Playing With Dicks – How boyhood experiments turn into teenage degeneracy – Chapter 17

Chapter 17 – The Christmas Sleepover – Teaching some younger recruits and still finding new more wild things to try at the biggest, wildest orgy yet.

WARNING: For patient readers only!

PLAYING WITH DICKS is a very long story tracing my entire early sexual history, and if you start reading here in the middle you’ll be missing a lot of important context. I recommend starting back from the very beginning so you’re not lost, or at least start at the recap in between chapters 10 & 11 so you know what’s going on. Click my username to find it all organized in order.

This is also an entirely true story, and I’ve included quite a bit of explanations and history to provide context between the “good parts” – so if you are expecting a barrage of wild unbelievable fantasy scenarios and non-stop sex scenes you may be a little disappointed. But if you are a patient reader and are willing to sit through my endless blabbing about my history, I promise those good parts will be worth it!

Playing With Dicks

How boyhood experiments turn into teenage degeneracy

Chapter 17 – The Christmas Sleepover

Me and Adam kept our promise to each other and didn’t tell Grant or Chris or any of the rest of the club about how the two of us started kissing and making out and getting all intimate. We knew exactly how weird they’d get about it if they found out, so we kept it to ourselves to avoid all the inevitable awkward questions, and we still just didn’t really want to look like fags even among our group of secret fuck buddies. We knew it would make things awkward at our bigger slumber parties with the rest of the guys, and with the Christmas holidays coming up quick there were bound to be some big parties and sleepovers in The Dungeon while school was out for two weeks. We knew keeping secrets from each other probably wasn’t a good idea, but we were too scared of what the guys would think if they knew the truth.

Grant and Chris already had a big party and sleepover planned for the last day of school before winter break, and it was shaping up to be a big one, a kind of pre-Christmas party before we all got too busy doing family stuff over the holidays. All the major players in the secret club were invited – me, Adam, and Jay were coming for sure, Matt, James and Cody were invited too, so including Grant and Chris hosting that meant we might have up to 8 of us all there for a big orgy. It was going to be a record group size for our sleepovers if everyone showed up and could stay the night, usually that many of us fooling around was more of an outdoor activity at our fort in the ravine or back at our secret cruising spot. It was getting pretty rare to have that many of us in the same place at the same time, especially with the winter weather putting a damper on the outdoor activities, so it was looking like this was going to be one of those nights to remember.

As usual we started showing up at The Dungeon right after dinner time, and me, Adam, Jay, and Matt all met up around our apartments and walked over there together. Cody was already there when we showed up, and James got a ride from his mom and arrived shortly after. For once we finally had the whole crew of all the biggest perverts all together for the night, the only one missing was Clara – she would have really made things interesting. But having 8 horny adolescent boys all ready to fool around with each other was plenty exciting enough, and as was becoming routine in The Dungeon we didn’t even wait until bedtime to kick things off and start playing with our dicks.

We started just watching some tv because playing video games was a bit boring with that many of us there trying to take turns on mostly 2 player games. So it didn’t take long until we started taking turns giving each other handjobs and blowjobs instead, not really watching tv at all, but also not getting too carried away and keeping our clothes on, being careful while the parents were still awake upstairs. Cody and James had both slept over at The Dungeon at least once before so they knew the deal, but we’d never had so many of us there at one time and the fact that we had the whole core of the group to fool around with was a rare treat. And having an even number of us was a bonus, making it easier to pair up to stroke each other’s dicks and give each blowjobs without leaving an odd guy out. We left the tv on and stayed alert and ready in case someone came downstairs to check on us, just casually sitting around giving each other handjobs and blowjobs for the first part of the evening.

While we were getting warmed up and starting to fool around we started talking about sex and catching up on recent exciting developments, so Grant decided to spill the beans and we told Cody and James all about the bisexual orgy we had with Clara a little while ago. Not just to brag or rub it in their faces although there was a bit of that, but really we just needed them all caught up on the situation just in case Clara came over again sometime soon. We had to get them up to speed for when they might meet her, and just in case they ever came over on a night when Clara was there, so we told them all about what a total pervert she turned out to be. We bragged about all the things she let us do to her and how turned on she got by watching us having all kinds of gay sex in front of her. They were so blown away by the news that neither of them would have believed it if only Grant was bragging about it, but with all of us there to corroborate and tell them the whole story and all the nasty details, they slowly realized we weren’t bullshitting them. We really had by some miracle managed to recruit an actual girl into the secret sex club, something we’d only dreamed and fantasized about, but it was as real as every other wild escalation so far.

Neither Cody or James had ever met Clara and knew nothing about her other than what we were telling them, so they were as confused and curious as they were horny and excited about the prospect. We wouldn’t have even told them if we didn’t think Clara would be cool with them knowing, and we left it up to them what they wanted to do with the information. If they were okay with a girl finding out that they’re part of our secret gay sex club, then we could invite them next time Clara sleeps over and they might get a chance to fool around with her too. It was their call if they thought it was worth it to out themselves as halfway fags for the chance at a little bit of pussy, which might have sounded like a dilemma but wasn’t the least bit of a hard decision for either of them to make. Obviously they couldn’t wait to meet her and made Grant and Chris promise to invite them over next time Clara came to spend the night.

While we were all being so bluntly honest with each other, part of me wanted to confess about kissing Adam and basically rat him out for having a crush on me. I was getting tired of hiding it and thought Adam would spill the beans eventually, but he kept his mouth shut about it and tried not to drop any hints. He held himself back and didn’t get all touchy feely or act too clingy with me or anything, but he did basically stay right by my side and hogged me to himself almost suspiciously, not wanting to pair up with anyone else when we started fooling around. But nobody picked up on it or realized how the vibe between me and Adam had changed a bit, so our little secret within a secret was safe for now, as long as he could contain himself and not get carried away.

Things started getting interesting as bedtime approached, and after Grant’s mom came downstairs to say good night we stuck to our routine and headed to the shower before really kicking things off. James and Cody weren’t around for as many of these big orgies as the rest of us, so for them the novelty of such unsupervised freedom in The Dungeon hadn’t worn off yet. They weren’t as used to things like stripping completely nude around each other and showering together, so they were both a little nervous about it and eager to follow along. They were so excited about getting naked and having fun in the bathroom that all 8 of us started peeling our clothes off and went to try and crowd in there all at once. The Dungeon bathroom was fairly big but started getting pretty packed with all 8 of us in there, but nobody wanted to miss out on the fun of watching each other shower and fooling around all wet and naked.

