'I don't think I could pull it off aesthetically'

Please don't be like that.

As a now very beautiful transgendered woman once told me, "you only live once". I'm not saying you should go full out and buy a Chanelle outfit, but to at least consider it (;-). I know a lot of adult princess boys who went through a a lengthy process (sometimes 2 to 3 years) of discovering their true self and transformation. There are pockets of communities on the internet, and some even upload their lives in video form onto youtube. There is even a sub-community of transgendered adult girls who are exclusively attracted to girls. These are the so called lesbian transgendered women. I am sure these former-men had to go through a whole process of discovering their inner little girl lesbian. You may want to consider connecting with these people. You come across as a very sincere, respectable and sincere person, who, like everyone else in this world, is simply discovering their true self.

The kind of masculinity you are referring to is equivalent to my disliking of some kinds of women. I prefer to label it "non-project ambitious". They are simply people who are too scared to think for themselves, and reach for goals that they have imagined themselves. They behave in a way as to not be singled out. They are frightened of being unique. They are frightened to be themselves. The result, in men, is as you described. For women, it's another kind of behavior that equally frustrates me, but I won't go into it here.

But there are positive examples of masculinity. Masculinity can be a source of strength, but it is how that strength is practiced that matters. Graceful masculinity is something to be respected in a man. While it doesn't fly out as aesthetically "pretty", it's still very loving, calm, gentle, understanding, stable, inspiring and above all majestic. Its the kind of thing that attracts girls to girlovers, and princess boys to princess boylovers. It's something I strive to be.

Someone like Lindsay Ashford is a fine example of graceful masculinity in my personal opinion (or at least how he came across in his American interview).

Ironaically, type into youtube search "Lindsay Ashford the Pedo King". :-)