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How to be a Cheater: Boyfriend the First
MugWump replied to MugWump's topic in General Bareback Sex Stories
Ok, disclaimer; I am an absolute shit in this one. And yes, that is in the context of me writing a whole series on my chronic infidelity. I considered not writing it for a long while, but it was a pretty important life lesson, and it all (kinda) turned out fine in the end. But just so there’s no confusion; I know I’m the bastard here. Our little gay barcrawl group had grown a little beyond me, David, and Elise, and although most of us were very plain gays, there was one new member who stood out; Lee. Oh Lee. We met him at a bar one night and he was a total whirlwind, one of the precocious, brazen gay teens you’d see in a show like Skins. He started hanging with us regularly, and I’ll admit I was a little infatuated with him in all his tight, skinny-jeaned, black sweepy-haired glory. He was a bit younger than us, but he was old enough for everything in this story so we let it slide. I think he had quite a bad homelife, he never seemed to be there, always moving between friends’ places. After he’d been around a month or we all decided to go to our local seedy gay club (keeping our drinks close this time), and this time, for some reason, I invited Tim along. He stayed and danced and mingled for a large part of the night, and then went home early since he had work the next day. Now, I never confirmed it, but I think seeing I had a bf did it for Lee; the moment Tim was gone he was dancing with me in the most filthy way, and we were pretty much glued like that for the rest of the night. Just dancing, mind you, I wasn’t drunk enough to risk making out with him in public. Anyway, we set off to my place at the end of the night for a few more drinks, as my housemates were all away for the weekend. Once we arrived though, Lee mentioned he was feeling kinda tired and a bit sick, so Elise got me to take him upstairs to a housemates empty bed, which I did, even grabbed him a glass of water on the way. I don’t know if Elise knew what he was up to, but I suspect she did. As soon as we were in the room, he perked up immediately, and moved in for a kiss. I hesitated, which was unlike me; he was young, and drunk, and everyone including Tim knew him, and I also knew Lee couldn’t keep a secret to save his life. I’ve never been good at impulse control though, so I caved and made out with him right there. Boy he was a damn good kisser, and pretty soon I was rock hard. However there were still alarm bells ringing, and I hadn’t gotten this far by ignoring them, so I kissed him gently on his cheek and told him I had to go. "Wait, where are you going?" he asked, and I told him I was going to stay at my bf’s, and that was probably the best idea. But Lee wouldn’t take no for an answer; stay just for a hug, I just want to make out, he won’t know, you can do anything you want with me… I’ll admit I was tempted, but at this point the wheedling and not taking no for an answer had kinda put me off, so I stayed firm, told him he could stay the night, and turned to leave. This is where things went south. He grabbed for my belt as I went for the door, "I’ll tell everyone you kissed me. Including Tim." Fuuuuck, look I know he was just being a dumb, drunk, horny teenager, but you know what, *I* was a dumb, drunk, horny teenager too, and I’m telling you I saw red. "You really wanna get fucked? I can do whatever I want ?" I growled, and he at least had the sense to hesitate. Didn’t stop him picking the wrong answer though. "Yes.", he whispered I reached forward to grab him by his hair and pulled him into an angry kiss. He was so slight I could easily pick him by his waist, and as I did we slammed into the wall. My kisses found his neck, and I did everything I could to bruise and lovebite him there; he was gonna be wearing tonight for a while. He moaned and writhed under my grip, but he never said stop even as I started tearing his clothes off and maneuvering him towards the bed. He tried to undo my shirt, but I batted his hands away, turned him round, and bent his naked ass over my housemates bed, where I held him in place while I dived face first into his perfectly smooth hole. His moans got so loud at this point that I might have worried about our friends hearing if I’d been thinking straight; instead I was fumbling with my belt and jeans, freeing my raging hardon as my tongue went to work on this brat. Once I felt he was wet enough, I stood, and pulled him upright by his hair so I could look him in the eye. "Still want this?" I asked, as my dick pressed against his hole, and he moaned a yes as I gripped him. "We’ll see." I told him, and