So here's where I'm at -- I'm a 25 y/o male-to-female transgender woman who is not entirely ready to come fully "out" and start living my life as a woman full-time (please don't judge -- I've heard it all). I love my long(ish) hair and have always been sort of able to excuse it because people say I look like some kind of hippie or metalhead, anyway (admittedly, I guess I'm sort of a little of both).
Well, the problem is that I'm about ready to become a real adult with a real grown-up job that expects male employees to have a short, conservative haircut and, like I said, I'm not ready to start living as a woman full-time yet.
I considered going for a short, androgynous haircut that would look masculine enough when I needed it to, but still cute and feminine when I wanted, as well, but my hair grows really slowly, it took me a long time to get it this long, and I would miss it terribly (it's down to slightly past my shoulders now).
One time, I saw
this Campari ad and saw how the woman hid her hair when she was dressed as a man. Would that be a difficult trick to pull off? My hair is much shorter and finer than hers is. Can anyone maybe give me a link to a tutorial? I wouldn't even know what to search.
Or feeding me ideas for shorter haircuts would be appreciated, too
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Woes of a closeted transwoman
for example. It also might be worth it to search for transvestite message boards or info sites. I realize there is a difference between that and transgender but it seems like transvestites are most likely to have dealt with where you are now. 
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