Date: Mon, 15 May 2023 09:06:50 +0000 From: R A Coole Subject: two-nineties-sexplorers This is the continuing story about an English boy called Michael, following a magical holiday that he had in Spain, when he was twelve years old, and his Dad taught him how to masturbate. I am hoping to post another in this new series quite soon. Please do drop me a line if you enjoy my work - racoole@proton.me If you haven't already seen the beginning of Michael's story then do please visit the directory in the gay incest section: https://www.nifty.org/nifty/gay/incest/a-nineties-sexplorer/ If you liked that one then do also check out a long series that I have already posted in the bi young friends section. Here's the link to that directory: https://www.nifty.org/nifty/bisexual/young-friends/the-sixties-sexplorers/ Oh, and to help maintain this fantastic site please donate to Nifty using the link https://donate.nifty.org/ Two Nineties Sexplorers - Part 1 TEACHING JAMIE As soon I got back from that wonderful holiday in Spain when I discovered all about masturbation, I began to wonder again how I could talk about it with my best friend and classmate Jamie. I had asked Dad about it when we were on holiday and he said that he thought that it would probably be OK for me to at least `test the water' carefully, to see how he reacted. While I decided to talk to him as soon as I could, unusually for me I found that my courage failed me on lots of occasions. Weeks passed by without me finding what seemed like a really good time to bring the subject up. Jamie didn't live far from us, so in addition to seeing each other at school, we were also often in and out of each others' houses at weekends. Despite that, somehow we had never spent the night together. I was beginning to think that I would never ever get the chance to say something to him when, out of the blue, I had some very interesting news. I got home from school one day just before the autumn half term break and Mum asked me how I would feel about going abroad for the week with Jamie and his family. Apparently Jamie's older sister Ellie had had a 'better offer' from her bff and her family, so she was going to spend her break with them. That meant that Jamie would be on his own and apparently his parents thought that having me along would make the holiday more fun for him. I was seriously excited on two levels. The first was the sudden and unexpected chance to go abroad again, if only for a week and the second was the thought that -- at last -- Jamie and I would get to share a room! No prizes for guessing my answer to the question then. So it was that less than a week later I found myself on a 'plane with Jamie and his parents, headed for an all inclusive holiday resort in the Canary Islands. We arrived at the airport in the late afternoon and the coach ride to the resort felt as if it took even longer than the flight, so it was quite dark by the time that we finally arrived at our destination. We got there so late that there was just a cold buffet set out in the dining room. After eating ravenously we had a quick tour around to see what was there and that was about all that we could manage before it was time for bed. I was thrilled by the twin-bedded room with shower room en-suite and thought that it seemed an ideal sort of private space where I would be able to teach my friend all about playing with his willy (as he had previously referred to it now and then). We both slept like logs, exhausted by all the excitement and the journey. When I woke up, not long after it got light, I found that Jamie was already awake and looking across at me. 'OMG were you watching me sleep?' I asked accusingly, 'Don't tell me .... I was snoring, or worse maybe, dribbling onto the pillow?' Jamie giggled. 'No, neither actually, you looked very peaceful, kind of like an angel really.' He flushed as he said that, perhaps feeling that he had said something wrong. 'Have you been awake for long?' I asked, stretching and yawning hugely. 'No, not really, I woke up dying for a pee actually.' 'Wow .... same here now that you say that. Oh, but my willy is SO hard!' I complained mischievously, interested to see how he would react. 'Yeah .... what's THAT all about?' he laughed, 'Mine's always like that when I wake up.' 'Mine goes so hard that I swear that if I tried to make it point at the floor it would snap off! Mum got so mad at how often I ended up peeing on the floor in the bathroom first thing, that in the end she said I should do it sitting down on the loo and leaning forward as far as I could. Do you have the same problem?' '`No, not really,' said Jamie, frowning in puzzlement. 'Mine does get pretty hard though.' 'Maybe yours doesn't stick up as much as mine does. Look,' I hopped out of bed, naked as always and stood facing Jamie so that he could see my erection. His eyes widened. 'Wow, Michael, yours does stick up way more than mine does. I never saw anybody else with a stiffy before. It looks really cool actually.' He swallowed and licked his lips slightly, so I knew that he didn't mind what he was seeing. I grinned at him and went into the en suite shower room to do my best to empty my bladder without wetting the floor. When I got back into the bedroom Jamie was lying on top of his bed wearing just the little sleep shorts that he had put on the previous night. 'Wow, I needed that!' I exclaimed and he grinned widely. 'Well it made your willy go soft again anyway,' he observed, smiling at me. 'Yeah, not that it'll stay that way for long though. I don't know about yours but my willy seems to spend more time stiff than soft these days,' I confided, waggling my eyebrows at him. 'Ooh .... that's happening to you too? I'm SO glad to hear you say that,' said Jamie, giggling and smiling at me, 'I thought that maybe there was something wrong with mine, coz its stiff way more than it ever used to be!' 'It feels kind of nice when it's like that though, don't you think?' I asked. 'Yeah .... that's true,' Jamie nodded vigorously in agreement. He looked at me speculatively. 