I think he was going for,
At what point does one start to outwardly manifest through wardrobe their true identity? Is there some legal threshold, or is it more, When you feel comfortable coming out?
Remember, most pilots are socially awkward, so may not ask questions in an appropriate manner, but are curious to the process and, I hope, generally supportive.
I didn't really even know where to start with how that had been worded... It definitely came off as trying to be deliberately offensive. I'm still not convinced it wasn't. I am verbally attacked on a regular basis so If I seem to be defensive at times there's a reason for that, my threshold for BS isn't a static value either.
I can forgive if others can.
As far as your interpretation of the question...
Clothing:
The idea of a legal threshold is actually kind of funny honestly.... As if one needs a license to wear certain clothes.... Who would enforce it? Fashion police? I wonder where that is in Trump's budget...
Seriously though, in terms of daily life, it's when one is comfortable doing so, it has nothing to do with one's genitals, if you're dressing appropriately those can't be seen!
Everybody is different. I have a practical streak and I'm a regional FO, I can't throw my entire dresser away so my presentation has evolved slowly over time, some stuff just won't die!
Pilots tend to have an extra layer of complexity at work since there are stricter dress codes in play, many more identity documents to deal with, and honestly, most airlines aren't real accommodating with variation from a traditional look. There is an awkward phase that sucks for all of us. Be kind.
Pronouns:
I'm not picking on anyone in particular, it's happened a lot in this thread and others, but when using pronouns it's polite to use the pronouns of the gender one is going for or if someone has a stated preference.
I understand that in the beginning this is difficult but I promise if you make an effort initially it eventually becomes effortless and you'll wonder what the big deal was about.
No one expects perfection, at least no one reasonable, if you're called on it, correct yourself, apologize, and move on. I'm not angry, but I have to say something.
Alternatively, and since there is a lot of variation out there and you may not know someone's preference, one may default to neutral pronouns, this becomes very easy after some adjustment time as well and I've found is actually quite appropriate in many other situations as well.
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