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Anonymous jerkoff

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by Ballsy I’ve been using a masturbation chatroom for several years and had progressed to camming and chatting with other men. I would solo for others if necessary. But I still hadn’t had the nerve to actually DO IT with a real live man. While in Chicago on business, I was in the jerkoff chatroom where my normal username was “Ballsy” and I modified it to “BallsyinChicago” secretly hoping to find some other horny bastard willing to meet. After a while, another guy sent me a message saying that he, too, was in a hotel in Chicago. We talked about what brought us there and as things heated up, he mentioned that he could see me getting in a cab and meeting him at his hotel. That was just the opening I needed. I decided to call his bluff and asked him in which hotel was he staying? It freaked him out and he tried to back out. I persisted and he finally caved and told me his hotel and room number. I told him I’d see him in about an hour. I pulled up at the hotel and rang his room. I found out later that he thought I’d never show and he sounded surprised when he answered the phone. I went to his room and he met me at the door. He was about my height and weight but slightly heavier and about my age. I could tell he was nervous by how he was moving around the room offering me wine and talking about the baseball game on TV. To my surprise, I was completely calm. Excited but not nervous. We each drank a glass of wine and pretended to be interested in the game. After about 10 minutes, I looked at him and said “So, how do we get started? Is it a thing where I show you mine and you show me yours?” Immediately, he was ready! I said, “Hell, I’ll get naked first”. I stood and took off my shirt and unzipped and lowered my pants. I dropped my underpants and he stood and went straight for my cock to feel. He cupped my balls and by then I was throbbing hard. He took off his clothes and I obliged him and reached for the first strange hard cock I’ve ever had my hands on. It was the same length as mine but skinnier and had a nice upward curve. I held his hard cock and reached for his ballsack. It was huge and puffy and soft and felt wonderful. We sat next to each other on the bed and each tried awkwardly to jerk the other’s cock. Seeing how this was rather difficult, he sat up in the bed against the headboard with his legs spread and his cock in the air. I got in the bed between his feet and he urged me to move as close to him as possible. Now we were ass to ass and balls to balls. Our cocks were now easily within reach of our partner. We lubed and stroked each other’s cock and massaged the other’s balls. As I used my thumb to massage his perineum, I sensed that he may have been uncomfortable with ass play or penetration so I stopped. By this point, I didn’t want to screw thing’s up! I would’ve let him do to me whatever he pleased but I was lost in the moment and was too busy enjoying myself. I really couldn’t believe I was actually masturbating with another man! I stroked his curved dick and vigorously massaged his helmet-shaped cockhead, but he had to stop me several times to keep from cumming too soon. He stroked my cock and would look at it admiringly, commenting on its proportionate length and girth. That only made me harder. This stroke-fest went on for a while and finally I could stand it no longer. I told him I wanted to cum. By now he was ready to so he added more lube and stroked our cocks together with one hand. My cockhead felt like it was gonna rupture! The feeling was beyond what I was capable of providing to myself. I was being completely controlled by his stroking of our cocks. All I could do was hold the sheets with both hands and watch as our cocks spewed cum simultaneously onto the sheets and our stomachs. We lay gasping with our wet cocks slowly drawing up and cum everywhere. I rolled out of bed and went to the bathroom to clean up and he did the same. We both commented on how we were glad I made the trip and how surprised he was I actually did it. We shook hands and I left never hearing the name or hometown of my new friend. I’ve since chatted with him on the chatroom and cammed and cum for him. He says he told some of his friends what happened and they thought we were both crazy as hell. Maybe

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