As Lane’s health deteriorated, sex became far less frequent for us than it had been during our first decade together. Oh, we were still intimate, but my partner was having greater difficulty reaching an orgasm and anal intercourse was fast becoming far too difficult for him. Bless him, he realized my frustrations with this and, more than a year before learning about his having bone marrow cancer, he had set me free from our mutual agreement to monogamy. Early in our relationship we had determined that ours would be a monogamous one – this was an important commitment for him, and while it was a major departure from my past sexual practices, I was more than willing to live into it given the strong attraction and sexual fulfillment that Lane gave me. While multiple opportunities for sexual play with other men presented themselves over the years, with only a few dalliances we both managed to remain in a monogamous relationship for more than a decade. Now that sex was becoming difficult for Lane, and knowing me as well as he did, he lovingly and generously set me free to find sexual pleasure when and where I could. The one commitment that he asked of me was: “Always come home to me.” And, until the day he died, I always did.
At first, it was difficult. It wasn’t that I lacked for opportunities. Yes, I was much older than I had been when I first met Lane, but I had worked hard over the previous 15 years and had maintained my weight and musculature largely because I liked being healthy and because Lane really enjoyed my physique. As a result, I was always having to ward off passes – both male and female – and, with time, I learned all sorts of artful ways to politely decline them. Now that I was free to seek sexual pleasure with other men, I had fallen out of the practice of making the casual “hooking up.” Lane came through, again, with a suggestion that both startled and excited me. He showed me a website where I could look for male escorts that would be available to me on a sex-for-pay basis. At first, the thought of turning to escorts was embarrassing, but as my frustration built, I found myself surfing the listings in search of someone to fuck.
I saw Adam’s Rentboy advertisement while I was in Los Angeles to officiate at a wedding for a friend. His pictures revealed a very buff, blond, handsome, muscular guy with a fantastic physique, strong arms, a chiseled chest and abs, and a sultry smile; his ad also said that he had a 9-inch cock and that he was a versatile/bottom. While it had been a long time since I had sex with a very muscular man, or had bottomed for anybody, I decided to find out if I still liked both. I did. Adam was a very tall, at 6’3”, and I really liked that about him. He had somewhat more feminine mannerisms than I would have thought (the way he walked, how he used his arms when he talked, the use of a tiny bit of makeup around his eyes), but he was indeed very muscular, and I enjoyed touching his naked body and caressing his chest, abs, arms, shoulders, and ass. He was mostly hairless, with creamy smooth skin and only a slight hint of hair on his arms and legs. When we had our first encounter, he was just 19 years old and a student at UCLA. He was very young, which was very exciting to me, but he was also very assured of himself, which I found equally alluring. He did porn on the side, and I watched some of his videos after meeting him. It was strange to watch him fucking other guys because that first meeting with me he was totally a bottom … and was exceedingly good at that, too.
The first time we met he came to my hotel room and, as he entered, I was immediately pleased with what I saw. We talked for a few minutes, he then stripped off his clothing for me while I took off my own. I was aching to fuck him, and I knew that my cock showed it. Adam went to his knees in front of me and took my cock, which is 7.5 inch long and 6 inches in circumference, into his mouth. He sucked me slow and steady, slurping on my precum while he tugged on my balls and ran his hands up my abdomen, tracing my cum gutters to my hips and then back down again. He then ran his fingers through the fur on my tummy, gently feeling the muscles around my belly button and then into it while continuing to suck me like a real pro. I looked down at him and watched as he worked on me; I ran my hands through his soft hair, traced the lines of his cheek bones, and enjoyed the appearance of his thin lips, stretched wide to take in my cock. After a couple of minutes of this, he gazed up at me and I got an incredible view of his deep blue eyes and the sense of urgency that they held for me in that moment.
After a bit more of this, I had him get up and lay down on the corner of the bed with his powerful legs up and over my shoulders. I looked down at his body, laid out on the bed before me, and realized that if I wasn’t very careful, I would blow my load immediately after breaching this sexy boy’s hole. It had been nearly a full year since I’d last fucked Lane, and my desire to be deep inside this young adonis was surging through me with a powerful lust that caused my cock to throb and gush precum.
