I feel you have a long way to go before you are able to step outside.
Most revolves around confidence and self doubt.
You are asking us a lot of questions you should be able to answer yourself before you venture out.
The makeup has to be right, the clothes looking neat and in place, also the right footwear.
You will get some excellent answers here and then you should go away and experiment in private for probably another month or more.
Then ask questions again, maybe then you will be able to go out.
If I were you I would be renting a motel room for the night at least, maybe even a weekend and then experiment to your hearts content.
