What Might Have Been

By Jeffrey Fletcher

Published on May 5, 2006

Gay

This is a story that tells of sex between adult men. If you do not like, disapprove, or if it is illegal for you, then please move on. My thanks go to John and Hank who have proof read this chapter. Any remaining errors, mistakes etc are entirely mine. The work is copyrighted (c) by the author and may not be reproduced in any form without the specific written permission of the author. It is assigned to the Nifty Archives under the terms of their submission agreement but it may not be copied or archived on any other site without the written permission of the author.

There is the final chapter.

Jeff at jeffyrks'hotmail.com

WHAT MIGHT HAVE BEEN. 5

The first part of that summer of 1950 was taken up with preparing for the exams. The only relief from the daily grind of books and papers was Saturday afternoons. I think my time with Frank was what kept me sane. They came to mean more and more to me.

There was also the weekend when my parents, brother and sister went up to Newcastle for the family wedding. That gave the glorious prospect of a night with Frank, made yet more glorious by the fact that my exams would then be over, and I would be free until the dreaded call HYPHEN?up papers eventually arrived and I had to serve His Majesty.

At long last the final exam was taken, as always in a stuffy hot classroom, with the sunshine beckoning outside. I thought I had done reasonably well,

and when the results eventually came out I discovered I had actually done better than I thought. But that discovery still lay ahead. Frank and I decided that we would make it two nights. He could give some reason to his parents for being away for a couple of nights. He was after all in his twenties, and not a schoolboy like me.

The exam finished at 5.00. I put my pen down with relief. It was over! The invigilating schoolmaster told us to bring forward our papers as we made our way out of the room. Outside we held a brief postmortem on the paper. I went to my locker to collect a few things, then to the cycle sheds and off home.

I knew that Frank would not be around until 7.00pm at the earliest. My Mum had left lots of food, but I knew that, large though my appetite was, we must not consume too much. I planned that one meal should be good old fish and chips. I was like a cat on hot bricks waiting for him. I could not settle into doing any one thing. It would be the first time he had visited my home, and certainly the first time I had slept with anyone in my bed. I hoped my bed would be big enough. It was not a double as was his, but what was then called a three quarter - usually for sleeping one easily,

but two at a squash. A squash would not matter where Frank and I were concerned.

It was just after 7.00pm when the front door bell rang. There Was Frank.

"I've brought my pyjamas," he announced as he came through the door.

"We can use them to dry the dishes," I replied, as we fell into each other's arms for a good hug and several passionate kisses. "Let me show you round the ancestral home."

It was like many other houses in the neighbourhood. It was older than Frank's and in a terrace, but there were three bedrooms, and downstairs a large front room, variously called the drawing room, or lounge, or sitting room. There was a dining room, not often used except when there were guests, and what we called the living room which led through into the kitchen.

When I showed him my bed, I commented on its size.

"That's fine. Not too much room, so I'll have to sleep with my cock in you tonight, and yours in me tomorrow."

We fell on the bed, and had a roll around. Kissing and hugging, and pushing our hard cocks against each other, but no removal of clothes, plenty of time for that. Then our stomachs started demanding attention.

I had prepared the meal. It was some cold meat and salad, all left by my Mum, and some fruit and custard for what has been called variously over the years, pudding, dessert, sweet, and even `afters'!

We talked about the exam, and his day at work. We both commented on the fact that this was the first occasion when we spent any real length of time together. There was no watching of the clock, we had until Sunday morning together. It was wonderful to be so relaxed.

We washed up, and sat around talking over a cup of coffee.

"I've had an idea, Frank."

"Yes?"

"It's been a hot day, and we've both been busy and sweaty. Let's take a bath together. I think we can both just get in it with some careful positioning."

"You know what will happen?"

"What?"

"I shall want to play with your cock."

"Good, and then I can play with yours."

I went round the house making sure everywhere was locked, and we made our way upstairs.

