shaving head isn't that bad. You'd be surprised at how people treat you differently when you're bald. Girls are either instantly into you, or instantly not. You look older. Anytime you give someone a dirty look, you're much more likely to get the reaction you want, cause bald dudes are typically viewed as no-nonsense badasses.
ya gotta put on some size, you can't be skinny and bald, that'd suck.
Shave it bald, take some pics. Then let it grow in for a week, and shape it. most people like a little salt on it, just a light level 1 growth, but that'll vary.
Once you're bald, you might like it... people look at you like a fcking man, not a kid.