Date: Sun, 14 Jan 2018 14:31:38 -0800 From: Pomo Wolf Subject: James and Sir Thomas (gay/Adult Youth, oral, anal, Dom, b/M, MMM/m) Adult Youth, oral, anal, Dom, b/M, MMM/m Author's Note: This story is a work of fiction and contains descriptions of explicit sexual acts of boys and men discovering their sexuality. It contains graphic scenes of sex between consenting underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it. Copyright 2018 Wolf, all rights reserved. You may contact me at pomowolf74@gmail.com if you like. All flames will be ignored. James and Sir Thomas By Wolf My mate, named Billy, and I were students in a primary boy's school when we were 10-years-old back in 1964. We lived on farms a half mile apart. Billy's father owned their farm, and my mother worked on the dairy farm that we lived on. The farms were separated by a stream. We walked home from school together. One particularly warm summers day we were only wearing shorts and light T-shirts, and we interrupted our walk home to cool off in a small lake. Billy asked, "Have you ever skinny dipped before?" My response to that as, "What is that?" "You take off all of your clothes and paddle or swim in the water, He said, No one can see us out here." "Okay, if you go first." I said. Billy was naked in a flash, and waded into the cool water. I followed his example and shed my clothes and joined him in the water. The rather chilly water gave both of us erections. Which was cause for some innocent amusement. As 10-year-olds our crotches were hairless with only had 3-inch little boners, and our scrotums were little prune like little sacks. We splashed each other, while laughing for over a half hour. At one point I caught a glimpse of a flash of the sun reflecting off of something in the distance, but I just thought the sun had reflected off of something moving the breeze and payed little attention to it. Billy announced that he had to go had to do things for id Dad, so he exited the water and put his clothes back on. I joined him getting dressed and we parted ways. I cut cross a field to make my way to the dairy where my mother and I lived. A few days after that I was walking over that field and suddenly came upon and man cradling a shotgun cradled in the cruck of his right arm. He looked to in hid fifties. He must have seen my startled look and said, "It's okay, I won't shoot you. I am just out shooting rabbits. This land and the lake belongs to me. I'm Sir Thomas Henry Phillipson a retired Army Officer. I'm sure my face went crimson as I blushed. "Oh, I'm sorry Sir! My mate and I were just messing round in the lake the other day to cool off, and I was cutting across the you filed on my way home. "I know who you are James, and it is okay with me to use the lake and cross m land. Did the two of you feel hot and horny?" "Yes Sir, we didn't damage anything," "I know James! Do you want to use my swimming pool? It is seldom used, and you can skinny-dip there if you want. Do you have a bike?" "Yes Sir. I do have a bike." "You can come up my private road. Pay no attention to the sign saying Cantrell House. Private Property". I was excited about the opportunity of getting to use a private pool, and he assured me that I could use the pool anytime I liked. I asked what I should bring. Sir Thomas told me, "Just bring yourself as you are, you don't need to bring anything. I have towels and such. The afternoon would be best after the staff have gone home. There might be the house-keeper, but she only comes if I want her. She stays in her own area most of the time and will not come near the pool, which is walled enclosure anyway. There is a jacuzzi too." I had to ask what that was and he told me that it was a hot tub with forced air bubbles jets. He assured me that it was very relaxing, but best used with company to talk to. I asked if Sunday afternoon 4 pm would be okay, and he assured me that would be fine. I didn't tell Billy about my meeting with Sir Thomas. On Sunday I told my mother I was going a run on the bike. I knew roughly where the big house was and followed the sign. I got there just before 4 o'clock. Sir Thomas met me at the door, and told to put your bike here James, and he will show me round. It was a large English style country estate type of residence that had obviously been the historical home of the Phillipson family for many generations. The pool was in fact located within a trimmed hedge that was at least 8 feet tall and there was bungalow within the wall next to the pool used as a changing room, but had everything including bedrooms, kitchen and loo. The pool was large and had an attached hot tub. It was all overwhelming to me, but I was excited about getting to use the pool. He told me to put my clothes on a lawn chair, and he would join me in ten minutes. With that he entered the cottage. I stripped off all of my clothes, put my clothes on the chair, and jumped into the pool. I enjoyed swimming about in the nude for a while, but he was right, it was lonely on my own, but soon he appeared. He was wearing Speedos and the bulge at the front was large. He dove in and swam about, splashing me and laughing. It was better with someone there with me. I was enjoying it! We messed about for a while and when I held onto the back of his speedos, they slid down a bit. He said, "It is better without them anyway," so he pulled the off and threw them onto the apron around the pool. When I saw his cock, I was envious because his cock was so much larger than mine. His cock was at least twice as long as mine, and much bigger around. I made a childish comment, "Yours is so much bigger than mine." He assured me, "Yours would grow. Let's get in the jacuzzi." He led me by the hand out of the pool and across the space to the jacuzzi. We sat next to each other close enough that our thighs were touching. My little cock was