I knew exactly what was coming next. I threw him face first onto the bed and climbed on top of him. With one hand on the back of his neck, pushing his face into the pillow, I spat on my other hand and wet my dick. I didn’t ask, I didn’t wait, I just held him down and slipped my whole cock into him in one go. I ignored his muffled cries, and he was far too light to wriggle away, so he stayed pinned under me as I gave him exactly what he’d thought he’d wanted. I hammered away at his tight, warm hole, occasionally pulling his head out of the pillow to kiss him and give a chance to say something. He never did, just moaned like a bitch in heat as I used him. It wasn’t very long before I felt my balls tighten, and I didn’t even warn him before I started redecorating his insides. I lay there on top of him catching my breath, before, in one swift motion, I covered his mouth to stifle his gasp and pulled my big dick out of him in one go. A lot of my cum spilled out with it; I’d really filled this boy up. He rolled over, looking stunned as I stood to find my pants. "Was that what you wanted?" I asked brusquely. He didn’t seem to have an answer to that, and instead wondered why I was getting dressed. "I told you I’m heading to my boyfriends. I’ll see you next time. And don’t you fucking dare tell anyone." Pretty sure I heard him crying as I left. I crawled in next to my bf twenty minutes later, and, already hard again like only a 19 year old can be, I started to slip my cock, still slick with me and Lee, into the sleeping Tim. He moaned and pushed back, and pretty soon I was on top of him, his legs on my shoulders, looking into the eyes of a man who loved me while I fucked another load into his ass. It was always kinda funny seeing Lee and Tim in the same room after that night. Lee kept quiet until years later, and would come round pretty regularly for a good rough raping, so I guess he had fun. 😂 Tune in next time to hear the dramatic conclusion to this, Act One of The Serial Cheater! -
How to be a Cheater: Boyfriend the First
MugWump replied to MugWump's topic in General Bareback Sex Stories
It was around the six month mark that Tim finally took me upstairs at a house party, drunkenly told me he loved me, and pulled me down onto his fat, raw dick for the first time. Honestly, he was a pretty amazing fuck back then, and that first night bare he took me so hard I could barely walk without leaking cum the next day. We took a trip to the clinic, and once we both got a clean slate (phew) he was all over me. It seemed like trust and love sent his sex drive through the roof because that boy would want to fuck any and everywhere, including some places that nearly got us into trouble. What I’m saying is that, as six months turned into a year, I’d found myself in a caring, stable relationship with a wild, exciting sex life. I should have been content. Instead I started… devolving. I’d continued seeing Aiden/Rob and Craig when I could, but they were far away and my time to travel was limited. There’d been a couple more odd fumbles with people at the uni, but nothing wild. I had, however, made friends with a small group of guys around my age (with one fag hag naturally) that were my own thing; I’d go out with them to the local gay bar/club without Tim or my straight friends, and it was with this group I really started to go off the rails. Trigger warnings for people getting drugged (one of them being me) in this one. So the original, core of this little group were me, a guy called David I’d met online, and his friend and defender the sweet but mental Elise. He was 20, tall, and beautiful in a 90’s tv heartthrob kinda way, but I, a very mature 19 by now, wasn’t really interested in him. Y’see, David was sweet, and David was nice, and David enjoyed hanging with me, but David was always chronically shy, and, if I’m honest, kinda dull sometimes. But still, I liked hanging with him, and seeing guys flock to him wherever we went was kinda fun. We were good friends for quite awhile, before, and even after, what we both referred to as "The Incident". The Incident started on a Friday out at our local gay club. It always got pretty packed in there, being a big student city and all, and tonight was no different. Now I didn’t drink alcohol very much at this point, being both poor and kinda afraid of drunk me. David, on the other hand, enjoyed a cocktail, and would get pretty drunk on out nights out, after which I’d normally be the one to safely walk him home and pit him in his bed. This time he’d ordered a massive, strong, super-sour cocktail from the bar and was having trouble finishing it, and after he offered me a sip I told him I’d help him with it, because I’m actually incapable of