Regina does everything in her power to force Emma out of Storybrooke and out of her and Henry's lives forever. Meanwhile, the chilling circumstances of how the Evil Queen released the curse upon the fairytale world is revealed.

Emma and Regina team together in order to find a way to save Henry's life. Meanwhile, in the fairytale land that was, Prince Charming attempts to escape from the Evil Queen's clutches in order to reunite with Snow White who, unbeknownst to him, has already taken a bite of the Queen's poison apple.

In the aftermath of the Snow Queen’s spell, our heroes try to pick up the pieces and Regina has to make a difficult choice. Hook’s fate hangs in the balance as Gold’s quest for power threatens everything he holds dear. And, in the Enchanted Forest flashback, an intrusion during Belle's stay at Rumplestiltskin's dark castle will wreak havoc in both the past and the future.

With Gold banished from town, the residents of Storybrooke attempt to resume their normal lives. Hook and Belle search for a way to release the fairies from the Sorcerer’s hat, while Emma, Henry and Regina continue to look for clues that could lead them to the Author. But when a terrifying darkness descends on the town, Emma and Regina are forced to confront the true nature of evil. Meanwhile, in New York, Gold and Ursula enlist Cruella De Vil to join their cause.

David and Mary Margaret suspect Cruella and Ursula have come to Storybrooke looking for something more than their own happy endings – something that threatens to reveal a secret they thought was long buried. Emma begins her own investigation of Cruella and Ursula, but she can’t shake the feeling that her friends and family are keeping something from her. Regina and Henry continue their search for the Author, turning to Pinocchio and Marco in the hope Pinocchio might remember a clue that will help them. Meanwhile, in a flashback to Fairy Tale Land, Snow and Charming cross paths with the Queens of Darkness as the threat of the Evil Queen’s Dark Curse hangs over all of them.

In order to infiltrate the Queens of Darkness as a spy for the heroes, Regina must prove she’s still willing to get her hands dirty. Meanwhile, Emma, David and Mary Margaret scramble to keep tabs on their undercover operative. Hook requests an unusual favor from Belle as Henry makes progress on his search for the Author. In a Fairy Tale Land flashback, Regina befriends Maleficent and helps her to rekindle her lost spark.

Hook leverages his complicated history with Ursula to find out what she knows about Gold’s endgame. Gold and the Queens of Darkness torture August for information about the Author as Emma, Mary Margaret and David race to find them. Regina grows concerned for Robin Hood’s safety while she struggles to maintain her cover with the villains. In a Fairy Tale Land flashback, when a restless young Ursula enlists Hook’s help to run away from home, she soon learns it isn’t wise to trust a pirate.

Hook tells Emma that her fate is at stake in Gold’s plan while Regina leads the villains on a wild goose chase. Henry makes a breakthrough in his search to find the Author, but Mary Margaret and David need a moment to reconsider the best course of action. In a Fairy Tale Land flashback, Snow and Charming search for a way to ensure their child will grow-up to be a hero. When a traveling peddler directs them to visit a kindly old hermit, Snow and Charming are presented with a choice that could secure their child’s goodness, but at a price that will haunt them for years to come.

In fictional 1920s England, viewers meet a young Cruella, whose oppressive mother uses her Dalmatians to terrorize her daughter. Cruella is confined to her mother’s attic until a mysterious stranger arrives and empowers her to challenge her captor. In Storybrooke, Regina gains leverage to keep Gold from interfering with her plan to rescue Robin, but her trip to New York takes the backseat when she and Emma learn that Cruella has kidnapped Henry.

Emma’s potential for darkness is looming over everyone, but when Emma realizes Maleficent’s daughter Lily is in fact her closest friend from her foster care days, she resolves to find Lily and reunite her with her mother. Regina joins forces with Emma and together they set out to track down Lily and to warn Robin about Zelena. However, neither of them is prepared for the harsh realities they’ll encounter in the outside world. Meanwhile, in Storybrooke, Gold faces a crisis involving Belle. In a foster care flashback, things are looking up for young Emma with her new family until Lily’s appearance threatens to destabilize everything.

Emma returns to Storybrooke to reunite Lily with Maleficent while Regina and Robin struggle to cope with the implications of Zelena's pregnancy. When Gold's health takes a turn for the worse, Isaac looks to a new ally for help procuring the magic ink he needs to re-write history. In a Fairy Tale Land flashback, Cora returns from Wonderland to beg Regina's forgiveness on the anniversary of Daniel's murder. Cora vows to help her daughter find true love, but Regina remains suspicious of her mother's intentions.