First, a question. If you were a proprietor of a criminal organization with a cliched (and apparently universal) flamboyant aesthetic, don’t you think that you might one day decide to dress in sweaters and chinos so as to avoid easy detection by the police? Aren’t there some economic laws in play? You’d figure there would be some comparative advantage, or decreased business risk, for the first dressed down pimp. He would do well, others would follow, etc.
Such a pimp may exist out, but that pimp is not this dude:
Pharoanically-posed Prince here just got arrested in Jersey City. I don’t think this is his mug shot. If it is, props might be due for going all the way down in style. Also of note in the article is a flow chart of his organization, which, like all family pimping operations, included Prince’s mother.