Diary of a prison officer : Part 1

(Part 4 from 5. Fiction.)

Richard and I worked smoothly as a team, he weighed Dinesh’s balls concluding that they had indeed been emptied recently, while I donned on a new pair of latex gloves and retrieved the KY. By the time I was ready Richard had instructed Dinesh to bend over the desk and spread his legs for our inspection. He was more than happy to oblige and even helped us by resting his chest on the desk and using his hands to spread his cheeks. I could tell that his hole had seen action because as with Eduardo it wasn’t clamped shut tight, if anything it was slightly more open which I found curious.

I liberally applied the KY to his anus, which quivered in response and my fingers. I gently pushed my index finger inside and met no resistance, so I withdrew it and inserted a second finger, again I met no resistance. It was time to lube up a third finger, I was expecting the same resistance that I had with Eduardo but no, the three fingers slid in easily. With the three buried fully inside Dinesh I asked him if he was okay, he replied that he was and that there was plenty of room for more. I glanced and Richard who raised an eyebrow and encouraged me to continue, so withdrawing once again I applied some more lube and started to insert four fingers, again they slid inside quite easily. I now had the attention of the whole room; Max, Liam and Adrian along with Richard were now standing round me to get a good view of the proceedings. Richard told me to leave my fingers inside Dinesh and to tuck my thumb in behind them making a cone before pushing my hand further inside. I carefully followed his instructions and was surprised to find my hand sinking inside up to the widest part of my hand, where at last resistance was met. Dinesh was breathing heavily and now supporting himself on his elbows, looking over his shoulder he told me to keep going because he could take it and started to push backwards against me. I kept up the gentle pressure from my end and slowly the resistance from his ring gave way and my hand slid in smoothly up to my wrist bringing a sigh from him and the guys standing next to me. For a while his ring clamped tightly against my wrist, once it had relaxed I gently pulled my hand out with a quiet slurp and the hole slowly closed behind me. Dinesh stood up and turned to face us; I was a little disappointed to find that his cock was flaccid rather than being stiff like the other guys had been after I had explored their arse.

“Welcome to the noble art of fisting Sam, I think you’re a natural, well done.” Liam said patting me on the shoulder.

“I would agree with you there” Dinesh agreed. “Will that be all Sir, or can I help you with anything else? Like return the favour perhaps?”

“Er, no, that will be all for now but thank you for the offer!” I managed to reply, my cheeks had clenched so hard I was getting cramp in them.

Liam intervened and thanked Dinesh for being so amenable, his medical records were now complete and that he was free to collect his belongings from the box and get dressed. Dinesh nodded in response before striding over to his box and quickly got dressed. He repeated the invitation to me with a wink and then left the room with his possessions before I could respond.

Still puzzled by the state of Dinesh’s cock I asked Richard for an explanation, if there was one.

“Sam, it’s simple physiology really. Dinesh was concentrating so much on relaxing his anus that his arousal levels were suppressed. You will find that in a more relaxed situation and prolonged activity that his arousal levels would have risen again and it is common for recipients to orgasm spontaneously as Eduardo did earlier on this morning.”

“You’re absolutely correct Richard. I have witnessed this and indeed experienced it on several occasions.” Liam added.

I was stunned by this latest comment and could only look at him in surprise. Ignoring my expression Liam announced that it was now 1pm and time for lunch, we had one hour before the next inmate was due. As we made our way down to the dining hall small talk was made and continued until we sat down in the private area for senior staff. We sat in silence eating our food before Liam started talking business. He asked Richard for his opinion on this morning’s proceedings and whether or not I would be able to assume his role for future sessions. Richard gave his feedback on the morning and to my relief gave me a big thumbs up. However I had a couple of issues to raise.

“Future sessions? You mean that there will be more of these? I thought this was a one off!” I said in all seriousness.

