A girl I just saw exclusively for a month and still see/talk to on occasion would always say that to me: "tell me something." This could happen at any time, whether just hanging out, cuddling, etc and even immediately after a conversation died. As someone who is working on being more outgoing and spontaneous I would honestly struggle to say something at least meaningful, but I always felt that I said everything I wanted to say in organic conversation. Is this a shit-test? Is this her trying to get me into her frame? Am I just boring? Not sure what this means.