Playing With Dicks – How boyhood experiments turn into teenage degeneracy – Chapter 08

Chapter 8 – The Internet – The power of porn on impressionable young minds makes us finally take it all the way, we learn to fuck and love it!

WARNING: For patient readers only!

PLAYING WITH DICKS is a very long novel, for context please go back and start reading at chapter 1, you will be lost if you try and pick up the story from here. Or if you’d like to skip ahead, go to the recap at the beginning of the next section and start there, this book will be divided into standalone parts with summaries in between, clearly marked in the titles.

Playing With Dicks

How boyhood experiments turn into teenage degeneracy

Chapter 8 – The Internet

A few weeks before we had to head back to school at the end of the summer, things were a bit scattered because guys were disappearing for days on end going for road trips with their families, going to camps, and actually doing summer vacation type shit. Everyone wasn’t always available all the time, we did have somewhat normal lives to live after all. But it didn’t matter who was around when or where, we all had enough secret blowjob buddies by then that it didn’t even slow us down. Some of us were still pushing the limits and still getting more perverted all the time, and Grant and Chris were always around.

One day it was just me and Jay heading over to The Dungeon early in the afternoon, and when we got there Grant and Chris were suddenly hyper excited and said they had the coolest thing ever to show us. They hurried us downstairs and took us straight to that fancy new computer in the corner of the room, told us we were never going to believe this. We’d played some cool video games on that machine a little bit, but from their level of excitement I knew this wasn’t just some fancy new game they wanted to show us.

“Check THIS out!” Chris said, pointing to a little box sitting on the desk next to the monitor, plugged into the phone line. I was barely computer literate, not like Chris who was a super nerd, but I understood from the context it was a modem, they were finally online on their very own private computer!

“No fucking way, you guys got THE INTERNET?!?” Jay said, getting all excited and realizing the potential implications. Poor kids like us could never imagine having our own computers in our rooms, let alone our parents trusting us to go online, and it was such a mind blowing moment. Not because we were super dirt poor in comparison, but it was still early enough in internet history that they were pretty early adopters, having a home connection was expensive and still dial up only.

“You know what this means,” Chris said as he fired the computer up.

“That’s crazy, did you find anything cool?” I asked, still barely even understanding what the internet even is, but knowing enough to know what’s out there.

“Yeah we did,” Chris replied, “but we can’t go online now, my dad will kill me if we take up the phone line!”

“So, you can’t even show us anything?” Jay asked all disappointed.

“No, we can,” Chris said, “we downloaded some stuff and I got it hidden and saved.”

“Umm, what kind of ‘stuff’ do you mean?” I asked nervously, “like, did you guys look up porn?”

“Yeah, what did you think?” he replied, like it was so fucking obvious that’s exactly and only what the entire internet is for. I still barely understood how any of this computer stuff worked, but we were all about to get a lesson. The two of them had spent the last night staying up late and putting Chris’s nerd skills to work, dialed in when their parents were asleep, searching around for all kinds of pornography and downloading whatever was worth the bandwidth.

Chris was clever enough with computers that he knew exactly how to show us all the local cached versions of the websites they went to without having to dial up, and he explained how search engines work and how there’s thousands of websites about absolutely everything, and tons and tons of every kind of porn imaginable. A lot of his explanations were way over my head and too technical, but I loved learning about all this high tech stuff and couldn’t wait to see the seedy side of it.

Rather than showing us half broken cached versions of websites Chris quickly skipped ahead and dug into the deeply hidden folder he’d downloaded a bunch of stuff into, the rest of us huddled around for a good look at the monitor. Now it wasn’t much and it wasn’t great resolution considering the limits of the technology at the time, but neither me or Jay had ever seen any porn before, and the shit they had saved blew our fucking minds. Over dial up it must have taken all night to download it all, they had about a hundred jpegs of various types of porn all saved in one folder.

It was half and half straight and gay porn, but all of it was absolutely hardcore. No boring softcore nude photo shoot type shit, every single jpeg they’d taken the effort to download had some kind of sex act in it, and some of them were unbelievably dirty. Blowjobs and cumshots and facials gay and straight, guys fucking girls in every hole, gangbangs, guys fucking guys, gay orgies, a little bit of everything. Nothing too weird, no bdsm or animals or children or anything like that, mostly a bunch of hardcore group sex type stuff. But full on close ups of actual penetration, action shots and cumshots galore, and all of it taken from barely legal 18+ teen sites, straight and gay.

They didn’t have any videos downloaded because the speed and bandwidth weren’t quite there yet, most porn sites back then were still selling mail order DVDs if you wanted video. But the pictures were absolutely nuts, and I wanted to try everything we were looking at, so many interesting positions to try… And look – all these guys and girls taking a dick in the ass really look like they enjoy it! Obviously all the pictures were super staged and almost fake looking, but it was like another sales pitch begging us to give anal sex another try, especially all the gay shit. It wasn’t just some made up extreme fetish bullshit after all, seemed like a pretty standard skill for an average porn star to have, especially considering how much of what they downloaded was focused on anal. But maybe that was just their preference…

We all gathered around the monitor for a good look as Chris flipped through the pictures, until we’d gone through the whole set 4 or 5 times and all started picking out our favourite ones. We’d never seen any female nudity outside of National Geographic so the straight porn was absolutely fascinating, such perky firm tits, so many vaginas of different shapes and colors. It was so cool to see the sex actually happening in the pictures and not just implied, but honestly it was all the gay porn they had that was the most mind blowing. It was just so much more taboo for whatever reason, and it was all stuff we’d done to each other or wanted to do, and it was a bunch of 18 year old teen guys doing it.