“Good God no, this is simply the first one, we will be carrying out cell searches randomly for the foreseeable future in a bid to eliminate the prohibited activities. We predict that these type sessions will be repeated on a weekly basis and with training this is something you and Adrian will be able to do without the need for Max, Richard and myself to be present. As you can appreciate this is time consuming and we simply can’t spare the manpower, plus we need to explore the processes for the next level of punishment.”

“The next level?”

“Yes, the public corrections but this is a little further down the road, we haven’t even reached the stage of repeat offenders yet but that will come soon, probably within the next month when we have a new batch of inmates. The new ones always try to push the boundaries.” Liam announced with confidence. “This afternoon I want you to assume Richard’s role, he will be there simply to advise you if necessary. You know what’s required so I don’t think it will be too much of a problem and you have shown a great deal of competence, a willingness to learn new skills and expand your experiences beyond your comfort zones.”

“Thank you. I will do my best this afternoon.”

By now lunch time was nearly over so we made our way back to the governor’s office and prepared ourselves for the last two sessions of the day.

At 2pm there was a knock on the door and in walked Jarek from E-Wing, I could tell immediately that he was of Eastern European origin, Polish in fact, just by his colouring. He was of average build and height with light brown hair and pale skin. As he stood with his back to me listening to Liam’s speech I couldn’t help but look at his white cheeks, clearly they had never seen the light of day. Unlike the four guys before him he didn’t appear comfortable with his nakedness judging by the way he kept his genitals covered by his hands despite Liam’s invitation to relax.

Then Liam started to ask the same questions he’d used this morning.

“Okay, Jarek, outside the prison environment would you describe yourself as normally being gay, straight or bisexual.”

“Straight”

“Have you ever had sex with a man?”

“Never, it is disgusting and against God’s rules.”

“How have you felt about being naked for the last 48 hours?”

“Very uncomfortable, it is degrading having others stare at your body all the time.”

“Do you think the punishment will deter you from offending again while in prison?”

“Definitely, I cannot tolerate being like this again.”

“Okay, final question for now. When was the last time you ejaculated?”

“With all due respect that is none of your business; however I have to admit I had a wet dream a few days ago.”

“Thank you, if you don’t mind Sam is now just going to carry out a few physical checks to verify your answers.”

“What do you mean physical checks?”

It was at this point I stood next to Jarek and explained what I would be doing. He frowned and was clearly unhappy with this, however he did place his hands behind his back when I asked him to and made no comment when I gently cupped his balls to weigh them. I decided they did feel heavy and wrote this down against his records indicating that he hadn’t ejaculated for several days. But when I asked him to turn round and bend over this was a step too far for him and he point blank refused to despite my assurances that it wouldn’t hurt. In the end I had to get assertive and pointed out that if he failed to comply with my request he would not be permitted access to his possessions until he did so, in other words he would remain naked until then. His jaws were clenched tightly as were his fists but slowly he turned round and bent over at the waist. I slipped on a pair of latex gloves, lubricated the index finger of my right hand and with my left hand spread his cheeks. Even with my untrained eye I could tell his hole was virginal, it was so tight and clearly clenched that I had to tell him to relax several times. When that didn’t work I resorted to teasing it gently before pushing my finger tip just inside. He reared up in response and clamped down hard on me pushing me out, it actually hurt my finger! I stood up and announced that the test was now over, as far as I could tell nothing had ever been up there.

His relief was immense and when Liam invited him to collect his belongings he ran over to the box and scrambled into his clothes, muttering in Polish all the time, before quickly disappearing out the door.

Liam asked me how I thought it had gone; I concluded that it had been good experience for me to show how different the reactions can be to what is asked of the inmates, he nodded in agreement. With that it was time for the final inmate of the afternoon, Tony from G-Wing.

When Tony knocked on the door and walked in I was sure I was going to have the same difficulty with him as I had had with Jarek. I would say that he was probably an ex-Hells Angel in that he had tattoos all over his arms and neck, still wore his hair in a ponytail despite being in his fifties and had numerous piercings all over his body. He had a decent body except for the beer gut which he wore with pride and had a reputation for being handy with his fists.