Adam handed me the lube and I prepared his hole and my dick. I then rocked him back so that his feet were on either side of his head and his ass was at a perfect angle for me. I looked down and was amazed at how ready this guy was to be fucked: his hole was gaping wide, and the light was just right for me to see into it at least an inch or more. Breathing heavily, I let a dollop of spit fall from my mouth to his taint and then watched as it slid from where it landed down and into the dark cavern of his love-tunnel. I felt my cock pulse with ever greater excitement as I pressed its head against Adam’s gaping hole and waited. The view was incredible: the thick mushroom head of my dick was pressed tightly against his hole, looking enormous there; his own big dick was hard and lay pointed upward with its head on his belly button; his balls were pulled up with excitement, nestled on either side of the base of his cock; his muscular chest was heaving and he splayed his arms on the bed above his head in passive-readiness for my invasion. Yes, this young man was ready to be fucked, and I was desperately ready to do some serious fucking. I leaned hard into him and watched as the heavy head of my blood engorged cock sank into his puckered hole, completely disappearing in one motion before halting about an inch and a half into his anus. Adam’s eyes were closed, and he tossed his head from side to side as he said with a husky voice: “fuck me.” I smiled, backed off ever so slightly, put my hands on his bulging pecs, and then leaned even more heavily into him. After just a few more seconds of pressure, I felt that wonderful SNAP sensation of his sphincter letting go and my cock surged forcefully into him, sinking deep until I felt my balls touch his ass and the head of my dick tap the back of his rectum.
I stood there for a long time and savored the feelings and the sights in front of me. I flexed my dick in his hole and reviled in the sensation of the walls of this muscular jock’s rectum tightly gripping the full length of my shaft. As I repeatedly flexed my cock, causing it to swell even more in several successive pulses, Adam moaned and arched his back, causing every muscle on his amazing frame to pop out in stark relief. I suddenly became aware that I could feel his pulse around my cock; as I flexed my dick again and again, I felt him flex his rectum – tightening even more around my shaft, then loosening in time to the pulse of his heart. I was in heaven, and I didn’t want it to end. I could feel the pressure to cum building behind my cock, and as I held still I knew that just this sensation – the feelings and the sights before me – would make me blow in just a few dozen seconds unless I did something fast.
I pulled back, almost removing my cock from his hole, and stared down at my glistening shaft, and at how swollen with anticipation it had become. God, how I’d missed this … how wonderful it looked and felt! These sensations were heavenly, and I was going to revel in them for as long as I could. With only a moment’s further pause, I began fucking him deep and hard, with long strokes all the way in and then all the way out, pistoning slowly and steadily, forcefully and masterfully. Back when Lane and I were still fucking, I would get into a rhythm like this that I could sustain for a very long time, and which would bring him to a succession of two or three a hands-free orgasms before I would reach the point of no return and cum deep inside his colon. Today, with Adam, his rectum was deep enough that I wasn’t going on a dive into his sigmoid lair, but that wasn’t any loss … this rectum was sweet and deep, tight and responsive, and each time I plunged all the way inside him I managed to bottom out with just a touch that caused Adam’s toes to curl in with the sensation. This was a great deal of fun.
After a while, I decided to push Adam further up onto the bed and then I climbed on, draped his legs back over my shoulders, and fucked him missionary style. Yes, it had been a long time since I’d done this: I was nearly 50 years old, and my stamina simply wasn’t as good as I would have liked, and yet I was going strong. About half-way through it, with me sweating buckets but enjoying every second of it, Adam began to help hold me up both with his strong legs and his powerful arms. He remarked on how amazing I was, and that few men – even in porn – had ever fucked him as strongly or for as long as I was doing right then. And, indeed, I was very horny; I wanted this to last for as long as possible, so I slowed down my piston-action into him even though I was beginning to tremble with exhaustion. I kept applying every technique I knew to stave off my orgasm, but as the minutes mounted up so did my need to ejaculate. Adam’s words of encouragement were very exciting to hear, and the touch of his fingers on my chest, stomach, sides, and back were all very fulfilling. Suddenly, and almost surprisingly, I felt that proverbial “freight train” go roaring down my back and, as I lowered my head to Adam’s shoulder and shoved my cock as deeply into him as I could, I nutted so hard and deep that it almost felt like I was squirting my balls through my shaft and into this beautiful jock! As my orgasm finally subsided, I collapsed on top of him and he gathered me into his arms just as his own dick began to surge and unload a huge wad of cream between us. It was the best applause in the world, and I was greatly satisfied.
