I had gone with an old friend to a classy gay Piano Bar in Northalsted; we met to have drinks, chat, and to pick up boys. My friend had some luck, and departed after only a dozen minutes in the company of a handsome young thing, leaving me alone at the bar with my brandy. While I was nursing my drink and enjoying the music of the pianist, a handsome 30-something year old man with brown hair, dark eyes, fine cheekbones, and a smoothly shaven face, dressed in a jacket, a silk shirt, and slacks, came up to me and introduced himself. I ordered him a drink and we began talking. He was a natural conversationalist and so, before I knew it, an hour and a half had passed! Our conversation had ranged widely and was finally arriving at our sexual interests when I realized that, at some point, he had reached out to place a hand on top of mine and was gently caressing my fingers. I looked at his hand, then back up at his face, and he smiled and said that I was very sexy and that he was interested in getting to know me better. “You look like you work out and keep yourself fit. Are you a bear?”
I must have blushed because he suddenly leaned over and kissed me on the cheek. “Yes,” I said. “I’m very much a bear.” I reached up, put my hand behind his head, and placed a kiss on his lips. It was tender, and we lingered on that kiss for a bit. He smelled good, kissed well, and looked very nice. So, I asked him if he wanted to come to my place. He said his condo was just a few blocks away and that, if I wanted, we could go there. I agreed, paid our bar tab, and we left. His place really was just a couple of blocks over … a very short walk … and so we went there on foot; he let us into the building through a side door and then up a half-flight of steps to the landing and the door of his apartment. He let us in, told me to make myself at home, and that he would be back in a moment as he disappeared through a door into the back of his apartment.
I looked around his living room. The condo was nicely furnished with very expensive-looking furniture. There was a cat sitting on the back of a sofa that didn’t seem to mind me petting her, so I did while I browsed the books on a bookcase. It was then that I heard the guy clear his throat, and I turned to see him standing in the half-open doorway to his bedroom dressed in skimpy, light-blue bikini underwear and nothing else.
“Wow!” I croaked. His body was stunning! I walked up to him and reached out a hand to touch his smooth chest, caressing his right pec while I gazed at his spectacular physique. Yes, he was slender and smooth, just as I like … he was also tightly muscled, with a well-formed chest, a narrow waist, and nicely defined 6-pack abs that begged to be touched. Frankly, I was very surprised: any man that looked this amazing could have any guy he wanted … why would he want me? I wasn’t bad looking: I’m 6’1” and weigh about 220 pounds with a thick, football player’s build, broad shoulders, strong arms, a bulky chest, abs that weren’t cut and didn’t really show but also weren’t fat, and with prominent cum gutters than ran down either side from my hips to my crotch, nicelyframing my lower abdomen. I had a mustache and beard, my hair was starting to show signs of grey, but was still thick. And, yes, as a bear I’m very hairy all over. Nevertheless, when I’m in the presence of spectacular specimens, like this man, I often feel a little bit self-conscious as to my imperfections. At that moment, however, my focus was on this amazingly sexy dude.
I allowed my gaze to travel all over his nearly naked form, and my hand followed where my eyes roamed until I reached the very top of his underwear. His cock had been growing while I had been feasting with my eyes and fingertips, and now it was tenting his bikini so much that I could easily see the base of his cock and a thin bush of fur surrounding it: his manhood was definitely very long and thick: at least 9 inches and proportionally thick (though I never got to measure it). I felt my heart skip a beat; this man was 5'10" and slender and had a dick that was longer than his body was wide ... what more could a guy want?!
“Do you like what you see?” he asked. I looked up at his face, and seeing the lustful look in his eyes, I replied “Absolutely.” This brown-haired adonis suddenly grinned and said: “how about two for the price of one?” And, as he spoke those words, the door to the bedroom opened all the way and I was looking at what had to be the twin of this amazing man.
Holy shit! The second one looked just as incredible as the first, complete to the fully erect penis tenting his underwear! The second man stepped out of the room to stand behind me, and they both began taking off my clothes. I couldn’t believe this was happening! It was like a dream, or the plot of a porno. I looked around to see if there were cameras anywhere, because this seemed far too good to be true. Quickly, my clothing was off, along with their underwear, and these hunky twins where embracing me front and back, kissing my neck and back and front while they ran their hands all over my body. My cock quickly surged to attention at 7.5 inches long and 6.5 inches in circumference, earning applause from them both. The one behind me (Twin-2) said “A hairy bear with a big dick! I approve!” The one in front (Twin-1) said “I told you he was adorable.”