In his defence his manner was easy going and appeared completely comfortable with his nakedness; standing quite casually listening to Liam doing his speech, then came the questions to which I listened with interest to see what the answers would be.

“Okay Tony” Liam said. “Outside the prison environment would you describe yourself as normally being gay, straight or bisexual.”

“Straight”

“Have you ever had sex with a man?”

“Yes, inside here only, not much choice is there?”

“Was it anal or oral sex, were you passive or active?”

“Both oral and anal, I have fucked a few guys and been sucked off too but that’s my limit.”

“Okay, final question for now. When was the last time you ejaculated?”

“This morning, I received a blow job in my cell.”

“Thank you, if you don’t mind Sam is now just going to carry out a few physical checks to verify your answers.”

“Whatever, it’s all the same to me.”

Gaining confidence, this time I decided to be seated and had already slipped on a new pair of gloves before I asked Tony to stand in front of me while I weighed his balls. Although they were large in size I gauged that they were quite light confirming his statement that they had been emptied this morning. With this new confidence I asked him to turn round, bend over and support himself by holding onto his knees which he did with no hesitation. This presented me with a hairy crack and an anus which looked to me like anything but virginal! I applied a generous amount of KY to his hole and deftly inserted my index finger up his rectum bringing a little sigh of contentment from Tony. Withdrawing it I inserted two fingers again with relative ease, I was beginning to wonder if I had another Dinesh on my hands, but I needn’t have worried because Tony was unable to accommodate three fingers. This led me to the conclusion that Tony was actually taking it up the arse despite his assertion to the opposite. I wrote these thoughts down on his report by made no comment to Tony himself.

I decided that I had finished testing him so invited him to stand up and clean himself off using the tissues on the side. As he did so he swung round revealing an erect cock of average length but with a comparatively large head, anyone on the receiving end of that would certainly feel it I thought to myself. He must have read my mind because he invited me to sample it any time I like as I was just the type of guy he liked to fuck with, I thanked him for his offer but declined it as tactfully as I could. He smiled and shrugged his shoulders then asked if he could have his possessions back now. As with the other five inmates Liam thanked him for cooperating with us, that his records were now up to date and yes, he could collect his belongings and get dressed.

Ten minutes later I was sat round the table with the other four for a thirty minute discussion on my progress this afternoon. At the end of the meeting I agreed to give running the post-punishment sessions a go as I was confident of my abilities to handle the punished inmates.

And that diary was the end of my long and tiring day at work! Driving home I mulled over the day’s events and my reaction to the different situations I had come across. By the time I got home I hadn’t reached a conclusion other than to take each day as it comes and make sure that I don’t get pressurised into doing things I don’t feel comfortable doing.

FRIDAY 19TH MARCH 2010


Dear diary, compared to yesterday work was uneventful, business as usual you might say. Everyone apart from Tyler was dressed as before and you would have been forgiven for thinking nothing had changed, and yet it had. There was a degree of calmness about the place and there was a little more respect for the staff, at least on the surface and just as importantly there was less bickering between inmates. As I walked back to my car at the end of the shift, I was both glad the week was over but at the same time I was looking forward to the next week too! Went down the King’s Head and met up with Mike and Tom for our usual get together. It was great to let my hair down and talk about things other than law and order, the only trouble I had was as the beers flowed it got increasingly harder to keep my mouth from spilling the beans over the unorthodox events in the governor’s office.

WEDNESDAY 24TH MARCH 2010

I think it would be fair to say that today was another eventful day at the office, so to speak. It was visiting day and one that will go down in history as the first real test of the new regime and I am relieved to say we pulled it off to great effect. The inmates concerned have been left in no doubt that the management mean what they say and that the rules will be implemented.

