So I'm kind of a "good girl." I always do my homework, don't get drunk or high, etc. What would you think if a girl like me put a blue or purple (haven't decided yet) stripe in my hair? It would probably start at the nape of my neck and since I typically wear my hair down it wouldn't be super noticeable. I'm not thinking about doing it because it's "cool" but more because I think it's cool.
It seems like you want some attention by doing this. Just remember that it's not permanent if things go wrong. Try it out on a very hidden spot in case the color doesn't turn out right. I would have suggested going green to match your eyes but green isn't the best color. Plus some people get green hair from swimming in pools.