I don't care how much makeup you put on me, I'm never going to pass for female. I have gone all out before and dressed up completely, even gone out in public... but I had no delusions that I was fooling anyone. I'm just not passable and it's ok, maybe it's sour grapes but I don't much care for dressing up completely.
I'm happy with just wearing women's underwear... I'd be happier if I had real female type breasts, but even then I would not much care for dressing up completely.
There are still challenges to my limited expression of femininity, the bras I wear tend to do a good job of shaping me into a more feminine form and this is quite noticeable sometimes. I often have nightmares about being out in public wearing just a bra and engaging people in conversation and trying to keep them from noticing I'm wearing a bra. A variation on the famous underwear dream, I suppose.
I'd like to take my femininity a step further and use hormone treatments to develop female breasts... but I'm getting a lot of negative feedback even from the transgender community about this plan... it seems one is looked down upon for wanting anything short of complete gender reassignment. But I can't pass as a female... and would that I could, I don't want to. Is it so wrong just to want to have proper breasts?