As host I thought it right for me to sit at the tap end of the bath, so I put a towel against the taps so that it was not too uncomfortable. Fortunately it was an old bath, and considerably larger than some of the modern ones. It did not take too long to get sorted out as to where our legs went, but in the end we were quite comfortable. Frank said that this was a new experience for him. As it was a hot day there was not a repeating need to put in some more hot water. We sat there talking, and playing with each other's cock. I think that evening that must have been the most washed part of our anatomies. I think we were wrinkly with the water when we got out. We dried each other with a certain amount of playful laughter, and still stark naked, made our way to bed

We did not do anything new that night, but the delight was that we had all the time in the world. There was no watching the clock. Our love making was prolonged and tremendously enjoyable. But when I look back on that night I know that what I most enjoyed and best remembered was falling to sleep, a long sleep in each other's arms, and waking sometime in the middle of the night to a fresh bout of love making. We did a lot of talking that weekend, and most of it just lying close together, sometimes holding hands, sometimes with arms and legs entwined.

At some stage Frank handed me a small piece of paper with a telephone number and address written on it. "That's Ron's telephone number and address. Unlike me, he works irregular hours, and is often at home when others are working. He asked me to give you this, if you would like to go round to see him; give him a ring, and make arrangements."

"What do you think about my going with him?"

"Fine by me. I go with him, so why shouldn't you? I know he'd like to see you on your own." Frank winked at me. "He'll give you a good time."

Two nights seems a long while in prospect, but when it comes to it, and you are enjoying yourself it goes very quickly. All too soon Sunday morning arrived. Frank left immediately after breakfast, and I spent some time removing all evidence of his presence. The only possibly dangerous comment was from my mother. "You seem to have eaten a lot of cakes. But I suppose you were peckish after your exams."

Dad was more interested in knowing how the exam had gone; and I soon got them to tell me all about the family wedding up in Newcastle.

Life was very different after the exams. I suddenly had masses of free time. Dad was no longer on my back checking up on what work I was doing, and how it was going. At long last they seem to have realised I was eighteen, and could be allowed more freedom. Dad said that he just liked to have some idea when I was hoping to be home. "If you're not home by the time you say I shall begin to be concerned. I shan't complain if you're earlier." I soon fell into the practice of telling him I would be home two or three hours later that I expected. This caused no problems at all.

Most of the things that I did over the next two and a half months were with my friends from school. Many of them were now into girls, some of them literally and the rest hopefully so. I think there were one of two who were like me and not interested in the fair sex. Slowly the school friends began to disperse. Some got jobs in the City, others were off on holidays, and then we began to be called up for National Service.

With the unusual predictability of British weather, it changed after the exams. All my exams had been taken in sweltering sunny heat, but on the Monday it all changed and we had ten days of grey sunless skies, and some quite heavy rain. It was about ten days after the last exam that I rang Ron. I phoned from a call-box, rather than risk phoning from home. I put my 2d in and dialled.

"Brentden 4561."

"Is that Ron. Jeff here, Frank's friend."

"Hello, Jeff. I had been hoping you would phone. Good to hear your voice again."

"Good to hear yours. I wondered if you would like me to come round sometime."

"No doubt about that. The sooner the better."

I knew that Ron owned a family business, and could often take time off when he wanted. We arranged that I should go round to his house the following afternoon.

"Know where I live?"

Frank had given me directions, and I repeated them to Ron.

So the following afternoon I cycled over to Ron's. The spell of poor weather was over and it was a glorious warm sunny day. He lived about six miles from my home, and I did not know the district at all. Frank had told me that Ron lived alone in what had been the family home, and that it was quite a large house. I found it quite easily. It was a detached double fronted house. I rang the door bell. Ron, dressed just in some old shorts with no shoes or socks, opened the door for me to enter.

"It's good to see you again, Jeff. Come on through."

He led the way through the house on to what would now be called a patio, though that word was not in common usage back in 1950. It looked down a large garden. To my surprise Ron stripped off his shorts and was totally naked. I looked around to see if we were overlooked.

"This end of the garden is quite safe from prying eyes. You see those white paving stones set into the grass. You can stand on them stark naked and not be seen at all. Move beyond them and you begin to come into view from neighbouring houses. Now, Jeff, get those clothes off and enjoy the sun."

I started to undress. "I've never sunbathed in the nude."

"Have you ever made love in the nude outside?"

"Not properly, mostly tossing off school mates behind some bush."

"Not behind the bicycle sheds?"

