The sex was fantastic. The first time we fucked, he used a condom. But within a few date nights, he talked me into going bareback. He had been test ea...lier, but that had been a few months earlier. I had no idea how many men he had fucked, but I knew he did not bottom. Plus, as I said, I was falling in love with him, so when he suggested bareback, it did not take long to convince me to slip his big, beautiful, mushroom headed naked cock deep in my butt. “I won’t cum inside,” he said, and true to. I can only assume it was the man’s spit. Then a blinding pain as he forced his cock into my virgin asshole. After no time his cock felt well lubricated and I could smell fresh blood in the air, as the filthy homeless man took my cherry, to the hoots and re-energized yelps of his accomplices. I was no longer struggling, feeling that this was as bad as it could get. That was the queue for one of his friends to make it worse for me. He put his legs across both my shoulders and put my head right in. More

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