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Kerry and Me

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by Kerry's Guy Kerry and I were best friends in Lawton, Oklahoma from about the time we were eight or nine years old. He and I were, as the expression goes, like two peas in a pod. Our personalities blended so well together it was like we shared the same mind. We were also extremely funny together, and the two of us would soon have everyone in the room laughing hysterically as we interacted spontaneously. So it was probably fairly natural that as he and I trudged our way through adolescence, the two of us would share all the emotions and ecstacies that puberty had to offer, including (especially) those of a sensuous nature. In our early teens we jacked-off every chance we got. His house had a deep wooded area behind it, and on those hot southwestern Oklahoma days we'd hike far back, away from any civilization, and get naked and sort of frolic around in the woods. Pretty soon the sensual feeling of being naked in the open air and watching each other's nude antics would get us hard, and we'd soon be getting into some heavy jack-off action. Sometimes we'd pitch a tent and camp there, and at night we would play with each other's cock and balls, feeling each other out until we couldn't stand it, and then jack one another off. We even got into a little oral action occasionally, though we never came. We would zip our sleeping bags together, undress each other while feeling the other's hardness through the underwear, passing a hand across the smooth, hairless surface of each other's youthful ass, burying fingers into the crack and gently giving an inward push. Then, finally completely naked, we'd climb in the sleeping bag and spend an hour or so sixty-nining and just feeling each other's body. We stayed inside the bag in the tent, still fearing discovery even though we were far away from anything. I still remember pressing the tip of my tongue into his piss slit and tasting what I now know was pre-cum leaking from the opening. My tongue still remembers the contour of his dickhead and the stiffness of his shaft as it explored all of his budding manhood. We also did what we called "cornholing," which is just short of fucking. We just pressed our dicks into the other's asshole, never penetrating (that never really occurred to us). We never came that way either. We never thought we were gay — we were very unknowing of gay sex — we were just experimenting with our own sexuality. Looking back I think that, had I been a little more aware of what we were doing, I might not have been able to avoid cumming, either when he was blowing me or when I was cornholing him. Just remembering and writing about it now makes me really hard and ready to blow a wad. Sometimes we would take a shower together. In a sense it seemed perfectly innocent, since we were both guys. But still there was that underlying sense of sexuality, that vague awareness of each other's body. I now suppose it would be called an attraction. It was just kind of fun and daring, especially if one of our parents was at home at the time. If I had known then what I know now... We had other friends with which we would jack off and dick around with (one of whom eventually "outed" himself), but Kerry and I — well, it was just seemed like something really special. As we grew a little older we went through a period where we were too "grown up" for those kinds of things. I guess it just faded out. Although I often thought longingly about our "special" times together (sometimes at night with my own dick in hand), we never jerked off, never sucked, never even talked about it. Many's the night I jerked off alone, with nothing but my fondest memories to get me hard. Sadly, it seemed that those wonderful times were gone forever. That is, until one night, when we were 16, and he spent the night at my house. We were up really late and feeling a little slap-happy from sleepiness. I don't remember what led into the subject, but Kerry, with a somewhat apprehensive glance, asked, "Do you still jack off?" That was totally unexpected, and I began to feel a little tinge of forbidden excitement. Not knowing where this was going, I answered his question with a question: "Do you?" "Yeah." he said with an impish grin. "So do I!" I answered. I think we were both a little relieved and excited; we knew what was going to happen soon. "So," he said, "have you discovered any new techniques?" As a matter of fact I had, and I was anxious to tell him about it. It doesn't seem like much now, but to a 16-year-old in the late seventies it was a delightfully wicked thing: jerking off with a condom. I told him; he was interested. "What about you?" I asked. "Yeah. I do it into my pillow." He explained it to me, but I was kind of grossed out about this because I didn't understand how he handled the mess. "I wrap a lot of toilet paper around my cock." Oh. I thought to myself, That must be a lot of toilet paper. He agreed, though, that the threat of an unexpected mess was a big distraction. In those days we were shooting buckets of cum, sometimes as often as two or three times in one day. It would be difficult for a wad of toilet paper to hold it all. Then I had a brilliant flash. We could combine both our techniques — using a rubber and jerking into the pillow! "Yeah!" he said. That would eliminate the mess factor. One problem — we didn't have any rubbers. This was late at night and my parents were sound asleep, so we conspired to go to a nearby gas station where I had discovered a condom dispenser (it's where I originally got the idea) in the men's room. Kerry thought I should go by myself, I don't remember why. He would wait at home for me. I pushed my Mustang out of the driveway so I wouldn't wake up my parents, and then drove off to the station, in eager anticipation of what was going to happen soon. My dick was rock hard all the way there, and I had a hard time keeping my hand off of it while I drove. It was pressing hard against the inside of my button-up Levi's, demanding attention. The station had long been closed for the night, but