I've enjoyed looking through the threads on this site, and finally decided to create an account once I reached an impasse. Background I just received a very prestigious fellowship for dissertation work in North Africa and Europe. Ill be over for 8-9 months and I'll spend my time nearly completely in urban areas. In these places, its easy to find yourself walking 2-5 miles in these areas. I tend to pack somewhat light. So far, I've been a big fan of the unstructured cord blazer, dark jeans, trousers. I've since found that the signature stretch polo (no logo) from express fits without looking like a circus tent. It fits my arms and chest, which can be an issue. I wasn't aware that bodytype was so important in the selection of shoes before reading the many posts here. So, for full disclosure, I am 5 foot 9, have a 44 inch chest, 33 inch waist, and 17.5 inch arms. I'm kind of stocky, and its a problem to shop around sometimes. I've read on this site that large feet (mine are 11EE) can benefit from a cap to visually cut the length while shorter guys can benefit from rounded toe shoes. My go to black shoes for a long, long time have been two pairs of Dr Martens oxford square toes. They look exactly like these solovairs. I've really liked the ample room for my toes. However, it has come to my attention from reading this forum that the round toe can make you look taller. Regardless, I've been very happy with these DM's for my black shoes. The shoes do well in a variety of weather conditions, can handle miles upon miles effortlessly, and I can shine them to bring their luster back. This helps keep a neat look that is sometimes not possible with shoes you do not shine. At the risk of committing an apostasy, my brown shoes have been similar to these Rockports, though the model they sell now is decidedly more plain. Rockports have been a reliable shoe, though they are no where as durable as my Dr Martens. The soles are thick on both types, and my feet appreciate them much more than thinner-soled rubber-soled leather shoes. Problem I will be walking many, many miles over a long stretch of time, shoes that I plan to bring need to be well-suited for a variety of weather conditions, and move within a few formality settings -- generally casual to academic semi-formal. I have to pack light, so I'm uncertain if any formal wear is coming with me. I have been considering the same shoes again, I suspect largely from the Mere-exposure effect. To attempt to break myself from the grip of this psychological phenomenon, I have decided to come here for other opinions. I've read threads on here suggestng these cole haans, among other shoes. I've had experience with the slightly comically high heel from Whites, and my feet love it. Love it. These have caught my eye, though I am uncertain about going with a boot. I'm less interested in the redwings considering similar price points, though i will look at them as I do have a redwings store in town. What am I missing?