly criss-crossing all that had gone before.
When the caning was finally over, the blond guard fetched the prison-strap. He held it in front of my eyes so I could easily see its sadistic construction. It was almost half a metre long including a leather-covered handle. It was about 5 centimetres wide and had about ten holes drilled through it. The whole thing looked less flexible than the canes – the leather was hard and very thick. A dozen, now fourteen (because of forgetting to beg for it), hits with that strap would have been torture on an unbeaten ass – over my double-caning, I thought I would surely pass out.
Then they started, taking turns with the prison-strap, lifting it high above their shoulders and smashing it down on to my unprotected buttocks. I didn’t pass out, but I could no longer even scream after the first few hits with that prison-strap. I have no idea how I endured the pain of the strap as it crushed my cane welts. The prison strap, I learned that evening, was torture pure and simple.
‘For your final punishment of the day, well-deserved but excruciating’, laughed Eric, ‘I’m going to remove your cage’. He then walked behind me and reached inside the cage and flicked a little button. I felt the spikes spring pull back out of my dick causing a further sudden burst of pain and making me yelp loudly. To make it worse, Eric immediately reached out for the spray-can and sprayed the tortured area of my dick with the strong burning mix of antiseptic and pepper-spray, which he had specially made or me, and I started struggling uselessly and screaming. ‘Did you deserve the spikes?’ asked Eric quietly. ‘Yes, Sirs,’ I said desperately, ‘I deserved twenty spikes in my penis. Thank you, Sirs’.
They left me on the spanking bench while they prepared – in front of me – my last punishment of the day, which Eric had promised would be ‘excruciating’. They went into a cupboard and came out with the ‘horse’. It was made of sturdy planks of wood and the top was about five feet off the ground. The bottom half was a kind of rectangle. Resting on top of the rectangle, the top half was shaped like a steep house-roof. Big smooth planks of wood came together at the top to form a sharp ridge, which was where I was going to sit for the next hour or more.
The ‘horse’ was obviously heavy because Eric and the blond guard were panting when they set it out in front of me. ‘Next time, we should make the cunt pull it out with its balls’, said the blond guard.
I couldn’t see how I could spend five minutes, let alone more than an hour, straddling the sharp ridge of that horse. Then Eric showed me another piece of wood which fitted neatly was to go over the whole length of that ridge. He attached a new ridge on top of the original ridge, and then I saw where I was really going to sit. The new ridge had a special jagged and splintered edge which faced directly upwards to where my ass-crack and genitals would soon be bearing my whole weight. ‘I decided that the normal punishment horse wasn’t severe enough for your punishment, cunt, so I made this extra ridge for you to sit on. Look at the jagged edges and the hard splinters – I specially designed them to hurt you as much as possible. They’ll penetrate and tear your nasty ass-flesh. Look at these little edges I’ve sharpened to points. Your ass-crack, dick and balls will all be tortured there for as long as I decide. I’m just going to sit and enjoy myself watching you writhe as your skin tears open nice and slowly’.
Eric sentenced me to an hour on the horse, but really I knew I’d be there as much time as Eric wanted me to. He could keep me sitting astride that jagged and splintered ridge of wood all night if he wanted. This was what Eric had meant about the ‘excruciating’ punishment of sitting on the ‘horse’, and he had complete control over me.
When they were ready, Eric and the blond guard untied me from the spanking bench and cuffed my hands so I couldn’t use them to support myself when I was straddling the horse. Then they used the hoist to lift me and then lower me on to Eric’s sadistic contraption. ‘Open your legs’ instructed the blond guard as I descended. ‘Down you go’ laughed Eric. ‘Gee up’ giggled the blond guard and playfully – but painfully - whacked me across my shoulders with the prison-strap.
The sharp ridge bit immediately and deeply into my ass-crack. My legs and my cuffed hands flailed around at the same time trying to find some purchase to relieve some of the agony, but there was nothing for them to rest on. My entire weight therefore pushed down on my ass-crack and, in turn, my ass-crack pushed down on to the unforgiving sharp and splintered wooden ridge. I felt that I was being sadistically split in two from my ass-crack upwards.
After a minute or two, I saw that blood from my crack had started to trickle down the sides of the horse. The only movement I could make was to lean forwards which put all my weight on to my balls, but Eric had taken my balls which had both come down on the right side of the ridge and placed one ball on each side. ‘You can choose which ball you want to crush, shitface, depending on whether you lean left or right’. If lent even further forward, it was my agonised dick which had to take my weight. If I lent slightly backwards, my injured anus scrunched on to one of the worst parts of the sharp ridge.
There was no way out of this utter misery. ‘You’re spending at least an hour there, so get used to it’, said Eric when I whimpered, and he settled down on a sofa at the end of the room and just watched me writhing with a look on his face of complete satisfaction. ‘What do you say?’, smiled the blond guard as he stood at my side, still holding the prison-strap and threatening to hit me with it. ‘Thank you, Sirs, for making me ride this horse. I deserve this punishment, Sirs’, I said.
I could only just walk when they eventually released me. I was in so much pain. Eric quickly sprayed my ass-crack and ballsack with the antiseptic and pepper spray mix. My crack was bleeding in quite a few places and my ballsack had a couple of tears in it. I collapsed on to the floor from the additional pain. They ordered me up at once. Somehow, I stood again quickly, and Eric reattached my cage, reminding me, with his gentle smile, about the more easily activated spikes. Then they marched me back to my cell.
‘This will be your routine’, said Eric when we arrived. ‘A breakfast of healthy gruel – I’m not sure what they put in it but it’ll keep you going, even if it tastes disgusting – kind of sour, I’m told; I’ll probably piss in it most mornings too. Then a visit to the punishment room, including any toilet duty I choose for you, followed by a day’s labouring with a pig-food lunch. In the evening, you’ll get more pig food and be whored out. No let-up. No variation. No hope. You will pay for your crimes in the hardest way you can imagine – I’ve devised for you the vilest and harshest regime ever. At the end of 5 years, your sexual organs will have been destroyed and your life will pretty much be over. I want you to hate every single minute of your time here.’
‘Lights out’ said the blond guard, and flicked a switch somewhere outside my cell. I groped my way to my dirty damp mattress, which now smelt of other men’s sperm, and gingerly lay down in pain. I pulled a crumpled thin blanket over my beaten body.
