Real Life Confession

My freshman year of high school I became friends with someone who would bully me for 3 years of my high school life. I became friends with him because we were both on the chess team and mathletes. He would basically manipulate me to do stupid things, he is horrible with loans, he would find crafty/sneaky ways of basically putting me down and making me feel worthless. Around him I essentially turned into a changed person, because of this I have angered quite a few people in the process. Why did I put up with this? Well, I don't know how I rationalized it. My parents say that it is because I am not used to being manipulated and haven't learned how to deal with it yet. I also grew up with a brother that has aspergers, so I have a high threshold of patience supposedly. Some specifics of what he did to me: (Probably the most blatant) he stole my email password and sent an email to the whole school about "10 reasons i support bernie sanders" (because it's believable), he convinced me to cheat for him in exchange for free food, we ended up getting caught, I loaned him 100$ and he refused to pay me back when he had the money because nothing was "legally binding". He convinced me to do many sophomoric things (such as slave-squatting on a table, messing with other people, etc.), he was in fact determined in pushing my weak-spots just to get some cheap laugh all the time. Then after doing something sophomoric he would keep repeating those stories amongst our friends like they were "gold" even when it clearly bothered me. Everything seemed to turn into something competitive, and he always had to be better, and if he wasn't he wiggled on top with his mental gymnastics. I get easily flustered, and i convey ideas much much worse when I'm rushed, or if I dont have a good amount of time. He would often dismiss my thoughts/opinions and if we got into an argument he took advantage of me flustered, and overall make me feel like shit. Well about a month ago the team had a weekend long tournament and I tried to avoid his shenanigans for as long as possible, but the tournament city was 6 hours away, eventually I caved and he really pushed me to my limit. He was ruthless, no action I took was safe from his manipulations. But worse this time was the fact that he got the team behind him, everyone knew that he was an asshole, but he must have got them to cave too and target me. They went through my phone, they played multipe pranks on me, etc. At one point I snapped over something small and stupid. Long story short he pissed off the coaches and next season one misconduct will get him kicked off the team, I've been told to stay away from him. The coaches have apparently been working with him and his issues for a while and he clearly has problems at home, they seemed to hint that he has narcissism and low self-esteem. I have avoided him for the most part. Basically we have an makeshift off-season chess club at the same place that he works but with only a few of the players. Even after I gave him a clue he still decided to be "chummy" and "joked" about my chess on his break. On the one hand I hope he doesn't lash out with violence or something because I'm pretty sure I was his only friend, or at least his closest thing to a friend. But on the other hand I've dealt with him for 3 years and not once could you get around his mental gymnastics, not once did he cease to be the same asshole. I could never "win" an arguement with him unless he was able to turn me into a child for arguing. I just wish just once he would flip out/do something crazy or be stared down so I can take him down a notch and so people could see that beneath that shell of his is a miserable troubled person, and he would probably stop manipulating the rest of the team too.
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