I would still attempt to keep the hair that you currently have. If for nothing else than because it gives you the OPTION to grow it out if you decide that yo uwant to. That, and I am fairly certain the fact that you look badass with a shaved head is because you still HAVE hair up there, and you can see the stubble even when it's shaved really short like that. If that turns into an "old man horseshoe"...then I'm fairly certain that you're not going to look as good :-/