The day started off as usual with a briefing meeting for the day ahead, after that we did the rounds on the wings before getting ready for visiting period. As the inmates filed in and greeted their visitors waiting for them I took my position at one end of the room along with three other prison officers spaced around the room. Our role was to provide a visible deterrent to any obvious misdemeanours, but it was the hidden CCTV and microphones which would be used to detect any rule breaking. Our CCTV control room would feed back through our ear pieces if any inmate was to be detained after the visiting session.

For an hour I stood there carefully watching the inmates but for the life of me I could not spot any wrongdoing, however as the visitors filed out of the room my earpiece crackled into life and informed me that Jarek, Sayeed and Gus were to be detained. Jarek indeed! It was only yesterday he had declared that he had learnt his lesson, clearly not. I’m going to enjoy this I thought to myself. As was prison policy we had to have two officers per inmate for our own protection and also to prevent possible claims of abuse etc. George and I selected Jarek (at my suggestion) and as he made to rise from his seat I walked over to him and placed a hand on his shoulder and said.

“Not so fast Jarek, we need to have a word with you.”

“Oh shit guys, what now? Why do you keep hassling me?”

“You were observed on CCTV receiving a small packet from your visitor and slipping it down the front of your trousers. As you are well aware this is against prison rules and you are required to surrender it immediately.” I replied in the most authoritive voice I could muster.

“I haven’t done anything wrong and I don’t have to prove anything. This is typical, you’re just targeting me because I’m Polish and think I will take your crap.” Jarek said getting agitated.

“Come on Jarek, you can do this the easy way or the hard way, which one do you want?”

“Just fuck off and leave me alone! I’m going back to my cell; now get your hands off me.” He growled and stood up shaking my hand off his shoulder and marched off.

We couldn’t let him get away with this unacceptable behaviour and rebelliousness, so in unison we ran after him, caught up with him and pinned him to the wall, with his back to us. Before he could react we had his hands behind his back and quickly handcuffed, then turned him around facing us.

“So it’s the hard way then.” George said sternly before continuing “You do realise that you have just broken another rule which is refusing to comply with a request made of you by a prison officer. By my calculations that is the third infringement since the new rules came in, so not only will you be permanently losing all your personal possessions you will also be the very first recipient of the public correction in the chapel. I hope that you are proud of yourself.”

Wisely Jarek said nothing but I could tell from his expression that he was majorly pissed off by this announcement, in fact he must have been boiling inside because he suddenly blurted out

“You are corrupt and perverted you pigs. I thought this country was fair and lawful but it’s not, it’s disgusting and you make me sick!” Having got this out of his system he stood there glowering as if to dare us to take the next step. We had no option but to continue and show that we meant business. With a nod from George I knelt down in front of Jarek and undid his belt and pulled it free from his jeans, then undid the button and unzipped the flies before pulling them down to his ankles. There was no sign of the packet seen on the CCTV.

“I told you there was nothing there.”

“I haven’t finished yet” I replied, at the same time I slipped my fingers into the waistband of his pants and slowly pulled them down, again to his ankles. His tackle swung uncomfortably close to my face as I looked inside the pants, still there was no sign of the package and said as much to George.

“Don’t be fooled Sam” he replied. “I bet you’ll find them clenched between his cheeks.”

Determined to keep up a professional appearance I nodded my understanding and so with my right hand I reached up between his thighs and felt between his clenched cheeks. I told him to relax, deciding the game was up he did so and I then found the small packet I had been seeking. Examining them I suspected they were illegal drugs and passed them to George for safekeeping.

“Right then Jarek, you know what comes next don’t you? We’re going to have to strip you here and then go and clear out your cell. This evening you will be taken to the chapel for your public correction, do you understand?”

“Yes.”

