Incredibly comfortable right out of the box. They were a little tight across the arch of my foot for the first couple of hours of wear. That changed after a couple of hours and the boots were completely broken in from that point forward. These are truly as comfortable as sneakers and I wear them all day long at work on my construction sites as a general contractor. The soles have great traction and these boots look far better and are more stylish than work boots that I don't really need as the GC. Also got them in the Black Cherry color so I alternate between two pairs and I'm not wearing the same pair every day. The leather is very soft and supple but it also takes a great shine so they are easy to keep looking good. You can't beat the price/value combination these boots represent.