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I was around 4 or 5 years old. For some reason, I decided to try on a pair of my mother's panties. It just kinda grew from there and I bought my own lingerie at 14 from money I made mowing grass...

I, too, ride a bicycle quite a lot...2,500 to 3,000 miles each year here in SC and I've had it happen to me even when not in lycra shorts. I actually got knocked off my bike once by some bozo who...

Interesting....I live in a tiny little town in South Carolina. It has a total population of 4,500 people. Assuming that around 30% are males above the age at which crossdressing would normally...

I would let him or her know that I knew a "few" crossdressers (more than a few, actually, but it would seem strange to say hundreds!) and that all were otherwise very ordinary, even boring, folks. I...

My first time out was in 1969 or thereabouts. Even today, I cannot rationally explain why I did it, only that it was something that had to be done. That's 41 years ago and it was a terrifying and...

Ok, based on years of experience, here goes...
1) Restrooms: Ask the bartender or manager. I've actually been run out of a men's room while dressed as Karen and told that I should use the women's....

Good question and some interesting replies. Personally, I never "beat myself up" about being a crossdresser and somehow accepted it from the beginning as just being part of who I am. I did spend a...

I honestly don't know what it "feels like" to be feminine. I reached the point years ago of being comfortable with myself regardless of the clothes I'm wearing at the moment. I do enjoy going out...

1. I usually "pass" or blend well enough in most non-speaking environments. For example, it's been a long time since anyone screamed, threw up or pointed fingers if I'm simply wandering about in a...

You'd be amazed (I was) at how unobservant most people are. I was in Atlanta - my favorite city in the U.S. - a few years ago and decided to go to a nice restaurant/bar in the downtown area for...

I've had several makeovers and they are FUN! In fact, the photo I use here as my avitar was taken after a Merle Norman makeover in Atlanta. So, I'm thinkin'...it's about time for another one!

No. Absolutely, positively, completely not. In a thousand years, the answer would be the same. Earth will not last long enough for her to change her mind!

Yes, indeed, I would accept. Provided, of course, that all memories of it would be permanently erased including the really good ones. Otherwise, I would miss it too much...

Simple question, but a complicated answer. My first impulse was to say "no, I am not thankful for being a crossdresser." In truth, I wish I wasn't one.

On the other hand, I have had many...

As is often the case, I agree with Karen Hutton's post. Like Karen, I do not really feel any different if I am dressed. I don't think I have either a feminine or masculine side and I honestly don't...

I suppose I would continue to drive my 2003 red Corvette and, if weather permitted, with the top down. Love that car! It's got 9,300 miles on it and most of 'em were driven by "Karen."

I think my great uncle was a crossdresser. It took years to figure that out but, when I was around 5 years old, I was visiting my grandmother and, as she was reading to me that night, I asked if I...

My wife is not at all supportive but all the other people who know about "Karen" have been. For 7 years, I worked 3-5 days per week in a small southern town in the middle of the Bible belt about 125...

Jillian,
I cannot give advice about whether to terminate your relationship because I don't know enough about your particular situation to feel comfortable in that role. I will, however, tell you a...

I posted elsewhere that I have been going out as Karen for a long time and that I have yet to have a really bad experience. I've found that people are, in reality, far more tolerant and...

Although it's not what everyone wants or needs to do, I decided a long time ago that I would "go out" as Karen as often as possible. I set some rules for myself, though. They were to: (1) try...

Like all of us, I am many things and being a crossdreser is only one of them. I am a golfer and do not want a cure for that (I would like to be better, though). I am a tournament archer (pretty...

I have gone to several "gay" nightspots as Karen and never had a problem. Years ago, I used to call ahead and ask whether I would be welcomed but the inevitable answer was, "sure, come on in."

I had an opportunity to "live" as Karen (after working hours) 4 evenings per week for about 5 years. I worked during the day on a major project in a town about 35 miles from the one in which I...

Gemini hee...hey, maybe there really IS a trend! :)