Diary of a prison officer : Part 2

Week 3: This week it steps up a gear. Each contestant now has to don the uniform of a Volunteer Punisher and start training in all aspects of the role. During the day they will learn the theoretical aspect of the role; then in the evening the contestants will receive training in the practical aspects in the Chapel’s punishment room. The whole session will be watched by the inmates in the auditorium area and at the end of the training session the inmates will vote off the least favourite or capable contestant. This will be repeated each day until there are seven contestants left.

Week 4: The final week sees the volunteers carrying out their duties for real, each day they will be moved to another wing so that all inmates can assess them in action before the final vote at the end of the week.

That gentleman is the outline of my selection process. Do you have any questions or concerns?” I asked.

“Thank you Sam” Liam spoke up “that was well presented and I like your idea very much. However I do have a question, you mention management selection but I can’t see where in the weekly elimination schedule our influence can be exerted.”

“That’s a good question Liam” I replied smiling. “My intention would be that ahead of the competition we will select a number of inmates who we consider suitable, meet with them in private and feed them the right answers so that they will make it through to the final twenty four. It is then down to them if they make it to the final.”

“I like it!” Max announced “A cunning way to get our favourites into the final, yet we will appear to be totally open in allowing the inmates to democratically choose their punishers.”

“Well said Max, I think we should run with this one” Adrian said thoughtfully “What does everyone else think?”

There was a unanimous decision to accept my proposal so it was signed off by Liam there and then. Next came the nitty gritty stuff, sitting round the meeting table we thrashed out the timetable, the design and wording of the competition, the questions to be asked at the audition round and what the tasks the contestants would need to complete. Last on the agenda were the inmates we would like to see included in the final twenty four contestants.

After much discussion and at times heated debate, the twelve inmates we agreed that should be included were Tyler, Flick, Eduardo, Dinesh, Jarek, Tony, Bert, Darren, Carl, Martin, Gus and Sayeed. The timing for the individual briefings would be within a couple of days of the posters going up. It would be done discretely so that no one, least of all the inmates would suspect that anything untoward was going on. The posters will be put up on Friday 16th April 2010 so that the inmates have the weekend to discuss and think about entering the competition. With that agreed the meeting was over and it was back to work for us, however with most of the morning gone it was a just short stint for me before my shift finished.

I got home and the first thing I did was to step into the shower with a cold can of beer, I wanted to wash the last traces of the grease from my body that tissues just simply couldn’t do along with the accumulated sweat from my pre-meeting nerves. With the beer warming my insides and the hot water pounding my body all my cares and thoughts about today’s events slipped away down the shower’s plug hole.

Towelling myself dry I turned my attention to this evening and the impending arrival of Jason and Aaron for our jog around the park. The two lads arrived a little later, dropping off their change of clothing and we made our way to the park. I decided to be kind to them tonight and started the jog off gently only starting to pick up the pace in the latter half of the lap. Just to add a little pressure to the exercise I engaged them in conversation while jogging, they quickly sussed my tactics but I wouldn’t allow them to let the conversation drop. At the end of the first lap I let them catch their breath while jogging on the spot before we carried on with the second lap, as it happened they led the way and I let them dictate the pace which I didn’t mind in the least. Who would? I had two pairs of pert buttocks straining beneath running shorts, muscular thighs and arms pistoning back and forth in unison. They were a sight for sore eyes indeed! By the end of second lap I came to the conclusion that their level of fitness had increased perceptibly. I kept this thought to myself as I didn’t want to boost their egos too much! To extend the exercise I insisted they jog back to my flat much to their moaning.

As they staggered up the steps to my front door I was chuckling inside, the sight of their sweat soaked clothes and bedraggled appearance was a far cry from their normal cock sure attitude that comes with guys in their prime. I unlocked the front door and held it open for them, as they passed by all I could smell was very sweaty bodies – Yuk with a capital Y!

“Right you two, no lounging around on my nice clean furniture with your sweaty, dirty clothes until you have showered and changed. I mean it. Run along while I sort out some refreshments.” I said before walking off and headed for the kitchen to raid the fridge for fruit juice and whatever I could find to eat.

A minute later I heard the shower running and the familiar sound of Aaron whistling floated in from the bathroom, it was such a trivial domestic sound that it caught me by surprise when I started to wonder what it would have been like if I had had children with my ex-wife. I was still thinking about it when I heard footsteps behind me and a “can I do anything to help?” brought me back to the here and now with a jolt.