they left the men's room door open for the very reason I was there, I guess. When I got there I dropped the quarter in the machine, got the rubbers and drove off. The excitement grew; I even undressed in the car. I drove all the way home (several miles) completely naked, with the intention of walking in the door that way. Again I was fighting the urge to play with myself, and had loads of precum oozing out my piss slit, dripping onto the car seat. My dick was standing almost straight up, and each time the car hit a bump, it would bounce up and down as a constant reminder that it was ready for some action. When I got home, I chickened out about walking in naked. I was afraid my dad might have been up for a snack, which he sometimes did. So I stopped the car around the corner, redressed, and drove on in. Turns out everything was fine. Parents were still asleep. Fuck! Kerry was waiting. When I got in, I breathlessly showed him the rubbers. It was the first time he'd seen one, and he was fascinated. We quickly got undressed, both of us with bouncing hardons that were, by now, screaming for attention. It had been a while since his beautiful member had showed itself to me, and I was hungrily taking it in. I remember noticing how hard his dick was. It was evident that he was as aroused and excited about this as I was, and that in itself was an erotic feeling for me which compounded what I was already feeling. I noticed too that he was having the same problem that I had in the car — he couldn't keep his hands away from it. He would absently pull on his hard dick as if to say, "just a minute, be patient..." With my own pole I showed Kerry how to put on the condom, and I watched as he placed his on the tip of his hard dick and unrolled it, as I was doing. It was fun and exciting to watch him try it on for the first time, seeing the expressions fly across his face, and not knowing really how to handle it. After a few months of doing it myself, I felt like an old pro watching a novice, remembering my own "first time." This was rather ironic, since it was he who taught me how to wank in the first place years earlier. Kerry's cock and balls were just about the same size as mine, nothing great, only about five inches, though we never even thought to measure them. We were both cut, and both cocks pointed straight up when we had a hardon. The only difference was that Kerry, being a strawberry blond, had the prettiest red bush all around his crotch. I had dark hair there. We were also both completely hairless over the rest of our skinny frames. Kerry was ready to show me his technique: he lay face down on my bed and placed the pillow over his hard cock. The cock was between the pillow and the bed. Then he lay against the pillow, with his elbows supporting his torso. He started thrusting his hips in and out, slowly at first, rubbing his cock against the mattress and the pillow, in the same way that he might be fucking a girl (would now that it was my ass). Watching his beautiful butt bob up and down was almost more than I could stand, but I held fast. I moved behind him so I could watch his ballsac as it disappeared and reappeared with each thrust, wanting to touch it, to feel it as it went in and out. I didn't know how he would take it, so I kept my hands off. With each inward motion his ass cheeks would close tighter, and then open again as he pulled out. His face reflected the wonderful feeling he was experiencing, and I could tell as his features scrunched up and his thighs began to quiver he was really enjoying fuckin' that pillow. It didn't take very long before I could see he was coming to his climax. In, out, in, out, increasing speed and depth, in, out... Finally he threw his head back, his long blond hair flying around onto his bare back, stifling a happy groan, and his face as red as his pubic hair. He began to push in harder and stay in longer, and he was putting more downward pressure on the pillow. With each inward thrust, his legs and hips and ass quivered uncontrollably, and his shoulders shuddered and rose just a little higher than the last one. His breathing became short and intense and nervous, and was timed with each forceful push of his hips. He was shooting, I could tell, and judging from his longer, deeper thrusts, he must have had quite a load to shoot. In a deep ecstacy, he squirmed and wriggled and writhed as if deliriously searching for another erogenous position to squeeze out just one more orgasmic shot. With his head thrown back, he finally inhaled one deep, shuddering breath, fell limp and turned over, revealing a condom full of his fresh, warm, creamy jism over a limpening cock. He laid there for a while, breathing hard and just taking in the experience, and I watched as his face showed complete satisfaction. I thought for a moment that he was going to fall asleep, so contented did he appear. I felt my own sense of satisfaction knowing that my best friend and jack off buddy had experienced this new feeling with my help. It was now my turn. Postscript: Sad to say, this exciting phase of our relationship did not last very long. Eventually Kerry and I drifted apart, never really "consummating" our relationship. He was the best friend I ever had. We could talk about anything, and we enjoyed each other's company in everything we did. In the time since, we each got married, but I long ago came to the realization, too late, that I was in love with him, and I would have been happy spending the rest of my life with him. I still fantasize about making love to him, sucking him off, wondering what it would feel like, would he have gotten the satisfaction that I wanted him to have. I imagine ourselves cuddling under the covers on a frosty night; on the couch watching TV with his head on my lap, a fire int the fireplace, running my fingers through his hair; showering together again, only this time deep kissing and fondling each other. I often look back on our amateurish adolescent trysts with fondness, and wonder if he ever felt the same. It's something that I'll never know; he died of cancer a few years ago.

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