What does it mean when I dream of the same person every night?

I think your subconscious is telling you to address the hurt you went through with this boy - perhaps it is to protect you from the same thing happening again. Your subconscious is an obedient servant and you should pay heed to its message because these dreams don't keep coming up for nothing. It is telling you that you shouldnt block out the memory because there is an important lesson to be learned from it.