After some convincing, we agreed to meet up for coffee and after a short time, began dating. He is married but has a thing for shemales. We began ha...ing sex a few months later and he likes to play the role of a john with me as his whore. I liked the role and played it with enthusiasm.I arrived at the park and he was already there. At 6'03" and 240 lbs, he is a total stud. We kissed and headed down the trail toward a stand of redwoods where we could be concealed from anyone else who might. It had a tubular metal frame that fitted across the mouth. Levers and ratchets at either side allowed the mouth to be forced open and held there. With her upper and lower jaw held apart, Helena was of course unable to speak but I had free access to her mouth and throat. It was sufficient to provide a starting point.After a few sessions with the Whitehead Gag in place, Helena became acclimatised to the unpredictable nature of human flesh and, deprived as she was of intelligible speech, stopped. So I said, “What if I put an office trailer on the construction site, let you handle the daily routine here in the office, and then each noon you come and give me sex there.”Pamela thought it over for a moment, then she smiled, and said, “Okay but I want a real bed and dark curtains at the window. Oh and I want locks on the doors too…and it better have a toilet, not one of those portable Johns either.”I laughed and said, “Anything else?”She smiled and said, “Yes. I want lunch delivered every. Maybe her pubic hair might give me some guidance as to the truth.Courtney was unmarried I knew that, but I was unsure if she had a boyfriend or partner.I invited her to come to my office where I asked her to strip naked for me.She did not hesitate to undress.My question as to her natural hair colour was still unanswered definitely - her mound was totally bald.She sat back on the sofa, waiting for me to undress. After I had placed my clothes neatly on the corner of my desk, I walked over and.