Looking in the direction of the sound, the sight that greeted me made me lick my lips in reaction, I caught that action in mid motion and discreetly pulled my tongue back in. There stood Jason as cocky as ever, smirking, stark bullock naked, framed by the doorway using the lint to hold onto. I took a moment to take in his physique, his hairy muscular legs and finally his cock which was standing at half mast and bobbing to erection under my gaze.

“Jason, what on earth are you doing?” I asked in mock exasperation.

“I’m only doing what you told me to do.” He replied, walking into the kitchen and standing rather close to me. “After all you did say that you didn’t want us touching your nice clean furniture with our dirty clothes. I thought I’d prevent that from happening by making sure they were out of harm’s way from the start. Did I do wrong then?”

“Noooo, I suppose not” I replied.

“And you did say that you run a relaxed joint here, did you not?” he continued.

“Yes, this is true. Okay okay, now that you’re here why don’t you help yourself to a drink while we wait for Aaron” I suggested trying to keep my voice on an even keel and resist running my hands over his pert buttocks.

Thankfully Aaron joined us within a couple of minutes with his towel firmly wrapped round his waist, he did a double take at Jason’s nudity before shaking his head and wryly commenting “have you no shame boy?”

Laughing Jason said “None at all, now that you’ve finished hogging the shower I can perhaps use it myself!”

As Jason disappeared into the bathroom Aaron turned to me and asked “Doesn’t his antics bother you at all?”

“No, not really” I replied “If anything, he makes me laugh and he reminds me of myself when I was his age. Why? Does it bother you?”

Aaron was thoughtful for a moment then said “Yes, I guess it does. He is so brazen in the way he flaunts his body, okay he’s not bad looking but why does he have to do it so much?”

“Well, if you got it flaunt it I guess is the rule that he’s working by. To be honest you both have great bodies and are decent looking so I am a little surprised that you are not more like Jason.” I said sitting down at the kitchen table with a glass of orange juice in one hand.

“I’ve got Dad to thank for that, he’s instilled in me a conservative view of exposing my body and it’s very hard to overcome.”

“I find that if you want to overcome a mental block then the best way to do this is to face it and do the very thing you find hard to do.” I said in the most fatherly tone possible.

“So in my situation if I want to be more like Jason what should I do?” Aaron asked seemingly puzzled by my latest statement.

“Simple” I replied “remove your towel and let it drop to the floor. Remain naked until Jason returns and it’s time for you to go on your way. I will ignore your nakedness like I did with Jason, I am sure that you will find that before long you will feel more relaxed. The more you practise being naked, the more comfortable you will become with your body.”

“Are you serious? What just drop my towel? Okay, if you say so, but don’t tell dad will you. I don’t want him to think I’m queer or anything.” Aaron said with just a touch of edginess to his voice.

“Yes, yes and of course I won’t. You don’t have to do anything you don’t want to but I just thought it would help. After all at your stag do you stripped off in public happily enough.” I said shrugging my shoulders and took a sip of my juice.

“That was different, I was drunk and I got swept up in the moment. Right now I’m stone cold sober but I hear what you’re saying. I guess, we’re in private and no one’s going to see or say anything, so here goes.”

Taking a deep breath Aaron unfastened his towel and let it drop to the kitchen floor but kept his crown jewels covered with his hands. Standing there a little self-consciously he looked at me for approval.

“That’s all very well but my towel is getting dirty on the floor so please pick it up, fold it neatly and put it on the side over there please, then why not come and sit down at the table and have a juice with me. That way you will still be naked, getting accustomed to being so but not feeling like you’re on display all the time.” I said, deciding that I would not let him get off the hook so easily.

Sighing, Aaron did as he was instructed, picking up the towel and folding it necessitated him uncovering himself and as he walked back to the table I got a good view of him and his tackle. Although his hair was a blonde (dark straw if we’re being accurate) his body hair and pubes were several shades darker, made all the more striking by his naturally fair skin. Whereas Jason was a very big boy (10 inches by my reckoning at the stag do), Aaron was more your average guy which I wonder is perhaps part of his modesty problem. He made a good attempt of appearing relaxed but it was clear that he was relieved to be sitting down covering his modesty.

I let him be and we made small talk, I was good as my word and made no reference to his nakedness. Jason sauntered into the room, still naked and flushed red all over from the hot shower. He looked a little startled at the sight of Aaron sitting at the table without a stitch of clothing on and started to smirk.

“Less of that young man, it’s all very well for you to flash your tackle around without a care in the world but not everyone is as confident as you. Aaron is trying to overcome his shyness and you laughing at him isn’t going to help. We’re taking it one step at a time and the first goal is to get him accustomed to being naked.” I admonished him and then smiled encouragingly at Aaron.

