Sleepless Hollow

by mrmidnight

Part one

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In the small town of Sleepy Hollow. Many things had happened in this small town. Most people know the stories. The place is haunted by ghouls and Goblins. Spirits long since passed, and horrors like those that never die. The most excellent story from this town was that of the Legend of Sleepy Hollow.

For those who don't know this classic Equestrian short story, it's about a man named Ichabod Crane, the School Master who'd tried to steal the heart of the lady named Rarity Belle. Before, he had mysteriously vanished without a trace. Some said he was chased out of town by the mysterious Strong Bone. Others claimed that he was murdered. Some of those souls believed he had an encounter with the mysterious Headless Horseman. The Horseman the creature of legend that most men feared. The dark specter that is still thought to be haunting the land, riding in its black steed.

Though how about we go to where our story begins, and that would be the beginning. That seems like the most appropriate place to start after all. So that's how we’ll do it. Our story begins in the town of Sleepy Hollow, at the local high school's Library. Where a young man was slowly placing books on the shelves. A man by the name of Rumble Crane.

At first sight, Rumble Crane isn’t much to look at. He wasn’t a remarkable looking guy. Though he was tall, that's for sure standing close to six feet tall, and basically looked skin and bones. Not the most impressive looking fella, in fact, Most people would have mistaken him as a skeleton. Who wouldn’t, no the most exciting thing about Rumble was his last name. His last name had brought on an ideal legend that he might’ve been the direct descendant of Ichabod Crane. A birth that happened from a one-night stand, with some local farmer's daughter. That happened sometime before his mysterious disappearance. Rumble didn’t know if this was true, though he liked the idea of that.

“I’m the descendant of the man who was killed by the Headless Horseman!” He laughed about as a child. He still remembered that proclamation of that fact. The truth was he didn’t know if that was true, though. He’d asked his father once when he was a child. But his old man had looked at Rumble at his young age and said to him.

“Don’t be silly, it’s just an old story. There’s no such thing as a Headless Horseman. We’ve just got a silly name.” But that made Rumble wonder. He tried not asking his father questions. It seemed as though they never gave him many answers. So the young man would do the only thing he could do. That had been, this had given him is a fascination- no his obsession with history.

That had been his spark, that caused him to find his love of books also. Now Rumble didn’t have that many friends so most of his time when he was at lunch or just had a free class. He’d spend most of his time in the library. It had gotten to the point that the Librarian, Miss Jones. basically offered him a job, at least forced him to put some of the books away since he basically lived in the place. Rumble didn’t mind why not it never killed him.

Today had been a particularly long day, as he pushed the small cart lined with different books, while he placed them over in their respective places. The sounds of the books brushing against each other seemed to remind him of the sounds of the wind blowing on a cold autumn morning. Rumble kept his eyes on the shelf when he suddenly felt the cart push into him. It caught his attention as he looked down. That’s when he saw her.

She was beautiful, and one look at her almost caused Rumble to drop the book he was holding. Sure it bumbled and bounced for a second but he got a hold of it just in time. The woman's name is Sweetie Belle Bone, though you could call her Sweetie most people do. She was a beautiful woman with short light purple hair that wrapped around her horn, a soft smile with a bit of baby fat on her face, but she definitely looked pretty, and her voice seemed like an angel.

Sweetie Belle was standing there as she reached over grabbing ahold of the cart, some who managed to not knock Rumble over. He looked over at her with a simple smile,

“Thanks, Sweetie almost landed on my butt.” He exclaimed, giving a small laugh while rubbing the back of his head. It wasn’t right. He knew he wouldn’t fall but he figured it would give her a little smile. As he tried filling the awkward silence. They would look over at each other for a second or two. Then Rumble decided to ask her.

“Is there anything you need help with?” Moving over, raising his hand over to the book pile. There Sweetie who suddenly felt herself being pulled back into reality, looked over some as she realized what was going on.

“Oh yeah, I need a find a specific book.” She smiled slightly, as Rumble moved away from the cart.

“I’m sure I can help you, though what book?” Sweetie seemed to stop and trying to remember what book she might’ve been looking for as she came to a conclusion.

“Yeah, I need a book by Twilight Velvet.” Rumble smile grew wide, upon hearing that name Twilight Velvet was probably one of his favorite fictional author, who had a habit of taking classic monsters modernizing them with a rather exciting twist’s. Rumble knew just where to look. So he gave Sweetie the biggest smile.

“I think I can help you with that. Come on, I knew exactly where they are.” He moved her over and they walked off towards the fiction section. Rumble had to take a second remembering where William's work was driving around looking through the different books. Examining each book, looking over some, he saw a bit of Horror King, Night Storm, Lewis Carrot. Ahh there she was Twilight Velvet, his books were placed in a neat row and in perfect order for each book in his Monster series.

“There you go Sweetie, one section of books with Twilight Velvet.” Rumble would give a little minute as he watched her for a second. Sweetie looked back at Rumble giving him a smile.

