Marla, please know that I fully support going out and expanding wings and I hope that you have a wonderful time. You deserve it!

But, two things concern me about your situation and I just want to let you know what they are. First, there is always the possibility that something may happen, which will cause your wife to come home much earlier than planned .. she may feel ill, there could be a power outage at work, or a number of different scenarios. What would happen if she were home by the time you get back? Which leads me to my second concern.

You're in a DADT arrangement with your wife, and although the two of you have not discussed specific boundaries, she must know that you have clothes and makeup at home and you use them? And since she never sees you wearing them she must assume that you do so when she is gone? Even if the "rules" have not been discussed, she may take it for granted that you are only dressing to stay at home. The picture changes considerably when you go out in public. This is quite a large "next step" for most wives, even if they see their husbands dressed on a regular basis and it is a step that many wives fear. They don't want the neighbors to see, they may not understand where such a step will lead (they wonder if this is the beginning to wanting to dress frequently to do errands, etc, which will increase the chance of family/friends/coworkers of finding out), which might then lead to a desire to go full time femme, if everyone already knows. I know that what I am describing here is a stretch compared to having just one lunch date with a friend, but I'm describing the thoughts that went through my mind in the beginning and also what other GGs have told me they feared.

And so I'm suggesting that if you plan on doing this on a regular basis, you should discuss this next step with your wife, since if she finds out on her own, she might feel devastated. And if she does "assume" that you only dress to stay home, she might feel as if you have gone behind her back. It would also be an opportunity for you to let your wife know of your increasing needs, and also put her mind at rest, should she find out on her own and then imagine scenarios that do not exist.