“Thanks Sam, I appreciate your support. Jason, as my best mate, I would also appreciate your support, this is not easy for me as you well know.” Aaron piped up.

Putting his hands up in the air in mock surrender Jason said “Okay guys, I get the message and I am sorry for not being more supportive. A thought has just occurred to me, this is a safe place for us to be naked without judgement as we’ve already discussed previously. Why don’t we make it a rule that whenever we come over clothes are not permitted and we all have to be naked, that way Aaron will get all the practice he needs and won’t feel the odd one out. What do you reckon?”

“Sounds like a good idea to me” I nodded in agreement. “What about you Aaron?”

“Yeah, sounds cool to me, it will make things easier for me.... I guess. But no word of this is to leak out right?”

Both Jason and I nodded in agreement before I said “Well that’s sorted then, perhaps I can go for my shower now then.”

“Aren’t you forgetting something Sam?” Jason asked; then added in response to my quizzical expression, “You are still wearing your running gear, if this is a clothes free zone; they need to come off NOW!”

Chuckling at his impudence I nodded in agreement, stood up from the table and proceeded to remove my trainers placing them under the table where I normally keep them. Then I peeled off my muscle vest, pushed down my running shorts, leaving just my jock strap to go. Then in one smooth movement I pushed them down too, stepping out of them I put all my dirty washing into the washing machine before turning round with a smile on my face and arms spread wide and saying

“Are you happy now? I think this is enough for one day, I could do with a shower and you guys have got women to get home to, so get dressed and vamoosh. I will see you on Thursday.”

A little while later I had my flat back to myself and enjoying my second shower of the day. As the soap suds rinsed away I slowly stroked my cock thinking about Jason’s hot body and all the ways I would like to ravish his body given half the chance. Just as my imagination had me on my knees, with my hands wrapped round his waist and my face buried between his cheeks licking his tight little heiny hole, my balls decided it was time to unleash their load sending several jets of creamy spunk arching across the shower to hit the glass shower door and slowly slide their way down.

Recovering from my intense orgasm I looked down at the slug trails with disgust and quickly showered the congealing cum down the drain. And that diary brings the end to a very tiring day indeed.

WEDNESDAY 14TH APRIL 2010

Compared to yesterday, today was average really. Well average that is if you call having your boss stick his fist and half his forearm up your arse! No word of a lie, I kid you not, by 10am this morning I had been cleaned out and prepped by Richard. Okay Richard had been loosening up my hole ready for Liam who then using his experience pushed his fist further up my rectum than I thought humanly possible. Apparently he had found breaking the resistance of my inner rectal ring a challenge, but one that he was up for, and eventually succeeded in doing. Unable to stifle the groan I growled like a grizzly bear, face flushed red and sweat pouring down my face my inner ring opened up and his fist slid on by up into my bowels. Only the width of his muscular forearm prevented him from going in all the way to his elbow. I looked down between my legs (I was laying on my back with my arms wrapped round my knees) with an expression mixed with awe and horror at the sight of his arm half buried inside me, while Liam had a look of pure angelic rapture.

“Sam, you are a star do you know that? I have never worked with a guy who is so willing to explore his boundaries and push far beyond them. I have seen you in action as a fisting top, now I have seen you in action as a fisting bottom and I am very impressed indeed, you are so versatile. There is absolutely no way that I will consider any one else for the role of Volunteer Co-ordinator.” Liam said with a great deal of pride in his voice.

“Thank you Sir, I guess I have the army to thank for being able to push personal boundaries but I’m really not sure what the benefit of having your forearm buried in my butt will be in my role as Volunteer Co-ordinator.” I asked as politely as I could.

“It’s not so much the actual act you understand, although it must be said you have a very fine arse, but it is more of a test of your willingness to put your trust in me. Your level of trust is commendable, I couldn’t ask for more” Liam responded and at the same time started to slowly withdraw his arm and fist.

As my inner ring was breached by his hand I arched my back in response, groaning as I did so. Some part of me must have enjoyed it as my previously flaccid cock slowly engorged with blood until as his fist finally slipped out of my anus my cock was fully erect and bursting to erupt. My ring must have been slow to close because I could feel cool air flowing into my rectum before being expelled as my rectum closed up along with my ring. I lay there relaxing with my eyes closed for a moment, I was about to get up when I felt something warm and wet enclose my cock’s head.

