Ugly headstocks are the biggest turn offs I see on a guitar. The body, color, top can be amazing but if it has an ugly headstock everything is ruined. To me they look like home build, cheap guitars even if they are not.
Deep inside I feel that having a very good headstock shape is part of the secret of successful and lasting guitar brands.
To me the balance of the PRS headstock along with the body shape/carve of the Customs are an amazing work of art. No matter the finish they always look like high quality, classy real guitars.