It was all crazy to see and made my dick super hard, but we didn’t start jerking off to it or anything, we just stared at it all fascinated. Even Grant and Chris hadn’t actually seen porn before they’d somehow figured out where to download it, so it was just as new to them as it was to us, and this was no simple playboy or hustler mag. I was about to ask them why they had so many pics of anal and if they still wanted to try doing that again, but they had something even better.

Other than all the pics they saved, they had some HTML text documents they’d scraped off some sex chat forum or something, a whole bunch of “dear Hustler” type of confession stories people had written and posted, some of it seemed really interesting. Porn didn’t have to be pics, it could be written text too, and that wasn’t even the best part.

One of the pages they saved was literally an anal sex how-to guide for first timers. Some kind soul had gone to the trouble of writing it all out in a single concise article that explained everything anyone would want to know about anal sex. How to prepare and clean, enimas, douches, how to learn to relax your sphincter, the importance of generous lube, how prostate massage works, all explained in great detail that shamelessly made getting fucked sound like the greatest thing ever. As if the porn wasn’t enough of a sales pitch already, this literally spelled it all out for us and had everything we needed to know. We scrolled through it slowly as we all took our time reading silently to ourselves, and I couldn’t believe what I was reading, or that they’d actually found something like this so specific. The internet was young, but it was already a magical place, and Chris had it all figured out.

We read through it a few times until we started burning all the instructions into our memory, and not only did it inspire us to try fucking each other again, this time we were sure we’d figure it out. We almost convinced ourselves to go try right then and there, that fantastic bathroom of theirs with its huge shower was only a few steps away, but it was a little too risky in the mid afternoon like that. We didn’t want to be in the middle of an experiment that crazy if their parents came downstairs or one of our other friends decided to come over. The Dungeon pretty much had an open door policy so any friends could swing by whenever they want unannounced, so we decided to save it for later when we’d have some uninterrupted private time. Like if we spent the night, we could play around in the shower again if it was the right crew who wanted to experiment again.

Grant and Chris had slowly been letting a few more select friends stay the night every now and then, and some of those slumber parties were the wildest times any of us had, so much dick sucking and humping it was unbelievable. But if we were going to try fucking again, we weren’t just going to invite whoever wanted to come, this was some special VIP type shit saved only for the biggest perverts. Me and Jay were in of course, we immediately got to calling our parents asking if we could spend the night there, which was an easy yes. Matt would have been in too, but he was away with his family, and the only question was if we should invite any more of the club to sleep over. After a bit of debate we decided it’d be easier not to invite anyone else and keep it among us 4 for the time being, but we were already starting to pick who we were going to tell once we learned how to fuck each other properly.

We weren’t even missing that much of the equation, we were so close to figuring it out the last time, I’m amazed we never thought of something as simple as lube. Maybe if we’d just thought to spit on our dicks when we were trying to fuck each other then we’d already be way past this point, but how the fuck were we supposed to know? We were just immature innocent 12 year old kids, yet we still felt kind of stupid for missing something so obvious and not figuring out how to lube up before trying to stick it in. So now armed with all this new info and all the tips and tricks, we couldn’t possibly fail this time.

Me and Jay still had to run back home to get our sleepover supplies, but the preparations were already underway. Like the guide taught us, step one is to empty your bowels, so we all planned on spending some time on the toilet to make sure there wasn’t some nasty surprise waiting to push out when the time came. We weren’t at all equipped for enimas or anything like that, but at least their shower had one of those detachable wand heads so we could do some proper deep cleaning, and the guide even had some DIY enima ideas for guys exactly in our situation. Other than that all we needed to remember was to use some spit for lube, and all the tips and tricks to relax your anus. This was going to be the wildest night ever.

We ended up having our dinners back at home and went to meet back up in The Dungeon later in the evening. The 4 of us managed to keep our cool for at least a little while and watched another one of their movies that night, but about halfway through we couldn’t help ourselves and started playing with our dicks again. We started casually jerking off while still just sitting there watching the movie, then slowly starting getting more and more undressed. We kicked our pants off and peeled our shirts off and hung out naked just for the fun of it, still watching the movie but paying less and less attention to it.

As usual their parents went to bed pretty early, and the house fell silent again by the time the movie was over. We were all fairly horny and worked up by then, but this time even Grant and Chris were paranoid enough to want to double check their parents were all the way upstairs and would leave us alone for the night. So Grant got the brilliant idea to go up to the main floor to check if they were in bed or not, but he stupidly and bravely started going up the stairs completely naked. I didn’t know if he was just planning on putting his ear up to the door or just peeking out quietly or if he was planning on strolling into the kitchen naked or something, but it sure seemed counterintuitive to take such a silly needless risk when the point of going up there was to see if the coast was clear. Grant really was a brave one in the oddest ways, and we heard him crack the door up there just enough to look around.

Parents were gone, it was go time. We didn’t even think of going to browse through any porn again, we didn’t need that with the plans we had. The 4 of us eagerly rushed off into the bathroom together and quickly got the shower going. We brushed our teeth, used the toilet, and got in the shower to wash up. It didn’t take long until until we were thoroughly cleaned and as prepared as we possibly could be, and the tension in the room was high. At least we didn’t have Matt slowing us down this time, not to hate on the guy, but this group of 4 was all the most hardcore perverted and daring of the whole group and we didn’t want anyone hesitating or bailing out on us that night. This was serious business, we were actually ready to fuck each other for real.

