Day 6. A new experience
Themes include fucking, double penetration, exhibitionism, bondage, butt plugs, dildos and domination. Average reading time: 20 minutes.
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Fucking hell. Words fail me. I'm honestly not sure that I can do true justice to what happened yesterday after seeing Trent... I know that I came to the School as a complete sexual novice (and I know I've experienced a hell of a lot in a very short amount of time) but even so I could never have dreamt that sex could be as hot as last night.
So after the session with Trent I came back to the room, got undressed, unlocked and wrote my diary. Jay then told me it was exercise time. I don't know why but I was expecting he'd have a private gym off his rooms, but no, apparently we were going to go to the School's public facilities.
I was a bit nervous about this if I'm honest... I know that almost the entire school has seen me on stage, but somehow doing such a mundane activity - weight training - really bought it home that I'm being held against my will in a captive environment.
Of course, there was nothing really normal about the situation. Carl wanted me to wear my powder blue `BOBBY KUNT' tank top and nothing else! Seriously, no jock, no cock cage, no tan shorts. Fucking nothing. I protested but he made it very clear that I didn't have a choice and that loads of other guys at the gym would be tackle out so I shouldn't take it personally. If anything I should be glad of the freedom of having my dick uncaged outside of his room. I guess so.
The gym itself was fucking massive and insanely well equipped. Carl started me on circuit training that completely demolished me. My first time exercising with him and it was almost impossible to keep up. He said that the program wasn't just aiming to craft my cunt but my body as well. Dear god. What made it tougher was the sheer volume of hot men exercising alongside us. It didn't matter where I looked, the gym was full of guys in different states of undress - some tutors like Jay, some obviously pupils like me. Except they weren't like me. Yes, some were naked from the waist down and others were wearing a jock or shorts (lucky bastards!) but it was more that every pupil had a different t-shirt on... Over there was a hot black guy with a cute bubble butt. His tank was powder blue too but his said JIMMY the HOLE' on it. And there was a young and hairy middle Eastern boy walk with KOCKSUCKER KARIO' emblazoned on his sandy orange coloured top. The degrading names and boys kept on coming. However, it was one particular lad I saw only once - walking bowlegged and who could barely sit down on any of the machinery - that I felt really sorry for. His red tee said in gold letters `MALCOLM MANHOLE'. Jesus! My mind boggled.
All the while Carl and I exercised harder and harder, drips of sweat running down our bodies. He was wearing a more regular gym top and loose high-cut track shorts that revealed everything. I'm pretty sure he was trying to keep me lusting for his dick, as his cockhead sure did keep falling out of the leg holes a lot.
The combination of the other tutors, Jay's close proximity, the smell of his sweat, his cock nearly always on full view (somehow just seeing the tip of his fat dick was fantastically erotic) and the other guys around me was intoxicating. Jay had told me I wasn't expected to stay erect - in fact with all the exercise the blood should be pumping to other parts of the body - but I couldn't help myself. I was so turned on. Even then I could feel myself being embarrassed by my dick - Christ, I was leaking precum everywhere!
As we continued our circuit we moved on to some mats to do some punishing burpees, my least favourite exercise. I was so engrossed (and exhausted) by the hard work that I failed to notice that the man working out next to us was Carl. Carl!
Even though the last time I had seen him I had been massively humiliated and covered in piss - somewhat at his instigation I thought - I couldn't help but feel excited. I wanted to get closer, to smell his musk and see the sweat rolling down his muscles. I couldn't help myself, if anything my dick started leaking even more.
Jay kept me focused on those damn burpees though, putting me through my paces. He seemed determined to completely exhaust me... and when Carl finally decided to come over to us I could barely speak, I was that tired. He was dressed in long grey sweat shorts with FHS on one side and a dark, closely fitted navy t-shirt. You could see the trail of sweat soaking through his clothes, especially around his crotch and ass. He looked stunning.
Carl nodded at me but directed of all his attention at Jay, asking how my training was progressing. Jay replied that I had my first day with Trent and things had seemed to start off on the right foot. Carl then asked about my CiS scans.
