Yes, but most people can pull off dark hair and most people have dark hair so it isn't a common issue. Hair colors like blonde and red hair however don't look good on just anyone, so occasionally they do cross that line.
I had to read the question a few times before I started to get the meaning of it... I think in English "being able to pull off" something means you look or do fine with it (it's compatible to you). So from that perspective it could be someone looks far better with a different hair color and than the statement would be true. I hope I'm getting that right... :o