Anatasia - you are so lucky that your wife would consider going out with you enfemme. I can only envy you and others with accepting SOs. Unfortunately my wife does not know of my inclinations and is extremely intolerant of "men dressing as women" I love my wife dearly and she is a wonderful mother to our children, so my dressing is all in the closet, normally when I travel on business, which is becoming infrequent. Needless to say I yearn to get in my heels and get out more often than I am able.
In terms of safety and passing, I have many of the same concerns you have, but the more I do get out the easier it becomes. One thing I have noticed is that when I shop, either enfemme, or in drab, many sales ladies embrace the idea and go out of their way to help. I had one experience recently where I went in to buy a jacket, and at first I had it put away till near closing. When I went to pick it up, I just thought what the heck, and asked if I could try it on. One of the salesgirls, a young girl probably about 18, look a bit disturbed. The other lady in the store, in her 40s, gave me a gorgeous smile, said of course,and took me to a change room, and asked if there was anything else she could bring. It was easy to tell she was genuinely interested in helping. So there are people out there who do accept and help; I just pray that acceptance continues to grow.
Good luck hon, stand tall, look straight ahead and step confidently.
Go with it hon,
Hugs, Jen