"Hmm, could be better if I'm honest" said Jay. "I think this little one could be cursed with an elastic sphincter that is going to keep on snapping back no matter how wide we stretch him." What the fuck? I was there when Trent showed my hole images to Jay. Snapped back? I was fucking gaping!
"Yeah, that could be a problem..." Carl replied. "I can't help but think we're doing young Bobby a pretty big favour here. I mean he seemed to find my cherrybuster pretty hard going. I reckon that if we weren't taking direct action it could take him hundreds of punishing fucks before he'd get truly comfortable with dicks my size. He's lucky he's here!"
Jay nodded as I looked on in disbelief. He suggestively grabbed his crotch and then asked Carl whether `he wanted to give the young cunt a bit of a kick-start?' Carl didn't hesitate for a moment. "Sure thing! I'd love to tap Bobby's hole again" he answered.
Fuck, they were going to tag team my hole, right here in the gym? Even though part of me couldn't resist the idea of being fucked again by Carl, the larger part of me couldn't believe it. I cried out "please guys, please... my hole simply can't take it! I've only just finished with Trent, my ass has never been so tender--"
"Bullshit!" interrupted Jay. "Your hole may be tender, but I bet you're hungry for dick, you little slut. In fact, I bet the more you think about it the more you realise your twat is feeling empty and incomplete, like it needs to be filled? Right?"
He could see the confusion in my eyes. Now he said it, it did feel empty... The feeling of the phantom dong filling my hole from Trent's session had slowly disappeared and now I was wondering what was next...
Both men took advantage of the moment. An unspoken language passed between them as they seemed to know exactly what to do. They walked me over to a weight bench and then both of them pulled their shorts down and threw them aside. The thickness of Jay's fireplug dick still intimidated me, but to be honest it was Carl's that really surprised me. Had I really let something that big inside of me? It was fucking huge.
Carl sat halfway down the weight bench, his legs facing away from the barbell. He then leaned backwards as if he were about to lift, but no weightlifter had ever sat down with 11" of prick meat proudly rising from their naked crotch.
Jay told me to straddle Carl's chest back to front, like I was about to do a reverse cowboy fuck (something I'd learnt from the 24/7 porn in my room). I didn't hesitate - sure, I could ride Carls' cock from behind. It was exceptionally fat and long, but I wanted it...
However, it was then that Jay joined us and sat on the empty end of the weight bench. Suddenly things got very crowded. I was squatting over Carl's cock and he was facing my back. Seconds later Jay had leaned back onto the bench so his slightly shorter fireplug cock was standing up from his sweaty groin too. He inched his body closer to Carl's and in moments their dicks were touching...
It was then that I worked out just what the fuck was about to happen! Carl reached around with one hand to line up both dicks... I tried to climb off but Jay grabbed me under my arms to secure me. In a stunning show of strength he lifted me a few inches in the air and positioned me perfectly over the tower of dick.
Carl's other hand quickly reached up to spread my hole as wide as possible with his finger tips, allowing Jay to lower my body down and literally feed my pussy with double dick.
I begged and pleaded for them to stop, the combined girth of their massive schlongs felt as if they were ripping me apart, but Jay kept on lowering me. The tips of my toes then touched the ground and I precariously balanced. It was agony - the entire weight of my body was impaled on the tips of two giant dicks and my toes. My legs shook and I struggled to keep my balance. I knew that both Carl and Jay's cock increased in girth down their shafts, but there was no way that I could fit any more dick inside of me, no way!
Carl and Jay weren't having any of it though. Now that they'd opened me up with their cock tips they could use their hands for other purposes... From either side each one put a hand on my shoulders and started firmly pushing me down onto them. Fuck! With gravity and brute strength I was being forced to impale myself on their thick cocks, inch by inch of double dickmeat plunging up inside of me. The pain was extreme, but nothing stopped them from their hole goal... An agonising eternity later it was achieved - I had bottomed out, my hole spilt wide to unbelievable proportions.
It was at this point that I noticed the crowd of men that had gathered around us. I had been so focused on my own personal pain then it was only when they started hollering and cheering as I plummeted the full length of both cock stalks down to the base that I noticed they were there. I have to say that after the fuck train and the public exhibitionism on stage, being watched was beginning to turn me on.