Startled I looked up to see Liam’s head slowly descending on my cock until he had swallowed the whole of my shaft in one smooth move, then slowly and lovingly his head started to bob up and down. Jeez it felt good! I let my head slink slowly back on to the couch, closed my eyes and gave myself up to the sensations of the gorgeous blow job I was being given. Finally with my hips bucking wildly I could hold back no longer and I gave into the impending orgasm. Load after load of jism shot out of me and straight down Liam’s throat, not one drop did he let slip out and he didn’t stop sucking until my cock had run dry and receded to its flaccid state once more. I looked up at Liam in askance.

“Sam, it’s the least I can do considering how you have accepted without question all that I have asked you to do. I wanted to show you that as far as I am concerned this is a two way street and I have an inkling that it was an acceptable payback for you.” Liam said with just a trace of a smile on his face.

“Yes Sir, it was an unexpected bonus that’s for sure!”

“Right then, before we get back to normal duties is there anything you want to talk to me about?” Liam asked quite casually.

“Actually, there was as it happens. I know we agreed that we would speak to our preferred candidates once the posters have gone up but I’m concerned about timescales and I just can’t see us getting through all the candidates in time without suspicions being aroused. I am hoping that you will allow me to start talking to them today” I said as I cleaned myself up and started to put my uniform back on.

“Sam, you’re in charge of this venture now, if you think that’s the right thing to do, then go for it. All I ask is that you keep me posted on events or if you encounter any problems. Okay?”

With that the training session was over and I headed over to the prison wings and pay the first candidate a visit, namely Flick on A-Wing. Since the 48 hour removal of personal possessions punishment Flick had been true to his word, he had behaved himself and not got into any more trouble, thereby keeping his possessions and clothing in the process. However he had lost none of his cockiness and as I walked into his cell closing the door behind me it was very much on show in his mannerism and posture.

After he bantered with me about why I was paying him an unannounced visit I got straight down to business and explained about the purpose of my visit. I outlined the role of the volunteer punisher, broadly what would be involved and that we actively wanted him on board. Once Flick made it clear he was interested I gave him a run down on the questions that would be asked so that he would have the correct answers to get through the qualifying round. As he never asked about the uniform I kept quiet on it remembering his reaction to being stripped naked for his punishment. I decided that he could cross that bridge when he got to it. My final comment was for him to keep his mouth shut about our little meeting and to remember to register his application when the posters were put up on Friday. Flick’s mind was racing with the possibilities as I walked out of his cell.

On to B-Wing where I met just the person I was looking for playing snooker with a fellow inmate, who was just about to pot a red ball. Taking the opportunity while Tyler was waiting to play his turn, I walked up to him and whispered in his ear.

“Tyler, I know you’re playing snooker but I need to have a private chat with you right now in your cell, alone. It will be only for a few minutes and then you can continue with your game.”

Tyler frowned for a second, glanced at me but seeing that I was being serious nodded once in agreement and told his play mate that he would be back in a minute to continue the game. As Tyler was a force to be reckoned with there was no argument from the other guy.

As I followed him up the metal staircase to his cell I could not help but admire his muscular frame and jet black skin which had the optical effect of making him look like a moving obsidian statue. On entering his cell I closed the door behind me, turning round I was faced with the vision of Tyler sprawled out on his bed, hands behind his head, legs spread and his python of a dick snaking across one thigh. His balls hung loosely down between his legs. Despite my best intentions I could not help but look at them remembering the day that I had managed to accommodate the whole of his mammoth cock down my throat. Tyler chuckled loudly before inviting me to do the same thing again for him.

“Thanks for the offer” I replied “and as flattering as the invitation may be, I am here on official business not for personal pleasure. How have you been getting on since you voluntarily surrendered your clothing?”

“Oh man, I’ve been having a ball!” Tyler laughed again. “At first I was quite self-conscious, I know that might sound strange coming from me but it’s true I really was. It’s one thing when you are stripped as a punishment, you have no choice in the matter, but after the post-punishment meeting I voluntarily gave my clothing away in the hopes of becoming a volunteer punisher. I had to come up with a plausible story as to why you’ve kept my clothing and I’m not kicking up over it as the other inmates expected me to do. After a few days it was old news and the guys stopped asking me questions and simply accepted that I was going to remain naked from now on. It was made easier after Jarek’s antics because suddenly I was no longer the only inmate to be permanently naked. Now no one takes any notice except those that are either gay or trying to usurp my position as top dog on this wing.”

“Go on” I urged “I feel a story waiting in the wings just waiting to be told!”

“Do you remember how I told you when you first raided my cell that I had trouble getting any form of relief in this place?” he asked.

“Uh huh, I sure do”

“Well that isn’t a problem anymore. There’s a young lad on this wing, I’m sure you know him because he’s received the 48 hour no clothing punishment too, by the name of Gus. He’s very self-confident and easy going.” Tyler said.

