These were really uncomfortable at first on the back of my ankle/lower calf.  I hoped over time they would soften up and they did--took about a week.  Love the front zipper. It's not a big deal, but the front zipper just feels easier and faster. I have Timberland Earthkeepers 'Granby' too, which were my favorite until I broke  these in.  Everytime I'm ready to go somewhere, I have to force myself to choose to wear something else...at least once in a while.  Definitely can wear them all day.  Got the olive one, but it really just looks black, brown, and ivory/gray (which is what I was hoping).