Wow. The ability to autowound twice is just insane. Given how easily the culture can regenerate conditions (and minions too), there will be a lot of hurt fellowships in the near future.
No, fierce does not apply in this case. A Dark Shape Sprang tells you to resume the suspended phase when the skirmish ends, so there is no room for a fierce skirmish in there.
You cannot include multiple sites of the same name in your desk. However, if your opponent plays Neekerbreekers’ Bog, you can play your own copy of the bog later on too, if you wish.