Such an interesting thread. I can very much commiserate with you, Janet. I was just thinking the other day that man, I sure don't have that "expensive" body type.
The more things I try on at the store in a higher price point, the fewer things seem to work... not a size thing, they just aren't cut for short rises, big butts, short legs, and stubby necks! Ixnay on the Vince scuba jackets, all the Theory dress slacks, most Vince and Joie jeans, Rag & Bone jeans, and pretty much any skirt I ever try on ever that isn't draped jersey. Even the VC tube skirts pull on my bubble butt and scrunch up around my saddlebags when I walk.
Anyway, like I said, just venting to commiserate. BUT, the good thing is that you have a great eye and have created your own edge in a way that is both unique and authentic. I think you have the ability to translate any edgy look into something that will work for you.