Straight Male / 28
Tried A Trans Escort And Developed Feelings
I found out about transwomen at a young age while discovering porn and developed a strange attraction. I always considered myself straight and still do, but just couldnt shake the attraction to transwomen. So at 18 and not having any luck finding a romantic partner, I decided to hire a trans escort to experience what I was attracted to. I figured it wouldnt hurt and if I didnt like it then I could cross it off my list.
After contacting one provider that seemed like a good fit, and working up the courage to work past social stigma and self doubt, we made an appointment.
The first in face meeting was definitely awkward and I was uncomfortable, but that was to be expected. She was great at easing my nerves and asking me questions about what I would like to do.
She started with massaging me, which led to her blowing me, and then she pulled up her dress and asked me to play with her. It was a different experience than I was used to but gave it a shot.
This went on a while until she asked me to blow her, so I did.
We took everything slow and she crawled on top of me and lined up with my cock, we did this for a while until I lost my erection due to anxiety I think. She asked if I would be okay if she tried fucking me, so I said yes and we did. It was the first time ive ever had anyone inside of me and it definitely awoke more feelings I secretly had.
After the first encounter I went home with conflicting feelings and more self doubt and tried to not think about it. After a few months, almost a year, I decided I wanted to try it again and called the same girl for another appointment. This time she told me she didnt want to get fucked, she just wanted to fuck me, so i agreed as long as i could still finish.
This led to seeing her multiple times through the years and developing an almost sexual relationship, but every meeting after was with me strictly getting fucked, and she started taking things further but still making sure i was okay with it.
Things like being tied up, filming for her onlyfans, bareback sessions ( we both got tested before and after) swallowing cum, her pissing on me, her putting a collar on me and making me crawl, degrading names while tied up and being fucked.
Really too much to post at once.
Sadly she retired from escorting and we still occassionally talk, but she is in a relationship and I dont like the idea of sleeping with someone in a committed relationship
Just had to get this in the open
After contacting one provider that seemed like a good fit, and working up the courage to work past social stigma and self doubt, we made an appointment.
The first in face meeting was definitely awkward and I was uncomfortable, but that was to be expected. She was great at easing my nerves and asking me questions about what I would like to do.
She started with massaging me, which led to her blowing me, and then she pulled up her dress and asked me to play with her. It was a different experience than I was used to but gave it a shot.
This went on a while until she asked me to blow her, so I did.
We took everything slow and she crawled on top of me and lined up with my cock, we did this for a while until I lost my erection due to anxiety I think. She asked if I would be okay if she tried fucking me, so I said yes and we did. It was the first time ive ever had anyone inside of me and it definitely awoke more feelings I secretly had.
After the first encounter I went home with conflicting feelings and more self doubt and tried to not think about it. After a few months, almost a year, I decided I wanted to try it again and called the same girl for another appointment. This time she told me she didnt want to get fucked, she just wanted to fuck me, so i agreed as long as i could still finish.
This led to seeing her multiple times through the years and developing an almost sexual relationship, but every meeting after was with me strictly getting fucked, and she started taking things further but still making sure i was okay with it.
Things like being tied up, filming for her onlyfans, bareback sessions ( we both got tested before and after) swallowing cum, her pissing on me, her putting a collar on me and making me crawl, degrading names while tied up and being fucked.
Really too much to post at once.
Sadly she retired from escorting and we still occassionally talk, but she is in a relationship and I dont like the idea of sleeping with someone in a committed relationship
Just had to get this in the open