“I think I know the guy, he looks very similar to Jarek but his hair is paler.” I asked pretending to be uncertain.

“That’s the guy!” Tyler agreed nodding with a smile before continuing “It must have been the day he got stripped as punishment I first really got acquainted with him properly so to speak. I was sitting in the canteen during our lunch break, chatting as normal to a couple of old timers when Gus walks over with his lunch on a tray and sits at our table opposite me. I don’t take much notice because up till now we’ve moved in different circles, however mid-way through his lunch he makes out that he’s dropped his fork and crawls underneath to retrieve it, or so I think.”

“What happens next?” I ask, genuinely curious.

“The next thing I know is a pair of hands pushing my knees apart and a pair of warm wet lips kissing my knob end. I don’t know who was shocked the most; me, my knob or the guy I was talking to! I looked under the table in surprise while my cock rapidly stood to attention under Gus’s expert administrations. No word of a lie he had swallowed the whole of my cock down to my balls within thirty seconds, and oh boy the feeling was out of this world! His head was bobbing, my body was sawing and I couldn’t help by groan with pleasure. All too soon I could hold off no longer and with a shudder my balls exploded jism down his willing throat. He only came up for air when my cock ran dry and was back to its normal size, then he resumed his position at the table without looking at me, with fork in hand and continued eating his meal cool as a cucumber.”

“Now that’s what I call a lunchtime treat!” I laughed.

“From that day on any time that I’ve wanted to dump a load I’ve only had to nod in his direction and I get to plunge my cock either down his throat or up his arse. Tell you what though, he’s a dirty bugger, he’s even got me to shove my fist up his arse right in up to my elbow! My eyes nearly popped out of their sockets he got me to do it. I didn’t think it was humanly possible, but he’s shown me otherwise on several occasions since then. So I’ve got myself a regular little bitch now and I couldn’t be happier. Well that’s not strictly true, I wonder when I’m going to hear about this volunteering business otherwise I’m going to think someone’s having a laugh at my expense and I won’t be very happy if that’s the case” he said throwing me a menacing frown.

“Actually that’s what I came to talk to you about....” I said and then spent the next twenty minutes going through the details of the selection process, the auditions, questions, tasks etc. I got him to repeat the questions and answers so that there would be no mistakes made preventing him from being a finalist. I left him lying on his bed looking like the cat that got the cream.

My final visit of the morning was to C-Wing where I bumped into Eduardo enjoying a cigarette by the main door. This made things easier for me because I invited him to join me for a short stroll round the exercise yard where I made small talk before doing the whole sales pitch on the volunteering, after only a minute or two’s thought he decided he was definitely up for the challenge so I gave him all the other necessary information before leaving him to finish his second cigarette while I went off for lunch.

After lunch I headed off to D-Wing in search of Dinesh, where I found him in the general lounge area reading “The Times” newspaper under the finance section.

Laughing I said “Planning your next big scam Dinesh? You do realise that you’re going to be inside for several years yet don’t you?”

“Oh yes Sir, but I can always dream and a man has to have plans for when he is released you know.” He said looking up at me and smiling.

“Indeed, you’re right. Do you have five minutes to spare, I have a proposition for you which you might find interesting.”

“Well, I’m not going anywhere as you’ve pointed out and this paper can wait, so fire away you have my attention” Dinesh said with a deadpan face.

I was getting polished in my presentation and in no time at all I had another volunteer in the bag and so it was off onto my next target, Jarek in E-Wing.

Jarek was also eager to be a volunteer, the only question he really had on the subject was the matter of a uniform. He had been hoping that he would get some form of clothing back but as previously explained to him; that simply wasn’t going to happen. The closest thing he will get to clothing is either the boiler suit for visiting times or the red beret and leather belt. Other than that he was up for the competition and hopefully become the one doing the giving rather than receiving for a change.

My final target for the day was Tony from F-Wing, I found him in his cell busy writing a letter which he quickly turned over on my entrance to the room. As I shut the door behind me he began to look concerned and asked

“Is there anything wrong Sir? I don’t recall being warned about an impending visit from management.”

“There isn’t and there wasn’t, but relax, I’ve come about a matter which might be of interest to you.” I said in my best conspiratorial tone.

“I’m all ears Sir, carry on then”.

