Following my very pleasurable bareback experience with Ian I was keen to follow this up with another meeting asap. The following week I discovered that my good lady was going on a 3 day work conference during the next week, a great opportunity for round two. I got the date arranged with Ian and could think of nothing else in the buildup. we arranged a late afternoon meeting so I knew we had a good few hours for passion. During the weekend before the meet I received a message from Ian, which was a bit cryptic, but basically said, " I have new toys, make sure you deep clean, also friends coming over later that evening". I was thinking he may have bought a large dildo, I know he really wanted to make me cum hands free and maybe he thought that would do it. I also thought we would probably be done by the time his friends arrived, but may get to meet them which would be nice.
So the day arrived. Once alone I commenced my deep clean, showered, shaved and picked out some decent casual clothes, wanting to. look my best if I did get to meet Ian's friends.
I arrived around 4pm and Ian greeted me with a deep kiss, he was wearing just a bath robe and so his intensions were very clear! He said "wow, you scrub up well", I always made an effort with grooming and freshness but didn't often get the chance to dress up a bit.
We sat on the sofa and Ian brought me a whisky and ginger to "relax me", not sure why I needed to relax but it was very nice. He had gay porn on the tv, and we chatted, drank, kissed and he slowly undressed me. His hands and mouth were all over me, I felt quite light headed at the pleasure he was giving me. Soon my stiffening cock was in his mouth, his tongue swirling and lips caressing my meat. I was hard now, and with the porn adding to the ambience, I was very aroused. Ian told me to turn over and kneel on the floor which I dutifully did, he immediately has his face in my rear, his tounge pushing into my tight hole, causing me to moan with pleasure. From his robe pocket he produced a tube of lube with a long nozzle. He proceeded to spread this around my anus and worked the nozzle in gently, administering a liberal dollop of the sticky substance into me. Then came a finger, exploring my passage and giving me jolts of pleasure as he found my prostate. Then two fingers were in, stretching me in readiness. I begged him to slide in his lovely cock, but he said "be patient ". Ian then reached around the sofa and produced a butt plug, slim at the tip, increasing to around the girth of his cock at the base. He put yet more lube onto it and proceeded to work it into me. I slowly opened up and Ian took his time, slowly. stretching me until with a last push and a jolt of pain the widest part passed my sphincter. The wide base kept it secure and I loved the feeing of fullness, although I would have preferred Ian's cock in me.
With that he said "ok, come upstairs". He helped me up and I struggled at first with the plug limiting my movement. I could feel it stirring inside of me as I slowly climbed the stairs. I went to make for the main bedroom where we normally spent our time together, but Ian said "no, this way", leading me to his spare room.
We entered and my reaction was "oh my god"! There in the centre of the room was a sling, a full on mother of all slings, with a backboard, leg stirrups and fastened through the ceiling I assume to the joists. " I had a friend help me put it up" Ian said, "and try it out" I replied, to which he just smiled. Ian helped me into the sling, laying on my back with my legs in the air he fastened my ankles into the stirrups. Then moving to the other end he raised my arms and restrained my wrists. A was a very willing participant and felt excited by the thought of Ian fucking me deeper than ever in this contraption. I looked across at the table in the corner and spotted another butt plug, this one much bigger and especially wider. "It came as a set of two" said Ian, noticing me eying the beast, "there is no way that will fit into me" I said, and thought no more of it.
Ian leant across and kissed me, stroking my body and squeezing my cock. I was so aroused that I was leaking pre-cum like a tap, the plug in me adding to the sensations. Ian then straddled me, and moved his cock towards my willing mouth. My lips accommodated his swollen head and I took as much of him in my mouth as I could without chocking. He gently fucked my mouth, growing in hardness all of the time, I was loving this experience. He suddenly pulled out and moved to the bottom of the sling. It even had a pulley to adjust height and so my hole was directly in line with his cock as he stood in front of me. I gasped as he pulled out the butt plug, a jolt of pain as my sphincter stretched to allow its exit. In one swift move Ian's cock replaced the plug, pushing quickly deep inside me. His cock felt amazing, penetrating me deeper than ever in the new position. I know he had taken a blue pill as I quizzed him earlier, noticing that he was very erect in an instant, and this seemed to help as his cock felt harder than ever, almost lifting me from the sling with every thrust. He stiffened inside me, his cock swelled and he moaned loudly as he unloaded his hot seed deep into me. The feeling was amazing, I was so delighted at his pleasure but it also felt good for me being stretched and pounded and flooded with his cum. As. he softened Ian withdrew his cock and pushed back in the plug, "need to keep you topped up" the said with a smile, " I wont be a moment, just going to clean up" he said, leaving me strapped in there in a blissful state, and as I had been re-plugged wondering, and indeed hoping for a round two.