turning down anything sour. So we stood at the bar, chatting, taking sips, having a dance, saying hi to people we knew, and just generally enjoying our night. Once the drink was gone there were a couple more songs before closing time, so we headed out to the dance floor to finish the night on a high. Ooh and a high it was. The dancing felt great, the music sounded great, and we were making out with anyone who wanted it. But by the time we staggered outside we were completely gone, and I don’t remember anything of what must’ve been an hour or more getting home. When I come to, I’m in my single bed, butt-naked, big-spooning an equally naked David. My head is super cloudy, but my dick is rock hard, and pressing against David’s juicy butt. I’m kinda hesitant about moving; part of me knows this is my friend that I’m not even that into, and that I have no idea how we ended up like this, while the other part of me is baying for blood. I settle for nuzzling into the back of his neck and trying to ignore my dick, at which point he must have come to as well, because he starts to gently move his butt against my raging boner. Well that was all the waving red flag the beast in me needed, and I wrap one arm around him and pull him towards me. I coat two of my fingers on the other hand with spit, and without us saying a word to each other I move to finger his warm, tight hole. The dawn light is peaking through the window enough for us to see, and I lean up so I can look at him properly while my fingers work their magic; he really is rather handsome, eyes closed as he gently moans, back arching his lean, hairy body, and whatever is in the driving seat instead of me knows that I’m going to have this guy right now. It’s at this point that David finally turns to me, and even in the dim light his eyes look like saucers. We just keep staring at each other as he reaches up a hand to spit on it, before moving it slowly down to my throbbing cock. Whatever’s got a hold of me, it makes his warm, wet hand closing around my dick feel like fireworks going off on my skin: I’m literally tingling all over as he rubs his spit over my head and shaft, and my fingers dig even deeper into him, forcing out a long moan as they hit his spot. Even the sounds he’s making are giving me pleasurable shivers now, and I pull my fingers out to run my hand over his beautiful ass and muscular thighs. He takes that opportunity to guide the head of my dick to his warm, waiting hole, and we both gasp as my thick head wetly pops inside him. We pause here; we can feel something is awkward and weird and wrong here, but we’re both wide-eyed and completely dazed, and so, so fucking horny. My whole body feels electric as my hand gently pulls on his hip, sliding him back onto me so very slowly. He groans once I’m fully inside him, and we stay like that for some time, looking at each other before I start to gently move my hips into him. It’s that moment when I foggily remember that I’ve never taken anyone but my boyfriend to this bed, where my housemates and friends are all only a few thin walls away. The panicked thought awakens a sudden urgency in me, and I move David around until I’m on top of him, his long legs up on my shoulders, and thrust my whole length into him. He cries out for me to go slow and I ssh him, and that’s the only time we speak to each other for the whole encounter. We don’t even kiss, it seems too intimate, so we just look into each other’s eyes as I bend him in half and rail him with an energy I shouldn’t have had at that hour. The rhythm stays intense and the sound of my balls slapping against his butt cheeks and my headboard banging against the wall is only interrupted by the grunts and moans coming from the two of us. Suddenly, I feel his hands tighten their grip on my arms, and looking down I see him cumming over his hairy chest without having even touched his cock. Without asking I hold him down for a few thrusts more before unloading what feels like a gallon of jizz inside him. We collapse next to each other, whatever possessed us seems to evaporate, and seconds later we’re fast asleep. The wake up the next morning was… awkward. He tells me he’s never been fucked like that, or even fucked bare before, and he doesn’t know what came over him, and I can only apologize for ruining his ass and filling him up, saying I’d felt really strange too, like I’d been super drunk which seemed impossible on half a cocktail. It stayed awkward for a few weeks until a friend told us how someone had tried to spike their drink at the same club we’d, and the puzzle clicked into place. We met up for lunch, and hashed things out, and agreed that wouldn’t make a report or tell anyone, which in hindsight was a terrible thing to do, but at the time was a utter relief that I wouldn’t have to tell Tim about everything. David and I stayed friends for years, and even though we occasionally joked about that night we never repeated it. However, David wasn’t the only one in that friend group that brought me spiraling towards trouble… Thanks again for reading, see you next time (I hope). And always, comments, questions, and feedback are totally welcome, I love the attention 😂 -
