That night, a dark shadow slithered around the castle until it reached Twilight's room. The shadow became a tall creepy looking man known as Pitch Black the Boogeyman.

He watched Twilight sleep peacefully in her bed and chuckled evilly. "Oh, I thought I heard something familiar. So sweet. So full of hope and wonder. Why, there's one thing missing. A touch of fear." he said as he touched Twilight's head and gave her a nightmare. Her nightmare was so powerful that she woke up with a loud gasp. Twilight tried to calm herself down with deep breaths, but things are getting worse.

Right in front of her was Pitch Black himself. Twilight screamed as she saw him. "Boo." Pitch said. Twilight keeps on screaming as she tries to zap him with her magic. "Who are you?" she asked in fear. "You don't know who I am? That hurts my feelings. I am Pitch Black. The Boogeyman. And I bring fear and nightmares to those I come upon, including such sweet ponies like you." Pitch replied as he takes a bow. "Why do you do that?" Twilight asked. "Because it strengthens my powers. I'm so glad I scared you, Twilight Sparkle." Pitch replied.

"How did you know my name?" Twilight asked in concern. "I know everyone's names around here. I also know your friends too and how important they are." Pitch replied. "You leave them out of this! I demand you to leave Equestria at once!" Twilight shouted. "I'm afraid I can't do that, Twilight. I want to turn this place into a living nightmare. Starting with you." Pitch said as he snaps his fingers to summon his monstrous horses made out of black sand to attack. Twilight gasped in fear as she tried to avoid them by flying to the ceiling.

And then all of the sudden, Jack Frost came to the rescue. "Twilight!" he shouted. "Jack, get out of here!" Twilight shouted back. "Jack? Jack Frost, so glad to see you again." said Pitch. "What are you doing to my friend, Pitch?" Jack asked in anger. "This is your friend? And she can see you? I thought you would never be seen by anyone except me." Pitch replied. "Yes, she can see me. All of her friends can." said Jack. "That's a shame. And here I thought, you still have your nightmares in your mind." said Pitch. "I don't anymore." said Jack.

"Fine then, I guess I'll let my fearlings give you more." said Pitch as he disappears in the shadows and allows his horses to attack Twilight and Jack. They both used ice and magic to get rid of them one on one in which they succeeded. Once all of the horses are defeated, Twilight was very curious about the black sand that Pitch was using. She sweeped it up and puts it in a jar. "What were those things?" she asked. "Those were Pitch's nightmare horses. They're his minions who help him spread fear wherever he goes." Jack replied.

"I can't believe he wants to turn Equestria into a nightmare." said Twilight. "Then, we have to get your friends before Pitch gets them." Jack replied.

...

When they picked everyone up, the mane six were as frightened as much as Twilight was earlier.

"Thank you very much for picking us up, Twilight. We were having the worst nightmares we could ever think of." Applejack said in panic. "It was horrible. Absolutely horrible." said Fluttershy. "Was it about the Boogeyman?" Twilight asked. "Yes, it was. How did you know?" Fluttershy asked. "He came into my room and gave me a nightmare. And then, he attacked me and Jack." Twilight replied. "Oh dear. We've never had a Boogeyman in Equestria before. What did he want from us?" Rarity asked. "He wanted to turn Equestria into a living nightmare." Twilight replied. "So, who is this Boogeyman?" Rainbow Dash asked.

"His name is Pitch Black and he's been around for hundreds of years. Far longer than I have." Jack replied. "That explains a lot since he likes to be in the dark." said Rainbow Dash. "How do you know this Pitch Black, Jack?" Rarity asked. "He's been torturing me with nightmares for as long as I can remember. And he does it for fun too." Jack replied in sadness. "Oh Jack, I'm so sorry. I didn't know that he was that cruel." said Twilight. "He did other things to me too, but I don't want to talk about it." said Jack. "I guess he was really obsessed with you, wasn't he." said Applejack. Jack nodded his head yes.

Then all of the sudden, a letter from Princess Celestia appeared out of nowhere. Jack picked it up and asked, "What's this?" "It must be a letter from Princess Celestia. She probably saw Pitch Black too." said Twilight as she opened the letter. "Well, what does it say?" Pinkie asked.

"My dearest Twilight,

I'm afraid I have some terrible news. A new threat has among us. He lives in the shadows and brings fear to anyone he sees. He calls himself Pitch Black. I'm sure you know his name by now because he's been hitting every part of Equestria already. He just cursed Princess Luna and I don't know how to cure her.

