Kim, I read some of your earlier posts concerning your interaction with your wife. It seems you and her have a deep understanding, especially concerning women. She made you realize women are discriminated against in the work force, etc. She tells you she feels women's clothing are restrictive and not as comfortable as you think. When my wife and I had a conversation concerning cross dressing, she basically told me there is more to being a woman than wearing pretty clothes. She brought up having a baby. She is not accepting of my cross dressing.
If you wife of 19 years is supportive and on board with helping you, get some extra Nair. With summer you're going to love all the cut sleeveless summer dresses. And, as far as your wife tieing you down....hmmm!