My son and I agree on this, these are the MOST comfortable shoes either of us has ever owned! between us we have purchased eight pairs over the past several years.The leather is beautifully soft and pliable but NOT thin or flimsy. They need no breaking in. They look great and clean up easily. Because they are all leather, you can wear these without socks ( college boy's preferred style) and they don't get stinky. Best of all they come in sizes up to 16! I would absolutely recommend applying spray waterproofer/conditioner when you get them, and every couple of months afterwards, it will keep them looking good and keep your feet dry if you're walking in damp grass etc.