Chapter 2
Sam came to, he didn't realise it but he had passed out after his impaling orgasm. His jaw ached but there defiantly was no gag in there, the more he came to the more he came to realise he was completely free of all bonds. He was sitting straight up in a leather wing back chair. "Ahh good your awake" he heard his new master say. I was going to wake you but you will need all your strength for today's final challenge and you won't get much sleep tonight becoming a custom too your new fuck hole. {Sam was nervous what was he talking about my new fuck hole? }
Right here is the story if you look down you will notice you are fitted with a chastity device. This is unbreakable and it is impossible to get an erection in it. The reason for this is, you last orgasm by penile stimulation was on the anal measuring rig. I designed this rig about 5 years ago to measure boi true maximum stretch. If i simply strapped you to a bench and tried pushing the cone dildo into you, you would have made me stop way earlier. Where as with this rig at the point where your orgasm starts you anal sprinter muscle will completely relax and tighten several times a second. This combined that the full weight of your body resting on the dildo will have it move to the maximum diameter your anus will safely stretch to its current maximum diameter.
This is very important as it allows me to size your fuck plug correctly. Master held up a very weird looking Rubbery looking object. This is your fuck hole, it is to be inserted in your anus when it is locked in place. it will be you new sphincter opening for the rest of the weekend. sam felt his cock jump a strain again the chastity device.
This is a very nasty form of butt plug it collapse like this. {master demonstrated how this rubber plug collapsed in on its self to reduce in diameter from what looked like 4" at it biggest point too 1.5"} then it can be slide into a boys hole upon sliding to the base a simple finger up the middle will cause it to expand back out to its normal shape and due to this narrowing it will lock into your rectum forcing your hole to be permanently opened to this size. {sam almost passed out when he seen the plug performing its magic} the best way to describe it was if you imagined a standard rubber buttplug the flexible kind but this one was completely hollow down the middle. the inside diameter of the plug at its narrowest point just inside the opening was about 2.5 inches and that tapered out inside to about 3.5 inches on the outside it had two deep ridges at the narrowest point and a massive base almost 8 inches in diameter with two latex type straps attached.
If I put this in you now the sensation would be so intense you would just pass out and in all likelihood it would tear you anus. I have no interest in either. as a result I am going to put you through a 5 hour anal stretching program on this machine. Master pointed to a contraption over in the corner which basically looked like a small box with a motorcycle helmet at the front a small box about 1 foot square and some sort of pad rests coming out of the back of it.
Master walked over with a rubber suite which looked to be my size. "Sam put this on here is some powdered lube cover your body and slip in" I will setup the stretching machine to match your body shape". At this point my hart was beating out of my chest, what was this machine going to do to me and that nasty plug would never fit in my little ass hole. never the less keen to please I started working my way into the suite, I had been in a rubber cat suite before and knew the ropes altho this was neck enter which I had only seen in videos. I carefully rolled the neck backwards on the body of the suite like making a huge condom. as I got past the arms it was easier the torso rolled up early then I got the the groin. I quickly found there was some sort of really long inside out condom type thing protruding inwards from the ass part of the suite. " mmm mmma mmmaster" I stammered He looked up from his preparations at the machine " a flip I forgot to tell you about that. that is an anal sheath don't worry about that Ill fit that for you just turn it inside out and fit the suite with it on the outside" {anal sheath this was over a meter long !} Gulped and did as I was told there was a hole at the front for my bits to stick through altho I wasn't exactly big less than 2" in diameter. By the time I had the suite fitted to my as far as the torso master had finished the preparations with the machine and was standing watching me he had a long thin rod in his had which seemed to be as flexible as silicon but as stiff as a piece of bamboo. I had my arms in the suite and I was working my fingers into the gloves which where part of it. " Ok sam Im going to start fitting you with your anal sheath you continue as you are and we should be both done at the same time" on the end of the anal sheath was a nipple sorta like the one on a bicycle tube master attached something to it and instantly I could sense something at my anus. "Sam don't clench I have inserted a small nozzle through your sphincter, through it I am going to inject 1l of lubricant" this may sound like a lot but it has to keep you rectum and small intestine lubercated for the next 12 hours. and don't worry its not like ennma liquid it has a very mild antispasmodic which will stop your bowls from trying to expel it or anything else for the next 24 hours or so"