"Not our school bicycle sheds, they are in full view of lots of people."

Ron was sprawled on a large air-bed. I joined him.

"What's the matter with me, have I got the plague or something?"

I moved a little closer, but he grabbed me and pulled me into his arms, giving me a long passionate kiss. Immediately my cock began to harden. He pulled back and we looked, or rather inspected, each other. I had seen Ron naked before on that memorable afternoon at Frank's when he had gatecrashed.

Now things were less complicated, more leisurely. I have already mentioned his large balls. I think they were the largest I had seen. Perhaps they seemed so large because he shaved them, and their tight wrinkles could be clearly seen. His cock was circumcised like mine. Its head was more conical than mine, which was more dome shaped. This meant that when his cock was fully erect it looked something like a rocket, a rocket that liked going up my arse.

Ron reached across and began to feel my cock and balls. "You've got some nice equipment there. I think we're going to enjoy ourselves this afternoon." He rolled over on top of me, so our cocks were pressed together. We started kissing each other. "Our friend, Frank, has been very selfish keeping you all to himself. How long have you known each other?"

"Nearly a year. I think it was last September when we first met."

"That's far too long to keep you to himself, or do you have other friends?"

"Friends at school, but we don't do all the things that Frank has initiated me into."

"So Frank has been teaching you?"

"Yeah."

"I'm sure he's been a good teacher."

"I think so."

"Do you know what I want to do?"

I looked at him.

"I want to get my cock up that lovely arse of yours. Then for that I will suck you right off, even if you've already shot a load, I'll suck until the next load gives me a taste of your love milk."

"I enjoyed it when you shagged me last time. But Frank was being fucked by me at the same time, this time I can just concentrate on one thing at a time."

"Let's have a drink first." He got up and came out with a couple of glasses of orange squash, with cubes of ice floating in it. This was rather unusual at that time, for unless you had a pre-war fridge, you had no means of making ice. The great boom in consumer goods was just around the corner. He joined me on the air-bed, and we drank. We looked at each other.

"You're very brown, all over."

"I know. I get out here whenever I can. I can usually take time off work for a few hours. I like to appear at work at odd times, making sure my minions are slaving away for me." He grinned. "So I take an afternoon off if it is fine and come out here. Or else I play a game of tennis in the morning."

We finished our drinks and put the glasses down.

"How do you want me?"

"For a start with me on my back, and you sitting on my cock."

"Okay then. Lie back, and I will do the necessary." I had noticed a jar with some cream in it, and I knew what it was for. I scooped a dollop out of the cream and placed it on his cock, and applied it all over.

"I like that, Jeff. I like your touch."

I then prepared myself. Ron lay on his back, and I knelt over him. I held his cock upright, and on the target, and slowly lowered myself. I gave him a smile.

"That's good. What better way of spending a sunny summer afternoon than having a lovely schoolboy sitting on your cock?"

"I won't be a schoolboy for much longer. Will you still like it when I am a soldier?"

"Oh, yes."

I think I must have sat on him for about half an hour.

"I fancy some doggie now," said Ron.

We moved around, and he was soon pounding my arse in that position. I think we tried every conceivable position that afternoon. I was well and truly fucked that day. I know my arse felt sore for about four days afterwards, not that I grumbled. I know I had to tell Frank to be gentle on the following Saturday afternoon. When eventually Ron shot a powerful load into me, with a loud cry and a convulsion of his body, he stayed in me until his cock became flaccid and just slipped out.

"I don't know about you, my young schoolboy, but I'm thirsty." He got up and went into the house for refills. Inspite of what he had said I wondered if he was one of those guys who just want their own satisfaction, and feel no obligation to any partner once they have climaxed. I'd soon find out.

The naked Ron came back with fresh glasses of drink, and sat down beside me. We must have talked for about half an hour, and I began to wonder whether he was wanting me to leave. We were both in a totally un-aroused state.

Then he stretched out a leg and with one of his big toes began rubbing it up and down my shin. I looked at him and he grinned. He moved closer, and now with his hand started rubbing his hand up and down my thigh. My cock stirred, and rolled to one side as a preliminary move to an erection. I noticed too that Ron's cock was hardening. I now wondered whether I was going to be brought to a quick climax.

