I'm thinking maybe they started dating before she became really outrageous and she was still somewhat manageable. Then she just got progressively worse. I feel like she calls him whenever she hits rock bottom and she needs him. Plus I sort of think she lost her virginity to him and they have that awkward first time connection that only a few have. I could also see her having broken up with him because she's decided that she's wanted nothing with the witch stuff. A part of her rebellion stage, so I could see her having put distance between them and doing shady things and he just had enough and broke up with her. But he still cares about her.