These boots are very comfortable.  I've worn a pretty wide variety of work/duty boots.  Skechers, Keens, Cats, Magnums, and other Timberlands.  These are probably my favorite.  Very lightweight, breathable, and they have that cool tactical look (if you're into that sort of thing).  I've been wearing them for a couple of months now.  Did not really require any break in.  I've had them in snow and shallow puddles, with no leakage.  Haven't seriously submerged them yet, but for what I do they have been fantastic.