I came out to my wife about a year and a half ago. I've been taking it fairly slow, openly wearing panties and sleeping periodically in a nightgown. I have a couple of dresses which I've worn in her presence only two or three times. Usually I change back to male clothes before she gets home, so I'm still exploring the boundaries. I recently bought two new dresses and some red slide heels. I wasn't sure about one of the dresses (a deep violet), and thought I might return it, The red shoes didn't go with any of my other clothes, so I was thinking I might exchange them for black, even though I really like the red. So I asked my wife over cocktails if she would look at my new purchases and give me her opinions.
She said "Sure, let's go look" and we marched upstairs to the bedroom. I modeled both dresses for her, she liked them both, LOVED the violet one and told me to keep it. When I told her my concerns about the shoes, she said, "Get another pair in black to go with the dress and get a white dress to go with the red shoes!!" How awesome is that? I love her to death!