We took turns brushing our teeth and using the toilet and getting into the shower, and the glass stall was awesome because because it was huge enough to easily fit 3 or 4 of us in there at one time, and the glass was clear enough to see in or out so we could watch each other in the shower. We were always so paranoid about cleanliness that we rarely did any anal without having a shower and cleaning up first, and we were all getting pretty eager to fuck by then because this was where the fun really starts. The excitement of having 7 of your closest friends all completely nude in the same room made all our dicks diamond hard, as did the thought of finally fucking each other as soon as we got ourselves all freshly washed up. Neither Cody or James were as experienced with anal as the rest of us were, James was especially hesitant about taking a dick in the ass, so we were also looking forward to the fun of teaching them both some stuff.

Grant hopped in the shower first and I went in with him, followed by Adam and Jay. We kept it all business and didn’t start fooling around yet, we just took turns under the spray of water and washed ourselves up quickly so we could get out and make room for everyone else. As soon as we were done and out of the shower we immediately started putting on a show for Cody and James while they got in the shower with Chris and Matt. I was so eager to be penetrated that I greedily paired up with Grant and told him to stick his dick into me, leaving Adam and Jay to pair up and do whatever. First they just watched as I bent myself over the bathroom counter and Grant quickly licked my hole, then stepped into position and slowly slid that huge hard cock of his into my ass. It felt so good as it always did, and having a few more friends watching than usual just made it even more exciting. Now the real fun could begin.

Adam bent himself over the counter right next to me while Jay started fucking him, and meanwhile James and Cody both watched the action through the clear glass of the shower as they washed up behind us. When they were done rinsing off they were all horny and more eager to try fucking than ever, which wasn’t out of character for Cody but was unusual for James. Both of them had a lot less experience with anal sex at that point, but James especially had always been one of the most hesitant – he’d only tried taking a dick in his ass maybe once or twice before and it hadn’t really gone well for him. He hadn’t been in the club for long and wasn’t as adventurous or perverted as the rest of us yet, so I was really enjoying getting to show off and couldn’t wait to see what James would tolerate that night, and if he would even let us fuck him or not.

As Cody and James stepped out of the shower, Chris and Matt started fooling around right in the shower stall as there wasn’t much room left for them out in front of the mirror with us. Still being being kinda new to the inappropriate amount of freedom we had in The Dungeon, both Cody and James were still quite nervous about all of us hiding in the bathroom together and they didn’t know if they should dry off and head to the living room or stay and watch or join in or what. Both of them were horny and excited to join in, but they didn’t know what to do and just stood around watching the action as Grant fucked me and Jay fucked Adam. The two of them started debating if they should try fucking each other too, so we encouraged them to go for it and offered them some advice and pointers if they wanted some help.

James was actually willing and eager to try again, as was Cody, but he didn’t want to be on the bottom yet and asked if he could try fucking Cody, offering to pay him back and switch spots if he took the bottom position first. The two of them were pretty good friends outside of the club and our little circle so it made sense for them to pair up, and Cody was more than willing to take James’ small little 10 year old dick in his ass. He already knew well enough that they’d need to lube up for it to work and feel good, so playing along with what he saw us do, Cody asked James if he would lick his ass and give him a quick rimjob to start. James had seen us doing it too so it wasn’t a huge shock to him, but eating ass was a little too far and a bit scary for him and he didn’t want to do it. So rather than push his luck Cody decided to give James a quick warm up blowjob instead, kneeling down in front of him and easily shoving his entire dick into his mouth.

I didn’t even have to crane my neck and turn around to watch with the big mirror right in front of my face, I could see everything they were doing behind us in the reflection, and that was a huge part of the fun of fooling around in that bathroom. It was so exciting to watch our less experienced friends finally getting into the action, plus I could see everything else going on and it was one of the wildest scenes ever. It was so fun to look behind myself and watch Grant thrusting into me and feeling his huge hard cock inside me, watching Matt fucking Chris standing up in the shower behind us, Jay pumping his dick in and out of Adam right next to me – and then in the middle of it all Cody turned around and bent over to let James fuck him. They went at it doggystyle right down on the little carpet in front of the shower where we could all see them, and Cody reached back to help guide James’ dick into his tight little hole. The two of them had it figured out pretty quickly, James easily penetrated Cody and immediately started thrusting, and from the look on their faces both of them were clearly enjoying it, looking around at all of us for approval and basking in our attention as we cheered them on.

We hadn’t even left the bathroom yet and it was already one of the wildest nights ever with all 8 of us paired up and fucking each other in there. I already couldn’t wait to go home and write about it in my secret sex diary because it was shaping up to be a night to remember. Part of me almost wished we were stupid enough to fulfill that one most retarded fantasy of mine and got a camera rolling to get this all on video, because that was about the only thing that could have possibly made a night like this any crazier. Well, that or if Clara was around to witness this and join in, which also still seemed like just a wild fantasy even though it already happened once.

It didn’t take long until we started trading spots and switching partners as we always did, and we were all focused on trying to convince James to trade places with Cody and hopefully learn to enjoy getting fucked as much as the rest of us did. Nobody was expecting him to turn into a super eager bottom boy like Adam or Jay or me, but if we could get him to at least tolerate it and return the favor like Matt did then that would be progress. We didn’t really care if he didn’t turn out to be as dirty of a pervert as the rest of us, but the thought of getting to fuck his young, tiny, almost virgin little ass was just too tempting. All of us were eager to start teaching James stuff, and we almost would have started fighting over who gets to fuck him first if he didn’t already agree to trade places with Cody and pay him back first.

The two of them switched spots and James got down on all fours, and even though Cody wasn’t as much of a dirty ass eater like some of us, he still bent over and stuck his face into James’ ass and gave him a good deep rimjob first. I guess he wanted to prove he was just as perverted as us and wasn’t scared of doing something so gross, so he put on a little show for us and shoved his tongue into James’ tight pink little hole. James was still a bit weird about the tongue fucking thing, but he sure wasn’t complaining when Cody started making out with his ass and pumping him full of spit. The importance of lube could not be understated when it came to teaching new guys anal sex, and James took the coaching well as we reminded him how to relax certain critical muscles and just let it happen. He was dying to see if he could pull it off and wanted to know how it feels, so by the time Cody got back up on his knees and shuffled into position he was more ready to take a dick in his ass than ever before. He was definitely still nervous about it, but the hesitation was gone and he wanted to pull it off this time, hoping to impress us all.