It was then that Jay told me to fuck myself on their enormous cocks. His serious facial expression - looking directly into mine - and the crowd of tutors and boys surrounding me compelled me to do it. I rose up slightly and slowly, (ever so slowly!) and started riding their dicks.
I couldn't believe it. Despite how big they must have been and my pussy clearly overstretched with dick, the sensations were amazing. It felt like I was fucking myself on a tower of power, and that if I could do this I could achieve anything in life. I wanted this, I needed this... I started crying out in pleasure and pain as my strokes up and down got bigger.
Jay totally misunderstood the noises I was making though. Even though we were facing each other, he chose to read my expression as grimaces of pain. He tried to spur me on... "Take it bitch! You've taken rubber dicks this size today, don't tell me that real mancock isn't good enough for you anymore!"
The perceived slight on himself and Carl seemed to offend him, even though he had totally imagined it. The truth was far removed: I was having the time of my life. I couldn't believe the stretch and the feeling of being full... gently riding up and down their combined poles. This obviously wasn't enough for Jay though as he signalled a couple of the tutors to come close. Within seconds two burly guys had grabbed an arm and a leg each and had yanked me nearly a foot off the ground. I say nearly a foot, how did I know? I could still feel the tips of the double dick tower at the entrance to my pussy.
It was then that the two tutors started brutally fucking me on Carl and Jay's dicks. Up and down as if all I was was a living fleshlight for their dicks. The pace got faster and faster (and the cheering from the crowd louder and louder). The angle and the sensations in my hole were amazing, despite the pain. My unlocked dick was rock hard and I really felt I was going to shoot... however, before I got there Carl and Jay couldn't take anymore and they both came with a roar, gushing cum up my arse, so much that I could soon feel it leaking down the sides of their shafts and onto their groins. I couldn't believe how close I'd come to cumming only for it to be snatched away.
The two tutors lifted me high in the air, cum leaking out of my stretched ass and precum dripping from my dick. They lowered me straight onto the floor, like a crab. My head hung low, I felt both desperate and humiliated. I knew the rules though, there was no way I was going to touch my dick again to help me cum.
It was then that I saw and felt some very familiar fingers at the entrance to my hole! I looked up. Carl was kneeling on the floor in front of me, one arm outstretched, his fingers entering my pussy. My god, it felt so good! And his fingers seemed to be sliding into me so deep! His fingers moved faster, pounding the nubbin in my hole that was obviously my prostate!
It was amazing, in fact so good I can't begin to describe just how it felt. Time seemed to stand still and yet before I knew it I was shooting my load high in the air, the longest and most intense orgasm of my life, spraying my cum over Carl's navy blue vest! And all from having my hole worked over. Fuck!
It was then that the full enormity of the situation hit me. I had just sprayed my junk over a tutor. There was bound to be a rule against that! Carl saw the flicker of worry in my face and smiled, saying "don't worry about it kid." He winked and stood up, looking around the room for something.
He saw it. A tall lanky guy wearing a white tank top that had `JERRY JIZZEATER' on it. Carl snapped his fingers at Jerry and then pointed straight towards his chest. Within moments Jerry was licking the remnants of my load off Carl's vest, leaving not a trace behind.
And so that's the story of my first double penetration. I never knew that sex could be that way. I wanted it so badly, no matter how much I knew the damage that such big cocks must have been doing to my insides. Christ, who cares though, my hole is `elastic', right? I bet it's always going to snap back.
I am worried slightly that I'm getting addicted to cock though. I mean, I really wanted it in the gym. As we exercised it seemed as if all I could see was cock in front of my face... it was all I could think of. Is this what being a pussyboicunt means?
After the gym Jay let me sleep normally on the bed next to him, though I was back in my cock cage so I couldn't touch myself. This morning was a bit of a surprise as he didn't fuck me, just telling me to do some cardio before writing this. In fact, I should be at a lesson with Trent now, but Jay says that as important as my training is, cataloguing my progression towards being a pussyboicunt is just as important, so here I am...