Tony is a very astute guy, he grasped all the things I said instantly including the things I hadn’t said, such as the uniform. When I explained it to him he asked if he could wear the beret and belt as well as the usual jeans and T-shirt. I explained it was all or nothing and that he would have to forgo the pleasure of wearing clothes if he wanted the prestige of being a volunteer punisher. After much umming and aahing he finally decided that he would give it a shot, he had nothing to lose (other than his clothes) and it might be a laugh.

Once that visit was over I rejoined George to do the final round of the day before making my way home feeling mentally exhausted. I was pleased to get home and veg out for the evening without having to do anything or say anything to anyone.

THURSDAY 15TH APRIL 2010

No rest for the wicked as they say, back to work early the next morning and straight into Richard’s consultation room to be cleaned out and stretched to within an inch of my life. Today instead of depth Richard and Liam were going for width, by the end of the session they managed to squeeze two hands into my butt at the same time. Now this was going some and was not at all enjoyable for me compared to the other exercises. I was distinctly sore by the end of the marathon session and my anus took quite some time to close up again. But at least I would be able to take on the biggest hands, such as Tyler’s, should the need arise Liam and Richard assured me. Thanks, I think! All morning my bum throbbed, only easing off as it got to lunch time.

In an attempt to take my mind of the aching I threw myself into speaking to the other six candidates left on my list to talk to. Deciding to get the hardest sell over with first I made my way to A-Wing looking for Sayeed, I really wasn’t looking forward to this one because he’s a tricky devil and with him you really have to read the small print, as I have found out to my cost!

As the prison rounds had just been completed and breakfast a distant memory, most inmates were in their cells getting prepared for their daily jobs, whatever they may be. Sayeed was no exception, as I walked into his cell he was donning his outdoor overalls ready for his shift on the prison farm. He looked mildly irritated to see me but I chose to ignore it. I shut the cell door behind me and asked him to sit down.

“Is this absolutely necessary Sir? I’m going to be late for my shift and don’t want to get into trouble with the farm manager because of an unexpected interruption to my schedule.” Sayeed had definitely got out of his bed on the wrong side this morning.

“There is no need to take that tone with me Sayeed, what I want to talk to you about won’t take long and it is in your best interest to think about seriously. If the farm manager asks where you’ve been you can say that I called you into a meeting on behalf of the Prison Governor; that should keep him off your back. Now shall we start again with a little less attitude?” I asked in a very reasonable tone.

“Ok fair enough, sorry Sir, what was it you wanted to speak to me about?” Sayeed asked in a more conciliatory tone.

I outlined the volunteer punisher’s role, placing more emphasis on the mentoring and fatherly roles than the sexual activities as I knew it would appeal to his sense of morality and social consciousness. I deliberately left out any mention of a uniform, at this stage he knew nothing about it and it would only scare him off. He sat there silently deep in thought, occasionally throwing a guarded look before finally speaking.

“I will certainly give this idea a lot of thought but I have some questions which I would like answers to before I make up my mind either way. Firstly why have you asked me, what is in it for you? Secondly, why must I keep it secret? Thirdly, giving me the answers ahead of the audition is cheating; doesn’t it make the competition unfair?”

“Good questions” I replied “clearly there’s no pulling the wool over your eyes! Firstly, we, the management selected you for your social standing with the wing. We want someone that the other inmates can look up to. Secondly, you must keep it a secret because the posters don’t go up until tomorrow and we don’t want news to leak out ahead of time. Thirdly, yes technically you could call it cheating but it won’t make the competition unfair. The only advantage you will have is in the first round auditions where it is questions and answers. It will be whittled down to twenty four contestants, including yourself, after that if you become a volunteer punisher then it will be down to your hard work and merit. It’s entirely up to you, personally I think you will make a great volunteer but it is your decision.”

Sayeed was silent again for a couple minutes before finally agreeing with my reasoning and confirmed that he would be willing to participate in the competition and would abide by our rules. Thanking him for his time I left without delay to allow him to get to the farm without being too late.

Next port of call was B-Wing and a far easier customer, Gus, the guy who was now Tyler’s fuck buddy amongst other things. He was a push over, I appealed to the tart in him making sure I highlighted all the sexual perks that came with the role, I didn’t even have to mention the uniform for him to be sold on the idea. The only difficulty I had was to get him to understand that he had to keep our meeting secret from everyone, especially Tyler of all people!

After leaving Gus I made my way over to C-Wing and met up with Bert, an old timer in his fifties with just three years to go before his release. Despite his years he kept himself fit and was considered by management as being a very stable character generally popular with the inmates on the wing. Personally I get on well with him as we have a similar sense of humour and outlook on life. I was straight with him about the volunteer role, the pros and cons and why I was asking him to consider the position. Like Sayeed he considered it for several minutes before giving a “tentative maybe” then changing his mind to a “yes, okay”.