By 2007 it had been a very long time (about 15 years!) since I had last been fucked (by the Twins of my earlier story), and since Adam looked like he knew what he was doing in the porn videos, the second time we hooked up I decided to have him fuck me. When I reached out to arrange the encounter I made it clear that I wanted him to top me as part of our time together. He responded back that he preferred to bottom with his clients, but that he would be happy to oblige my request. And, yes, he was amazing as a top. We began with me kneeling on the bed while he gently worked first one, then, two, and finally three fingers into my ass. Not having been fucked for more than a decade, I was very tight, but he was patient, used a lot of lube, and knew what he was doing – within just a few minutes, he had me loosened up and ready for his big dick. I mentioned earlier that he claimed to have 9 inches of meat between his legs, and based upon my own well-measured dick I would have to say that he wasn’t exaggerating – if it wasn’t 9 inches, it was damn close. It was long, thick, and beautiful, with veins on its shaft and a circumcised, bulbous head that promised for a wonderful ride through my trunk. He knelt on the bed behind me, slapped his shaft against my crack, and slid it up and down over my opening while massaging my ass cheeks and pulling them wide apart with his thumbs to make room for his slab of beef. After a minute or two, he poured out more lube onto his cock like mustard onto a hot dog, then smeared some more on my hole before pressing inward.
At first, it felt like he was trying to shove a telephone pole up my ass. He felt huge – reminiscent of Mr. Enormous from my college days, but not quite as large. He bounced back and forth, easing himself into me a quarter inch at a time, all the while peeling my cheeks apart to make more room for his invasion. Meanwhile, he gave me a running commentary of what he was seeing, which made the experience even more exciting; my cock got harder in a massive pulse and began leaking copious amounts of precum as he penetrated past my sphincter. With his big head in my ass, he paused for a moment to allow me to grow more accustomed to the sensation, but I didn’t want to wait: I pushed backward, while mentally trying to further relax my sphincter, and my hole greedily gobbled up his cock until I felt the pressure of his head bottoming out against the back of my rectum. It felt wonderful. I flexed my hole around the shaft of his dick, relishing the heavy pressure of being completely filled by his dick, and we both held still for perhaps 30 seconds. He then began to pump in and out of me, repeatedly, sliding over my prostate and banging against the back of my rectum each time he dove into my depths. At one point, as he pounded inward, I pushed back harder and felt that incredible popping sensation of his head starting to breach my inner hole, but then he backed off suddenly.
“No,” I gasped. “All the way. Fuck me deeper.”
“Are you sure?” He asked
“Hell, ya” I demanded.
Adam pressed inward, banging the head of his cock against the back of my rectum, and held it there. Meanwhile, I tried to calm my racing heart and clinched ever so slightly against his shaft with my sphincter … and WHAM … the last 2 inches of his cock penetrated into me all the way to his root as the head of his massive meat breeched my rectosigmoid junction and then deeply into my colon. The fireworks went off in my head, I gasped in ecstasy, and moaned out “yes!”
“Damn!” was all Adam shouted, as he flexed his dick inside me and I felt the incredible pressure of being fully packed by his meat. It was wonderful.
He held still for perhaps 10 seconds, flexing his cock to make it swell again and again in my ass. He then pulled out and pushed all the way back in … pistoning, repeatedly into my hole with massive thrusts that took me completely. Every time he penetrated all the way in, I felt a bursting sensation inside me, and after a minute of the pounding I felt my arms give way and I put my head down on the mattress as I felt my cock begin to rise toward a hands-free orgasm. This was wonderful, and I just let it happen. Just before I knew I was about to cum, I felt Adam’s dick suddenly swell even more, and throb suddenly, as he groaned and began to nut inside me. That’s all it took: I went over the top, and I felt my cock burst with a gut-wrenching orgasm that flooded the mattress with my huge load. It was so very wonderful to be fucked so deeply.
