Prison Tales

Having completed the first two parts of the Interview process Jake was just about to start the final assessment. The first being the standard interview questions and the other being the more intimate sexual experience questions which he was left shock, dazed and confused. He was sure that he failed this part until Prisoner Ellis a Black 6ft 2 Muscle Bound Thug who possess an 11inch dickand could fuck like an animal, had already prepped young Jake with compliments about his performance thus far and was giving him an ass tingling smile leaving the candidate with butterflies in his stomach.

Aaron was still chatting with him in the toilets and was complementing him on his winning smile and his delectable Bubble Butt. Jake laughed to himself and his asshole tingled. And he said, “some of those questions were a bit intimate weren't they.” “Yeah they were, but I bet that you are up for challenged aren’t you, and these are questions are much tamer, compare to what the guys will say to you when you are working on the wings, which will be far more explicit as it all men together bantering along, not dissimilar, I expect than your rugby club pal am I right?”

“Yeah your right as we are all blokes together just like in here and you should hear the filth, we get up to on Friday Night.” “I can only image” Aaron said sticking his fingers back in his ass twat and fingering himself moaning erotically. Jake by now was use, to seeing him do this, so did not react at all especially as was remembering all of the crazy rugby initiation antics he and his pals got up to including snogging all of the team, wanking them off and his pal Rob taking a large dildo up his Butt in front of all of them and his hole was tingling and his dick was semi hard and they carried on chatting,.

Aaron periodically remove his fingers from his gaping hole and sucked on them before re inserting them and re-suckling them, humming on the process. He went on to advise him to "just remember to take it slow and breathe deeply so that you are open to all of the experiences today and allow them to take their fake frustration out on you. Used everything that you have already got, and you will Definity get the job, I promise you.”

“OK Thanks Mate.” “One tip I can give you in advance is try to gain Prisoner Ellis trust and take everything he throws at you, ass this will mean an automatic pass.” “Thank You Aaron” Jake said grateful for the advice and gave him a big old cuddle pulling him in close and without thinking, gave him a kiss on the neck and let go of him and walked back into the practice room where the roleplays would begin saying to himself “go on son you can do this.”

The Governor and Inspector were in Shorts and T Shirts. Prisoners Ellis and Colin were in tight jogging shorts and bare chested, Muscle Poppin all over the place and their big cocks with the large heads were clearly outlined and Jake look surprise and started gulping. “We want to make this role play authentic Jake, so don’t be alarmed just do your best!” They gave him the scenario and said “Ready?”

“Yes” he said feeling nervous and the two prisoners gave a realistic performance, re having a heated verbal exchange and stopped after five minutes, both going off in the opposite directions. “What could you do to relieve the tension when dealing with Prisoner Ellis?” Governor Landon asked. Jake was desperately thinking “what can I do to resolve his tension” and Aaron winked at him and he walked over to Ellis and sat next to him and put his arm round him. “Hey Brother What’s, Up?” Playing it like he was talking to one of his Public-School Pals.

Ellis who was rough fucker immediately shook him off, hating in his opinion ‘Posh Upper- and Middle-Class Twats’ like this idiot. He jumped up pushing him away, then pulled him up him round and said in a menacingly tone “Don’t Fucking Touch Me You Posh Cunt.” Jake gulped and said to himself “think you idiot why the fuck did I just do that.” “Sorry Prisoner Ellis, I am here to help you any way that I can, so sorry about touching you sorry and he looked sheepish realising his mistake thinking I have bloody blown this.

The big black guy towering over him with his popping muscles and big fuck off hands and said, “Yeah you can help me, if you let have you park this in your Bubble Virgin Ass Hole right now” and he pointed to his dick which was hard and pour out his shorts and down his leg. The naive young guy blushed was sweating and taking a deep breath as instructed by Aaron shook his head saying, “No I can’t do that.”

“Man I thought you were here to help us” Ellis said sounding hurt and his shoulders slumped and he whined “you guys come in here, you don’t care about us were are just rubbish to you aren’t we blah blah blah.” “I do care about you”. “Yeah well let me put this in your asshole then!” “I can't You Too Big” Jake said with his sphincter snapping shut and before he had time to think, the prisoner grabbed him and hugged him tight while taking in the young guys fresh soapy smell.

Luckily he was not wearing a belt and he had his trousers undone and pushed down and he had unbutton his shirt and was touching with his big hands which gently brushed his light brown treasure trail and pinched his nipples and trailed down to his stomach. He sucked on his neck and his nipples suckling them hard and nipping the teats so that they stood up. At same time was manhandling Jakes delectable buns, tickling his sphincter which covered with dark brown hair and was opening and closing and he caressed him continually suckling his ear and neck, then back down to his nipples.

Jake was frozen to the spot and Aaron walked up to him and whispered in his ear “remember deep breath and touch him back for a few minutes to release Prisoners Ellis’s pent up tension buddy you got this”, which he came to and did so making the big guy moan. They continued to hug and rub against each other and he was bright red and desperately thinking, “Fuck, this is definitely not what I thought that this interview process was going to be like when I woke up this morning.”

Errol found his lips and started to insert his large thick tongue in the boy’s mouth and his thick fingers caress his tight asshole and his huge hands were molesting him openly and he groaned. He wanted to take him in the ass right now as he was so worked up and his dick was at full mast dribbling pre-come and he guided Jakes sweaty hands down to prick which throbbed in his hands. However, the Governor stated, “Ok that’s enough for now.”

