I think a hair colorist can be trusted to be the one to tell you what color to get. On the other hand, bleaching will damage your hair. There are gentle formulas that won't kill your hair, but it is harder to lighten naturally dark colors. I think if you don't go too light and over process, and also be very gentle on your hair afterwards, it can work. I have naturally black hair and have dyed my hair many times. I even had put white streaks in it before. The hair breaks if you're not careful, and sometimes there's just nothing that can be done about it but get the ends trimmed and hope for the best.