Prison Tales

When we last encountered Aaron and his younger brother Anthony who had been fitted up and ended up inside the same Prison Establishment, they were gangbanged by Prisoners Charlie and Wade, the Prison Officers, the Governor Tony Landon and the Assistant Governor Mac Peters.  Then the following day 4 Inspectors including Knobs and Hardon turned up unexpectedly. 

As Inspectors Knobs and Hardon entered their Gaping Asses, they informed Governor Tony Landon of the fact that the Prison was now under inspection due to reports to excessive Sexual Activity and Bullying amongst the ‘Prisoners and Officers’. As at the time they were caught deep stuffing the Brother’s Hungry Snatches, so the Governor and his Deputy had no room to argue as they just over the peak and had ejaculated within the Brothers Colon’s who smiled at them enjoying their warm deposits in their respective snatches.

They were pushed aside and as Knobs and Hardon were starting to plough harder into the brothers cum filled ass pussies, they panting with lust to the Governor that "These two are a good examples of all of the hard work that you are doing in here and we understand that you have a new initiative with a scheme to engage Volunteers on how to Service the Prisoners, and we would like to sample eh, we mean see how this is set up to see how this can be implemented the other Prisons across the Country." They then came into the suction Brothers Cunts and motion their colleagues to take their place before Double Penetrating them all day long before driving home to their wives.

A few months on Aaron and Anthony were still sharing a cell with Charlie and Wade and as Anthony put it, he still being 'Analized like those girls in the videos' and his hole was always Gaping especially in the morning. Since Wade first parked his big knob inside his tender asshole all night, Anthony had fully embraced Prison Life like his Brother Aaron had a year before. After he had been stuff by Wade, he had loads of encounters including Wades Jamaican Pal Floyd as well as Oto who pounded him out like a cheap slut. Luckily Lee came to his rescue like Aaron did for in him Chapter 4. Also, he had been plowed out by all the orgy guys (see Chapter 9). 

Meanwhile Tushann was still dicking Ahmet’s sweet Turkish Pussy. Olek and Troi were still protecting Sammy from being the Prison Cum Dump, much to the dismay of the other guys who missed being rough with this 'submissive little bottom'. Italian Gennaro and Irish John Win still shared their cell and were very much in love being exclusive despite others trying to muscle in on them, due their being jealous of their blossoming relationships. Lee and Oto were in the same position and it was just as hard to keep other out of their business.

Back to now and The Prison Volunteer Scheme was starting to come together with the brand new initiative. Prison life being the way it was meant that things moved slowly so it had been put on hold. Now the day had arrived and the first of the Volunteers were being interviewed today. There were several candidates who would be seen throughout of the week. Two of them had have older Brothers who were already serving time for their crimes were looking very promising. Prisoner Tyler from chapter 5 brother Gavin, who got Gangbanged by 4 Police Officers in Police Wagon just inside the Prison Grounds.

Also, Prisoner Anthony brother Dominic see Chapter 3 who had caught getting stuffed by 3 rival acquaintances. Both were insatiable Bottoms who had voracious appetites for gorging on big dicks in their mouth and male cunts. All of the Volunteers knew was that they would be performing various duties which they were quite vague re the facts, but basically the Volunteers would be brought in several times a week to work on relieving the most aggressive Prisoners Sexual Frustrations thus reducing their pent up aggression within the establishment.

Today the first of the interviews would take place and the Governor Landon, Inspector Knobs and Aaron who would be asking them questions. Also taking part were two of the more aggressive rough prisoners who would role playing scenarios with them. A White South Londoner called Colin who was a 6ft 2 Muscle Bound Thug becoming even more built thanks to his daily gym and weightlifting workouts and could fuck like an animal. With his was Ellis a Black Guy from Yorkshire who was Muscle Bound Boxer with a legendary temper, and he possess a 11inch dick.

They hated each other and scowled upon the sight of each other when they attended the interview room. Hold it down as warned the Governor, as any crap and you will be placed in segregation unit for 6 months. Both shudder as they hated being in that unit as they were claustrophobic and hated being alone with no one to talk too or fuck. Both of their cellmates had been moved a month ago, in order prepare them as they were angry and horny as fuck.

Both missing punch fucking their Cellie’s hungry holes. They were not sure what this roleplaying lark was all about, but Aaron informed them that they may get to break in a couple of new Ass Virgins, which they love nothing better than breaking in Fresh Tight ‘Jail Pussy’, so they thought it was in their interest to cooperate.

Aaron gave some suggestions re the role plays and demonstrated this with them long before the first candidate turn up at 10am and they went for it but stopped before tearing pieces out of each other as they were really worked up. They were praised for their realistic performances and as a reward for doing, Aaron sucked them both off giving them award winning blow jobs and deep throating the Fuckers like none of the others could, apart from  the guy that Charlie had discussed in Chapter 3 called Prisoner Lomax.

