put on dress at 5, moms clothes at 11
When I was at a preschool, I found a dress, put it on and went on the swings...and this is the way my mom found me when she came to pick me up.
I started wearing a wide variety of her clothes at age 11 and also went to buy my own pantyhose at times and a local department store. It started with her Leggs Suntan and Navy pantyhose.
Janine
When did you start and whose clothes?
I was about ten years old when I wore my first pair of panties. One day I walked into the laundry room and spotted a pair of my mother's silk panties lying on top of the washing machine. Inexplicably I felt an overwhelming urge to pick up her panties and feel them with my hands. I remember that the shiney appearance of the silk caught my attention. After feeling how soft the silk material was, I suddenly desired to find out how the panties would feel and look when I wore them. Thus, I quickly took off my pants and underwear, pulled my mother's panties up my quivering legs and started to rub the soft panties over the head of my penis. Surprisingly an erotic sensation occurred almost instantly. I don't remember whether I got an erection during that experience, but I began to check the laundry room on a regular basis after that incident and the erection-masturbation process always ensued discovery. I had become panty-hooked for life.
How old was I when I first dressed?
My first memory of having a feminine consciousness goes back to the age of 12. We were visiting friends who had a daughter who was just a little older than me - just into her teens. I thought she was beautiful. Her name was Susan.
Aha! I think that may be the reason why many years later I decided to call myself Susan. One day during that visit, while Susan was out with her mother, I crept into her room, opened one of her drawers and found her underwear. Without thinking about the risk I was taking I quicly undressed and put on her underwear. In her closet I found a lovely blouse and skirt set which I also put on. I can still remember the tingling thrill that rippled through my body as I felt these feminine items of clothing against my young skin. And then I saw myself in the mirror and I loved what I saw. I didn't know then that this was called cross-dressing. I didn't know why this delicious tingling sensation assailed my body. I just knew that it felt very, very good.
Susan
Adventure into Mom's drawers
I was about 12 years old when I went into m y mother's room and for whatever reason went into her lingerie drawer. I tried on a bra, panties and a girdle. It was absolute Heaven!! I haven't stopped since and I have had my own things from a young age. While othjer boys were buying sports stuff with their paper route $$$, I was buying mail order panties and bras from J C Penney! :D I've graduated from paper routes, but not entirely from mail order.
My First Time (and Second Time)
I actually don't remember the event I'm about to recount, but it was told to me by a reliable source: my mother. And it didn't involve wearing someone's clothes, but rather--well, you'll see soon enough.
I must have been about five years old at the time. Our next-door neighbors had a teenage daughter, who, judging from my reaction, was filling out rather nicely. Let's call her, "Jane Doe" for the purposes of this story.
Well, one day my mother was working in the kitchen, when I came strutting into the room. I'd put a towel on my head so as to simulate long hair, and had stuffed children's building blocks into my shirt to give the illusion of breasts. I walked up to my mother, tossed my head provocatively, and said, "Hi, I'm Jane Doe!"
That was my "first time." My second occurred many years later, when I was in high school. (And I actually remember this one.)
My parents and sister were out of the house, and, as I often did when left alone, I'd taken off all of my clothes and was walking naked around the house. On this particular day, I wandered into the garage, where there was a box of girls' clothing that my sister was discarding. Near the top of the box was a pair of pants, of a fabric and color that no guy I knew would be caught dead in (very feminine, in other words). Well, I put them on. I don't know why I did it, but I do know that I was highly aroused by the experience.
I also felt extremely guilty and took them off almost immediately.
A few nights later I had a very erotic dream involving those pants and a girl I had a crush on at the time.
I didn't put on another article of girls' clothing for 25 years.