standing up proudly, and his cock also increased in size. He commented, "You are a good boy James." "I like you too Sir", I said. It was then that I realized that I really liked older men more than boys. He pulled my hand over on top of his cock, and It was solid. "You can lick it if you want James." I leaned over and licked it. It was massive and I could barely get it in my mouth, although I licked it. He leaned over and kissed me on the mouth. I felt his tongue inside my mouth. He had me sit on his lap, and I felt his cock sticking up between my legs. It felt good. Sir Thomas asked, "Can I fuck you, between your legs?" "Oh yes Sir, please do." He took me out of the Jacuzzi and laid me face down on the pavement and lubed his cock. "Hold your thighs tight together", he said, and slid his cock between my thighs. His cock came right through and rested against my balls. He fucked me hard like that. His cum pumped out all over my balls and my legs. "That was great, Sir", I said. "It is too early to fuck your arse, James, but I will when you are older." "I can't wait Sir." He continued to fuck me between my thighs every chance we got, and I really loved it. Sometimes he put his wet knob at the entrance to my hole, but he never really pushed it inside, even though I wanted him to do it! Two years later I went to another school. I pushed objects into my boy pussy to loosen me up for him for the day I knew it would happen. I wanted it to happen soon! But I continued seeing him usually in the hills or woods of his massive estate. When I was 14-years-old I got a mobile phone and so that he could text me where to meet him in hills or woods. When I was15-years-old I got a part time job on one of his farms, nothing much, cutting weeds and things, but I was a good worker and could be left on my own. I gave my Mum what money I could. Sir Thomas knew what time I worked, so fucking me was relatively easy to arrange. One day it went all wrong! After Sir Thomas fucked me I was walking through a wood to go home and I met a man of about 45 years old. "Hi, James. I know where you have been, and what you have been doing with Sir Thomas. He was fucking you. I watched you and have seen you doing it a few times before. "He does not fuck my arse, he does it between my legs." "I know, if you want it put up your boy pussy, mine is smaller than Sir Thomas, and you probably can to take mine easily," as he took out his cock to show me what his cock looked like. "Oh No! "Oh yes, or I will let it be known that you are giving it to Sir Thomas. So, drop you shorts!" I pleaded that I didn't want do it, but he insisted that I really wanted it and would keep quiet about what goes on. He reached forward and pulled my shorts down. "Ah commando. That is nice." He turned me round, and bent me forward until I was holding onto the trunk of a tree. He licked my asshole and then spit on it. I let out a moan in anticipation of losing my virginity. "Do you like it?" "I have been wanting to fuck you for weeks months." "How long have you known?" I asked. "6 months, or so, James." He spat on his hand and rubbed his cock and my hole, and pressed his knob on my hole and pushed. "Relax and push back, like you were having a shit. It may hurt for a little time, but any pain will diminish in a minute or so. Trust me." He pushed again and I relaxed to let him inside. It slid into me an inch or so, and I screamed! He paused, and I stood still. It was a bit sore but I liked it. I pushed back and it slid into me a few inches. He began to fuck me. "Oh God it was nice. Fuck me Hard", I said." He did, and I held on to the tree for support as he hammered it into me. He fucked me for a long time and pumped his load into me, and it trickled down my legs. "Do you like it James?" "Oh Yes I loved it. I did not know what I was missing." "You will have to keep it quiet. Please! James, I will say nothing to anyone, and you need to peek it to yourself too. I just want to fuck you." "Do you want my mobile number? I sked. I will put you number as numeral 2, instead of your name, just in case my mother checks my phone." And we swapped numbers and parted way. I showered as soon as I got home. Two days later I got a text from Sir Thomas to meet him in "our" wood location at 5-30 pm. I went there a little early and met him. (There is a place, close by we can go if it rains.) but the place where he fucks me is inside a thick ring of trees and bushes, where there is a grassy patch for me to lie on. As sir fucks me between my thighs, I tried to guide his cock to my hole. He asked, "Do you want me to really fuck you James?" "Yes Sir, I am ready. "I use cucumbers and carrots, Sir, to get ready for you Sir." "Thank you James" he said. He was pleased that I didn't express any discomfort as he inserted his cock into my arse. He fucked me with ever increasing speed until he froze as he pumped his spunk into me. When he withdrew I felt him pumping his cum all over my balls. I was fucked by the second gentleman a number of times and it seemed no time till I was 16 years old. Life was good! On my 16th birthday I got a text from Sir Thomas, to meet him at the usual place. It was a warm sunny day when I got there at the appointed time he asked. "What do you want for your birthday, James?" "Your big cock Sir!" "It is time James. I have plenty of lubrication with me. I want you to get naked James!" As I stripped, he got undressed too. His cock looked really massive. He lubed up my boy-pussy and his cock. "Are you ready James?" "I am ready, and I want it Sir." "Good Boy!" He placed his cock at my hole and pushed. "Relax and push out James!" I almost laughed! that was what the other gentleman said. Anyway. I followed his instructions, and as I push back, his fucking monster went inside me. "OH FUCK !!" I cried. "A bit sore, James?" "Yes Sir, a bit, but go ahead and fuck