These are awesome boots with a great Old School look and feel. I love wing tips and having a pair of wing tip boots is extra cool. They dress up with slacks, are great in the rain and go well with jeans. I put sno-seal on them to help waterproof the uppers, which also toned down the distressed look a bit. I walk a lot. My biggest issue with the boots is that they take a while to break in...but they get more comfy with each use and are feeling really good after having worn them about 15 days. Wearing high lace ups also requires a little technique to get on and off quickly, but its only slightly more cumbersome than a low lace up shoe.
The Frye James Lug Wingtip boot is an excellent choice for those who want a dressier look but need a rubber sole either for comfort or weather concerns. It was comfortable right out of the box with only a short break in period required. It is made in Mexico and that is the only drawback. Given the price, why not make it in America?
This is the first pair of Frye boots I have owned and this will not be the last. When I first put them on they felt a little snug but after about a hour they felt like I had been wearing them for years like an old friend. Love the wing tip.