Carrying on from the prologue, the set-up, the birth of this here cheater, let’s move onward into first boyfriend territory proper. In the beginning the cheating was definitely a trickle rather than a flood; I saw Aiden and Rob whenever I passed near theirs, and there were a few furtive encounters closer to home with other students and the occasional hookup from the local gay bar. Every time I was wracked with guilt, and promised myself I wouldn’t do it again, but a curious pattern emerged; the more risky the sex got, the hotter it was. If Tim was nearby, or if the person knew people we knew, just about anything that made it a worse idea got me rock hard. I rarely ever used protection when I got fucked, and that really kept me awake at night, lying next to my loving boyfriend with a stranger’s load buried in my guts, wondering if this was going to be the time I’d caught something. My only solace there was that Tim and I were still using protection at this point, so anything that came of it would come to me alone. One thing I wasn’t doing at all, and had never really done, was topping. Yes, I’d had my dick in people, including Tim, but it had never done much for me; I was too self-conscious, too clumsy, I couldn’t find a rhythm or motion that got either of us anywhere. Every time I tried, I’d inevitably panic and get the flop, so I just ended up bottoming 99% of the time. That was going to change pretty soon… I’d taken Tim back to my hometown to meet the parents (who disapproved) and my old friends (who approved), and while we were there I decided to take him to the only gay club within thirty miles, over in the next town. I’d gone a lot with a fake ID before I’d left for uni, and it was still the same seedy, battered, run down little concrete block it always was (and still is, I think). The drinks were cheap, the music was fun (and always ended with Dolly Parton), and the crowd was nice enough. I saw a few familiar, plutonic, faces, and we were having a great time until we ran into Craig and his boyfriend David. Now, I had last seen Craig when we were 15 and were nervously holding hands on a park bench. He’d been sweet enough but I’d never felt like he actually liked me that much, and I hadn’t really paid much mind to him since then. A few years makes all the difference though, and Craig at 18 made my dick jump to attention. What had been gawky was now lean, where there had been softness there were now cheekbones I could cut my hand on, where there had been awkwardness there was now a calm cool I desperately, desperately coveted. He seemed surprisingly pleased to see me, and we introduced our boyfriends, and spent the rest of the night together as a group, drinking and dancing and playing pool. David was a tall, muscular, brooding guy, and he was sweet enough but it didn’t seem like there was all that much going on behind the eyes, y’know? Still, he was really hot, and, I jealously thought, several weight classes above me in looks. It was about 1am when it happened, and we were all quite drunk, Tim was being distracted by a lively hen party who’d taken a shine to him, and I had excused myself to the bathroom, going to the one tucked away upstairs to avoid the queue at the main one. I was just about to shut the cubicle door when a hand caught it, and Craig slipped in behind me. We looked at each other, both standing perfectly still in that breath-catching moment before you do the deed; I don’t know who moved first but suddenly our tongues were in each other’s mouths and our hands were everywhere and I was so terrified and horny that I didn’t even notice my belt coming away in his hands. Someone in there must have heard me moan as he dropped to his knees and took my whole throbbing cock in his mouth to the hilt, but I didn’t give a shit at that point. I cursed at him when he stopped and stood up, job unfinished, and he just looked me in the eye and said "I want more of that", before leaving me there, pants round my ankles with a raging hardon in some grubby club toilet. I returned to the boyfriends expecting disaster, but turns out Craig has a poker face like no other. The evening finished without incident, we swapped numbers, and away we went. I tried to forget it, until I got a text the next morning; "Meet