It depends what your goal is. For me i usually try not to draw too much attention to myself. I often go out to do my shopping in leggings, or skinny jeans, with a tank top and bra, with a flannel shirt, or hoodie. I also wear a pink or purple mask with my blue or purple sunglasses. My hair is longish, and i often wear a hat. Ive worn a wig a few times. Im really not look to be passable when i do that, although i have been called m'am. I have notice a couple of times people looking and maybe thinking "is that a man or woman". I think for the most part, nobody cares.