(The following questions are from my character's to Jack's character Aiden. I'll add more for his other characters as I think of them. And yes, others can add IC questions too.)
Claire: "Alright, Aiden, I know now you weren't lying when you talked about emotional manipulation. So let me ask you this. Have you ever stopped to think that your own feelings for Lamont were never real? That he was using that power on you to pull your strings and amuse himself before he finally got bored of playing puppeteer to you?"
Claire: "Out of morbid curiosity, were you actually serious about wanting to be my sire, Aiden? Or were you just trying to terrify me? And if you were serious and had succeeded, what then? Would you have trained me like a proper sire should, or would you abandon me like Karma's sire did, leaving her to meet the sun - making a fledgling just to let them burn?"
Constance: "Why would you want to resurrect your rubbish sire anyway, whelp? You did the world a favor by removing him from it."
Constance: "What exactly is your obsession with Claire, whelp? Is it her connection to Jack? Her history? Being my descendant? Or is it because she's a blue eyed blonde like your filthy sire?"
(Edit Thought of some questions for Jack's other characters.)
Claire: (To Sylas) "Hey Sylas, I was wondering, have you experienced any changes since drinking Constance's blood?"
Claire: (To Jack) "Jack, someone was asking me the other day was it was like to be sired by you and they also wanted to know from you what it was like to sire me. I remember being a mix of excited and nervous, making awkward jokes about how maybe we should do this in the bathroom to make clean up easier, and how wonderful it felt to be fed on by you - and maybe, but I'm not sure as it's not clear, begging you to hold me as I died and returned because I was suddenly very scared. But back to the other person's question - what was it like siring me from your point of view?"