Just as Ian re-entered the room, now back in his bath robe the doorbell rang, "oh shit" I said, "probably a delivery". Ian went downstairs and was gone for a good few minutes, I could hear voices and laughing and wondered what was occurring. Ian was gone for about 15 minutes and I was pleased to see him back, wondering what on earth was occurring. "Its my friends that I told you about" he said. "oh my god" I replied, " they must be very early, you need to. get me out of this quickly so I can go and get cleaned up". "Oh no" said Ian, "they are bang on time, and you are not going anywhere. You said you wanted to be filled with cock and cum and I have specially selected two friends to help me with that, both tested last week and we are all on prep, so nothing to worry about". "Nothing to worry about" I replied in astonishment, "have you gone fucking mad! I am not having two strangers randomly fucking me!"
I started to rant and protest loudly, but Ian just kept smiling, with a real twinkle in his eye, and I could see his cock starting to become erect again, probably at the thought of me trying to fight off his friends. I carried on ranting and complaining and demanding that he untie me, at which point he straddled me again and thrust his now hard cock into my protesting mouth. He pushed in deep almost choking me, he then proceeded to fuck my mouth with complete abandon, paying no heed to me trying to speak. This onslaught must have lasted a full ten minutes before he threw his head back and I felt him stiffen and swell in my mouth, his cock pumping hot cum down my throat and filling my mouth to the extent that it was running down my chin. As soon as he softened and pulled out I started my rant again, but in one swift movement he reached behind me and pushed a ball gag into my mouth, securing it firmly behind my head. I was mumbling through it, cum still dripping around the sides onto my chest. It was no use, I couldn't speak and fell back wondering how my lover could do this to me. He leant over and stroked my hair, kissing my forehead he said "you will enjoy this, trust me", and left the room.
Ian returned around 10 minutes later with another guy, who was wearing just boxers. "This is Paul" he said. Paul smiled and said "Hi", "nice to meet you". I have never felt so humiliated in my life! I am laid there gagged, with cum dripping down my chin, my stomach slick with my pre-cum which has oozed out of me in bucket loads, and my arse in the air, my cheeks smeared with lube and cum and a plug filling me!
He was a nice looking clean shaven guy, Stocky with a few extra pounds but quite muscular, but the thing that stood out was the bulge in his shorts. Ian knelt in front of him and slowly pulled the sorts down. I couldn't help but stare at the long thick cock that hung between his legs, with an already large purple head. My god I thought, that is going to be a sight when its hard!
Ian leant over me and kissed me deeply whilst Paul watched, he then whispered in my ear "I am around 6 inches, Paul can grow to around 8, enjoy!"
