Mark was a very handsome guy. About 30 years younger than me (making him 24 when we met), he was freshly ordained in my denomination and was an associate pastor in a huge Church way down south in Georgia. We met at a denominational meeting in New York when we were both new on the our denomination’s mission board as reps from our regions. We found a common interest in Science Fiction while chatting during a break at our very first meeting, and things developed from there.
That night, after we finished an exhausting series of meetings that had lasted all day, Mark and I went to see an old Star Trek movie that had been re-released that Christmas. I originally had plans to meet up with an escort on that trip to NYC, but the twink had flaked out on me so I was super horny and rather annoyed that I wouldn’t have any “fun time” on the trip. I couldn’t have been more wrong. After the movie we picked up some NY pizza and went back to the hotel where we were both staying. We went to my room (he was sharing with another member of the Board, but I’d paid the supplement to have a room of my own) and sat up late, talking and eating our pizza. He got sleepy, but didn’t want to bother his roommate by barging into the room after midnight, so I told him that he could have the couch while I got ready for bed. After I was done in the bathroom, Mark took his shower – having to go through the suite’s bedroom to do it. When he came out of the bathroom — half-naked, with a towel around his waist, and looking VERY sexy — he gazed at me for a very long moment and said “You’re kinda hairy like a bear, aren’t you?” He could only see my bare chest above the sheet, but his evident interest and very yummy body was making me hard. I said, “I am a bear” and added a growl. He laughed and went into the suite’s living room to get his underwear and I watched, from behind, as he dropped the towel and put on his tight-fitting briefs. From behind his body looked perfect, and his ass was amazing – small, pert, hairless, and very inviting; I wanted to fuck him in the worst way, but was still worried (despite his prior remark) that he wouldn’t be interested.
Mark brought the towel back into the bedroom and tossed it into the bathroom; he then faced me with his hands on his narrow hips, wearing only a pair of snow-blue square-cut briefs, and I could see his hard cock tenting it in the way that always sets me off. My heart stopped while he stood there and stared at me for about 10 seconds; finally, he said “I hope you don’t mind me telling you that you’re a very sexy man.” I was surprised, and flattered, and so I went with it and patted the bed beside me. He came to me, crawled across the bed, and eased his slender body down on top of mine as he planted a long, deep, wet kiss on my lips.
I groaned out a sigh as my hands ran up his sides, then down his back, where I squeezed his ass cheeks. He wiggled, giggled, and then scrambled to stand up on the bed (nearly hitting his head on the ceiling). As he flexed his arms for me, he asked: “You like?” I said that I did like, and that I wanted to see more. Mark grinned and then turned away from me, pulled his underwear down to expose his smooth, small, well-shaped ass. He looked at me over his shoulder, and said “ready, Daddy?” I nodded, and he turned back around to expose his very sexy front.
Mark was very skinny and had a narrow, long torso with very little fat on his frame. Other than on his head and under his arms, he had very little hair on his body; his chest was finely but moderately muscled, with good definition; his stomach was flat with only a hint of abs showing; his clavicle, neck, and shoulders were well defined; his arms were strong, and I could see his biceps and triceps nicely when he flexed them; he admitted to working out, but wished he had time to give his body more attention. I told him his body looked perfect, and to not over-do his work outs or he would lose his lingering “twinkiness.” His cock was cut, moderately sized and perfectly proportioned, with a prominent urethra and clearly discernable veins on its shaft, and when it was raging hard it was always pointing up and away from his body. Shaving the hair of his crotch (which he did on multiple occasions while I knew him) made his cock and balls stand out beautifully, which he admitted was why he did it. And, oh … his ass! His ass was perfect: it looked perfect, smelled perfect, and felt perfect to my fingers, my lips, my tongue, and my cock. And did I mention that it was well fucked? Well, his ass was indeed very well fucked, as I soon found out.
