Hi everyone!! My name is Bren. I want to introduce myself and share my crossdressing story.
My journey began at age five, 53 years ago. My best friend was the girl who lived next door. We played together all the time and I would wear her ruffled black dress in our backyards. We planned to get married when we grew up; she wanted to be the groom and I would be the bride. (How I wish she was in my life now!).
As I entered into puberty, I did a lot of experimenting with my mom’s clothes and makeup. I loved the way silky lingerie felt against my skin. Around 13 or 14, I’d already acquired my own pantyhose, high heels, bra, and a 2 piece outfit—skirt and halter top. I began practicing with makeup, but never mastered it to look good. I would go to the local park and dress up in the woods where I would walk around outdoors, and it felt great! It was so exciting and free.
Slowly, I gathered my courage and began walking closer to the road where I could be seen. I was very skinny, about 130 pounds and had very long blond, thick curly hair. I’m sure I didn’t look like a girl up close, but I loved doing it. Once, an older man approached me and propositioned me. I admit, I considered it, but declined.
One night, while my parents went to dinner, I went all out and got dolled up and sat watching TV in the living room, where I ended up falling asleep. The next thing I knew, my folks came walking through the door and freaked out. They made me sit at the kitchen table in my dress, heels and make up while they screamed at me. My older brother and sister listened. My Dad, he was a he man, beer drinking, bar fighting Construction worker. He called me a fag, and that he wasn’t raising me as his daughter. The banter went on for what seemed like hours.
I was so humiliated; I began thinking something was wrong with me. I cried for hours. They made me go see a shrink, who also said that something must be wrong with my chemistry. I hated him and finally refused to go anymore, telling my parents I was cured. But I wasn’t. I learned to hide my secret better.
When I was 23, I told my live-in girlfriend my secret. I wanted so badly to let my inner female out and share it with someone. At first she objected, but I used my dressing up as a way to spice up our sex life. Soon we were dress shopping together, and she planned her weekend dates with Brenda. We loved garter belts, stockings, and lacy bras. We’d wear matching Victoria Secret lingerie to work. It was a great time in my life, but eventually we broke up.
I went through a short period of time were I began to think I might be gay. Brenda “dated” a couple guys. It was fun, but I found out that I am truly attracted to woman. My next live-in girlfriend found out my secret right away. I took the same approach with her, explaining that it would spice up our sex life. My biggest mistake was in allowing her to film me dressed with no makeup or wig. A couple years later, after we split, she showed the film to everyone we knew out of spite.
Once again, I was humiliated, feeling as low as low as one could go. You must understand, I lived at a time when crossdressers were considered to be sexual perverts, something weird that was not acceptable. This is what I’d been told that by my parents and the shrink. We had no internet, no Jenner, no outlet to express who we really were. Although there’s still a lot of stigma attached in being a crossdresser, things are so much better now. Thank God for this website!!
I stuck Brenda in a closet for the past 23 years, but she’s knocking loudly on the door, wanting to get out and express herself. I’ll be back to share more of more story; thanks for reading!Tags: crossdressing mistakes going out crossdressed self confidence