I continued on trying not to freak out from what I just heard, I could feel the luke warm liquid stream into my lower regain. It wasn't unpleasant but It felt like a lot. by the time I could sense it was finished flowing I had managed to get my suite up to my adams apple altho there felt like there was another piece of suite, " a mirror might help you with the last bit sam" he walked me over to a full length mirror he stood me to my right had side so as I looked in the mirror I could see him behind me and my little locked penis in front. I had over a meter long rubber tail condom sticking out from between my butt cheeks and at the end of it master stood with his long flexable rod. as I rolled the last piece of the neck of my suite up over my adams apple and resting just below my hair line on my chin, he had attached his rod to the nipple at the end of the sheath and started pushing it back in the right way when it was half covering the rod I felt it tough my ass pucker. "sam I want to to push out lightly like you are taking a poo but no hard enough to squirt out the lube" I did as I was instructed and almost instantly I felt the rod push the sheath past my pucker and up into my rectum the first 9" of the stick slipped in effortless no pain or discomfort just the slight sensation of something moving past my sphincter then I felt a sharp pain and I let out a yelp, "ups sorry sam that your second sphincter my bad i didn't have the angle right one sec" He adjusted the angle of the rod and suddenly it started moving as effortless as before with in 30 seconds the rod was completely in me his hand was at the base and it was all in there. I nearly passed out where did it go. he then pressed a button on the end of the rod, and started to with draw it slightly. " ok here is the cool part sam watch" he screwed off the button and screw on what looked like a bicycle pump, as he pumped it the stick shot out a few inches and I could feel something gurgling in my guts. after about 2 mins the insertion rod was completely out and the inside of my rectum and small intestine where completely covered in a rubber inside out condom. "Clever huu?" I nodded "When I pump in the air it slightly inflates the anal sheath popping you sphincter open while the air escapes allowing the insertion rod simply slide out" It was so intense my cock was bursting trying to get hard in chastity. " now Sam lets get you plugged and strapped down" Master lead me over to the machine he was setting up "Sam this is a complete isolation process, while in here you will not hear or see anything. Master produced some rubber type earplugs from his pocket they had tiny cables coming from there centres he carefully rolled them between his fingers and then slid them in to each of my ear canals. They crackled and popped as they expand to completely fill my ear canals and cutting out every iota of sound complete deftness. he then, worked a hood over my hear it was completely different to the last one, there was no ear or eye holes and when my nose popped into its aperture two silicon tubes shot up my nose and rubbed the back of my throat. As the hood neared my mouth a clear voice came in through tiny speakers in the plugs. Open wide, I did as I was told and immediately a round rubber item entered my mouth it was easy to tell it was the shape of an erect penis, it kept going I gaged slightly as it brushed the top of my mouth a voice said almost there try hard. I felt a bigger piece entering my mouth, it was an exact negative mould of my teeth master had taken when I was passed out after the imp-ailing. When it popped in my mouth natural closed incasing my teeth in rubber and sliding the dildo one inch further into my mouth completely sealing you throat so I could only breath through the nostril tubes. "Ok so Sam you are now a full rubber boi. Every time you play from now on this is how you will be dressed, this suite in on you now for the next 48 hours you gag will change several times but that's it every thing else will be on you until your leave for home".
