Is it really necessary to have such a philosophical debate in a thread that is meant to be of a more practical nature? Besides, this discussion has been going in circles for at least the last 10 pages. If you really want to continue this, I suggest you make new thread for it.
It would have been fun if there had been more examples, more discussion of actual outfits. Hell, I enjoyed being the subject of "vivisection" as Cantabrigian put it. Unfortunately there are several problems that doomed this thread from the start:
1. This is an inherently subjective topic where I am not sure anyone can even holistically define what "no effs given" means. It means different things to different people based on different criteria. Is it looking like you legitimately don't care how you look yet unintentionally "getting it right" through sheer "talent" or is it actually not caring what people think and just blowing up their eyeballs with something far outside the norm? This, inevitably leads to the "what is good" and how good is defined debates that are running in circles on this thread.
2. The second problem is comparing apples to oranges. Rumpled vest dude versus Terrence Howard, me versus NOBD, these are different styles of dress for different purposes, for people with different builds and vastly divergent aesthetic tastes. I think NOBD hit it out of the park, but the club I was going to dinner at required more formality (for one thing, a proper tie was very much required). That outstanding scarf would have had to go and, let's be honest, without the scarf it becomes merely good. I was, by the very nature of what and where I was dressing for, giving somewhat of an F, whereas NOBD may very well not have been. Apples and oranges.
3. Once you start comparing apples and oranges, again, subjective opinions based on individual taste work there way into the conversation. I had a visceral dislike of rumpled vest dudes outfit and that was based on my subjective hatred of the trilby hat which, based on what I see walking around the city, is an immediate indication of hipster try-hard's. Throw in that too-short purposely rumpled vest and it all looks, to my eyes, like he was trying very hard to look like he wasn't trying hard. The end result, in my opinion, is clichéd. On the other hand, while I wouldn't wear it, Terrence Howard's outfit looks more like a standard dude trying to look snazzy (with various levels of success) which is a lot less eff's given than rumpled vest guy (and frankly more in line with what I consider good). That said, these are my opinions based on my personal tastes and if I tried to assert anything other, it'd be pretty ridiculous. Yes, as a society, we have certain things we generally agree (on a majority basis) as being good, like NOBD's outfit. Trying to define that in objective, truly quantifiable terms is, IMHO, like trying to accurately define the beginning and end of a circle.
Just my 2 cents.