Further conclusions: I really like #1 tucked in with bootcuts. I can see a place for it on dressier occasions, tucked into bootcut pants or a pencil skirt.
#4 is staying for now, but if I don't reach for it by the end of spring, it's going out. It's on probation. Still can't pointpoint why I think it both works and doesn't work. There must be some emotional component at play, due to the fact that I've been experimenting with boho styles and this may be farther in that direction than I'm comfortable with. If nothing else, I can probably get some use out of it lounging around the house, as it's pretty casual. That's something to consider.