Anyway, I've finished now so it's onto my next lesson. The cardio made me realise just how much of a beating my hole has taken over the last few days (bike saddle anyone? ouch!). I'm not sure just how much more stretching my poor hole can take.
Later. More toys, plugged
God, how things can change in 24 hours. Yesterday? Sexual nirvana. Today? I'm fucked. Jay is furious with me and yet I haven't done anything wrong. In fact, all I've done is do what I've been told to do with the body that I have. After all, it's not my fault I've got an elastic hole. Why the fuck should I be punished for my own biology? IT'S NOT MY FUCKING FAULT. I'm being held responsible for something I can't possible be accountable for, as if I'm personally to blame for my hole snapping back into shape. What's worse, Jay seems determined to change the course of nature forever.
Fuck. I'm beginning to realise just how dramatic the consequences of my time here is going to be.
So, my second lesson with Trent started okay. I was led to the classroom and immediately restrained to the stirrups chair again. I told Trent that he didn't need to restrain me, that I would have done it willingly, but he said it was always best to take precautions. What?! Was he suddenly expecting me to up sticks and rebel? To kick up a fight and try to escape? I'm torn between loving every moment and regretting every moment of this program. I'm literally in a sex prison.
This time looking around I could see a small platform next to the chair where Trent had laid out a pre-selection of toys. I don't know whether he was doing it to intentionally freak me out, but they were lined up in size order, with the small toy I had chosen as my first at the beginning. However, if I thought we had gone big yesterday I was truly mistaken as the line of toys just kept on going. Fatter, fuller, more gnarly.
Trent picked up a comfortable sized toy (maybe halfway between my 8" toy and the 13" toy I had maxed out on yesterday?) and started lubing it up. He was just about to start the lesson when he took one look at my ass and said "woah, someone's been busy!" He immediately returned the toy in his hand to the tray and picked up a dildo much bigger. Out of the corner of my eye I could see it was just a size just below yesterday's personal best.
He lubed the toy up and then started pressing it against my pussy. I wanted to resist, I wanted to deny what they were inexorably doing to me, but I couldn't fight it for long. The combination of Trent's firm grip, the slippery lube and the damaged gates to my hole were simply too great. The giant toy slid inside.
"Fucking hell dude! What happened to you yesterday? Did you get fucked by a truck?! Your hole is a fucking tunnel this morning!" he asked with obvious glee. All the while he was talking he was sliding the imitation cock in and out of my hole, getting deeper with every stroke. For all that had happened yesterday, and even though I knew the toy wasn't my personal best the stretch and feeling of fullness still felt very real.
I told Trent what had happened last night. The gym session with Jay. The double dicking with him and Carl. Being force-fucked on their double dicks by some of the other tutors. The lust and shame that I had felt...
Trent wasn't having any of it though. "Shame? Jesus Christ, you should be proud of how much your hole has opened up! Sure, your pussy seems to be recovering some of its clutch but it's pretty clear that it's stretching nicely too. Look down boy."
I did and was shocked to see that Trent had seamlessly swapped dildos and was now fucking my hole with Thor, the 13.5" toy I had ended yesterday's session on. Fuck. 5 minutes in the stirrups and I was already wide open. Yesterday's double really had done some damage.
Trent told me how proud he was of me, that not many guys could take what I was taking. (I guess that's why I had been selected as a pussyboicunt? Maybe. I don't know... as I write this I'm feeling pretty confused about all of this). Trent said at this stage of my pussy development that it was important not to rush things too quick, not to overstretch: the focus of today's lesson was all about making a resilient hole.
And so that's how the lesson went. The toys didn't seem to get that much bigger than Thor, but the shape and texture did. Flared heads, gnarly shafts, soft accommodating toys to super hard inflexible dildos that my hole could barely accommodate. All the while - if he wasn't concentrating on an increase in size - he was increasing the speed and tempo at which I could take the toys. It amazed me that his arms had the strength to keep on relentlessly attacking my hole.
Wait, that's not true... Mid afternoon, towards the end of the session, he held up a huge flesh coloured toy and showed it to me. "This is Choad by Mr Hankey... See the hyper realistic uncut head and then the thick veins running down the shaft? You're going to feel them it all - it starts out thick and then thick, thick and thicker - slowly widening down to the base to keep the stretch going all the way."
