Saturday I am going out dressed for first time

[Denise]

:   The key element here is to go out dressed and let people see one as confident and self-assured... that will go a long way in how people react to a trans-woman and eventually help them to pass.
aspiringperson

Aspiringperson speaks wisely - smile, be confident.  I would suggest not drawing attention to yourself.  You'll probably be self-conscience so drawing unwanted attention might not be desirable.

[AnneK]

I would suggest not drawing attention to yourself.

That's why I went for the plain Jane look.  Some other cross dressers would dress in something completely inappropriate for the situation and stand out like a sore thumb.