I then set about removing his shoes and socks before asking him to step out of his pants and trousers, leaving him just wearing his T-Shirt. Unlocking his handcuffs we removed his T-Shirt before putting the handcuffs on again and leading him out of the visitor’s room. In the corridor waiting for us stood Dave and Mick guarding a naked Sayeed, who like Jarek appeared very unhappy with his situation. He stood between the two officers covering his genitals as best he could. It really was a shame because he was a good example of a man in his prime, muscular with no trace of middle aged fat appearing, youthful but had lost all trace of any adolescent gawkiness. Seeing Jarek naked with his hands tied behind his back must have surprised him as his hands dropped to his sides momentarily, letting me have a good view of his sizable packet nestling beneath a black bush of pubic hair. His skin was an even light mahogany all over indicating that he perhaps being naked wasn’t all that unusual for him, only his cock and balls differed being slightly darker in colour. He spotted me studying his body and his face flushed red with discomfort, however I was more interested in the fact that his cock swelled and bobbed in reaction.

The sound of doors opening broke my reverie, looking over my shoulder I saw Tim and Steve escorting the naked figure of Gus, in appearance he looked very similar to Jarek but darker in colouration but that’s where the similarity ended. Where Jarek was moody, close minded and aggressive, Gus was cheerful, broad minded and cocky. Jarek was uncomfortable being naked but Gus seemed to be in his element, revelling in his new found freedom and his erection was testament to his enjoyment of being naked in public. Returning my attention to the job in hand I led Jarek back to his cell and with George’s help we removed Jarek’s belongings and took them back to the stores department where they’d be distributed out amongst inmates who may be lacking certain items. As we removed his handcuffs he went to say something and then thought better of it, smiling in acknowledgement I told him we’d be back for him at 8pm.

Before then there was a lot of work to be done, afternoon rounds of cell checks, paperwork and then monitoring the evening mealtime in the dining hall. There was a buzz about the place; word had got around about the three guys getting caught. They were now subject to the ribbing that had happened last week especially as this was no longer a novelty. In the dining hall was a large poster advertising the first public correction in the chapel at 8pm, there were 500 seats available on a first come first served basis, there seemed to be a continuous crowd around this poster, clearly this was going to be a popular event.

At 7.45pm I collected Jarek from his cell, he was very quiet as I handcuffed him once more with hands behind his back. He had also lost a lot of his aggressiveness, hopefully this was a sign of things to come. He shivered slightly as he stepped outside of the prison wing and into the evening air, which I had to admit was slightly chilly. I encouraged him on and within a couple of minutes we arrived at the chapel’s main entrance. Not giving him time to react I pushed him inside and directed him to the front of the room where Liam was already standing on the podium and giving a speech to the expectant audience (all seats had been taken and there were even guys standing at the back and in the side aisles!). As we stood there with all eyes focused on Jarek, Liam explained that once we had gone through to the correction room then the video cameras would be switched on and the audience would be able to watch the action going on live care of the huge viewing screen. Liam invited the inmates to make themselves comfortable and enjoy the viewing, with that he stepped down and handed over to Max who would be supervising the audience.

The three of us walked down the central aisle, with Jarek doing his best to ignore the comments and sniggers coming from several guys, when we got to the door Liam tapped in the pin number and we stepped inside. On the other side of the door was a little hive of industry. Richard and James (the sports coach) were busy prepping the equipment and Adrian was standing in front of the metal cabinet which had been locked the last time I had been in the room. This time the doors were open and I could see several shelves chocked full of dildos and butt plugs of various shapes and sizes along with cans of Crisco and bottles of J-Lube. Liam left us and headed for the mobile video camera, turned it on and swung it round so that we were being recorded. Richard by now was in the shower area and indicated that we were to join him, so taking Jarek by the arm I pointed him in that direction and walked him forward with one hand on his arm.

