At a father-and-son picnic, Billy re-encounters with his spider "son", Jeff, in a dirty bathroom. Once again, Jeff tries to make Billy love him as a true father does, but Billy remains terrified of all bugs. Mandy tells Jeff he is being too nice, and to get Billy's attention he needs to be meaner. After being coached by Mandy, Jeff finally snaps and ensnares Billy in his spider web, forcing Billy to say he loves him.

When Billy crashes his bicycle, he obtains a free tricycle from a mysterious boy in a supernatural porta-potty. While Billy loves his tricycle, which he calls Trykie, he is also mocked because of it by Irwin, Pud'n, and Sperg. Trykie moves on its own and attacks the three of them. Mandy realizes the problem with Trykie, and Grim confirms that he is cursed. Billy realizes that Trykie is indeed evil as well, and he lets Mandy destroy it once and for all.

After spilling salt in a restaurant, and not throwing salt over his left shoulder, Billy starts having an unusual amount of extremely bad luck. The next day, Grim analyzes Billy and finds out he has a "Catastrophe Snail" attached to his brain, which is causing him the bad luck.

Billy, Mandy and Grim go to the beach where Grim falls asleep and Billy buries him in sand. When they leave, Billy only takes Grim's skull, leaving Grim's body to be found by a rich family that take it with them. With his adoptive family, Grim's body becomes a celebrity and refuses to go back with Billy and Mandy. Eventually, Grim's skeleton is reunited with his skull, but instants later it is shattered by dogs.

After he turns down his dad's invitation to go fishing, Billy gets a tiny, weakling, pet fish, which he names Little Porkchop. To make Billy happier, Grim makes the fish grow overnight to become a giant. Billy takes Porkchop to play under the Sun, and never gives him water again. He burns to ashes and is flushed down the toilet. Billy's dad returns form his fishing trip having caught Porkchop, now back to his normal size, but plans to cook him.

General Skarr buys a home in Endsville and becomes Billy's neighbor. After Skarr invites Billy into his new house, Billy mentions Grim's scythe as ,he strongest and most powerful weapon in the entire universe, and Skarr tries to battle his desire to be evil again. Eventually Skarr steals the scythe but Mandy proves to be even scarier than he is, and takes it back.

Lord Pain, a fearsome warrior from the Plain of Eternal Suffering, appears in Billy's house looking to serve his master, Grim. Lord Pain is put to clean the bathroom, and is confused as to why Billy and Mandy treat Grim the way they do. Eventually, Lord Pain realizes that Mandy is to be his real master, and prepares mashed potatoes for her.

In this short, set in the Stone Age, a child version of Grim undertakes his first assignments as the Grim Reaper. When he goes to visit a cave witch, she shows him his terrible future being abused by Billy and Mandy

When Mindy mocks Mandy's dumb and coward dog, Saliva, Mandy decides to train her dog to be meaner. After Grim keeps mentioning his own dog, Cerberus, Mandy decides to use Grim's special whistle to call the gigantic, three-headed, fire-breathing hound. Cerberus marries Mindy's chihuahua, Little Delicious, and Saliva snaps against Mindy for a brief moment.

After Billy eats 19 creme-filled Atomic Frenzy Cakes he cannot sleep and wants Mandy to read him a bedtime story. Mandy, Billy and Grim each tell a story. For his story, Grim uses a supernatural storybook from the Underworld, which makes Billy and Mandy enter the book and reprise the tale of Hansel and Gretel. Billy departs from the story and follows Pinocchio, who wants to devour Billy to become a real boy. Mandy saves Billy from Pinocchio, but she and Billy remain trapped in the book as Grim, the storyteller, falls asleep.

When Billy, Mandy and Grim go playing golf, they encounter boy wizard Nigel Planter again, who is there hiding from the dark wizard Lord Moldybutt. They head back to the School of Sorcery, where they keep on running into Moldybutt, who warns them to stay away from the "Chamber Pot of Secrets" hidden in Dean Toadblatt's office. It is revealed that Lord Moldybutt is actually Toadblatt, who was disguising himself to scare off Planter. Note: The title is a spoof of Harry Potter and the Chamber of Secrets.

When Billy and Mandy are utterly bored, Grim takes them to Underworld's "Circus of Fear". The ringleader, Dr. Fear, notices Billy and Mandy, and tries to recruit them into the circus to attract customers, who would pay to see real, live humans. After they go back home, Dr. Fear captures the two kids, and Grim has to get them back. During the show, Mandy breaks free and in a strange twist of the story, she reveals that the beastmaster, Clortho, is actually Dr. Fear, who in turn is just an earthworm, leaving Billy confused.

