Like many people of my age, I have had a few affairs. Again, like many, they started about 10 years after having been first married. This one I start describing here was the strangest.
All of my very few affairs had come to me - I never went looking and these things just seemed to happen every few years or so. Most times it was a woman at work or from amateur dramatics. People are surprised I had any affairs as most people who knew me back then thought I was a complete innocent and butter would not melt in my mouth. For example, one friend was arranging a strippergram for her husband’s 40th and her only concern was that I might be offended!
This was also the case of a couple who were, at the time, probably my best friends. We met sailing - they (Jenny and Richard) did not have a boat at that time and were willing to crew for people who had. This worked as my wife was not that keen on sailing in the frigid North Sea (we then lived on east coast of England). Jenny flirted from time to time but I never responded, not wanting to offend in case I misunderstood the signals! She later told me she thought I must have been sexless.
Anyway, a few years after getting to know them, my wife and I took time off and sailed around the coast of France and then through the lovely Canal du Midi to the Mediterranean. As chance would have it, just was we came to the end of the canal, my wife had to return to England for 10 days or so. I had never sailed alone before but just about managed it. On my second day back at sea I was heading into a harbour for the night and saw a pretty young girl on a French registered boat next door to the place I had been allocated and I asked if she would kindly take my ropes. She immediately noticed I was English (well, my French accent was terrible!) and we got chatting. After the boat was secure, she suggested drinks in the marina bar. We got on well and I subsequently invited her to dinner in town. We got on so well we did not return to the boats until 2:00am. It transpired she was a student and took a job as an au pair for the summer on the boat next to me. She really hated it as the father kept trying to have sex with her (encouraged by the mother!). Anyway, as I was free for another week, we hatched a plan to run off together when the family was shopping in the morning. We managed and she then sailed with me for an idyllic week along the Côte d’Azur. How great will be for another story but her sailing with me was the catalyst for the beginning of the strange relationship with Jenny and Richard.
This happened in 1996. When we got back to England I visited Richard and Jenny at their place as they asked if I could come over and look into a computer problem they had. I did so and, after fixing it, we sat around chatting. They asked if I had photos from my sailing and, as it happens, I did. I got out the Boots envelope (those were the days!). Besides shots of sailing action and pretty French coastal towns and islands there were several of a beautiful topless 19 year old French girl on my boat.
They were visibly shocked and asked many questions. They were incredulous that 40 year old Mr Sexless had picked up a French teenager for a one week stand! This was followed by a lot of whispering between them with glances in my direction. Eventually they said they wanted to reward me for fixing the computer. Jenny went off and then returned 10 mins later dressed as a schoolgirl - the complete works - hair in bunches, fake freckles, white shirt and tie, short pleated skirt, white knee-socks and sensible shoes. Richard said that the thank you present was Jenny’s famous “Schoolgirl Strip”. Now it was my turn to be shocked!
Richard put on music and Jenny did the dirtiest strip tease I had ever seen (well, the only live I had seen at that point in my life!). She clearly had done this before. She started slowly dancing, and moving her hands over her body. This resulted in many flashes of her sensible white knickers (she really knew her audience!). After she lost the shirt and tie, she feigned surprise as she “found” a large black dildo on the sofa. She stood close to me and, staring in my face, she licked the dildo and made it wet. She danced away, lost her knickers, came back to me, squatted slightly, lifted the front of her skirt so I could see her very smooth pudendum and slipped the dildo into her clearly very wet cunt.
By this time, Richard had got his dick out and started wanking so I felt comfortable doing the same. Once Jenny had lost her skirt and was naked except for her socks and shoes, she fell back on the sofa with her legs wide open and fucked herself again with the dildo. She then stopped, pulled it out, licked her juices off of it and then threw it away, all the time with her eyes locked on mine. Richard said “What are you waiting for?”. I did not expect it to go this far but I was so horny by this time that I stumbled (rather comically I was told later) across the room as I still had my shoes on and trousers at half mast. I knelt in front of her and asked her if she was sure. She nodded, grabbed my cock and pulled me into her very wet cunt. I leaned in, put my arms under her shoulders, snogged her and started fucking. I pride myself on making my partner happy and was delighted that the excitement of her striptease and a new cock inside her, made her cum reasonably quickly, as I was really struggling to hold on. I then came myself, very deeply and rather loudly, saying lots of very bad words! Sadly I had no time to lie on her and catch my breath while my cock shrank inside her spunky cunt (one of the loveliest feelings for a man IMHO) as Richard rather abruptly pulled me off her. I fell back on the floor and watched from underneath (not a pretty sight) as he penetrated and fucked her like a man possessed. As I was to find out later, this man really loved sloppy seconds...