For those people, there are folks, who make sure that the Attire statement presented to the public is exactly what is desired to achieve the goal in mind. Dressers, and style gurus, make sure that we, the public, see what they want us to see. But, those personal truths exist, nonetheless; and can be observed by the observant.
So, when you see someone on the street, and you're ready to pass negative judgement, as nearly all of us do routinely; me included to my shame, look more deeply, if you're willing. Try and see the center point, the soul point, if you will, of that person you were about to dismiss. You may be surprised, and pleased by what you find.