There is always a first time for everything, especially for CD'ers.
I was wondering what was the initial response of your wife, or GGSO, the first time you asked her a question which left no doubt that you wished to be more feminine, such as: could you try on her lipstick? Or when you asked her what type of bra would be best for you? Or she was painting her nails and you asked her to do yours, too, for the first time?
There are so many posts about having the "Conversation" with your friendly, neighborhood GGSO. I bet, no matter how well, or not, the "Conversation" went, there must be some wild, or funny, or cute responses we would all like to hear.