With no further words, they ushered me into the bedroom and put be down on the king sized bed. They then climbed in on either side of me and began kissing me, caressing my naked body, and team-stroking my cock and balls. I was afraid I wouldn’t last long, so after just a minute of this I turned my attention to Twin-1 – the one who had picked me up at the bar – climbing on top of him, pinning him down on the bed, and kissing his face, neck, and body, while Twin-2 continued to caress, kiss, and lick my body all over. It was amazing, and our making out like this lasted perhaps 5 minutes while my cock ached and leaked precum. Twin-1 mentioned to Twin-2 how much I was precumming and Twin-2 said “Perhaps our bear will fuck you?” I chuckled, growled my agreement, and with just a little bit of maneuvering, Twin-1’s legs were over my shoulders while Twin-2 was lubing up my cock and hand-positing me at the entrance to his brother’s hole. As he watched, I leaned over and kissed his twin as I deftly breached his hole and eased myself slowly into his warm, tight, but well-traveled chute. There was no resistance as I plowed my way down into him, and I enjoyed the feel of his hole opening to receive me. After just a moment I was relishing the sensation of his strong sphincter muscles gripping the base of my cock, the inner walls of his chute gripping the full length of my shaft, and the head of my dick pressing against the back of his rectum. I was balls deep inside him, my length and girth filling his ass completely, and I was in heaven. Yes, this definitely was a dream, and I was afraid I would wake up at any moment; that, or it was a clandestine porno and there were cameras positioned to record the action. At that moment, however, I simply didn’t care.
I forced myself to fuck Twin-1 very slowly, pacing myself because I was afraid that I would blow my load too quickly. Twin-1 seemed to be enjoying it: he moaned, reached up to caress my chest and stomach, and tossed his head from side to side. Meanwhile, Twin-2 was continuing to caress my back and my ass. He reached between my legs and tugged on my balls, then felt my cock sliding in and out of his brother’s ass. He said something about how hot we looked, and then he crawled up next to his brother and asked him how I felt. “VERY Good” was all that Twin-1 could gasp. “Is he a good fucker?” “He is.” Twin-2 kissed his brother and then settled back to watch me fuck his twin while he masturbated himself. After a minute or so, he got up close to me and whispered into my ear: “Can I fuck you while you fuck my brother?” For a second, I thought my ears were deceiving me, but then I realized that I had heard him correctly. It had been a LONG TIME (almost 4 years) since I had last been the meat in a manwich (between Paul and Scott), and the thought of being between these two prime specimens of male perfection almost made me cum right then and there. I said “Yes!” and, in just a dozen seconds I felt the lubed up cock of Twin-2 starting to press against my sphincter.
I plunged my cock as deeply into Twin-1 as I could go, my dick head quivering against his rectosigmoid junction, and held still while Twin-2 spread my cheeks with his thumbs, poured some lube onto his cock, and continued to press inward on my hole. I mentally steadied myself, but it was difficult: my heart was pounding in my chest with incredible excitement at what was happening to me. Still, the pressure on my hole was steady and perfectly leveraged, and so with a moment of relaxation I opened enough for his dick to finally penetrate me – first, about a third of the way in, spreading my sphincter open to get past his thickest point, and then with time and rhythmic bouncing in and out he finally inched in all the way to the back of my rectum, where the head of his dick pressed hard against my wall. “All of it” I gasped, and the sexy man behind me grunted approval and began to press harder. Sure enough, my rectosigmoid junction was pleased to let this massive dick through and, with a sudden POP, Twin-2 surged perhaps 3 inches into my sigmoid colon, with the ring of my sphincter twitching around his base. The fireworks going off in my head were wonderful, and I nearly passed out from the incredible sensation of fullness. Without a doubt, this was at least a little larger than the largest dick I’d ever taken (Mr. Enormous), although by then that had been a long time in the past and from today it’s an eternity ago. Regardless, this cock felt very hard, very heavy, and very wonderful. The initial pain that my ass experienced upon his penetration through to my sigmoid colon morphed quickly into pleasure as my chute became more accustomed to being filled with this much meat. I began to move again, pulling back out of Twin-1 as I deeply impaled myself on Twin-2. Then, when I fucked back into Twin-1, I felt Twin-2’s cock back off until only its head remained inside my hole. And, like this, we fucked for as long as my quivering arms and legs could manage to hold myself up. Thank God I was still young (30) and in good shape! I would never have been able to do anything like it now.
