I've seen these top-siders for sale and I want some ideas on what kind of clothes should go with them. Here is the link: http://www.sperrytopsider.com/Style.asp?code=1003 Some of my own observations about them I've noticed that top-siders are not frequently used here in North America. Having lived in Europe for most of my life, I've seen them worn by a lot of europian men. They wear them usually evernings (summer, spirng and autumn), and week-ends. They wear them usually with khakis/chinos and jeans. They are worn by men of all ages. It's very common that a lot of young men in their early twenties wear them with chinos, jeans, or shorts. In some of the mediterrenian countries, they even go further by wearing them without socks. Here in North America it is very unusual. Now, your thoughts gentlmen.