Amy's First Time

This is another installment of a new Femulate series in which I invite readers to share their first crossdressing experience. Try to recall that moment the first time you tried on a woman’s garment and began the process of unveiling and exploring your feminine self. 

To entice you to share your first time story, I will give away a free copy of my e-book Fantasia Fair Diaries to all whose stories I use in Femulate. Amy's story follows.

The first time I can recall dressing as a girl, is committed to memory like it only happened recently.

Our parents were out of town for a week and a good friend of theirs (an older woman) and frequent baby sitter was over and in charge. My older sister decided to dress me up and send me down the hall to the living room to give our sitter a fashion show. So with Nancy’s party dress, eyelet socks and patent shoes, I proudly marched into the living room to show the sitter. Of course she heaped praise on me and I ran back to Nancy’s room.

Another outfit was chosen and I was off down the hall a second time. I can still hear our sitter telling me how beautiful I was! I don't remember feeling the least bit embarrassed or naughty. I also don't remember our sitter being the least be apprehensive about our game.

I must have tried on several of Nancy’s dresses and skirts and the show was repeated in the following days. I also got to spend more time just hanging around the house playing "sisters" to the delight of my sister.

It was quite a week! Thus began a guilt free life of exploring!

Wearing Bebe.

Womanless beauty pageants are not something new. "Girls" were competing as far back as 1949
when this photo was taken at Cradock High School in Portsmouth, Virginia.