To add to what RG said about Hook telling his past to Emma, I often wonder the same thing but about Neal. Should he have eventually revealed to her his past, that he was from a magical land, that he has actually been to Neverland and known Peter pan, tinkerbell, and Wendy, that he came to this world in a magic bean portal, etc. With Emma/Hook its a bit easier because what Hook would tell her isn’t something that sounds crazy, but imagine meeting a guy and he starts talking about magic portals and fairy tales as reality. She’d think he was off his rocker and would probably leave. So, in that case, should Neal have eventually revealed who he was, knowing Emma wouldn’t believe him (she only believed Henry when he was on his deathbed after all). Would it still be a good relationship if Neal/Emma or Hook/Emma goes on without telling the truth about their pasts?
"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