No; it was very far from it. If Ron had taken his time fucking me, he now took his time sucking me. Time and time again just as I was approaching a climax he would stop, or change what he was doing, or move one or both of us. He knew exactly what to do to give a man pleasure. I think at the end I pleaded with him three times to let me shoot my load, until finally he took it fully in his mouth.

We both lay back exhausted with the afternoon's activities. That was not the only visit I made to Ron's that summer.


Eventually the first Saturday in July approached. I must confess I was in two minds about it. There would be a lot of guys there who I didn't know.

They were all there for one purpose only -sex! I had heard that there were some men who liked being beaten with slippers or canes. Would there be some who liked that sort of thing at Ron's? I wondered if that sort of thing was some sort of throw back to their schooldays! I didn't fancy having my bum beaten. On the other hand I knew Frank and Ron. It was at Ron's house, and I had come to trust him, even though he had a one track mind where I was concerned - how to get his cock up my arse as quickly, and then for as long, as possible. The other guys were probably like them. Yes, I would go, but I hoped it would be all right.

On that Saturday evening I met Frank and we both cycled across to Ron's. As we cycled along we chatted.

"Some come by cars, some like us on cycles, and others come on public transport."

"What do the neighbours think, all these men arriving?"

"I think Ron has told them it is a monthly social get together with men he employs. An interesting half truth! It is of course, highly illegal. If the rossers came round we could all end up in clink for a spell. But no one seems to think of this sort of thing going on it a respectable London suburb. A minor stately home with the odd peer of the realm, several honourables and the odd M.P. may be. Or a house frequented by men in the centre of London, like the Cleveland Street scandal, with post office boys and guardsmen, that would be a different matter. The neighbours knew Ron's parents, some remember him as a boy. So he is like Caesar's wife."

"Have you got any advice, as it is my first time?"

"Relax, be yourself. All there are hoping, no expecting, some sex this evening. Don't be shy, unless you want to be. If you fancy a man, go for it. If he doesn't fancy you, he will shake his head. He won't get angry, or shout at you. But you won't have that problem. You will be one of the youngest present, and it will be your first time. You'll be in great demand, I bet!"

We arrived at Ron's house, and dumped their bicycles. It was such a respectable neighbourhood, they did not need to lock them up, or put them out of sight of passers by. There were no passers by anyway as it was up a cul-de-sac.

Ron opened the front door, and Frank led the way. There were nine men seated on various chairs.

"This is my friend Jeff," said Frank as we entered.

We were greeted with `hellos' or smiles. Conversations resumed and we sat down. The door bell rang again and another man came in.

"I think we're all here," said Ron. "Let me remind you of the rules, as such. You can go anywhere in the house. If you go into the garden do not go beyond the white stones in the lawn. One step beyond those you start coming into the view of my neighbours, and I don't want them being given any cheap thrills. There are refreshments in the dining room. Just help yourselves whenever you want. I hope to see a lot of naked men fairly quickly."

A couple sitting on a settee turned toward each other and started kissing. Frank and another chap got up and left the room. A young chap came over to me, and held out his hand. "I'm Phil. I gather you're Frank's friend."

"I'm Jeff." We shook hands.

"I gather you're still at school."

"Only for another ten days."

"So how old are you?"

"Coming up to nineteen."

"I was nineteen two weeks ago. So you have taken over from me as the youngest. I hope you enjoy this evening. Perhaps we can get together sometime." Phil went back to the chap he had been sitting with and resumed a conversation, but very soon they got up and left the room.

I had noticed one of the older men eyeing me up and down. He came over to me. "I'm Tony, welcome."

"I'm Jeff." We shook hands.

"Am I correct in thinking you're still at school?"

"Yes, just for another ten days."

"May I ask where?"

I told him the name of my school.

"I was there. I'm an Old Boy. I was there in the 1920s."

"Really?"

"Yes. I was there when Eveson was head."

"Yes, there's a painting of him in the hall."

"So what's it like today?"

"Still recovering from the war."

"It was recovering from the first lot when I was there. I was there when the memorial was made with all the names on it."

"I was there when the names of the last lot of fallen were added."

"Fortunately not so many as for the first lot."

