One day they were sitting talking after having sex, and she asked John if he had ever tried anal sex. John had been open to so many various things that she thought she would offer. John looked surprised at she would suggest such a thing, but said he was always open to new ways to please a girl. The next day, John came over to our home in the afternoon while Dee Dee was swimming. She asked him if he wanted to swim with her and he replied that he would love to if she would allow him the pleasure of putting his cock in her ass when they were finished. She laughed so hard at his choice of words, but when they finished swimming John had anal sex with my wife for the first time in his life. John at times expressed regret that so much of life had passed him by in a sexual sense. John said he wished he could have met someone like Dee Dee early in his life when he was sexually active and someone like her could have taught him new positions and activities to do in bed. John told her. She stayed with me for four nights, then went home for three. We were fond of each other, but never needed to be shy about the fact that our relationship was one of convenience for both of us.”“Strikes me as an odd sort of caper. How did it work exactly?” I was frantically trying to picture this set-up, but having difficulty.“She was younger than me – I was in my early forties when she came to work for me, and she was about eight years younger. I didn’t know if she had been disappointed, or disillusioned, because she had no sexual attachments at home. I gave her a room of her own and put her on the payroll, so she paid tax and was insured."She came down from her home on Monday morning and went back on Friday afternoon and basically did all the things that housekeepers usually do plus slept with me when we both felt like it. She was a good lover, and I became a lot more considerate in bed as a result of her tender, laid-back attitude.”“How long was she with you? And how did it end?” I.
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