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The first time  

sentry617 54T
2 posts
1/4/2022 1:10 am
The first time


I was about 8 years old, very fresh faced, curly blonde hair and a very good singing voice. My mum and her friends would often ask me to sing for them and I was very happy to oblige. One day, a friend of my mum said why don't you dress him up, put him in some girl's clothes, he could then do a few<b> songs </font></b>for us all dressed up. Mum was very keen on this idea as I think she secretly wanted a girl and liked the idea of dressing me up, so for the next show, I had a white frilly dress, frilly panties (white), white ankle socks and a pair of white shoes with a red bow on the front of them. Wow, I looked like a proper girl, even had a bit of lipstick and rouge on as well. Needless to say the 'concert' went well and I got a lot of applause, however, the best part of all for me was how I felt in my new clothes. I felt fantastic! Even at that young age, I knew that this was going to be a feeling I would have for the rest of my life. That first day opened my eyes to a whole new life, one I have not looked back on and one in which I have been comfortable ever since.

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