These days, yeah, I just do my face, get dressed, grab my bag, and go right out the door to go shopping. I no longer carry an emergency bag to 'switch' back into boy mode at all. (I used to do this, but realized that it was a bit of a 'security blanket' and using it would be a sort of personal defeat.)

If you are worried about the neighbors, just stride with confidence and purpose. It's not an instant process, but confidence will steadily build.

A thing to do in nervous situations, or when you think eyes are on you, is to toy with your celphone and chat up a friend or group of friends, just like anyone else would on their shopping trips.

It helps to have built some confidence in your voice as well. Doesn't have to be perfect, but it should not make you cringe.