As usual for Keen shoes, these were comfortable right out of the box. I walked at least three miles the first time I wore them and had no problems. The soles aren't super flexible, but they may break in with time, and since they don't rub my heels, I figure it doesn't matter. And my feet will definitely be protected. The shoes are a versatile shade of brown, and I like the material of the laces. There is no lack of padding or cushioning anywhere on the shoe. These will probably last a long time - I bought them to replace another pair of brown Keens that I've had for years and years and that are still basically wearable and look okay, but have finally started to show some age.