Oh, they're so good. Depends on where you lace them - I like it on the second from the top so it has a little more give when a take steps, but you can also lace them third from the top and they're also great. Really comfy, but I just find that my feet slip around a little more without the lacing up the ankles. Though in saying that, maybe the leather is just really stiff still. I haven't worn them all day, just for a few hours when I get home.

I also love sandals and that's all I wear in the summer. If I remember, I can come back with a reply in another month or two to let you know how I go after breaking them in. :)

Edit: Didn't even answer the question, really. No, I've got enough room that the boot doesn't rub on my ankles! I do wear long socks with them, too. Just did a walk around the lounge to confirm. Perhaps the leather is softening, because they were stiffer last week. Finally.