What Might Have Been

By Jeffrey Fletcher

Published on Mar 28, 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 will be 5 Chapters or parts.

Jeff at jeffyrks'hotmail.com

WHAT MIGHT HAVE BEEN. 3

I cycled round to Frank's the following Saturday afternoon with rather mixed emotions. On the one hand, I was looking forward to further time with him. He was exciting to be with, and interesting to talk to. But on the other hand, I felt that I ought to suck his cock. That was something I had not yet done. But when he had done it to me it was so wonderful. On the principle of doing to others as you would be done unto yourself, I knew I ought to be prepared to suck his cock. His cock was uncircumcised, almost all my previous experiences had been with boys at school who had circumcised cocks like my own. I wondered if I would be prepared to do it when I came face to face with his cock.

As I had been there before, I wheeled by cycle round the back and knocked on the back door. He opened it and in I walked. We immediately gave each other a hug, and a kiss.

"Good to see you, Jeff. Had a good week?"

"Yes, too much work though!"

"Have you tossed off any nice cocks this week?"

"No, none at all. I am I'm all the more ready for you. But what about you?"

"I had a session with my friend Ron last Sunday evening. But otherwise I have had a busy week at work, and no time during the week for any interesting playing. Do you want a drink, or straight upstairs?"

"Need you ask? Straight upstairs!"

We started going upstairs.

"Who is this Ron you saw?"

"A friend, a good friend."

"Have you known him for long?"

"Couple of years or so."

"And you have other friends?"

"Yes, several. As you have your friends, Jeff, who you play around with at school."

Up we went into his bedroom. There was no preliminary undressing of each other this time. School blazer, and tie were soon removed. It almost became a race as to which of us could undress the faster. Frank beat me, but he did have fewer clothes to remove. We both got onto the bed.

"Good to see you, Jeff. To see you as you really are, without any clothes on." He ran his hand up and down my chest, before holding my cock.

"Doing it here with you, is so much better than outside."

"Have you done it more indoors or outside."

I thought for a moment before answering that question. "I think I have done it more outside. There are the woods where there are a lot of thick bushes. That's usually where I have been with school friends. But you have to keep an ear open in case someone is around. But there are a couple of friends where I have done it indoors several times, either at their home or mine."

"Three of you together?"

"No - never done that."

"Have you ever slept with a friend?"

"Only once."

"Did you enjoy it?"

"I should say, very much. Have you slept with others besides Greg?"

"I slept with Greg a lot. But, yes, I've slept with other guys. Perhaps one of these days we will be able to sleep together."

"That'd be good."

"My parents are occasionally away for a weekend, but not very often."

"Mine have never left me alone in the house for a weekend. So it looks as though there are problems about a night together."

We turned and faced each other, and played with each other's cock. Frank gently rubbed the head of his cock against the head of mine. We were both producing precum so the heads slipped around easily and pleasantly.

"I want to suck you off, Jeff."

"No. Let me suck you first."

"You sure? You don't have to, you know."

"I enjoyed you doing it to me, and you said you enjoyed doing it, so I want to find that out for myself."

"Okay then. I'm all yours." Frank lay on his back, with his cock sticking up boldly.

I got down, but when my face was close and I could see his cock so near, I hesitated.

"Don't think you have to," said Frank softly.

"I know, but I've never done it before."

"Just start by touching it with your tongue. Get used to that before you try putting it in your mouth."

I reached out with my tongue, and licked the drop of precum that was on the tip of his cock. I tasted it. I liked it. I have always found it difficult to put a taste into words. Yes, there are the basic words, sweet and sour, and so on. I can never go along with what they say about wines, `a hint of rhubarb with a dash of peppermint'. But I liked the flavour and did it again.

"Just try running your tongue up the length of my cock, as though your were licking a lollipop."

I did it once.

"I like that," said Frank.

"So do I."

I did it several times, encouraged by the appreciative noises from Frank Then I decided to do it. I steadied his cock with my hand and put it into my mouth. What did it feel like? The tongue especially has even more nerve endings than fingers, and I felt every detail of its surface. I swirled my tongue around. That brought more noises of pleasure from Frank. I then began to suck properly, to give him what was years later called a blow job'. Though why it is not called a suck job' I can never understand.

"Don't try to take my load in your mouth," said Frank softly. "I'll tell you when I am getting near."

