In a flashback to 25 years in the past, Stolas meets Blitzø, who becomes his first friend. Flash forward to shortly before the present, and they meet again for the first time since on a night that kickstarts their monthly arrangement.
Guest Stars:
Georgina Leahy, Jonathan Freeman, Leander Lewis, Don Darryl Rivera, Mason Blomberg
In an effort to watch Azathoth's tears descend onto Earth, an event that Stolas promised to take her to but forgot to, Octavia steals his grimoire from the I.M.P's office to do so but ends up getting lost in Hollywood.
Guest Stars:
Georgina Leahy, Barrett Wilbert Weed, Juliana Sada, Lyle Rath, Monica Franco
The I.M.P are invited to meet a mysterious figure offering them a vague job. Upon arrival, Moxxie realizes that he is far more familiar with the place and the figure than he'd like to be.
Guest Stars:
Eric Schwartz, Abe Goldfarb
When Striker kidnaps Stolas, Millie and Moxxie must rescue him while Blitzø takes Loona to the vet.
Guest Stars:
Jason LaShea, Georgina Leahy, Edward Bosco, Vivienne Medrano, Joel Perez
Loona goes to a hellhound party in the Gluttony Ring, but after things don't go the way she planned, she asks Blitzø to join.
Guest Stars:
James Monroe Iglehart, Kesha, Jinkx Monsoon, Edward Bosco, Vivienne Medrano
Due to Blitzø being preoccupied, Moxxie takes an opportunity to lead a mission for the first time, in which he and Millie travel to Earth to investigate the death of a camper and kill the culprit.
Guest Stars:
Vivienne Medrano, Jinhee Joung, Monica Franco, Lyle Rath
Upon being abducted by Crimson and Striker so that they may be used as ransom, Blitzø and Fizzarolli are forced to confront each other over their mutual hatred for each other following the explosive ending of their childhood friendship.
Guest Stars:
Alex Brightman, James Monroe Iglehart, Edward Bosco, Vivienne Medrano, Abe Goldfarb
Fizzarolli participates in Mammon's annual clown pageant, which he has done every year since Mammon began hosting them and won in each of them. However, with the help of Asmodeus and Blitzø, he realizes that things need to change.
Guest Stars:
On Earth, the Cherubs partner with the D.H.O.R.K.S. after being captured by them and discovering their mutual disdain for the I.M.P. Meanwhile, in Hell, Blitzø prepares for his monthly meeting with Stolas.
Guest Stars:
Alex Brightman, Erica Luttrell, Don Darryl Rivera, Jayden Libran, Vivienne Medrano
After Blitzø and Stolas' transactional relationship finally comes to an apparent end, Blitzø attempts to make things right with those who he has wronged in the past.
Guest Stars:
Lyle Rath, Cristina Valenzuela, Jinkx Monsoon, Abe Goldfarb
Millie helps Blitz deal with his NOT-breakup and things happen. WARNING: Happy Halloween.
Guest Stars:
John Waters, Jinkx Monsoon, Monica Franco, Jack Plotnick, Don Darryl Rivera
When Andrealphus learns that Blitzø has been illegally accessing Stolas' Grimoire, I.M.P. is arrested and put on trial, where they must defend themselves against the court's harsh accusations.
Guest Stars:
James Monroe Iglehart, Michael Cusack, Patrick Page, Jason LaShea, Georgina Leahy
Alex Brightman, James Monroe Iglehart, Faye Mata, Don Darryl Rivera, Zach Hadel