Prisoner Lomax if you recall was a 35 years old con who had all of his teeth knocked out so that he could give better blow jobs to all the prisoners without scraping them. He gave the most amazing blow jobs and both Colin and Ellis had experienced this being in the same establishment with him previously and recalled that he could bring off any man in minutes of entering his talented mouth, as well as being able to deep throat and milk the Cum out of any man’s dick in  3 minutes flat.

Prisoner Lomax was far better than any of the talented female whores that they had experienced. The lack of teeth was bonus and Lomax had false ones of course but whipped them out so that the guys had no barriers to Cumming constantly deep within his gullet. Both Ellis and Colin said, "you’re as good at getting me off as Lomax was” and as he came all over his face and in his mouth. Aaron giggled with pride thinking if only my street mates could see me now and continued to devour their spurting dicks as they shouted, “Yeah that’s what I am talking about.”

“Yeah though I would love to feel my dick against yours inside this Guy” Ellis said looking at Colin directly with a deep penetrating almost scared stare and received an embarrassed grin back. The Governor Landon and Inspector Knobs were watch this live and all of this as the room was covered by CCTV which had built in sound. They were rubbing themselves leaking pre cum but resisted joining it as both wanted to cum over Aaron face, so instead they wanked each other but did not ejaculate, as they were saving that for later.

Aaron cleaned himself up and the first candidate entered the room. He was a non-descript Middle Class guy called Jake age 21 who wanted to help the unfortunate prisoners in any way that he could. His family motto was ‘to help those less fortunate than themselves’ and he was clean cut and dressed conservatively in a Light Blue Suit with a white shirt and blue tie and black shoes. He had light brown hair and a round pasty face and was prone to blushing all the time He was the same height as Aaron with similar build with tight body.

The Governor and Inspector were imaging spit roasting him on the desk and barely listen to word that he said in his clipped precise accent, imaging cumming in both of his delicious tight holes. Jake was nervous being an interview and all, and he had no idea what he was in for but knew that he wanted to help in any way that he could. Also, he was pretty confident at answering interview questions that he as sure that would come up, as per any standard interview.

He was nervous as Hell though, as the 2 built muscle bound Prisoners Ellis and Colin were giving him hostile looks and had their hands crossed scowling at him. As far as they were concern this Middle Class Post Twat was another do gooder, coming in to patronise them all and the sooner they fucked him in the Ass the better. Earlier they had tossed for it, and Ellis got first dibs on this little fuckers ‘Boy Pussy’ and he wanted to grab him and penetrate him right now and was hard as fuck imaging it and was rubbing himself not really discreetly until he caught a lecherous look from the Inspector Knobs who was licking his lips staring at him with lust.

Jake thus far was happy with his performance until the next question threw him off balance when Inspector Knobs asked him. “Are you a Virgin?” “What” he stammered, “can you repeat the question?” “Are You A Virgin?” “No” he sputtered. “Have you had sex with a Man before? Have you had your Asshole eaten out? Have you had a butt plug in your hole? Have you lost your Anal Virginity? Have been fuck in the Ass Slow and then Hard? Have you been Creampied? Have you been Spit Roasted? Have you been Double Penetrated bring off both guys with your strong Anal Pussy Muscles? and Have you experienced an Anal Orgasm?”

To each of the above questions he blushed and went a deeper shade of crimson. He was then asked several other penetrating personal sexual questions by the other two interviewers. Young sexually inexperienced Jake, really wanted to get up and walk out but his good manners and the fact that his head was spinning, stopped him. After 30 minutes and continually stammering and stuttering out the responses, saying the first thing that came out of his mouth which was competed gibberish. All of them wanted to jerk of over his face and into his trembling mouth and Gang Bang him senseless.

“Good Lad Well Done Jake” they all said, “you did really well, and this part of the interview is over you will be pleased to know.” He looked relieved although his asshole felt sweaty imaging all of the big rough prisoners fucking him in the ass and his sphincter was opening and snapping shut, and he was trembling, and his armpits were wet through.

“Right that bits over let’s move on to the role plays said the Governor. “Honestly Jake Mate you really have done well and should be proud of yourself, as not many other candidates would have done so good with those Hard Penetrating Questions, would they guys? Prisoner Ellis stated smiling at him and Jake all at once felt butterflies in the pit of his stomach and smiled coyly as Ellis was giving him one of his special sexy smiles which worked every time on the newbies before he took their fresh Jail Pussy inside the joint leaving them all ‘Hot and Confused with their being Strictly Hetero Males’.