When he was positioned in front of the shower I unfastened his handcuffs and then quickly fastened him to the handcuffs either side of the shower head. Jarek looked at us suspiciously but said nothing. James by this time had stripped down to his usual T-shirt and shorts, commenting that he was likely to get wet in the next few minutes and retrieved the shower head from its stand on the wall before turning the shower on and adjusting the temperature until it was pleasantly hot. Without saying a word he turned aimed the jet of water on to Jarek and continued until he was wet all over, then handing me the showerhead he soaped him up all over. Still Jarek said nothing, simply closed his eyes wishing it was all over, that is until James soaped up his genitals and arse crack when he started to growl menacingly but James simply ignored him. In fact this seemed to appeal to his playful side because he took extra care with his cock and balls, positively massaging them until he was fully erect, then her turned his attention to the crack and really took his time with it before moving lower and soaping up his legs and feet. Once he was finished he asked me to hand him the showerhead, thoughtfully he took great care to ensure that all the soap was off from every nook and cranny. Once he was satisfied he kicked at the insides of Jarek’s ankles forcing him to spread them wider and wider until he could go no further. Richard came over with a can of Crisco, opening it he took a small chunk and warmed it in his fingers before kneeling down between Jarek’s outspread legs and applied it to his crack. Alarm spread across Jarek’s face but he was powerless to do anything except hang his head in shame as he felt Richard’s finger slide up inside him greasing his ring and rectum. Richard spent several minutes warming up the ring in an attempt to relax it, making encouraging comments all the time to Jarek. This seemed to work as finally two fingers made a very snug entrance to the previously virginal hole. James in the meantime had placed the showerhead back in position and taken the douching tube (I had since been informed about this tool and its use) from the holder and was adjusting the flow and temperature to body heat. He then joined Richard and gently inserted the tube’s nozzle deep into Jarek rectum, in response Jarek groaned and arched his back at both the sensation of being penetrated by the metal tubing and the feeling of warm water flowing up into his guts. Richard asked me to quickly fetch a bucket from the cabinet which I did immediately and handed it over to him without saying a word because I was too busy watching Jarek’s stomach distend with all the water inside him. Finally when James was satisfied that there was enough water inside he withdrew the nozzle and told Jarek to release the water into the bucket underneath him. Needing no second telling a jet of water mixed with faeces shot out into the bucket and continued for what seemed ages, finally it slowed to a trickle and a relieved sigh from Jarek. If he thought his ordeal was over, he was very much mistaken as James immediately reinserted the nozzle and water once more flowed up inside him before withdrawing it to allow the mixed effluent to escape into the bucket. This cycle was repeated another three times until the water ran clear.

Releasing his handcuffs an exhausted Jarek was relieved to be escorted over to the massage table and once he was comfortable and lying face down he was handcuffed securely by the wrists and ankles. The table had two comfort holes in it, one for the face and the other for the genitals, from my vantage point I could see his bollocks and cock swinging freely. James took another chunk of Crisco and applied it to Jarek’s crack, rubbing it in until it softened and then began to massage the anal ring. He continuously inserted a finger, swirled it around before withdrawing it and then reinserted it again. For over ten minutes his did this until he was able to insert two fingers simultaneously with ease, all the time Jarek was groaning and his cock was getting harder and harder. I nearly forgot to mention that Liam had been filming all of this action panning the camera around to catch all of our reactions along with Jareks before zooming in again on the anus receiving the attention and occasionally underneath the table. Richard wandered over to the metal cabinet and retrieved an assortment of different sized dildos ranging from normal cock size up to the ten inch variety! He meticulously greased up each one with plenty of Crisco and arranged them in ascending size deliberately in view of Jarek, now that’s what I call sadistic.....

James picked up the smallest dildo first and with relative ease pushed the head inside, pausing a moment to allow for adjustment to the intrusion and then smoothly pushed the whole length inside so that the dildos balls were pushing against his crack. He fucked the hole for a few strokes before fully inserting it again and resting his whole weight on it. After a couple of minutes continuous pressure James pulled the dildo out and threw it into the now empty bucket before picking up the next sized dildo from the floor. He asked me to step over and pull Jarek’s cheeks apart, at the sound of his voice Jarek looked over his shoulder at us with an unreadable expression. He glanced at the camera now pointing at him before burying his face into the hole again, no doubt wishing the punishment was over! As I leant over the table and pulled his cheeks apart I could see that his anus was beginning to loosen up and opened a little. I have to admit that I was beginning to feel aroused by this situation and more than once the thought of sinking my cock into his arse sprang to mind before being dismissed again. James expertly inserted the slightly bigger dildo and repeated the process all over again. When this dildo (large cock sized) was removed I took another peek at the anus, the hole remained open for several seconds before it twitched and closed up again.

