They are also bring Zoso back into this season for a flashback. Maybe the owner of the hat is apart of the Dark One History. Rump probably hunted him down and was once HIS apprentice. Maybe that’s why (in-universe) whoeve the house belonged to was willing to let the Dark One use it for the Taco-mo0on *cough* I mean Honeymoon 😛 because it was a gift to his student, his apprentice.
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"I could have the giant duck as my steed!" --Daniel Radcliffe
Keeper Of Tamara's Taser , Jafar's Staff, Kitsis’s Glasses , Ariel’s Tail, Dopey's Hat , Peter Pan’s Shadow, Outfit, & Pied Cloak,Red Queen's Castle, White Rabbit's Power To World Hop, Zelena's BroomStick, & ALL MAGIC