My first meeting as a mistress...
As I've been grounded by the government and I'm currently not working, but will at some point. I have a story to tell...
This means I have time to tell you about my episodes. If you have seen a picture of me, you will obviously note that I'm not bad looking, I hope you agree, however, I don't care about people's negative opinions of me, I've had lots of good times which proves that a transvestite can have a good time, which I've had many times now.
However, do note I put a lot of effort into my look since I started in the 1990s and as I've matured I've got better looking and more mature. In the early days of my emergence, I figured I might be a sissy, but as it turned out I developed into a dominant transvestite.
Although I am a man I do have feminine attributes that are simply enhanced by adding detail. I have my mum's eyes so some makeup simply brings her out. I have a great pair of legs that I exercise often, so they are slender, but not too muscular.
Saying all that, I simply put on a dress and add the essential ingredients to give the illusion I am female, even my voice is slightly feminine, so I am a vision when I've added all the ingredients.
So to my first 'meet' which was in the 1990s in Oxford at a hotel. I had agreed to meet Donna who I met via a contact magazine. We exchanged letters after I posted a photo of myself in a black dress, an auburn wig, pale foundation, and the essential red lipstick. At that first meeting, I also wore black lace top stockings, PVC stiletto heels, and added black theatre gloves to swish my newly acquired riding crop.
At that time I had acquired a flip-open mobile phone to receive a text to say that Donna was waiting in room 6, however, there was a 'but' which was Jenny. Donna had invited Jenny to tell her new mistress the news on my arrival.
The agreement was that I entered the room as the door was to be left open a little, so I could enter to then emerge into the main room as Alice once I had transformed, although back then I was called Clare.
I prepared to look into the mirror at a stunning mistress brandishing the new riding crop and I also brought along a pair of handcuffs and some cable ties. As I was not aware that Jenny would be there I did not bring two pairs of handcuffs.
When I emerged Donna and Jenny were sitting and chatting on the large double bed and I was not impressed. I pursed my lips and proclaimed that their mistress had entered the room and why were they not in a position of worship. A swish of my riding crop brought my power to the fore and I was greeted with 'Sorry Mistress' as both dropped to the floor to worship their new mistress.
Jenny said she was a novice and said she did not like the idea of being whipped and as it was my first meet I comforted Jenny verbally to say I'm not here to whip you, however, if she stepped out of line she would receive a punishment.
Both were asked to present their wrists behind their backs as my power over them must be pronounced. Donna was cuffed and Jenny was secured with cable ties.
Their first test was that they were to kiss the stiletto heels of their new mistress while I sat on the bed. Donna went first to gently kiss and lick my PVC stiletto heels, I was impressed. Let me describe Donna briefly to give you a picture in your mind. She wore a white PVC outfit with thigh-length white PVC boots, a black curly wig, and some lipstick.
Next Jenny was given the opportunity to show worship to her new mistress and I must say she pushed it a little as she quickly started to work up the inside of my stockinged leg. My riding crop blocked her lips from taking advantage of her new mistress. Jenny wore also a white outfit which was lacy, a blonde curly wig, and some basic make-up finished off with white stockings and white high heels.
After the test, I said that Donna did what she was told as Jenny had taken advantage of her mistress. Therefore Donna was given the pleasure of suckling her mistress while Jenny who took advantage was to watch and take second place.
I put the whip on Donna's shoulder to say that it is essential that I do not cum and if I do both will be punished. Donna was quite good at cock sucking as I found her mouth quite stimulating. Jenny was given a turn, however Jenny like before was far too enthusiastic and was literally gobbling on her mistress's appendage.
As I was almost to the point as the experienced Jenny was flicking her tongue over my tip like a snakes tongue which was quite delicious (oddly, I learned to do that in my following sessions right up to the present day) Anyway I was not to cum as that would bring me down as I was keen to keep the sexual-sensations going as long as possible.
To ease the situation I commanded both my submissives to kneel as I was going to inspect their bottoms to see how dedicated they were being trannies. In my book a dedicated tranny will shave 'her' body although not all can do this as it is often a sordid secret from a wife or long-time girlfriend which I'm sympathetic to if they say about it.
Both Donna and Jenny were unshaven which was a disappointment, but did say that they were secret Trannies and shaving would draw attention from their wives. I said that I'm married and I'm shaven, but I did sympathize with them. However, it was the reason for some punishment.
Jenny who was very pushy with her mouth was given six strokes which were not administered too harshly and she was the first person since starting the journey as a mistress to be whipped. Donna had to be whipped as she had brought Jenny along without consulting her new mistress so was also given six. Donna had not said she wanted it light so was given six much harder which actually broke the riding crop. Both arses were red and so Mistress Clare (later to become Alice) had started the journey to becoming a more experienced mistress.
The evening was concluded with Donna being sucked off by her mistress and Jenny received a pearl neckless from her mistress. Mistress Clare in the years to come became Mistress Alice and many a submissive has been under her dominant wing.
Mistress Alice
