When my wife caught me several years ago wearing her underwear, we ended up having a very long conversation and understanding of what was going on. She was comfortable in me wearing women's clothes. She mentioned that she always fantasized about being with another women. We go out shopping together, although me always in man mode, but with hose or stockings underneath and my pumps in a backpack. Just in case we needed to try things on. Most of the time if I liked something on her she would tell me to try it on also. We would have dress up day one day a week were I could get up, shower, shave, get dressed and stay dress all day till bed time. I have not worn wigs or make up until a few months ago. Last month we bought breast forms. This is where maybe my wife is pushing me more in some way I am not sure I want to go. See, I believe I am a man that enjoys being dressed in women's clothes. I love wearing 4" pumps, boots with heels, stockings, panties. Wasn't fond of wearing a bra that much. A few months ago she said I should venture outside dressed to see how I feel being seen. I am comfortable in being viewed as a man in female clothing. I have no desire to try to pass as a female, plus I am not sure if that is possible no matter how much makeup or hair I have. So I now have a wig and we went makeup shopping and she has been teaching me how to apply makeup. I still have a hard time putting sharp pointed pencil like things next to my eyes. My wife is wanting me to be more and more feminine. I do enjoy how I look and feel the while wearing the the breast forms and the small foam hip and butt pads. Makes my dresses look more complete. But to me, wearing a wig and makeup is not necessary. I do feel more and more feminine the more I do, but I don't need to feel feminine. I like being a man. She wants to go out and have dinner one night with me dressed and I have promised to do so. I have been out in public wearing leggings and high heel boots, but a floppy hat to cover my bald head. I been shopping alone while in man mode, and even had to ask a SA to zip the back of a dress I was trying on. I had no wig or makeup when I asked her to zip. I did have stockings and my breast forms on though. My pumps in my trusty backpack so I also had those on as well. So I was no doubt a man (ok I did have breast forms) wearing and /or trying on women's clothes and felt accepted. The cute SA even asked me to come back next month when they get in a new inventory. Sorry...back to my concern. I want to please my wife. She has been very supportive of my CDing. So since I really have no problem being a man but to please my wife should I go out more and try to present myself as a female? I am sure everyone will have different opinions on this. I believe a mass majority here would be offended that I even try to be a man yet dress as a women. Sorry, was reading another thread and...well. Am I being to protective of my manhood and should I love my wife and become more feminine?