Also, I'm going to have the first post up towards the end of today, some 11hrs or so from now. ^^ those still working on CTs, just give us an ETA if you haven't already, but otherwise no worries!
I think that part of the point of someone having a roommate is to create connections with the characters and force some of them into the same room and living place, which would force them to bond whether it be that they grow closer or hate each other. It would be an interesting environment to pair characters together and make them have to have some sort of communication, so I'm all for having them share rooms, or at least some of them if not everyone would or wants to.
I think Jack would be awkward around a roommate, but it would depend on the person who it was really. I think the opportunity to have one could make character interaction fun. Another thing that I'd like to bring up is having people of the same interests be friends and everything, because I don't really think that's been heavily addressed? But it's mostly just common sense. I haven't really been displaying Jack as a badboy, and I need to up my game on that part, but another part of that is not being a total badboy and I kind of have planned or keep thinking he always thinks about human interaction and the human condition.