I think a bald head is very attractive on a man; so my vote is to shave it all off. This is probably difficult for some men, because they equate balding with aging--but there are women who actually find bald men desirable!!!
That depends. Some men look hot with a shaved head. Others, not as much. Shaved or not, I would never want a man that I was with (dating or otherwise) to wear a toupee. They are fake and imply that that the man would rather be fake than honest.