Try walking around as a man in a dress in 95% of the US.
But the parent comment did provide further context:
> Fashion is very much about who is wearing it, why, and how.
So wearing a dress is fine if the person wearing it is willing to concede at every moment that they're being socially deviant. The moment that you just wear a dress and make no attempt to justify yourself in terms of larger culture is when things get bad. Wearing a dress and acting like it's no big deal is an affront to the logic of someone who knows for a fact what you're doing is deviant..and they're convinced that you deep down know it too. You're more or less saying they think wrong in a very fundamental way. That gets people very upset.
If you saw a guy in otherwise ordinary circumstances wearing a dress and didn't think it was unusual, well, you lack situational awareness.
There's also the utilikilt...
You don't even have to be a mod, rocker, or any of these subcultures. You can be an old bloke on a Segway rocking a Fubu shirt and cargo pants and completely transcend the streetscape.
My favourite stylish people integrate a sense of fun and playfulness to what they wear, but I think the most defining element of style is risk. Having the balls to say you're different.
While still conforming.
An overweight guy walking around in a loincloth is not going to 'work' for ya even if it may have been in fashion at one point.
I don't think people ridiculing others for their fashion choices is all that common past teenage years, but I may be wrong.
Looking at the subjects of this article, I don't get the feeling that they are dressing unfashionably - on the contrary, they are making extremely specific and thoughtful fashion choices, probably spending more time and thought on it than people that just go and grab whatever the latest thing is on Zara racks.
You may be surprised, but even grandma-old-style can be very fashionable. Fashion is very much about who is wearing it, why, and how. It may not matter as much "what" you're wearing, as "why" - like modern art in some ways.
Fashion is basically another non-verbal communication channel we humans use to signal a large number of clues to fellow members of the species.