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Three years ago he told her he wasn't ever going to be good enough for her. That she deserved better and he would only cause her pain if they stayed together. He had just hit rock bottom and he didn’t want to bring her down with him. So he broke it off. It hurt him. It hurt him to watch her fall apart. He just had to walk away then. It was the worst decision he has ever made. OR... Jughead goes and get's his girl.