My experience with gay sex had only just begun. I was thirty-six when Diane arranged for my first experience with Jim, Allan and herself, recounted in a previous story. Prior to that occasion, I do not believe that the thought that I might enjoy sex with other men, had ever entered my mind.
I was not repulsed by the idea - it's just that the idea had never even been contemplated. The episode that Diane had arranged, had me as an accomplice, merely because I felt obliged to grant Diane's wish to fulfil her fantasy, since she had so magnificently fulfilled mine.
I had not known what to expect, and I was very pleasantly surprised at how beautiful it felt to fondle, and arouse, a penis other than my own. Perhaps it was the obvious and unrestrained feedback a penis gave to my attention, somewhat more direct and timely than I had received from years of pandering to female genitalia.
Then came the absolute pleasure of taking an eager, responsive and juicy cock into my mouth. This was similar in some ways, but also quite different to, the encouragement I had often felt, pleasuring a woman with my mouth. Not that it would replace heterosexual enjoyment, but yield another dimension to sexual pleasure.
With respect to fucking, even though my arse was technically no longer virginal, it had been penetrated while I had been engaged in heterosexual fucking, and so my mind had been unable to separately distinguish how I felt about having a penis inside me. With respect to my experience at the pool party with our black American friends, my enjoyment was not so much a result of homosexual proclivity, as it was the humiliation of seeing Diane abandoning herself to their sexual urges, and the degradation of wanting to experience similar treatment myself. This was the first time I was fully cognisant about how much reward I got from being publicly shamed, sexually.
Diane had seen better prospects getting married to the guy who had chased her from England, and so our relationship was over. I was not disheartened. I had entered into the relationship with the promise of greater sexual experience and had achieved such beyond expectation.
I was yet to become My Lady's "sweetie", and so life was temporarily back to normal, until a phone-call at the office from Jim, the avowed homosexual of the Jim/Allan partnership, allowed me to contemplate further expansion of my sexual inventory. Jim was about ten years younger than me, around Diane's age, and admittedly the type of gay man who revels in the potential promiscuity within that lifestyle, rather than the one-on-one loving variety.
We met for coffee. We discussed Diane's penchant for exhibitionism. and then my own. He was aware that Diane had set me up, as a birthday gift, for me to be naked with some of her girlfriends, and then in mixed company. I admitted that, as much as I got off being naked and vulnerable in female company, the pleasure compounded when I had a mixed audience, and my submissiveness even more obvious.
"What about an all-male audience?" Jim posed the question mischievously, but fully expecting a reply.
Not for one moment did I consider rejecting the proposal out-of-hand. His parents were again travelling overseas, so their Northern Beaches home was available for partying. His idea was to have a pool party with some of his gay friends, at which party I would be the only one naked, at least for the first hour or two.
"Who knows where this would lead?"
I could be as vulnerable, and submissive, as the mood took me.
Although I had, on that one occasion, fondled and sucked his cock, and allowed him entry to my "man pussy" (as he called it), he knew that this had been my first time. My relationship with Diane indicated that I was not gay. My reputation was also quite the opposite.
"Are all your mates gay?" I innocently asked.
"Not entirely", was his response. "Most are, but some enjoy both sexes, and a few just enjoy communal nakedness."
"How old?" I asked.
"About my age - mid-twenties. A couple younger, nineteen or twenty."
I knew I was hooked. So did he, but we kept up the pretence of serious consideration. Eventually, arrangements were made.
As the day approached, I was overcome with expectation - both positive and negative. Just being the only one naked was very alluring. But where could things lead? An entirely new experience, not knowing my own limits, let alone those of his mates. How vulnerable could I possibly be? And what of my reputation if things got out of hand?
The more this worried me, the more attractive the prospects became. Daydreaming alone in the office as the day approached, I found myself fully aroused, pre-cum seeping into my underpants, and beyond. The stain on my trousers was obvious so that I needed to stay seated for the rest of the day.
My preparation for the afternoon was meticulous. No body hair was spared. No trace of unwanted material remained in my anal passage. My nails were clipped, fingers and toes. My teeth were pearly white. I had bathed in sumptuous bubbles, and smelled like a garden.
I knew there would be no going back. I expected extremes and had no idea of what this would involve. But what I did know was that I wanted to be their sexual plaything. No holds barred.
The parking spot in the driveway had been reserved for my exclusive use. Jim opened the front door and showed me to a bedroom where I undressed. The party was outside, around the pool, and I could tell by the noise, that it was quite a crowd, and probably encouraged by alcohol, or maybe something heavier. Jim took me outside, introduced me as "tonight's entertainment".
Such an introduction did nothing to alleviate my apprehension. I saw twenty, maybe thirty, young athletic men. Some were in shorts and tee-shirts, others in swimming costumes, a couple in slacks and shirt.They all looked fresh, clean-cut, boisterous, tanned and healthy. A couple I recognised from the party at the same place when Diane was gang-banged. And in the time it had taken to move from the bedroom to the pool, I had already acquired my most prominent erection. My embarrassment was complete.
For the next hour or so, Jim monitored me around, group to group. I was treated with condescension on occasion, sometimes worse. No-one actually disparaged me, but I was under no illusion as to my status. I was there for one thing only - their pleasure. It was OK to grab my cock, cradle my balls, finger my anus, pinch my nipples, slap my bottom.
The nicer ones complimented some aspect of my body, or encouraged me with promises of getting to know me better. Several helped themselves to some of my pre-cum, either tasting it themselves or allowing me the pleasure.
At some stage, I was invited to bend over an outdoor chair, spread my cheeks and be examined by a few. They spoke to each other about what they saw, rarely to me. I was merely being humiliated, and my obedience, or submissiveness, being tested.
Then came the spanking. Firstly with hands, then belts. Most slaps were accompanied with commentary - words aimed at belittling me. I encouraged them with cries that I deserved spanking because I was a whore, that I wanted it harder, that it was good, and I wanted it more. I was not pretending. At some stage, I realised Jim had a movie camera. It was not focused on my face, but where the pain was being administered. I hoped he would get my face at some time to capture its enjoyment.
I was led into the pool. For a few moments, it stung my arse. After a while, others entered the pool, while others sat on the edges. Jim manoeuvred me between a pair of legs, whose owner ordered me to take out his cock. I reached up, pulled his costume down enough to allow me to release his slack penis, which I wantonly devoured, coaxing it to erection.
He was holding my head into his cock, pushing it strongly into my mouth, as I choked on it. I could sense that he was about to erupt, so I backed off a little and took his semen, some into my mouth, the rest over my face, so that those close by could see.