Here is a little background information about me. I have struggled with crossdressing for years guilt, shame, disgust with myself I am sure many of you know what I am talking about. It has taken years to become comfortable to dress and let my wife see me. When she did she said I looked nice and gave me a complement on my makeup. Over the last 5 years she has seen me dressed maybe 6 times but I think about it every day.
Today:
My wife and I have been talking about moving to Florida from the Midwest. Our kids have move out and are not coming home so we decided to start new. We both have jobs we can work from home via the internet so that is not an issue. I mentioned off the cuff one day to my wife that I think we should start a new tradition. I suggested we both dress up at least one day a week. Heels, dresses, make up the works.
My wife looked up at me and said yes I think that is a good idea we can do that. So I will be taking one more step to become more comfortable with who I am. But this time next year I hope to allow my wife to see me dresses without reservations.
At the moment I am working from home my wife is out but expected back shortly I am dressed in a sundress with sandals, Lipstick, perfume, pink bra and panties. I thought about changing before she came home but have decided to spend the whole day dressed for the first time.