This is by far the most comfortable boot, right out of the box. Almost zero break in. The leather is soft, inside and out. The first pair I purchased started creasing in strange places around the toe on both boots. The store swapped them out without question.
I love these boots, they are the perfect combination of formal and casual. Only thing to note is that they run a size big. I am a solid size 13, but surprisingly sized down to a 12 and have no complaints.
This is my third time purchasing this exact chukka. The fit is perfect and comfortable. I wear these daily and am on my feet 90% of my day. They look great new and even better as they are naturally worn.
I have only worn these shoes for 10 minutes at home. They seem a little snug, but not too small. They look great, my wife loves them. They are casual yet classy. When I want to look put together but not too dressed up these are the shoes I will wear.