OP - I think I fit into the spectrum because I often used to make posts into long narratives. I had to skip yours after the 3rd paragraph
I normally have more patience, but today I'm in a hurry and need to be out soon.
Language of Fashion: This was brilliant. There is a language and a codebook that we can use to decipher a person. I know kids hate being deciphered based on their trappings, but come on... be honest and admit that you choose your attire to express who you are. There's no guarantee that everyone will be accepting of who you choose to portray.
Why people, mostly NTs you say, judge based on what we where? You already answered that with your second idea: LOF
Despite being set in a civilized (debatable) technological society, we are still programmed for the primitive and tribal. The primitive side most notices sexuality and or alpha qualities. The tribal senses group people and decide where they fit in. In the ancient world it would have been
Goths, Sioux, Zulu, Picts, or whatever. We pick different tribes now.
I think the tribal and birds of a feather view is often lost on the dateless crowd. People don't believe it, but it's valid I believe. If you're a male that likes Emo girls, and wants to date emo girls, you had better learn to dress and look emo. Same with Hippies, Urban hip-hopsters, goths, Moderate young professionals, Sports types, etc.... High School never ends, it's only an exaggerated trial by fire. Life after high school may be more subtle, but the elements are still there.
The question now is, how do you reconcile having to be a working professional and achieving a look?
Women have many more choices and will attract all types of males. Females also have more fashion choices. How do males work with less on their pallet?