My first ever foursome happened when I used to do street work.
I was working in a well known red light district in West London.
It had been a pretty quiet night and many of the regular girls had decided to go home. As I was living fairly local at the time, I decided to give it one more hour in the hope that I might get lucky.
It was a fairly busy area with many trees and hotels lining the main road, and many couples used to use the hotels following a night out in the West End..
A couple were walking down the other side of the road, but both were constantly watching me.
I wondered if they were undercover cops and I was about to get done.
They walked past me, so I just carried on as normal.
A bit further up the road they stopped and the girl crossed the road and came walking back to speak to me.
Again I thought undercover vice squad.
She asked me if I was working, no point lying, so I said yes.
She said that her client wanted a threesome with another girl, and that was why they were looking at me as they were trying to find someone in the area. They both fancied me, so would I like to join them.
As always right from the very start, I explained that I was pre op trans. I always did this to save any problems later, and also to be honest and not try and con anyone.
She looked surprised, and said she would not have guessed, other than my deep voice. She complimented me on the way I looked, and said it was fine with her, but obviously she had to check with her client first. She walked back up the road to him, but then turned round to me, shrugged her shoulder, waved goodbye and they walked away up the road.
I was bitterly dissapointed, as the money she had quoted was amazing, and also, being bisexual, I really would have loved to get it on with her.
About 20 to 30 minutes passed by, before a car pulled up just down the road. You immediately knew if you had a punter as they would drive slowly past you a few times and then stop a little further down the road for you.
I walked down and the back door opened. This was unusual as normally you always got in the front passenger seat.
Anyone who has ever done street work will tell you, that you develop a sort of sixth sense, and you have a sort of gut feeling about what is ok, and what is not. Obviously it can be a dangerous place, and in extreme circumstances a mistake can be fatal. I attended the local hospital sex worker clinic at least once every week. Not only would they do tests and examinations, but they also did workshops about self defence and how to read and recognise certain situations.
As I looked in the car, in the back seat was the girl I had met earlier. In the front passenger seat was a regular working girl from our patch. She was a very attractive girl who was always immaculately dressed in designer clothes, and she was by far the prettiest girl who worked the area. She was always getting punters, and I guess that was how she got all her nice clothes.
A man who I guessed was the client of the other lady was driving the car. My gut feeling just told me that this was ok and to go for it.
We drove off and it wasn't long before the woman who I had been talking to previously, had slid her hand under my skirt and inside my knickers, and was gently fondling me.
After a short drive we came to one of the popular hotels in the area. We all went inside and straight into a lift and up to a room. Being a well known and expensive hotel chain, the room was quite large and had all the usual facilities that you would expect.
He rang room service and ordered 2 bottles of champagne. It was quite obvious that he was very wealthy, and had obviously paid a lot of money for both the hotel and his escort for the night. When the champagne came he poured us all a glass, then sat on a chair, put music on a CD player and asked us to dance for him. His escort was obviously very experienced and took the lead, we all performed a slow sensual dance for him, whilst we undressed each other to our underwear. We then got him up off his chair and slowly undressed him, slowly working our hands and tongues all over his body. We pushed him down on the bed when he was naked, and then each removed our own remaining underwear. His escort whispered to me to leave my knickers on whilst we all crawled over and caressed his very athletic and fit body. Both the other girls 69ed him and I took him in my mouth.
He was getting very aroused, and then his escort pulled me away, leaving Julie the other girl to ride him. As she pulled me away, she pulled my knickers off and climbed on to me and rode my cock.
She whispered in my ear that he wanted another girl, but she had persuaded him to go back for me, as she was intrigued and fascinated by me, and she just had to see my body. She said she loved fondling my boobs and nipples whilst riding my cock, and she had never seen a shemale body before, and just had to have me.
It turned into 2 twosomes rather than a foursome as Julie stayed with the punter, and me with his escort.
We were all extremely happy with the situation.
After about 2 hours, and more champagne and dancing, he called a taxi to take myself and Julie back home.
Before we left he handed us each an envelope. You could tell that there was a lot of money in the envelopes, but you never open them in front of your client, as it is disrespectful. When we were in the taxi back to the city, we opened our envelopes and counted the money. Let's just say that it was by far the most that I have ever had in my life, you could see the taxi driver watching us in his mirror and I don't think that he could believe what he was seeing.
London taxi drivers have seen and heard everything, and obviously he knew what was going on, so he started a conversation with us, saying, that it looks like you two girls have had a very good night tonight.!!!
So that was my experience of a foursome, or two twosomes whichever way you look at it.