Jay looking good, probably the most tasteful bb dresser. Maybe would have omitted the stripes in the suite but he's from Vegas so that probably influences him. Looks great, classic.
No, the double breasted looks awful on bb's , there is already too much material, that would just make more. plus they are out of style.
And the three button suit is over, never looked good anyway, unless your tall and very skinny.
Jay wins hands down as best dressed bb.