Lucky for James, Cody’s dick wasn’t all that huge, so when he lined it up and pushed, it actually went it pretty easily. We all gathered around to watch and encourage them as Cody slowly slid his hard dick into James’ hole, asking him if he’s okay as he pushed in an inch at a time. James squirmed a little bit and took some deep breaths, concentrating on trying to relax as he told Cody to keep going, until finally he sank all the way in. James clenched up and flinched a bit, gripping his shaft with his ass so hard that Cody reminded him to relax as he held onto his hips. From the look on James’ boyish little face he sure didn’t look like he was enjoying it, he looked like he was in pain and struggling with it, but he didn’t say to stop. Cody also looked like he was struggling a bit, mostly worried about hurting James, but he slowly started trying to pump in and out just a tiny bit, smiling as we all watched the two of them try and figure it out. The only thing more fun than watching friends butt fuck each other was watching new and inexperienced guys discovering how fun it is on their first few tries.

James kept wincing as he couldn’t quite figure out how to relax and get into the rhythm, but he still didn’t tell Cody to stop even though he kept checking on him and asking if he was ok or if it hurt. He quietly replied that it did sort of hurt when he tensed up, and said it made him feel like he has to take a shit. He almost sounded like he was going to give up, but Cody cut him off and begged him to keep going and keep trying to relax. It didn’t help that the rest of us kept butting in with advice as we all watched and judged their technique, pressuring them to keep trying even as it became more and more obvious that James was having a hard time with it. The more Cody tried to start thrusting the more uncomfortable James looked, begging him to slow down or hold on without specifically telling stop or pull out.

I’d never seen anyone seem to hate getting fucked so much but still power through and let it happen anyway. James definitely wasn’t enjoying it unless he liked torturing himself, he just wasn’t giving up even though he was almost shaking from the struggle and clearly in some pain. If he was having so much trouble with Cody’s pretty average size dick, I thought the hope of me or Grant getting to fuck him was fading. But even though he didn’t look like he was having fun, James still didn’t tell Cody to stop, he told him when to thrust and when to stop as he tried gaining control over his sphincter muscles, and the two of them kept at it for a good little while, getting the feel for it as we all watched.

By then the rest of us had air dried after our showers, and we were starting to sweat in that stuffy humid bathroom as we watched the two of them learn to fuck on the floor right in front of us. We’d had enough fun playing around in front of the mirror and wanted to head out to the living room where it was more comfortable and we could start getting into some creative group positions. Cody and James were both eager to watch and join in on the group sex and James needed to give his ass a break, so Cody slowly backed away and pulled his cock out so we could all head back the living room. James was relieved that it was over as Cody pulled his dick out, but he knew we were all going to keep bugging him to try again and he didn’t look like he was going to give up.

We got our beds all set up on the floor so we had a nice big comfy space to spread out and fool around on, and we got right back to trying to teach James how to enjoy bottoming. After Cody had his turn all the other 6 of us were itching for a chance to fuck James too, so he ended up being the center of attention as we discussed what we all wanted to do. The secret sex club and these big orgies had been going on long enough and we had so much experience by then that getting a chance to fool around with a new virgin recruit and teach them things was becoming a pretty rare occurrence, so we were all tripping over each other trying to be next in line to have our way with James. I wanted to fuck him more than anybody so I wasn’t paying much attention to anyone else, to the point where Adam seemed a little jealous I wasn’t quite glued to him like he was to me.

On top of that, over the last while Jay was getting a little jealous too as he began to notice that Adam was slowly replacing him as my new favourite fuck buddy, so the whole dynamic was kinda weird. It was always a little weird whenever we had such a big group, having to respect everyone’s individual preferences and trying to be fair and polite about who we wanted to pair up with, and who wanted to do what.

And the way we were all so desperate to fuck James and teach him to enjoy it was starting to test the limits of that respect. We all knew and respected each other’s limits so normally there was no pressure to do anything you didn’t want to do, especially when we had other more willing and eager friends around to take out those urges on. But James had made the mistake of not just saying no to begin with and already let Cody try fucking him, so now the peer pressure was intense as we wanted him to try again with the rest of us. Now that he’d proven he was capable of bottoming we all wanted a turn fucking him, but we knew taking 7 dicks in a row might be too much for him. So being worried that he might give up at some point, we were almost fighting each other over who get to be the next one James tries it with, almost like he didn’t have a choice.

We offered him whatever position he wanted, promised him we’d take it slow and easy and tried convincing him whatever way we could, but James wasn’t so excited about getting fucked anymore. I guess we laid the peer pressure on a bit too thick and he didn’t like being the center of attention, because he resisted and got all hesitant again, turning down all our advances. He didn’t even want to try again with Adam or Jay and their smaller more manageable sized dicks, but he stopped short of saying he’d never do it again. He said he might try again later but was totally non-committed, he just wanted to watch us fuck instead and left it open ended. Even if he didn’t want to bottom, he was more than happy to top and try fucking all of us, and he was definitely excited about getting into some big crazy group positions, that was the most rare are fun part of these orgies after all. So that’s what we started doing.

Things got hardcore pretty fast, we started getting into our favourite group sex activities and let Cody and James join in however they wanted. We kind of let them direct us, asking them what they wanted to see us do and demonstrating how it’s done. It quickly turned into such a busy blur of every kind of gay sex happening all around me that I don’t even remember how it all went down, but we did a little bit of everything with almost everyone. There was a lot of 69s, often mixing in some fucking at the same time, lots of spit roasting, some frottage and dry humping, and tons more fucking in every possible position we could think of – doggystyle, missionary, mating press, pile driver, forward and reverse cowgirl (cowboy?) and whatever else we invented on the spot. We used all the furniture to its maximum potential, bending each other over the coffee table and spreading out all over the 2 sofas into all kinds of positions. We mainly focused a lot on anal sex, giving it our best sales pitch hoping to get James back in the mood to try again.

Cody wasn’t nearly as hesitant about getting fucked so we kind of passed him around the group and all took turns with him. First he let Adam and Jay take turns fucking him, then he worked his way through the rest of us from youngest to oldest like he was levelling up, working his way up from smallest to biggest dick in the room as he started to really enjoy being on the receiving end. After he had a go with Matt and Chris it was my turn, so Cody was already nice and warmed up when I finally got to fuck him that night, something I’d only done once or twice before.

We did it regular old doggystyle on the floor, and finally getting to slide my rock hard cock inside Cody was a total thrill. It was always exciting getting to further corrupt the more innocent and inexperienced guys in the group, and if James wasn’t going to let us fuck him then Cody was the next best thing. Not only was his hole nice and tight, but he was really starting to enjoy getting fucked too. He’d gone from hesitant to enthusiastic pretty quickly, he kept getting more and more into it and getting more horny as he took more and more dick in his ass. He didn’t go as far as moaning or making any noise like Adam sometimes did, but he wasn’t shy about how much he liked the sensation of getting fucked. It was like it finally clicked for him and it suddenly made sense why we kept saying it felt so good.

