When the apple does not hurt Emma, but Henry, Regina refuses to complete the deal, so Jefferson releases Belle from the asylum underneath the hospital in spite. She and Mary Margaret escape, and Jefferson disappears until right before the curse is broken, when he helps Regina get a poisoned apple in return for new memories for Grace. Jefferson is one of the three people in town who remembers his past life, but Emma thinks he is crazy. In Storybrooke, he kidnaps Emma and Mary Margaret in an attempt to get Emma to believe, telling her that she has magic and that she can make the hat work. And thus, Jefferson spends the rest of the days until the curse making hundreds and hundreds of hats, slowly going mad with the fear of never seeing his daughter again.
Heartbroken at the knowledge that Grace will never see him again, Jefferson is dragged off to the Queen of Hearts, who tells him to make her a hat like the one he used. When Jefferson realizes that Regina means to leave him behind, he tries to stop her, to no avail. Jefferson and Regina make it through her maze and guards, and Regina takes back… her father? Yes, the Queen of Hearts took Regina’s father and kept him captive. Regina agrees, taking him to the home of the Queen of Hearts, who Regina claims has taken something from her. He takes Regina to Wonderland, reminding her that the same number of people went in through the hat have to come out.
Jefferson refuses at first, telling Regina that his daughter, Grace, needs him, but later changes his mind when Regina offers to give him enough money to live comfortably with Grace. One of two Wonderland characters to appear on the show thus far, Jefferson’s story begins with a visit from Regina in the Enchanted Forest, asking him to take her Wonderland with his amazing, magical hat that can open portals. With one of most heartwrenching backstories of any of the characters, Jefferson, while quite freaky at times, is a fascinating and sometimes fun character.
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