Prisoner C0C5UK3R 69 Part two

(Part 3 from 4. Fiction.)

Kenny tried to compare the detailed information with what he had in his hands and then Len went as spoiled it by telling him, “So when it’s balls deep in that pretty arse of yours you’ll know why you groaning,”
Kenny’s hands went numb at the thought. Up till then he had began to take an interest in the sex object before him, next he’ll be telling me..”
“And the balls are a pound and a half each in weight and measure eight inches around each.”

Kenny was astounded, as Len appeared to read his mind, however Len had different thoughts now to concentrate on. Wanking was important to Len, because of the size of his cock, finding sexual partners who could accommodate him was always a problem and it could take weeks to train a boy to fit him in, let alone any woman. Similarly oral sex presented the same problem; so the manual stimulation of his cock was an important release for him if he was to feel any sort of sexual satisfaction and he took it where he could, man, boy, woman, girl, goat and cow. He wondered how pussyboy would feel if he knew that bestiality was the main reason for his current incarceration.

He started to teach the boy to do it right, making suggestions, altering the pace, when to use two hands and despite his horror Kenny was sucked into a renewed interest in the task. As he manipulated the muscle and its covering of silken skin he wanted to, needed to see it spurt spunk. Would it throw it high or would it just dribble out of the huge slit in the top.

Len began to relax and enjoy what pussyboy was doing; he was proving to be good at pleasuring him, especially for a first timer. Len knew he needed to see him cum and knew what the reaction would be when he fountained, how many soon came back to see if it would do it again like that and again and again. As ever with a new boy Len recalled the first time someone had tossed him.

He’d been ten and in the last year at Junior School and away on the farewell school trip to the seaside. By then he was already big cocked and also having problems with the dammed thing especially when it would not go down. He’d also started having wet dreams and his mother was most cross about the mess his bed sheets were in, but she’d never had brothers and knew nothing about the changes her Lenny was going through.

As a non swimmer he’d been sent to the local pool for teaching, he’d not thought it odd that when holding him up in the water whilst he held on the edge and kicked out practising his leg movements that the instructor should have put his hand in his trunks. Something the instructor risked after initially holding him up outside the well-stuffed trunks. In fact as the instructor had stood close to him in the water supporting his body whilst he practised his arm movements he’d quite liked the way the man stroked him between the legs. Then when the man had walked him to the changing rooms to help him shower he’d thought it wonderful when the man kept cleaning his cock until it spat out its contents, which had initially shaken the instructor; and then in the changing rooms wrapped up in a large towel and sat on the instructors lap he’d absolutely loved it when the man had tickled him until it happened again.

At this the instructor decided to take him back into the pool to join his next session as he felt he needed extra lessons and to help out the instructor, had allowed him to use him as a training model; to show how to kick, how to float, how to do the arm movements and all the time the hand seemed glued in between his legs. He’d cum twice in the pool and once more in the changing rooms and once on the way home in the instructors’ car, where he’d taken him to show him the scenery and in a local wood the instructor had practised some deep breathing exercises for when he went snorkelling, he’d very much enjoyed that especially when he’d cum in the instructors mouth. He hadn’t much liked it when the instructor had put his knickers back on him and pushed his own cock through the fly and rubbed himself against Len until he’d cum himself, it meant that Len was wet and damp and he hated that. For the first time however in ages he’d slept with clean sheets in the morning. It had been a wonderful holiday and even better, it turned out the instructor had a two week holiday himself and arranged to meet Len every day for special training, after which the instructor had kept in touch for week ends and occasional days off all through the summer holiday. By the end of that summer Len could take care of himself and he’d met the instructor for the last time and grudgingly allowed him to put his cock in his knickers for the last time, but he’d worn the instructors knickers instead so that was better. The instructor had snorkelled him three times that day and wanked him twice and when he’d told him it was the last time and he had to go home for tea, the man had cried and even offered him money so he’d taken him home and told his mother, he was the man who’d helped him to swim and could he stay the night as he’d missed the last train back and she’d agreed. ‘He could share Len’s bed, they could top and toe’ and Len had spent the entire night with his cock being snorkelled. In the morning the man had gone and Len’s mum looked at the worst mess her son had ever made and he knew none of it was his. But the money was his and when he went to his new school he knew the job he wanted, it was fun work as well.