My hart was racing this was almost to intense to bare but his words rang in my ear about being brought to the heights of pleasure. Besides my cock was locked and screaming for release my guts where lined in rubber and my mouth coated in rubber and stuffed with cock who was I to change my mind I was his rubber play pup. " Sam kneel down, and push your head hard forward into the motorcycle helmet in front of your head it will take considerable force" I did as I was told, as I kneeled down I could feel a soft padding which must have been the knee pads of the machine. I could feel the cheek pads of the helmet tight on the top of my hooded head, I push hard as I could and my head sank in to the tight foam padding of the helmet, it was very tight fitting. Padding touching every bit of my rubber clad head. I could feel master doing up the chin strap locking me into the foam dungeon. I could straps at the back of my knee strapping my logs to the kneelers then two straps around my waist strapping me hard up agents the box it sponge was pressing lightly on my abdomen, next I felt a collar around my neck it inflated slightly straightening my neck between the base of the helmet and my shoulders he inserted my hands in to what felt like holes in the side of the box cuffs clamped my wrists and the gloves my hands where inflated into two balloons completely encasing and immobilising my fingers. I couldn't move an inch, I was kneeling it what felt familiar as the doggy styles pose with my ass up in the air. "Now Sam, this is the starching machine. This prosess is going to get you anus and rectum stretched out to accommodate the fuck plug. I wish I could say you will enjoy this process but you won't. Lined up at you sphincter is a highly advanced cyber dildo. It is made from TPR rubber and can expand to 30cm in circumference and 90cm" long. I have set it to expand you to 26cm
and 50cm deep. This cycle will take 5 hours. it will start causing prostate orgasm at around the 45 minute mark. At first this will be quite pleasurable at the 2 hour mark boys of your experience and age level experience prostate orgasms in waves about every 10 - 15 minuites building up to a crèche do then tapering off and so on. I have fitted a hart rate and blood pressure monitor to your neck it is integral to the Neckbrace that is immobilising your neck. It is connected to the computer controlling the stretching process. If the computer senses your hart rate or blood pressure spiking it will reduce the stimulation until you regain composure this will stop you from passing out.
Chapter 3
The Silence was defining it felt like about a year since master had described what was going to happen me but as of yet nothing ! I tried to go through every thing he said and digest it. HOW was I going to orgasm my cock was completely in chastity even if I wanted to I couldn't get hard. He mentioned the process would take 5 hours was that starting from when I was strapped in or from when the machine started. " Ok Sam, last few bits before I run this program. It is important that you understand this is not meant for your pleasure..... I don't want you to take it up wrong. The next 5 hours are papering you for every thing else in the future. don't get me wrong you will enjoy parts of it its only natural but it is not the purpose." "This is a completely automated process. I have performed it on several boys and Im confident nothing will go wrong. What that means is I am leaving for work now and when I return the process will have ended you will have been fitted with your fuck hole by the machine and you will be strapped here like this waiting for me. There is no kill switch or on off button you can access this is now happing to you and you have no other choice but to let it happen. That said if the machine detects you are in significant stress that endangers your life or health I will stop completely, contact me and release your bonds. just remember this is what you want, allow your self to accept this and enjoy the fact that this is taking you a step closer to fulfilment you are very lucky boy".
My hart was racing, this was all way to much I never knew this is what I was signing up to. I tried to scream but not a chance. Nothing was coming out my mouth was clamped hard shut on the gag incasing my mouths internals and the rubber dick was just exactly deep enough to block my throat. I gagged; thats strange that had stopped happening completely about 10 minutes ago ! I then realised in the effort to scream the sensation of the fake cock had returned. I tried to gain composure gagging would defiantly not be present for the next 5 hours. Suddenly a voice came in clear through the nasty rubber plugs throbbing in my ears.
" Sam Enjoy this, this is what you want. I have been through this and Im going to help you through it this time"
The voice was that of a younger man I would guess maybe 18 - 19 years old, he was not effeminate but you could defiantly tell he was Gay.
"Sam breath with me, in 1 2 3 out 1 2 3 4 5.... in 1 2 3 out 1 2 3 4 5" several minutes of this lapsed " Ok good now what I want you to do is keep this up but every time you breath in 1 2 3 I want you to imagine you sphincter muscle opening and relaxing and every time you breath out imagine it sucking in hovering up everything around it like a giant black hole in space"
Holy crap he was speaking the truth I could easily imagine exactly what he had described I could feel my rubber covered ass cheeks spread as I breathed in and as I exhaled it was if they where clamped open and Air was rushing in to my rubber coated internals. I had never concentrated so hard on my ass hole this much but it was easy. I had nothing else to distract me. my hole body was strapped and immobilised. My head was throbbing encased in its sponge rubber dungeon. Suddenly I felt it I knew this was coming somthing was tapping lightly on my now relaxed pucker.
"Sam your mind is wandering, in 1 2 3 out 1 2 3 4 5.......... in out" his luring voice captured my mind I concentrated like never before"
25 minutes late, I shrieked in my mind I could not concentrate for a second on my young sexy voiced helper this machine was driving me while. By now I could not tell you how much cyber dick was in me or what size it was but what I can tell you is it was fucking huge it felt like nothing for a while and I was distracted by my voice telling me to breath but at some point I realised I was full very full more than ever before and i had some big dildos at home. The machine was not fucking me at all, it was more like managing I couldn't tell you if the cyber dick was moving in or out but, I knew at some point there was 0 pressure on my sphincter and I could wink it closed and then when I tried again you would do nothing and then feel completely stretched.
