“What Cupid Problem” and “Kai Parker Screwed Us” take place simultaneously. “Kai Parker” focuses on events inside the prison world where Alyssa Chang (Olivia Liang) banished Josie (Kaylee Bryant), Alaric (Matthew Davis) and Lizzie (Jenny Boyd). Sebastian (Thomas Doherty) isn’t the only familiar face the family comes across as the episode explores how Alaric dealt with problem students in the past as well as offering the first appearance on the show of the girls’ uncle Kai Parker (Chris Wood) who apparently will be sticking around to cause more trouble throughout the season. Several mind games later, one character manages to escape the prison, although it will be up to a suped-up evil Josie to get the rest of the characters home.
“What Cupid Problem?” takes place back at the school where the students deal with the sudden appearance of Cupid (L. Steven Taylor), who turns out to be more murderous than one might expect, while Hope (Danielle Rose Russell) attempts to get answers from Alyssa Chang about retrieving the Saltzmans. “Cupid” also returns to the familiar theme of Landon (Aria Shahghasemi) stumbling along his own path to being a hero. Of the two episodes, “Kai Parker Screwed Us” is the more successful both for exploring the motivations and errors of multiple characters (such as Lizzie discovering the harsh truth about he vampy boyfriend) but also for bringing in another villain to pair with the Necromancer (Ben Geurens). The fact that Kai traveled through the Malivore pit, wiping himself from the minds of his enemies, makes him that much more of a dangerous threat.