'I've been wondering, Michael, did you forget to bring your pyjamas with you?' 'No, I don't actually think that I own any pyjamas, to be honest. None of us ever wear them at home. Mum did ask if I thought she should go out and get me some for this holiday, but I didn't figure that you'd mind if I slept in the nude. You don't, do you?' 'No, `course not. Hey, you mean that everybody in your family goes nakie? Do you get to see your Mum without any clothes on?' Jamie's eyes sparkled with excitement. 'Yeah, I get to see Mum and Dad naked. Always have for as long as I can remember. Hey, have you ever seen Ellie in the nude?' I asked, most excited at the thought. Jamie's older sister was several years older than us and had a spectacular figure. Even the thought of her in her birthday suit was enough to make my peeni quickly thicken and stand up proudly. 'Oooh, Michael, you've got a stiffy again. Is that from thinking about Ellie naked?' Jamie's perceptive question was enough to make me blush a little and I nodded. He smiled then and told me that he had actually walked in on her in the bathroom quite recently and had been treated to an eyeful of her completely starkers. 'It was kind of weird though actually. It made me feel really excited and I got a seriously hard stiffy!' he admitted, blushing even more than me at his confession. Grasping the opportunity that I'd been offered I immediately asked: 'Did it make you feel excited enough that you had to go and rub your willy afterwards?' Jamie looked at me blankly and much as I had expected and rather hoped, I realised that he had no idea what I was talking about. I was delighted and promptly told him that there was something absolutely great you could do when you felt excited inside and your willy got stiff. I explained that you kind of rolled the skin up and down over the end and that it felt fantastic. I also did my best to explain that the special feelings that you would get if you did it for long enough felt unbelievably good. He obviously had no idea at all about what I was saying, but he seemed extremely interested especially when I told him that ever since I had found out about it I had been doing it at least twice a day. I was getting harder and harder from talking about masturbation so much and I REALLY wanted to have a rub and get some speffees, so I took a big breath and asked Jamie if he wanted me to show him how to do it. His eyes widened with delight and he quickly said 'Ooh, yes please.' Just as I had thought it would be in my fantasies, I found it a real turn-on to be about to show Jamie how to masturbate. I reached over and took the small talc shaker that Dad had given me to keep in my backpack and sprinkled some onto my hand. I then gently peeled my foreskin right back and covered the head with the powder. Jamie was watching me keenly, his eyes dancing with excitement. Moving over I perched on the side of my bed facing him and placing my thumb on the top side and first two fingers on the bottom of my peeni. I told him that this was a really good method to use and started moving the skin back and forth over the head of my peeni in a `now you see it now you don't' motion. As I kept moving the skin up and down slowly, I explained to him that using talc made the head smooth and dry before starting and also told him that something like baby oil or coconut oil instead would make the wank feel really slippery and delicious. I also explained that with older boys such a rubbing session would eventually result in the ejaculation of lots of squirts of white sticky sperm. I then said that even though I hadn't started making sperm yet, the special feelings that I got right at the end of each of my sessions were still unbelievably fantastic. I kept it up and slowly the sensations began to overwhelm me and I started to pant with excitement. Jamie looked worried and asked if I was OK and I explained how incredible I was making myself feel. I said that it usually made me pant and even moan sometimes. As the sensations began to intensify my entire body convulsed involuntarily every now and again and I explained that that too was a normal part of the process. Then all of a sudden the particularly wonderful feelings started that told me that I was fast approaching the point of no return. I released my erection and told Jamie that I was almost starting to get the special feelings and that when this happened I would let go of my willy like I just did and would wait for the feeling to go away a bit before starting to rub again. (As my lessons with Dad had gone on, he had taught me the finer points of edging.) Jamie watched my peeni as it jerked up and down regularly to every beat of my heart. He asked why it was moving like it did and I explained that it was because I was terribly sexually excited. All he said was a long 'Waaaaow!' I was enjoying my teaching time so much that I asked if he wanted to see how to do it using oil rather than talcum powder. He said 'Yes please!' so I stopped rubbing myself and slipping off the bed I padded across to my backpack again and fished out the new coconut oil that Dad has also got for me for my holiday. I spread some over my hardon and actually lay right down onto my bed and settled back against my pillows. I told Jamie that this was probably the most exciting way to do it and that he may feel the same way too. I started stroking again with nice long full pumps and a full fist while Jamie watched closely. After a while he asked when I thought I would get the speffees and I said I was sure it would be soon. I came close to it once more then stopped while my cock did its heart-beat dance again. After another little rest I told Jamie that the next time I wouldn't stop when I knew I was going to cum. I slowed my hand's pace down to a very slow but steady stroke. I still didn't want it to end really, but at the same time I was craving an orgasm strongly. Soon afterwards it started to build again. I explained to Jamie what was happening to me and I stroked my peeni just a bit faster until suddenly I was getting close to