From Bert it was on to Darren, Carl and Martin on D, E and F-Wings respectively. Although all three men were physically very different; temperament-wise they were generally level headed, laid back with good sense of humours but didn’t take fools gladly and wouldn’t take shit from anyone. In fact perfect candidates for the roles! With a little bit of sales patter I had them all in the bag and my mission was complete. Twelve candidates of the management’s choosing which will give us a fifty fifty chance of getting the right guys into the volunteer roles.

I was behind time when I got home, I had barely half an hour before Jason and Aaron were due to arrive so it was a dash into the bathroom, quick strip wash and change into my running gear before they rang on the door bell raring to go. If I’m honest my mind was elsewhere throughout the two lap jog round the park and before I knew it I had two guys beefing at me that I hadn’t let up in the pace or giving them a half way breather like I normally did. I was a little unsympathetic in my response pointing out that they were here to get fit and lose some weight, no pain no gain! It did however bring my attention back to the task at hand and I was more focused from there on.

As I walked up to my front door and put the key in the lock Jason reminded us of our agreement made on Tuesday evening about clothing being banned within my flat. We all nodded that we remembered and promptly stripped off our running clothes once the front door was safely shut. As I wore the least clothing I was the first one naked, I picked up my sweaty clothing and put them into the washing machine. On my return Jason had by then stripped naked and was busy trying to cajole Aaron into removing his final piece of clothing, his pants.

“I hear what you’re saying Jason and yes I know I agreed to do it but I just don’t feel comfortable stripping completely when I am all hot and sweaty.” Aaron said with a slight whine to his voice.

Taking control of the situation I said “That’s fine Aaron, keep your pants on until you have your shower, then once you’ve had your shower come back to us with your towel on. Then if you feel comfortable you can take it off or leave it on whichever is good for you. At the end of the day you need to take it at a pace that is right for you.”

“I would prefer to do that if you don’t mind, I won’t feel so pressurised so may be more relaxed about it.” Aaron said smiling in my direction before walking towards the bathroom, as he passed Jason he stuck his tongue out in an exaggerated manner.

Both Jason and I laughed in response, shook our heads and made our way into the kitchen where we waited in our customary fashion making small talk until Aaron returned with towel wrapped firmly around his waist. I went next for a shower, during which I hatched a plan to give Aaron a goal to aim for regarding his acceptance of his naked body. So while Jason had his shower I discussed my idea with Aaron about building his self-confidence, to my surprise he was actually receptive to it. To cut a long story short we agreed that in the summer we will as a group (Tom, Mike, Jason, Aaron, Chrissie, Sally, Kirsty and myself) take a trip down to Brighton and do some sun bathing on the beach, more specifically the nudist beach! Something to look forward to, not sure how we’re going to broach the subject with the others though.......

FRIDAY 16TH APRIL 2010

D-Day for me at work, the day my project starts for real. Thankfully I no longer had to attend Liam’s training sessions so my arse got a rest at last! This morning the posters went up all round the prison advertising the auditions that were going to be held on Monday 19th April in the Chapel and I think it’s fair to say that there was a great deal of interest judging by the reaction of the inmates and the conversations that could be heard all over the wings. Some guys were serious others were in it for a laugh, but none had a clue about what really lay ahead. Apart from twelve inmates who had at least some idea about it. During the morning and afternoon prison rounds I was fielding questions left, right and centre. In the end George gave up on me leaving me to answer the questions while he carried on doing the cell inspections.

It was exciting thinking that my project was about to be launched but I was more than a little nervous because I need to pull it off big time otherwise my reputation will be in tatters. Not that my colleagues have any doubt about my abilities or ambition, so I can at least take comfort from that.

By knocking off time I was glad for the peace and quiet of my car whilst driving home and then my beloved flat, which has always been a sanctuary for me when the world comes crowding in like it did today. Not that I’m going to be in for long as tonight I’m out with the lads for that final food and drink binge before Mike and Tom do some serious dieting and exercising care of yours truly.

So diary, that’s all from me for one day as I have to get ready, put some smart clothes on spruce myself up before meeting the others in town. I don’t think I will be in the mood for writing when I get home later.

SUNDAY 18TH APRIL 2010

Oh my God! Oh my God! I can’t believe how this weekend has panned out.... if someone had told me what was going to happen I would never have believed them, in fact I still have to pinch myself to believe it.

Friday night in town went pretty much as expected, lots of food and far too much beer and spirits were drunk but we did have a brilliant time. Everyone was in good spirits but by the end of the night Jason was by far the drunkest in the group, so much so that Aaron and Tom both said that Kirsty would go mental when she sees the state of him.

