The Business Trip

This story was originally submitted to SOLO but never posted. (The title has been changed.) During my working days, I made many business trips to a certain twin city in the Midwest. Sometimes these trips were lonely and boring. One night, alone, after dinner I went downtown to the "strip". This street consisted of bars and striptease joints. I went into one I had heard about (looking for women), and sat down at the bar. It was soon apparent that this particular place was a gay bar. Although this was not the kind of entertainment I was looking for, I stuck around to see what was happening. There was this really nice looking guy sitting next to me at the bar who introduced himself as Jim. He asked me where I was from (my east coast accent gave me away). He told me he was a local, and after a few beers asked me if I wanted any action. Although I am not gay, I wanted to see where this was going to take me. Jim suggested we find some privacy, and I proposed my hotel room, which was about five miles out of town. Jim said he knew the place and he would meet me later at my room. Upon entering my room, I took a quick shower and put on my bathrobe. I was shaking from the anticipation of an encounter with another man! A few minutes later, there was a knock at my door, and there was Jim. I asked him in. He looked at me in my bathrobe said he wanted to take a shower. After his shower, he emerged from the bathroom with a towel around he waist. There I was standing next to the bed with nothing on but a bathrobe wondering what would happen next. Jim came up to me, slowly untied my robe and let it fall to the floor. I, in turn, removed the towel from around his waist. His penis was already half erect and glistening. Even though only half erect, his penis was huge. I could have easily put both my hands around it! Jim asked me to stroke his penis, which I was anxious to do. I carry a small bottle of Lubriderm in my travel case, and went to the bathroom to fetch it. When I returned, Jim was laying down on the edge of the bed with his feet touching the floor. His penis was fully erect, pointing straight at the ceiling! I stood at the edge of the bed, between Jim's legs and applied some Lubriderm to his throbbing member. I cupped his testicles with my left hand and with my right hand, slowly stroked his penis from its base to its crown. I could tell from Jim's sighs that he would cum soon. I leaned down between his legs and wrapped my lips around the crown of his cock. I slowly sucked his penis while moving my lips between the crown and the tip of his penis. Jim lifted his legs off the floor and put them over my shoulders. I then took the middle finger of my right hand and gently pressed it slightly into his anus. Jim's groans announced the climax soon to come. I felt a shudder in his testicles as he reached his point of no return. He exploded cum into my mouth, filling me to the point of gagging. With one large gulp, I swallowed his cum, not spilling a drop! I continued to milk his penis until he had nothing left to give. When his member went limp, I knew he was, for the moment, finished. Now it was my turn! Jim wanted me to penetrate him. I told him that I had never done anal intercourse. But I was so turned on that my penis, which was fully erect, was making the decisions, not me. Jim got on his knees on the edge of the bed. With his head on a pillow and his ass high in the air, Jim instructed me to liberally apply the Lubriderm to his anus and to my penis. I slowly inserted my penis into his rectum. Jim relaxed his sphincter muscle, which made for an easy insertion. I couldn't believe how good it felt! Upon insertion, Jim developed such a large erection I was able to put both of my hands around his penis and ride him like a horse! As I pressed forward, Jim pushed his buttocks back to meet my thrusts. As I slowly thrusted into Jim, I simultaneously stroked his penis using a slow, intense rhythm which would shortly make both of us come. It wasn't long! I exploded cum into his rectum and Jim, almost concurrently, climaxed, shooting cum all over the bed. We both collapsed into the bed and went to sleep. When I awoke the next morning, Jim was gone. Although there were more business trips to come, I never saw Jim again.