I'm in a bit of a dilemma
Here are the details
We use to be really close friends but we now hate each other
The whole reason behind this was because of a practical joke where I nicked his chocolate milk and then I was a prick and didn't apologize or pay him back the $1, he then proceeded to bash me up, the next day I gave him back the money, afterwards he basically blackmailed me that if I didn't do (Insert Thing Here) he would tell this really strict teacher
This practical joke however was sort've revenge because he constantly made fun of my Chinese name and then tried to tell everyone in the school that I thought I could beat up this really buff kid, so as to get me beaten up by the buff kid.
Now he constantly teases me and annoys me, so what should I do now? Should I go ahead and tell the teacher everything and get us both into trouble or should I leave it and allow him to keep annoying me.
I try to ignore him, but it's freaking impossible.
Doesn't sound like a friend to me. That's more like an enemy.
Don't drive him away though ... if he's your arch nemesis, keep him close and watch him constantly. As for the blackmailing, stop giving into it, immediately and decisively. The worst thing that will happen is that he's going to be a rat, and when he'll do that, at least you'll know what he's capable of. In any case, it will be his word against yours. You may suffer some shame for what you did, but that's what needs to get done for you to solve this. Either way, this little shame will not follow you all your life, I did some pretty bad shit as a kid/adolescent. It's now all but forgotten and nobody holds it above my head. And in the end you'll see for yourself just how good a friend he is.
If he keeps annoying you, find something REALLY emberassing about him that you know and spill it out if he tries to make fun of you. Hope you've been good enough friends for oyu to know this kind of info. Make it personal for him. He thinks that he can have things done without consequences and that you won't do anything back to him because of the fact that you "used to be friends".
And I disagree with everyone here saying that escallating the issue will not solve it. The situation is already bad for you and good for him. If you don't make it bad for him, you'll just encourage it to continue. And if it gets worse, it will get worse for both. Just hang on for the ride, the person who was "confortable" before will usually give up sooner.