Something to consider too is that Rumple said that if you can bottle love you can do anything. Well, Emma is actually the love he bottled and Emma is the person who was sent through the tree. So if you can do anything with bottled love it may actually be that Emma is the exception to all rules of magic. If that is the case than it may be that it was possible to send Emma through in the wardrobe as the exception to the “only one person can use the tree” rule. So then it would be possible for both Pinnochio and Emma to be sent through to the real world using the tree. This wouldn’t be doing anything sinister behind Snow or Charming’s backs, in fact he could have been using Gepetto and Pinnochio to make sure Emma was protected until her 28th birthday to ensure that she would return so that the final battle could begin. It was, afterall the Blue Fairy who said that only one person could be sent through the tree. And knowing how Rumple feels about fairies, and I think, especially the Blue Fairy, I think he would get great pleasure in finding a way to mess with the Blue Fairy’s logic about her own understanding of the tree’s magic.