I don’t know who was more nervous this time, because Grant and Chris asked if me and Jay want to try first again while they watched. Just like before it seemed logical to try with Jay’s slightly smaller dick first, and I wasn’t going to argue the point, I was dying to try it again and put what we learned to the test. So I agreed, but I stopped to give Jay a nice wet sloppy blowjob first this time, leaving his entire dick coated in a slippery slimy layer of spit.

Then I got up and bent myself over the counter again just like before, reached back to grab my cheeks and spread them, and told Jay to go for it. He got into position behind me and shuffled himself closer as he lined his dick up, holding the base of his shaft with one hand and guiding his tip to my hole. As he touched it ever so lightly I reminded myself to relax and tried to remember what the how-to guide said, so I kind of pushed lightly like I was taking a shit at the exact moment that Jay started pushing his dick forward, and it actually started sliding into me! It felt so weird as his hard and slippery shaft plunged through my anus, going right into my guts, all the way balls deep. We looked at each other through the mirror and he looked as shocked as I was, seeing and feeling his hard dick disappear into my hole.

Grant and Chris almost went nuts as they watched it happen, they couldn’t believe it either, like seeing one of their wild porn pictures in real life right in front of them. I almost wanted to turn around somehow so I could see for myself, but I didn’t dare move a muscle, it felt so strange I didn’t even know what to say. All 3 of them were dying to know how it felt and started asking me if it hurt or if it feels good, and I said I didn’t know yet. It felt weird, kind of like I had to poop, but it definitely didn’t hurt. His dick wasn’t too big to be stretching me out too wide or stabbing me too deep, and now that we used spit for lube there was zero friction or strange pushing or pulling, just a really weird full sensation that was impossible to describe.

It definitely felt like it was making my dick get even harder, and I was sensitive enough to feel all of Jay’s shaft pulsating hard up inside me. But since it didn’t hurt one bit and wasn’t even that uncomfortable, I told him to keep going. He finally started moving slowly, pulling out just a tiny bit and pushing back in, starting a bit of a fucking motion but incredibly carefully, asking me if it still feels okay. The sensation only got stranger, but it felt fine so I told him to keep going a little more. He pulled out a bit further and started thrusting some longer strokes but still really slow, and I started thinking I might get the hang of this after all. I was so proud of myself for pulling it off and being the first one to do it, and Jay was losing his mind over how good it felt for him. Even at that slow and careful pace he said it felt way better than a blowjob, it probably felt almost as good as pussy! He described it as soft and squishy inside, bragging how none of us were going to believe how good it feels when we try.

And by then I thought I’d earned my try, so I told Jay to switch with me, my turn to try on him now. He was eager to try so he pulled his dick out of me, which felt kind of weird and nice as it popped out, and I got up and turned around so he could give me a quick blowjob first. Just like I showed him he gave me the wettest most messy quick suck ever, leaving my cock dripping and glossy, and then we traded places and he bent over. I had the experience now which meant I’m the expert, so I reminded him how to relax those critical muscles as I stepped into position and lined my dick up, and I asked him if he’s ready as I gently touched the wet tip of my dick on his hole.

He told me to go for it and I pushed, but my dick was almost too slippery and it didn’t quite work. Jay took a deep breath and told me to try again as he forced himself to relax, and on the second or third poke it finally happened. I felt his smooth tight ring of muscle slip over the head of my cock and slide down my shaft, the end of my dick enveloped in warm squishy soft textures, entering him slowly just like I had always imagined. And it felt even better than I could have imagined, the sensation was unbelievably good as I kept carefully pushing deeper.

We were suddenly making it look so easy that Grant and Chris couldn’t take it anymore, Grant started sucking Chris off to lube him up and get ready so they could finally try too. I asked Jay if he was okay, he said it was fine and to keep going. Grant finished blowing Chris, stood up and bent himself over the counter right next to Jay. I just carefully held position with my dick deep inside Jay right as Chris got beside me and into position to fuck Grant. I couldn’t help but stop for a second to watch what would happen, and the two of them instantly figured it out just as fast as we did. I watched Chris’s big hard dick slide all the way into Grant’s hole, and now we were fucking in pairs right next to each other.

Jay and Grant took each took a moment to get used to the sensation as me and Chris carefully started sliding our dicks in and out of them almost in time with each other. Doing it right in front of the mirror was a genius move too, watching ourselves just made it even hotter. Neither Jay or Grant seemed to have any problems with it either, they agreed it felt super weird, but we weren’t hurting them and they let us keep going for a little while.

Every time I checked with Jay if he’s still okay he kept telling me to just keep going, he said he was actually starting to get why it might feel kind of good. His dick was still rock hard and he wasn’t stopping me from going a little faster, deeper, harder. Grant was even starting to look like he enjoyed it, they were both taking it so well that Chris had seen enough and wanted to trade spots with Grant, he was the only one left who needed prove himself.

As the two of them stopped to switch places, Jay told me to stop too, but only because he wanted to watch this time. So as Chris gave Grant a quick slobbery blowjob, I pulled out and gave Jay room to move into a position he could stare right down at the action as they got ready to fuck. I came in close for a good view as well as they lined things up, and it was crazy to watch as they quickly figured it out. Chris knew exactly what to do and Grant’s dick easily slid all the way into him, almost like they’d done it before. They started slowly fucking and we actually watched his dick sliding in and out, full penetration just like all that porn, and Chris took it pretty well too.