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The good news was that, having Twin-2’s cock in my hole actually helped to distract me from cumming. Yes, the pressure on my prostate was intense, and having such a massive cock lodged deeply in my colon sent multiple rounds of fireworks through my head; I’m sure I pre-came gobs into Twin-1’s ass, but I didn’t blow my load. Instead, I fucked for as long as I could, sweat pouring off me, and both of these amazing men enjoyed it with me. Their encouragement was incredibly exciting, and Twin-2’s arms around me for the last portion of it helped me to stay upright for even longer. After an indeterminate period of time – it was long, but I don’t know how long – Twin-2 suddenly tightened his grip around me and lifted me back, up, off, and out of his twin. He cuddled me from behind, with his cock still deeply planted up my ass, and Twin-1 got up onto his knees in front of me and began kissing my face, neck, shoulders, and chest while I panted with exhaustion. I was feeling absolutely wonderful, and was amazed that I still hadn’t cum; after a few moments, I looked down and saw that my cock looked enormous and deeply purple: it was as heavily engorged with blood and as large as I had ever seen it, and the precum was flowing freely. Twin-1 mentioned how gorgeous it was, how good it had felt in his hole, and that I was “the best.” All of this fed into my excitement: I don’t think I’d ever been this horny and totally in lust as I was at that moment. Twin-1 leaned over and licked my dick clean of the white foamy precum that coated it, then he straightened up and kissed me on the lips, giving me a taste of my own precum while he ran his fingers through my sweat soaked fir and continued to talk about how incredible I was. “Let’s give your dick a little help with a cock ring.” Without waiting for me to say yes, Twin-1 quickly got one from the night stand and proceeded to slide it onto my dick, and around my balls, and then tightened it. “There, that’ll keep you from cumming and help you to stay hard for what we’re going to do next.” As he said this, he slowly caressed my engorged cock and kissed me on the lips. I looked down and watched as my dick’s purple head and veiny shaft swelled a bit more, and my heart raced with excitement. I had not worn a cock ring before, and I was surprised out how much it was increasing my sensitivity to touch.
Twin-2 suddenly pulled out of me and the two of them quickly swapped positions until Twin-2 was on his back in front of me, his huge cock looming up between us. At first, I thought he wanted me to fuck him, and I just didn’t know how I was going to manage that given how exhausted I was; but then Twin-1 guided me forward from behind until I was straddling his brother’s waist, and it was then that I realized he was directing me to ride Twin-2. I settled down, with my knees on either side of Twin-2 and his large cock rooted balls deep inside me. It felt wonderful to have my chute filled again, and I put my hands down on Twin-2’s sexy chest and began to caress him. This was a position I loved, but didn’t get to take very often, and was something I knew I could handle well. But then, I felt Twin-1 crouching behind me and pushing me down on top of his twin; his twin took me into his strong arms and kissed me deeply and passionately on the lips. And, in an instant, I knew what was about to happen.
I had never been in this position before. I had always been one of the tops in a double penetration, NEVER before the bottom. My mind began spinning and my heart was pounding with excitement again as I felt fingers holding my ass cheeks wide apart and cool air touching my already-impaled hole. Twin-1 said something like “He looks very full” “Yeah, but you can get in there” said Twin-2 to his brother from beneath me. Without a pause, I felt the head of Twin-1’s cock pressing in on my hole. At first, I couldn’t imagine how he was going to do it … but then, I felt his head beginning to penetrate me, sliding inward atop his brother’s cock, stretching my already extended sphincter to it’s maximum … and then beyond. It took some time, but with slow and steady pressure, pressing in and pulling back, then pressing in again, I was increasingly being filled with both of their enormous cocks.
I knew how this worked … I’d been in both top positions before and knew that neither of them would be able to last for very long. I also knew that my hole wouldn’t take this level of assault for more than just a few minutes … indeed, in that moment I couldn’t believe how full of cock I felt. The sensation of having two giant dicks in me, one pressed hard and stationary way up inside my colon and the other quickly pounding in and out of me, was beyond wonderful. Had I reallyknown how good this felt – how amazing it was to be on the receiving end – I would have tried this already. Shawn had frequently shared with me how incredibly fulfilling it was, and now I knew what he meant. For those who have never tried it, this is what it’s like to be double fucked: my rectum was so loaded with massive, hot, thick, throbbing meat that I couldn’t feel anything else except that amazingly wonderful, incredibly heavy pressure. It felt like I needed to take a huge shit, and then Twin-1 would pull back until just the head of his cock was in my hole while his brother’s cock stayed deeply planted within me, making me feel like I’d taken that shit; then, Twin-1 would ride his huge meat back up into me along the length of his brother’s stationary shaft, and it felt like I was full and needing to shit again … and again … and again. I don’t know what it’s like when two guys are alternating the piston action – I’ve seen that done in porn videos, but I’ve never done it or had it done to me – but it must be another kind of feeling altogether. As it was, these sensations were mind-bending, something I’d never felt before or since. Using a dildo and being fucked at the same time helps to convey the sensation, but it’s not as wonderful as two hard, heavy, hot, living, throbbing cocks pressed together and rooted deep up inside your chute … and realizing that they’re attached to two men who are enjoying your ass and about to blow their loads into you.
