Aha, now you're thinking with portals! This is absolutely something you can do. Like you said, Bruce would have to face the consequences of looking like an enemy to the Night Market, but characters will have the option to change sides after their initial choice.

Granted, you can only change your allegiance once, and by "change allegiance" we mean "join either the Wild Hunt or the Night Market".

So, as a hypothetical example, let's say Bruce allies with the Wild Hunt. If he has any second thoughts about that decision, he can go back to being neutral. Once he's neutral again, he'll be able to either join up with the Night Market or go back to the Wild Hunt, but that's his last chance to pick an existing faction. If he decides to leave the faction again, he'll have to stay neutral from that point forward. OOCly, this is to encourage players to make their faction decisions carefully, and ICly, it's because neither faction will trust wishy-washy characters.

In any case, we love where your head's at, and we'll do our best to build in accommodations for characters that have plans a little more complex than signing up for one cause or the other.

Oh, and that NPC assassination plot? Go ham. They're all very killable. :)