I LOVE Old Navy.....you can go to their store, gather up several clothes to help figure your sizing out. No one gives you a second look and the dressing rooms are roomy with full length mirrors. The closeout racks have deals too and their regular prices are very reasonable. The young girls at checkout always friendly and never give you a second look.
Now, I use the size information to haunt....(don't laught) the local GoodWill store. It's huge with lots of clothes and the prices are incredible. I'm kucky enough to live in an area where there is a fair amount of high end homes. I've paid just a few dollars for brand name dresses and particulary casual wear that has
never even been worn.
Clerks tend to be same as Old Navy....young, friendly and could care less you're a guy buying women's clothes.
Bras,panties , shapers, stockings......usually self checkout at WalMart.
Oh and there's a local adult novelty shop that has great selection of sexy stockings very reasonable since I tend to only get a few wearings out of them.