But I was continuing to think on the lines of...if he can do it so can I. I roughly knew what to expect. I think what was unexpected was not the amount, but the force with which it arrived. Suddenly my mouth was full of spunk. I managed to swallow, and quite enjoyed the taste. I think it was after the third swallow that I really managed to savour the flavour, and I quickly decided I liked it.

"Well done, Jeff! Well done!"

I looked up at Frank and grinned.

"Another first time for you?"

"Yes."

"You will soon be very experienced at it."

"As a result of your expert instruction."

"It is possible for two mates to do it to each other at the same time."

I thought for a moment, as I worked that out. "Have you done it like that?" "Yes, many times."

"Is there anything you haven't done?"

"Oh, yes. Quite a lot."

"What sort of things?"

"Kinky things. Tying one person up, spanking or beating the person, I'm not into that sort of thing."

"Glad to hear it"

"But there are some who like doing all sorts of things."

We lay side by side, arms and legs around each other. We gave each other the occasional kiss. I thought over all I had learnt from Frank. I decided I liked him a lot.

"Now it's your turn."

This time, instead of lying on my back, he pulled me onto my side. He pushed himself down the bed until his head was level with my cock. He played with it using his hands and then he began with his tongue and lips. Then, with one hand he began to feel my bum cheeks. He ran his fingers lightly up and down the crack between them, each time a little harder, and getting a little further in.

He started concentrating on my arse-hole. I enjoyed the feel of his finger running over it. He broke off from sucking, "Do you like what I'm doing?"

"Yes, both what you're doing with your mouth and with your finger."

"Good."

He resumed sucking and started applying a little more pressure to my arse-hole. I wondered where it was all leading. Because it felt so good I didn't ask. Then I felt the tip of his finger go in. He swirled it around a few times before pulling it in and out. They were not big movements, but each inward push went a little further than the one before. To my great surprise I was really enjoying what was happening to me. Unfortunately it was not long before I climaxed and shot my load into his mouth. He took his mouth away, and pulled his finger out.

"Like that Jeff?"

"Yes."

"It wasn't going against your strict potty training?"

I laughed. "I think it was, but I enjoyed it. I had never thought about doing that."

"Really? I find that really difficult to believe."

"Well it's true."

"A lot of pleasant things can be done round there."

"Such as?"

"What about my cock going in instead of my finger?"

"No! No! Your cock is far too big and thick. It'd never get in, at least not without splitting me in two."

"It could get in. I agree it may well hurt you the first time, or even first few times. But once used to it, you would be wanting me to get it in you every time."

"Have you had one in you?"

"Of course. Many times."

"Greg?"

"No. We never went that far."

"I am not sure about it."

"Fair enough. I won't try to do it, unless you want me to." He paused. "Next time will you want me to try it with my finger again?"

I thought for a moment. "Yes. I think so."

He gave a small laugh. "I'll soon have you giving it to me, and taking it from me."

"Me fuck you?"

"Yes. Why not?"

"I'll have to think about that."

"Plenty of time. I enjoy enough what we have done already. It is up to you when you want to have the next proper lesson. Until then it will just be revision."

I laughed at his use of school lesson language.

"So, Jeff. How many boys at school have you played around with?"

I tried to do a quick count. "Some where between half a dozen and a dozen."

"None of them wanted to do some fucking?"

"No. I think we're all a lot of beginners when it comes to this sort of thing. You've broadened my horizons."

"Or led you astray." He got closer and gave me a kiss and took hold of my cock and began playing with it.

"I like your leading me astray." It was my turn to kiss him, and take hold of his cock.

"I've enjoyed leading you astray. You told me the other time about the guy in the shelter. Who was next?"

I thought hard. "I'm not quite sure. That incident in the school shelters was the first time I shot my load. There had been an interest in cocks before that. Handling each other's, and rubbing them together."

"You liked that?"

"Of course."

Frank got closer so our cocks were together. Both were hardening again, and it felt good.

"I remember one incident. Two or three of us had been showing each other our cocks in the bushes, might even have been starting to toss each other off. And we were interrupted by some other boys from our class. They disturbed us and we ran out of the bushes. These other boys were a sort of gang. We didn't have much to do with them. We didn't really like them. Well, later that day the leader of that gang came up to me. What were you doing in those bushes, Jeff?' I can't remember what I said. Where you playing around with your cocks?' I nodded. I thought I was in for a bashing, he smiled. `Would you do it with me?' I was amazed I never thought Terry would ask to do it with me."

"Did you?"

"Yes. A number of times. Until he left school, he didn't go on into the sixth."