" Sam ...... Sam ...... SAM listen to me I know this is getting intense don't worry heres is what is happening" the machine is sizing you again at the moment there is a 20cm long by 3cm dick in your ass. the computer is constantly inflating and deflating it to slowly stretch you anus when it finds you maximum current diameter it will expand its depth at that max diameter until it reaches 50cm when it reaches that it will completely with draw and re insert every 5 minutes" I will do that for 1 hour and then it will increase maximum diameter by 5mm every insertion until it reaches the full 26cm circumference. When the full diameter is reached it will insert and fully remove the 50cm x26cm cyber cock for 15 minutes from one insertion a minute to 50 a minute" when it reaches maximum speed it will stay like that for 15 minutes and then with draw completely allow you rest for 5 minutes allow your sphincter to relax then it will fit you with you fuck hole permeant plug'
While the youthful voice was describing all this the machine was doing exactly word for word what he said. It seemed the machine had started to amp up its attach on my body. The cyber dick was starting to expand way more I could clearly feel slight pain now........ it wasn't stoping ! but every one said when it reached maximum it would stop... it clearly wasn't it must have been malfunction. The voice was quite I was completely alone this machine was going to rip me I tried to scream, but all that did was bring on the gaging again. My hart was starting to beat out of my chest I could hear my pulse in my pluged ears. all of a sudden the stretching stopped I feel so stretched I could defiantly identify pain in by sphincter it was stinging like a son of a bitch the dick was not deflating I wanted it out so bad at this stage It was awful nothing was sexy or fun about this..........
" Sam" my voice was back " Your ok the stinging will stop in a minute just breath remember in 1 2 3 relaxing out 1 2 3 4 5 sucking in the universe" several minutes pass "in 1 2 3 4 out 1 2 3 4 5..... The stinging was starting to subside and the pain was becoming manageable if I concentrated on my sexy voice in my ears I could almost forget about the massive dick up my ass. I had just managed to accept the huge invader when all of a sudden I started to feel something new, the cock was defiantly not getting any bigger but it was changing there was no doubt about it, I knew what was happening this was it getting longer but how long is 50cm. My mind races to think of comparisons I remembered in High school we learned the metric system. 30cm was roughly 12" so wait that means 2.5cm is an 1 inch this thing is going to be 20" long !....... I could no longer concentrate on maths the massive rubber cyber cock was filling me up but there was no pain... I could just feel it edging slowly deeper into me. It was extremely uncomfortable but no pain.......... 15mis later "Sam Its in you.... you have a 20 inch long by 3 inch diameter penis fully inserted in you. You are doing amazing. lets do our breathing again before the next cycle starts"
"in 1 2 3 out 1 2 3 4 5............ 5 minutes passes My voice was talking away my body was responding I was breathing but my mind could focus on nothing other than this massive invader in me. I could feel a layer of sweet between my suite and my skin the helmet squeezed my cheeks tightly around the big rubber invader in my mouth. my ears throbbed as the rubber plugs they where stuffed with strained to expand in side of them sealing the outside world. I could feel a rymidic pulse in my groin just behind my penis ? what was it was that my bladder ...... I would know that feeling it wasn't that it was lower. It pulsed slowly if I twitted my rectum muscles it effected it but did not disturb the rhythm.