It was wild how quickly and easily it all clicked into place once we had those last few critical bits of advice from that how-to guide Chris had found online. It was almost too easy all of a sudden, and even more surprising, it didn’t actually feel that bad. After we’d all had that first round of our first ever real penetrations, none of us were willing to go so far as to say we liked it yet, but at least we all could definitely handle getting fucked. Turns out to be pretty easy after all, and we were willing to bottom for each other because of how amazing it felt on top. It seriously was like no other sensation any of us had ever felt, so even if it turned out to be a little uncomfortable, the getting would be worth the giving. We were immediately back on our strict rule of keeping everything fair and even on this one, nobody was allowed to be just a top or just a bottom, at least not among us 4 that night.

This streak of almost unexpected success kicked off the single craziest night of taboo fun we’d ever had, it rapidly turned into a full on foursome gay orgy. We hung around in the bathroom for a while longer and started trading off and taking turns fucking each other in every possible pairing, still just giving each other slow and short little fucks and getting the hang of it. We kept reapplying spit for lube between fucks by sucking each other’s dicks, not the least bit bothered by going ass to mouth back and forth repeatedly. We tried some different standing up positions and tried fucking each other while posing and watching ourselves in the mirror, as if watching your friends fuck right next to you isn’t exciting enough. It was crazy not only to do, but to really properly see the penetration happening.

After a while of that, we got bored of the bathroom and went back out the the living room and Chris got the computer fired up again. We took a little bit of a break while the computer booted up and he dialed up to get online, and he took a minute to go through whatever settings he had to mess with so he could hide his tracks. Because he was obviously headed straight back to the best porn he could find, straight to a gay twink site they already knew was good.

We all gathered around the monitor and started jerking off as Chris started browsing around with the mouse in one hand, playing with his dick in the other. Me and him had similar tastes, he was searching for the smoothest most youngest looking twinks, closest thing he could find to guys looking like us, but of course it they were all 18+ and it was all legal. But some of the stuff he found was pretty hardcore, and when he got into some awesome picture sets of gay teen orgies and gangbangs, that was the kind of inspiration we were looking for. Now that we finally figured out how to fuck, we wanted to try it every which way we could, and there’s no better way to get some ideas.

It seems almost ridiculous in hindsight, but we literally started imitating the porn pics we thought were cool and started experimenting with all kinds of creative positions, first in pairs and then started trying group stuff. We wanted to try it all, so we fucked each other doggystyle, spooning laying down on our sides, forward and reverse cowgirl, mating press, missionary, standing up, sitting down, upside down and sideways. We did spit roasts, 69s while getting fucked, 4 way fuck trains all going at it at the same time, pretty much everything we saw on that website and whatever else we could dream up. Those group positions is where the real fun started, and it felt crazy being in the middle of it having a dick in my mouth and one in my ass simultaneously, or getting my dick sucked while I was getting fucked, or being in the middle of a the stack fucking and getting fucked at the same time. It was the dirtiest, craziest, most gay bit of playing with dicks we’d ever done by a huge margin, this was on a whole other level now.

It was wild that all 4 of us learned how to take a dick in the ass so easily and quickly in that one night. After that nice and gentle warm up in the bathroom and experimenting with all kinds of positions in the living room, we still weren’t even going at it that hard yet. Every time we traded places or switched turns, we were still super careful as we penetrated each other and kept slowly getting the hang of it. Everything was very slow and gentle and pre-planned, still being so careful because we didn’t want to hurt each other as we plunged our hard dicks up into each other’s guts. Just because we were all willing to get fucked didn’t mean we were suddenly experts at it right away, and even though we were finally fucking for real we kept trading off and switching positions too quickly to really get into any good long fucks, still getting the hang of being penetrated. The sensation of a warm tight ass to slide your dick in and out of was so unbelievably good, but we were more obsessed with trying out every possible fucking position than we were about actually getting each other off just yet. As we all slowly got the feel for bottoming, topping felt so unbelievably good that we didn’t want to rush it and cum too fast either, we definitely wanted to stretch the fun out as long as possible that night and constantly switching things around kept things going and going.

Every now and then Chris would take a few second break to go scroll around and find some fresh porn for us to look at, and in that mess of a horny mindset I asked a pretty stupid question, just casually wondering if they’d ever found porn of anyone under 18, adolescent guys like us doing stuff like we are, or girls our age. I wasn’t that retarded so I knew how incredibly illegal and taboo such a thing is, but I was genuinely curious. We all knew that kind of stuff was out there and exactly how much trouble people get in for making and distributing anything like that, but I justified my question by saying I thought all the guys in all that porn were too old for us even though most of them were over barely 18, it’d be way cooler if they were closer to our age. I didn’t think they’d actually gone looking for any illegal porn, but I kind of wanted to see their reaction to the idea. And it was pretty shocking.

Grant and Chris both agreed it would be cool to see some underage porn like that, but said it was way too risky to go looking for it. And Jay seemed intrigued by the idea too because he was almost disappointed that Chris hadn’t found anything or didn’t go looking, and he asked if him even knows where to find illegal stuff like that, curious if he was enough of a computer hacker geek to know. It wasn’t that weird of a question after all, we weren’t talking about any kind of disgusting pedo shit, we just wanted to see some non-rapey teen porn if such a thing even exists, not any kind of evil molestation shit.

