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- While Billy's Dad is underwear shopping, Billy wears his dad's lucky pants, and accidentely rips them with Grim's scythe. He calls Ed, Edd n Eddy, and they recommend Kids Next Door for charity. Numbah 1 disguises as Billy while Billy is taken back to the Deep Sea Lab. Mandy arrives at Billy's house and knows Numbah 1 is not Billy, and tortures him into revealing the truth. Meanwhile, the Delightful Children From Down the Lane and Billy accidentely fuse with the scythes power to create the Delightful Reaper. Mandy takes over the KND by fooling Numbah 363 and the rest of the KND, but Numbah 5 knows she's not Numbah 1, but is taken to the med lab. The Delightful Reaper assimilates nearly all of Endsville and grows more powerful. Numbah 1 and Grim try to get the KND to see sense but are imprisoned. Numbah 5 escapes and finds Numbah 1 and Grim. Grim and Numbah 1 fuse with the Bone of Barnacles and become the Skeleton Samurai. Mandy in her Mandrobot fight the Delightful Reaper, and so does the Skeleton Samurai, but they cannot defeat it. Grim finds out that the pants are Billy's Dads pants . Mandy is their only hope to defeat the Reaper, but instead they fuse with the Reaper. Billy's Dad takes off the pants, they destroy the Reaper, and all the kids return.
Special Guest Stars: Benjamin Diskin as Number 1, Benjamin Diskin as Number 2, Lauren Tom as Number 3, Dee Bradley Baker as Number 4, Cree Summer as Number 5, Number 60, and Number 362
- Grim takes Billy and Mandy to the North Pole to prove to Mandy that Santa is real. When Mrs Claus tells them that Santa has been turned into a vampire, Grim and Mandy travel to the home of Baron Von Ghoulish to kill him, and Billy helps Mrs Claus. Mandy fails to kill Ghoulish, and he tells them that they need to destroy the "head head vampire". They head back to the North Pole, and they go to ask Santa what happened. Mrs Claus takes Grim's scythe, and locks them in with Vampire Santa. When they get out, Mrs Claus reveals herself as the "head head vampire", and says that she had to do all the work, while Santa went over his list again and again. She uses the scythe to summon vampire bats to torture all the bad kids. Billy makes a vampire antidote to revive Santa, and Santa and Billy talk Mrs Claus into reverting to her normal form.
- Spider's Little Daddy: 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, but Billy remains terrified of bugs. Then, Mandy tells Jeff he is being too nice, and in order 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.
Tricycle of Terror: 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. Following this, Trykie moves on his own, and attacks the three of them. Later, Mandy realizes the problem with Trykie, and Grim confirms that he is cursed. Finally, Billy realizes that Trykie is evil, and he lets Mandy destroy him once and for all.
- Meet the Reaper: 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.
Skeletons in the Water Closet: 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.
Opposite Day: Billy and Mandy tell Grim it is "Opposite Day" and that, when they say something, they really mean the opposite. Due to his difficulty understanding the concept of Opposite Day, Grim has to do Mandy's chores. Finally, Grim thinks he understands when Billy and Mandy say they "want" pie, meaning they "do not want" pie. However, Mandy then says that when she said it was Opposite Day, it really was not.
- On Halloween night, Grim tells Billy and Mandy the story of Jack, a prankster who used to play tricks on everyone. When he stole Grim's scythe, he made Grim grant him eternal life for his scythe. Grim agreed, and cut Jack's head off, which Jack replaced with a Jack'O'Lantern, and his house still stands. Billy trick-or-treats Jack's house with Grim's scythe, and Jack steals it and uses it to summon an army of evil spirits from the Underworld. With a little help from Irwin, Jack is sent to the Underworld, and is badly punished.
- Billy, Irwin and Mandy go trick-or-treating on Halloween, and an evil marshmallow bunny attacks children with chocolate beasts.
- A scene of Endsville two weeks into the future shows a dystopian world ruled by the "Lord of Horror", who wields the all-powerful artifact known as "Horror's Hand". At the same time, two robotic replicas of Billy and Mandy are sent into the past, to stop the real Billy and Mandy from interfering with the current events.
In the present, Grim goes to reap General Skarr, who accidentally got a big wound in his torso. However, due to Billy and Mandy's meddling, Skarr escapes, and they make a big mess in the city. Following his failure to be an effective Reaper, Grim is taken to the Underworld Court, presided by Judge Roy Spleen, where he is sued for misuse of his powers by his nemesis, the Boogeyman. After the trial, Grim is found guilty, is stripped of his rank and magical scythe, and he, Billy, Mandy, and Irwin are sentenced to be exiled. Then, Boogey volunteers to carry on the sentence by taking the prisoners aboard his ship, and dropping them off in a river of fire; he plans to do this while he sails to obtain Horror's Hand, an object capable of transforming him into the scariest and most powerful being in existence.
The group of Billy, Mandy, Irwin, and the powerless Grim, escapes from Boogey's ship, and set themselves to reach Horror's Hand before Boogey does. They eventually meet Horror, the guardian of the Hand, at the same time Boogey and his crew arrive. Then, in order to decide who will have the honour to battle Horror for his Hand, the heroes and Boogey participate in a challenging obstacle course, which the heroes win against all odds. After dispatching Horror with ease, Billy, Mandy and Irwin reach for the Hand, but it defends itself by making their worst nightmares come to life. Then, Boogey gets ahold of Horror's Hand, but he turns out to be the least scaring creature ever, seriously injuring himself, and being abandoned by his own crew.
