I once played a Tabletop RPG where one of the NPCs was an annoying, opinionated AI who refused to do work beyond what he calculated his level of keep was, but who would freely criticize the plans and opinions of anyone he found it amusing to in a gratingly sarcastic way.

Eventually, I stated having thoughts in his voice commenting on my actions unbidden. It was rather surreal. Truly though, I'm a bit sad it ceased some months after the game ended.