Warning: Spoiler! (Click to show)
Surely, when it comes to thinking about style, the point is to try to understand any piece of clothing and its material qualities, how it relates to other pieces of clothing, what you want the clothing to say (whether that's to yourself or to anyone else) and the context in which you might wear it? What you are implying is that you don't relate to the kinds of jeans that would be amenable to stacking, you wouldn't want to look like that, or that you would never find yourself in a context where it would be appropriate to wear them. And in your personal case, I'd agree: with your body shape and (here I am just guessing based on your posts) your persona and lifestyle, you would probably look ridiculous in stacked jeans. Neither of us can with any validity generalize this to everyone, and perhaps even anyone, else, except those who might share your combination of attributes.
As for me, sometimes I will wear jeans that stack (e.g. cheap slim, black ones from Uniqlo), which I might wear with Red Wing Engineer boots or sneakers and a fitted t-shirt. I also have denim I wear cuffed (heavier, selvedge denim) and some that is tailored (e.g. my white Rag and Bone jeans), which I wear with other things. In the latter case - and I am sure Fritzl will splutter into his coffee at this - I've worn them with a black wool DB blazer, white linen shirt plus black Converse. But then I don't wear the same kinds of clothes all the time and I don't feel at all uncomfortable switching registers or mixing things up - whether I actually dress 'well' in any particular context is another matter and I am not making any claims about that. Nor would I claim any denim expertise but, in getting to understand denim, I have certainly learned from SW&D here - where there are some seriously knowledgeable people when it comes to denim - and also from my time in Japan - where denim is taken very seriously.