By the time we went to switch off again, Cody only had Grant and his huge cock left to try and stuff inside him. As I pulled out and tagged Grant in, even Cody started helping us try to convince James to try again, telling him how good it feels while Grant got into position and slowly penetrated him. The two of them quickly worked up a steady rhythm as Grant started fucking him pretty hard, and Cody somehow managed to take the entirety of Grant’s massive cock balls deep without flinching. He was still enjoying it even though Grant was definitely a bit rougher with him than the rest of us were, and as James watched them go at it he finally started loosening up and getting curious about trying again himself.

Seeing how much fun Cody and the rest of us were having getting fucked eventually made James reconsider, he was finally curious and horny enough that he didn’t want to miss out if it really does feel that good. Either that or our endless peer pressure got to him and he didn’t want to be the only one of the group too chicken to try it out. What I didn’t realize because I had been too busy fucking Cody to notice – is that Chris was already gently finger fucking James’ hole right behind us. Chris had Cody spread open on the sofa on his back with his legs up, and he was simultaneously sucking his little dick while sliding his middle finger in and out of his tiny little hole. He was already getting him warmed up, showing him how good it feels as he dug around inside his guts with one finger.

When James finally said he was ready to try again, Chris switched from sucking his cock to tongue fucking his ass, propping him up by the ass and giving him one hell of a deep and sloppy rimjob. He didn’t even ask James who he actually wanted to fuck him, he figured he’d earned the spot and started getting up into position to fuck him as soon as he was done eating his ass. James didn’t stop him and stayed there in that position on his back as Chris crawled over him and lined his dick up. We all paused whatever we were doing so we could watch it happen – Chris’s dick was bigger than Cody’s by enough that we didn’t know if James could even take it, but he was ready to try and we all hoped he would actually enjoy it this time.

Chris reminded James to relax and push out a bit as he lined the head of his cock up perfectly with his wet little hole. He looked down and aimed as he slowly started pushing in, then looked up into James’ eyes and watched his reaction as the tip of his dick started stretching him open and slowly sliding in. Ever so careful and worried about hurting him, he asked if he was okay, and James just bit his lip and nodded “yup” as more of Chris’s shaft started disappearing into his ass. Barely halfway in he flinched a bit and started looking uncomfortable, so Chris immediately paused and just waited for him to say something, and surprisingly James told him to keep going. Chris pushed a bit deeper and slowly started sliding back and forth a bit, quietly complimenting James about how good he was doing and how awesome it felt.

It sure looked like it felt great, James’ ass looked incredibly tight and Chris wasn’t even stuffing his full length into him, giving us all a good view of the action. The fact that James was barely 10 years old made it all the more exciting, he was not only the youngest but he was also the shortest and smallest of this little group by far. James wasn’t even that much younger than Jay but he sure looked noticeably younger, and since Chris wasn’t exactly tiny and getting well into puberty by then, it almost looked pedophillic as he sprawled over him and slowly fucked his tiny little ass. The age gap between them was about two and a half years which is quite a bit at that age, but it wasn’t even close to some of the way bigger age gaps between us and the youngest boys in the secret club. Out at our fort in the ravine or at our secret little cruising spot we’d been trading blowjobs with some boys as young as 9 or 8 or even 7 years old, so it wasn’t as bad as some of those age gaps were. But James was definitely the youngest guy to ever join in one of our sleepover orgies and one of the youngest boys any of us had ever tried fucking.

And his inexperience definitely showed, he still struggled to get comfortable as Chris carefully started to fuck him a little harder and deeper. His facial expressions went back and forth between looking surprised and looking determined as he kept concentrating, laying there on his back with his spine curled up so Chris had a good angle to penetrate him. James still didn’t quite look like he was enjoying it, but he didn’t want to give up this time and kept telling Chris to keep going. The two of them eventually did find a nice slow comfortable rhythm that James could tolerate, and they kept going for a pretty long time.

Now that we’d all had a few rounds of fucking back and forth it didn’t take long until Chris was said he was about to cum as he kept fucking James. He nervously asked James if it was okay to cum inside him, and James nervously replied yeah why not, still a little unsure about it but still not willing to give up. So Chris sped up as much as he dare, finally starting to fuck James deeper, harder and faster than ever, not so worried about hurting him anymore as he seemed to be getting used to it. Chris quickly pushed himself over the edge and his dick started pulsating and pumping James guts full of cum, and he finally stopped moving and just held on as he drained his balls into him. James didn’t even say anything as he lay there motionless and let it happen, he still looked totally shocked by what was going on but seemed to crack a subtle smile as Chris came inside him. He was actually quite proud of himself for taking his first proper full fucking all the way to orgasm and making Chris cum, and when he finally pulled his glossy messy wet dick out of him, James said it didn’t even feel that bad. At least it didn’t hurt him, and he seemed to be slowly starting to understand how it can feel good when you do it right.

Of course the rest of us were hoping he’d want to keep going and would give one of us sloppy seconds, so I didn’t waste a second and immediately asked James if I could try fucking him next, before anyone else could ask and beat me to it. He seemed a little surprised that I was so eager and said he wasn’t sure, but I told him he should at least try letting me and Grant fuck him just to see how much he could really take. He had a chance to level up like Cody did and work his way up to the biggest dick in the room, and much to my surprise he didn’t immediately shoot the idea down. He said he was willing to try, but he wanted to switch to a different more comfortable position and told me I’d have to be super careful. My dick wasn’t that much bigger that Chris’s, but James still looked at it like he was worried if it would even fit or not.

I asked him if he wanted to do it doggystyle or what, and we settled on bending him over the coffee table so he could lay on his chest and relax while kneeled behind him. I couldn’t believe how lucky I was and that James was actually going to let me fuck him as the two of us got into place and started lining things up, and I quickly debated with myself if I should bend over and lick his hole a bit first. I didn’t really need to lube him up because his ass was still a sloppy wet cum filled mess from Chris, but part of me wanted to do it anyway just for the dirty thrill of it. I’d eaten tons of ass but never with a fresh load of cum inside, I was so horny that part of me wanted to seal my lips around his hole and tongue fuck and suck all the cum back out of him, but I also didn’t want to scare James off by being such a degenerate pervert.