where I knew I simply wouldn't be able to stop. As I gave in to the feelings completely, I groaned: 'OK Jamie .... here I go!' I then let out a high involuntary whimpering cry and writhed on the bed in total ecstasy as my cock pulsed and pulsed and pulsed in my hand. Jamie watched me wide-eyed as I kept thrusting wildly into my hand until my orgasm gradually died away. Once I stopped rubbing myself and relaxed back onto my bed, Jamie, his eyes sparkling with excitement, asked if I really thought that it would really be possible for him to get some of the special feelings himself, just as strongly as I obviously had. I asked why he didn't give it a go right then to see if he could. I said I would be there to guide him if he needed it and then he would know how to do it for sure. Of course it was really an excuse for me to watch him masturbate, but I did want him to learn properly too. Jamie didn't say a word - he just got off his bed and dropped his sleep-shorts. I sat back waiting to see his erect cock and there it was sticking out - hard as a metal spike. He was still totally hairless which I thought looked adorable. Although he was still a few inches shorter in height than I was, also like mine, his penis was just starting to get that bit bigger and I noticed that his balls were definitely growing and looked bigger in their sac, held tightly against the base of his erection. I offered him the coconut oil bottle, but he said he wanted to try with the talc first just like I did. He peeled his foreskin right back onto the shaft then and I was enchanted by the look of the swollen purple coloured glans that lay beneath it. He held out his hand for some talc and spread it all over his cocklet, until he said that it felt smooth and dry and silky as I had told him it would. He sat down on the edge of his bed and I watched him keenly. Jamie started to rub himself in exactly the way that I had shown him and he looked like a natural, as if he had done it a hundred times before. He said nothing, just slid his foreskin regularly up and down over his glans. I asked him how it was feeling. He said it was pretty good but not great yet. After a while I offered the baby oil again and this time he held out his palm and then spread it over his cock like I did and started to stroke again. He only made about 5 full strokes before telling me that it felt really good. I was getting hard again from watching him, so I went right back to work on my own stiffy. I told him to stop when he felt like he was going to sneeze in his willy area. A few seconds later he stopped and then a look of apprehension came over his face. 'Jeez, it has started to feel really weird. I think the speffees might have been coming, but actually, Michael, it was a bit scary!' His slippery cock was bouncing up and down to the beat of his heart too and I told him that by the looks of things I reckoned he might have been right. 'Wow! It's way scarier than I thought it might be though,' he said doubtfully. I took a deep breath and asked him what I had really wanted to ask him all along. 'Jamie, do you think it might be a good idea if I took over rubbing your willy for you? I'd really love to be the first to make you get the special feelings and I think you'll get them easier if I help you.' Jamie looked at me steadily for several seconds. 'Oh God, would you Michael? I think I'd like that very much.' Sitting on my bed with my legs apart, I got Jamie to sit between them and reaching round with both hands, held his skin tight back on his shaft with the left and rubbed him with the right. He started making mmmmmmm noises straight away. Then he began to pant loudly and his body jerked and juddered involuntarily. I can't even begin to explain how exciting it was. Then he started to whimper and shake and then .... and then .... he was THERE and actually let out a loud scream as the sensations tore through him and he had his very first orgasm. I felt his stiff hairless cocklet pulsing and jerking strongly in my hand as he thrust erratically into my fist. Slowly .... slowly .... I slowed down my rubbing action and then finally it was over and I stopped. I held on to Jamie's cocklet gently then, until it eventually went soft. I asked how it had felt and he gasped with delight. 'Oh .... My .... God, it was absolutely awesome! When can we do it again?' I laughed out loud at his enthusiasm and so did he and we ended up in fits of giggles on the bed. I was beyond horny by this point as you can probably imagine, so I said to Jamie: 'It's your turn to do me now, OK?' Jamie nodded eagerly and we swapped places. Reaching round just as I had done for him earlier, he took hold of my rock hard cock and began to stroke it. It didn't take long before I too let out a high wail of pleasure as the familiar feelings engulfed me and my erection jerked and pulsed in his hand. Jamie seemed as delighted as I was that he had been able to make me cum and thanked me again and again for teaching him how to do such a wonderful thing. I laughed like anything and told him it had been my pleasure. We were both a bit sweaty and oily too, so we went through and had a shower together, all the time talking about what just happened. Not surprisingly we both got hard again. Drying off quickly we returned to the bedroom. Before we got dressed we couldn't resist applying some more talcum powder and jacked ourselves off while watching each other keenly. The rest of the holiday passed in much the same way. Whenever we could manage it we had our pants off and played with ourselves or each other. When the holiday finally ended we both agreed that we couldn't remember ever having had more fun together! ****** That's it for Part One. I hope that you enjoyed it. Please do take a moment to let me know if you did. - racoole@proton.me I will soon be adding the next episode of Michael's continuing story to the 'A Nineties Sexplorer' directory in the gay incest section, so do look out for it. Oh and do please consider donating something to Nifty. What would do do without this fantastic site?