By now I was getting pretty good at recognising what a toy was going to do (and feel like) to my pussy and I knew this one was going to open me up good. (Good? Fuck! I'm turning into a parody of myself. It's being surrounded by all this porn 24/7... I'm being changed minute by minute. Get a grip Bobby!)
What happened next truly surprised me though. Trent grabbed some kind of leather harness from a rack by the door and stepped into it, securing it around his waist. Seconds later I realised what it was... a dildo harness for fucking! Trent had grabbed Choad and locked it to the leather panel covering up his own sizeable bulge. The gigantic dildo that now stuck out from his crotch looked both oddly realistic and yet unreal - no cock was that big! However, after all the dick I had taken recently a part of me couldn't help but get excited at the thought of being fucked by a prick that big. Fuck? Was I turning into a size queen?!
Trent used a foot pedal to lower the height of my seat, taking it from the height of his hands to be perfectly aligned with the height of his groin. For the first time since coming into Trent's classroom I felt as if his energy had changed. Up till now he had seemed... professional if that's the word. Now he seemed manic and full of evil lust.
"Feel it fucker!" he cried out as he lined up the uncut dildo against my slack pussy and rammed the full length of the toy home in one punishing stroke. FUCK! It was both an amazing demonstration of his fuck power and a terrifying display of just how big my pussy had come. I couldn't help but cry out in shock and awe. (No, pain, it was pain. You cried out in pain... didn't I? Or was I enjoying it? Did I want it? Did I want to get fucked by that monster toy? I just don't know anymore...)
Trent continued his power fuck no matter how much I cried out. (Yeah okay, I may have been urging him on and saying things like fuck me harder, I need that rubber dick in my pussy' but I didn't say it all that often... just once or twice...) He seemed to be intently staring at the thick rubber dildo sliding in and out of my hole, stretching me out and giving me a damn fine set of pussy lips' as he said. (I think he may have actually said "Fuck! I can see your pussy lips grow as I fuck! You've got real potential boy!" Why do people keep on saying things I don't understand?!")
Eventually the fuck came to a close. It had to. I was in my cock cage, the stimulation on my prostate meaning I was leaking precum all the time. (Did some of my pre leak down and end up being lube for my own dildo fucking? Oh dear God.) Trent seemed to be superhuman but even he couldn't keep up the fuck forever. For the first time in forever he withdrew the rubber dick from my arse, exiting with a soft squelching sound.
All this time Trent's face had been pretty manic, but that was nothing compared to the dirty leer that came over when it looked down at the results of his dildo-work. He was evidently very happy with what he saw, taking the opportunity to feel both my burgeoning pussy lips and the gaping entrance to my hole. His fingers felt amazing, especially mixed with all the lube covering my ass. Trent keep on murmuring phrases like `that is sweet looking pussy' and surveying his hard work from every angle.
Eventually he took off the dildo harness and turned back to the chair holding some rubber gloves and a large closed container. He told me just how proud he was of what I achieved in such a short space of time, and just how amazing my pussy looked. I felt a little bit flushed if I'm honest. Trent was an experienced anal stretching therapist after all. He must have done this to countless guys... for me to impress him was a pretty big deal.
It was then that he put a thin black latex glove on his right hand and scooped a big dollop of cream from the jar. "Now this is going to tingle Bobby..." he said as he massaged the thick unguent on, around and inside my pussy. Fuck, it really did! I could feel my hole involuntarily contracting and squeezing Trent's fingers. It felt good! "That's a good boy! This tightening cream will help you recover tonight... It might shrink you down a bit, but that will help your pussy be more robust for the next session. It's all about developing that resilient pussy we talked about. A pussyboicunt has got to have stamina!"
I think I'm slowly beginning to understand how all of this is fitting together...The exposure to big cocks, pulling a train, making my hole bigger, stamina... Nobody has actually given me a definition of what I'm going to be though. Maybe some kind of service boy? Like a rent boy for groups maybe? Trent wouldn't give me any more information, just leading me back to Jay's room and locking me inside.
