OK, this is basically another boring report from going out dressed and interacting with the normals. Nothing happened.
Two people went to dinner and a movie (Bridge of Spies, really good by the way), one of whom happened be a man in a dress. My wife chose to wear slacks and a top. I didn't get one double take. Not one. I asked my wife at the end of the evening if she noticed anything, she did not. Now, I do not pass. Not a chance of that. When I checked in with the host for our dinner reservation, it was for and as Jennifer. No reaction. Drinks and dinner order, no reaction. At the movies, I was sitting right next to a normal. No reaction. I was just a person doing things that people do. I make eye contact, I hold my head high, I smile at others.
Now, the only interesting thing that stuck me all night was that I was far more concerned about causing any discomfort or embarrassment to my wife than when I am out with others. We talked about this over dinner and her answer was that my cross dressing is not a reflection on her. She's a person out with another person. She told me that I am not "obvious" when out and don't naturally cause additional scrutiny. Her opinion was that the normals who look, likely do not see me as a cross dresser but as a transexual or a possibly a bodybuilder-type "manish" woman. The point is that the normals do not really have "cross dresser" in their minds. It's easier to make the jump to "trans." I think I agree.
So, what is the moral to this story? The same story we see written here time and again: no one cares. Really. If you want to go out, go.