How do I get Korg to ask me about his wolf costume??
After you already have been upgraded Bareshade in Entertainment Aspect. During night fair (after 20.00), there would be a new option name 'Halloween special'. Choose it and done an event. After you done that event, next day go talk with Rose at her shop. You will see Korg in there. After that, back to your house and talk with Korg, there would be a new dialogue about color problem.