Len felt his climax approaching and told pussyboy to speed it up. He actually had the nieve boy lie with his head on his chest as he worked the cock harder and harder, he told pussy boy, “lie against my chest and listen to my heartbeat you’ll know when I cum then,” and he had spunked all over the poor boys face. The lad had gone as white as spunk itself when the first globs had hit squarely on the lips, but pussyboy had coloured up enough when he told him to lick him clean.
Kenny sat up and surveyed Len’s cock. He’d been terrified when that monster had gone off in his face, but the eruption had been amazing, and so much spunk. Len’s chest and belly was covered in the stuff; let alone his face and hair and then he’d been told to lick it up. He knew from his lips what the stuff tasted like, it was thicker than his own and although less salty, was mustier. Kenny had decided he preferred his own and it was a long thought past when he recalled it, amazed that he could even consider it. Len’s training was kicking in.

As he was licking the last dregs that kept appearing at the tip of the cock, cuntboy appeared with their meal. Kenny was to discover that whilst he serviced Lenny, other people serviced him. Len allowed Kenny to get off the bed and eat, but he made cuntboy suck his cock to show pussyboy, how to really clean it. Cuntboy then tried to suck him off and he had to pull the boy off him. To show his displeasure he’d told the boy to get fucked by all the screws on the nightshift, which meant he’d not get much sleep. Cuntboy had bowed his head, had knelt down and kissed his feet and then turned around and winked his arsehole at him, he’d been almost tempted and then remembered pussyboy so he’d kicked cuntboy straight in the arsehole and sent him packing.

Carter had then looked in to see how he was going. Kenny had done his startled rabbit act when he’d seen him arrive, and had blushed bright red when Len had introduced him as pussyboy. Mr Carter had examined his shaved area and had stroked Kenny’s cock. All the time pussyboy had stayed silent and trembling as his examination took place. As the warders hands caressed him he knew he was a lost cause and that his fate now lay in the hands that held him gently. Pussyboy was now beyond tears and Kenny was becoming a far off part of his life. As Carter left Len told him about cuntboy and he said he’d let the Duty Warder know, to save time he asked could they fuck him on the ground floor in the well?

“Can I get out an watch?” asked Len.
“I don’t think that will be a problem,” smiled Carter, “in fact I may come and join you for an hour, perhaps pussyboy could learn something.”

Len now let pussyboy lie down for a while to rest. Strained the boy slept quickly but was easily awakened an hour later when Len had to piss. Len had watched pussyboy studying his cock as his yellow stream spurted and spurted and then dribbled. The boy had shaken the tip and then, hesitantly had bent over and delicately licked the cocktip clean. Len watched the grimace and stroked pussyboys head.

“Lie on my day bed,” he told pussyboy and sat on the opposite bed, “now wank yourself. I want to see how well you look after yourself.” Obediently pussyboys hand had come up and begun to play and caress his new cock.

‘It did feel different’ thought Kenny, and began to enjoy the shaven sensation. Soon his cock had a slicked head and Kenny began to try out on himself some of the methods that cuntboy had tried on him earlier. At first he had found Len’s constant stare disconcerting, but as his cock had thickened and he had got heated, especially with the new sensations he was producing in himself he started to enjoy having an audience. When with his climax approaching Len had handed him his mug and told him to cum in that he actually found the idea exciting and was satisfied to see a large load of cum being deposited in the mug. He squeezed the last of his ejaculation out of his knob head and rubbed the edge against the side of the cool mug, so that the last dribble of semen slipped in. Giving his mug-full a last look he raised it to his lips and was surprised and disappointed to find that Len took the mug away. He gave him a pleading enquiring look.

“Do it again pussyboy,” instructed Len and he handed him the container of lubrication. Pussyboy now smoothed his man-tube with the liquid, to his surprise it felt sensual and even much more of a surprise his cock actually began to thicken again. Kenny could never ever remember even trying to do it again so soon, once was usually enough to send him off to sleep, so this was a novel experience for him. He pulled back his foreskin and dribbled some of the cool liquid on his cock head. His cock throbbed in reply and Kenny amazed at his body’s response once again started to wank himself, He was just getting into his stride when Len dipped his finger in pussyboys mud and coated it with the cooling cum. As pussyboy rode his own cock, Len now slipped his finger in pussyboys fuckshute. He encountered some slight resistance and returned the finger to the mug to get more spunk and he slurped it into pussyboys fuckhole until he was able to get his finger right in. Pussyboy was breathing hard now and to his utmost surprise and disgust was actually bearing down on the finger fucking him. Kenny could not help himself now, his senses had been enflamed by a master and whilst afterwards he would be disgusted with himself now, here, at this very moment his personal satisfaction was paramount and he eagerly forced Len’s finger up inside to rub against that special gland that made him feel so very special.

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