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There is no simple way to tell because you do not understand it yourself. You have no idea why you want to dress up in women’s clothes so how can you explain it to someone else?

Are you gay? Do you want to be a woman? The inevitable questions come up and you answer them in the best way you know how but there is no perfect answer as you try and verbalize the unexplainable.

You are at odds with your sexual orientation and want to somehow emulate what you love. It all makes no sense but that is the beauty of gender expression and human sexuality; there is almost every variation under the sun and you are simply one of those variations; strange as it may be.

Consider however, that there is no formula under which you can come out ahead if you think that keeping your spouse means you need to suppress who you are. Eventually you will become supremely frustrated and depressed.

If she needs to divorce you because you crossdress maybe she is not the person you should be with.

It’s true that most women would have nothing to do with a crossdressing male and if they had their druthers the entire thing would go away. Most accepting partners do so hesitatingly and would prefer not to be involved if at all possible.

But even if for many the wearing of clothing of the opposite gender is tantamount to committing a cardinal sin, you are doing nothing wrong. You are doing what your psyche demands of you.

For N and I, this has meant that she has had to accept that this aspect forms part of the package. She has no trouble accepting it intellectually but viscerally it is still not a simple thing to digest.

To anyone facing wanting or needing to tell and not knowing how I would simply say to start as delicately, slowly and honestly as possible. Hiding this important part of your makeup will only lead to bigger problems down the road.

I know because I’ve been there.

Hiding encourages guilt and shame and produces stress which is worse than the original sin of crossdressing. Better tell her from the beginning and risk rejection at the outset than end up divorced down the line.

The freedom that comes with being open is worth much more than money to me. It means everything.

I should have done it much sooner but better late than never.

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If you feel you are doing something wrong it shows. Your demeanor, body language and facial expression all conspire to betray you.

You are a clandestine "man in a dress"; you know it and everyone else can too. Your cover has been blown. I've been there and it's frustrating. The source goes back to your self image and the notion that you are somehow a freak of nature; and perhaps you are but what of it? the only way out is to embrace yourself fully and unconditionally. I don't mean to suggest that you are perfect but just that you were created this way and you need not seek forgiveness for it. You are a creation of God.

Misinterpreted religion is a big culprit in all this. These negative images of yourself came from reinforcement of stereotypes by ignorant people interpreting what is right and moral by their own barometer. You simply ingested the message and bought it as the gospel truth. Self confidence and critical thinking is the way out of your dilemma. It can…