True hearts day

It is spring in the world of Ever After and love blossoms along, undaunted by the reality that the population's romantic potential has already been laid out within their destinies for them. Even C.A. Cupid, daughter of Eros, is bound by the rules of Ever After. But being from another world, these rules do nothing to stop her from pining after Dexter Charming. He does not feel the same, but appreciates her friendship. It is because of this that he entrusts her with a book he found in the forbidden section of the library called The History of True Hearts Day. Cupid is overjoyed and immediately heads to Headmaster Grimm's office to convince him to return the holiday to its glory of years ago. Headmaster Grimm, however, refuses to do so, calling the holiday dangerous because it doesn't fit with the pro-destiny philosophies of the school. Though he fails to take the book from Cupid, he forbids her to talk about it with anyone. Intimidated but not easily shaken from her goal, Cupid meets up with Briar and tells her all about True Hearts Day through charades. She easily convinces the resident party girl to help her organize a secret True Hearts Day dance.
Down in the Enchanted Forest, Duchess enlists Sparrow to help her obtain evidence of Ashlynn's and Hunter's secret romance. They find Ashylnn and Hunter on a romantic date and Duchess, after taking pictures, threatens to expose their secret and take Ashlynn's place in the royal rankings as well as her Happily Ever After. The threat ruins Ashlynn's and Hunter's date, prompting Ashlynn to return to The Glass Slipper to think the situation over. Apple pays the store a visit and notices Ashlynn's distress, but Ashlynn declines to share her problem with Apple, who is widely known for her pro-destiny mindset.

Back at Ever After High, Cupid holds her radio show to help others with their love problems. Dexter calls in to gain advice on how to confess his love to Raven Queen. Despite precautions, Cupid recognizes the caller as Dexter. Heartbroken but dutiful, she tells him to put his feelings down on parchment. Thanking Cupid, Dexter quickly goes to write Raven a love poem. Once finished, he leaves the poem at Raven's locker for her to find. He hides nearby and watches as his crush finds the gift, but things go differently than he anticipated. Because he signed the poem as "D. Charming", Raven incorrectly interprets it to be from Daring Charming, leaving Dexter's heart worse off than before

Ashlynn and Hunter ask Cedar Wood, the only trustworthy person who knows about their relationship, to meet them in a café because they need help now that Duchess is on the verge of exposing them. Cedar advises them to reveal their relationship before Duchess can, which they agree is the best course of action.
At Ever After High, C.A. Cupid receives a shipment of party supplies. Headmaster Grimm becomes suspicious and asks her what the party supplies are for. Cupid stutters, but Briar and Hopper rush to the rescue and tell the headmaster that they are using them for a play. The explanation satisfies him until a shipment of heart-shaped cakes arrives. Thinking fast, Cupid tells the headmaster that they're for a scene where Briar throws cakes at Hopper. Briar demonstrates to sell the story, which convinces Headmaster Grimm of their sincerity. In another hallway, Duchess finds Blondie Lockes resistant to reporting on Ashlynn and Hunter, because she doesn't want to harm her friends. Duchess tries to change her mind, but Hunter and Ashlynn choose that moment to make their relationship public themselves. Duchess is angry that she's been thwarted, which amuses the couple until Apple walks up to them and expresses her disapproval. As it turns out, the entire school has strong opinions about the couple; the Rebels wholeheartedly support them and the Royals are skeptical at best.

All in all, Ashlynn is overwhelmed and tries to make sense of everything. After Princessology, she tries to talk with Apple. Though past her initial distress, Apple still can't agree with Ashylnn's choice, in part because Ashlynn did not trust Apple to know about the relationship before the public reveal. Still thinking, Ashlynn goes for a walk in the Village of Book End, where she encounters Duchess. Duchess gloats over Ashlynn's self-destruction, having realized that it is irrelevant to her plans who brought the relationship to light. Noticing that her enemy is happy about the situation and her friends are everything but, Ashlynn concludes that she and Hunter have made a mistake. As such, she takes him aside in the castleteria to break up for their own and everyone else's sakes. Unable to cope, she leaves Hunter standing alone and heartbroken.