Well, I wore my new boots all day Tuesday, which included a short shopping trip, a couple hours of work (in-house walking), driving, and some walking outside. They did really well! They were very comfortable, and the thing I was worried about (loose-ish heel) wasn't a problem at all. I did get a mild blister on the little toe of my right foot at the end of the day, but I'm sure with wear the leather will stretch and settle to fit my feet better.
Overall I'm more than satisfied with them and will keep them!
...I'm just glad I bought them before I decided to put us on an allowance/budget system ;) Now I think I'm going to save up for these. I need something I can wear with my knee socks!!