I like the black top blue jeans look too. But I like to see dark shoes or boots preferably with a heavy sole (Doc Martens or Brogues come to mind) rather than sneakers. When the weather gets a bit chilly some sort of sports jacket or coat to top it off. This can be flung casually across one shoulder or across a satchel with shoulder strap as appropriate. I guess Steve Jobs finds sneakers comfy tho.