Though there is some basis in reality, this story is embellished. Any resemblance to individuals or places is purely coincidental. Copyright 2020
silverhaireddad@protonmail.com. Comments welcomed.
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One of my most memorable experiences with Gregg (beyond the first one!) was that he introduced me to Bill. Bill was a friend of Gregg's, though we didn't really hang out together. One day, I was riding my bicycle through Gregg's neighborhood, and I decided to stop on the spur of the moment to visit. (Sometimes, these `spur of the moment' visits turned into hot JO sessions!)
As I knocked on Gregg's apartment door, I mentally fantasized what might happen in the next few minutes. Little did I know! Gregg came to the door, and warmly welcomed me into his apartment. There sat Bill on the couch, a fine-looking man, tall, dark-headed, and with a smile that could melt snow. Gregg introduced us, and we shook hands. I was invited to sit on the couch as well, and Gregg sat in an easy chair right next to the couch. We had some casual banter, where you from, what do you do, and then how do you know Gregg?
I was asked first. I looked at Gregg to make sure he was okay with my telling where we had met, and he offered no resistance. Therefore, I knew Bill was cool. I said, simply, that I had met Gregg at a popular local bar, and we had stayed in touch since then. Bill had a similar story, and I wondered what the details were. When the introductions were out of the way, we simply bantered about lots of stuff. Bill asked me about my bike that I had brought inside with me. It clearly said "Nishiki" on the cross bar, so I explained when and where I had gotten it and how I used it, including that I rode through the neighborhoods nearby where I lived, enjoying the casual feel of residential streets to the more `technical' feel of velodromes or other tracks. Bill said he was interested in riding himself, and was thinking of getting a bike as well, though he was concerned that since he wasn't a regular rider that his legs and back would tighten up from the unique exertion of riding a bike in a bent-over position.
Gregg then piped in out of the blue that I gave pretty good massages. (In a couple of our other get-togethers, I had offered to massage Gregg, which turned into opportunities to stroke his cock, which was always fun.) "Oh, I bet that felt good," said Bill. "My shoulders are almost always tight." "Would you like a demonstration of my technique?" I asked him, looking at Gregg, whose face lit up when I did. "Sure, why not?"
I asked Gregg if he has a sheet and towel and some lotion, since I wasn't at my own place. He went off to get them, and I asked Bill to take off his shirt. I began my squeezing and rubbing his shoulders dry. He almost purred as I did that. Gregg came back with the items I had requested, and I asked him to spread the sheet out on the floor. "I tell you what," I said to Bill. "Why don't you take off your jeans as well, so I don't get any lotion on them?" In a flash, Bill was in a pair of white briefs. Before I could get a look at his bulge, he lay down on his stomach on the sheet. I was wearing gym shorts, so was able to straddle Bill's torso. I squirted some lotion in my hands and rubbed them together to warm it up, then applied to his shoulders. He sighed and relaxed even more. Gregg squatted on his haunches next to us, watching as I rubbed. I put some more lotion on Bill's back and began to work out tension in his lower back. "Oh, man, that feels really good," he said. After working over his back, I skipped his midsection and went down to his legs, starting at the feet and rubbing my way up to the knee on each leg. As I moved to his thighs, I made it a point to squeeze and rub all around, working my way up toward the bottom of his briefs. I occasionally reached under his thighs to rub the muscles, and he arched his back a little when I did that. Finally, I was done with his back and offered for him to roll over.
Of course, the minute he rolled over, my eyes went to the substantial bulge in his underwear. Continuing with his legs, I repeated some of the same moves on his legs from the front, working from feet up to crotch. I swore that his bulge was getting bigger, and was both glad and excited by the prospect of making him bone up while massaging him. Still straddling him, I moved myself farther up, so our crotches were almost touching. I rubbed his torso and chest, eliciting pleasurable sighs. Then I stood and moved behind his head, facing his stretched-out body, and rubbed his shoulders again, and lightly twisted his neck to work out any kinks. Then I worked my way back to his chest, rubbing his pecs and drawing circles with my fingers around his nipples, which got hard. As I stretched my own body out and worked down to Bill's torso, my crotch was hovering over his face. (I could feel his breath as I rubbed his stomach.) I changed positions again, moving to the side of his body, and making lateral motions across his torso, working from his shoulders to his waist. By now, it was obvious that Bill had a boner. Gregg was watching with glee, anticipating what might come next. I rubbed my fingers over Bill's stomach, lightly moving them under the waistband of his underwear. "Let me take these off," I said, "so I don't get lotion on them." Bill lifted his hips as I slid his underwear all the way off, leaving him completely naked and fully erect.
As I rubbed my hands over his hips near his hard cock, it simply throbbed visibly, indicating how pleasurable this touch was. I put some more lotion on my hands, and applied it to Bill's balls, thoroughly covering them and lightly moving them, feeling them, lifting them, and pushing slightly on his taint. By now, Bill's cock was oozing precum. I looked over at Gregg, who had pulled his shorts down and was beating his own meat while he continued to watch, his ever-present smile an indication that he was also enjoying this experience. I put some more lotion on my hands and applied it to Bill's cock. His hips thrust upward when I did that, and I adjusted my grip so that I was able to slide up and down on his rock-hard tool, covering it all in lotion, and then actively masturbating him. His sighs turned to moans, and he continued to thrust his hips upward as I stroked him. I looked over at Gregg again, and he was beating his meat right into Bill's face. Bill's eyes were watching as Gregg's hand went up and down his own tool, and he licked his lips a couple of times as well. "That's gonna make me cum," Bill gasped, and I felt his cock getting even harder. "Oh, man, that feels sooooo good," he said. His gasp turned to another low moan, which intensified as his orgasm approached. While I wanted to keep my eyes on Bill's throbbing cock as I stroked it, I also noticed that Gregg was up on his knees, beating his meat off into Bill's mouth. Bill let out a loud moan and thrust his hips upward as the first shot of white-hot cum spurted out of his thick tool and up almost all the way to his neck. About that same time, Gregg grunted, and as I turned my head to watch Bill's cum fly up to his chest, I noticed Gregg pointing his cock down into Bill's mouth as he also shot his load. Bill shot about three more ropes of cum before it started to ooze out the tip of his cock and his body settled down. Squeezing and stroking again to finish getting every drop out, Bill sighed and collapsed back, making a noticeable swallowing noise.
Though it was probably only a few seconds, it seemed like a post-orgasmic eternity passed before Gregg reached over and grabbed the towel he had brought out. He gently wiped Bill's chest and torso, cleaning up all of the cum that had splattered. As he got closer to Bill's still-half-turgid cock, he wrapped the towel around it and squeezed, eliciting another sigh from Bill. Then there was silence. Though I had not cum myself, I didn't need to at that moment. I had just masturbated a really hot new friend, while my bud Gregg had masturbated himself, shooting his load into Bill's waiting mouth.
After Bill and Gregg came down from their cum high, Bill sat up and said "wow!" He asked Gregg to hand him his clothes, which Gregg did, and he stood up and got dressed. Gregg did the same. "I hope you are willing to do that again sometime," Bill said to me with a hopeful expression on his face. "Anytime you want," I said with a smile.
Now I had TWO jackoff buddies who were really into masturbation. And it was the start of many more sessions, each resulting in a cum-shooting finale!