Mark had kicked off his underwear and was standing on my bed in front of me, totally nude. He struck several poses, each more provocative than the one before, ending with him squatting just over me and winking his hole at me. He had very good control over his sphincter and could easily pop it open then clamp it closed, again and again. I reached up, gripped his butt, pulled his cheeks wide apart, and then down to my mouth where I began slathering his hole with my tongue. He moaned loudly, reached back to pull his cheeks further apart, and then settled down to let me eat his ass for a prolonged period. I was a bit surprised by this, but also incredibly tuned on by it. I’ve always enjoyed licking a sexy, smooth ass, but often guys are reluctant to offer me their holes for slathering. Mark, however, was ready, willing, and excited to provide me with his ass. I had him kneel down, straddling me, and he began sucking on my cock while I worked on his ass. We worked on each other for several minutes, and during that time his hole opened further and further, giving me beautiful views up inside its dark recesses … beckoning to be fucked. Before I knew it I had him flipped over onto his back, his legs were over my shoulders, and I was lubing up my cock and pressing my head against his hole. He gaped it open for me, and I allowed an extra dollop of my spit to land on his taint, which then slid down and into his hole. He flexed his hole tightly closed, then opened it wide again for me, and without any further invitation I sank my cock into him, pressing my bulbous head past his sphincter and about halfway down into him before he clamped shut on me. I rubbed his taint with my thumbs, then caressed his balls, and looked into his eyes; his face wore an expression of supreme desire, and in the moment his husky voice said “I want it all.” And, so, I gave it to him. I leaned forward, running my hands up to place them on his shoulders, as the rest of my length plunged deeply down into him and the head of my cock pressed against the back of his rectum while his sphincter spasmed around the base of my thick root. “Oh my God, you’re huge” he moaned as I leaned into him and kissed him on the lips. Propping myself up on my hands, staring deeply into his eyes, I began to pull back until I felt the ridge of my cock’s head pop out of his hole. I began to open-mouth kiss him as I began plunging down into him, slamming hard and true again and again as I pounded his ass. He gasped and cried out into my mouth, but his arms were wrapped tightly around my shoulders, and he pressed upwards with his ass as I thrust downwards, so I knew that he was loving what I was giving him.
I fucked Mark forcefully, all the while making out with him as I pounded his ass. After several minutes of this punishment, I knelt up and flipped him onto his right side; I straddled his right leg and watched as my slick, throbbing, blood engorged cock plunged effortlessly back into his ass. Allowing my eyes to explore his body, I employed my fingers to touch him all over as I fucked him. I kept sliding my fingers up to his pecs, where I tweaked his nipples, and then caressed all over him from his stomach to his shoulders, his neck and his face. Meanwhile, he was looking up at me and running his left hand all over my torso and his fingers through the fur on my chest and stomach. Before I knew it, I felt the pressure to blow my load mounting behind my cock. I slowed up a bit to prolong the session, but I knew that if I didn’t stop it wouldn’t be long before I came. It had been at least a week since I’d had sex, and I desperately wanted this … and more. With just a dozen or more thrusts, I felt myself surge over the top, my cock swelled a final time, and I cast my gaze down to my cock as I felt it begin to pulse and I unloaded a massive wad into Marks quivering ass. As I came, the pressure of my shaft pulsing against his prostate must have been enough to send him over the top, because without touching his cock at all he burst a salvo of thick jizz all over the sheets to his side.
Yes, Mark loved having his hole pounded. As he described it, he had been very well fucked by several lucky guys in the past, and I was happy to become another one of his “conquests!” Yes, of course he was gay, and he had a devoted boyfriend who was an older bear, like me. What a lucky guy he was … the boyfriend, I mean. Had Mark been single, I would have been trying to make him mine: between his stellar body and his stellar mind, a kind and giving heart, a beautiful soul, and a lusty craving for sex, he really was just about perfect in every way.
At our mission board meetings – twice a year for 6 years, plus an annual week-long retreat – we booked our accommodations together and enjoyed each other’s bodies in the evenings. One of his favorite positions was riding, which suited me just fine because the view was always spectacular. I would lean against the headboard, propped up on pillows, while he straddled my waist and impaled himself on my cock. This allowed me to play with his body; we would passionately kiss, touch each other, and take things slowly for as long as we both could manage. We timed it one night and were amazed that we’d both lasted for more than an hour before the need to nut had caught up with us. Mark’s cock, which was rubbing against the fur on my stomach, would swell precipitously and then, with barely a pause, I’d feel his hole clamp down around the base of my cock as he would begin shooting his load all over my chest. I would hold him still while he finished unloading, and then he would begin riding me again, pulling all the way up until my head would pop out of his hole, and then he’d slide all the way back down with a wet slapping sound until, after just a minute or two, I’d feel myself pass the point of no return and flush his rectum with my hot cum.
Mark also enjoyed me fucking him on his back, with his lieth body draped over the armrest of the couch and his ass up in the air. In this position, it was easy for me to stand and pump into him for a long time, watching as I repeatedly disappeared down inside him. On those occasions I usually managed to blow in him while still standing … though it was during those years of sex with him that I started to notice myself developing difficulty managing to climax while standing. Be that as it may, fucking Mark in any and every position was a great deal of fun.
