I started dressing at the age of 7. I would steal my mums knee-his and wear them under my footy pajamas. I remember I liked the warm feeling on my legs while I lie there drifting off to sleep. Over time I wanted more, but due to being an only child of a single mom, no opportunities really ever presented themselves. I'd fake it by using a towel as a skirt and flipping the bottom of my tee-shirts through the collar.
Around the time I started middle school, I got a lucky break and ended up with a whole garbage bag full of girls hand-me-downs as a mistake. I told my mom I gave them back, but actually kept them in my room stashed under the bed (this would lead to my mom finding out and years of therapy). I would skip school sometimes to just dress up and sit around the house. Sometimes I'd get bold and walk around the neighborhood dressed in my new clothes.
After my mom found out, we ended up going through much family counseling, where I had it hammered into my head that what I was doing was wrong, and should be stopped. This didn't last long, though.
After I moved out on my own at 18, I had a girlfriend that moved in with me (and eventually we got briefly married). One day she thought it would be fun to dress me up and put make up on me... Boy how the memories flew back. I realized during that time how much I missed dressing up and how much I wanted to do it again. So after we took some pictures I sat her down and told her all about my past dealing with crossdressing, and the results where not favorable
Between 18 and 30 I would dress when I could, being scared to let anyone I was having relations with know, for fear of rejection. After one particularly sour relationship ended with me outting myself on accident (she didn't wear nylons, and found 3-4 pairs of mine stuffed in a drawer) I swore off girls for a while, and sheltered myself in a small one bedroom where I could order clothes off the internet and be happy.
Around this time, I met this really nice lady at work. Married, mother of three and just an all around great gal. We got to talking at work one day, and exchanged Yahoo ids so we could IM each other. As time went on, I grew to trust this lady more and more and even started getting a little attracted to her. One day in our IMing, I just let blurt (if you can do that in an IM) that I was shopping for a dress, and was having trouble with my size. Pretty much just wanted to gauge her reaction. I was pleasantly surprised when after a very short pause, told me how to measure myself and asked if I wanted her to bring her tape measure to work so I could use it. After that, we talked for a few hours about my dressing up. That next Friday, she brought me two pairs of JC Penny panyhose as a gift and offered to take me shopping at some thrift stores!
I was in shock. This was the first time someone knew my secret and didn't bash me for it! That weekend I spent $300 at the arc (if you know the arc, that's a lot of money
Five years later, I am still with this wonderful woman growing further than friends, further than lovers. She not only accepts me for what I am, but embraces and encourages me. Finding it both a turn on for herself and enjoying that fact that it just makes me happy.
Here I am today, something I only dreamed about on the way up. The day I'd have no men's underwear left, and more woman's clothing than men's!
That is my story. Written and re-written about a dozen times. One day I will stp being all nervous talking about this to others
Cheers!
Aresi