I love these boots, originally I bought them for long urban walks with my dog, 2+ miles, and they were so comfortable that I ended up using them for my 8 hour bartending shifts, and then for a delivery job that I do where I go up and down stairs quite a bit. I have these in 3 colors, and also have started buying other Chaco boots, as I am on my feet constantly, sometimes 12-14 hours a day if you count dog walks, and the Luvseat is amazing. These do start out a bit stiff, and felt weird the first time I put a pair on, but they support your whole foot, not just the arch, I knew after the first few hours that these boots were going to be life changing, I know longer come home at night with throbbing feet, and sore legs--and I have bought good $200 work shoes and boots for the past few years, used inserts, etc,  these just do my feet right without inserts,. Though they are comfortable enough from the start, after a few times wearing them they break in and feel like heaven when you put them on.  I usually wear an 8.5 to 9.5 in shoes and boots, and when measured at Red Wing shoes, I was a perfect 8.5. I have a wide bridge, and skinnier heel, I tend to wear work socks, or PHD socks by Smartwool with my boots when working.  Everyone's feet are unique though, so these might not be the magic slipper for you.  For guidance I wear a 9 in Vasque hiking boots, a 9 in Salomon after sizing up for thick hiking socks.