As Grim watches the entire season of "My Troubled Pony" (parodying My Little Pony), he learns from Mandy that the show was cancelled and does not have an ending. Grim decides to reap the "Schlubs" (a parody of The Smurfs), 100 creatures that live in Billy's yard, to melt them into gold so he can finance the creation of the series finale. Grim must get past Billy and the aggressive Schlubs themselves, including the single, large female (a parody of Smurfette). After Grim thinks he got the creatures with his scythe, Mandy appears to have used all the gold herself to become rich.

The day before Christmas, Billy, Mandy and Grim go to the shopping mall, where Mandy complains that Santa Claus is just an invention from corporations. Grim assures Mandy that Santa is real, and they even went to college together. They decide to travel to the North Pole and meet Santa, but when they arrive Mrs. Claus tells them that Santa Claus has been transformed into a vicious vampire.

Grim falls for a Goth girl.

When Billy decides he wants to grow up to be like Grim, he says nothing will stand in the way of their friendship. They meet a girl named Blandy, who looks very much like Billy, and Billy falls completely head-over-heels in love with her. When Blandy shows romantic interest in Grim, Billy is struck with mad jealousy and wants Grim out of the picture. Mandy consults Grim's encyclopaedia of monsters and realizes Blandy is actually a creature from another dimension. Despite Blandy showing her true form and leaving, Billy remains madly romantically infatuated with her; but only up until the following episode.

When Billy goes to visit his maternal grandmother and Mandy decides to have the day for herself, Grim finds himself free of the kids to do whatever he wants to do. Since Grim quickly gets bored he goes to visit General Skarr, and lets him take his magical scythe, which Skarr uses to build an army of giant lawn gnomes. Since Grim is so used to having two kids with him when they go on an adventure, he enlists Mindy and Pud'n to help him combat Skarr and retrieve his scythe. Mindy and Pud'n prove to be worthy substitutes but they are scared away by Mandy when she notices the unusual trio

Zombies crave the brownies Billy makes.

When Billy digs his front yard he finds a frozen caveman, who is actually Fred Flintstone (from The Flintstones), but whom Billy names Jake Steele. Billy tries to acclimate Fred to the modern life but the job is not easy. When Fred is taken to school, he predictably goes out of control, kidnapping Miss Butterbean and running away in Principal Goodvibes' car. The ensuing chase results in Fred crashing into an ice cream truck, becoming frozen again. Instead of reaping him, Billy decides to bury Fred in the yard again. A future is shown where both Billy and Fred are defrosted by brain-eating creatures.

Grim brings monster cards to life.

Grim gets sick.

Zombies crave the brownies Billy makes.

When Billy's dad gets a promotion at his job, he tells his family they are going to move to another town, starting a dispute between Billy and Mandy over who gets custody of Grim. Grim suggests they settle this in court, and hours later Billy, Mandy and Grim find themselves in the Underworld court, presided by Judge Roy Spleen, and which has Fred Fredburger, an incorrigible dumb character, as a juror.

Billy, Mandy and Grim visit Mighty Moe, an old man who has discovered the secret to add extra years to his lifespan: a good diet and exercise. Mighty Moe decides to publish his secret in a book, and Grim needs to stop him by offering junk food.

When Billy and Irwin want to watch classic giant monsters movies, Grim decides to take them to Japan to see real monsters. They meet the turtle-like Cragorah (a parody of Gamera) who engages in a fierce battle with the three-headed Kittirah (a cat version of Ghidorah). To help Cragorah, Grim transforms Billy into a giant monster too (a parody of Ultraman). Mandy soon arrives with the intent of punishing them all for organizing this expedition without her permission. Controlling Mecha-Gorillasaur (a giant gorilla robot) she defeats Kittirah and beats Billy.

Grim gets Billy and Mandy into sorcery school.

In the future, Mandy rules the world.

Mandy develops a crush.

When Billy, Mandy and Grim go to the beach, Billy is swallowed by a whale known as Blubbery Joe, which also houses in her stomach Mister Geppetto and Pinocchio. Tired of not having a real son, Geppetto convinces Billy to be his "real son", while Pinocchio becomes increasingly jealous and is set on eating Billy's flesh to become a real boy and gain Geppetto's fatherly love and affection. Mandy and Grim search for Billy on board Captain Deadwood's ship, who is made of wood and who has been hunting Blubbery Joe for years. Billy, Geppetto and Pinocchio are expelled from Blubbery Joe's stomach, and as Billy needs to go home, Blubbery Joe accepts to be Geppetto's son.

Mindy befriends Grim.

Billy helps Eris spread chaos.

Mandy visits a haunted house.

Irwin turns into a werewolf.

Billy hatches a giant spider.

When Mandy and Grim go to the warehouse store, Mandy notices that everything seems to be in order, lacking any presence of chaos. Hoss Delgado, spectral exterminator, arrives saying that everything has been that way since he started dating Eris, the goddess of chaos. Mandy assures Delgado he must break up with Eris to restore chaos, but fearing her temper, he is reluctant to do so. After failed attempts by Grim, Mandy, Billy, and Irwin to break their relationship, Delgado finally tells Eris the truth about he wanting to break up, and she complies by turning into a giant insect and devouring him.

Mandy and Billy are forced to share a room.

Grim tries to help Billy pass a test.