Then, Grim recovers Horror's Hand, and at the same time his sentence is revoked, becoming the Reaper once again. Then, the future Billy arrives, telling them Horror's Hand shouldn't fall in the wrong hands, spcifically Mandy's as he indirectly reveals that she was the one who used Horror's Hand to rule the world. When they return home, Grim seals Horror's Hand in his bottomless trunk, and the future Billy returns to his own time. In the end, the future Billy realizes the situation in his time didn't improve, and it is Fred Fredburger who obtained Horror's Hand to rule the world.
- On a rainy day, several giant spiders appear in Billy and Mandy's school and start kidnapping the children one by one. Grim presumes this is somehow related to his past, but doesn't figure it out until he receives a message saying that Velma, the Spider Queen, an old friend from high school, is responsible for it. Meanwhile, Billy meets with his "son", Jeff the Spider, who informs him that he is precisely marrying Velma. After trying to recover a talking carton of chocolate milk from Jeff, Billy and Jeff get into a fight, and Jeff looks angrier than ever before.
Upon meeting in the school's football field, Velma tells Grim that she has finally come to devour his skull and absorb his powers, since one hundred thousand years ago Grim cheated and robbed her from the possibility of becoming the Reaper. Converting the school into her own palace, and with help from the Dark Elves, Velma captures Mandy, Mindy, and Grim, and proceeds to devour the latter's skull. However, when Velma cracks open Grim's skull, his thoughts start coming out, and she is able to see his memories.
In the following, Grim's skull is connected to a screen, and the story on how he became the Reaper is shown. It is revealed that an election was held in the Underworld's high school to choose the Reaper, in which students had to vote on the scariest participant. Velma was the scariest contester and she was getting most of the votes over the pathetic Grim and the Boogeyman. Then, Boogey decided to tamper with the ballots, and Grim in turn decided to help Velma, but she got the impression that Grim was the cheater and ran away. Then, in a fit of anger, Grim used the prototype scythe in a spectacular fashion to scare Boogey off. In consequence, the people that hadn't yet cast their vote, voted for Grim, who thus became the new Reaper. While the story is being told, Mandy and Mindy form a temporary alliance to fight the spiders, and also Billy reconciles with Jeff, and fights the spider-cow centaur-like extraterrestrial from the milk carton.
In the end, Velma realizes she was wrong, with respect to Grim, so she apologizes for the whole ordeal. Then, after the wedding ceremony, Billy suddenly realizes Velma is a spider, and forbids Jeff from getting married to her, despite the fact that Jeff is a spider too. With no wedding and no revenge, Velma decides to go ahead and conquer Earth, just like her parents wanted.
- When it's scurvy-prevention day at school, Mindy parades in her float in anticipation for the Little Miss Scurvy beauty pageant, and she insults Mandy, telling her she is ugly. To prove her otherwise, and with Principal Goodvibes encouragement, Mandy considers entering the pageant. Naturally, Billy and Grim can't believe Mandy when she tells them about the idea, but finally they decide to help her. Then, Grim calls for Crabina, the Underworld's greatest makeup artist, to give Mandy a complete makeover. Crabina is shocked by Mandy's sour attitude, so she sets up principally to make her smile. At the pageant, Mandy has a real chance at winning the contest, but she still refuses to smile during her heart-warming musical number. Ultimately she smiles, but this event is so strong and powerful that it alters the natural order of things, and The Grim Adventures universe transforms into the The Powerpuff Girls universe, with Billy, Mandy and Grim turning into the three Powerpuff girls, Irwin turning into Mojo Jojo, and Professor Utonium guest starring as himself in a cameo.
- Toadblatt's School of Sorcery: In a parody of the Harry Potter series, Grim sends Billy and Mandy to a sorcery school so the latter duo could avoid boring summer camps they were supposed to go to. The sorcery school is owned by Dean Toadblatt, an anthropomorphic frog. Billy and Mandy are sent to the most hated house on the school, Weaselthorpe, while Grim becomes a prefect for a more loved house, Gunderstank. Billy and Mandy then team up with boy wizard Nigel Planter to sabotage Gunderstank. During the episode, Planter takes all the credit for the sabotage , but in the end, he is punished for it once he is "accidentally" found out by Toadblatt.
Educating Grim: Billy and Mandy take a reluctant Grim to school with them. There, Mandy's nemesis, Mindy, befriends Grim to annoy Mandy. In consequence, Billy calls for their other friend, who is Abraham Lincoln. In the end, Mandy devises a plan in which Mindy ditches Grim, and keeps Abraham as her friend instead.
It's Hokey Mon!: After watching Billy and Irwin play with their "Hokey Monsters" cards , Grim makes the monsters come to life. Soon, all the other kids want their own cards to be real too. Subsequently, the city is under attack by a multitude of Hokey Monsters. To put an end to the mayhem, Mandy draws her own card, Mandy's Monster, which defeats all the other monsters by turning them into toast.
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