My wife has been simply awesome with dealing with my cross dressing. A few weeks ago we went shopping, specifically for work shoes for her, but she let me know that I also needed to look for myself. I came home with three pairs of high heels that day, and ordered a forth that they didn't have in my size. I mentioned trying on a pair of heels in the store and she looked around and was sorta on the fence about it, but said maybe not.
A few weeks before that we went shopping and she mentioned that we should look through the dresses to see it there was anything I might like. We didn't, but had fun looking. I have ordered a few cheap dresses from Amazon and Ebay that she got a kick out of. A couple of them are bodycon dresses that hide nothing!
The bodycon dresses looked a bit off with my typical skinny male hips so I ordered a cheap pair of hip and butt pads. She told me the dresses look better, but I need to shop for a bit more padding! The pads i bought are cream colored and show through pantyhose. I asked her if she had any old makeup I could smear on them to get the color closer to my skin tone. She didn't, but tonight she came home from shopping and handed me a couple different types of makeup she picked up at the Dollar Store. I got out my pads and smeared them up and now they hide very well behind one pair of pantyhose. I got dressed up and showed her and she was pleased with the results too.
It is freaking wonderful to have a wife that is accepting and encouraging, and I let her know it often. It has taken some time. Just a short 3-4 years ago I was worried the marriage was over when she found out!
...and sorry, she has sisters, but you would want them!