I had just gone through a painful divorce. I had no intentions of going out there to find someone new as it just wasn't what I needed at that point in time. I decided to spend my time just relaxing, and looking after my basic needs. Well, one of those basic needs happened to be sex. I wasn't really into casual sex at my age any more (mid 40's) and I certainly didn't want a relationship. So, I asked myself, "what do I want?" I decided to take this further and became very introspective, asking myself what I expected or needed from sexual encounters.
I realized that my sex life to date had been very timid and unexciting. I hadn't taken any chances or explored different avenues of heterosexual sex. When I was a teenager, the mere glimpse of a nipple would have given me an erection. Now, this kind of stimulus was rather boring. I needed something else, but what exactly? I wanted to try something a bit more "kinky'. But where to begin? What would excite me?
The idea of public nudity had always excited me. I had never previously had the opportunity or the fortitude to consider nudist activities. I decided to take the bull by the horns and I booked a ten day vacation in Florida at Haulover beach, the only legal nudist beach in the Miami area. I stayed a few kilometers away from the beach in Hollywood, at the Rooftop hotel. The Rooftop was famous for being a clothing optional hotel, the majority of the guests being naked at most times.
The vacation was very interesting and definitely generated that inner spark of desire for kink and fetish in my life. I spent the entire ten days naked, day and night, indoors and outdoors. It occurred to me half way through the vacation that I should not have packed any clothes for the trip.
I have always been a very sporty person, being a runner and a soccer player, so I was confident about my body and muscle tone. Also, I have a long, thick penis, which, when flaccid, is about six inches long, terminating in a very large plum like head. Even so, my first naked venture out in public was still a little traumatizing. I decided to do as the other guests in the hotel and wander about naked. So, on the first evening that I arrived, I stripped off all of my clothes in my hotel room and gathered up the courage to open my door and venture out. I stood in front of my mirror for several minutes to assure myself that I wasn't an embarrassment.
Eventually, I opened up my door and walked out into the corridor, completely naked. I felt somewhat uneasy at first, but continued walking down the corridor. I have to say that there is a predominance of men at the Rooftop, so I was a bit concerned that I may get homosexual approaches, but this did not happen. I continued into the lobby and walked up to the concierge desk which was manned by a pretty young girl. I asked her some questions about the proximity of Haulover beach and she answered me with a smile in a relaxed manner. This put me at ease and I breezed past several other female staff who smiled at me and wished me a good day.
Just off the lobby I noticed several middle aged women, totally naked sitting at a table having drinks. I walked past them and said hello and smiled. They all said hello and smiled back at me. I wandered aimlessly around the lobby area for a few minutes and grabbed myself a glass of ice water to drink. As I stood there, I noticed that one of the ladies at the table was waving to me and beckoning me over. I walked over to their table, glass in hand. There I was, standing naked in front of half a dozen seated women.
The woman who waved to me said that they were curious about my accent and asked me where I was from. I told them I was British. As soon as I began talking, I could see that like many American women, they were enamoured with my accent. They sat there captivated as I gave them a mini history of myself. I noticed that as I talked the women would each glance at my cock for several seconds and if I turned my head to talk to another woman at the table, I would often catch one of them staring at it.
The women kept me talking for about half an hour, and oddly enough did not ask me to sit down and join them. I think that they preferred the vantage point of me standing naked in front of them. They told me that they had all come from Chicago on a girls only trip to be away from their men for several days and that they were staying exactly the same duration as me. They mentioned that they would probably have some parties in their rooms during the evenings and asked me if I would like to go. I replied in the affirmative and they duly took my name and room number.
They introduced themselves to me. The oldest lady, the one that had waved me over was called Betty and she was probably about sixty years old, but in reasonably good shape. She had graying brown hair and was slightly plump. Next to her was the youngest one, a raven haired beauty called Eve. She was probably in her mid forties, slim and well defined with small tits. Ann, was next. She was a petite blonde with extremely large tits and probably in her fifties. Norma was another big boobed blonde with a bob cut and she was extremely cute, probably in her late forties. Rose and Ceci were both brunettes, largely unspectacular and in their early fifties.
