How it all started.
I grew up, and still live in a small town in the Midwest so crossdressing is not an acceptable activity, especially for a well known member of the community. My fascination with nylons and dresses started in 6th grade.
I had a huge crush on one of my friends, a red headed girl in my class. I was sitting in front of her in choir waiting for the Christmas concert to start. I turned around to talk to her and she was wearing a dress and pantyhose, All the girls did in those days. Her legs looked so smooth and soft. I pinched her leg and pulled her pantyhose and she giggled. I ran my hand down her leg a little and it was so soft and smooth. She giggled again. We never did get together.
That summer I was home and noticed laundry on my parents bed waiting to be put away. There was a pair of pantyhose there. Nobody was in the house at the time so I picked them up. They were so soft and silky. I put them back scared.
A few days later I found them in a drawer with a bunch more. I took a pair and put them on. Omg I was hooked!!! I would sneak in when nobody was around and put them on. One time I put them on under my jeans when we all went to a family gathering. I was so scared and excited all day! That went on for years until high school when I got a girl friend and she liked to wear lingerie and stockings. I was in heaven!
We would go shopping for lingerie for her and it was great! We dated for years into college. I didn’t dress up at all those years. Early one morning after she had spent the night at my place, her nylons were on the couch. I couldn’t resist, I slipped one leg on, it felt so good! She walked out and caught me!!!
I told her I just wanted to see what it felt like. No big deal and Nothing more was ever said. We eventually broke up. I continued to buy lingerie at the places we did so it didn’t seem strange to the store clerks.
Fast forward many years and thanks to the internet I have a large collection of lingerie, heels and dresses. I find another girlfriend that loves to wear lingerie. I don’t remember how or why but I told her that I liked to wear stockings and lingerie too and she was ok with it.
She even wanted to see. It was the most terrifying moment of my life! She kind of liked it! Occasionally we would both be wearing lingerie while having s*x. It was amazing!!! Best Girlfriend Ever!! Sadly we didn’t stay together.
Fast forward many years. I Married my second wife, and she loved wearing lingerie at first. I’m Back in heaven. After 4 years and kids, she doesn’t wear it anymore. The cravings are so strong I started wearing again. One day she finds a garter, stockings and heels that are not hers. She accuses me of cheating on her in our house. I don’t blame her.
I reluctantly I told her it was all mine and I’ve been doing it since 6th grade. She was furious. She told me to never talk about it and never do it around her. I was heart broken and thought she would leave me. We are a blended family with 5 kids and have been married 25 years now. Im 54 and still wear stocking under my clothes in secret every chance I get. I do long to go out in public dressed up.
Submitted by Daniel
