All hail the Wig. Clip on earrings, Levi's are great, just get the skinny ones. After transitioning and your butt fills out then buy ladies pants. I noticed the other day when I put on a pair of pants I hadn't worn in a while that the butt was getting a little tight. A sports bra serves the purpose of wearing a bra without announcing to the world you don't have cleavage. Panties fill the bill for underwear. Have your ears pierced at Claires they are in most malls. A nice dark colored tunic would minimize the masculine features. Are you going to pass? Probably not. But this is for you and your sense of self. Not the red neck coming your way. Smile, act confident, don't turn around to argue. Lord knows how hard it is to change set minds. Big feet? Get custom made shoes at Nordstrom up to ladies 15 which correspond with mens 13. They aren't cheap about $180 but they will look better, fit better, and last longer than the Payless cheapies.
Wigs come in many styles, lengths and costs. synthetic wigs run from about $50. Human hair start at about $160. Some cost in the thousands. Human hair of course is going to look more natural, but synthetics are getting better. When you get it, it will need to get it styled to your preference professionally.