I was in my mid forties and very fit and young looking for my age. I easily attracted much younger women, but I also seemed to be a magnet for the middle aged older types too, as seemed to be happening here. I quite enjoyed the company of older women though and I enjoyed humoring them. It was becoming evident to me that this bunch of cougars was definitely on the prowl and that I was being lined up as prey. After several more minutes of chat, I bid the lovely ladies farewell and wandered off to the pool area.
The pool was quite busy, most people being naked. There were several younger women around at the pool, but they had boyfriends or husbands. After an hour or two of relaxing at the pool, I decided to head back to my room and to get an early first night. As I approached my room, I noticed that the ladies I had met earlier were all staying in rooms very close to mine. One of them, Ann, a blonde woman with very large tits waved at me and came over to me, smiling. She was probably over 50 years old but in great shape. She had a large glass of wine in her hand.
I told her that I would probably pour myself a drink too and she followed me into my room. We both stood there in my room, naked, chatting animatedly over our drinks. The lady then said to me, "you do realize that this is a swingers hotel don't you?" Not to look stupid, I said, "of course", but at the time, I had no idea what a swinger was. Then she said, "and are you comfortable with that?" Once again, I naively replied, "of course I am". She replied, "good! She the laid down her drink, walked up close to me and took my cock in both of her hands and began to fondle it. She said to me, "you have a wonderful cock, all of us women could not help but notice it when you came over to our table earlier. We all wanted to get our hands on it there and then and bet amongst each other who would get hold of it first". She said, "It looks like I win" and then started to laugh.
I smiled and nodded back to her, trying to look relaxed and showing that everything was perfectly normal and acceptable. She then went down on her knees, put my cock in her mouth and began to suck it heartily as I stood there with my wine glass in my hand. I was soon rock hard and my pulsating cock when erect is about nine inches long and the purple head looks enormous. The little lady squeezed it and sucked it lovingly.
She then stood up, picked up her drink and told me that she had better get back to the other ladies before they missed her. She told me that her name was Ann. I nodded. She asked me to go with her as the other women would also like to get to know me better. I said that I would go with her, but waited a few minutes for my erection to subside. I then walked across the corridor to the room directly across from me and it was quite full of naked people, drinking and chatting with music playing.
Ann grabbed me by the hand and guided me over to her five friends. They all smiled at me and said it was good to see me again. Ann then grabbed my cock once more and proudly told her friends that she had won the bet, and they all burst into laughter. I stood there smiling, with little Ann firmly gripping my cock in her scrawny hand. One of the other ladies said, "come on Ann, share it" and all of the other ladies said, "yes Ann play fair". The other five ladies then took their turns to grip and squeeze my cock firmly as they chatted animatedly with me.
I tried to act casual and normal, chatting away with them as they groped my cock constantly during the entire conversation. The lady who had first waved me older was called Betty. She was the oldest of the bunch and over sixty years old. Without a hint of a warning, Betty sunk to her knees and stuffed my cock greedily into her mouth and began to suck it. The others carried on chatting with me.
I noticed that Ann was still standing next to me. I put my left arm around her shoulder and grabbed hold of her large left tit and began to squeeze it. She looked up at me and smiled as she sipped on her drink. Her big tit was soft and pillowy and my fingers sunk deep into it as they kneaded her white tit flesh firmly. Betty was still sucking my cock ferociously. No-one seemed to notice or care about what was happening. I realized that I was in an orgy, or at least a potential orgy.
Betty climbed to her feet and grabbed my hand, pulling me away from the rest of the group. She took me to one of the other rooms that they had booked which was empty. She then went down on her hands and knees and told me to fuck her doggy style. I knelt behind her and probed my large swollen cock up close to her old shaved pussy. I then started to push my large purple cock head into her pussy. I watched as my fat cock stretched her pussy lips wide apart as it entered into her. Betty groaned as my entire cock shaft filled her tight, aged pussy nice and snugly. I thrust my cock deep into her and soon I was banging her pussy hard in piston fashion. Her long saggy tits drooped down and I reached forward and grabbed them in my hands, pulling on them roughly as I fucked her.
