first time

[chastity]

I got to thinking about when and why I first tried female clothes, it was when I was in my twentys I was on holiday with a girlfriend and I noticed she was wearing a girdle and stockings, I dont know why but I really fancied trying them, so when we were on the beach I made an excuse to go back to the apartment and tried on the girdle stockings and a bra, it just felt very comfortable, thats it I was hooked, I could not wait to get back and buy some of myown, anyone else thought about how they got started

[Girdlewoman]

My experiences were similar only I was much younger than that. However, through the years I made up all kinds of excuses in all kinds of places so I could sample some ladies finery. Of course this was before I had any of my own clothes. Peace, Girdlewoman

[VicSecret]

I started dressing up when I was about 14. Found a lot of clothes in the attic from a relative that fit me nicely. I had private fashon shows for years with that stuff. Wish I took pictures before it all got donated away.

[tammie]

Hi Everyone: I was 14 home alone and as I walked past my older sister's bedroom I saw on the floor a black lace cup underwire bra casually tossed there by a teenage girl who was over indulged with clothes.

I have pondered many times what made me stop pick it up and put it on. How I was able to mimick my mother and put it on so very easily just like her hooking the bra behind me without any real effort. How it fit like I had been measured for it. Or most of all why I was attracted to it and why I wanted to wear it.

I had been told just a week before by a woman I was very attracted to that I should wear a bra, because "your nipples R as big as mine". She being older the mother of a friend and she could see my nipples thru a white cotten Tshirt. I have also considered the time (i remember at age 4) when my mother stripped me infront of my sister and her little friends, and dressed me in my sisters party dress she had outgrown with her panties lacey socks and maryjanes. I cried but was also arroused somehow.

As soon as I got my little boy breasts nestled into those lace cups (36B) I was changed forever into a CDer. The next thing I discovered was her LLPG on the floor as I was leaving her room. It was black and had lace around the legs. It went with me too and I soon had it on and I was so arroused I left a stain in it. That is how I got caught soon after my first time dressing in my sisters underwear.

[connie71]

I was about 5 when I first wore woman's clothing. I wore a pair of my sisters panties. They felt wonderful. I dressed off and on til I was a teen then not again til about 2 years ago. I missed all of those years :-(