me Sir." "Are you sure? "Yes, fuck me hard Sir." "BANG!" He went all the way in in one thrust! "EEEEEEEYAAA FUCK" I cried. He paused a few seconds, and started to hammer it into me nonstop. I realized the gentlemen had helped me a great deal. Without his help I would have been in trouble when Sir Thomas used me. As it was, I was having enough trouble, as I lay there under the "steam hammer" that was fucking me. He poured some more Lube into my hole as he fucked me. That helped a lot! The pain eased off a lot and I realized I was loving it, and moaned loudly. I lay under him, my body shaking with excitement, and maybe a bit of fear. "You are a bit of a slut, James", he said. "Yes Sir, I think so too." "Good Boy." The fucking went on and on. He had great stamina! I felt something build up inside me, and suddenly my cock erupted and spewed out more cum than I have ever seen before. Very soon after that, his cock pumped his jizz into me, and he collapsed on top of me. He lay on top of me for quite a while, before he struggled to his feet before he helped me up and said, "Thank you James, it was worth the wait." "Thank you, Sir! I really loved it. I never knew it could be so good. "I AM A SLUT Sir." We eventually got dressed, and I went home for a good rest. I met the gentleman I called number 2 on my phone, or Sir every few days or evenings and both fucked me hard. Now I ALWAYS carried lube in a small hand cleaner bottle. I often sucked them, but preferred to be fucked. One day, no. 2 asked me if I fancied a three-some, or maybe even more. I said it sounded like fun. I was 16 now and loved sex. He then asked if I would wear an eye mask as some of them wanted to remain anonymous because some were married. S0, I agreed to his request. The very next day, I got a text from 2, to meet him at the usual place after dark at 8 PM. I was there and he arrived soon after me. I was lubed up and he fucked me hard, before he produced an eye mask and put it on me. He told me it would only be a few minutes, and whistled. I heard footsteps approaching, and someone took my hand and it was placed on a very hard naked cock. It felt good, and my head was pulled down to suck it. I did it for a few minutes and he turned me round. I was bent forward and I felt it slide into me. He fucked me hard for about 10 minutes and shot his cum into me. No. 2 had been there the whole time, and he told me, "Wait like that. Another cock slid into me easily. I was well lubricated and covered in cum too. He must have been watching the others shag me, because he did not last long and his cum followed the other guys. It was running out and down my legs after that. A minute later No. 2 slid the eye mask off of me and said, "That was so fucking HOT!" He bent me over and fucked me again, for longer than he had ever done before. All of his cum landed on my back. All of his cum landed on my back. "Was that OKAY, James?" "Yes, it was super", I said "Do you want more like that, and any limits?" "No fisting, and as many as you like, just give me a little warning, so I can make sure I have the time." We went our separate ways at that point. I went home, had a shower and went to bed. Sir Thomas and No 2 fucked me every few days, which kept me pretty satisfied. Until one day I got a text, "If you want a gang bang, I will take you to Glasgow at 7:00 am on the first Saturday from now. No. 2 took me to a gay sauna. This is before the official sauna opening time. We have to be gone by 11:30 am. There will be a donation box, in the changing room for you, so depending on how well they like you. This will be a privately organized operation, so I don't know how they contact people, as they can't advertise, I will text them about your availability." "OK thanks. I will be ready by 7." When we got there the place smelled of mist cider and the room the took me to was full of dry heat and I started sweating as soon as the door closed. The room was also full of sweaty naked men. I took about ten loads of cum up my arse and just as many in my mouth. Then a hand took mine, and he led me to the "Sling" and he lifted me up and sat me in the leather sling. The door open and I could see 4 or 5 men watching him fuck me I was lying in the sling with my ankles held up by two padded leather loops. His cock was rubbing my prostate and the cum shot out of my cock. When he finally emptied his load into me, and left, another man took his place. I never paid much attention to their faces. All I was concerned with was how their hard cocks felt. The fucking stopped for a few minutes, so I went for a shower and saw the time! It was 10:30 pm! I didn't have much more time left. A lot of the men had left, and there were only about 12 men left. I had a shower and went into the darken room again. A few of them followed me in. I put some more lube into my hole and bent over. They all fucked me! One of the staff appeared, "You have to shower leave before opening. I will let you out a side door in case anyone is watching." I got showered and dressed. No. 2 was there, and the staff member took us to a side door and into a house on the other side. He looked at No. 2. "Do you know where to go from here?" Yes," said No. 2. I was handed a heavy bag. "Your contribution tips." We went back to where the car was parked, and as soon as I got in I was out like a light, and slept all the way home. My mother was fortunately not home, so I went straight to a shower, and went to bed. I woke up on Sunday morning, about 10:00 am! Sir Thomas texted me, to meet him at 12 noon. I responded with the message, "Okay, Sir" I showered and had my breakfast, Mum was working so my departure was no problem. I met Sir Thomas at noon, and he fucked me, not knowing that I had been gang fucked dozens of times the day before. If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to pomowolf74@gmail.com