Part 17 of Big Lady
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Part 17 of Big Lady
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It was two days later before Margaret sat at her keyboard again and the
translated words appeared on the screen.
'I knew then that Sara was going to be well worth having here. I was not so sure about the twins but as it turned out I needn't have worried. It would seem they would go to great lengths and put up with hardships just to keep together. The night following the introduction of my cock to Sara's cunnie, I bade Jane and Roberta, who now everyone insisted on calling Bobby so I quickly fell into using it as well, come to my bed. I found out the little minx Martha had slept with them the previous night and enjoyed both the boy's cock and the girl's lips on her cunnie. She had of course known them from the orphanage and it was like a reunion of friends. Alice as usual was in my room too so the bed was a little crowded but the twins are quite small even for their age. Jane willingly opened her legs wide when asked and I was able to again examine her small almost hairless cunnie and her tiny bum hole. Bobby's cock was similarly unclothed, only the merest of downy fluff around the base and his bum hole was very similar is size and colour to his sister's. His prick was in proportion to his size, less than five inches long and quite thin. Alice asked him if the women who helped at the orphanage took it in their bums and he replied, "The older ones do ma'am. They say it's not big enough to fill their cunnies. Some men like it there too Sir. Mr. Barker liked me to do it to him while he did Jane." I replied, "I think I will try that too," and ordered Alice to get some dripping from the kitchen. "Although it's small he can keep it up for a long while," Jane butted in, "And he often has to service several girls and women one after the other." "Have you had it up the bum before Sir?" the boy asked. "Not since I was a pupil at St. Joseph's. The monks turned a blind eye to what we did in the dorm beds at night unless they wanted a young bum to warm with a strap. We boys did it to each other quite often but the monk's cock's hurt." For a while I fell into a reminiscing mood while Jane gently fingered my cock. "Go on tell us," Alice who had now returned with the fat, pleaded. "Go on tell us about your dirty boy doings." So I told them a little about my boyhood. "When I was eleven I was sent to a boarding school for boys run by a very strict order of monks. Strict that is from a discipline point of view but dissolute in their ways. No boy got through a week without having been bent over a teacher's desk and having a dose of the strap or cane on his bare arse in front of the rest. And once we'd received it we had to shuffle back to our desks with our short trousers around our ankles and sit bare bottomed on our hard wood form. On my first afternoon there I was one of a group of five new boys who were caned one after the other for not having set our sums out in the way the monks wanted. I was third in line and had to watch as the first boy went to the desk. He was sobbing and crying as he lowered his shorts. After the second stroke he stood up and begged not to get any more. Friar James became annoyed and ordered two older boys to hold him down and then started his six again. "Take him to his place," ordered Friar James and one of the boys grabbed the lad's cock and dragged him back to his place. I found out the lad had been in the care of his mother for many years and had not ever been caned before. The second lad held tight to the desk but when he stood at the end we noticed his prick was half-hard. Friar noticed it too and gave the end a little flick with his cane. The boy winced but didn't cry any louder than he was already. Friar ordered him to stop snivelling which he more or less did. My turn was next and I held that desk like my life depended on it. The Friar laid it on hard and I remember yelling but I did hold on and took just my six. I felt my prick stir but it didn't start to harden so I shuffled to my seat and sat painfully down. That night after lights out but with the moon streaming in the windows us five new boys were stripped naked by the other boys and held down while our pricks were rubbed and fingers were poked in our bums. They were still tender from the canings. I could see everyone had hard-ons. One boy was holding me while another 'pulled my donkey' until I spurted into his hand and he then rubbed it all into my prick and balls. This I found out later was to prevent the sticky stuff from soiling the blankets or floor which if spotted by the Friars, resulted in one or more boys being strapped or caned. The boy who rubbed me pushed some of my stuff in my bum hole and then I was held down over the bed with my face pushed into the blankets. This was mainly to prevent me crying out as all this was carried out in near complete silence so as not to disturb the friars. Had my face not been held down, I probably would have yelled when two hands