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Tucker -- I notice the "ogee" quality of your ideal collar roll. Two S-shapes in mirror image of each other. Hadn't thought of it that way before.
Why is a collar roll desirable? I think a good roll enhances the look of the OCBD, brings it out. Since your collar is buttoned down, creating a new space and shape -- it might as well be a robust one.
As a shadow adds depth and interest to a shape in a drawing, or as a plentiful mass of foliage adds something to a flower -- so a robust, full roll makes an OCBD more handsome, to some of us anyway.
Why is a collar roll desirable? I think a good roll enhances the look of the OCBD, brings it out. Since your collar is buttoned down, creating a new space and shape -- it might as well be a robust one.
As a shadow adds depth and interest to a shape in a drawing, or as a plentiful mass of foliage adds something to a flower -- so a robust, full roll makes an OCBD more handsome, to some of us anyway.