Hi Bronese. I understand your (and everyone's) desire to pass. But it should not be the driving force or a required condition for your transition if otherwise you are ready. The desire to live authentic life, build relationships as who you are (without the need to risk everything you've built through all you life 20 or 40 years later)...
Imagine what would be the worst thing if you don't pass (however unlikely it may be), or get outed as a trans-female somehow...
Not much really, as a non-passing non-transitioning crossdresser, I've met many more sympathetic people (not from LGBT crowd), I had good friends who liked me and accepted me as I am. I had a decent social life and been to many events and people's attitude was either sympathetic (50%) or they would just ignore me (which most people still do if I am out as a male). And I am not living in your LGBT-friendly city on a coast, but hard-core working town in a Midwest. So, as long as you make a good effort to look nice as a woman, you will be accepted as a woman even if you don't pass totally.
If you are building your life on a strong foundation of being open and honest, if your friends know you, if your employer isn't likely to fire you because he learned you're an MTF (because he hired you knowing it), whether you pass or someone reveals your secret is really irrelevant. One of the good ways to protect yourself from exposure is to have them dark secrets not much of a secret.
PS I am not saying to run around and telling everyone every single fact of your life, but rather not being obsessive totally that you're stealth to a point that even your partner knows you are a trans. Some people might need to know, if their support is important to you, other people don't.
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