He was not exactly a prepossessing subject for this experiment because he was one of those people who give no hint of sexuality at all. At school we had never discussed sex, though we were always good friends. He was overweight, wore thick lenses and was an excellent conversationalist. His father had laid down the law for him at school and chosen the subjects he had to take. These included all the sciences and maths, which was silly because his talents lay in words and writing. He used to write me long, soulful letters, immaculately written in his neat handwriting. I didn't think there would any trouble talking with him and baring my soul about my sexual difficulties but I was unsure whether he would let me compare our techniques and performances. In this I was to be both right and wrong.
He arrived at my home on the Friday evening and before we went to bed that night he said he would have a bath. I went into the bathroom with him to do my teeth but when I looked to see what kind of a dick he had I found it modestly covered by a flannel. I accompanied him to his bedroom and sat on the edge of the bed after he had got in. We talked about all kinds of things until eventually I turned the conversation onto sex and some of the problems I was having. I was quite shy about this. I remember that I was concerned that my dick, when stiff, stood out at 90 degrees from my body whereas the few other guys I had seen with stiff cocks had theirs pointing more or less parallel with their bellies. I thought that they would be more able than I to slide into a vagina. Was something wrong with me? Ollie considered this and then said that he thought everyone was "different" and that as long as it worked, I would be OK. He hadn't had sex with a girl, so he couldn't really help. When I asked him how his stood when erect he said it pointed along his belly, but he wasn't going to show me and if I wanted to fiddle around with him, then I'd made a mistake.
I felt rebuffed, took the hint and went, sadly miffed, up to my own bedroom, none the wiser.
Saturday night I made no effort to reopen the matter. However, as he was to go on Monday morning, on the Sunday evening I decided to make one last attempt. I sat on the edge of his bed and once again we got round to talking about sex. This time I talked about the mechanics of ejaculation and the specially sensitive skin, full of nerve-endings, which appear nowhere else in such concentration on the body and which was to be found on the glans. I don't think he had thought of this before and it got him excited. His hand went down the bed to cover his rising erection as I continued to talk about the different cocks I had seen. "You should see me" he said excitedly – and I knew my moment had come. "I'd love to" I said. "Move over in the bed, I'll put the light out and I'll come and lie beside you." I gave him no time to regret what he had said, even though, after I had put the light out, he hadn't moved in the bed and I had to lie next to him on about three inches of mattress. He just lay there and I thought how strange it felt to be lying next to him, both of us with stiff pricks, but neither of us with any experience of how to proceed.
Gradually, as I lay there next to him, it came to feel less strange and more comfortable. I put an arm over his chest, felt for the buttons on his pyjama jacket and slowly undid them. He did nothing to restrain me but just lay there, breathing quietly. When the jacket was open I fumbled for the draw string of his pants and undid that too. Again he did nothing to stop me. I opened the fly as wide as I could and then slowly slid my hand over his belly and onto his dick. It was a great feeling! To my surprise he was circumcised and leaking so much pre-cum that I was able to slide my fingers all round his glans and up and down his shaft. It was long and straight and narrower than mine, but fantastically stiff. I brought my fingers back to his slippery glans again and was gently massaging it when he stopped me, holding my hand away from his dick. I knew that he was on edge and was stopping me from making him cum, which made me all the more urgent to get my hand back on his dick. I returned to it as soon as I could and – after a few more strokes – he stopped me again. Then, when I returned to it for a third attempt he put his hand on my pyjama pants and started to undo them. I was thrilled – he WAS interested after all. Unfortunately he was so close to cumming that he didn't have time to reach my dick. I could feel his glans swelling under my fingers, I heard his quick intake of breath and then "Careful, Urlen, careful, I'm going to ejaculate." "Great!" I thought and I felt his orgasm erupt under my fingers. I continued to stroke him but almost immediately he stopped me, saying "It's not pleasant to go on after it's over."