As I said, I didn’t have long to wait for their orgasms. After about 2 or 3 minutes of brutal pounding, Twin-1 blew his load inside me, drenching my rectum and his brother’s cock with a hot wad of jizz that saturated my insides. Immediately – with his brother’s cock still twitching inside me – Twin-2 began pistoning into me. Twin-1 put his arms all the way around me and lifted me up into the kneeling position so that his brother would have an easier time fucking me; he cuddled me from behind while keeping his dick inside my ass as his brother churned my cum-filled hole with his hard, throbbing cock. It was amazing. I gazed down at my own dick and couldn’t believe how hard it had remained thanks to the cock ring: it looked incredibly thick, purple, throbbing, and was still oozing buckets of precum; each time Twin-2 pumped up into me he was penetrating deeply into my sigmoid colon, causing sparks to fly in my head. I was in heaven and was socked that I didn’t come right then and there … and then realized that I probably didn’t cum precisely because of the cock ring. Somewhere in the back of my head I filed that realization for future use. Sadly, this didn’t last for long … perhaps an additional 2 minutes … and before I knew it, Twin-2 gripped my hips and lower abdomen tightly, right over my cum gutters, while pushing his cock up as far as it would go, and then nutted HARD and deep inside me. I held still while his cock pulsed with vigor and he unloaded his massive wad into my guts. Once he was done, I started to pull up and immediately felt that amazing gushing sensation as two loads of heavy cream came pouring out of me and all over Twin-2’s cock and waist. I crawled off Twin-2 and collapsed on the bed, rolling onto my back.
A few seconds passed while I lay there, panting. My dick was still very hard and aching to blow, and I looked at it in amazement at how much more impressive it looked in that moment than usual. It was then that the twins came to either side of me and started caressing my sweat covered body again, one of them reaching under me and pressing his fist against my battered hole. Then, before I could say anything, Twin-2 (I think it was Twin-2 … his cock and waist was coated in plenty of cum) was straddling my cock and impaling himself on me. His ass wasn’t as loose as Twin-1's because I hadn’t fucked him yet, so his tightness gripped my cock like a vice grip and, because of the cock ring, I felt every sensation of entering him and filling his rectum along every millimeter of my tool. Twin-2 put his hands on my chest, leaned over, and kissed me as he said “you’re going to cum now.” And, sure enough, he began riding me hard with steady strokes that took me back up to the edge of orgasm in just a couple of minutes. Meanwhile, Twin-1 was kneeling next to us, kissing me, tweaking my nipples, and running the fingers of one hand through the damp fur on my chest while his other hand was gripping and tugging on my balls, then sliding further to loosen the bead that hell the cock ring's strap so tightly around the base of my shaft and balls. Meanwhile, he was encouraging me to fuck his brother and give them my load. Then, suddenly and with a shocked realization that I wasn’t going to be able to stop it, that freight train roared down my back as I felt my cock explode with a surging blast of cum that plastered the inside of Twin-2’s ass. It was a gut-wrenching orgasm that shook throughout my entire body as I unloaded into Twin-2’s hole, and both of these incredible men moaned with me as I came.
For about an hour afterwards the three of us lay in the bed together, talking. I don’t remember their names, but they were common twin names (Jimmy and Johnny or Timmy and Tommy). They admitted that they liked to do this kind of thing, but that sometimes the guys they brought in for it just couldn’t perform to their “standards.” I certainly had … and had even exceeded them, which pleased me. I offered to come back for another round, and they both immediately agreed that it would be a great idea. I got their contact information, gave them mine, and after I cleaned myself up, I left.
I saw the twins many times for incredible sex; they were hot, sexy, and fun to play with. On several occasions I would double fuck one of the twins with his brother; on other occasions, they double fucked me like they did the first time. Sometimes I’d fuck one of them while the other watched and “helped,” and then after we rested I would fuck the other. Other times, I was the catcher and they fucked me separately: first one, then the other, then back to the first one again. On those occasions I sometimes experienced a “hands-free” orgasm, something that almost never happens for me: cumming without anyone touching my cock. That was amazing. Once, one of the Twins went on a long business trip and I spend a couple of nights in a row with the stay-at-home twin; those were, without a doubt, the most intimate encounters I had with either of them, and I have to admit that as much fun as having sex with two other guys can be, I actually enjoy the closeness of just one other man even more. It was with that realization that I began searching, more intently, for someone with whom to “settle down.” Neither of the twins were interested in the idea, and so I began searching in earnest elsewhere … and that search resulted in a change in the circumstances of my life that would alter my sex patterns for several years to come.
I’ll always remember the Twins. Sex with them had pushed me beyond my normal pattern and was a great deal of fun. Many years later, I would try to recreate the experience that I had with them, but nothing has ever quite managed to fully replicate it. And that’s unfortunate, because the thought of being double-fucked again by those two hunky Twins is very appealing.
