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Early Heather

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By Heather

My earliest recollection of being crossdressed was when I was a very small child.

My mother dressed me in a blue dress with smocking on the front, white socks, white shoes and a hat which I think was made of straw. I remember standing at the top of the stairs while my mother fussed to make sure everything looked just so. That is all I remember, but I know my mother took at least one photo.

Other recollections go back to my childhood when I was probably only four or five years old. 

We had a room called the play room in my parents old house. In it were all the toys that my sister and I possessed and a dressing-up box. I don’t know where the clothes came from, but I do recall there were a few child’s dresses.

The game was to march up and down the room a few times and change dresses pretending to be witches, princesses, brides, etc. I don’t recall pretending to be anything masculine. I don’t recall making any conscious choices about this or thinking that there was anything wrong with dressing up. It was just something we did.

When I went to prep school, the games came to a natural end and I seemed to forget about them. One day, however, I returned from school and saw a girl’s full-skirted petticoat with shoulder straps on my parents bed. It was obviously something of my sisters.

All reason or thought of being caught went out of the window. I stripped there and then and forced myself into it with a great sense of excitement. As quickly as I had put it on I took it off, but the sense of excitement and of having tasted forbidden fruit was there. 

This I think was the real beginning as the previous experiences gave rise to no such sensations.



Source: Ted Baker
Wearing Ted Baker




Yours Truly

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