me later?". Luckily, Tim was heading back to uni that day, while I had planned to stay several more, so I put him on a train that afternoon and headed to Craig’s town, anxious and aroused in equal measure. The Where turned out to be a problem; we were both staying with our parents, both too broke for a hotel, neither of us owned a car… so he convinced me to take a walk in the nearby woods. I pointedly didn’t ask about David, and he pointedly didn’t ask about Tim, and we walked in mostly silence until he took my hand and guided me off the path, into a little muddy clearing, and before I knew it my jeans were round my ankles and the head of my dick was hitting Craig’s tonsils. This boy knew what he came here for, and right then I felt like I was just along for the ride. I moaned quietly as he got my dick good and wet, before he stood up abruptly. “Sit down", he commanded, and I do, even though the mud and leaves are now all over my clothes and bare ass. Craig has taken off his shorts, and without ceremony straddles me, spits on his hand, applies it to his hole and my still wet dick, and with a grunt takes every inch of me in one go. Now, I’m not a small guy, so I was kinda impressed, but also it felt fucking amazing, like a warm velvet glove around my cock. He’s soon sliding up and down me, and as I grab his hips I finally find that top rhythm that had eluded me for years. The mud is seeping into everything, but I don’t give a shit, I just needed my dick to be as far inside this guy as possible. Not content with being ridden like a prize race horse, I roll us both over, dick still firmly inside him, until he’s the one on his back in the mud. As his legs wrap around me we stop for a moment and just look at each other, and as I start to thrust into him again I lean down for our first kiss of the encounter. "I’ve wanted to do this for years", he whispers as I slowly thrust into him. I had to laugh right there, rolling in the mud with my bare dick balls-deep in this guy who I hadn’t seen in years, who I hadn’t even thought was into me in the first place, both of us with loving, unknowing partners waiting for us, finding out I could have been doing this years ago. "You’re kidding me right?" I chuckle. He moans as a slow, long thrust hits his spot. "It might not have been as fun I guess", and the gleam in his eye as he says this tells me this isn’t his first rodeo cheating on David. We’re face to face, my weight holding him down, and as another thrust makes his eyes roll back I feel a sense of power I’d never felt during sex before. "We’re going to do this again." I say, and it’s not a question, and he must have felt the power dynamic shifting too because he just nods his head and whispers "Fuck me". Years of being railed finally pays off, and I go through every stroke and pace that every decent fuck has used on me. Long, deep strokes like Tim, insanely hard, fast thrusts like Aiden, gentle, intimate ones like Rob, bouncing, furious ones like Stephen and every other one I can replicate. Craig is gasping and holding on to me for dear life, and I’m getting pretty close when he freezes. "Shit, someone’s coming", and now I’m being quiet I can hear the voices too. We’re quite concealed from the path, but not that far from it, and the man and woman sound like they’re literally right on top of our spot. I shift a bit, still rock hard inside him, and he can’t help but let out a quiet moan. I clamp a hand over his mouth and whisper for him to be quiet, and as he nods I feel his dick twitch against my abs and see in his eyes that he is fucking *loving* this. The voices are starting to move past, but I keep my hand firmly over his mouth as I start to move inside him again, feeling his tight hole clench my dick whenever I hit a certain point. I keep him there, pinned down and gagged, silently fucking him until I’m sure we’re alone again, at which point I violently pull out of him (secretly enjoying his muffled cry from under my hand 😈), and forcefully turn him over. I’d never actually seen his butt before, and it was a fucking beautiful, perky thing, even covered in leaves and mud. I pull him to his knees, spit onto his waiting hole, and, a little awkwardly since my legs are still very much tangled in my jeans, mount him in one long, rough motion. The chain was well and truly off now, and I went at him like my life depended on it; his t-shirt started to rip as I used it to pull him back onto my thrusts, and I could see that the hand gripping his waist was starting to leave marks. I could tell he was jerking underneath me, and I could feel the pressure building in my own loins as I reached forward and pulled him upright by his sandy blonde hair. I kissed his neck, hard, to which