Ok, I've just revisited this and looked through the alternate choices again, and I can see why some of the others would be easier to style, but I still like the Pliners best.
I know I'm going to have to do some experimenting with these as well. The cuffed style is a little more challenging and less straightforward than a style that hugs the ankle and fits nicely under the hem of jeans, etc., but that's also part of the appeal of them -- they're a little different and will call some attention to themselves. I'm taking notes from Jenava!