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He flinched, assuming I was going to cause more pain; he wasn’t wrong, but it wasn’t the way he expected, or so I imagined.I fisted my cock, lined it up with his brown star, and shoved.The wail that broke from his lips as the head of my cock breached him sounded more defeated than enraged; I wondered briefly if I’d been wrong about him having no idea what I was going to do. But then all thought was lost as I registered the delicious heat, the almost strangling tightness and pressure of his muscular ring squeezing around my most sensitive appendage. He was almost successful at pushing me back out of his sphincter, and I thrust my hips gently until the ridge below the head was through, wedging my cock firmly inside his ass.Maker, it was heaven. I hadn’t had any action since before Kirkwall, and even my own hand was an infrequent thing, sharing a room as I did with Carver. I hadn’t even registered how desperately needy I was, how overwhelming the urge was to plow into him hard and fast. I could feel a drop of pre-cum connecting the tip of my cock to my navel.Another pause. More oil. Then, I felt strong fingers encircling my cock and squeezing it at the base. The slippery fingers traveled to my cock head, twisting on the way up, and then twisting back to the base. Again and again. Then, there were two sets of fingers encircling my cock, one pair twisting in one direction while the other twisted in the opposite direction. I was in Handjob Heaven.After another pause, I felt the same sensation of fingers traveling up and down my shaft, only it was a bit different this time. Suddenly, another pair of fingertips joined the others, twisting and tugging at my cock head. Another set of fingers gently tugged at my scrotum.I was seconds away from exploding. I could feel an immensely powerful surge rapidly build. The sensation was so powerful, it felt as though the first spurt that erupted from my cock would likely shoot straight over my head. My muscles tensed. My breathing.
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His family lived near mine so we'd do overnights at each other's house fairly often. His dad flew for the Air force and would be gone quite a bit but his mom and 2 sisters were always around Matter of fact, sometime after this event happened I started doing some of the 1st serious petting, fingering, hand-job stuff with his sister, but that's not relevant to this story.Anyways, it was the 70's and women not wearing bras was way more common that it is now. His mom was often braless and, in the summer, often wore a bikini around the house much of the day and laid in the sun a bunch. In any case I saw her breasts easily through the fabrics of her tops and her nipples would often be extremely pronounced and erect. I probably wasn't very good at hiding my gaze because her tits and nipples just totally turned me on. I fantasized about her quite often as I did a few other mothers of friends, a few school teachers, too, but all in all I had no experience, sexually, beyond a few kisses and.

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