For years it was just my wife and I. Then my Mother-in-law found out and everything changed. Mom will bring over a box full of things she picked up at yard sales or at the thrift store and there is always several things in the box for me.
When it got to the point that I had more "ladies" clothes then "mens" I just stopped worring about what I had on.
If I have on a dress or a skirt and blouse when the neighbor ladies come over to quilt I don't worry about it any longer and they have pretty much accepted me as who I am. I wear Capri's and a t-shirt to mow the lawn and have even started wearing them shopping.
One of the ladies that come over to quilt has helped me with my eyebrows and even did a makeover for me one day to show me how to put on my makeup. She said I was using too much and kept telling me that "less is more" So I have pretty much given up on anything more then lipstick and a little foundation and eye shodow in the makeup department. When you are as old and ugly as I am, it doesn't make a whole lot of difference how much you use.
I agree it would be nice if we didn't have to worry as much about going anywhere but as was mentioned in another post there will always be that 2% of folks that would complain if they got hung with a new rope.
I think passing is just a state of mind. I know I never will and have given up on trying. My wife tells me I look a whole lot better then a lot of the women we see wandering around the mall. At least I have the majority of my body covered.