How a Transexual escort showed me how to bottom!!

I was now in my early 40's. I have had many experiences thus far with women, men, transexuals, and crossdressers. The majority of these encounters that involved cocks were mostly oral. I did however have a few experiences being topped. The first was unbearable yet I could not withstand the pain(as I described in "my first escort girl"). There was two other's that were quick as well that I will probably put into a story but these were also painful.
By this time I had acquired several toys ranging from butt plugs, straight dildos, mounted dildos, ben wa balls and even this blow up anal butt plug that would inflate to an enormous size. Most of these toys I could not use for long even with lube. I would try with all my might to use them and I would always just cinch up and my sphincter would never loosen up even with the help of relaxing agents.
I would watch cock porn, sissy porn, straight porn, and eventually shemale top porn and I gradually became fascinated with this submissive role that turned me on to be taken by a shemale and have her fuck me. I would watch and hear the moans of these guys that would be in a place of submission that turned me on. I slowly would search exclusively for that. I would get all worked up, shower get all my toys out and turn on porn to play with myself and never be able to fulfill my intentions of taking it deep and hard.
Finally I looked on the internet for a transexual that could help me. I was determined to find someone who could give me enough time to really relax and take my time as well as have fun and teach me what it was I must be doing wrong. I specifically asked if she was a top and also if she could show me how to be a bottom. I told her a little more but the initial communication between escorts and client in my experience is limited so I just covered my bases. Yes she was a top! ok on to the next.
I showed up at her hotel and was pleasantly surprised that indeed she was the person in the picture.