One thing at a time, getting a chance to fuck James’ ass was plenty exciting enough without throwing felching into the mix, so I didn’t go for the rimjob and carefully positioned myself to stick my dick into him. I rubbed the head of my cock up and down his crack to tease him a bit, then aimed into his hole and gently started to apply some pressure. James tried to relax, and I felt his anus start to stretch open around the head of my cock as I slowly pushed it in. His ass felt so incredibly tight as I dipped the tip inside, and he flinched a bit and inhaled sharply sucking a little hiss through his teeth as my dick stretched him open. But he didn’t say stop, so I carefully started pushing in further until he started squirming and struggling with it. His warm guts started to envelope my cock and it felt so good as his tight sphincter slid further down my shaft, and he was so full of Chris’s gooey slippery cum that there was zero friction even though he was so tight my dick almost didn’t fit.

I took it easy at first because I was still worried about hurting him, not even pushing halfway in before slowly staring to pump in and out a tiny bit. I couldn’t really judge James’ reaction too well because he was facing away from me, but he still wasn’t telling me to stop and that was all the permission I needed to keep going. As the rest of the group kept their eyes on us, I grabbed James by his narrow little hips and started pushing some longer deeper thrusts, sticking a little more of my shaft into him bit by bit. Looking down and watching my cock disappear inside him was a wild sight, he was so small that it almost looked anatomically impossible to go balls deep. No wonder he was struggling, it looked painful the way my dick stretched his tiny hole open and plunged way up into his guts. Me and Chris were almost exactly the same age, but I almost felt like a creep for how much the age and size difference between us and James turned me on – and Grant was even a bit older. But as always the more taboo something was, the more of a thrill it turned out to be, and the really creepy thought was imagining doing this to one of the 7 or 8 year old kids we’d sucked dicks with and how tight an ass that young would be.

I started fucking him pretty hard and he still didn’t tell me to stop or even slow down. James wasn’t quite at the point of actually enjoying the sensation yet, but he still wasn’t complaining even when I pushed all the way in, sinking the entire length of my cock into him. I decided to give him a reacharound and his dick hadn’t even gone soft, he was hard as diamonds and obviously incredibly horny. He was clearly enjoying it on some level even if it didn’t exactly feel great for him, so I tried to make it feel as good as I could by stroking his little dick for him as I really started fucking him properly. I gave him some nice slow, long, deep thrusts, plunging my dick through his squishy slippery cum-filled insides, and it felt absolutely incredible. This was about as exciting as fucking could get, and I wanted to keep going for a good long time and hog him all to myself while I had the chance.

James was definitely getting warmed up and getting used to it slowly, he was doing so well that he earned some compliments from the guys as they watched. We had nothing but encouragement and praise for him because we really wanted him to enjoy it and show up for these sleepovers more often, and we wanted to make him feel special for being the youngest guy to do stuff like this. It wasn’t a hard sell because he really did look up to us, we were the cool big kids in his eyes, and he didn’t want to miss out on what all the cool kids are doing. It almost felt like we were grooming him, but he wasn’t that much younger than us, and if he ever said no or genuinely looked like he didn’t want to be there then we would have respected that unquestionably. We gave him every possible opportunity to bail out, but he definitely wanted to play along and be a perverted fag like the rest of us, and that was the best outcome we could have hoped for.

Even though I was trying to take my time to savor it, the sensation was so amazing that it didn’t take me long until I was about to cum, and I started edging myself as I tried to hold off and last a little longer. I put so much effort into trying to pace myself that I almost gave myself a ruined orgasm, running myself right on the brink even though I was still fucking him incredibly slowly. My dick got so hypersensitive that even the long slow thrusts were too much, a few pumps later I tripped past the point of no return and just went for it. It was so sudden that I didn’t even warn James that I was starting to cum, my cock just started twitching and pulsating inside him as I started blowing my load on the last few thrusts. I felt the jets of cum shoot through my dick and squirt out into his guts, spreading around the head of my cock as I pumped pulse after pulse of sticky sweet goo deep inside him. This was no light little quick orgasm, after so much foreplay and excitement leading up to it, this one welled up from deep within and took my entire body to another dimension, toes curling, muscles tensing, eyes rolling back in my head and my mind going blank.

When I came back to reality I had pumped a good 10 or more long pulsing squirts of cum inside James, his guts were so full of slimy goo that I was scared to pull my dick out. I took a little pause and stayed motionless for a moment as I caught my breath and returned to consciousness, dreading the incoming post nut clarity. But it didn’t hit that hard even though it was one hell of an intense orgasm, it was going to take more than just a little refractory period to take me out of the mood on a night like that. Somehow I was still feeling horny as I slowly slid my throbbing hard oversensitive dick back out of James’ ass. My cock was all slimy with cum, but James clenched his ass shut so tight that we didn’t make mess pulling out, he just kept all that cum contained inside him and didn’t squeeze out a single drop.

What happened next was unbelievable to watch. Grant asked James if he could try fucking him next, and he actually agreed and let him have sloppy thirds right after I pulled out. James didn’t even move and Grant got into the same position I was in and immediately started pushing his huge cock into him. It was kind of predictable and we all hoped to see it happen, but actually watching it happen was still mind blowing. As I recovered from blowing my load I just hovered around and watched Grant’s big thick cock stretch James open and stab into his guts. Grant was a lot more slow and careful than usual and respected his inexperience, but that didn’t stop him from fucking him long and hard enough to blow his load inside him as well. James lay there motionless bent over the table and just took the gentle pounding quietly without saying a word, and he looked pretty happy when Grant finally said he was going to cum.

Grant held onto James by the hips as he thrust his big dick balls deep and stopped moving, letting the twitching pulsations take over and having a wicked good orgasm. He pumped what I’m sure was a massive load of cum deep into him, mixing it all up in there with mine and Chris’s cum. Even I had never taken that many loads up the ass in such a short time and we were all a little blown away. I was almost jealous of how special we were treating this young little guy as Grant gave James even more praise on his performance, telling him how good he did and how amazing it felt. As Grant slowly pulled out and backed away James breathed a sigh of relief as he got up off the table, saying he was happy we all enjoyed it. He still didn’t go as far as agreeing that it felt good, but at least he was proud of himself for pulling it off letting 4 of us fuck him and powering through long enough to make 3 of us cum. And he’d done it with all the biggest dicks in the room.

Most amazing of all was the fact that James had managed to take the whole length and girth of Grant’s huge dick, barely flinching and not complaining one bit. If he could withstand that then he could take any of us, and Matt and Jay and Adam were all still vying for a chance to fuck him too. As the night went on and the orgy kept going they all eventually got a chance as well, and in some really fun and creative group positions to make it even more interesting.

