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I leaned in and felt his ass slowly give in to the pressure of my cock. He moaned telling me he felt like he was being split but I kept pushing slowly. I eased my way in until I saw his sphincter give way enough for the head of my cock to slip into his ass. With the head in, I waited for him to adjust to the presence of my throbbing cock. I felt him ease open a little and I pushed myself in slowly. “How does it feel?” “Oh shit, I feel so full. It hurt at first but I…oh my.” I slid into him deeper causing him to moan louder. I eased up on him and pulled back a little before pushing myself slowly deeper into him. When I was finally balls-deep in his ass, I began to pull out to the head and began to push back into him. I took my time, slowly fucking his ass letting him get used to a cock easing in and out. I pulled out of Matt and moved him onto his knees and he leaned forward, grabbing ahold of the headboard of the bed. I slid back into his ass with greater ease this time and knew he. I would come up to their place, fully charged, and they would cook healthy food, we would have beer and wine and then they would drain me. So for the next 4 years every Tuesday, Thursday and Sunday night I went to their place and we did our ritual. Over time they gently introduced me to receiving anal sex from both of them after my first draining. They expanded my sexual horizons slowly and gently over time and eventually these family nights became more of a three way gang bang. They would bring in a third out of their many friends so I would leave their place fully drained of my own baby batter but pounded and flooded full of semen from two or three of them. We became close friends and I got very close to their group of friends. My end of the bargain was to live free in their house, be available and willing and also be helpful around the place. That fit my budget and sexual needs perfectly. I guess I became the original rent boy at that point. For nearly four years my sexual.
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