I went to my hotel for the evening, and later dressed down to try to fit in at one of the local dives. No such luck. Something about me must scream “city slicker.” Disappointed that I couldn’t even strike up a decent conversation with a woman, I returned to the hotel. Whatever. It was best I get a good night’s sleep for the long day on my feet ahead.Red town surpriseThe trade show was like any other, with the same personalities and dumb questions. To my surprise, Bridget came by my booth with a male colleague. We exchanged pleasant hellos, chatted a bit, and then she left. I returned to my routine.Toward the end of the show, Bridget returned. This time she was alone.“I was wondering, do you have dinner plans tonight?” she asked.“No…” I replied, drawing out the word in disbelief.“Would you like to go out? My colleague and I were supposed to go. But he met some raven-haired floozy with big tits who batted her big brown eyes at him, and that was that. I cain’t bear the thought of goin’. Mike and I switched places. I fumbled for the Vaseline. My cock was hard and already leaking. Mike had a smaller butt than I and wanted to fuck it. Mike grabbed his butt and exposed his anus. I rubbed his anus with the Vaseline and pushed my finger inside a bit. Mike squirmed. He was tight. I mounted him, rubbed my dick along his butt crack until I could feel my dick aligned to his ass and started slowly pushing. His ass was tight and my head slowly entered him. Mike moaned with discomfort. “Are you okay?” “Yeah, just not too fast. Your dick is bigger than mine,” as I kept pushing my dick in. I pulled it out a bit and pushed my dick in more. The tight squeeze of his anus felt great around my dick, so much better than my hands. I pushed in as far as I could enjoying Mike’s tight squeeze then pulled out. Mike and I put on our shorts and sheepishly headed back to watch TV. We talked about how pussy should feel different and what the girls felt with a guy inside them. We were both still.
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