I was breathing heavily, my eyes wide with apprehension but also anticipation. Ian took Paul in his mouth, almost struggling to accommodate his ever swelling helmet, his tongue doing most of the work. Paul was now hard, and big! His cock looked long but it was the girth that panicked me, it must have been half as wide again as Ians, very thick at the base, tapering as it went up, topped with a huge mushroom head. Ian stood up and moved to the base of the sling, he then eased the plug slowly out of me. My hole was slick with cum and lube but he proceeded to add yet more around the entrance and then inside of me, he also lubed Paul's huge pole. Paul moved into position and pressed his huge bell end against my hole, there is no way this was going to go in I thought. He kept pushing, little by little my slick hole seemed to be allowing him in. Ian was watching, fascinated, he stroked my hair and whispered "relax, and push out". I tried to relax as best you can when having your arse invaded by a monster, and then I gently pushed out and down to try and relive the pressure. little by little he was entering me, until what I thought was the widest point was just being held out by my muscles. At that point and with one more push out from me my sphincter surrendered and his massive helmet entered me. I cried out at the searing pain of my hole being ravished. I was gasping for air and moaning, Ian took off the ball gag, fearing I would suffocate. Paul stopped, allowing me to get used to the massive invader lodged inside of me. After a good few minutes I had calmed down and the pain subsided, Paul asked if I was ok and I nodded, as much as I was able to do. He then slowly and gently started pushing deeper, gradually opening up my tunnel. The pressure inside of me felt overwhelming, this was by far the biggest thing that I had ever had inside of me, but the mixture of pain and pleasure was a heady combination. Very slowly and thoughtfully Paul pushed ever deeper, slowing whenever I grimaced with pain. Little by little I was opened up until I felt Paul's balls up against my cheeks, all of his eight inches was inside me. He stopped and just left his hot hard cock filling me and so allowing me to get used to his size, if that was possible. After a few moments he started to slowly push into me and them pull back a little. This continued for a while with the rhythm increasing gradually until Paul was ploughing into me and properly fucking me. As he thrust deep into me I could feel him bottoming out, reaching the limit of what my rectum would allow. He pounded me with ever more vigour, causing the old feelings somewhere deep inside me to stir. The thought of this stranger pounding me with his enormous meat, stretching me to new levels, caused my passion to rise even further. My breathing was now ragged, the monster inside me raising the level of pleasure with every thrust. My climax started to build, slowly somewhere inside. I dont know where, its not in my cock or balls, nor in my anus but somewhere deep inside the immense feeling of pleasure began to rapidly increase. My cock stayed limp but leaked pre-cum in copious amounts, I was sure this was it, this man who has stuck what felt like a baseball bat up my arse was going to make me cum. His thrusts became more erratic and his breathing too as he approached orgasm. I could feel his cock swelling to impossibly huge girth, stretching me ever more. The head swelled and now he was bottoming out with every thrust, pushing at my inner door and giving me new sensations. My climax was close, I felt like I could hardly breath, and as Paul exploded inside me he let out a loud long moan. His cock felt like a red hot poker now, as streams of hot cum filled my insides. He seemed to be cumming for an age, his cock pulsing and twitching inside me. There was so much of Paul's seed gushing into me that I could feel it oozing out of me and down my cheeks to my back, I was now laying in a pool of cum. I was the closest I had ever been to a climax, the amazing feeling inside me had built to an almost overwhelming sensation, but my body wouldn't quite take me over the edge..
Paul started to soften and slowly pull out of me, causing ever more cum to pour from my hole, but Ian was ready, with the bigger plug. As Pauls cock came out Ian plunged around half of the plug straight into me. He then slowly worked the rest of its length into my ravaged hole. Even though Paul had been big, this was slightly wider than his cock and caused me to gasp loudly and cry out as the widest part pushed past my ruined sphincter. I was totally spent and a wreck as I lay there exhausted by the onslaught. Paul left the room but Ian stayed, taking in my sweat and cum splashed body, and clearly very aroused by the whole thing.
Only a few minutes later I was still feeling the warm pleasure inside of me, but regaining some of my senses when the door opened and another guy came in and introduced himself as Mark. A tall rangy guy, slim but muscular with a shaved head and well groomed beard. He wore a jock strap which gave no hint of what lay underneath. Ian leaned across and once again whispered in my ear "10 inches this time", "oh fuck" I murmured, too exhausted and my brain too frazzled to complain further.
As before Ian did the preparation, taking Mark in his mouth. Mark's cock was thick but perhaps not quite as thick as Pauls, which was a relief, but it was only as he became hard in Ian's mouth that I appreciated the length, it was huge! I told myself to relax, it wasn't quite as thick and could only go so far in so I would just lay back and enjoy it.
Once Mark was rock hard he moved into position, his huge erect pole aiming at me poor hole. With some effort and crying out from me, Ian managed to remove the huge plug, my sphincter screaming at being stretched to the limit and in the 'wrong' direction. In what seemed like one fluid motion the tip of the plug came out and Marks cock head entered me, with ease. His helmet was pretty big but my stretched, slippery, ravaged hole just seemed to suck him in. His long cock slid smoothly, deep into my slick anus, until he gently touched the barrier. Some people call this the second sphincter, which I know to be anatomically incorrect and I know that its a bend in the rectum which effectively makes the anus a dead end, I like to refer to it as my inner door, albeit one that cant be opened from outside.