"Was it good? What did you do?"

"All we did was to toss each other off. He had a nice cock."

"Circumcised?"

"Yes. Most of the boys in my class are circumcised. He had quite a big cock. He has ginger hair, and the hair round his cock and balls is ginger."

"Good for you. Your cock is getting hard again."

"So's yours."

"Do you want to try doing it to each other at the same time?"

"Yeah," I answered.

"We can either do it side by side, or one on all fours with the other underneath sucking on the dangling cock."

"Side by side, at least to start with."

We adjusted our positions and so adopted what later became known as the 69 position. We were both near enough the same height. The difficulty comes when one guy is appreciably taller than the other. We sucked slowly, and stopped from time to time to talk. But eventually we both shot our loads into each other's mouth. If I remember correctly I came first, I always tended to, and then soon after my mouth was filled with Frank's spunk.


This pattern continued for several weeks. I would cycle round to Frank's house most Saturday afternoons, and was there for two or three hours. Often we would get ourselves a drink half way through proceedings. `Our half time break', as Frank used to put it. All the time I was thinking about his cock going up my arse. I think he would have done it the other way, and let me do it to him, but I did not want to ask him to do something I was not prepared to do. I continued to enjoy more and more his fingers at work. Often I left Frank's with a slight stinging sensation around my arse-hole. It was not unpleasant. I now know, of course, that he was stretching me, preparing me for the grand entrance.

Then one Saturday I decided to go for it. "I want you to try to do it today, Frank."

"What do you mean? Stick my cock up your arse?" he added enthusiastically.

"Yes. But you will stop if it hurts too much, won't you."

"Course I will. I don't want to put you off for life. I will be wanting to go that way again, many times." He laughed.

We went upstairs and got quickly undressed. We lay on the bed.

"You're sure about this, Jeff?"

"Yes, I've been thinking a lot about it over the last few weeks."

"I'll stop the moment you say. Get on the edge of the bed, as though you were saying your prayers. That way your bum will be nice and accessible. I'll prepare you with some Vaseline, and my fingers, and when I think you've opened up enough I'll try to get my cock up you."

I got into position, and he ran his hands over my bum cheeks. Then he started working at the hole. He had done this many times before.

"Relax, relax." He reached over for the Vaseline. "This may feel a little cold at first, but it will soon warm up." I could feel that he had put a good dollop of Vaseline on the target. He resumed working with his fingers. "I've done this before, so it won't hurt. Just relax." I felt one finger go in and very soon a second. "The more you relax the easier it will be." He continued with his fingers. Then after a while he added, "I've got three fingers in, so keep relaxed and I'll see if I can get what really matters up there."

I think that with his other hand he applied some more Vaseline to his cock. He moved to get into position. I could feel his cock against my arse- hole. I'd felt that before, and liked it. This time he pushed. He pushed steadily, not a jerking thrust like a battering ram, but steadily. "It's a strange thing, but I find if I start using my muscles as though I was wanting to shit, I open up more quickly."

I did what he said, and I felt his cock go in a little way. I felt as though I was going to be split in half. Having got that far, Frank stopped pushing, but just held it there. "All right, Jeff?"

"It's stinging as though I am tearing."

"I know it does the first few times, just tell me when that pain stops, and just relax. You've tightened up because this is something new, just relax."

I had tightened the muscles all over my body. Slowly I relaxed them. The stinging sensation began to fade. "It's gone now."

"Good. Let's see if we can get another eighth of an inch in. He pushed slightly, but I concentrated on keeping my body relaxed. Slowly, very slowly, I felt his cock get deeper into me. I was feeling very full down there. Then I felt his pubic hairs against my bum cheeks, and I knew that he was almost all the way in.

When he was fully in, he stopped moving. "Well, Jeff, that's it, can't go any further. Is it hurting?"

"Slightly, but not too much."

"Good, relax and enjoy it."

Frank just held it there, I relaxed some more. I began to enjoy it. I could now begin to understand why Frank had wanted to do it to me; not just for his pleasure, but because he knew it felt good.

"Do you think you can wriggle up on the bed without me slipping out of you?"

"We can try." In a series of small moves I got myself face down onto the bed, with Frank on top, and his cock still in. There was a certain amount of laughter as we manoeuvred into this new position. He was now able to lie fully on top of me. I could feel his hairy legs along side mine, his stomach and chest were on my back. He kissed my neck and whispered in my ear. "I hope you are enjoying this as much as I am."

