From the first time I wore them they felt totally comfortable and broken in. I had to get a half size bigger than usual to get the right fit but that said the fit is great. I usually order my normal 10.5 and an 11 just in case. The 10.5's fit my son-in-law so he is the benefactor when the 10.5's don't fit me. He too loves the shoe. So far the waterproofing is perfect, it's the slushy season in Michigan and the Oakridge performs perfectly.