I happen to be blessed with a wife that is very open to the whole LGBTQ community and very pro LGBT rights and things. But she naturally did not know anything about my ->-bleeped-<- until we had been together for quite a while. Initially she found out through our long late night conversations that I enjoy wearing girls clothes. But I didn't feel comfortable telling her just how much more to it there was at the time. She has actually given me some of my favorite girls clothes. Some that used to be hers that she doesn't want anymore, or she has actually brought new ones home for me before. When we go to Victoria's secret or one of these other stores where they have the good deals on 6 pairs of panties, she has be pick out a few I like for me, and she buys a few for her. It's amazing!!!
However..........Something the OP mentioned about doing it in secret brought something up. Even though my wife is so open like I've mentioned........she still has a hard time really accepting the fact, and tells me quite often how much she loves my manly body and loves my penis and so it has left me feeling like I could not truly express myself and dress the way I want and need to, because I care so much about her and want her to be happy that I am her man. Because she is not a lesbian. So being with a woman is not her thing. She wants to be with a man

So I pretty much completely stopped wearing my skirts and dresses around her. Only my panties under my mens clothes, and I wear leggings and yoga pants around her around the house every day. But..........my skirts and dresses were reserved for when she is gone only. I work from home, so I luckily have lots of time at home where as soon as she would leave, I would change into my "real" clothes.
Well.......the other day she came home, and I was sitting in my office still wearing one of my skirts, and she stands there and asks "How often do you being other clothes in here to change into?" I said something like "Oh not very often" which was a lie. BAD BAD BAD!!! Then she says "Well that seems kind of secretive" or something like that. Implying that I was hiding it from her. Which, I really was. But it put me in a super uncomfortable position, to know that I can't just freely wear that stuff around her, because I feel the need to continue to be her man, and the comments she has made about liking me to be her masculine man, makes me feel like even though she is so open to me dressing like a girl, I felt the need to do it mostly when she was not home.
So anyway, we ended up getting into a huge fight over it. Because she was accusing me of being deceitful and hiding things from her, and she said if I am hiding that from her, how does she know what else I might be hiding from her. And here I was feeling very attacked and like she does not know what I'm going through, and she doesn't realize what it is like to feel such a strong draw to something like that, but feel like you can't do it, because people around you wouldn't accept it. I expressed to her how sensitive of a subject this is, and how this is the kind of thing people kill themselves over. Because they come to the realization that they can never be who they truly feel inside, and it is just too much to handle at times. So I need you to be sensitive to that, and try not to make me out to be some terrible liar because I dress in girls clothes when you are not home.
Eventually our fight calmed down, but at the end I was left feeling kind of hopeless. Like she is taking away from me the ability to even get to dress the way I want to when she is gone too. Not only did I lose the ability to fully express myself when she's here, but even when she's gone? That is a very depressing feeling for sure!!!
Anyway, my point is.........dishonesty and hiding things almost always leads to more problems than it is worth and leaves you feeling scared that you are going to get caught by your significant other, and that is never a fun feeling to deal with. So.........definitely hiding it is not a good thing. I mean you have to do what you have to do, and if doing it in secret is the only way to keep your sanity, then for sure, have at it. But it is not fair to her to keep things from her, and like my wife feared, if you are hiding that from her, she has reason to believe you could be hiding other things from her.
Yesterday, I made the decision that since my wife had been so open in the past to me dressing the way I want to, and her only complaint was that I was hiding it from her, I decided to just openly dress the way I want to around her from now on. So yesterday, I was wearing one of my skirts and sitting on the front porch working on my tablet when she came home, and not a single word was said about what I was wearing. She just came and sat on my lap and we talked for a while, then we cleaned up the house together while I was still wearing my skirt, and it was amazing. I think sometimes we allow these fears of un-acceptance to creep into our minds and cause us to worry so much that we feel the need to hide it, even from our significant others. When in some cases, it is best to just openly do it as if it is perfectly normal.
Just my thoughts. I need to post an introduction in the introduction area since I am new here, and would like to share my story. But just spotted this post and had to give my thoughts based on my very recent experience.