Jay wasn't there so I followed the rules and took my clothes off and started flicking through the porn channels. About ten minutes later (and halfway through one of Ben's special video diaries about his amazingly detailed (and forced) cock lust), Jay burst into the room. He was clearly pissed off.
"What's this I hear about the progress you've made with Trent?!" he asked angrily.
"What do you mean?" I replied defensively. "Trent said I'd made really excellent progress, that he was happy with what I'd achieved."
"Bullshit! That's not what I've heard! I'll be the judge of progress - bend over and assume the position, bitch! It's pussy inspection time."
I had seen enough of the fetish porn on the TVs to know exactly what the position was. I walked towards Jay, turned around and then bent my body over to touch my toes, my ass pointing at him.
I can feel him peering, prodding and examining my hole. An agonising minute of silence later I hear him say "You see, this is what exactly the kind of bullshit I'm talking about... Your hole should be slack and sloppy by now, but all I'm seeing and feeling is some serious pussy clutch! You're still plainly an overtight bitch."
I thought that was a bit unfair. One moment I'm praised for being elastic, the next for taking a giant toy like Choad. And surely Trent's tightening cream had closed me up? I tried to explain it to Jay and he wasn't having any of it, shutting me down immediately.
"Don't whine boy. Your pussy development simply isn't good enough and I'm not nearly satisfied enough with your progress. We got timelines to keep! Now normally I'd assign some additional training sessions for you - maybe bunk you up with the black attendants for a few nights of double fuck train duty - but I think I need to take more direct action... stay there boy."
With that he wandered off, leaving me bent over and my ass high. For all the momentary excitement I had at the thought of the black attendants, I still don't understand what Jay is getting so worked up about. I had just taken a gigantic toy and my hole was totally mashed up, what more could he possibly want?
Jay came back to me and I quickly felt something pressing on my ass. It felt round, like the apple shaped head of a big toy. I was wincing (Trent's cream really seemed to have done the job!) but Jay couldn't see that and he just kept on shoving. Eventually I can only describe my hole popping open as whatever it was sunk into my pussy, a cry of shock from me, and then the realisation that the thing in my ass was deeply flanged. Jay pulled the object back and forth a bit but it felt secure in my hole, as if pulling it out would require quite a bit of force. It was then that I felt a thick leather belt being wrapped around my waist, and then my cock cage and the thing inside of me being locked to the belt.
"That's it boy, stand up and let me talk to you" said Jay. I did as he asked and that's when I became aware of the horrifying stretch in my hole. Whatever was inside of me was made of a super firm rubber that was painfully holding my hole open and preventing it from closing. Somehow this was far worse than any of the dildos I had taken so far. It was firm and unrelenting. There was no give, just a constant pressure that I was sure was going to feel worse over time.
"I've just inserted a stretching plug in your pussy... yep, you heard me right. Don't even think of trying to push it out or removing it - it's locked in place and from now on it's only coming out when you're being fucked or being trained.
Now a plug may seem like an old-fashioned approach to your dilemma, but I think it's time to keep you permanently open. Normally we'd let nature take its course and allow your pussy to take off some of the slack between sessions, but after viewing your progress today I'm not going to let that happen. In fact, we're going to reprogram nature. Give you a nice permanent stretch..."
I can tell what you're thinking" -- really? can you Jay? because it sounds like you're fucking me up for life -- "surely if my pussy is being trained to be bigger then I'll need a bigger butt plug over time. You're damn right!"
With that he opened a cupboard door in front of me and I saw a row of what must have been twenty identical plugs but in ever expanding sizes. I was right about just how evil the shape of the toy was - a round head that flared out wide before aggressively coming into a wide core - the part that was holding my hole open now. I could already feel my hole twitching and trying to eject the invader. I could tell it wasn't going to happen.
I tried reasoning with him, trying to explain that I was making good progress, about Trent's special cream, that I was happy to be fucked every night, anything but the evil plug inside of me...
Jay was having any of it. "You don't get a choice in this boy. Maybe this is the push you need to realise just how big we're going to make your hole! There's plenty more plugs to go before you hit the end of the line." And he was right. There was a gap six plugs in - obviously the one I had inside of me now. Christ, there were thirteen more to go and the one at the end was so big just looking at it made my eyes water.
