Little background in my mid twenties I was dating a divorced woman, 10 years older, newly divorced who was a research doctor who was from Boston (her accent was nails on a chalkboard) who dated and married the same man since she was 16.
She was a workout freak, even competed in a local Fitness Competion, she was just really tone and firm, not really masculine, about 5’5, tight frame with fantastic breasts, body, short blond hair (Peter Pan cut) and crystal blue eyes.
Due to the age difference we committed to just having fun and not letting it get serious because neither of us wanted it.
She traveled often and she would occasionally fly me out to visit her.
During the holidays she kept telling me I have to see NYC in the winter so she had a trip to the city (staying in Newark though) and she flew me out.
My flight was delayed and we were talking over the phone and she was already drinking (as was I) and she asked me if I ever role played.
I honestly have never, so I told her so.
She just laughed and said she had this fantasy of being a high class call girl and asked if I was game for it.