After he felt like I was properly stretched, he had me back up onto his cock, slowly letting me ease myself down onto his thick tip. I felt it on my tight hole, despite the stretching he just did, it was still very thick, and when it entered me, I squealed a bit. I was thankful that Jim supported me with his hands, allowing me to stay there for a moment, adjusting to his thickness. After a bit, I felt ready and began easing myself down onto his manhood, slowly as Jim’s hands held me. I took inch after inch of his cock until I finally felt his cock bottom out in me, his pubes touching my cheeks. I stayed there for a moment, taking in his cock and adjusting my tight hole to it. Jim moaned into my ears as my tight, warm hole squeezed around his cock.
Feeling like I was ready, I began riding his cock, moving up and down on his length, moaning each time as it rubbed along my prostate. I heard his deep groans behind me as I rode his cock, bouncing up and down. I continued like this for a while, pleasuring both him and myself at my pace, moaning each time his thick cock hit my prostate. I rocked back and forth on his hard tool, fucking my warm hole with his thick cock, his hands helping me brace myself.
Jim eventually decided that he wanted to take control of my rhythms and began thrusting into me as I rode him, pounding on my prostate each time. I moaned loudly at this as he pumped into me as I rocked on his turgid length, hitting me deeper than I thought he could get. He began using his hands to guide me onto his cock, slamming me down harder, forcing it deeper into me as he groaned in pleasure. He began truly fucking me hard, controlling my hips, forcing me down onto his cock as he pounded me. I could barely contain myself as my cock oozed precum from him slamming himself into my prostate.
He went on like this, jackhammering into me, pushing my ass down onto his cock each time I bounced on it. We fucked like this for what felt like a while, but was only about 5 to 10 minutes before I started feeling a warmth spread from the tip of my toes to my fingertips, centralizing on my stomach. It was a pleasure I hadn’t felt before, with each time he thrust into me hard, it increased. I wasn’t sure what I was feeling, but I couldn’t hold back my moans anymore, and I could feel the pleasure welling up inside my small frame. I heard his breathing become shallower and his groans grew louder, when he let out a guttural moan and I felt him slam me down one last time onto his hard cock, holding me there as he unloaded his balls into me.
He shot rope after rope of his warm cum into my hole, sending me over the edge. As his cock throbbed in me, I began shooting cum onto his table, my load making a mess as it shot out of my cock. I had never come from anal before, and it was intense. I came for a while, spurting out my cum. My ass spasmed around his cock, milking him of his load. Jim came hard into my ass. As he filled my tight hole with his warm seed, I collapsed back onto him, coming down from my own orgasm. He held me as he pumped the final bits of his jizz into me. We lay there in that position for a while, both recovering from the intense orgasm we had.
After a while, I got up off him, his cock came out of my hole dripping with his cum. He invited me to shower with him. We showered together, washing each other. I felt his hairy body with my hands, all while feeling his rough, blue-collar hands on my smooth body. His cum oozed out of my ass as we showered. I even tried to push it out, which made him laugh. There was a lot of it. He really pumped me full of his load. Once we were done with the shower, he walked me to my car, and I was on my way, freshly cleaned back home.
We did end up meeting multiple more times, so that was awesome. I was completely enamored with him, his looks, his mannerisms, and especially his cock that bred my hole and filled my mouth so many times. I even got to sleep over at his house multiple times, which I will never forget.
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