But even if we were dumb enough to go looking, once past that door, would we even want to see the horrors lurking there? How would we even filter out the very specific kind of stuff we’d be looking for from the rest of the undoubtedly evil shit out there in those circles? Of course it was way too crazy of an idea, and for once we really were talking strictly in hypotheticals, not seriously trying to plan anything crazy. But just the mention of the idea planted a seed in our heads and left us with certain devious thoughts that wouldn’t go away.

And who needs porn anyway when you can just watch your friends fucking right next to you? It was interesting how much being little exhibitionists around each other was a huge factor in all the fun, the best porn was happening right there in real life in front of our very eyes. That’s why we were having so much fun trying all kinds of creative positions, only really going at it 30 seconds or a minute at a time, then trying something else again, part of it was definitely just showing off and trying to one-up each other.

We kept at it until we lost track of time, and we’d tried copying every crazy group orgy position we browsed through in all that twink porn. And even after all that, there were still some new things depicted in the porn we hadn’t or couldn’t try. Jay was still only 10 years old, Grant and Chris and I were all 12, and none of us had squirted our first load of cum yet. Other than Jay we were hitting puberty hard enough that it could have easily happened any day by then, barely 12 might be a bit on the early side but totally within the normal age range when guys start producing cum and ejaculating. But it hadn’t happened yet and I didn’t know whether to be glad or disappointed about it. Because as cool as all those cumshots in the porn looked, none of us knew if cum was going to gross us out or not, and it was nice not having to worry about it whenever we finished each other off.

I had already been curious what cum tastes like and what it feels like to actually blow a load, eagerly awaiting that day to come, and whenever I was nice and horny I thought to myself that I couldn’t wait to try swallowing a load. Now that I’d seen pictures of guys (and girls) taking loads of cum in the mouth and looking like they enjoyed it, I really wanted someone to cum in my mouth even more. Eating cum would probably take the cake as far as the dirtiest most disgusting sex act any of us would be willing to try, and I didn’t know if me or the guys would have the stomach for it when the time came. I really hoped I would like the taste, being a cum eater sounded like good dirty fun, and it sure would make an easy way to clean up and destroy the evidence.

But if cum turned out to be the most disgusting thing ever, now that we’d learned to fuck at least we’d have another option for ways to make each other cum. If we didn’t end up liking the taste and didn’t want to cum in each other’s mouths, we could just blow our loads in each other’s butts instead. It would probably feel better anyway, because as far as we were concerned, we’d just discovered something almost as good as pussy.

We did gradually slow things down into some longer more extended fucking sessions as the night went on. Eventually we gave up with all the acrobatic contortionism of all the group positions we were trying, and paired off into simpler more comfortable positions, finally settling in to some longer, harder, deeper fucking. All of us were quickly learning how to control our ass muscles and getting penetrated kept getting easier and easier as we got warmed up and kept practicing. It got to a point where for me at least, it actually did slowly start to feel good. There are a ton of nerve endings down there after all, and now that there wasn’t any pain or uncomfortable friction, the only thing left was that strangely satisfying full sensation and some slippery sliding back and forth. I still didn’t fully understand the prostate part of the equation, but there was no denying how diamond throbbing hard my dick got whenever I had a dick in me.

From the way we were all letting each other go a little longer and harder each time, it seemed Jay and Grant and Chris were all starting to enjoy the feeling too. We started going long enough in pairs that we started edging, working ourselves up dangerously close to orgasm but backing off just in time, then trading places or partners over and over, now just sticking to doggystyle position bending each other over the big coffee table they had. We held off as long as we could, trying to extend the fun as long as possible until we were all starting to get sweaty and tired. Our dicks and holes were all wet slobbery messes, we had no idea what time it was, and someone had to finally just go for it and be the first one to cum inside someone’s ass.

I was bent over the table with Jay fucking me when he was the first to go over the edge. I don’t think he even meant to, he just lost control and it was too late, he seemed almost surprised when he said he was about to cum and sped up. He started pounding my ass harder than anyone before, long deep thrusts faster and faster until he suddenly stopped, and I felt his shaft pulsate inside me. After several long seconds of tension and release, he slowly pulled his dick out, breathing so heavily I wasn’t sure he’d be up to return the favor after that. He came incredibly hard, and I could only imagine how much cum he would have pumped into me if he was old enough. Jay just collapsed backwards onto his sleeping bag to catch his breath, and he sure looked drained laying there all sweaty and naked with his hard cock still glistening wet.

I wasn’t going to bug him to trade places with me right away, even though that would have been fair by the rules we’d set for ourselves. I just let him bask in the moment and wondered what was going on in his head. There was no going back from doing something this gay and perverted, so I hoped in his post nut clarity he wasn’t finally starting to regret something for the first time ever.

Meanwhile Grant was fucking Chris bent over the table right next to us, so I just got up to watch and started playing with my unbelievably hard dick. It was even more fun to watch now that Chris seemed to like getting fucked more and more by the minute, and they were going at it surprisingly hard. Pretty soon Jay caught his breath and got up to watch too, so after giving him a minute to see where his mood was going, I asked him if he was going to pay me back and let me finish in his ass. He said he was still too hypersensitive and needed to take a break, and I wasn’t going to push the issue, I just kept watching Grant fuck Chris.