It was on one of the visits to New York that I got to try my hand at escorting along with Mark. An escort friend of mine, with whom I’d had several wonderful encounters, contacted me one day to ask if I would have any interest in taking a “trick” that he wasn’t going to be able to keep. The man wanted a young twink and a big older bear for a 3-way, and while he had several possibilities for the twink escort, he didn’t know where he was going to find the big bear. I told him I was interested and that I knew where to find an interested twink, and that it could happen the following week when both Mark and I would be in town. My escort friend made all the arrangements, I was informed that we would be paid $1000 plus a tip for a two hour engagement, and I was told when and where to go. I did check with Mark to see if he would be interested, and he definitely was.
On the night of our appointment I was texted the room number we were to go to, and so Mark and I went together to the lobby of a huge, very expensive Time Square Hotel and then up to the indicated suite. The guy who opened the door for us wasn’t particularly attractive in the face, but he had an extremely nice body for a man in his mid-60s. He was trembling with excitement when he let us into his room, and also seemed to be very happy with how we looked, both individually and together. He began by having Mark take off my clothing while he watched, and as first my shirt and then my pants and underwear piled up on the floor I found my cock getting hard from the man’s attentions. Once I was completely naked, I proceeded to slowly take off Mark’s clothing, all the while enjoying the sensation of being watched as I presented my beautiful boy fort he approval of this older man. My cock was throbbing with excitement, and the precum began descending to the floor in long stringy threads while I played my hands across Mark’s body, turning him to face the man and then away from him (and toward me) so the man could see his ass. Surprisingly, the man seemed to be more interested in me. He directed us to begin making out, telling Mark what to do to my body … including having me hold my arms above my head while Mark licked my pits and my chest. As the man watched us, he removed his own clothing and began masturbating his cock with excitement. I was enjoying having this spectator watching as I was making out with Mark, and I also noticed how incredibly horny Mark was too: his cock was raging hard, and every time I touched and stroked it he mumbled a warning about how close he already was to blowing his load.
That went on for a while, until the man got up and joined us in our necking. It was ok: the guy was clean and smelled good; he also could kiss really well, and to my continued surprise he seemed to be far more interested in my body than in Mark’s! He nuzzled his face in my chest, ran his hands all over my hairy body, and cuddled me; he turned attention to my cock, and took it in both hands as he slowly stroked it. I had Mark move to cuddle the guy from behind, and this excited the man even more. After maybe 10 minutes of this, the client took us both by the hand and led us to the bed. We began with him on his back, his legs over my shoulders, while I fucked his ass and Mark fucked his mouth. While I fucked, the guy couldn't get enough of running his fingers through the fur on my chest. I could hear him gagging on Mark's cock, and I knew he was having a wonderful time. Good! I hoped he was getting his money's worth - because Mark and I were evidently enjoying ourselves, too.
After a while, we shifted positions so that Mark was riding the guy while I continued fucking him. I figured that this would be the position the dude would want to come in, and as the minutes wore on it seemed like that he was getting closer and closer to blowing his load. But, then, he suddenly stopped and directed me to lie on my back; he had Mark mount my cock, and then he slowly slid his meat up inside Mark along the back of my dick. At first I wasn't sure how Mark would do with being double-fucked ... we hadn't had the opportunity to try that yet, and hadn't even talked about it as a possibility ... but it was quickly evident that Mark really loved the sensation of having two cocks crammed in his trunk. In this position, the fucking lasted longer than I thought it would … the older dude could hold out a long time (longer than me). I eventually came into my condom and, a minute later, with my cock still hard and lodged firmly in Mark’s ass, I felt the other dude’s cock begin to pulse and surge as he filled his condom.
Overall, it was an exciting encounter. Lucrative, too. After we had finished, cleaned up, left, and were riding down in the elevator, Mark re-counted the fourteen $100 bills that the man had handed us upon our departure, and we divided the money equally between us. We blew some on an expensive steak dinner before heading back to our hotel to have sex again. All-in-all, my only shot at being an Escort had been successful … and that I had gotten to share it with Mark made it all the better. Indeed, we gave thought to replicating the experience, and while we actually had a couple of opportunities to do so, neither of us ever followed through on them. I think it’s because we both really enjoyed each other’s company, and while the money was nice, we much preferred sex together. After having tried tried it, we both agreed that once was enough.
During our years together on the mission board, Mark went from being one of several Associate clergy at a huge and very conservative church near Atlanta, to being the pastor of a smaller suburban church. He transferred dioceses when his boyfriend (who is an English professor) got a tenured chair at major University out west, and he was appointed to a church in that area. Mark and I have kept in contact over the years, but have both moved on with our lives; he’s still in ministry, but he’s shifted from the parish to a University, where he serves as a Chaplain to students. It keeps him closer to his partner, which is good, and keeps them from having to contend with the pressures of the local church. Since 2015 they’ve talked about getting married but haven’t yet “tied the knot.” I wish him the best.