he pulled away enough to turn and look at me, "If you give me a fucking love bite I’ll never let you cum in me again". "Again?" I ask him, slowing my thrusts for a moment. He smiles and raises a crooked eyebrow, "You weren’t gonna pull out, were you?". Fuck me but this guy is driving me absolutely wild, I don’t even have a response to that, so I just hold his head facing me and look him in the eyes as I pick up the pace again. He’s in fucking heaven from the expression on his face, and it isn’t long until he lets out a moan and starts shooting ropes over the forest floor. Feeling his hole clench as he orgasms sends me over the edge, and I lean into him, one hand pushing his face forward and down into the mud while the other pulls his hips up. I cum harder than I’ve ever cum from being fucked, it feels like I’m shooting my soul straight into his guts, and I moan so loud I’m sure someone somewhere heard it. We collapse into a muddy, sweaty, spunky pile and lie there catching our breath. "I take it we’re not going to talk about the boyfriends", I say, to which he murmurs a "Fuck no". I turn to look at him, "You know, that’s the first time I’ve ever really fucked anyone", a confession which gets a genuine look of surprise from him. "No fucking way?!". I grin; that look tells me I did well, "Yup. Any feedback?". "You need to practise. A lot. With me. Then you might be ok. Maybe." "Bastard. I’ll be back in two weeks, pencil me in,” I laugh, and with that we start pulling ourselves together. Everything is a mess, but we clean ourselves up as best we can and head home. There are other stories about Craig I could tell here, but that first time blowing my load inside someone, man it was something else. I was now and forever officially 50/50 vers. Oh, and when I finally got to cum inside Tim months later? I told him he was the first like I hadn’t already been painting Craig’s insides at every opportunity. Poor guy. 😂 Hope you enjoyed this rather detailed story, any comments, critiques, or feedback is welcome! Til next time!
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Back for part 2 of my villain origin story! So, at 18 I finally got out of my hometown and away to university. I honestly couldn’t wait, I felt like the chains were off, as scary as it all was. I had a cool little room in a house with six other (straight) students, who were all sweet and awesome (we still meet once a year at least to this day), and it was my first time being openly gay. It was nerve-wracking, and I still did some weird self-hating shit; that Catholic upbringing is hard to shake, y’know? I did, however, manage to fake being a reasonable human long enough to find my first boyfriend. Tim was actually the first gay boy I met there, so maybe that’s why I dated him? Still, I feel like I really did like him; he was lanky and dorky, kind and sweet, and he knew stuff about gay life that I didn’t, and I eventually fell in love with him despite all my pent-up weirdness about being gay in general. We met on a now dead social network site, and he came over to binge Ally McBeal (showing my age), which turned into a make out session. He was actually the first guy to have me alone, on a bed, horny as hell, and to leave without any action beyond kissing. Later on when I asked him why, he said he thought I was worth waiting for. It was honestly the first time I’d been treated with any kind of respect since I’d started having sex, and it was lovely and really, really confusing. We did finally get around to fucking after a few (!!) weeks, and he was actually really damn good; he had a massive cock, a pert butt, and was totally vers. It was also the first time anyone had regularly used protection with me, and we carried on with it for about six months, until he accompanied to my first ever check up. He was, in short, absolutely lovely to me. I lasted just under three months before I started cheating on him. It was Aiden and Rob who kicked things off. We hadn’t talked in a few months, and they invited me for a drink "next time you’re in town", which I found an excuse to be shortly after the invite. The trick was convincing myself that I could go for a drink with them and it would just be that. And then that one more at theirs to "see the new place" was totally harmless. And then that lounging on the sofa together as we drank was an appropriate level of closeness. And then that a kiss was fine, nothing really, just for old times’ sake. And then that if I could just get them to wear a damn condom it wouldn’t really count… I actually very nearly managed that last part. I’d told them about my new bf, said that I should be safe if I can’t be good. I was straddling Aiden on the sofa (he was the real