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I love my sissy life
I was born in the fifties and grew up in the sixties. I was adopted by two maiden aunts who later discovered in my teenage years, that only one was my aunt and the other was her lover.
In my formative years I had very feminine looks and a shock of curly hair. I am sure they really wanted me to be a girl as they raised me as one. They were wealthy and sent me to private school from the age of six years. By the age of ten I knew I was different that the other girls and of course some of them discovered that too. I was bullied.
When I reached twelve years my aunts decided I should have private tuition, not only because I had such a bad time previously but that if it was to occur in my teenage years I could be permanently damaged.
At thirteen I had long hair, long legs and was developing breasts and I adored my teenage dresses and underwear, I truly felt girly.
At fourteen I found I was attracted to my music teacher even though he was a man in his fifties. He was very touchy feely with me in that every time I made an error on the piano he would lean into me put his hand around my waist and touch my leg while he scolded me, saying "you've not done badly really darling".
Then I started flirting with him, wearing my skirts really short so that when I sat on the piano stool my knickers were just showing. Then one day it happened, he leaned into me and I turned and kissed him and at the same time his hand went up my leg to my knickers and found my penis!!!
He gently caressed me, his fingers finding my secret. He said "Your aunts told me you were different Sarah and I really like that". He undid his trousers and got his penis out and I gazed at it because it was so big. His hand was still caressing me, "feel it Sarah you'll love it" and I placed my fingers on it. I could feel it pulsating and I wrapped my fingers around it, "Oh! Sarah it loves you doing that" he said and he kissed me.
He asked me to let him know when my aunts were going out for the day and he would come over. That happened two weeks later. I dressed in my most floaty, flirty dress and petticoat with my silky white nylon Sunday knickers and high heel strappy sandals.
When he arrived we went to my bedroom, I was very nervous, "can I take my clothes off" he said and I nervously agreed. I had never seen a naked man and I found it a little frightening but also exciting. His penis was erect as he came over to me and lifted the hem of my dress and my petticoat and took me in his arms. I felt his erection against my knickers, I was erect too, he was pushing against me and holding my bum cheeks pulling me to him and we were kissing.
That day will stay in my mind forever. I have lived as a transvestite all my life and loved it. I have had many more lovers all of them married. I currently have a transvestite neighbour who is my lover.
Signed Sarah
That was lovely Sarah and I hope you will tell us more in due course.
Signed Lingerie lover.
You would love my lingerie darling and thank you for your appreciative post.
During my upbringing I always had silky nylon underwear and from about the age of seven I felt an arousal when it was rubbing on my naughty parts! Flouncy petticoats also had that effect on me. My aunts always dressed me to be very feminine and apart from the bullying aspect from the other girls I really felt like a girl.
My music teacher John liked my knickers, I know because those first sessions we had together he would stand behind me rubbing his penis against my knicker clad bottom whilst he masturbated me until he pumped his semen onto them.
When he eventually penetrated my bottom I was fourteen and he asked me to keep my knickers on, he pulled the gusset to one side while his penis head tickled my anus. Then he entered me gently and made me feel a complete woman.
I adore being in both worlds and being able to dress in the way I feel sexy.
Signed Sarah