It really helps to go out with others, especially family. That's what I have done. I have gone dressed as I am in my picture to our son's elementary school, to our daughter's high school, to shop and to buy bra's in the women's section. This is me. Around where I live I go out in a skirt even in front of our kids friends. Its me. In a new situation I am always hesitant, but I figure if this the only way people see me, then they have nothing to compare it to. I feel that the worst thing I can do now is switch back and forth. Besides most of my male clothes are gone. I have lot of male sweaters, but they are from the cold Dakota prairies and the South West. In the southeast where i now live the weave of the sweaters are not as tight knit. I hate to give up their warmth. The sweaters they sell in the southeastern US are nowhere near as warm. I wish they were female style. But with my padded bra, I may still appear female rather I wear them or not.
I really wish my breast were real. But I have these padded bras which I wear 24/7/365 and they have given me the feeling of phantom breasts.
I remember the fear I felt when i first tried to go out as female, when I was coming home from a 1200 mile trip through Colorado in 1999. I felt that everyone was staring at me. Now it seems that nobody notices even when I have to deal with them on a regular basis. They see what you see in my picture and some of them call me ma'am and some call me sir. Then a lot call me, "Sweetie," and other feminine terms. When I am with other women we are all called girls.
Who knows what people think, because I have never discussed myself with anyone but my doctor.
I am glad your first time went well.