Answering my own question…
I definitely come from the second group, I’ve tried to draw a hand full of various ideas, but always end up with something different.
Somewhere during the initial setup of a scene, drawing placeholders for characters and other things.
I come to find that what I’m planning out and what I wanted are two different things.
I used to fight it, trying to get a drawing to look the way I had originally intended in my mind.
But I eventually came to find that it was far more difficult to try and change things, (often repeatedly), in a vain attempt to mach my original idea, than it is to see what I can do with what I have.
So now I just let things drift where they may, and if what I’m drawing starts to look or aim in a given direction, I just go with it and see what I get in the end.
Even now, I've been working on a new drawing, I started with the faces, positions, angles, etc. But as usual, nothing lined up right and I couldn't make anything look right.
And so much so, to the point that what I made was so different from what I originally intended, that it would be easier to start from scratch than to modify or fix what I already had.
And so I just go with it, and let it become what it becomes, playing with light and shadows, colors and backgrounds, etc.
As I get closer to completion, everything starts to get more solidified and unlikely to be changed, but somethings are still up in the air and I won't know until it's completely done.