I think there's probably one too many casual element here. Brown pebblegrain bluchers + 3 patch + BD shirt. I think it would be better with one of them slightly more formal (maybe balmorals instead of these) Nah, that would ruin it. That's sort of a throwback to a BB-esque look. You would have seen this all over NYC in the '50s & '60s. I mean not exactly that, but patch flannel + OCBD + wool tie + gunboats, sure. Right vox? The shirt throws it off the most because there is no way to press those seams flat. I bet if I had worn my pinpoint BD, which presses up much more crisply, everyone would be fine with it.