After failing to scare a fifteen-year-old, the Boogeyman decides to visit his old middle-school victim, Grim. Grim remembers how Boogie used to be a bully, and demands an apology from him. Boogie disappears to the Underworld, taking Billy with him. Mandy and Grim follow Boogie, and to settle their differences Mandy suggests having a scaring contest, in which whoever can scare a kid the most wins. Boogie's transformation as a werewolf is not enough to scare the kid, but Grim's transformation into a giant, horrific rubber duck is.

As Billy walks into the woods to have a picnic, Yogi and a giant, feral version of Boo-Boo (from The Yogi Bear Show) come to steal his basket, and he escapes by hiding in a cave. Billy is taken to the mushroom lair of the dwarfs where King Beardbottom tells him the story on how the different races split the food-services industry, after the conference of Rivendell. The king sends Billy to infiltrate the elves' cookie factory to deactivate their force field, so the dwarves can assault the factory. After a fierce battle (censored out "for younger viewers", by a single clip of a pink koala continuously licking a eucalyptus leaf) and Billy's words, the elves and dwarves decide to work together and split the profits.

While going to a science museum, Billy and Mandy's school bus breaks down in the middle of the desert. After digging for fossils, Billy, Mandy and Grim wander around and find an abandoned mine, where Billy is captured by a giant, mutant chicken. When Mandy and Grim go to rescue him, they find an underground laboratory from the days of the Cold War where mutant chickens were created. The mountain makes eruption, the chickens are roasted by lava, and the whole class obtains food so they do not have to resort to cannibalism.

Billy's first cousin from the center of the Earth, Nergal Jr. goes to school for the first time, but he is worried that people may not like him. Soon enough, Junior becomes bullied by Sperg, with Miss Butterbean's allowance. Billy suggests Junior to use his shapeshifting abilities to take on the form of Miss Butterbean, so Junior can help him pass a math test. Junior likes the idea, but he morphs into Miss Butterbean to get revenge on Sperg instead. Sperg is seen living in the center of the Earth as Junior's pet.

After watching a TV show, starring Captain Heifer and his Heifer Farms Brand Yogurt, Billy asks Grim to turn him into a superhero with the power of squeaking and throwing yogurt from his armpits. With his wish granted, Billy goes to outer space to fight the Evil Empire, but the planet he visits is mostly inhabited. Despite being free of Billy, Grim still has to deal with Billy's equally dumb father, Harold. After Billy fills the alien planet with yogurt, he returns home to be "normal".

Trying to get revenge at Mandy for bossing them all the time, Billy and Grim put her in the "Mask of the Beast". Mandy must be nice and friendly while wearing the mask, or else she will become a hideous monster. Failing to remove the mask herself, and struggling to be kind to Billy and Grim, Mandy gradually turns into the beast. Billy and Grim ask Mandy to smile while she gives them a sponge bath, but this turns out to be too hard for Mandy. She fully transforms into the beast and punishes them instead.

When Billy sees his father shaving, he decides having a beard is cool and buys "Hair Raiser Tonique", a hair-growing formula. Grim casts a spell on the tonic to make its effects appear faster, but Billy exaggerates the quantity and grows hair in all his body. Billy is mistaken for the Sasquatch, and a reward is offered for his capture. Hoss Delgado also receives the tonic and is captured and exhibited as the Sasquatch, while Mandy collects the reward.

After being bullied again by Sperg, Billy asks Grim to shrink him to enter Mandy's head to steal her "nerve". After Billy swallows the raw nerve, a polyp-like organism, Mandy becomes timid and scared of everything while Billy becomes tough and mean. While Billy goes to get revenge at Sperg, Mandy enters Billy's head to recover her nerve. Mandy recovers her tough and cynical attitude without her nerve, which is successfully retrieved from Billy and banished from Endsville.

When Billy forgets to do his history homework, Grim gives him a universal remote control to alter time and space so he can go back in time and finish his report. Billy and Mandy travel to the American Revolution, to prehistoric times, and even to the future, where they meet an aged Billy who is just finishing the report. After a struggle for the remote, Billy ends up again in the Prehistory and the remote breaks. Fast forward into the present, every person is dumb like he is and shares his characteristic big nose, including Mandy and Irwin.

During a thunderstorm, a lightning bolt hits Grim's scythe, transporting Billy to Asgard, land of the Norse gods. Mandy and Grim go searching for him, while a Viking wearing Billy's shirt remains at his house as a substitute. In Asgard, Billy learns about the endless battle in Valhalla, in which if a warrior dies, he is resurrected to continue fighting. Billy is surprisingly good at killing other Vikings, so Mandy and Grim are unable to convince him to return home.