“No none of the other Candidates have passed that part of the interview” they all lied, staring at Jake intently and he blushed even more and smiled really pleased with himself as his parent had always instilled in him to always ‘Do You Best’. “Have short comfort break and you can take your jacket and tie off if you like!”  He did and Aaron said, “let me take you to the toilet” and Jake stood up and turned around and as he had dropped his tie he bent over to get it inadvertently sticking his ass high in the air.

All 5 took deep breathes as hidden under the suit jacket was two of most delectable delicious looking Buttocks, which clearly were young Jake most appealing attribute. They moved of their own accord and this resulted all, of their dicks rising. Four of them immediately imaging themselves plummeting into his hot tight depths. All except Aaron who prefer to be fucked as we all know. Please read all the previous chapters to revisit, all of his adventures.

One of the nicest things about young Aaron was his ability to share all of the hard fucking that he received with the other prisoners as he was not the jealous, possessive or vindictive time just a really sweet natured guy who loved to be fucked in the ass as did his younger brother. Well saying that although he was a nice guy, he had arranged for Prisoner Tyler to be raped by Officer Nick Brown and Officer Simon Brent to avenge his doing the same to young James See Chapter 5 as he could not let him go unpunished.

He was busy chatting to Jake putting him at his ease and they were soon laughing. Jake took a long piss and look at himself in the mirror. “Do I look ok he asked shyly?” “Yes, definitely they will love you and you really do have a Great Ass!” “Really you think so, that's bit Gay isn’t it?” “In here mate nobody cares if you can bring off some other bloke, who is missing his bird, his family, friends and his home.” “Giving a bloke a bit of comfort with your mouth and your asshole thus making him feel good about himself, what’s the problem?” Aaron stated in calm relaxed tone.

“Are your Gay?” Jake asked somewhat surprised as he though most guys who looked like Aaron were straight. “Maybe I am” he said and realised that what he was now, and he did not care a damn bit. Previously he did not want to give himself a label and called himself a ‘Bisexual Bottom’ but he knew this was a lie, as he loved nothing better, that milking the biggest thickest pricks off inside him and he really could not get enough with each bloke being different when they were inside him.

Doing this made him feel so powerful. He stated to Jake, “I love a man touching me and making me feel damn special, I had a girl on the outside, but being fucked deep in my ‘Man Cunt’ once I got here Mate, there really is nothing like it “ and he dropped his prison uniform jogger pants  and stuck two finger in his ass and started panting. “Oh, Fuck I wish one of those big fucking brutes were inside me right now banging me out with their fat juicy pricks.”

“Oh, Jake Mate with that Bubble Butt of yours, you’re going to drive the other inmates wild” he said giggling like crazy. “What do you mean my Bubble Butt?” This Aaron said, “This Honey Pot Right Here Buddy” and slapped Jakes ass hard with his free hand, removed his fingers from his own ass snatch and started sucking on them hard savouring the taste of Charlie and Wades Cum Loads. He and Wade managed to sneak in a quick fuck when the others had left early for extra early work duties that morning. Anthony and Charlie were doing the same work area getting caught by Officer Black who stuffed Anthony Cummy Gaping Pussy in record time before the other Prisoners turned up.

Jake looked aghast, disgusted stuttering “Youuuu jjjjjust stuck your fingers in your ass and cram them in your mouth, you dirty sod!” “Yeah so what, my ass cunt is clean man, “Do You want a Taste? he said licking his fingers and then offering them to Jake to taste. “NOOOOO Thanks Pal” “OK No Problem, do you have girlfriend Mate?”  “No, he said we just broke up.” “Oh, that’s tough, when did you last have sex?” “About 3 months ago.” “Hell, you must be really frustrated with full aching Blue Balls yeah?” “Yes, I am” he admitted, and he went red as usual.

“Mate you will do great in here trust me you really will and the hard fuckers in here will simply love you, as you are cute and have a great smile and that ASSSS.” “Do you really think so?” Jake said blushing still looking in the mirror and being like a lot of guys his age, he started to preen himself as he wanted to look his best and Aarons words made him feel good and he felt warm inside.

He was always being told that his had a cute smile and women loved this, so he thought this guy telling me that ‘I have a good ass and cute smile, will get me the job and my family will be so proud of me helping these unfortunate poor prisoners’. He said to himself, “you can do this, it can't be that hard dealing with these guys if this guy can do it so can I!”

Looking intently at his delectable buttocks Aaron thought to himself, “Mate you are in for a shock Pal, as these 4 cocks are really thick and all are rough fuckers as for the others in here all greedy for an fresh willing and unwilling Jail Virgin Male Ass Pussy, Damn Jake you don’t know what you have got yourself into to!”

To be Continued