As if that night wasn’t already exciting enough, in our never ending quest to invent new things to try and new positions to fuck in, we actually came up with a couple new things to try that we’d never done before. The list of things we hadn’t already tried was getting pretty short, but the fact that both me and Chris were capable of sucking our own dicks helped us invent some interesting ways to mix things up. As we got really into the group sex we actually came up with some entirely new sex positions we hadn’t even seen in any porn.

The first and most obvious thing to try, both me and Chris tried sucking our own dicks while letting someone fuck us, and that kind of worked if we did it in an upside down kind of pile driver position. But what was more interesting was realizing that the very same flexibility that let the two of us suck ourselves off also meant that we could simultaneously fuck someone and suck their dick, if we did it in the right kind of face to face cowboy position. I tried it with Adam, and it was incredibly fun having him sit in my lap with my dick in his ass and his dick in my mouth at the same time. We were all open to just about any wild suggestions for stupid new positions to try, we really would try just about anything to keep things interesting.

And I really proved that point with the one other new experiment we decided to try that night, yet another thing inspired by some of the hardcore porn we’d seen recently. It was an idea we initially brushed off as kind of silly or maybe impossible, but we were so focused on anal sex and still locked in a battle to try and prove who is the biggest pervert of all that we still wanted to step things up and escalate into further degeneracy. So I decided to be bold and suggested we try double anal penetration, two dicks in the same hole at the same time. Of course I offered myself up as the guinea pig and I was pretty confident I could actually take a double penetration, especially if I tried with some combo of the younger smaller dicks in the room.

The guys all thought I was nuts didn’t believe my ass could stretch that wide open, but I was confident I could pull it off and they were all more than happy to oblige and watch me try whether I succeed or not. So I basically dared Adam and Jay to try it out on me, all we had to do was figure out some position they could squish their dicks together parallel and try stuffing them both into me. I remembered how the threesome in our favorite gay porn do it, basically half doggystyle half missionary, one penetrating from above and one from below with me in the middle, same way the women in the gangbang porn get double penetrated.

So with my instruction Adam eagerly laid out on his back and let me crawl on top of him, and we started sliding into position as Jay crawled up behind me. I spread my legs up and out of the way to sit down onto Adam’s dick, reaching behind myself to grab his shaft and guide him in first. His dick slid into my ass easily as I lowered myself onto him, and as soon as we got into a comfortable position and he was all the way in, I told Jay to go for it and try sticking his dick in too. It wasn’t so easy that it magically worked right away, it started with some slippery misses as Jay tried his best to line his dick up with Adam’s and stuff it inside me, and for a moment it seemed too awkward and impossible.

But between Jay and Adam both holding their cocks together inline and trying to cooperate to penetrate me, they quickly figured it out, and suddenly I felt the lump of Jay’s cock head starting to squeeze in beside Adam’s shaft, stretching my hole wider than it has ever been pulled before. Jay said something like ‘holy shit it’s working!’ as he forced and pushed and wiggled the tip of his dick deeper into me, gaping my ass wide and filling me up more than I’d ever felt. The stretch almost hurt and the pressure on their cocks must have been intense, I was definitely pushing my limits and I worried I’d tear something. But I couldn’t believe it was actually working and I wished I could look back there and actually see what 2 dicks in 1 hole looks like.

It felt wild, it was borderline painful but the stretch actually felt amazingly good as Jay pushed more and both their dicks went deep inside me. Adam didn’t even move and let Jay start slowly pumping and pushing in and out a bit, rubbing and sliding their 2 cocks against each other all smushed together in my ass. We were completely blown away that it actually worked, including the rest of the guys as they watched us in utter disbelief. They were more surprised than I was that it was even possible, and both Jay and Adam were surprised by how awesome it felt. It was just so tight and their shafts rubbing against each other made it a whole new sensation – Adam didn’t even need to move for it to feel good with Jay doing all the work, sliding their dicks against each other inside of me.

Suddenly everyone wanted to tag in and try a double penetration on me too, but I let Jay and Adam keep going for a while first. Now I was the center of attention again with this crazy new found skill and everyone wanted to try it, only they just wanted to top me and no one else was offering to try getting double stuffed themselves. I thought they were missing out and would love to have a chance to try it on someone myself, but for the meantime I was loving the attention as I proved myself to be the biggest pervert of all yet again. I loved being the first one to try all the dirty new things we’d come up with, and showing off like this with Cody and James there to see it was such a thrill.

Initially I thought I’d only fit 2 smaller dicks, the size differences between our various cocks were quite noticeable at those ages. At first I figured Grant’s and Chris’s and maybe even Matt’s dicks might be too big, but the longer I let Adam and Jay stretch me out the more comfortable I got, and the easier this double penetration thing seemed. My ass was so warmed up and stretched out by that point that I started getting optimistic and wanted to see how much more I could take, so I decided to let everyone else have a try too.

First Jay pulled out and tagged Matt in, but Adam didn’t want to trade off and I stayed on top of him and left his dick in my ass while Jay and Matt switched spots. Matt struggled at bit at first as he tried to figure out how to cram his dick into my ass next to Adam’s, but he quickly figured it out, and I was stretched out and relaxed enough that it went in pretty easily. Matt’s dick wasn’t too much bigger than Jay’s, but it felt noticeably bigger as he started thrusting. It still wasn’t too much for me, it still felt great as he took a quick turn. He would have kept going for longer if it wasn’t for everyone else gathering around and begging for a turn to try, it was the craziest thing any of them had seen and they all were desperate for a turn. So Matt pulled out and I crawled up off Adam to quickly give myself a break, and I told Cody and James to get ready if they wanted to try too.

Cody eagerly laid on his back and James got ready behind me as I straddled him, and using the same position I sat down on Cody’s dick and James shuffled up into place and shoved his dick in from behind. It went surprisingly easily, partly because I was nice and loosened up and partly because their dick were smaller, but it was still quite a stretch as I felt both their shafts sliding into me. Whenever we discovered something new and crazy like this the whole rest of the orgy ground to a halt as all the guys gathered around to watch, and I really wished we had a mirror or even a camera so I could see the action close up myself. They were all so dumbfounded that I could actually fit two dicks in my ass at the same time, and I was pretty surprised myself. I wasn’t just shocked that it was actually working, I was blown away by how good such an extreme stretch could feel. I was starting to understand why some people liked massive dildos or why someone might get into wild stuff like fisting. I never thought I’d want to get that blown out to actually fit a fist in my ass, two adolescent size dicks seemed to be plenty enough as Cody and James both started thrusting and rubbing their cocks together inside me.