“No shee woooon’t, she lovesh me sho mush” Jason protested.

“Not in that state she won’t!” Tom chided

“Well what are we going to do with him until he can sober up?” Aaron asked, suddenly concerned about his best mate.

“I can shleep at Shams flat, he’sh got a shpare room” Jason announced and then proceeded to hic up loudly.

“Um, I guess he can do. I mean I do have a spare room so he could kip down in there. Once he’s slept the alcohol off he can go home and do some making up with Kirsty” I said appearing to think things over.

“That’s settled then” Tom agreed. “Thanks for taking the burden on, I really don’t think Chrissie would have appreciated me bringing a drunken Jason home. We had too much of that when they were younger!”

“No problem, glad to be of service.” I smiled all the while hoping that Jason wasn’t going to throw up everywhere.

Waving the other guys off I steered Jason through my front door and half pushed, half guided him into my spare bedroom/office and plonked him onto the bed. I removed his shoes and made sure that he was comfortable before closing the door behind me.

By now I had the munchies again, alcohol has that effect don’t you find? I made myself a coffee and was standing in front of the fridge peering inside trying to decide what I fancied eating when I nearly jumped out of my skin. A pair of hands had snaked their way round my waist and met in the middle, at the same time a lager laden mouth breathed on the back of my neck before planting a firm kiss on it. I stood there rigid before exclaiming

“Jason, what the hell do you think you’re doing?!” and pulled away at the same time, turning to face him.

“Something I’ve wanted to do for a very long time!” Jason replied in a husky voice, he didn’t seem to be drunk anymore.

Before I could react he stepped up to me, with one hand he pulled me towards him and with the other he held the back of my head so that I couldn’t pull away. I opened my mouth to speak and found it instantly covered by his hungry mouth. His tongue darted out and thrust its way past my lips (which had started to close in reaction) and proceeded to ravage my mouth mercilessly. I was so taken aback I did nothing to resist, it felt so strange having a masculine mouth kissing me, I have only been kissed in this way by women in the past. Desire inside me ignited and my hands left my side to explore the body pressing into me, I pulled him closer to me, I could feel his erection through his jeans pressing into my equally erect cock which was straining to be released. I started to kiss him back, pushing his tongue into retreat before thrusting my tongue into his mouth. I don’t know for how long we kissed but my lips and chin were starting to get stubble burn – a first for me. Our hands became more desperate in their exploration and if my cock got any harder I was going to explode!

Jason must have read my mind because without saying a word he stepped away from me, his eyes were full of lust and his chest was heaving. Then he took my hand and still not saying anything pulled me out of the kitchen and effectively dragged me into my own bedroom. Once inside he pushed me backwards onto the bed where I lay sprawled out wondering as to what would happen next. I didn’t have long to wait to find out because he dived onto the bed landing between my outspread legs and expertly undid my jeans before yanking them down around my knees along with my boxer shorts. Standing up for a moment he pulled them off me entirely before jumping onto the bed again and taking my throbbing cock in his hand.

Looking along my body and into my eyes he whispered “You don’t know how many times I have dreamed of being in this situation. I’m going to savour every minute of this”

Not knowing quite how to respond I smiled encouragingly and dropped my head back onto the bed. Delaying no further Jason started to lick the shaft of my cock as if it were a lollipop coating it liberally with saliva before moving onto my cock head. I raised myself up onto my elbows to watch him; his eyes were closed as he slowly and smoothly swallowed the whole of me right down to the base. I had to concentrate so hard on not cumming there and then, I thought of mundane things until I was under control before I could relax and enjoy the expert blow job I was receiving. The sight of his handsome face bobbing up and down, lips wrapped round my shaft was a sight to behold and I’m sorry to say that it wasn’t long before I couldn’t restrain myself any longer. My hips began to buck and my head dropped back down again on to the bed just as my cock exploded sending jet after jet of jism down his willing throat. I was panting heavily from the orgasm but he was totally unfazed as he carried on sucking my cock until it had gone soft, only then did he reluctantly let it drop from his mouth. I thought he had finished with me but no, not by a long chalk. Without missing a beat he started licking and mouthing my balls, at the same time his hands reached out for my legs, once he had hold of them he pushed them up and back towards me. Understanding what he wanted I wrapped my arms around my knees to hold them in place. His tongue then travelled down from my balls along my crack until its goal was reached, my hole. He licked and lapped at my ring, in and out it darted round and round until even I could feel it relaxing and welcoming the intrusion.