"Sam its time concentrate on your breathing in 1 2 3" All of a sudden it started to move this massive python cock was backing out of me slowly I could feel it. It pulsed slowly as it moved it was so real. as it slid out I could feel where it had been a void was left as if I was empty. It didn't seem to be moving quick but before long I felt it the spasm of my Sphincter trying to close it was out. I could feel my boy hole winking around the neck of the rubber Sheath lining my guts. Ho god no here it comes I could feel it pressing.... It wasn't forcing just pressing the kind of pressing you know will not relent. i could feel my sphincter straining it did not want to yield. " Sam remember you need to let this happen on the next breath in I want you to such that cyber cock up you ass ready...... in 1 2 3 annnnd out 1" I tried with all my might then bamb I felt it massive stinging again it was so intense it was in me and it was not stoping the stinging was hard to sense as it was overwhelmed by the throbbing behind my groin it was much stronger now the pulses where much closer together now. The monster wormed its way in deeper and deeper I could feel it reach the second sphincter it yield effortless Id kept moving the pulsing was growing stronger finally it stopped and instantly redrew. "WELL done Sam thats one cycle complete. Now get into a rhythm and let the machine stretch you I will be with you just breath"
It continued restless popping out of my rubber boy hole waiting for a time I began to desperately not shut my sphincter when it exited this seemed to help with the stinging of re-entery. It just kept growing tho and the feeling of it pushing relentless agents my rubber boy hole was so helpless every time it re entered it was like having sexy for the first time. The stinging and then the waves of pleasure from what I had now worked out was my prostate. it never moved quick or long enough to change the feeling from my prostate just a constant buzzing pulsing sensation. Before long the stinging started to change to pain definite pain. I wasn't on for that I made master sware no pain. but where was he he was no where to be found I was on my own. Besides the voice in my ears which I knew was only a computer and didn't actually care about me this machine was about to rip my Sphincter muscle and there was nothing on earth I could do. All of a sudden every thing stopped the dick was not very far in and it just sat there pulsing the pain was now mind blowing I was sure I must be torn, I had no way to know where is my voice now............................ I came to every thing was blur "sam sam Sam SAm SAM......" I winced as I suddenly felt the stinging in my rectum the massive invader was still in there. " Sam its ok you passed out thats normal I had passed out a few times at this stage you are doing great you are almost half done" ..... How could he know I passed out how can a computer tell I'm awake. sure it could see a spike in my blood pressure and figure I was in destress but not that I was back awake so fast.... I wanted to think more about this but I couldn't the invader was in me and my mind would not focus. "Sam think about it, its only stinging again remember" He was right I hated him for it but he was right the intense pain was gone I was back to the stinging, the computer must have reduce the diameter of the cyber cock. "sam its not smaller in fact while you where passed out the machine fully inserted the cock in you and you are ok" I could feel it it was on the move again pulsing its way back out of me
"Sam you are nearly there the Cock is at 22cm circumference If you stick with it you will be hitting max diameter shortly" "come on sam you can do it" I couldn't I just couldn't this machine did not know the discomfort I was in it was agony. I didn't sign up for this. I just wanted it out of my ass and to leave this wicked place. I felt that feeling again the sloppy empty feeling of my poor ravaged sphincter trying to shut after the nasty machine with drew the gigantic pulsing rubber cock. I knew what was coming I started my breathing exercised again and tried with all my mind to imagine my ass opening I felt it it pushed again and snap it popped past my rubber cover muscle. I felt something new besides the stinging and pulsing of my prostate my legs where starting to shake they where quivering I never felt like this before what was happening was I about to pass out again. No such luck the cyber cock was on the move again back out of me and I knew what that meant more diameter and more concentration to try let it in with ripping me in two. But it was different the legs did not stop shaking and my prostate was buzzing so intense I could not concentrate on the breathing technique. I felt the cyber invader push back into me but I did not care I was starting to float the sensation of my sphincter was in the background some where it was not dominating my mind any more my prostate was. I completely lost touch I could not tell if the cock was in me out of me ore if it was even moving all I knew was something was about to happen and it was big. Before I knew it I felt the sensation in my prostate change it was pounding my hole body started to spasm i suddenly became aware of my sphincter and my entire rectum every micro rubber covered inch of it I could feel wave after wave of pleasure rush across my body it was so intense. I was sure I was going to pass out. I felt the cyber cock push my sphincter again it was so huge I just wanted it to penetrate me I wanted it so much more than anything. I never wanted the waves to stop, If I could pushed back I would. Then as quick as it came it went reverting back to the buzzing prostate and the quivering legs. My ass was on fire, the stinging was beyond compare it was starting to head to pain again. I was suddenly distracted "Sam you just had your first prostate orgasm. It lasted 8 minutes and you are at the maximum size. the computer quickly ramped up the cercumfrerence when it detected your orgasm".
