I Was That Boy!

As a boy I used to dress as much as possible in my Sisters dresses and skirts. It started when she dressed me up in one and and racing around the house with her was great, especially sliding down the bannisters feeling the cool air blowing up my dress to my Sisters panties under it. Since then I was hooked, I was probably 8 or 9. By the time I was 13 when my parents went out for the evening they left me in charge of my two Sisters, we would make the younger one go to bed and my sister would then get out a pair of her panties, a dress or skirt and some of her long white socks and I would dress in them and we would play downstairs. I remember we used to keep my mums fake fur coat hanyd so that if my younger sister called for me I could put it over my sisters clothes and see what she wanted. She shocked me one night when she said "I know what you are doing" and when I asked what, she said "wearing Rose's clothes!". I of course denied it but when I got back down stairs Rose asked what our sister wanted. I remember saying "she thinks I am dressing in your clothes" and giggling as I took off the coat to reveal I short blue and white mini dress that I had on!

After that Rose and I were more careful about people finding out about our "games".
SusanMarina SusanMarina
1 Response May 19, 2012

I totally understand where you are coming from, and I wish I would have pursued it more openly as well then just it been a part-time thing within my private moments.