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I guess there's several reasons.
1) I get a buzz from it. The thrill of being seen as a woman without anyone knowing the truth.
2) A test of my ability to make myself look like a woman. I can do a passable walk, I have learned to dress my masculine body to appear feminine by the right choice of clothes. My make-up skills are still quite poor, but I'm getting better at it.
3) Because I want to. I like to go for walks, and I like to wear what I wear, so why should I be trapped indoors?
I love going out on the town, it is such a thrill. Driving to a club with the anticipation building as I get closer is so exciting. Parking, checking my makeup, opening the door and lowering my stiletto onto the pavement, standing straightening my dress and walking to the club like I own the place. I love it. For the most part it has always gone well. A few time have had some persistent men just not wanting to take no for an answer, nothing I couldn't handle though. There is a club in Traverse City Michigan, Side Traxx that has a great mix of people. It's a gay club but there are a lot of straight people that go there because it is such a good time. I always have a good time and make new friends. I love dancing and seeing my reflection in the mirror with all the GG's and CD's on the dance floor.
Kelli
During one recent outing I didn't encounter a single person. It seemed in some weird way that I had studied for the test but wasn't allowed to take it.
While the thought of having anything more than a brief walk-by with someone was scary, it felt like that's what would actually validate my transformation. It is a very strange phenomena.
Basically the reason do go out dressed is because I can.
I was a Jr in high school the first time I went out dressed 100% female and it was with some good female friends.
As an adult I guess I had to prove something to myself.
Once I realized nobody paid that much attention to others I found it very easy and enjoyable.