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Helping A First-Timer

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Helping A First-Timer by Rick (masseur_90038@yahoo.com)I've been asked why I bother with first-timers, men who have never had a sexual experience with another man before. I guess it's a matter of taste. I actually enjoy meeting guys who are ready to try getting off with another guy for the first time ever. Here's one recent experience. This is a true story that took place earlier this year. I have permission from the guy in this story to tell what happened, but he had me take out some details that might reveal his identity. He was 30-something, married, had dark good looks, and was the kind of guy you'd take one look at and think, "No way would he EVER fool around with another guy." He found my online personal ad looking for straight/bi-curious guys and he wrote to me, telling me how nervous he was and that maybe he was making a mistake, but he had to find out one way or another what his curiosity was all about. I wrote back immediately and we spent the next two or three days swapping emails. I assured him that whatever happened between us was all up to him, that I didn't have any expectations and wouldn't force him to do anything. That's what he needed to hear. With guys like him it's usually best to meet first and talk a little, then decide later whether to take the next step. He agreed to meet for lunch, but when we finally met face-to-face he was literally shaking with nervousness and wasn't hungry. We drove around for about twenty minutes, just talking. He started to calm down a little. He revealed that a guy he used to work with made a pass at him one night. He totally freaked and punched the guy and they never spoke to each other again. I guessed it was the wrong moment and the wrong approach, because now here he was, sitting in my car and telling me how he'd been thinking about what might have happened. I dropped him off at the parking lot where we'd met, thanked him, and told him we would talk again soon. But it was more than a week before I heard from him. He called me one afternoon, more nervous than ever. I finally coaxed it out of him that he did, in fact, want to get together and "experiment." We agreed that we would stick to jacking off together, and that he could stop and leave any time he wanted to. A couple of days later we met again, this time at a motel. I surprised him by having my massage table set up and waiting when he arrived. I was sure nothing would happen unless I could get him to calm down and relax first. I had to reassure him that I wasn't going to "try anything" while he was face down, and he stripped to his shorts and got onto the table. I spent a lot of time working on his back, because he was completely tense and definitely needed a good firm backrub. Gradually he stopped shaking with fear, and actually began to enjoy the massage. After 40 minutes or more he was half-asleep and I had to ask twice to get him to turn over. When he finally did, I could see his shorts tenting a little - he wasn't fully hard, but he was definitely aroused. I put a towel over his midsection and told him to remove his shorts. He hesitated, then reached under the towel and pulled them down and off. I put a dry washcloth over his eyes to help block out the light, but also to keep him relaxed. For some reason this "blindfolding" technique really seems to help straight guys and other first-timers to relax and let the masseur take charge of their body. The rest of the massage was more sensual. I used longer strokes and less pressure, and I started allowing my body to lean up against him as I worked. The growing bulge beneath the towel told me that I was on the right track. I dropped my shorts so that I was more or less naked, and I let my cock touch him lightly here and there as I leaned over him. Finally I was standing at his hips and let my cock graze his fingers several times. Very tentatively he let his fingers move a little, then stretch open and wrap themselves around my cock. He just held it and squeezed, like a new toy that might be taken away if he didn't hold it tight. I began massaging under the towel, not actually grabbing his now rock-hard dick, but brushing against it as I stroked his lower abdomen. When he began rocking his hips slightly, I took the towel away, put a little more oil on my hands, and started working on his penis. It wasn't a handjob, it was a total cock massage, with as many varied strokes and manipulations as I do with any other area of the body. He started breathing in a sexual way and I responded by making the strokes on his cock more sexual - longer, firmer, and designed to maximize his pleasure. I leaned over to bring my face close to his nuts and smell them. He panicked a little, raised up and took the washcloth away while asking what the hell I was doing. I told him that when men get sexual and start sweating a little behind their balls, the smell can be intensely erotic. He looked puzzled while I leaned down again and took a deep breath next to his nuts. Again he tensed up, so I stood up again and resumed working on his cock. He relaxed a bit and turned his head to the side to look at my cock in his hands. Slowly he began to play with it, pulling it gently, feeling it's weight, squeezing it, and rubbing his thumb over the tip. I reached down to smooth a little oil on, then guided his hand in my own so that he was stroking me. His eyes were riveted to my cock. I moved to stand closer to his head so he could examine my cock and balls. Like a couple of other straight guys I've helped, he had no sexual interest in the male body, but an intense and decidedly sexual fascination with other men's penises. He had never allowed himself to indulge this interest, until now, and it was like water to a man dying of thirst. His eyes were glued to my cock, just inches from his face, and he continued to pull and squeeze and manipulate to his heart's content while examining everything in great detail. His manipulations weren't really doing much for me sexually, but I enjoyed seeing how intense his interest was and how much he was turned on by the sight of another man's dick in his fist. And I think he might have leaned forward just a bit and sniffed around to see if I was right about the scent. I hadn't stopped working on his dick the entire time, and had to twist my body a bit so my crotch was still near his head while I reached down with both hands to stroke his cock and play with his nuts. I pressed inward just below his balls, and he responded by grunting a little and bucking his hips slightly. This move doesn't work with every man, but with him it definitely intensified his pleasure. Shortly he was getting close to cumming, so I went for long rapid strokes and pressed hard below his nuts. When he started cumming, I quickly took my hand from beneath his balls and used my fingertips to touch the surface of his nutsack very, very lightly, all over. This too worked like a charm, and he launched a thick rope of cum so high in the air that it took me by surprise. Two or three more volleys of cum erupted and splashed all over my hands and his crotch. He was making deep, quick and rather loud grunts that I found kind of funny, and I had to force myself not to laugh. But at the same time they were sexy. There were seven or eight squirts total, and by the end of it he lay back with eyes closed, completely exhausted. I scooped up as much of his cum as I could and slathered it over my own cock, then stood there and admired the view before me as I stroked to a quick and intense orgasm. My cum went flying onto his stomach and crotch, but he didn't react. I got another towel, wet it, and brought it over to him to clean him up. For the first time he was smiling as I wiped him up and dried him off. I moved to his head and began a slow, gentle scalp massage as I urged him to relax and lay still for as long as he wished. Shortly he began snoring lightly, and I let him have a nap. Another few days passed before I heard from him again. He thanked me and said that he really enjoyed what we had done together, but it was probably a one-time thing and he didn't think he would want to do it again. I think he probably will, under the right circumstances.

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