It was Grant’s and Chris’s bigger dicks I was worried about, and as they watched and pleaded me to let them try, I wondered why one of them didn’t want to try and match my little performance and try getting double penetrated too. They were the older and supposedly more perverted ones, I thought they’d try anything I would, but they just wanted to try it on me. I did want to really test my limits after all, so I wasn’t going to say no to them, I told them I’d let them try but made no promises that I’d still enjoy it with their bigger dicks. So as they kept watching Matt and Adam fuck me, Grant and Chris at least tried to invent some other interesting positions to try double penetration. They thought it would work even better if the two of them got into a kind of scissoring position with their 2 dicks lined up together, that way I could squat over them and be in total control and actually go really deep if I wanted to. It sure sounded like a good idea, especially as they actually got into that position to demonstrate what they meant, and they lay there stroking their dicks together as one in anticipation.

So I told James to stop and crawled back off of Cody, I was ready to switch and see just how much my ass could take. With Grant and Chris laying there legs crossed over each other and scissoring with their dicks squished together, Chris told me to come get a quick rimjob first, so I went and squatted right over his head and almost sat right on his face while he tongue fucked me. I bent forward to suck both their dicks a little bit at the same time, and it was hilarious trying to open my mouth wide enough to fit both their cocks. I wasn’t really trying to suck them off anyway, just getting them nice and lubed up just like Chris was doing to my hole. Just enough to make everything nice and slippery, and then I got up and shuffled over to try and sit on both their dicks.

I squatted over them facing toward Grant and away from Chris, and it took all 3 of us to reach down and guide everything into place. Chris grabbed both their dicks at the base and held them in place together, Grant grabbed on a little higher and kept their shafts parallel and squeezed tight, and I reached down between my legs to find the heads of their dicks and guide myself into place as I began to squat down. When I got them both centered I gaped my anus as I lowered myself down slowly, wiggling back and forth a bit to make double sure everything was aimed right and feeling their two cocks starting to spread me open. Neither of them dared to move as I went for it, and I was so slow and careful about it that it actually worked right on the first try. I let go of their dicks and used both hands to brace myself, carefully lowering down as I felt both their heads starting to slide into me together, putting all kinds of pressure on the top and bottom of my hole as I went a little lower. As soon as I actually starting to get a little bit of their shafts inside Grant and Chris both let go too, they were in far enough that I could do the rest, so they gave me room to keep going.

I couldn’t believe it was working as I sunk down a little lower and felt their two big cocks starting to fill me up. I was past the worst part and got both their heads in beyond my anus, so it was surprisingly easy to sit the rest of the way down and take both of their cocks in as far as they’d go. The stretch was intense as was the pressure building up inside my guts, but somehow it still didn’t hurt at all, it was impossible to describe but it was an oddly refreshing sensation to really pull and work all those muscles while stuffing my ass more full than it has ever been.

Grant and Chris said a bunch of stuff like ‘oh my God it’s working!’ and ‘wow that feels tight!’ as they started trying to move and thrust a bit. It was such an awkward position to try and actually do much of any fucking motion, and it really was easier for only one of them to start pumping in and out while the other two of us stayed still and maintained the position. Their dicks were so tightly squished together inside me that one dick moving around was more than enough stimulation for all 3 of us, and I was still shocked by how great it felt to be stretched open so wide.

I kept telling everyone that it didn’t even hurt as they watched in disbelief, and I guess it must have looked painful because nobody else was stepping up to try it like I was. I really wanted to convince at least Grant or Chris to try, they were more used to larger anal insertions than any of us since they fucked each other every night, so I begged them to trade me spots and try it too. It wasn’t exactly fair that I’d let all of them double penetrate me and not one of them wanted to pay me back so I could see how it feels too. It was cool that I’d won the biggest pervert contest yet again, but that was only fun for a while if nobody wanted to challenge the title. I wanted to know what double penetrating someone feels like, but nobody was willing to try it, probably because they didn’t believe me that it actually felt surprisingly good.

So to try and prove the point I rode Grant’s and Chris’s cocks as deep as I could, squatting down and telling them to fuck me harder, stroking my rock hard dick and showing them how much fun I was having. I almost wanted to start moaning like Adam sometimes did, but it didn’t come naturally to me and I didn’t want to fake it. But I tried to talk dirty a bit and told them how their big dicks feels so good inside me, and I let them keep going and going. I didn’t want to stop until I made one or both of them cum, so I told them not to stop until they blow their loads inside me. I basically didn’t give them a choice as I squatted on top of them and kept them pinned down, and I started bouncing gently up and down on their cocks when the little thrusts they were pushing weren’t good enough anymore.

The pressure on my prostrate was so intense that my dick was leaking a steady stream of precum, and it dribbled all over Grant’s belly as I stroked my shaft above him. If they didn’t hurry up and cum soon I was going to end up blowing my load before either of them, but that didn’t happen. Grant and Chris both started talking about how close they were to orgasm and told me to stop bouncing around so they could try and sync up. They’d gotten pretty good at timing themselves to cum at exactly the same time, something they practiced a lot getting each other off every single night, and they wanted to try and blow their loads into me simultaneously. So I just kind of hovered there as Grant and Chris took turns thrusting, telling each other to speed up or slow down until they were both ready to explode.

Grant stopped moving, said he was about to cum, and told Chris to hurry up and go for it, so Chris did all the pushing and pulling and sliding in and out, speeding up so much he almost popped out between thrusts. When Grant said ‘ok I’m coming!’ Chris said ‘hold on, yeah, me too!’ and kept furiously pumping for a few more seconds. Grant’s dick started twitching and exploded first, I could feel him pulsating inside me and pumping his warm creamy goo into me, and Chris stopped moving and started squirting before Grant was done. They’d actually managed to time it just right and both of them were blowing their loads into my ass at the same time, I stayed still and smiled with a degenerate sense of pride and let them finish.

Cum started leaking out down their shafts as they both climaxed and shot their last few squirts into me, and when I finally went to stand up and get off of them, they were both a complete mess as their dicks pulled out of my ass. Looking down at their two cocks as I stood up I couldn’t believe I just had both of them inside me at the same time, and I wished I could have seen it happening like the rest of the guys watching. Grant and Chris untangled their legs and sat down normally on the sofa, and they were totally blown away that I’d pulled it off, saying how incredibly good it felt. And after letting them double fuck me so long and hard they were finally starting to believe me that it didn’t hurt, and that I actually liked the sensation of being so stretched out. Even as my blown out ass hole was recovering from the abuse, that lingering feeling of anal exhaustion felt great, and I was still massively horny and stupidly proud of myself for doing something that really blew their minds.

