One thing to remember with North American Indian style moccasins is best presented by an old quote from the early 1700's. It described the Indian footwear as
" ... a civilized way of going barefoot ..."
But that comment came from a person who grew up with European style hard-soled shoes. But it does hold so true. Your feet need a lot of conditioning to get used to wearing mocs.
The other thing to remember is that they WEAR OUT FAST! You can wear a hole through the bottom in just a few hours walking - depending upon the ground you cover. There are lots of early journal entries where they talk about repairing their mocs every evening! And taking a day off from their travels every few days to a week to make new ones!
Mocs need to be viewed as a ... consumable ... item. They wear out fast, and need to be repaired or replaced often. A great way to get some idea of this would be to walk/run/hike around in your cloth socks. Leather mocs should last a tad longer, but not much in regular use.
They are great out in the woods - once you get used to them. You can "feel" the ground beneath your feet. But most people just don't realize how short of a useful life-span they have.
A book that would help is Crafts Manual of North American Indian Foodwear (I think that's the title). I don't have the book, but all the "experts" tend to refer to it.
Hope this helps.
Mikey - yee ol' grumpy blacksmith out in the Hinterlands