mischief-maker of the two, if you hadn’t guessed), and the head of his giant curved dick was pressing up against my hole. Rob was sat across the room watching as he liked to do sometimes, massaging his cock as his bf ground against me. I knew where this was going, and reached for the rubbers I’d pointedly put on the table with the lube. I grab one, I have it *in my damn hand* when he pulls me down for a kiss, and as we do the head of his dick, slick with my spit and his precum just… slips inside. Honestly this guy had a heat-seeking dick when it came to my hole, it always, always found it’s mark from any angle, and this time was no different. My moan betrays me, and holding my face in his hands and looking me in the eye he slowly, so very slowly thrusts his hips up. I think he was waiting for me to stop him, but fuck knows I couldn’t now. I felt Rob’s hands on my shoulders, pulling me upright to kiss my neck, and the change in angle slid me all the way down Aiden’s throbbing dick. I honestly didn’t think of Tim at all as I started to slide up and down, just about how fucking awesome this felt, and of how hot it was to be used by someone who didn’t give a shit about me, and vice versa. I left the next morning with six loads inside me, bruises on my neck and wrists, and lovebites on my butt and thighs. I’d cum so much myself I felt sure I must be dehydrated. I staggered back to my uni town, cleaned myself up, hid from Tim for a week (I have a stinking cold, cough cough) until the lovebites healed over and thought "I won’t tell him, it was just a one time, stupid thing, it’ll never happen again"… Dear reader, it did happen again. Tune in next time for more Sleazy Short Stories of a Serial Cheater! Questions, comments and critiques are all welcome. ☺️
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Hallo hallo, long time lurker, first time contributor. Just your average, sex-obsessed guy who loves to read through all your stories and throw my own into the mix. 🙂
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Sometimes, when examining my many, many poor life choices, I’ve wondered; how do you make a cheater? We can’t just be born like this, something has to have *happened*, y’know? So this post, while including some cheating, is not just about my cheating, so much as about how I became the cheater I am today. An origin story, of sorts. The grand setup for the inevitable punchline. A Prelude. I think it starts with having to keep your formative sexual awakening a secret. I grew up in a very Catholic family, in a very small, close-minded town. Not ideal when you accidentally catch the premier of Queer as Folk on late night tv while alone and finally figure out exactly *how* different you are to all the other boys. Sure, you have no idea what rimming is either after seeing that scene, only that it looked really fucking enjoyable, and 14 year old you wants to find out all about it as soon as bloody possible. You have to sit on this excruciating secret for a whole year, until your school collides with a Scottish school on a field trip to Sweden, and a boy named Martin who’s just a bit more savvy than you clocks who you really are, and sneaks you out of your dorm to drink stolen vodka and share a first, electrifying kiss. It’s beautiful, but then you go home, and you can’t tell anyone about it. Martin keeps in touch for a while, but Scotland is a long way away, and soon enough it’s just you again. (Put a pin in Martin though, he’ll be back.) From that point on, until I left home a few years later, my only experience of a "relationship" was two weeks of hand holding and chaste kisses with Craig over in the next town. He was incredibly cute, but we were 15 and dumb, and it didn’t last. Again, don’t forget Craig, he’ll be back as well. Anyway, in short, I had no idea what romance was beyond sneaky kisses and holding hands when no one was looking. Every moment of awakening was a guilty secret. It taught me to hide quite well, and hiding was, unfortunately, therefore inextricably linked to arousal. While romance was short, sex, on the other hand, was plentiful once it started. I was a reasonably cute teen with a very nice butt if I do say so myself, and I had been legal for all of a month before I went to my best friend’s birthday party, where her 21 year old cousin Stephen was home from uni and chaperoning the chaos. He didn’t do a great job though, as he snuck a slightly inebriated me out before midnight, drove me to the aptly named Cherry Lane, and finally gave me what I’d been craving. He was taller and bigger than me, and quite buff, with a shaved head and what I thought was a sexy gap in his front teeth. I don’t remember any panic as he pulled me into the back