Is being "Feminine" Derogatory?

Do I look like a girl?

I know.

Weird, right?

I'm accustom to looking more like a hybrid between Michael Jackson, Mr. Darcy, and my 6th grade social studies teacher (hey Mr. Jaeger whatwhattt) .

And honestly - I'm obnoxiously proud of it. Within the last week, I've caught myself expounding upon how "unique" I am for wearing menswear as opposed to traditionally feminine attire.

But like,

so what?

Why does that somehow make me more original and new age than someone who is very fond of, say, dresses?

Or a designer who prefers figure-flattering evening wear to manly jackets?

Why does my oft-proclaimed dislike of "peter pan collars" make me so much edgier or more fashion-forward than someone to whom they strongly appeal?

Why does "traditionally feminine" sound so derogatory when I say it, and why do I think less of those who opt for simple A-line skirts and tucked-in lace blouses over chunky, unflattering and ill-fitting boyish pieces?

Am I too cool for flattering my figure?

Does wearing menswear mean I'm somehow in the know?

Do boxy silhouettes look more commanding? 

Or is there a scary socially-proponed preference for masculine silhouettes taking place here that I need to strongly reconsider?

Am I, by prejudicially neglecting "feminine" sartorial choices, seemingly opting for a non-traditional silhouettes while actually imitating the sex that once suffocated me (well, that suffocated my ancestors, but I take things impractically personally)?

I mean, I was legitimately embarrassed to post this outfit out of fear that it was too "classically girly".

Why is "Fashion" (with an evident & notably capital F) so androgynous,

while the day-to-day outfitting most of us see still remains so focused on feminine details?

I understand women wanting to break free from the confines of "womanhood",

but when does it stop being revolutionary and start being aspirational?

skirt: ASOS, shirt: Jcrew, necklace: Anthropologie, shoes: thrifted

Are those of us concerned with our fashion-related images 

trying to be something we're not?

Do you look down on women who just dress...

womanly?

Cheers.