i have extremely dark hair naturally cause I have italian in me from my mums side, and I die my hair a golden blond, with dark and light highlights. everyone sayys it suits me better than dark hair. so I think you could pull it off, although I do have very pale skin, and greeny blue eyes, so I'm pretty versatile. my suggestion is go to the hairdresser and talk to them about what light colours would suit your skin tone, also I keep my eye brows dark, so even if yours are dark you won't necessarily have to lighten them. Just get some darker bits to soften the difference between your hair and eye brows :)
You can but it needs to be the right color blond. If you have cool-toned skin, you have to get cool-toned blond dye, and vice versa if you have warm-toned skin. Go to a GOOD hairdresser who knows what she's doing, and ask for her help. She'll be able to show you what colors of blond will suit you.