Whilst this had been going on Richard had been busy adjusting the “dentist” chair, he had attached two metal leg supports complete with leather straps. Once he was satisfied he nodded to James and together they released Jarek from the massage table before escorting him over to the chair. Once he was comfortable they handcuffed his wrists to the chair’s arm and secured straps round his chest. They then tilted the chair backwards until he was lying horizontal and then lifted his legs onto the leg supports and strapped them securely into position. The lower part of the chair was folded backwards resulting in Jarek’s bum hanging over the edge and with the leg supports tilting outwards his crack was parted exposing his anus to everyone who cared to look. James wasted no time in fetching the unused dildos and expertly slid the next one deep into the waiting hole bringing yet another groan from Jarek before fucking him energetically with it. I could not help but notice that through all of this Jarek’s erection had not subsided one little bit and was now beginning to leak pre-cum. After half an hour James had worked up to the largest sized dildo, some ten inches in length but still not as big as Tyler’s monster cock. When the final dildo slipped out, Jarek’s hole was so relaxed and loose that it failed to close up for several minutes, this fact was not missed by Liam who filmed the slow closure in its entirety.

Richard announced that the punishment session was over and that Jarek’s anal ring had now been stretched sufficiently to withstand the pounding it would get should Jarek break any more rules. This made Jarek look up in alarm making James laugh and say that they could have stretched him a whole lot more (excuse the pun) than they had so far. James and I undid all the restraints and helped Jarek to his feet, who was stiff in more ways than one. Looking down at his own cock he asked Liam if he could beat himself off, Liam nodded and Jarek started to wank himself off. I couldn’t resist the urge any longer, so kneeling down behind him I slowly pushed two fingers up into his rectum and felt around for his prostate. Having found it I massaged it firmly and constantly until he started to orgasm. I didn’t need to look up to tell this because I felt his anal ring contract and grip onto my fingers, his cheeks clenched and he started to shake before spewing his jism in thick ropes all over the floor. When he released my fingers from his tight grip I gently removed them and wiped the grease off on a spare sheet of tissue.

James guided Jarek back to the shower area, told him to wash himself off and to hurry up as he had an audience to address in five minutes. Jarek said nothing except give him a weary, resigned and horrified look all rolled into one but did as he was told. Liam continued to film him all the while including as he towelled himself dry and then followed him outside into the main part of the church where his audience were waiting for him.

As Liam reached the podium he turned the camera off and indicated Jarek was to join him and face the audience, who initially clapped and wolf whistled but then slowly fell silent. Liam then did a post-punishment speech warning them that any one of them potentially faced being in the same situation if they continued breaking the rules. Jarek was only one step away from the ultimate penalty of being locked in the stocks and available for ‘use’ by anyone who wanted to use his services. I think Jarek was too stunned by this latest announcement to react; he simply looked down at his feet avoiding the gazes of the front row of the audience.

Finally it was all over and my shift was done. Back at home I sat in my armchair with a can of beer in my hand and reviewed today’s events and my reactions to it. I careered from being disgusted with everything to being turned on by it all, the only thing for certain was that by the end of it I had a throbbing hard on which wouldn’t go down and as I adjusted my crutch I spontaneously exploded and made a wet sticky mess in my boxer shorts!

FRIDAY 26TH MARCH 2010

Dear diary, another great day at work and another step closer to accepting that man to man action is as hot as man to woman action. Not only that I got to play being doctor today, no wonder Richard came out of retirement to work at the prison!

After the usual prison rounds and opening up the cells Adrian and I set up camp in Richard’s surgery. Adrian decided that he would ask the questions and write down our findings while I would do all the physical work (as I had last time). Personally this was fine by me.

