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Moments after he grabbed my waist, forcing his cock deep inside my ass with my rim now touching the base of his shaft. I moved to sit in front of his cock again, Bill took the opportunity to rub his cock across the rim of my ass, moistening it before sliding it into my hole. I don’t know what came over me but it must have worked because the expression on his face only grew more intense. Use me as your little fag and don’t hold back”. “Is daddy making you horny while he rubs his fat cock son?” He asked smugly. It turned me on so much I dribbled, before I could stop myself the saliva landed on his tip. I watched him slather it in lube, making eye contact with me as he massaged his cock. After fingering my ass for a good few minutes, he pulled out, reaching into his underwear to take out his cock. At first all I felt was discomfort before my body relaxed once again as his thick, manly finger loosened my hole before adding another. As I released he pushed his whole finger up there. I did as I was told, filling my lungs with air. I could feel my anus relaxing tightening around his finger.
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“It’s ok boy, once we get you loosened up you will be riding my cock in no time” whilst moving the tip of his finger around the rim of my ass before rubbing more lube on my boy pussy. Suddenly I felt the tip of his finger penetrating my ass. I couldn’t pretend that he wasn’t turning me on.
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I could feel his cock throbbing under me, I was rock solid by this point. I could not help but moan “uhhh daddy”, I saw his expression change with a grin creeping across is face. He moved his finger around the lips of my hole.
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“Fuck, you know just how to get me hard son” biting his lip and with that he grabbed the bottle of lube beside him, coating his fingers in the clear thick liquid. I sat on top of his underwear grinding my cheeks between his shaft, feeling it grow to the size I had worshipped. I got up pulling my shorts and underwear off, quickly dumping them on the floor before teasing down his sweatpants to his calves. We looked back each other, both as exited for what was to come. He edged them down slowly until all that was left was my bare ass, pulling by briefs down with them. I felt his hands move up to the waistband of my gym shorts. “I think you know the answer to that” he winked. I felt his massive hands grabbed hold of my cheeks. I started grinding on his crotch, feeling his cock pressing up against my ass. I couldn’t wipe the smile off of my face as I climbed onto his lap. “There’s a good boy, now sit on daddy’s lap”. “You know what I’m not even going to pretend I haven’t been fantasising about this for a long time, let’s do it”. “It’s ok if you don’t want to but I promise I will be gentle” he winked, climbing onto the bed. Did he just ask to fuck me? “I don’t know Bill, I’m really tight and I haven’t lost my virginity yet” I really wanted to do it but the thought of having anal for the first time made me nervous.
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I mean this stuff isn’t cheap so I would love to at least try it once?”. It’s anal lube and I wondered if it is something that you would like to use with me. He turned to me “Now, I bought this for your mother and I but she has never been keen on using it. I watched Bill walk around to his bedside cabinet, opening the door and pulling out a bottle. I followed Bill into his bedroom, sitting down on the bed. “Um ok…” I replied, curious as to what it could be. I could see the anticipation in his eyes. “Jack I have been thinking a lot lately and I would like to show you something, it’s in mine and your mums room”. I saw his hand reach over and started to massage his cock through his sweatpants. “Not really I just have a paper to finish” I replied. He walked over to my desk “hey! What are you doing tonight? Got plans or are you just doing work?” He smiled. It was the first time I had seen him in his uniform since he caught me, I always used to jerk off so I could concentrate on school work. Fresh from the construction site, he was wearing dirty sweatpants a tight scruffy orange tshirt and his high-visibility jacket. The door handle turned and Bill walked in, grinning like I had never seen before. All of a sudden I heard footsteps traveling up the stairs pausing outside my room. I was home alone after college catching up on my workload when I heard a key in the front door, he was home from work (a construction site not too far away from our house. It had been two days since I had sucked my stepdad Bill’s cock and I have not stopped thinking about him.