Thanks for your input. I am not sure what you mean by social engineering (I cannot imagine an example), but it is "real" hacking. He references specific things

Thanks for your input. I am not sure what you mean by social engineering (I cannot imagine an example), but it is "real" hacking. He references specific things in her conversations and sensitive legal documents stored on her personal computers. All of her devices are Apple iphones and laptops. We suspect the avenues for hacking could have been: 1. pictures, video, and music files emailed to L from H 2. L logging into an alumni website that H is a webmaster of (where he posts and drops his hints) 3. KakaoTalk messaging app He is a law student with rich parents, so we suspect he has hired someone to hack L's devices for him. L and I know nothing about security. Is it possible to infect a router, internet service provider, apple icloud, or any of Google's services (gmail, etc.)? These sound unlikely, but we considered them after L was continually hacked after getting new hardware. One time, she was trying to compose a text message to find a pretyped message where it is supposed to be blank -- this message was obviously from H. This was on an Android phone (one that she had switched to from 2 previous iphones; every other device was an Apple product). I don't even know if I may be hacked at this very moment (since H knows I am a close friend of L and L has used my computer on several occasions), and that H is watching me type this.