Ugh... I know that's going to be a tough milestone for me. For now, I'm obviously male-looking (even if a pretty male-looking person) and I can get away with cutesy modest tops and modest make-up (no colors, just shades). The stares I get are either from old people or from those who seem interested in me. Gay guys seem to suddenly be giving me "the look" and even attention from the ladies seem to have increased since going out as myself, which I thought was strange.
My point is that apparently I come off as an effeminate gay man or some extreme metrosexual based on the looks I'm getting. It's actually pretty comfortable right now because I doubt anybody suspects that I'm a woman or transgender.
But, eventually, I won't be able to pass as a cisgender man and I'll have to deal with the awkward reactions, anyway. At that point, I think I'll start wearing skirts and dresses in public, regardless of my ability to pass. That will be either a wonderful or terrible moment.