Grim is annoyed by Billy who thinks that a shadow is following him. Grim takes Billy and Mandy to the Shadows' World, where their opposites live. Grim tells them to do whatever they want, but to be back at 5 o'clock, when the portal to the normal world opens. Grim also warns Billy about the Door to Other Dimensions, but Billy opens it and a multitude of Billys come out an wreak havoc.

After Billy wakes up from another nightmare involving clowns, he is more terrified than ever towards them, so Mandy and Grim try to cure him of this clown-a-phobia. Mandy asks Grim to bring to life a clown's head made on paper mache to entertain Billy, but the spell does not seem to work. They dress up as clowns in an attempt to look harmless. After consulting with his imaginary "Inner Frat Boy", Billy changes his feeling from being afraid to being angry at clowns, and attacks them with Grim's scythe. Billy is cured of his fear, but the paper mache clown attacks and eats them.

Thinking that the world is chaotic enough as it is, Eris, the goddess of chaos, decides to quit chaos to work at a hamburger restaurant. She entrusts Grim the Apple of Discord to watch over for her, which he seals in his old trunk. The apple frees itself from the chest and goes to Billy. Mandy is attracted by the apple's powers, and after being persuaded by Billy's talking burrito, Billy, Mandy and Grim battle for control of the apple, which divides in three pieces. The battle results in them being fused together into an amorphous mass, and, with an evil grin on her face, Eris decides to offer the apple to Irwin too.

When Billy and Mandy have a brief fight, Billy says he never wants to speak to Mandy again. The next day, Billy is over his grudge, but Mandy has already decided to find a replacement for him. Mandy introduces Bobby, the new "Billy", who turns out to be a better friend than Billy, even gaining the affection of his parents, but who also wants to take over Billy's life. A jealous Billy uses Grim's scythe to open a portal and send Bobby to another dimension.

When a doctor is unable to cure Sperg of his severe case of acne, Sperg goes to see a fortune teller that deals with skin problems. Following a Burmese recipe in her book, the psychic tells Sperg to get the Grim Reaper's bones and rub them upon his face. Sperg has to tolerate being friends with Billy and Grim to get access to the latter's bones. One of Grim's arms gets into a stew and when Sperg is immersed in it, the mix cures completely his acne, but it also erases his nose and mouth.

While reading an Underworld comic book, Billy finds an advertisement for "Chocolate Sailors", a delicious chocolate candy-which being Underworld candies are secretly hexed into enslaving the eater. Billy becomes a seller of Chocolate Sailors, but instead of selling them ends up eating them all by himself. The enchanted candies turn him into solid chocolate, and now Billy cannot stop eating himself. Billy, Mandy, and Grim go searching for the Chocolate Sailor to retrieve the antidote before Billy eats himself completely. Instead of eating the antidote, Billy eats the antidote along with other enchanted chocolates, and his head (which was all that was left of him) explodes as a result and covers Chocolate Sailor, Grim and Mandy in chocolate. Later Grim and Mandy are shown watching TV while drinking "Billy" Chocolate shakes.

When Billy has a loose tooth he cannot wait for the Tooth Fairy to appear to give him money. Mandy, who does not believe in the Tooth Fairy, asks Sperg to end Billy's waiting by knocking his tooth off. Sperg's punch leaves Billy unconscious, who has a dream about being in the wild west, where the Tooth Fairy has taken his tooth. Mandy challenges the Tooth Fairy to a showdown to recover the tooth, and she comes out victorious just as Billy awakens. Billy does find money under his pillow, while the aged Tooth Fairy watches through the window.

When Billy hangs out at Irwin's house, he finds a living mummy in the bathroom. Seeing as Irwin gets nervous, and as Billy has never met Irwin's mother, he suspects she is the mummy. To scare him off, Irwin's dad tells Billy he has the "curse of the mummy". Billy is attacked by insects and snakes while he tries to find out the truth about the mummy. It is later confirmed that Irwin's mother is in fact the mummy, but no further explanation is given as to how Irwin's family works or how he was conceived.

Thanks to Mandy, Billy decides to get rid of his "Dinobonoid" action figures thinking he is too old for them. Grim makes the toys come to life, and shrinks Billy to their size so he can have a last adventure with them. The "Jurassic Creeps" become aware of Grim's scythe and steal it from him to use its powers to rule the world; however, the magic that made them come alive runs out just in time, and the toys become inanimate once again. Billy reverts to his normal size too, but he stays trapped inside the box in which the action figures came.