seat and forced his cock down my throat, just the tremendous pressure of my horniness, like if I didn’t have sex that night I would literally die. I gagged on his sizable cock a lot (I’m still sadly shit at deepthroating), but I guess eventually it was wet enough for his liking. He pulled my jeans off, slapped some of his own spit on my hole, and then sat me down on his dick like I was a human fleshlight. Funnily, I don’t remember it hurting at all; evidently I needed this, and his wet dick just slid right in to the hilt as my eyes rolled back in my head. They never taught sex ed in my Catholic school beyond "this is how babies are made", so I never even thought to ask for a condom, and I don’t think I would have wanted one anyway; I wanted to feel every last thing, and he bounced me on his dick like I weighed nothing. He never asked if I was ok, or if it hurt, or if I wanted this, he just used my tight, fresh hole to please his dick, and as a man’s cum flooded into me for the first time I absolutely drenched him in return. I was spent, I was euphoric, and ten minutes later I’d been thrown out of the car three streets away from the party so we wouldn’t be seen returning together. I walked back, hole aching and dripping cum, and spent the rest of the night being pointedly ignored by him. The dirty feeling of being used and the intense sexual arousal of the encounter would pretty much be a staple of my sex life from then on. Stephen would sneak me out in much the same manner whenever he was in town over the next years, and it was always the same; no small talk, he would roughly use my hole to dump his load, and I would have to walk home. It wasn’t until well after I’d seen him for the last time that I found out about his girlfriend and kid. The other encounter of note before I left my hometown was a pair in London, Aiden and Rob. It was only a couple of months after my original encounter with Stephen, and I had been desperate for more. I met them online, a 24-year old couple, who also did some work with a now-defunct porn studio. I thought they were crazy hot, and I lied about my experience trying to get them to meet me until they finally invited me over. They must have clocked straight away that I wasn’t being honest about some things, but like I said, I was cute, so it wasn’t long before I was naked on the couch, Rob’s dick in my mouth, and Aiden spreading my legs, finally introducing me to the joys of rimming. I honestly thought I was going to die of pleasure, and I was so horny that when Aiden started to position himself between my legs, I again didn’t care about the lack of condom. Given the size of him, however, what I should have cared about was the lack of lube. My lies came back to bite me though, as I had told him that I had taken a lot of dick, and that the deeper and rougher it was the better, and so he pushed his massive cock into me with only spit and precum, smirking when I cried out. "I thought you said you liked it deep?" "Not *that* deep!" I gasped, desperately putting my hands on his thighs, trying to stop him going further. Now, I *know* the next thing that happened was a shitty thing to do to dumb horny kid, I *know* I should have been more mad about it, but goddamit if it doesn’t still make me rock hard; he bats my hands away, says "Bit late now, you’ll be fine" and proceeds to fuck me like a steam train. No going slow and gentle, no easing up to grab the lube, just straight to pounding my hole like he wants to come out the other side. Rob grabs my head and forces his dick down my throat, and I just have to hold on for dear life as they take turns throwing me around the room. It finally ends when I’m on the lounge floor, on my back and legs spread, Rob has just cum down my throat, and Aiden is somehow going even harder. He tells me he’s going to cum, and I beg him to pull out (I’d started to educate myself a little since Stephen), to which he simply grunts "No", and fires his load into me so hard I can feel his dick pulsing. I’m ashamed to say that pushed me right over the edge, and I had to rinse my own cum out of my hair before limping home. I saw them many more times over the next couple of years, and even if I tried to bring out the condoms they would always manage to send me home dripping cum, feeling used and abused, and honestly I fucking loved it. Anyway, I also need you to stick a pin in Aiden and Rob for now, because, naturally, they are going to come up again. So, that’s the gist of my formative sexual years, and honestly I think it’s pretty obvious where my cheating fetish came from. I’ll see you in the next part for first boyfriends, first betrayals, and a lot of dick. Ciao!
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