I had gone out dressed before this Halloween night. That night was a lot easier because it was going to be among strangers and I had used a very good cross-dresser makeup and transitioning service. And that night was also rather boring to be honest. I found that overcoming fear is always about the first step sometimes that first step can be sending a rather large check in to a cross-dressing make the service or quite literally the first step out of a car in your heels. But once that first step has been made it seems the fear quickly disappears and going out becomes easier and easier.
