Once Upon a Time in Wonderland / Tear Jerker

As a Moments subpage, all spoilers are unmarked as per policy. You Have Been Warned.

Episode 1 - Down the Rabbit Hole

Alice was gone so long in Wonderland that her father presumed she was dead.
Alice is so distraught over Cyrus’ apparent death, she’s willing to undergo a lobotomy in order to forget everything
- Just seeing Alice sit stoically in doctor’s office, tearfully dismissing her adventures as delusions.
The Red Queen cruelly tossing Cyrus off the cliffside.
Alice’s reaction when she realizes Cyrus isn’t at the Hatter’s house. Even Will chastises the White Rabbit for getting her hopes up.

Episode 2- Trust Me

It’s mostly Played for Laughs, but Silvermist is still hurt over Will breaking her heart.
Cyrus tearfully asking Alice to make her wishes already because he can’t bear thinking about what life will be like without her.

Episode 3- Forget Me Not

The Grendel’s backstory: He was a normal man with a loving wife. She suddenly died and he stole the Forget-Me-Knot from the Red Queen so that he could see her again. When the Red Queen found out, she cursed him to look like a monster.
- After the Bandersnatch is defeated, the Grendel tries to use the Forget-Me-Not one last time, only to see that the memory of his wife no longer appears.
Will and Alice learning that the White Rabbit betrayed them to the Red Queen.

Episode 4- The Serpent

Episode 5- Heart of Stone

The entire opening scene with Anastasia and her mother. It’s heavily implied that she is Lady Tremaine from the Cinderella story.
Anastasia: He doesn't need to give me anything. I love him.
Mother: You cannot live on love, Anastasia. And when you learn that lesson the hard way, you'll be right back here where you started. But when you come back bring a bucket. Because the only way you're coming back inside my house is to empty my chamber pot.
- The sad part is she ends up being right.
Will’s face when he sees Anastasia is the new Red Queen.
The Old Prisoner forcing Cyrus to leave him behind

Episode 6- Who's Alice

Alice’s return from Wonderland is less than welcoming. Her father has a new wife and daughter, no one believes her about her trip and she’s struggling with her grief over Cyrus’ death. It finally culminates with her agreeing with her father to be sent to an asylum.

Episode 7- Bad Blood

Jafar’s mother dying.
Alice calling her father out for the way he treated her. It’s actually Jafar is disguise but he clearly understands where she’s coming from, no doubt thinking of his own father.
Alice’s father begging her not to forgive him or save him with a wish.
The Sultan witnessing not only his son’s death but also his cowardice.

Episode 8- Home

Cyrus’ frantically begging the White Rabbit to save an injured Alice. Despite being an all powerful genie, he’s helpless.
Will and Alice almost dying in their loved one’s arms, courtesy of Alice’s first wish.
Anastasia begging Alice and Will to believe that she wants to help them.

Episode 9 - Nothing To Fear

Trying to stop an angry mob from killing her, the deposed Red Queen suggests that they instead hold her for ransom. The leader of the mob asks who would pay to save her life. The Queen can only answer "No one."
The Knave rejects Lizard's love because he doesn't have a heart. As if that's not bad enough, Lizard says "I wish you could feel something for me" while still holding the bottle. She drops dead and the Knave is sucked back into the bottle because she used her last wish, feeling the only thing he can feel for her now: grief and anguish.

Episode 10 - Dirty Little Secrets

After sincerely trying to make up for all the bad things she'd done, Anastasia is broken by the Jabberwocky and makes her three wishes, allowing Jafar to become Will's master and begin the spell.
Cyrus' backstory. After Cyrus cheats two men in a card game, they set fire to his house in retribution. His mother is badly burned. Then he pressures his brothers into stealing magic water, which heals their mother. However, the guardian of the water curses all three of them into becoming genies.

Episode 11 - Heart of the Matter

Cora manipulating Will and Anastasia into breaking up.
The ending. Will gets his heart back, he and Anastasia share a beautiful kiss... and then Jafar fatally stabs Anastasia, who dies as Will cries and screams from behind bars.
- Especially given the echo of the earlier scene when Jafar threatens Anastasia to get Will to talk - Will barely cares, and Jafar is drawing blood before he speaks up.

Episode 12 - To Catch a Thief

Jafar realizing that Amara is Cyrus’ mother and mortally wounds him so that she’ll do the spell.

Episode 13 - And They Lived Happily Ever After

Amara sacrificing herself to the Well of Wonders in order to break the genie’s curse.
After Jafar is defeated, all of his spells are undone….including bringing Anastasia to life.

Tear Jerker / Once Upon a Time in Wonderland