Now with an audience intently watching him, Grant only took a few more seconds to push himself over the edge, thrusting into Chris harder and faster until he lost all control. It looked so intense as we watched him tense up and saw his dick throbbing on the last few pumps in and out, and then he just stopped and held his shaft pushed in as deep as he could go until it was all over. He pulled out slowly and told us how amazing it felt as he tried to catch his breath, and Chris started getting up looking all proud of himself.

I was tempted to ask Chris if I could fuck him and finish inside him too, but I decided to be generous and asked if he wanted a go on me next, it was just me and him left in the running anyway. I wasn’t in a rush to and figured Jay would still let me finish in him after having a minute to get back in the mood, so I was more than happy to let Chris use my hole next.

He was happy to do it too, so I quickly gave him a wet blowjob and bent myself back over the coffee table in the same position again. I let myself relax as he got into position, and I felt his hard slippery dick slide into me and fill me up. Chris didn’t take his time at all and started pumping hard almost right away, not holding back. In less than a minute, it took him only 20 or 30 thrusts until he started tensing up and making himself squirm. He came just as hard as Jay did, and I loved the sensation when he stopped moving and his dick just twitched and pulsated inside me balls deep.

I got to be the lucky last one to cum that night, and by then Jay was already starting to play with himself again. His dick had stayed hard this whole time and he was sitting there stroking it slowly as Chris pulled his dick out of my ass. I didn’t even have to ask, Jay was already getting ready to lube up my dick and bend over for me, what a trooper!

Even though we’d all stuck our dicks in everyone’s hole by then, it still felt kind of natural to pair off into our original combos a lot of the time, so it was nice Jay was going to pay me back so quick. It wasn’t going to take long anyway, I was so horny and worked up I was ready to explode as I finally stuck my dick in him. Fighting right through that post nut clarity like no big deal, Jay took it great as I felt my shaft slide deeper and deeper into him. I started pumping and sliding in and out, loving that feeling of his tight hole sliding up and down the length of my dick, getting closer to the edge with every movement.

Finally my dick started twitching and my mind went blank and almost left my body as I felt the strongest orgasm of my life welling up from deep within me. I held on for dear life as my dick throbbed and my entire body tingled and cramped up, and I froze in position until the release and relief started washing over me. It was unbelievably intense and felt long and drawn out, easily another record setting orgasm, best one of my life up until then. I slowly pulled out and instantly understood why they all looked so tired now, I was all sweaty and exhausted.

I don’t know if it was some post nut clarity or just the sheer intensity of those orgasms, but we all needed a bit of a break after that. Now that there was no more action to watch and we were all sweaty sticky slobbery and just a mess, Grant said he was going to rinse off in the shower and that we can come too. So we all got up and followed him, and we took a few minutes rinsing off and cooling down in the bathroom.

For the first time that night our dicks started to go soft even though we were still all naked around each other, and it was kind of funny because we’d almost never seen each other’s dicks completely soft before. It was wild how small Chris and Jay’s dicks would get and the crazy size difference between soft and hard, mine and Grant’s hung a lot longer no matter how soft we were. We still didn’t even know how much those size differences had to do with age or puberty or if we were just stuck with what we had, but we were growing up quick and would find out soon enough, we had no plans of ever stopping our secret gay sex club as we got older.

I guess we made learning to fuck a little bit easier by doing it so young our dicks weren’t even fully grown yet, because compared to all those porn stars our dicks didn’t seem that big at all. Not that it was a fair comparison, we were better off comparing ourselves to all the rest of the boys in the club, and up until that point I thought my dick was pretty big. Me and Grant were both well over average compared to all our friends, but seeing some of those giant porn star cocks made us look look small and kept our egos in check about it. Chris and Jay both had about average sized dicks for that age I guess, but Jay wasn’t as tall as the rest of us and his dick got pretty big for his size when he was hard. If he still had some growing to do there was no telling how big his dick might end up, and I could have sworn mine was still growing bigger every day.

After we finished rinsing off all the sweat and spit from our bodies, we dried ourselves off and hung out in the living room naked for a while. We slowly started getting ready for bed, not sure if anyone wanted to go another round. Chris spent a few minutes back on the computer, deleting history or whatever other opsec procedures he had in place to cover his tracks online, and after he turned it off we crawled into our beds and just hung out in the dark. We were too tired to do anything but too wired to fall asleep.

We started talking about who else we were going to show our new found skills, and how fun it was going to be to teach the rest of the club how to fuck, at least whoever was willing. We hoped we weren’t going to be the only 4 guys into anal, it was too much fun to keep to ourselves, and we really hoped we weren’t going to gross anyone out. It was worth the risk if it meant the possibility of even bigger and dirtier orgies, we didn’t care if some of the guys might think we took it too far. Sucking dick wasn’t that much more innocent, so they weren’t any less guilty or gay than us. We were just so mind blown by how good fucking someone felt that we just knew we could sucker more guys into it, and bottoming part really wasn’t so difficult or uncomfortable that it shouldn’t scare guys off either, hopefully…

We got so horny talking about it that we couldn’t just lay there in the dark and try to fall asleep with our dicks getting rock hard again. We’d slowly starting playing with ourselves again as the conversation kept getting dirtier, until we started thinking we should do something about it and make each other cum one last time before bed. It didn’t take long to talk ourselves into one more quick fuck, one last release to tire ourselves out, and try not to work up a sweat this time.