"Sam the computer is now going to start the fucking cycle, this is to stabilise you sphincter muscle and keep it open. this will get very intense and you may pass out. unfortunately if you do the computer will re set and start the session again you must manage to stay conscious for a full 35 minute ramp up". just breath and try ride the orgasm they will come tick and fast"
Ho shit im not able for this I just nearly passed out from one of these orgasm as the dam cyber cock was only sliding in to me. how can this monster fuck me I will die. Be four I had a chance the machine sprang into life the cyber pulsing cock slid out of me, I could feel it exit my hole and my ass wink closed once and then it pushed straight back in and continued to the hilt. It was so intense I completely forgot about my prostate buzzing or the fact my legs where shaking, I could drool running down the inside of my hood down my chin and probably out of my suite into the inside of my helmet. I wondered how long that had been happening the next few minutes became a blur a constant sensation of pulsing rubber running in and out of my boy cunt. It was amazing very little pain and so much stimulation. The speed was ramping up now the cock was sliding out and into my ass with out a hesitation and it was plain to see this was going to get very wild very quickly. All of a sudden I felt the wave feeling again I had missed the signs I was to busy working about the feeling in my ass to notice an other orgasm building it came so quickly the waves of pleasure started washing over my body, I could feel my body spasming hard agents the bonds the rubber cock gagging my throat started to bang of the back of my throat as my neck muscles spasm from pleasure it was more intense that last time. I kept trying to regain focus I need to ride this out I did not want to have to start this fucking over again. My head was spinning. I could not hear a word sam was saying I knew he was talking but it was not going in. The machine dick was starting to pound me ramming the massive pulsing rubber cock into to me and pulling it straight back out I was waiting for the wave of orgasm to subside but it did not as the speed increased more waves came ................ I came to a ring in my ears, my mouth ached around the massive rubber gag my head was pounding inside the sponge rubber padded prison. But my ass was empty I could feel my pucker was closed around my rubber liner was it over. "Nearly Sam you where so close, you passed out I'm afraid the machine is re setting as we speak" I think you will get it this time. Try to focus in the orgasm as they hit and not on the fucking" ho lord I felt it it was that pressure again that I knew wold not stop, It didn't It pushed, I honestly was sure I was going to rip open it must be double the size of the last time. Then I realised how long was I out ....... "Oh fuck" I shouted into my gag it penetrated me and the pain was indescribable it slid in all the way. Yup you guessed it the next few minute where a complete blur. a mixture between immense pain and the build of an impending mind blowing orgasm. It seemed to build quicker this time, I tried to do as my little voice told me and concentrate on the orgasm. As the fucking started to intensify the orgasm started to wash over my body again. My mind started to stray to the taught of this massive cyber cock which was over a foot long and nearly 4 inch in diameter how could it even be fitting in me. I could feel the dizziness starting to come on, I felt something pouring out of my soft trapped penis. I couldn't tell if it was cum or pree cum but it was coming out. Then I changed focus I tried to imagine exploding with the orgasm I tried to imagine my cock hard and spurting out cum and then it happened. From some where at my feet a massive rush of energy started to slow up my legs into my groin up my back into my head I felt my soft dick pulse in side it chastity I was cuming it was the most intense orgasm I had ever felt the cock in my ass was pushing harder and faster not slowing I felt it coming up my legs again another orgasm hit my cock got rock hard inside the chastity device the pain was immense. The cock did not relent it pounded me harder and harder. I was riding this out no matter what. I felt another wave coming up my body I knew it was an orgasm but there was no pleasure wave, this was just a massive sensation of no control I felt my cock puls but nothing happened only stinging my ass was pulsing and spasming on the monster cyber cock it penetrated me with relentless speed. I could feel every inch of it shoot up my ass and back out as fast another orgasm hit I tried to scream it was so intense before that one stopped I felt another it hit even harder wave after wave of spasming my cock erupting inside the chastity device desperately trying to expel something anything......... I came to...... Ho fuck I passed out again I was trying to scream in to my gag but nothing just the sensation of gagging and the massive ache in my mouth from the rubber liner. suddenly I realised my ass felt different It was the pain feeling again but totally different. It was as if my ass was completely open but nothing inside the pain was searing around my Sphincter I tried to expel what ever was in there but nothing I could do nothing.
"Sam you done it just before you passed out the machine reached its goal and plunged you. Now relax master will be back later to release you and put you to bed congratulations tomorrow will be your day". With that sam went quite.