how would a two cherub player session actually work? would they have enough time before the reckoning? would the game divide them into two separate bodies so they can each have their own planet? could it ever work, or was calliope naive to think that it would?

I mean, regardless of what happened in the Session, Calliope and Caliborn did each have a Dreamself. If Caliborn hadn’t made Jack kill Calliope’s, even predominating, it’s arguable her Dream Self would’ve continued to live on. The body proper would never be split in two, but Dreamselves do exist! The entry process, however, may have been a bit Fucked Up, because even though they’re two Players, they would’ve entered as one, leaving a Client without Server, and unless they could’ve set up a way to enter one at a time somehow, like Sawtooth and Squarewave entering with Roxy’s and Dirk’s lands, they would’ve been stuck in a Session with one Land. Even if they did enter, though, Calliope and Caliborn have no volcanos anywhere nearby, so while they may have been able to escape the Red Sun about to go Supernova by joining a Session, it would’ve been Null. Cherubs sharing a body, basically, only fuck over the already difficult process of winning the game, but it doesn’t seem completely /impossible/.