I think, like many of you lovely ladies here, I became interested in all things feminine at quite a young age. I remember when I was about five or six, while visiting family friends, my sister and their daughters dressed me up like a doll, in a party dress, lipstick and mary jane shoes and paraded me in front of the household. There were a lot of smiles and compliments. I was too young to feel embarrassment, but I do remember enjoying the attention.
I would later try on my sister’s clothes when the house was empty, I wasn’t particularly interested in my mother’s apart from the tights, besides it was all way too big. My big sister’s clothes were much nicer and a perfect fit for a pre-teen.
I started to buy my own cloths after I left home at 18, always feeling quite embarrassed and a little ashamed when shopping. Suspicious looks from shopkeepers etc. It was the 80’s and the society of the time had not embraced or even understood, I don’t think, the concept of being a crossdresser.
I would underdress quite a bit but always with the fear of being found out. This only lasted until I got a girlfriend, and then I was firmly back in the closet. It wasn’t till a lot later that I had the desire or the confidence for a full makeover.