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He had ever so slowly began sliding his oily dick along my asscrack and would pause slightly to increase the pressure of the head with each pass over my virgin asshole. He took his time to "win me over" but would pause longer and press harder against me each time in an attempt to finally work his large cock inside me. He finally just held it there and reached down to take his cock in his fist so he could push even harder and I felt the very tip begin to slowly push my asshole open. I started having very mixed and confused feelings about what was going on but he was horny and not in to giving me time for debate at that point. By the time I had decided that maybe we had gone as far as I'd wanted or maybe even farther, my asshole had relaxed to the point that most of his cock head was inside me. Just a bit more of a push on his part and I felt the ridge of the mushroom shaped head slip past my tight hole and push on inside me. When I tried to raise up and pull away he grabbed my hips, begging me to wait because the pain would soon pass and it would get better. Once the fattest part had pushed it's way in the worst was over and before I'd managed to pull away from him he had worked a couple of more inches of his fat cock into my now burning asshole. After I'd pulled away and his hard cock slid out of my ass we just sat back gasping on the deck in an uncomfortable period until I said that we could use more beers after all that. That statement got us both laughing so hard that it actually brought us to tears and he went inside to get us more.

When Jared came back with the beers he suggested a shower to get all the ...

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