"Were you in the second lot?"

"Yes. In the artillery. North Africa and Italy."

"El Alamein?"

"Yes, that artillery barrage was one to remember. But tell me, is there much fun there these days. You know, sex fun?"

"Quite a bit. I first shot a load in the air raid shelters. I have played around with several chaps in the same year."

"Sounds much the same as my day."

"Did you do it very much?"

"With boys quite a lot. There were places which were safe, in the bushes behind the gym."

"That's where the shelters are now."

"My most exciting and best times were with a member of staff."

"A master?"

"Yes, the maths master."

"Cor! I find that difficult to believe. What happened."

"When I looked back on it all I realised he played it very carefully. I think he observed who were likely to like what he wanted to do with us."

"There were others involved?"

"Yes, four of us. Not all in the same year. He made his move when I was about sixteen. He was a great one for going round the form and if we needed individual help he would sit along side us at our desk, and show us what we needed to know. He'd done this from the first year. I don't think he was interested in young boys, he liked boys with hair in their crotch, and who could shoot a load of spunk.

"He was a great one for keeping boys in after school. Regularly a dozen or so. He'd set some work to do. He'd wander round, helping where necessary.

Very soon, after five or ten minutes there'd only be two or three left. He always sat on our right, and put his arm round the back of us, and used his right hand to write if necessary. I didn't notice at first, but he started sitting closer, and his left arm was round our backs. I think he was testing if we were comfortable with what he was doing. Now I was good at maths, so I knew it was not a punishment. He began showing me new things, and at the same time just getting closer."

"You didn't object?"

"No. I quite liked it. He started stroking my neck and playing with my ear, while he was explaining something. I felt my cock stir at times. Then one day towards the end of that term I was the last one left. He was sitting with me, and he put his hand on my thigh."

"I bet that made you hard."

"It did. He looked down. You like that?' he asked. I think I grinned at him and said, Yes, Sir.' He just moved his hand up and down my thigh. When I didn't object he just put his hand on my cock and gave it a gentle squeeze. You've got a nice one tucked away in there I can feel.' Yes, Sir,' was all I said.

"He stood up, and immediately pushed a hand into his pocket to adjust himself. I could see he was hard too. He could tell I knew, so we just smiled at each other.

" `You're good at maths. And good can be made better. If I write to your parents saying that you're are a very promising maths scholar, which you are, do you think they'd let you come round to my place, for some extra maths, and maybe....?'

" I should think so,' I replied. Good: I think we could have a good time together.'"

"My parents did not ask any questions, were just grateful at his interest and offer. So after a games afternoon I went round to his place. he didn't live far from the school. Yes, we did do a good half hour's maths. Then he suggested a drink, and he sat on a settee, and patted the seat beside him for me to sit alongside.

"I sat, and waited. I didn't have to wait long. You didn't mind where I put my hands in class the other day?' No, Sir,' I replied. Good, so would you like me to do it again?' Yes, Sir,' and I gave him an encouraging smile."

"You were really up for it then, Tony?"

"I should say. I just could not get enough sex. And here it was being offered to me on a plate. So he put his hand on my thigh, and began rubbing it up and down."

"The usual procedure?"

"Yes, but very soon he was feeling around my cock. So I put my hand on his thigh. That's a good lad, it shows you like what I'm doing to you.' He started to undo my fly buttons, and in went his hand, and soon he was extracting my cock. Have you ever had it sucked?' he asked. A few times I replied.' Boys at school?' I nodded. So can I suck you off?' I'd like that.' So he knelt on the floor in front of me, and together we got my trousers and pants down around my ankles. He gave me a terrific suck. It was certainly the best I'd ever had up till then. The only trouble was it didn't take long for me to shoot. He took it all, every drop."

"I find it difficult to believe any of the staff there now doing it to me!"

"You never know."

"Did you see his cock?"

"Not that day. The next week, he told me to get his out. I asked if I could suck him."

"And did you?"

"Yes. But first we went upstairs to his bedroom, and he undressed me, and then I undressed him."

"I just find this so difficult to believe."

"A few weeks later there was another boy along for extra maths. He soon had us both doing things with each other, while he watched. He took some photographs. He developed them himself. Sometimes there were as many as four of us at his place for extra maths."