pulled my sore bum cheeks apart and I felt a boy's prick force its way into my hole. That first time the pain seemed severe but afterwards I learned to take it easily even when I had to submit to a friar. When the first boy had shot into me a second took his place. This I found out was a traditional welcome for new boys and later I took part in these initiations. When the third boy was inside me, the lad that had been caned first that afternoon, his name I remember was Jones, managed to get a scream out. Immediately the door opened and Friar Edward came in with a lamp. All the boys except new boys leapt into their beds. "Stay as you are," Friar Edward shouted. We had only just started to stand. "So you new lads have already started playing dirty games have you?" His finger touched my bottom. I kept quiet. He did the same to each boy and repeated the question. All remained quiet. "Well we'll see if my strap will loosen a few tongues. From the folds of his garment he produced a leather strap and we were ordered to lie face down on our beds. I was the first to receive it this time. Three hard whacks. I cried out at each one. All five had the same treatment without saying anything so the friar came round again and we had a second three until he came to Jones who screamed out, "No Sir! No more. We were forced to do it! It was the other boys Sir!" "So we have a blabbermouth here do we?" Friar Edward said quietly, "And I guess you were the one who screamed out. I heard you were the one who couldn't take his punishment earlier without help so perhaps I will have to call on two of your friends again for assistance." Another boy and I were ordered to hold him still. I was at the foot of the bed holding Jones' ankles to my waist while the other boy sat on his back. In the lamp light I had a very clear view of the boy's striped arse and his cock and balls. The cane marks were very clear still but now overlaid with the broader stripes from the strap. I don't suppose I will ever forget that night. The friar laid six more across his already very sore bum and then took him away. It was two days later that I found out Friar Edward had tied him over his bed and used his man size prick to ravish the poor lad's bum twice more before making him fuck his own bum. Sometime before dawn the friar again raped the boy and then sucked him off. After that Friar Edward seemed to delight in taking that particular boy to his room at night." "When did Friar Edward take you?" Alice asked. "It was Friar James who was the first monk to take me," I told her, "About my fourth night. Each night the duty friar took a boy to his room and often one of the others would take a boy too. Those of us who remained would have our arses attended to by the other boys and on my second night I had gotten my prick up a boy's arse and found the experience most enjoyable. After that it was turn and turn about until we'd satisfied our young lusts. It was obvious now the friars knew all about it. Anyway back to Friar James. He came into the dorm and ordered me to bend over the bed. I expected to be punished but instead of getting out his belt he pushed his finger in my hole. It was full of spunk from another boy. "Still very tight I see, Winsberly," he said, "I think I will see what I can do about that." He took me to his room and took off his robe and for the first time I saw a man sized hard prick. I seemed enormous then. "Give it a good suck and get plenty of spit on it boy and it will go in easier." I began to realise then, Friar James was one of the kinder monks although that didn't prevent him laying on the strap or cane good and hard and very frequently. I took his prick in my small mouth and laved it as best I could until he pulled it out and ordered me over the bed. "Do I need to tie you Winsberly," he asked and when I said no, he went on, "You know that if I have to stop and do it I won't be pleased and will take the cane to your bottom? You still want to be left free?" I said I did and bent down. I'd only had four strokes of the strap that day so my arse was tender but not unduly painful. Friar James put his cock to my hole and pushed but it didn't enter. "Open up boy, like when you shit." I did and felt the head enter. It hurt far more that I expected but he carried on pushing despite my complaining that it hurt too much. However I kept myself on the bed knowing it would be worse for me if I stood up. Fortunately the sperm already inside my hole lubricated his prick and eventually I felt his balls slap against my bum. Then he reached around and gripped my cock and started fucking in earnest. Although it still hurt the pain became easier. "Oh I do love a nice tight boy's arse," he cried out and he pumped into me, "You're not quite as tight as little Jones but still very nice." I wanted to keep in his good books so I started pushing back to meet each of his thrusts like some of the older boys liked me to do and it wasn't long before he came. For a while he lay on top of me while his prick gradually softened and then withdrew. I was