I really like the polkadot skirt with the white dots. That would be a good one with sneakers.
I guess I'm sort of in the middle. On the bottom especially, I prefer tighter fits. If I had a different lifestyle, I would wear more floaty midi skirts, but I find them a very feminine look for work, and not practical with my grade school kids.
Ps: What I mean by feminine at work is that I stand out, and I don't really want to stand out that much. This is a confidence issue for me, I think.