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I think since the jacket and pants will have such a strong visual presence you would want to keep the footwear simple and sleek.
You are obviously welcome to try the combination out though.
In other words, not very far.
I love this post.
Or some very sleek loafers.
Which again, is a false argument.
Having said that, it is useful guide for beginners who are willing to explore the art of dressing up.
Also, In the Dressing Room with Brenda has a chapter 13 that goes into messages in case you have that in your personal library.