Ellis let go of Jake whose shirt was open, his pants were around his ankles and he was blushing, panting and sweating. He just about managed to tidy himself and sat down. “What could you have done differently” Inspector Knobs asked, and Jakes response was complete gibberish. “Ellis what would you like to have seen happened in that scenario.” He gave comprehensive response as trained and replied, “He could have asked me what was wrong before putting his arm around me, but to be honest what he did after that trying to calm me down really worked as great really helpful” and he gave Jake another winning smile thus producing some more butterflies.

“Right lets go again” and this time he repeated the same thing with Prisoner Colin who almost ripped his clothes off, mauled and molested him roughly and had to be stop, the bloody idiot the others all said afterwards, as he nearly blew it. They told him so vigorously out of earshot of Jake, who was now shaking like jelly, stating that he could only take part in the rest of the forthcoming assessments, but only if they could ‘Spunk’ all over his face and mouth and he agreed to this, as he wanted his chance to break a new piece of Fresh Piece of Volunteer Jail Pussy Virgin in. He vowed there and then, that he would not let them down again keeping in full control of himself in all future interviews and roleplays.

Jake understandably was shaken upset and Prisoner Ellis came to his rescue putting his hand round him to comfort him, as he was clearly frightened biting his lip and crying with frustration as he thought he had failed the assessment. His soft caresses and sweet kisses. made a breakthrough and soon had Jake laid down on a bed and stripped him, so that he was naked and made love to him on a bed set in the corner of the room.

He whispered sweet nothings into the naive boy’s ear and begged him to let him fuck him in the Ass. Jake look at Aaron and the others, who all held their breaths and smiled at him and he nodded, much to their belief and his Anal Virginity was taken. His tight virgin hole was eaten out first by Ellis thick tongue moistening his tight ass snatch and he was moaning and he did not care at this point if he got the job at all he just did not want this feeling to end and he was wailing and sobbing in passion. Fuck Aaron right ‘Gay Man Sex Is The Fucking Best’ and he nearly ejaculated and held off just about.

Aaron was smiling at him, mouthing encouraging words. As Prisoner Colin had scared him more than he wanted to admit, he had tried to keep face, which is hard as he wanted to burst into tears after the encounter. Being a man was tough nowadays, as ‘we are not supposed to show our emotions’ and being brought up in Middle Class environment made this doubly difficult, so it was relief that him as he clung onto he big rough black Prisoner who made his feel safe and melted in his arms.

Ellis hands and gentle eating out of his ass pussy and then entering his thick tongue back into his opened mouth. This broke the young straight guys resolve not to lose his Anal Virginity and Jake was entered first with several thick fingers, which dilatated in his tight ass ring and he breathed deeply and guided the thick dong inside him, biting his lip and tried to push him out of him as it hurt too much.

He succeed and he asked for Aaron advice and taking it, the second time being penetrated was a success, and he guided Ellis thick dong right back into his Man Cunt again in a few minutes the while thick length was buried in so deep, so that the fucker pubes hit and tickled his buttocks and they looked at each other and giggled.

Jakes tight ass pussy was stuffed full and he was relaxed and felt safe and due to the interview conditions and the fact that he was new to having a dick in his ass. This plus the fact that he was so fucking tight. Luckily for him, this time he was spared a hard pounding guttural fuck out that Ellis usual gave his fresh jail pussy, really not giving a shit if they were suffering or not, so that he could exert his dominance over them in their future encounters.

This time however he cooed and made young Jake feel extra special. The others were wanking watching them fuck. Jake was fully naked, and his eyes were closed. I’m close Ellis warned and Jake backed right back into him, fully squeezing him in. He was on all fours and the thick prick expanded inside him and his tight ass muscles brought the big black fucker off, who and he screamed and pumped a large load inside his tight rectum, and other 3 wanked off as well and ejaculated in Jakes face and in his mouth and all over his hair.

Aaron cleaned him off by eating as much as he could they shared cummy kisses, saying “well done buddy you’re in”. As Ellis slid out of Jake, Aaron gasped his prick and cleaned him off, smacking his lips together. “Ok clean yourself up and come and sit down Jake.” He did was instructed and when he sat back down, he was informed that he had passed the Assessment Process and would start tomorrow if that ok?”

“Thanks so much” he said and looking more presentable and he got up to leave. He said shyly, “will I be seeing you again Ellis?” “Yeah sure” he said wanting to stuff him there and then proper style and controlling himself with great difficulty, as he loved breaking straight male virgins and wanted a definite rematch, he gave him a long lingering kiss, fingered his ass through his tight fitted trousers. “See you tomorrow yeah Babe” “Yeah” he replied shyly blushing and left.

“So, what do you think then, was this process a success.” “Yeah, it sure was Great” all five of stated and then said, “let’s hope the next candidate is as good as this one was.” How was it really Prisoner Ellis?”

“Fucking Great I love Fucking Straight ‘Middle Class White Boys’, as they are my Weakness and this Lad is Hot I can’t wait to have him again, in Fact I not going to touch myself after we sort out this Idiot he said looking at Colin. Jake Lad is going to be Analized by this pointing to his rising 11inch dick and he laughed loudly.

To be Continued