He could obviously see the shock and horror in my face but he laughed all the same. "I'm going to take great pleasure in stretching you out and turning you into a fully functioning cunt. We're going to remake you to take anything and everything..." he leered.
"Don't worry though, it's not all old-fashioned brutality though... that's actually a very high-tech piece of equipment in your ass. Of course it's got the cunt imaging system installed inside of it - in fact, it's scanning your ass right now. But that isn't it, oh no. There's also a bunch of elasticity sensors in the core that's measuring your clutch. If it detects your clutch is weakening and your hole has got looser it will send out a signal that it's time for an upgrade! Cool, eh?!"
Jay looked so fucking pleased with himself, whereas I just felt like I was wilting away. There I was, naked in front of him, and both my dick and hole locked up.
"Bit of an upgrade for you eh? That reminds me..." he reached behind him to grab a one of my standard t-shirts that I hadn't noticed lying on the side. "New uniform for you too..."
And that's how I ended up wearing a powder blue tank top with `BOBBY LOCKED KUNT' in big gold letters on it to the gym. And how my entire body ached from the muscle pain of yesterday's gym session combined with the world's most evil butt plug in my ass.
Bedtime
So the gym was horrific. I felt as if all eyes were on me and yet everyone was avoiding my eye. Thankfully Carl wasn't around so he didn't get to see me in my new uniform. Not that it would be a surprise I'm sure... just another number in a program.
Jay has disappeared and left me in the room writing this. I'm not sure what the worse punishment is, my hole being stretched open or what he said to me before he left?
It started off with us getting back to the room and me asking Jay whether it was time for my nightly clean-out. It had been over 24 hours since my last fuck and to be honest I was getting a little antsy for cock. I also thought it would be a good chance for my hole to rest for a bit, even if it did come with a punishing fuck attached. I asked whether he could unlock my hole to let me douche.
"No boy, a permanent stretch is a permanent stretch!" he said. With this he lead me to the bathroom and reached down between my legs. He seemed to be manipulating the plug somehow as I could feel it moving around slightly in my hole. Seconds later he held something narrow and cylindrical in front of my face. "This is the internal centre of the plug in your ass. Oh don't worry boy, it doesn't affect the structural integrity in any way - don't think for a moment that removing this will let you clamp down and relieve the stretch..." (He was right, I couldn't.)
"But what I can do now is attach this hose directly into your ass." He laughed and bought the inch wide hose up to the plug, inserting it into the hollow centre and then clipping some external ring over the joint. He punched a couple of buttons on a control panel above where the hose ran into the wall. Within seconds I could feel warm water flushing into my hole.
"See? This hose has two modes: pushing water into your asspussy and then sucking the water and waste out to flush you clean. The machine will let you know when you're done" he said. With that he left me alone in the bathroom, locked to a hose automatically cleaning me out like I was inhuman, nothing more than a hole to be played with. It was humiliating and exhausting to keep up.
The machine beeped and Jay reappeared to de-hose me (I didn't dare myself). I followed him back into the bedroom, fully expecting him to unlock my clean ass so he could fuck me. He obviously saw the intent in my eyes. "Oh no boy, you may be clean, but I'm going to let that plug work its magic and hold off fucking you for a couple of days. You stay here and watch porn whilst I go out and find some pre-slacked pussy to fuck. You're too damn tight for me!"
With that he fucking left. What a fucking bastard. He gets me addicted to cock, has my hole stretched to kingdom come and then holds it painfully open, all the whilst depriving me of the one thing I came to this school in the first place for: dick!
I was way too worked up to go to sleep, so I'm writing this. I'm worried that I'm changing. Physically, yes - just how loose is my hole going to be? - but mentally too. I said that I feel addicted to cock, but it's not just that. The porn channels no longer seem so twisted, not so hardcore. It all feels like a sickening part of my life, as if this is my new `normal' reality. That's fucked up. Where is this all going?
Fuck it, I'm going to bed. Jay hasn't come back.
Next: Bobby's training gets tough after a cum infraction...
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