Mark pushed harder and the pressure on my insides grew, almost painful but more of a feeling of someone squeezing something inside me. His rhythm increased, now thrusting harder, each thrust taking my breath away and making me grunt. My eyes were closed tight as the onslaught on my insides continued. Ian leant over and whispered "still two inches to go". In your dreams I thought. Ian was seriously aroused by the whole spectacle of my battered, ravished, sweaty body being pounded to the extreme by this huge cock. He one again straddled me and put his hard cock to my lips. I willingly opened my mouth, letting his hot meat slide in, and he proceeded to face fuck me, all the time exclaiming "oh yes, oh yes" as his pleasure built. The burning pleasure inside me had not subsided since being pounded by Paul's huge pole, and now it was rising again, with Mark pounding my arse and my insides being pummelled on every stroke and Ian rhythmically abusing my mouth, my senses were at overload. The pounding against my inner door turned from pain to pleasure and I could sensations building inside of me, growing with every thrust. With that I felt Ian's cock start to swell and stiffen in my mouth and with a long groan he exploded, filling my mouth with cum, and the pressure of his ejeculation causing it blow out from between my lips and run down my chin and neck. The endless pounding inside me couple with this erotic experience of my gay lover filling my mouth seemed to be the catalyst to finally push me over the edge. The waves of pleasure built to ever greater proportions until finally it happened. At first I felt all of the muscles in my body tense, my anal muscles clamping tightly around Marks long cock, which just kept relentlessly ploughing into me, and then I exploded! Fireworks went off behind my eyes and my brain felt like a sherbet bomb had gone off. Waves of pleasure gripped my insides and my flaccid cock began pumping streams of cum all over my stomach. The sensation in my cock wasn't like a usual climax, it just felt like a very pleasurable slow pumping of juice which seemed to last forever. Ian wisely had pulled his cock out of my mouth, perhaps fearing I would bite it off in my mad state, he watched in awe as my body convulsed.
I don't know the biology of how and why, but that was the moment it happened!
Mid climax I must have lost control of my inner muscles, totally relaxed them and I must have involuntarily pushed out, at which point Mark's huge cock pushed past my inner door. I let out something akin to a roar or scream as I felt his head push further into my insides. Still in a state of euphoria I struggled to understand the sensation and what had happened, but Mark obviously did, as he stopped thrusting, and paused, before very gently resuming his little by little rhythmic pushing. I thought I was going to pass out! waves of pleasure still crashing over me and this guy with his cock now deep in my insides. Mark then pulled out a little, to just outside my inner door, before very gently pushing back, and this time pushing past again. The sensation was overwhelming as he rhythmically pushed his swollen head past the obstruction.
He now started to. push ever deeper, I was convinced his cock head was somewhere in my stomach, until I felt his balls against me. He was in me, all 10 inches buried inside me. Ian watched on in fascination, I don't think he had anticipated anything like this when he hatched his plan.
Mark started to gently thrust his enormous cock moving in and out of my body and making me gasp with every thrust. The sensation was overwhelming and the waves started to crash over me again. Just at that point I felt Mark start to stiffen, and if it was possible, grow inside me, now ploughing even deeper and his head swelling so that I could feel my insides stretching. He gave one last great heave pushing his immense cock to the hilt and burying it so deep in my insides that I cried out, he then let out a howl as he exploded. My insides became hot as the huge load filled me, Mark stopped thrusting and just gently moved his cock in and out a little as it twitched and pulsed. pumping endless streams of jiz into me. It was all too much and a crashing climax hit me again, sparks flying in my brain and my body almost in spasm as the orgasm exploded in my lower body. My cock was pulsing and pumping whatever was left in my spent balls. After what seemed like an age Mark had pumped a bucketful of cum into me and he softened. He slowly pulled out, leaving me feeling void and empty. As he withdrew his cock an endless stream of cum poured from my hole onto the towel which Ian had wisely put on the floor.
Ian undid the restraints and both him and Mark helped me up slowly. They got me to my feet and very gingerly, with Ian holding the towel under my leaking backside, helped me to the bathroom. I was unsteady and almost had to be carried to the warm bubbly bath that Paul had prepared, and the lowered me in.
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