Without having to go into lengthy and boring detail, as a very confused and rebellious teenager who was still exploring and learning about my gender and sexuality, I became very close friends with a young mother of one of my school friends. Her husband was in the navy and was away from home for long spells at a time. She was left at home to bring up 3 young kids alone. Although it was only after I had confided in her one evening and came out with my gender issues, that I found out that she was working as a street sex worker.
Some might say it was my downfall, but I would say it was the making of me, and taught me about life and growing up, but I also ended up getting involved in prostitution, drinking and mild drugs. This resulted in me getting a criminal record for soliciting many years ago.
Myself and Jenny became very close friends and she took me under her wing and helped me when my parents threw me out when I told them that I wanted to be a girl. Gender dysphoria was unheard of then, and when I had my ears pierced and started to wear make up, perfume and feminine clothes they kicked me out.
With Jenny's help I started living and dressing as a girl. I had no money, or job, but needed money to buy clothes and accessories, so I also started working the streets with Jenny.
The other girls were a bit reluctant to accept me into their group to start with, but as I got to know them, they came round and I soon became just one of the group.
Jenny and the other girls taught me everything, from make up tricks, to clothes style, and obviously all about sex and how to pleasure a man, and also what, and how women liked to be pleasured.
The girls worked from a street corner with a telephone box and a post office. There was no shelter from the weather other than that post office doorway and the telephone booth. We all used to cram into the phone box if it was raining, or huddle together in the doorway of the post office to keep warm on cold nights. We would laugh, talk, drink cans of cider and smoke cigarettes and joints.
Some nights the girls were busy and other nights were quiet.
There was a regular guy who used to drive round. He had a white estate car. The girls were all friends with him and he was known as Gus. He would let the girls sit in his car, sometimes there could be 10 of us in the car at once. He always got a free BJ. as thanks, and also a pair of knickers. He collected the knickers and would sniff them during the night, often before he got his BJ.
Not far away there was a big railway freight yard, he used to work there in the daytime. He would arrange girls for the workers on night shift. He would take us down there in his car, and we would have to climb up into wagons and then we would have sex with the men who he had arranged it for. At the time obviously all I would do was a BJ or hand job.
The money was fantastic, and it was really good for myself and Jenny to get this sort of money. All Gus ever wanted was a Bj and a pair of worn knickers off one of the girls.
To this day, I honestly don't know if Gus ever knew that I was trans. It was always dark and although I had given him hand jobs and Bus he had never commented, or said anything to me. He was possibly just too polite? I will never know.
But one week Jenny said that the girls had decided that I was the one who was going to have to give him my knickers this week, as I had never done it yet. In her words, "the girls wanted to tease him this week ".
At the start of the week when we were getting ready to go out, she put a pair of
my knickers on herself, she worked on herself to get an orgasm, then gave me back the soaking wet knickers to wear for the night.
They were soaking and her musty smell was soon on my genitals. While it was a bit uncomfortable wearing soaking wet knickers for many hours, I have to admit that it was a fantastic turn on for me as well as for her.
It was agreed that as I was going to be the donor this week, I would have to wear the shortest dress I had got. The drying wet patch and Jenny's musty smell were virtually impossible to hide, but not anywhere near as difficult to hide other things as I struggled to take the knickers off in the car for him. However I managed and he got both his treats.
The next time only I wore his souvenir for the evening, just to confuse him. As always he accepted both his treats without any further comments other than thank you.
I am still very good friends with Jenny now, although we have both lost contact with everyone else. We still talk about those times of almost 35 years ago and we still laugh about it. They were probably the happiest days of my life, even though many will say I was foolish. I often wonder if Gus is still alive and it would be interesting to try and make contact if he is. His real name was Jon we found out, but all his work colleagues called him Gus for obvious reasons