Please come to the Canterlot castle at once.

Princess Celestia"

After she's done reading, the mane six and Jack were in shock at the fact Pitch has just attacked Equestria in just one night. "This is bad! This is really bad!" Pinkie shouted. "I can't believe it either." Applejack muttered. "We have to see Princess Celestia right away." said Twilight.

So, they left Ponyville and immediately went to Canterlot to talk to the princess.

...

When they got there, there was black sand everywhere. From the ground to the buildings. Everywhere.

"Oh my Celestia! What happened to Canterlot?! It's so dreadful." Rarity asked in shock. "Pitch was here." Jack replied. "He must've spread fear all over this place." said Twilight.

Once they arrived at the castle, they saw a grieving and overly tired Princess Celestia. "Princess Celestia! We came as soon as we could." said Twilight. "I knew you would. You six always save the day." said Celestia. "We heard that Pitch Black attacked this place and spread fear everywhere." said Applejack. "It's true. It was black sand and he forms them into horrifying monsters. I never slept since." said Celestia. "Have you heard of him before?" Fluttershy asked.

"I'm afraid not. All I know is that he came from another world and has been around longer than the moon. If you don't know what I'm talking about, there is a figure called The Man in the Moon and he protects everyone with hope, wonder, and dreams. He also protected Nightmare Moon from us until you set her free." Celestia explained. "I know what you're talking about, Celestia. We have brought a friend of ours who was brought back to life by The Man in the Moon." said Twilight. "And who is that?" Celestia asked. "This is Jack Frost. Jack, this is Princess Celestia." Twilight introduced.

"Can she see me?" Jack asked. "Yes I can. And it's an honor to meet someone born by the moon." Celestia replied. "The honor is mine, your highness." said Jack. The suddenly, Celestia collapsed to the ground from weakness. "Celestia!" Twilight shouted as she and her friends ran to her. "Are you alright?" Jack asked. "I forgot to tell you that Pitch Black can weaken anyone with his nightmares. This is what he did to me and my sister." Celestia replied. "Does it kill you?" Twilight asked. "Thankfully, it doesn't kill me. But, be very careful once you face him." Celestia warned.

"What can we do?" Jack asked. "Find the Guardians. They'll help you." said Celestia. So, they put the princess to bed so she can rest and are on a mission to find the Guardians.

...

Back in Ponyville, Twilight and her friends are in the library finding out who the Guardians are.

"Oh, I just don't know why I don't have a book about the Guardians? I have a book about everything." Twilight asked in worrisome as she went from book to book trying to find what she's looking for. "But the question is. Who are the Guardians?" Pinkie asked. "Yeah, Pinkie's right. Princess Celestia never mentioned them until now." said Applejack.

"Maybe the moon could help us." Jack suggested. "Are you sure?" Rainbow Dash asked. "Well, it is the Man in the Moon and Jack Frost is here with us because of that moon." Twilight replied. Pinkie looked outside the window and saw the moon smiling down upon her. "Well, speaking of the moon. There it is right there. But, what's it doing in the middle of the day?" she asked. The rest looked at it as well and the moon is still smiling. "It's the Man in the Moon. When he smiles like that, it means he's going to give us some advice." said Jack. "Really? What's he going to say?" Rarity asked.

The Man in the Moon magically gives the mane six and Jack a picture frame of The Guardians. They are Santa Claus, The Easter Bunny, The Tooth Fairy, and The Sandman. Everyone was shocked about the moons answer.

"No way! These are the figures we grew up with!" Pinkie shouted. "And they protect everyone from around the world? Awesome!" Rainbow Dash shouted. "So, these are The Guardians Princess Celestia suggested." said Twilight. "And they know Pitch Black more than anybody else." said Applejack. "Hey Jack, do you know these guys?" Pinkie asked. "Of course I do. They know me as well." Jack replied. "Did you get along with them or not so much?" Rarity asked. "I mostly did not get along with the Easter Bunny, if that's what you're asking." Jack replied. "That's because you both like different weather, right?" Fluttershy asked. Jack nodded yes.

"Now that we know who are The Guardians are, we need to know where we should find them." said Twilight. "Don't worry, I know where Santa is." said Jack. "Where?" Pinkie asked. "The North Pole. I've always liked it there with the nice cold weather and it feels like Christmas all year long." said Jack. "Then, we have to go there right away." said Applejack.

"It's settled then. We are going to The North Pole." said Twilight.