At 10.00am our first visitor arrived, Gus knocked on the door and walked inside confident as ever. Adrian started with a preamble and then started asking the prepared questions:

“Okay Gus, outside the prison environment would you describe yourself as normally being gay, straight or bisexual.”

“Bisexual”

“Have you ever had sex with a man?”

“Yes, of course many times.”

“Was it anal or oral sex, were you passive or active?”

“Both oral and anal, I have done loads of things including what Jarek had done last night.”

“Okay, final question, when was the last time you ejaculated?”

“Last night, Tyler fucked me senseless.”

“Thank you, if you don’t mind Sam is now just going to carry out a few physical checks to verify your answers.”

“Ah, I’ve been looking forward to this bit” and grinned broadly at me.

I raised an eyebrow but tried my best to keep my face composed when I asked him to step up to me where I was sitting in Richard’s chair. Cocky now he stood in front of me, half erect, with his hands on his hips. I ignored his dick and cupped his balls trying to weigh them which was getting tricky as they were tightening as a result of his erection. Finally I decided that they were rather light and told Adrian so. Next I told him to bend over the couch and spread his legs while I put on a pair of latex gloves and fetched the KY. He was just so cocky I could slap his arse! It was round and very pert (for a guy) and as I lubricated his hole my cock sprang to attention and I wanted so badly to fuck him there and then. He easily accommodated three of my fingers and as I went to insert the fourth, he looked over his shoulder and said.

“Not so fast Sir, I need my hole warmed up by that big cock of yours first, then I will be able to take more than four fingers if you know what I mean.”

Indeed I did! So with permission from Adrian I dropped my trousers and then my boxers before slipping my rampant hard on up his arse. As this was now my second time fucking a guy I felt more confident and set about giving him a fuck that he wouldn’t forget in a hurry. I was banging away and he was loving it, he backed on to me as much as he could and met my every thrust. By the time I shuddered and shot my load of jism deep into his rectum I could tell that his hole was getting very loose indeed. Pulling out I wiped my cock clean and told Gus to climb up onto the couch on all fours and to face away from me. His ass lips looked slightly reddened and very moist from all the lube and my jism, reaching out with three fingers they disappeared inside his hole with ease. I pulled back and inserted four, I felt a faint quiver of resistance but then pushed them up to the hilt before pulling back again leaving a slowly closing hole behind. I tucked my thumb in behind my fingers to form a cone and pushed in until the widest part of my hand met some resistance and his hole actually felt like a ring. I asked Gus if he wanted more, he nodded his head and braced himself for what was to come. I told him to relax before applying a steady pressure which did the trick and before I knew it my hand slid inside completely up to the wrist with his ring gently clamping down. The feeling of his warm silken flesh enveloping my hand was mind blowing! I kept my fist motionless to give him time to adjust to the intrusion; while I did I recalled that Gus confessed to having been fucked by Tyler last night. If he was able to take the whole of that monster cock, no wonder he was able to accommodate my fist and then I had an idea. Again asking him if he was okay, which he replied that he was; I slowly started to push my fist in further inside inch by inch until I reached the second sphincter separating his rectum from his bowels. Unlike his anus this inner ring was tighter and would need loosening up carefully if I was to go any further.

So I spent the next half an hour massaging the ring and gradually increasing the number of fingers that I could insert from one, to two, then three and finally four. Gus was panting and sweating, his upper torso was flushed but at no time did he ask me to stop. So at long last I was ready to tuck my thumb behind the fingers and telling Gus to brace himself I started the final push. The resistance was great but slowly ever so slowly it gave way and with a growling groan from Gus the ring gave way and my fist slid past it and into his bowels. I carried on pushing and again my hand inched its way up inside Gus, by now three quarters of my forearm had disappeared. We must have forgotten that time was passing, Adrian was transfixed by the spectacle unfolding before him; so much so that he hadn’t noticed that it was now 11.00am and time for the next inmate to arrive, until that is there was a knock on the door. All three of us instantly froze and held our breaths.

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