So we started one more round, gave each other some quick blowjobs and started fucking again. Just for the fun of seeing how sneaky we could be with it, we tried lying on our sides and fucking in a spooning position in our beds, under the covers with minimal movement, and it worked surprisingly well. We couldn’t penetrate as deep that way, but that actually helped because it ended up being more head and tip stimulation that made us all cum quicker. None of us took our time and we all came in less than 5 mins, quickly trading spots to finish each other off.

After that it didn’t take long for us to drift off to sleep, all of us still completely naked, Grant and Chris sleeping on the floor out in the living room with us. I was getting used to sleeping naked, I liked the feeling and the freedom of it, but I was scared to do it at home where my mom had a tendency of barging into my room to wake me up. But it seemed to be the normal thing to do over at Grant and Chris’s place, their parents gave them way more privacy than I ever thought parents would at that age. It wasn’t actually a separate suite so the door to the basement didn’t lock, but nobody ever came down the stairs unannounced.

We had stayed up so late fooling around that we really slept in the next morning. There wasn’t even time for some quick morning shenanigans like we sometimes got into right after waking up, the house already reeked of breakfast cooking upstairs, so we put on some clothes and went up to eat and continue to pretend to be a bunch of normal not homosexually deviant boys. We had a nice breakfast and none of us really had any concrete plans for the day, so it was going to be interesting to see what happens next.

Me and Jay couldn’t wait for Matt to come back from his family trip so we could get him all caught up, see if we could hold him to his old promise that if we tried fucking he’d try it too. We were pretty sure he’d love it, but we thought most of the boys in the big secret club would love it. We couldn’t wait to start showing some of our other perverted friends and see the reactions we’d get, so the best thing to do was go check around the neighbourhood and go see who was out and about that day. So the 4 of us spent the whole day hanging out together, and of course things quickly got interesting when we finally ran into the right few friends.

I should have known better by then – I was under the impression that we’d be careful about who we were going to tell, and ease them into it slowly. But when we ended up going for a swim later that day and found a few of our secret club members were already at the pool, Grant and Chris basically decided we should go do some show and tell right there in that sketchy little change room. They figured doing it the shower stalls would provide enough cover, or at least be somewhere to hide in case anyone came through, but that sounded incredibly risky to me. The most we’d ever done in there were some quick blowjobs if it was a quiet day at the pool, and even that felt stupidly risky sometimes. It would have been cool if we could have used the sauna, but it was turned off and locked most of the time and kids under 16 weren’t allowed to use it anyway.

I couldn’t talk them out of it if I tried, and I didn’t want to anyway, I wanted to see what would happen. I couldn’t believe what I was hearing as Grant and Chris started conspiring what they wanted to do, they thought we should bring our friends into the change room and just show off in the shower, let them watch us fuck and see their reactions. I don’t know if the two of them were developing an exhibitionism fetish or if they really thought it was good way to sell the idea to our buddies, and I thought it was a little much. But given the option of going along with it or sitting this one out, I wasn’t going to wimp out. Neither was Jay, he seemed more confident in the idea than I was and he couldn’t wait to bring one of the guys in there.

I admit I was excited to see what our friends would say, dying to know if they’d get disgusted or excited watching us put on a little instructional show for them, I just couldn’t believe we decided to do it in such a risky spot where anyone could walk in on us. We could have told them to come over to The Dungeon, but no, they wanted to do it right there in the fucking change room of all places. At least the pool wasn’t super busy and our buddies Adam, James and Cody were some of the only guys in there. All 3 of those guys had been in on the circle jerks pretty early, Adam had actually slept over in The Dungeon with us a once or twice, James and Cody were both pretty skilled dick suckers and frequent regulars at our secret cruising spot. They were all at the pool almost every day, so they were pretty used to fooling around in the change room by then too, the usual quickie blowjobs. But this was going to blow their minds.

When we met up with them in the pool, we asked Adam, James and Cody how long they were planning on staying, because we had something we wanted to show them in the change room before they left. All three of them were so curious to know what the fuck we could possibly be talking about, they wondered why we don’t just go show them now. We couldn’t have this conversation too loud with all the people around in the pool, but rather than try to tease them with it, we just let it slip and whispered to them that the 4 of us were planning on pairing up and going to fuck each other in the shower, and they were invited to come watch and learn if they wanted to.

And they sure wanted too, especially Adam. He got all excited about the idea and was all full of questions, he wanted to get out of the pool and leave pretty much right away if it meant getting to see us do that. There were enough people around that we couldn’t sneak in and out of the change room like we sometimes did, we’d have to play this one off like we’re all just going to take showers and change before heading home. We had to play it cool and act normal to get away with this kind of stuff, and even whispering to each other about it in the pool was risky.

James and Cody were intrigued too, they couldn’t believe we just confessed that we fucked each other, and that we wanted to show them, they were dying to see out of sheer curiosity. We should have been smarter and less obvious about it, but a little while later when we finally decided to leave, me, Jay, Grant and Chris all decided to head to the showers at the same time, and Adam, James and Cody were so eager they stupidly followed right behind us at the same time. All 7 of us crammed into that small little change room was definitely a little much, but we quickly figured out a plan to try and make this crazy idea work anyway.

There were 2 showers in little divided stalls and there were curtains to hide behind, so the plan was to act like we’re waiting to take turns in the shower – me and Jay got in one shower together, Grant and Chris got into the other one, and if anyone came we’d slam the curtains closed and hope nobody noticed we were paired up 2 guys per shower. Pretty much nobody ever actually used the showers anyway so we weren’t worried about someone looking too hard or trying to wait us out, especially with 3 other guys out there pretending to be in line for the showers. If someone did come in all we had to do is play it cool and pretend nothing is happening. Nothing to see here, just a bunch of boys showering and changing.

Knowing that anyone might walk through at any second, we got right to it without wasting a second. Me and Jay stripped our swimsuits off and started washing up quickly with the shower curtain still open. Grant and Chris did the same in the shower next to us while our little audience of 3 got their towels out and started pretending to casually dry themselves off, watching us as we went down for some warm up blowjobs. I was still feeling paranoid about how dumb and risky this was, so I half closed our shower curtain so the guys could still see in but we could hide a lot easier if that panic moment happened.

I gave Jay a quick wet blowjob to lube his dick up and turned my ass to face out so the guys could see. I couldn’t believe we were actually doing this in there with 3 guys watching us, so I told Jay to hurry up before someone else came in. I kept an eye out over my shoulder, and I got to see the looks on the three of their faces as Jay slowly slid his dick inside me. They came in for a good close look at the action as he started fucking me, then got distracted by the fact that Grant and Chris were doing exactly the same thing right next to us. I could see it in their eyes that they were all full of questions, but we dare not actually talk about it with the way voices carried through those echoey halls. They just stood there and watched and kept an eye out for us. Maybe it wasn’t so risky after all if we had them there to warn us if anyone was coming.

But nobody was coming, we had the change room all to ourselves for the time being and we made the best of it. I traded places with Jay and fucked him for a quick minute or two, and by then Grant and Chris got cheeky enough to actually step right out of their shower, and when they traded spots they started fucking right out in the open on the bench in the middle of the room. They really were fucking crazy with the risks they were willing to take, it was like it was some kind of contest to see who could be the biggest pervert and was willing to do the stupidest most risky thing. It’s like they didn’t even care if someone walked in and caught them in the act, they already had the rest of us staring at them and obviously loved all the attention. If they were trying to impress Adam, James and Cody they were succeeding, I gotta admit I was impressed myself even though they seemed to be trying almost too hard to look cool.

This was some kind of peer pressure gone wild situation, I don’t know if they expected everyone to join in out there and have a little orgy or what, but they weren’t telling any of us to do anything other than keep an eye out for them. They really did have some kind of fun exhibitionist thing going and it was definitely exciting watching them go fot it, Grant on top of Chris bent over the bench and pumping his dick in and out of his tight little hole.

It was enough to make me cum as I stood there still fucking Jay in the shower stall. It was almost anticlimactic how quickly it happened and was over, but it felt amazing anyway and I was cool with it because I thought we were in a hurry. Jay wasn’t going to wait for me to trade places and was in a hurry too, he was so horny he just stroked his cock until he came a few seconds after me, and we both quickly got out of the shower. Adam got in the shower and me and Jay went to go keep an eye out as we dried off and got changed, and all the while Grant just kept on fucking Chris right there in the middle of the room, pounding his ass on that bench while Chris reached down to stroke his own dick.

We weren’t really expecting James or Chris or Adam to really join in that much and they didn’t, other than pulling their dicks out and jerking off while they watched the show. Adam at least took his swimsuit off and got in the shower, standing there looking almost disappointed not to be in on the action. It was only supposed to be just a quick little show and tell performance and I thought we’d be done once Grant finally came inside Chris a minute later. But instead as Grant got off him, Chris quietly asked if anyone else wanted to try, staying right there with his ass hanging off the end of the bench, reaching down between his legs and playing with his dick.

Of course everyone wanted a try, so it was up to me and Jay to really keep a lookout now. I couldn’t believe what I was seeing as James, Cody and then Adam all lined up and took turns one by one sticking their dicks into Chris’s ass, just a quick dip to get a little sample feel. By the time it was Adam’s turn, Chris actually made himself cum stroking his dick as Adam slid his dick into him.

At that point it had finally gone on long enough and we cut it out and tried to play it cool and act normal again before walking out of there. We weren’t going to bother trying to teach any of them the other side of the equation unless they wanted to, all we were really doing was planting those seeds in their heads so they’d hopefully want to try again some other time, hopefully at another big sleepover. All we really gave them was a bit of a show and the tiniest little bit of a teaser taste of how it feels, if they wanted more they knew where to find it.

We weren’t expecting them to keep it a secret from the rest of the club, quite the opposite in fact. And sure enough over the next few days word had spread, pretty soon all the boys knew some of us had finally gone all the way and learned how to fuck. Some of the guys were more willing to experiment with us than others, but we started showing off our skills to more and more of the club, and slowly started teaching those who wanted to learn.

Matt came back from his trip a few days later and he quickly learned to take a dick in the ass at another wild nighttime orgy in The Dungeon. Adam learned quickly too and eagerly joined in on all the anal fun, showing up to our sleepovers more and more often. James and couple other guys were willing to try and learn how to bottom too and some of them liked it more than other’s, and the situation with the club got a whole lot crazier now that a whole bunch of us had started fucking regularly.

It sure did spice things up and it was unbelievably fun to start teaching these eager young guys how to fuck, but at the same time it did add yet another tier to the secret club and further divided us up into different levels of perversion. We were still occasionally fooling around with guys so closed minded they wouldn’t even put a dick in their mouths because that was too far for them, and even though we all got along and didn’t judge each other for it, being so far on different sides of the spectrum could start making things weird if we weren’t careful.

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