I've worn these almost a year now, and they are still stiff and uncomfortable. My first pair of Pros were amazing, lasted 2 years through tough use. The second pair I bought to replace them lasted a few months before the soles fell apart. I figured I would give Timberland another try, but I was wrong. These have never loosened up, the soles are still hard like plastic and after a rough day my ankle has a sore. Timberland quality has plummeted, stay away.