When thinking about clothing purchases, the second context I use is, "Would it work for an evening event in a major city?"
This is the only context in which I consider the color black, and one of the few where I consider dry-clean only items. Ideally, an outfit transitions smoothly (with a few additions) from a day of meetings to an evening out.
Even here, practically has to be a consideration. Weather can change quickly. If taxis are scarce or comradery high, one may walk for several blocks or more, so clever footwear may be needed.
Here are some of my images:
Cosmos Club, Washington, DC