Yeah. Helena expresses it well...the function is key -- but alas, it is much easier to be flexible when what you need or crave is a new statement item. When you're after an essential, it's more difficult.
Stag Fash -- were you suggesting that my style is not organic? I wasn't sure what you meant.
In any case, to clarify further -- I am looking for the function when I seek a pair of jeans and a summer (or winter) white top or a plain navy one.
I'm not after some illusory "perfection" in the item itself. The item is only perfect in its context. To work for me, the top or the jeans I search out do have to fit, feel comfortable, and be consistent with my style persona. (So, for example, I am not comfortable in jeans with rips all the way through or pink glitter all over them even if the fit happened to be fantastic) .
Most of us have some fit issues. Jeans are notoriously tough for a lot of bodies. Comfort can also be elusive if one has sensitivities to specific fabrics, etc. And consistent with style persona can be difficult in some years as well. It all becomes more difficult if you have a restricted budget, you live in a small town or city or outside a city or a place without generous return policies, etc.
To me, there's no other pant that really fills the place of jeans in my wardrobe, though I like wearing other kinds of pants. And ditto for tops in my key light and dark solid neutrals. Without those, my outfits don't come together and my style falls apart, pretty much.
That's because my style is a lot more neutral dominant than yours. I'm a fan of colour and I enjoy pattern mixing but typically I prefer to ground my outfits with my key neutrals. LJP's style is even more neutrals dominant, as a rule. That's why a really good black top and a pair of jeans could prove absolutely crucial for her and there really is no other way to fill those functions. Unless she decides she will forego jeans entirely in favour of a simple black pant or an olive cargo pant (if that's easier to find and fit) -- which, I suppose, is always possible. It's tougher to give up on core items in your essential neutrals, though. I don't look good in beige so I will never exchange it for one of my other neutrals. Just won't work. I need those white and navy tops!
My stuff does all "go together" as you put it, in the sense that it all reflects my style priorities and much of it can be mixed and matched into new outfit combinations. But if I'm missing the key backbone essentials, that's not going to happen. And shopping for those can be difficult at times -- for example, finding navy has been tough in the past few years dominated at retail by earth tones.
For statement shopping, I'm led by whim and even whimsy -- it is not a chore but a joy. I also enjoy shopping for essentials because I have less guilt about purchasing them. In fact, I'm much more likely to overload on essentials than on statements -- there seem to be two types of shoppers in that respect and that is just my personal fall back, but I don't mind this -- if they are available. It's when you can't find them that it becomes a chore and a problem and strategies could help.
Phew, that got long! Sorry for the digression, if it is one.