I gave my bum a little wriggle.

"I take that to mean a `yes'."

"It is so warm, and though hard is in some way smooth."

"That's all the Vaseline. No, that's not quite true, there is more to it than that, our hard cocks always feel smooth because the skin moves so easily up and down the hard shaft."

I don't remember how long Frank remained still, it must have been for quite a while. Then he started to move. They were little movements at first. Then he slowly increased both the extent and frequency. But not for long. "I'm going to shoot, Jeff."

He thrust harder and deeper, for a moment nothing happened then I felt his cock throb mightily within me, and something hot and wet pour into me. This happened four or five times. He lay panting on me.

"Thank you, Jeff. Thank you for that." he kissed my neck and behind my ears a number of times.

"I should be saying thank you to you."

"Did you enjoy it?"

"Yes, very much."

"Your first time."

"You are giving me a number of first times."

"I think you will always remember your old friend, Frank."

I felt his cock begin to go flaccid within me. I don't think I did anything, it just slipped out. Frank got off me.

"I'll just clean up." He went into the bathroom.

I turned onto my side, and watched him return to the bedroom, his cock now swinging loosely. He got onto the bed and lay beside me. "I suppose you'd like to do the same to me now?"

"No. I want to do that next week. Two firsts on one day is too much of a good thing. I want to look forward to next week."

"So how would you like me to deal with you?"

"Suck me off, please. I enjoy that so much." I lay on my back and he went down so that he was kneeling over my feet. He pushed his face into my groin, licking and kissing. He attended to my balls, and then began to work on my cock. He took a long time, never quite bringing me to the point of no return, until I was desperate.

"Go on, Frank. Stop teasing. I want to shoot my load."

Only then did he suck me until my spunk was pouring out into his mouth. It was a good time, but all times with Frank were good. He swallowed all my spunk, and we lay back on the bed together.

"So, Frank, when did you first have a cock up your arse?"

"I was in the army. I got called up at the very end of the war. The training was serious in the summer of 1945 as we all thought we would be going out East to fight the Japs. But Hiroshima and Nagasaki stopped that. I am thankful or I might have been pushing up daisies, or their oriental equivalent, if the war had not ended that August. When the army is not sure what they want to do with you they send you on a course. I was sent on this two week course; it was run by the Ed. Corps [Education Corps] as they thought they might be wanting men to teach other men to read and write. There were quite a lot of soldiers in the army who could barely read or write. It was thought they would be better citizens on their demob if they could read and write. The course was held in a minor stately home. It had become a prep. school in the agricultural depression of the early 1930s, and then was commandeered by the army. It was a small place and there were just twenty of us on the course. It was a very slack, relaxed outfit. No guard duty, or inspections. We spent most of the mornings working, but then in the afternoon we were sent out to play football, or go on a run, or one of the Ed Corps sergeants thought up some game that had us running around all over the country."

"Where was this?"

"Down in Devon. Nice country, lots of woods around, and a small lake, or large pond in the grounds. The bedrooms had just three or four beds in each one. I was in a room with four beds, but there were only two of us. It was good to have some more space and a little more privacy after the closeness of a barrack room.

"I was sharing this room with a Lance-Jack [Lance Corporal]. He been injured in the Ardennes do in the autumn, when the Jerries caught the Yanks napping.

But he was fit and able in September `45. I think he was about a year older than me, which would mean he was about nineteen or twenty. Lance Corporal Jones! His name is coming back to me. Peter Jones.

"After we had had our exercise we were expected to shower or bath. The water was never warm enough for a bath, and showering was - in, under, quick soap, quick rinse and out. There were just two showers in one place, and another couple elsewhere. As we all wanted to shower at the same time each room took turns, no more than five minutes each.

"I showered with Peter Jones. So we saw each other properly naked. The water was almost cold, so we were jumping up and down, and our vital equipment was flopping around. I noticed he was looking at me."

"And no doubt you were looking at him!"

"What on earth makes you think that? Of course, I was. And a nice eye full it was too. We ran back to our room to dry off properly, leaving the shower to the next couple. We were drying off, when he says, You've got a nice body, Frank.' Glad you think so, so have you,' I replied. Does that piece of equipment get regular use?' he asked. Of course, I toss myself off nearly everyday.' I think we all do. Ever stuck it up a bint?' [See footnote] No. Have you?' I asked. He was standing drying his tool very carefully, and I noticed it was hardening. No, never fancied a bint.' I thought for a moment and decided to be bold. You swing the other way then?' He nodded, When I can.' Done it much?' I asked. He nodded,. And you?' It was my turn to nod. Want to tonight?' I nodded again. `Fine then, after lights out.' Once the agreement was made we quickly got dressed and went for our meal.

