It does sound like the picked things that would cause the most pain to each person. As if they picked their darkest fears. [That does fit in with what he's describing for Chuck and Phanan. He's more or less given up on entirely understanding everything that happens here or what the theme of each day is. This one seems like it was just designed to hurt.
He glances as Spike after that last dark comment, not particularly surprised by it. Just because Jack is alright now doesn't mean everything is suddenly fine again. He may not be afraid of Spike hurting him but just like he said, he could and that's the problem.]
Do you still feel like it's a genuine possibility here? That you might lose control?