No. Never paint the headstock to match the body color. The neck is a continuous piece of wood, and the face of the headstock should match the back and sides. Sorry, one persons aesthetic opinion.
Practically speaking also, owning several Fender-style basses, I can swap necks between them at any time without being concerned about the headstock clashing, because it is woodgrain.
???????? I don't even know to respond to such insanity.