Tony and I were still talking when one of the others came in stark naked. We suddenly felt overdressed! "What are you two doing gossiping like a couple of old women?"

"We're chatting about our school days, Simon. Just bugger off," said Tony

"That's just what I want to do, darling!" He promptly left.

"He's not usually as outrageous as that." Tony put his hand on my thigh.

I remembered Frank's remarks, and decided to be bold. I put my hand straight on his crotch, and could feel a rapidly hardening cock.

"That's what I like, a bold schoolboy. So they are teaching you boys something important at the old place?"

I laughed and gave his cock a squeeze.

"What do you say to going somewhere quieter for an Old Boys reunion?

"I'm not an Old Boy yet."

"But all the more reason to learn what an Old Boy's reunion is all about."

"I've an idea you've got something special in mind."

"You quite right, Jeff, I have."

He lent forward and gave me a kiss. I responded, and we had a nice spell of kissing while feeling each other's tackle.

"We'd better move, or we'll have Simon on to us again."

Tony stood up, and adjusted his cock. He pulled me up, and I too made an adjustment. "Follow me."

We looked into the garden, where a couple were having a good kissing session. Then we went upstairs. We looked into one bedroom, and there were four men in a tangle of bodies, at least one of them was being fucked,

and at least two cocks were being sucked. I thought I recognised Frank's legs at the bottom of the pile. The next bedroom was empty. There was just a single bed in it.

Tony pushed the door until it was almost closed. "I want to undress you, Jeff. It's a big thrill for a man of my age to undress a teenager."

"I'm only just a teenager. Just over a year of still being a teenager."

Tony undressed me slowly and deliberately. Each garment was removed with the maximum amount of touching. I responded by touching what ever part of him was within reach, an ear lobe, a nipple, his cock. "You're one very hot schoolboy." He pulled my pants down. "Magnificent. Penile perfection.!" He put his face into my groin and began to lick and kiss. He certainly knew how to arouse me. Then I thought, these men did this at least once a month with each other, so Tony must have a great deal of experience.

"Would you like me to undress you?"

"Yes, please." It was the first time I had undressed a mature man. You would not say he was fat, but he was certainly thicker round the waist than either Frank or Ron, who were the only men older than me that I played around with. I was surprised to see that he was uncircumcised.

"You're uncircumcised?"

"Yes, why? Don't you like it."

"I'm just surprised. Most of the boys in my class are circumcised. I thought you probably would be."

"The majority in my time were like me, except of course for the three or four Jews in my year, and at the most three others. There must have been well over twenty uncircumcised cocks in my form. Fashions in these things do change you know."

I took hold of it and played with his cock and balls.

"Can I ask a favour of you, Jeff?"

"Depends on what you ask."

"Will you fuck me? I love being fucked by a young man. Long and hard."

"I don't see why not. I'll try to come up to your requirements. How do you want me?"

"Doggie fashion to begin with."

I think I did what Tony wanted. He seemed more than just pleased at the end of it all. It was like being with Ron, except that I was at the giving end. It was an interesting experience doing it with an older man. Mind you, now at my present age, I would say that Tony was then a young man.

When we had finished we went downstairs for something to eat and drink. It felt strange standing round eating and drinking in the nude.

It was a wonderful summer. Ron gave me a part time job, which was very convenient as we could arrange when we could be together, and it was never less than twice a week. Saturdays afternoons were still Frank's time. I managed to get to three of Ron's parties, July, August and September. But I knew those golden days would not last for ever. Ahead loomed the prospect of National Service. The dreaded brown envelope, with its call-up papers and Travel warrant, arrived at the beginning of September. In the middle of September I went off to do my two years National Service, but that is another story.


So my reader, if you are still with me, have you detected the line between what actually happened and my subsequent fantasies? I suppose I should tell you, or I'll be inundated with guesses. I am sorry to say it was very early on. When the man I called Frank first put his hand on my thigh. I took fright. I hope graciously, I declined to go ahead. I said goodbye and made my way home. I never saw that young man again. But it is true I have often thought about that incident, and wondered what might have been.


5th of 5 parts.

Jeff at jeffyrks@hotmail.com


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