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Type of Shoe
What is a good pair of shoes to wear with brown khaki pants? I already have brown boat shoes, black dress shoes, and brown Dockers penny loafers but I am willing to buy a new pair if any of those wouldnt go well. I am traveling to Italy soon and I need some advice, thanks

Personally, I would go with the penny loafers. Especially if you are wearing a button-up shirt or a polo. Part of it will depend on whether your pants are a darker brown or a lighter brown. Like I said though, that’s just what I think would be acceptable.
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