I Remember My First Crossdressing Experience
I don't know where else to share this but here. It's about spending two weeks at my Aunt's house in Cleveland, as a 14 year old girl. It was my mother's idea, with the intent of having me get my cross dressing into the open, which as I've thought about it, was a smart move.
When we got to my aunt's house, I had three hours to think about it. The only clothes we'd packed for me were the dresses I'd been hanging onto that once belonged to my older sister.
We pulled into the driveway and Ann and Margie came running out. They knew I'd be dressed as a girl and couldn't wait to see me. We'd always been close and they were my favorite relatives to visit.
I got out of the car and really loved the feel of the dress across my pantyhose. They stopped, looked at me and gave me a big hug. They were excited about having a new cousin.
We talked about "my" decision to dress as a girl for the vacation. My Aunt shared with me later, in private, that she knew the idea of living as a girl for the two weeks was my mom's idea and she thought it was a good one. Plus, she thought I looked great as a girl and wanted me to know I had her support if I decided to continue as "Mary Beth".
The two weeks were spent visiting the sights (Rock and Roll HOF hadn't been built yet), but we did get to a few baseball games, time on the waterfront, and the beach. I was able to use my cousin's one piece swim suit and learned for the first time the problem of my anatomy vs. my cousin's anatomy, but I got it worked out.
We all got our hair done at the beauty shop they usually go to and I got my hair highlighted for the first time. The lady at the salon had no idea I was actually a boy, or if she did, she didn't let on.
The two weeks were spent just as if I was a girl. We tried different makeup (which I enjoyed learning more about how to wear it), trying on other clothes and shopping. I ended up buying 2 more dresses while I was there. Margi told me, near the end of our visit, the she hoped I kept being Mary Beth, as it really seemed to suit me. I told her I probably wouldn't and she seemed sad at this. But I told her that it seemed likely that any time she saw me from now on, I'd be dressed as Mary Beth. This made her happy, through I wasn't too sure of it at the time. (BTY, since then, Margi has not seen me dressed as a man. It's kind of become a "tradition", we go to Cleveland and I have to go as a woman.)
When we got to my aunt's house, I had three hours to think about it. The only clothes we'd packed for me were the dresses I'd been hanging onto that once belonged to my older sister.
We pulled into the driveway and Ann and Margie came running out. They knew I'd be dressed as a girl and couldn't wait to see me. We'd always been close and they were my favorite relatives to visit.
I got out of the car and really loved the feel of the dress across my pantyhose. They stopped, looked at me and gave me a big hug. They were excited about having a new cousin.
We talked about "my" decision to dress as a girl for the vacation. My Aunt shared with me later, in private, that she knew the idea of living as a girl for the two weeks was my mom's idea and she thought it was a good one. Plus, she thought I looked great as a girl and wanted me to know I had her support if I decided to continue as "Mary Beth".
The two weeks were spent visiting the sights (Rock and Roll HOF hadn't been built yet), but we did get to a few ba
We all got our hair done at the beauty shop they usually go to and I got my hair highlighted for the first time. The lady at the salon had no idea I was actually a boy, or if she did, she didn't let on.
The two weeks were spent just as if I was a girl. We tried different makeup (which I enjoyed learning more about how to wear it), trying on other clothes and shopping. I ended up buying 2 more dresses while I was there. Margi told me, near the end of our visit, the she hoped I kept being Mary Beth, as it really seemed to suit me. I told her I probably wouldn't and she seemed sad at this. But I told her that it seemed likely that any time she saw me from now on, I'd be dressed as Mary Beth. This made her happy, through I wasn't too sure of it at the time. (BTY, since then, Margi has not seen me dressed as a man. It's kind of become a "tradition", we go to Cleveland and I have to go as a woman.)