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.

Billy and Irwin have been playing their favorite video game, Beasts and Barbarians, for three days non-stop. In an attempt to stop their video game addiction, Grim transports them all to a real-life version of the game. Seeing as Billy and Irwin are still doing good in their quest, Grim increases the difficulty by manipulating the traps himself. In the end, Billy, Mandy, and Grim return home escaping from a giant cyclops, while Irwin remains trapped.

Grim falls for a Goth girl.

Grim is bored of being left alone while Billy and Mandy are not with him. Grim decides to fulfill his dream by working as a swimsuit model, but, as he is a corpse, he is not hired. Subsequently, Billy and Mandy give him a makeover to look more human. In the end, Grim gets the job in a TV ad, but he is only in the commercial for a few seconds and is portrayed as an ugly person.

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.

Billy, Mandy, Grim and Pud'n are part of the "Person Scouts" (a Boy Scouts-esque organization) and need to sell cookies in order to win a badge. However, as Billy eats all of the cookies, Grim proposes to bake their own cookies using his aunt Kali's secret recipe. The cookies are a success and the troupe wins the contest. In the end, at the Person Scouts awards ceremony, aunt Kali reveals that the secret recipe contains insects, but everyone continues eating the cookies anyway.

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

Billy's pet hamster, Mr. Snuggles, celebrates his 10th birthday, so the Grim Reaper comes for him. However, Mandy, Billy's friend, is reluctant in allowing it, so she proposes a deal to the Grim Reaper: if he beats the kids in a game, he can take the hamster, but if he loses, he will spare the hamster's life and become their "best friend forever". The Grim Reaper transports the kids to limbo, where he challenges them to a game of limbo. Despite his best effort, Grim ends up losing because he is attacked by Mr. Snuggles at Mandy’s command.

Billy's mother, Gladys, first notices Grim in Billy's bed, then in the shower and subsequently starts to get panic surges thinking that Billy is in danger. Meanwhile, Harold, Billy's dad, just thinks that Gladys is imagining things. In the end, Gladys ends up going living with Billy's aunt, Sis to try and calm herself down.

Billy wanders into a junkyard, where a massive hole in the earth opens up and pulls him down in. Later, Mandy and Grim get pulled in as well. They land at the center of the Earth, which is home of Nergal, a devilish creature. The lonely Nergal, who has been watching Billy and Mandy for some time, wants Grim to hand over the kids to him so they can be his friends forever. Grim happily leaves the kids behind as he returns to the surface; however, he later goes back for them because he can't handle the guilt of abandoning his friends. In the end, Grim is defeated by Nergal's electrified tentacles, but Mandy defeats Nergal merely by kicking him in the shin.

Zombies crave the brownies Billy makes.

While Spring cleaning in the middle of November, Billy takes an old, cursed lamp from Grim's trunk. When he gives it a rub, he releases the curse Grim had warned them about: his own mother. Having three wishes to make, Billy wastes his wish by wishing to know what to wish for. Mandy wishes Billy and Grim would "shut up", so Grim never gets to make his wish. Then, Mandy decides to make the last wish to whoever makes her the happiest. In the end, Mandy wishes everyone in the world would go away, which she is glad about.

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.

Billy tells Grim to help him throw a surprise birthday party for Mandy. Then, a reluctant Grim helps Billy prepare a cake while keeping it a secret from Mandy. In the end, a somewhat surprised Mandy reveals that her birthday isn't for the next five months, something that Billy already knew about.

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 misses his life as the reaper of souls and, due to his bet, he cannot return to the Underworld, much to the hilarity of his Underworld co-workers. Having a sudden epiphany, Grim decides to be good and help people rather than try to take their souls. However, Grim's attempts at being good are faced with resistance from people, who are scared off by his appearance.

Grim gets Billy and Mandy into sorcery school.

In the future, Mandy rules the world.

Mandy develops a crush.