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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.
 
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