Annabelle Randall
Annabelle Randall is a member of my 'Ladies Circle' that is formed by a select group of (mostly) older ladies who I discreetly visit from time to time. These ladies share a common interest, which is a penchant for indulging in occasional discreet sexual encounters with a young man that belies their seemingly respectable demeanour and mature years.
I had received an invitation to visit Annabelle and her husband John, a very respectable older couple I had met through my work as a fitness instructor and part time church warden in the lovely old English village where I live. My name is Roger Cox, 34 years of age, in peak physical condition and extremely horny, especially for the more mature ladies.
John Randall had been a company Sales Director and his wife had been the Head Mistress of an exclusive girls' school before they both retired to live in the village. She was a fairly plain buxom woman in her late fifties and he a few years older. I had discovered over time that he suffered from erectile dysfunction, which left him unable to satisfy his wife sexually. I also learned that she fantasised about being sexually submissive to a younger man and that they both enjoyed the cuckolding scene but exclusively in the privacy of their own home, which is where I come in.
I rang their doorbell at the appointed hour and soon John opened the door saying, "Roger, how good of you to come, do come in" then added "Go through to the lounge and I'll get some drinks going".
Having been there before, I was familiar with the room layout, so I knew where to go. On entering the spacious lounge I again chose the armchair that I had sat in during my previous visits.
John followed saying "Sylvia is getting herself ready and will join us soon" then opening the drinks cabinet he added, "I expect you would like a whisky and soda as before?"
"Yes please, that would be very nice."
I should explain here that when Annabelle adopts her submissive role she becomes her alter ego 'Sylvia'. By changing her name and persona, she permits herself (as Sylvia) to do and say things that Annabelle (as herself) would never even consider. Perhaps a psychologist could explain this better than I can.
After handing me the drink John went and sat down on the sofa saying, "You won't mind if I stay to watch again will you?"
Knowing that he liked to play the cuckold and she the submissive whore, I reassured him by saying "Of course not, but tell me if is there anything that she or you would like me to do this evening?"
"I think a little mild spanking would be a nice variation and a novelty for us. It would also be a neat role-reversal seeing as she used to be a teacher who had authority over people younger than her - such as you. Another thing that she likes sometimes is a little anal play, if that suits you of course?"
"If you think she might like it, then I am willing to oblige." I replied, as my cock twitched in my trousers at the mere thought.
"Oh I know she would like it" he said, "And perhaps a little hair pulling while you do it would add to the excitement for her, and for me too." he added.
Just then we heard a soft knock on the door, which opened, and 'Sylvia' stepped into the room. She looked absolutely gorgeous wearing a 1950s style floral dress with flared skirts, a narrow white belt and a tight bodice that emphasised her large breasts. The black choker around her neck signifying her submissive nature was in keeping with her bright red lipstick and matching painted fingernails.
Her hair was done up in a bun in keeping with her period costume and very convenient for pulling on. The tan coloured seamed stockings and the white high-heeled shoes that she wore completed the provocative cock-raising ensemble that stood before us.
