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It was about 3 years later when I got my first apartment with Eric a co worker and a student at the same university I attended. Eric was a regular pl...yboy a different girl every weekend and I sometimes would have an occasional hookup from a friend of the girl he was fucking. Then Bobby moved in across the hall. bobby was a early 30's guy that had been divorced and moved back into a college apartment building. Me and Bobby had become pretty good friends over time we played some video games. He got behind me and put his dripping wet cock to my tight little asshole. It's REALLY small. in my mind i thought. "oh no he's trying to fuck me up the ass! he probably won't fit but oh my god if he does it's going to hurt so bad but i'll have no choice but to take it. FUCK!" I was scared but still so turned on. "Awww," he said. "I don't think that's gunna fit. But it fits here perfectly". With that he was all the way inside me. Having him deep inside was so painful. My back arched up again,. More

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