Introduced to the Joys of Crossdressing
When I was 18 I was introduced to the fun of cross dressing by the guy I worked for. We had a job of remodeling a ladies room at a law office. After we completed the job he pulled out a complete outfit from the bag he carried his tools in. there were panties, a bra with forms in them, low cut blouse and knee length skirt and thigh highs and black 2 inch pumps. He told me to pretend that I was the attorney (female) that hired us to do the job. He then said that if I (the attorney) would provide him with sexual favors he give her a discount. I thought it was a great idea since I had been having bisexual sex since I was 14. The amazing thing was that the clothes fitted; he said I was about the same body style as his wife. Yes they were hie wife's clothes. Well I can't describe how turned on I was the clothes felt so good; I was hooked. It took a couple of years before I started to buy clothes at the thrift stores, except for panties and bras which I bought new. Womens clothes are the best kept secret, they feel good and look good. Men's clothes are boring not much variety. I been dressing now for about 25 years and love the way I look and feel.
What age did you start cross dressing? Why?
Hi - this have probably been asked many times before - What age did you start cross dressing at and why do you think you did it? i.e - you had a sister with lots of fun things to wear, or it was a side of you that had to come out - you know! Thanx - also - how many have you almost signed off a post using you male name - whooops! Linda C.
Second question struck me more.
I just realized that even when I feel like I have been en homme mode, I always feel like Barbara here. I never have almost signed off or even thought of myself by any of my online personas that were male, like for example on currency collecting, or cars or whatever.
As to the first question. I first did it at 4 , loved big sister, shared a room and the French Provincial princess furniture, put on her dress and underwear and proudly showed my horrified mother. Ive thought until recently that my urges are based on an internal backlash at my mother's unreasonable over-reaction. Now, I don't know, because why the panties at 4? I think there are some identity issue components to my dressing.
This type of thread never gets old
For some reason when I was around three or four years old, I would pull my sisters pantyhose on over my pajamas at night and sleep that way. We were poor and lived in a tiny apartment where I shared a room with her. She would wake up and find me in them and get mad.
I don't really count that as crossdressing though, I don't really have any idea why I did that as a kid, I just liked to for some unknown reason. Fast forward to several years later, I think I was 10 or 11, I was just hanging out with my sister downstairs in her room, she was going through some of her old stuff and pulled out an old dress that she hadn't worn for a couple of years. She dared me to try it on and for some reason I took her up on it. I took off everything by my own underwear and put it on, I pranced around in it until she told me take it off, she could tell I was having to much fun.
I would say about a year or so later, I was home alone and wanted to do something "mischievous" and was soon standing in front of my sisters closet. First the bra then a dress. I was putting on dresses and skirts for fun but I won't forget the day that I first tried on a pair of pantyhose. That did it for me, I was truly hooked after that. I had three older sisters growing up so my clothing selection was very large. Those were some of the best years of dressing for me.