Thanks a lot for sharing your thoughts.

There are a lot of good questions asked by you, which gets me to think a bit deeper into the question. Sorry I would share my thoughts here and answer these questions together. First of all, I may need to add more information about why I came to the point of facing this question. I am in my mid-40s and have been crossdressing for a long time. My wife knows about it early in our relationship, and her attitude slowly evolved over time from not accepting to DADT at this time. I currently dress about once every couple of weeks and venture out. So I would put my dressing time at about 5%. For a long while, I thought I have come to somewhat an equilibrium point on my dressing time. I had fantasied about going back taking college courses or find a secretary job en fem when I got older or retired, but that is largely just a thought. My most wish at the time is hoping my wife would becoming more accepting and one day maybe we could have some good time together dressed.

That wish hasn't had much progress for a long time. Recently, there are two other events recently that gives me new thoughts. The first event is a few inspiring story from the members here who come out to everyone (especially of Isha, who is still in military), and of course Cathryn. This gives me courage to come out to a friend couple of mine, which is the second event. The acceptance and understanding I received from my friends is so overwhelming to me and at the same time are so enlightening. I have a few long conversation with my friends, and going through various issues of crossdressing, how the society and everyday person sees it, and other issues. They don't know anything about this particular topic, but they are caring, open mined, and straight talking. Their questions is really intriguing, and made me think more about what I wanted to do.

Of all the questions we talked, a particularly intriguing one is "whether I want to dress as a woman all the time". To be honest, I have never thought of it as an option before. Of course, this option has a great amount of appeal to a crossdresser like me. "I want that!" But seriously? Really? I asked myself. I can see all the daily issues, and things get boring that all of you have mentioned. I know by thinking "I want that" I am really thinking "I want more than what I have now". That's for sure. But where is it that I would feel comfortable at? That's the key point. Life is short, and we should not waste time now if that is what I want.

A rational approach would be of course to try it out. Spend a week in vacation en fem (which I doubt would mean much, as that is not real life), spend weekends and spare time en fem and with friends, or further more coming out at work and try full time for some period of time (I have seen a few people do that on Internet, and definitely we have our pioneer Isha here). But that would be somewhat unrealistic in my current situation with my wife. I don't feel any of those options are possible without a significant risk of leading to a divorce.

But if that is what bring me happiness in life, I will weight the options and maybe find some good approach that could lower the risk. So I asked the question, and I believe the consensus from you and the word of wisdom is "yes, you have to try it to find out".