"If I remember correctly we all went off for a drink that evening. We did that most evenings, as there was nothing else to do. It was a two and a half miles walk to the pub. There was a lot of laughter and larking around. The war was over, we had survived, and we'd soon be demobbed."

"So what happened that evening?"

"When we got back to the school it was almost lights out. So it was clean teeth, have a piss, and into bed."

"Pyjamas?"

"We were supposed to wear something in bed, but by mutual agreement we did not. We got into our own beds, and turned the light out. We talked quietly. Then we heard someone call out Lights Out,' and we knew that was it for the night. I heard a movement, and felt Peter come to my bed. Move over, I'm coming in.' There was not much room as it was a single bed, and well used so there was a real dip in the middle. We were forced to be close, almost forced to have one on top of the other. We cuddled, and chatted. We told each other a bit about our sexual stories. Our hands were feeling each other all over. I noticed his hand and fingers were concentrating on my arse. Frank,' he said softy. I'd like to get my cock up there. It's months since I have shot my load up a man, especially a man with a nice bum like yours. What do you say?' You'd be the first!' You've never gone all the way?' he said in great surprise. I've sucked many times, and played around but never that.' Cor! A virgin arse-hole. I've only had a virgin arse-hole twice before. Can I?' Won't it hurt?' A little, but I'd be careful,' was his reply. `We need some grease to help it slip in. I haven't got any now, so tomorrow we'll to it. For tonight let me give you a good sucking.' That was difficult in the narrow bed, but we did it. He was good at it, I hope I gave him as much pleasure when I sucked him off soon after.

"After lunch the next day he came up and whispered in my ear, I've got some grease. Nicked it out of the kitchen!' Immediately after lights-out he came over to my bed as the night before. We began with a long cuddle, with plenty of feeling and stroking. It was good to be back making it off with another man, it had been one-handed jobs for so long. Ready to be fucked, Frank?' he asked. `If you're careful. How's the best way?' He suggested that I got on all fours on the bed with my arse nicely in the air."

"Like a dog?"

"Yes, its often called doing it doggie fashion. I got into position, stuck my arse in the air, and he proceeded to grease me up, as he termed it. I think he was using butter or margarine. I soon felt nice and slippery. Then he got into position, and I could feel his cock getting dead on my target. But he didn't do it like me, he walloped it in, in one almighty thrust."

"That must've hurt."

"You can say that again. I felt as though I was being slit in two. It was a wonder I didn't shriek out aloud, and waken the whole place. That bloody well hurt a lot,' I said. But he remained absolutely still having got in. Does it hurt as much as when it went in?' he asked. No.' The pain will soon lessen, and then you'll begin to enjoy it.' Why did you do it like that?' That way you get the pain over and done with in one go.' He remained absolutely still, there was no movement inside me. Yes, the pain slowly decreased. Then he suggested that if I liked I could lie flat on my stomach, and he would remain in me. We slowly accomplished that move. He remained still for a long while, encouraging me with quiet words. The pain eventually disappeared. Then I felt his cock twitch inside me, you know what I mean?"

"Yes, you did it in me. Felt great."

"It felt great in me. He began to move more and more, and then started moving his cock up and down inside me."

"And you liked it?"

"Yes, just as you liked it when I did it with my cock inside you. Eventually I felt his tense up, and I knew what was coming. He shot a hefty load of spunk up my arse."

"And you enjoyed it. My arse stung for the next couple of days, but it was a nice feeling because it reminded me of what Peter had done to me. Your arse will sting a bit for a couple of days, Jeff."

"Did he do it to you again the next night?"

"No. I didn't let him for a couple of nights."

"Did you do it to him?"

"No. He said he wasn't ambidextrous!"

We both laughed.

And yes, my arse-hole stung for the next couple of days.

Two more chapters to follow.

Footnote:- Bint. A word widely used in British Army for a woman of easy virtue. Comes via Egyptian from Semitic Arabic, and interestingly Hebrew, girl or daughter. I am not sure how widely it is used to day, but it was very widely used in the army when I did National Service about that time.

Jeffrey = jeffyrks@hotmail.com

Next: Chapter 4


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate