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Playing With Dicks – How boyhood experiments turn into teenage degeneracy – Chapter 07

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Chapter 7 – The Pool – Jailbait twinks wearing speedos? No way! The rest of it is even more unbelievable as the secret club keeps getting wilder.

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 7 – The Pool

After that crazy night at Grant and Chris’s place, things changed a bit and the whole tone of our secret adventures was a little different from then on. Even though we were still so young and it had all happened relatively fast, now we were no longer some curious and innocent boys just experimenting and getting into trouble together. I wouldn’t even know what you’d even call it at this point, we still called it playing with dicks, but it was something way beyond that now – it was still a bit of an experiment, but it definitely wasn’t remotely innocent anymore. Since all those experiments had only whet our appetite and made us want to fool around even more, it was obviously turning into the pursuit of seriously kinky sexual satisfaction, and yet we were as thrilled about it as ever. Being way too young for any of it, we felt pretty mature and proud of ourselves for being so open minded and adventurous, and we didn’t even feel gay because so many of boys were now involved to some degree that it felt almost normalized. We’d gone as far as taking out all our dirtiest desires on each other and actually fulfilling some wild fantasies together, and there was no end to all the fun in sight as we kept searching for the next most taboo thrill. And seeing as we’d already gone as far as taking a shower together and trying to fuck each other, there was no telling what taboo we’d try to break next.

We had plenty of chances to pick things up right where we left off and keep on secretly fooling around, and we took advantage of every single one of them in the days and weeks that followed. We were just getting to that age where puberty starts kicking in and hormones start flowing, and maybe having so much dirty fun with each other helped kick start the process for us. It sure seemed that way because we’d gone from hardly even thinking about sex to being completely obsessed with it over the span of just a few weeks. By then we were absolutely insatiable and unstoppable, sneaking away for some secret blowjobs whenever we had a chance.

Not only that but we had the whole pack of other boys around the neighborhood we’d started circle jerking with, and that side of things quickly spiralled entirely out of our control and became its whole own separate thing. Once a critical mass of boys around us were in on it and realized how much fun jerking off with friends can be, the secret spread like wildfire as friends told friends who told other friends, and soon we didn’t even know who was in on it and who wasn’t. It became a big open secret – none of our parents found out, none of the girls knew about it, but almost all the boys knew and most of them couldn’t get enough. That little hiding spot by the parking lot where it all kicked off basically turned into a adolescent version of a cruising area. It was the spot to go whenever you felt like rubbing one out, nobody was in charge or making any rules anymore, it just became a big decentralized secret club and we had no control over it anymore.

Every time I showed up there seemed to be a new face, another new dick joining the circle jerk. Younger boys from the neighbourhood I’d never met, guys from school I never would have imagined would join in, some guys even brought their brothers or cousins in on the action, but never anyone much older. We tried to keep it among the preteens, everyone seemed to only want to recruit younger guys, we were still young and immature enough to be scared of “the big kids” and wouldn’t trust a teenager to keep our secret. So even though we had a ton of guys involved, the age gaps stayed pretty small.

With so many boys joining in and everyone having a different levels of shyness or enthusiasm about it, some guys being more perverted than others, it shouldn’t have been a surprise when the topic of blowjobs came up organically among some of them without our input. We didn’t even need to try and convince the new recruits to try sucking dick with us, they started doing it amongst themselves all on their own! And things kept getting weirder from there, we found out we weren’t the only ones who were off having our own fun at sleepovers in separate smaller groups, and we were surrounded by more perverts than we ever could have imagined.

Some of the guys had wild stories about things going on at summer camp or boy scouts going way back to when they were single digit ages, they were the adventurous ones who were enthusiastic about getting a chance to fool around again with even more friends, some of them already knew how to suck a dick perfectly. We had completely innocent and virgin first timers joining in too, always hesitant at first, some of them loved learning and wanted more, others stayed pretty shy. It was the whole spectrum and everyone was welcome no matter how experienced they were or how much of a pervert they wanted to be, and the best part about it was being one of the oldest most experienced and teaching all kinds of dirty stuff to innocent corruptible first timers. I’ve tried my best to remember, but I lost count of how many dicks I sucked that summer.

To keep this rag tag thing held together at all, we had to completely abandon our original rule of keeping everything fair and even, making sure everyone gave as much as they got and always returned the favor didn’t matter as much if it meant fooling around with almost every kid in the neighbourhood. We accommodated for whatever level anyone was willing to go to, and that kept the club going as it grew and we all figured out exactly how gay we wanted to be. It was still a judgment free zone and the shy boys didn’t make fun of the perverted ones for being faggots, the wilder guys didn’t make fun of anyone for being too scared to suck a dick or anything, but it did start to divide the club up a bit based on just how dirty you were willing to be. Everyone was down for the circle jerks, everyone liked getting their dick sucked, but not everyone was willing to suck a dick.

And the number of us who’d actually tried fucking was still only a tiny elite few, and we still hadn’t figured it out halfway into the summer. Most of the guys didn’t even know about our failed attempts, almost nobody seemed interested, and there were only a couple other times we tried after that. We still hadn’t quite figured it out yet and it was still kind of a scary concept to most of us, but clearly some of us still had the temptation to keep trying. I started to wish one of our new club members would confess some wild molestation story about how some teen taught them to fuck or something, just so someone could teach us, but the only thing every single boy in the club had in common was that none of us had ever fooled around sexually outside of our own age bracket. Well, the other thing in common was not one of us had touched a girl yet either.

One thing that never changed was the need some of us had to keep escalating and finding the next new thing to try, and since girls were still off the table we were open to whatever else we could think of to get a new thrill. And we quickly invented all new ways and places to have our dirty fun, the most obvious of which was the pool facility we had at the apartments. We were all spending inordinate amounts of time there anyway given that it was the middle of the summer heat, and once the secret club was well established and all the boys were fooling around with each other, of course it turned into a venue for all kinds of naughty things to start happening.

The landlord was too cheap to hire a lifeguard at the pool, so unless someone had their parents coming along to supervise, all the kids around the neighbourhood pretty much had free run of the place. And if we could get just a bunch of us boys together alone in there, it would have been a pretty logical place to start fooling around. The only problem with that is how busy it got, almost always crowded during the long hot summer days, we were never completely alone in there. There were proper change rooms and showers on the way in, there were even small gender segregated saunas in each change room, and the pool itself was kind of small and uninteresting. There was a deep end and diving board, a small hot tub in the corner but not much else, and it wasn’t where the real fun was at either.

As a normally shy kid I never actually used the change room to change, seemed silly when it’s a 3 min walk home, even in the dead of winter running across the yards with a wet swimsuit on. Like most kids we’d all usually change into our swimsuits at home and blow right through the change room and showers like they weren’t even there. But there was no denying it was fun to catch a few glimpses of occasional nudity if we timed our trips through the change room just right. Like the playgrounds at the apartment complex, the pool was something kids from all over the neighbourhood came over to take advantage of, and we started noticing that quite a few of them actually used the change room to strip and change into their swimsuits – something we considered pointless anyway with the privacy of home a few steps away for us. Some boys even jumped into the little shower stalls completely naked and seemed totally uninhibited by that kind of contextually appropriate public nudity. I mean it’s a change room, that’s what it’s for.

But I was so shy growing up that I was way too nervous about stripping and changing in public, even in the semi-privacy of a change room where nudity is totally expected and not supposed to be a big deal. The only times I’d ever actually use any public change rooms to change was strictly whenever we went to some other public pool or beach or waterpark farther from home where I didn’t have a choice, and even then I had always been scared enough about being seen naked that I hid in little privacy cubicles if they were available, or face the wall or wrap myself in a towel like an embarrassed little bitch. Maybe it was our secret double life or the awkwardness of puberty kicking in, but for whatever reason I didn’t have the guts to change openly in the change room like so many normal guys did, I was always nervous my dick would get hard and guys would laugh or something childish like that. It took a different kind of bravery and confidence a lot of kids didn’t have at that age so I didn’t feel ashamed or anything, but I appreciated the braver guys because I sure loved having the chance to sneak a peek at some bare dicks and asses in that little change room whenever I could. Now that we were starting to hit puberty and hormones were flowing, hanging out at the pool was exciting for a lot of different reasons.

Not the least of which was how much fun it was to ogle at all the neighborhood girls (and boys I admit) in their surprisingly skimpy little swimsuits. Plenty of girls of all ages wore almost inappropriately tiny little two piece swimsuits that were nothing more than string holding together a few small swatches of fabric, and they didn’t seem to mind being stared at by all the boys. The amount of blatant jailbait ass cheek, under cheek, thigh gap, ass crack, side boob, underboob, between boob and camel toe on display was borderline obscene, so of course we loved hanging out there. Not only that, but this was long enough ago and in a neighbourhood so full of eastern European immigrants that it wasn’t uncommon for some preteen girls around our age to go topless! It wasn’t super common, but it was really cool to see every now and then, especially when they were just old enough to have little lumps starting to develop. Those Polish or Ukrainian or Czech girls were fucking hot! And thank God too, otherwise I might have started turning gay – at least I knew I was maybe only bisexual at the worst, no matter how much fun gay sex turned out to be it never made a dent in my appetite for girls.

On the flipside, unlike these boring modern times, back then it also wasn’t completely unusual for some boys to wear tight little speedos, including myself and Jay, both of us also of European heritage. The typical big baggy board shorts style swimsuits were definitely default style for boys those days, bright fun 90s neon patterns and all, but we were among a small minority of young guys who didn’t mind wearing the old school tight and tiny little speedos like competitive swimmers wear. The two of us had always worn small breif style swimsuits just like our underwear from a very young age so it was just normal for us, but as time went on and we got older we started to stand out a bit being in a rapidly shrinking minority of boys who’d still comfortably wear something so revealing at that age. It was normal for toddlers and little kids, up to a certain age you just wear what your parents get you, but eventually it becomes a choice and we kept choosing what we grew up with even though we were “too old” to wear tight little speedos anymore.

Part of it was that our families were poor enough that we just hadn’t gotten new swimsuits in many years, our parents weren’t going to replace something that was still totally functional just for the sake of fashion or our vanity, not even to save us the embarrassment. We had to outgrow or wear our stuff out to get anything new, so it really didn’t help that exactly that was happening to our old speedos. By that summer my sky blue little swimsuit was a size or 3 too small for me and worn out almost threadbare, making the stretchy fabric that much thinner and tighter and more revealing on my growing adolescent body, leaving absolutely nothing to the imagination. Jay’s weren’t much better, but he hadn’t quite hit the same growth spurt as me yet and his at least fit him better.

For how shy we usually were about nudity and change rooms, it was kind of unusual how we had no problem marching out into the crowd of people in the pool wearing such tiny little swimwear, so skin tight and borderline see-through that we might as well be naked anyway. We hardly even realized it at the time but those speedos were so revealing that we were probably showing off even worse than getting naked in the change room would be – at least it’s all guys in there! I mean the tight fabric cupped our ass cheeks tighter than any underwear, mine would ride up my crack and give me a wedgie if I wasn’t careful. Up front our dicks made nice little bulges with the exact size and shape of everything printing right through clearly, especially climbing out of the water with the suction pulling the thin fabric even tighter to the skin.

But somehow we were totally comfortable being barely covered up like that – we weren’t the only ones wearing next to nothing, and it’s not like we ever got laughed at of made fun of for wearing our little speedos. Those little swimsuits seem almost inappropriate in hindsight, but those were different times, it was totally normal and nobody made a big deal about it, so neither did we. If the swim team can wear them so can we. I was getting to that age where it should have started getting embarrassing, but at least I wasn’t the only one. And my attitude was changing enough that I decided I shouldn’t be shy about it – I knew I had a great body so I shouldn’t be ashamed of showing it off! I wanted to learn to enjoy being looked at, I wanted to be one of the cool kids who doesn’t give a single fuck what anyone thinks about them.

That pool was definitely one big ogle-festival for any horny kids or teens or perverts of all ages who wanted to check out some nice young, wet, nearly naked bodies, but we were just so used to our old swimsuits that we hardly realized or gave a shit that we were part of the show too. Back then I didn’t think any of us was particularly hot and girls weren’t exactly clawing at us or anything, but me and Jay both had nice athletic bodies so no wonder we drew some attention wearing those skimpy form fitting little things. It got exciting anytime I’d notice some girls checking me out, even if they giggled and snickered among themselves, subtly pointing and laughing at the silly guy wearing a speedo, I still started to like the attention. Even more thrilling was catching someone trying to stare at my bulge all sneaky like, girls and guys both stared just as often.

The only people we had to worry about were were the obvious pedo pervert old men who occasionally showed up to enjoy the scenery, but they were somehow miraculously rare considering what an open air meat market of damaged kids that ghetto little pool was. And you could spot the pedos from a mile away, they were obvious and easy to avoid. For the most part it was about 50/50 if there were ever any adults at the pool at all, a lot of the time us kids and teens had the place all to ourselves, and going there to skin gaze was something we all did. I just never expected my dick to be such an irresistible eye magnet to some people, and strangely I was learning to love it! It was kind of tit-for-tat and I didn’t mind being checked out because I did as much or more staring than anyone else.

The only problem with wearing such tiny swimsuits was how brutal it was to spring a surprise boner at the wrong time. Wearing shorts you at least stand a chance of hiding it whenever it happened, especially if you just hide out in the water. But even just a slight twinge of a semi hard boner would be impossible to hide in such tight little speedos, and good luck if it turns into a full on diamond erection! This problem that was really starting to come to a head as we grew older and our dicks started getting bigger while our old swimsuits stayed the same size. I’d already had some really close calls in the past where my dick would get so hard it suddenly wanted to slip out, almost pushing up over my waistband or popping out down one of the leg holes, that little triangle of fabric just wasn’t big enough to contain it anymore. Even if I let it poke straight out and pitch a tent, it’d just lift all the fabric far enough to see right under.

It was so embarrassing whenever someone noticed, thankfully it didn’t happen too often, and I don’t think anyone ever actually saw my hard dick slip out, I hoped. And the fact that we were so horny all the time with our minds constantly in the gutter made it even worse, making those surprise badly timed erections even more common. Even hiding in the water wasn’t always a free pass with so many kids swimming around with goggles or snorkels on, and there’d been a few times I had to go hide in the corner of the pool and face the walls so nobody saw my rock hard erection peeking halfway out up over my waistband, unable to even tuck it back in until it died down.

Aside from the fun of getting to stare at all ages of nearly nude girls in the pool and the odd completely nude boys in the change room, there was also clearly a huge advantage to being in and out of the water all day and being so fresh and clean all the time. Our little secret sessions of fooling around quickly got a whole lot more fun whenever we snuck away somewhere right after getting out of the pool, and with nothing but free time to kill all summer we started fooling around more often than ever. We’d go to the pool and play around in the water until we started getting bored and horny, then we’d sneak away into one of our many hiding spots and do our thing.

It was only the rare odd time when the pool was empty or almost empty that we started daring to do anything naughty in the change room. Depending on who was there that day and what kind of mood we were in, some of the boys started sneaking quick blowjobs in the shower, or some of us would jerk off in the change room. It was a lot easier when no adults were around, and felt a bit less risky when there were only girls out in the pool, and at first it was just some wild dares for fun and to try and push our limits, trying to see who was the biggest risk taker.

That escalated rather quickly as we got the feel for the place and sussed out the rhythm of people coming and going through that change room. Especially when Grant and Chris would come over for a swim, they were the most daring of all as usual. Pretty soon “do you want to go for a swim?” was just code for “let’s see what we can get away with in the change room this time!” and we started spending more and more time in there whenever we came and went. I started showing up in my street clothes so I’d have an excuse to get naked as I changed into my swimsuit, and I was getting confident enough to change right out in the open no matter who was there.

And when it was nobody there but us guys, we’d fool around a lot. I didn’t like doing anything on the way into the pool because I’d have to wait in the change room for my boner to go away before my swimsuit even fit right, I couldn’t go out into the pool like that. But if and when my dick ever got hard in the pool, I’d just run into the change room for a while and one of my friends was bound to follow me in and help me deal with it. Usually it’d be a quick 3 minute blowjob in the shower then back into the pool as soon as I was soft again, and we didn’t even care how suspicious it might have looked. Right in the middle of playing around in the pool, 1 or 2 or 3 of us boys might randomly disappear into the change room during a quiet moment when nobody else was in there, only to come back a few minutes later looking oddly satisfied and a little bit guilty.

It was hilarious fun getting away with it, sucking each other off in the showers while the rest of the kids played 10 feet away in the pool. We’d been slowly amping up the level of risk we were willing to take to get each other off, and this was the craziest spot of all to be fooling around in. Anyone might have walked in on us at any time, but we didn’t care, we thought we were so much smarter than everyone and that we’d easily get away with it. And for the most part we did, we had a few close calls but never got caught in the act.

The pool wasn’t the only place we fooled around. The cruising spot back behind the parking lot was going strong and there were more blowjobs happening there than ever before, and we started taking guys down to our little spot in the ravine too and slowly building up a proper fort there. Most boys that age build a fort for the sake of building it, then end up not knowing what to do with it, but we were building ourselves a secret little sex shack in the woods. We did big supply runs bringing down salvageable building materials we found dumped around the neighbourhood, built ourselves some benches to sit on and a shitty plywood roof over it all.

The fort was a fun place to fool around, but it took some effort to get there and wasn’t as comfortable or ideal or as clean as our other options. The best place by far we had to play with our dicks was of course still Grant and Chris’s basement suite, and just as I had hoped it quickly became like our new headquarters for the summer. Matt and Jay and I hung out there almost every day and slept over as often as our parents would let us, and we even started bringing more friends and newer club members to hang out there too. Their parents were super accommodating and mostly left us alone to do whatever we wanted, and in that basement is where things kept getting even crazier.

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8 Comments

  • Reply Aries ID:1dvcc6d8j2go

    I was part of a group of sexually active Gay boys kinda like you were, after getting fucked by my neighbor. I found out that I wasn’t the only boy in the group that had fucked guys outside our age bracket. I wasn’t shy about telling it to other boys. As some of them did admit they had a family member a dad, brother, or grandfather. Had sex with them. It’s usually the boys that had sex with adults. That are way better than the virgin first timers!

    • Aries ID:1dvcc6d8j2go

      This is an additional stuff, I forgot to put in the original post. Me and these gay boys, hide out was on a gay cruising area. So whenever we go to our hideout to fuck. We sometimes have grown men follow us and fuck us! It was very fun!

    • AnonymousBiGuy ID:y4y3q1hjoov

      That does sound like good fun. Considering how many boys I fooled around with, I’m amazed none of them really had any stories like that, or if they did they kept it to themselves.

    • Aries ID:1dvcc6d8j2go

      Yeah they didn’t want anyone to be concerned and go to the cops. Have CPS take them. Or they didn’t want to make the group think they were weirdos for going balls deep in their bro’s ass.

  • Reply Gahdamn¹ ID:1esez3el3cu2

    Patiently waiting for he next chapter💅

    • AnonymousBiGuy ID:y4y3q1hjoov

      It’s coming up quick, but be warned it’s a long one!

      (that’s what she said)

  • Reply AnonymousBiGuy ID:y4y3q1hjoov

    This chapter was a little short and boring, I know, but believe me, the next one gets spicy again! I know I ramble on and on, but I like stories with some context so that’s what I’m going for here. Don’t worry, it’s all relevant and all ties together eventually.

    Again all criticism welcome below, and expect a recap pretty soon as part one is almost done. You won’t believe the shit we did when we really hit puberty and turned into horny teenagers, and all those details are coming up in part 2!

    • Story Fan ID:3zxib8h0b0i

      I love this series! Many eons ago (my school-aged years were early 80s to mid 90s), I went to a private school from k-12 and therefore my friends were spread across nearby cities. So I missed out on having school friends within a couple miles of the school, and the opportunity to roam between houses. And of course, my early school years were before any game console other than atari (does that count?) was around, we bought the original Nintendo in 88 or 89, I think. So there wasn’t much more than tv or toys to keep you from roaming around outdoors. Now I have my own school age kids but we don’t live in the same type of neighborhood that is conducive to wander between friends’ homes, even though they both go to local public schools and have more opportunity to get together with friends they make. If they can peel themselves away from their screens!

      Keep writing, I can’t wait to read more!!