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Hook is ageless though, because Neverland. So I still think that the visual age difference between him and Rapunzel is meant to be just enough to suggest that they’re father and daughter.
What I’m thinking is that on one of his jobs for Pan, where Hook left Neverland for a few days, he hooked up with a random, then he buggered off back to Neverland and never knew that he got someone pregnant. Said pregnant lady finds herself poor and alone and very pregnant, so makes a deal with a powerful witch (Gothel in the bad wig) to be able to get some stability in her life, but the payment for the deal is the witch gets the baby. And that’s how Rapunzel ends up in her tower. *many years later* Hook is back in NewEF for a little bit on another vacation from Neverland, and he hears about some witch with crazy magic, which leads him to the tower, and then Rapunzel is all, “OMG I was told that my dad was a pirate with a Hook for a hand!”
Part of me wants to say that Rapunzel = Anastasia = Tremaine and Hook’s kid, I just dunno if it’d really work considering some of the tid-bits we know about Anastasia so far. Because they said she “died” when she was 14, didn’t they? And Rapunzel is definitely older than that. And it also seems like Drizella actually knew her sister, which couldn’t have happened if her sister was Rapunzel in the tower.
I mean, I could believe a story where the lady that Hook hooked up with was a young, poor Tremaine, who made a deal with Gothel for wealth, had to give up her baby, who became Rapunzel, but then the tower’s destruction “killed” her, and once Tremaine had custody of her back, she re-named her Anastasia, because that’s what she’d always wanted to name her, but Gothel had named her Rapunzel instead when she took her as a newborn. BUT I just don’t think that would fit with the stuff we know about Anastasia, so I’m not really thinking that’s actually the case.
And I just don’t really see Rapunzel = Tremaine = Hook’s baby mama, because I don’t think it fits with what we know about him sneaking into his daughter’s prison to play chess with her and having her piece be the tower. That doesn’t fit if Rapunzel was his lover instead of his daughter.