Since Adam was broad shouldered and muscular, I could easily ride his dick, rocking back and forth to impale myself on it again and again while playing with his chest and abs. This is a position I haven’t often gotten to enjoy since most of the guys I have sex with are so much smaller than me. But, when the guy is a muscular stud, it’s a favorite of mine, and we tried it on multiple occasions when we’d meet for sex. Other times, when he fucked me, I would be on my back with my legs over his shoulders, enjoying the view and caressing his chest and abs, while he did all the work. It was good having a young muscular stud who could fuck me, knew how to do it, and could reach so deeply into my hole. That, too, was rare.
Most of the time, however, I topped him; by his own admission, he really preferred being a bottom with clients as well as in his personal life, and I could believe it. He was very good at it. I usually fucked him with his legs over my shoulders, however when he would ride my cock he would flex and show off his body for me, which was fun. He said he liked my hairy body because so many of the guys he had sex with (and especially in porn) were smooth. I always presumed he was flattering me, but once I saw a picture of him with a guy he identified as his boyfriend, and the guy was stout and furry, so it may be that what he had said was true. Because of how much sex he had, and given that this was happening in the first decade of the 21st Century when the AIDS scare was still with us, we always used condoms while fucking. He provided them, and they were sheer and thin and, once you had one on, it was difficult to tell that you were wearing one. I liked them and began buying them for my own use with the guys I was then seeing.
Adam’s nominal published fee was $200 an hour with a 2-hour session minimum. After our first time, he charged me $300 for the entire session (regardless of how long it was), then would often stay to go to dinner with me. Being new to escorting at that time, I had no idea that this was a somewhat unusual practice that escorts often reserved for their most favored clients: their BIG tippers, celebrities, or those they personally liked for whatever reason. Since I wasn’t a big tipper, nor a celebrity, I guess Adam liked me. This was borne out over time by a couple of factors, the first of which being the amount of non-sex contact we had. We had long conversations over dinner, our topics ranging from his schooling and the escort and porn industries to my work, politics, and matters of philosophy and theology. He seemed to be genuinely interested in these subjects and demonstrated a significant amount of knowledge about both the Bible and theology. He was very intelligent and very engaging.
After dinner, which often happened in the steak house that was attached to the hotel I was staying in, we would walk out into the lobby and I would try to let him leave. He usually did depart with a handshake, however on multiple occasions he would ask to come back to my room with me. The first time this happened it spooked me because I thought he would be asking for more money … but he said that he just didn’t want to be alone that night and asked if we could fuck again … no financial commitment. We did, and it was a very relaxing time for the rest of the night. The next couple of times that I saw him he didn’t invite himself to stay longer; but, then, it happened again and so I asked him – after our second round and late that night while we were cuddling in bed – what was going on. He explained that he had family from Holland visiting him that week; they were staying in his apartment, and he didn’t want to go in so late and disturb them. After that, he reduced his nominal charge to nothing, asking me only to pay for dinner and, on occasion, drinks at a bar. I suspected that this was very unusual, but I did take advantage of it. I kept seeing Adam, even after I developed other fuck buddies in the Los Angeles area. He was nice, handsome, intelligent, and very buff, but if it happened that he didn’t want to leave it could become annoying if I had other plans. And, not having to pay for the sex itself made me feel obligated to let him stay.
I saw Adam fairly regularly for almost 4 years. For most of that time (3 years), money-for-sex wasn’t involved in the equation. As I said already, I paid for dinner and that was about it. Once, I paid for tickets to see a show, but he drove us there and returned us to my hotel where we had another round of sex, and he ended up staying the entire night. I only quit seeing him because he had graduated from UCLA and was moving to another part of the country. Recently I had an opportunity to meet up with him again, and the sex was incredible. He’s long since quit both the escort business and the porn industry, but he keeps himself in tip-top physical condition and our encounter was a great deal of fun. I may see him again, if opportunity arises … and when my hole needs some special attention from a muscular stud with a big, heavy dick.