hard from him gripping my cock so he ordered me to fuck his arse, which I did. His hole was much larger than any of the boys so it went in easily and I rogered him as hard as I could. Like him, I reached around and took hold of his cock, and while ramming his bum I played with his weapon. It of course hardened again and immediately I had finished he decided to ram it into my bum again. Although it went in easier this time, my hole was still sore and I cannot say I enjoyed it. Afterwards, I had to suck him clean and he did the same for me which I didn't expect but felt nice. Only one or two of the friars would do that but all wanted you to clean them. Friar James took me into his bed that night and woke me early and forced his cock once more into my bum. Some of the boys wanted to see my arse the next morning when I got back to the dorm and teased me about having taken Friar James' cock. They said his was the biggest of all the friars. For some reason I wasn't that popular as a bum boy for the friars. I rarely had to bed with them more than one time a week while Jones had to attend them most nights. He always came back sore and once in particular he had to have the morning off from school. I was detailed to check on him at mid morning break. He was laid on top of the bed without any trousers so I saw his bum had been caned and strapped and his hole was inflamed and sore. We had some patent cream to use and while I put that on him he told me what had happened that night. Friar Edward had taken him to his room but before they started three of the other friars invited him to a get together in another room and seeing Jones was said to bring him along for some fun. At first they just sat him in a corner while they drank from a bottle of whiskey. When they'd had a few glasses they decided to have some sport with him. Friar Edward stripped him and warmed his arse with six from his cane. He was then bent over and made to suck Edward's cock while the other three also gave him six but with a strap. Afterwards when Jones was reduced to a sobbing wreck, they examined the friar's cock and found some small teeth marks. To pay for this Jones had his prick bitten by each of the friars until the boy passed out. A drop of whiskey revived him so all of them could fuck his bum, one after the other and they did it again next morning. However this time the boy's screams were heard by the abbot who on seeing the boy's condition, castigated the friars and gave the boy the morning off from lessons and told him to report to him immediately after lunch." Alice said, "I've heard some of those religious orders are very strict and in a closed situation where there are no women, perhaps it is not surprising they had sex between themselves. You didn't want to continue with boy fucking after you left that school?" "No," I answered, "Once I fucked a girl, I didn't really want to go back to men. I prefer the softness of a girl's cunnie and playing with her tits." "But you like putting your prick up their bums too," Alice persisted. I had to agree and perhaps that was a legacy from my school days. "Are you going to fuck me now?" Jane asked. "And let me do your bum?" added Bobby. "While I spank your bum Bobby?" Alice put in. I had to laugh at them all. Seeing I was fully hard from my reminiscing, Bobby just wet the end of my prick with his saliva while Alice tongued Jane's slit and added some moisture there so my entry into her tight little cunnie was quite easy. Although it was small, it had been well used and opened up to grip my prick nicely. When I was in, I felt Alice putting some fat on my bum hole, which is something we rarely did at school. At best, the friars allowed us to put spit on their cocks. Bobby then pushed his way in. I was rather tight seeing I hadn't had a prick up there for some years but I almost without thinking knew to relax my muscles and then his prick went right home and he began to time his in strokes to meet my coming out of his sister. I heard Alice slap his arse each time he came from me. I found it a most pleasant sensation and was glad I agreed to take the twins in. Jane was also correct about her brother's ability to recover quickly and Alice was able to get her satisfaction shortly after.' "I wonder if Jeremy had boy to boy sex when he was at school?" Margaret thought as she read through the latest part of the journal. "I would have thought homosexuality or probably they'd call it buggery then, being illegal would not have been so prolific as this journal says. Still many of the other things they did here were illegal too. And many of the things my father did to me were very illegal even now. Not much change there."
Part of: Big Lady:
Part 1 | Part 2 | Part 3 | Part 4 | Part 5 | Part 6 | Part 7 | Part 8 | Part 9 | Part 10 | Part 11 | Part 12 | Part 13 | Part 14 | Part 15 | Part 16 | Part 17 | Part 18 | Part 19 | Part 20 | Part 21 | Part 22 | Part 23 | Part 24 | Part 25 | Part 26 | Part 27 | Part 28 | Part 29 | Part 30 | Part 31 | Part 32
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