Jib didn't seem right.
WAYWRN: Classic Menswear, Casual Style - Page 798
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He may well be naturally left handed, as hinted at or asked before, and is simply unaware of it. It is not unusual for parents to force left handed children to do things right handed. Or perhaps he is ambidextrous. I have never thought about how anyone wears their belt. Now I have another meaningless thought to clutter my already over crowded simple mind.
Interesting experiment of mixing formal & informal. I'd probably like it more with a different navy jacket rather than a pinstripe, but then again, that might blur the point of the aggressive juxtaposition. Overall, I'm not personally convinced. But more importantly, did you enjoy wearing it and did elicit the reactions you thought it would?