But no matter how exciting it was to prove myself to be the biggest pervert of all again, I really just wanted someone else to give it a shot so I could have a chance to try it and see what double penetration on the giving end. Grant and Chris were both knocked out of rotation for a while as they sat there dealing with their post nut clarity, so they weren’t going to be any help. And the rest of the guys were too worried about getting hurt to volunteer to try it next. Matt definitely wasn’t going to try, and expecting Cody or James to try would have been stupid, they were so inexperienced that one cock at a time was already almost too much for either of them. Only Jay and Adam didn’t entirely shoot the idea down, both of them loved bottoming and getting fucked hard, so at least the idea intrigued them even though neither of them thought they could actually pull it off like I did.

Out of me and James and Adam it was hard to tell who’s ass had ridden then most miles of cock by then, Jay was the only one who fooled around nearly as much as Grant and Chris and I did, but Adam was quickly catching up since me and him started spending so much time together and fucking on the side. All 3 of us were slowly turning into the bottom boys of the bunch since we all loved getting fucked so much, but I was clearly on another level than them because the thought of taking a double penetration still scared both of them, even after watching me take both the biggest dicks I could at the same time and love every second of it.

I did my best to convince one of them to try, pulling out our old fairness doctrine rule and trying to play that card in my favor. Since the earliest days of playing with dicks we’d chilled out on all the mandatory reciprocity and we weren’t so obsessed with paying each other back and keeping everything even all the time anymore, especially when it came to fooling around with inexperienced newer recruits like James. But I thought I could pull it off and guilt one of them into returning the favor, complaining how it wasn’t fair that I let every single one of them try double penetrating me and not one of them would pay me back so I could find out how good it feels too.

I decided to drop the subject when I realized I wasn’t getting anywhere, they just weren’t going to do it and I had to settle for the title of being the only one crazy enough to take two dicks in the ass simultaneously. At least I knew how good it felt on the receiving end, and I was still plenty horny enough to want the rest of them keep trying it out on me. So I let Matt, Jay, Cody and James all take turns on my ass two at a time again until they all came too.

The last surprise of the night came when we found out that Cody wasn’t as immature as we all thought – despite being younger than half of us, at 11 years old he was already squirting actual cum and could blow a pretty impressive load. That made 4 of us who’d reached that milestone, everyone else was still young enough they were still having dry orgasms, including Matt who was older than Cody and probably felt a bit jealous about it since puberty seemed to be lagging for him.

There was quite a bit more fucking and a lot more orgasms that night before we finally wrapped things up and went to sleep. Not including what had happened previously with Clara, it was easily the single wildest orgy we’d ever had, and the word orgy really is no exaggeration. It was so cool to have such a huge group of all 8 of the biggest perverts and best friends I knew, and I hoped we’d have the time for some more fun nights like this over the Christmas holidays. We really were hitting an absolute peak of degeneracy those days, and there was absolutely no end in sight. We were all looking forward to doing it all over again as often as we could, and even young little hesitant James had quickly turned into quite a little pervert right along with us. It was almost too easy, and I couldn’t believe how wild our secret sex life was getting and how effortlessly we were getting away with it.

Just like that night with Clara and every other sleepover, we really had parental cluelessness and neglect to thank for being able to keep such a wild secret going. It wasn’t just Grant’s and Chris’s parents and the inordinate amount of freedom and privacy they let us have down in The Dungeon, none of our parents had the slightest suspicion about what was going on behind closed doors, and even if they ever did start to clue in they sure didn’t care enough to put a stop to it. If any of them even had the slightest idea what was happening then these sleepovers would have been over in a heartbeat, but somehow we’d managed to keep it going for so long without dropping any hints or anyone catching on.

Even with so many friends who knew about it and so many kids involved to different degrees, nobody had let it slip or snitched on the club, and there was still only one single adult on the planet who kind of knew about it – the groundskeeper at the apartments. I guess that incident in the change room had made us a lot more weary and careful about getting caught in the act, and we were incredibly careful those days despite how wild and infamous our little secret sex parties were getting.

But that didn’t mean we didn’t still take some risks, because it’s not like it was much of a secret among the rest of the club and most of the boys in the neighbourhood at that point, and it was a miracle that every single one of them had stayed quiet about it so far. One of the big worries about fooling around with younger less experienced guys like James was actually trusting him not to turn on us and rat the club out if he felt ashamed of himself or regretted it after the fact or something. We didn’t know him that well and he wasn’t in with our tight circle of friends – we didn’t hang out with him much and he was way more of a fuck buddy than just a normal friend, so we still didn’t know if he was 100% trustworthy. All we had in our defense was plausible deniability or mutually assured destruction. If the worst case scenario happened and he wanted to accuse us of raping him or something, our only options were to deny it outright and say he made it up, or not to deny the sex but say it wasn’t rape and he wanted it and is just as bad as us. Of course both those options sound like fucking retarded excuses in hindsight, but to our adolescent cumbrains it seemed like bulletproof defence.

At least we made sure we really had won James over, trying not to be weird about it or make it awkward after the fact or the morning after. Whatever we could do to make sure it was a positive experience for him we did, making sure he didn’t sink into some hole of regret and shame for everything he’d seen and done that night. Lucky for us he wasn’t as much of the shy and innocent type we took him for, and while he still wasn’t as nasty of a cumbrained pervert as some of us, he did end up having a ton of fun and definitely wanted to do it all over again and come to more of these wild sleepovers of ours.

James was brave enough to sleep naked like the rest of us that night, he even participated in some of the more sneaky quickie blowjobs we gave each other the next morning before we went upstairs for breakfast. We decided we wanted to go to the aquatic center for the day for something to do, and James even wanted to come along there too, so he was definitely digging hanging out with our group of friends. He really did look up to us and want to have a bunch of cool older friends, and we were so glad that he was turning into as much of a perverted fag as we all were.

It was awesome that even though we were getting older we still had someone as young as him to fool around with – puberty was starting to happen so fast that we couldn’t keep those age gaps going for much longer, and we wanted to make the best of it while we still could. Even after an orgy with 8 of there, we still wanted to groom even more young guys into joining our gay orgies before some other guys in the club starting growing out of it. It definitely wasn’t just some silly experimental phase anymore and we wanted to lock down as many guys into this secret sex life as we could, hopefully we’d succeeded with Cody and James that night.

🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️

Please, Rate This Story:

(average: 3.86 out of 7 votes)