Earlier quoted context omitted.
At least with Gibson, I think cyberpunk idolized actual punk culture. The coolness was found, brought, or arranged by these characters. The scifi backdrop wasn't inherently cool. It was often soulless and dystopian. The crass commercialism and the teeming masses were often depicted as uncool, at least to the narrator's eye. The coolness was found in the counter culture niches, in the urban underbellies, and in the li…
There was some coolness in the tech, though. The Ono-Sendai Cyberspace VII deck, the mirror shade digital glasses (cut Gibson some slack, it was the 1980s), artificial limbs finished in onyx or chrome. Meanwhile in the real world we get Nvidia DGX Spark which has a front finished in beige carpeting, or Meta glasses which make you look like either a dork or a pervert.
The tech devices were also used as markers of uncool rich people. Symbols of excess disposable income, rather than carefully invested aesthetics.
In the seedy areas, the implants and augmentations were depicted across an array of cool and uncool characters. Some character were meant to think they themselves were cool, while the narrator or the main characters saw them as part of the uncool backdrop. Try-too-hards, wannabes, etc.