“Thank you so much, Rumble, I appreciate it.” Rumble watched her going over and picking out one of the books, where she got ahold of one of William's earlier books. ‘Curse of the Mummy.’ She moved over slowly examining it and looked back.

“I’ve been looking for this book for a while, and it hasn’t been in for weeks.” She would move over basically putting it in her bag. Rumble didn’t think much about it though looked over watching how her body bounced with how she was slightly bouncing in her excitement for finding the book. Rumble never actually seen someone this excited for one of these Books. He honestly thought he was the only one.

“Well, I’m glad that I was able to help, heh, She’s one of my favorite authors. I wish she was still writing books.” Sweetie seemed to only agree with him as she looked back to him giving that calming yet sweet smile. That seemed to grow with every second.

“I know right, it’s just a shame that they don’t publish her work. I’d honestly love to read and find out what Rainbow Storm is doing now.” Her laugh seemed to grow some. Rumble was sure that if she kept it going, she might’ve even snorted some. It was pretty cute.

“Well, if there’s anything else I can do, I’m willing to Help Sweetie,” he said feeling somewhat confident and proud to find another lover of the written word. At times it seemed like there weren’t that many people out there who really did. Sweetie nodded with a sigh heading off to the front desk. Beginning to check the book out and would head off maybe preparing for class. Looking at the time, Rumble saw that it was close to the end of the day. Time to get everything put away. Sure, he could just stay over maybe some overtime. But he had something he wanted to do after school.

Rumble walked back to the cart. His mind wandering some. Thinking of something. It didn’t really matter, it was just some abstract thought to distract him. Keep his mind busy for the next hour. He didn’t manage to notice the figure coming up right behind. He was getting close, picking up one of the books. It looked to be one by Horror King. ‘IT’ He was sure of it. Just from the pure size of it, and the big name of Horror King. He didn’t even bother looking at the title.

Before the young man could do anything. He suddenly felt grabbed from behind and basically forced against the bookshelf.

“Um.”

That was all he could manage to say his head-turning. This led to catching his attention. The long stand of silence when Rumble looked overseeing just who did that. What or who to be specific. It was Button Mash, Button Mash was the opposite of Rumble. He stood a little shorter than Rumble being around Five-Nine. Though weight over Two-Hundred pounds of pure muscle. With a dyed blonde-haired look with chocolate brown eyes. That had basically matched his skin color. Button Mash only gives him that dark sneering look. It was filled with anger. His teeth were crooked yellow. Definetly a earth pony with his sure strength and size

“Is there something wrong, Button Mash?” Rumble stammered as he felt himself being pulled up into the air. His back against the shelf.

“Yeah, there’s something wrong. A little faggot like yourself been talking to my girl. I don’t like that.” Button Mash shook his head with how he looked at him. Rumble didn’t know what to say right then. He looked over towards the side. No one was around them. What could he even do? He tried fighting this when he tried saying something.

“I was just helping her find a book, man. Relax, Button Mash I wasn’t even trying to do anything.” He tried saying though it was clear that Button Mash wasn’t taking this the way Rumble thought he would as he felt himself being slammed back into the wall a growl coming from him.

“I saw the way you were looking at her. That laugh so stays away from her, you freak.” Button Mash stated when he lessened his grip. Dropping Rumble who only slid down till he was sitting on the ground. Button Mash didn’t say much to him as he turned around walking off. Taking his time, as he went out of the Library. Rumble just shook his head with utter annoyance.

‘Well, someone compensating for a micro dick.” He thought and began putting the rest of his books away. He really didn’t bother with much. Why should he since he had some work to do. It was just another day in his life. It all only becomes one and the same.

~~~

It would be another half-hour before he managed to get his work done. It wasn’t much in terms of employment. Though Button Mash's words ran through his minds slightly,

‘I saw how you were looking at her.’ It was small though it just kept passing through him. Sure he admired he liked Sweetie, but the thing was she was dating Button Mash. A profusely dickish guy. But he wouldn’t try pursuing her. It wouldn’t work out. At least that's what he figured, he’d probably end up falling on his face if he tried asking her out. Then there was the fact he’d end up on the wrong end of Button Mash’s wrath. Now that was something he didn’t want to deal with. Button Mash’s family basically ran the town.

That might’ve been another thing for Rumble as he thought of it. There was another difference between him and Button Mash. It was social status. Button Mash was a rich punk who got anything from his daddy. The guy had money, more money than Rumble would probably never see in his life. There was no way he competes with the guy who basically runs this town.

Rumble only sighed while walking down the street’s just letting his mind slowly wandered. Rumble would begin moving down the road and started taking a turn walking off to the forest. The forest was known around town as the Whispering Hollow. The place had been around since the beginning of the city and thought to be where the original schoolhouse was located. The place where Ichabod Crane had supposedly met the Headless Horseman.

Rumble Crane began walking through the Whispering Hollow. The place was calm and quiet the perfect place to think. You couldn’t have a worry in the world walking down the trail. His breathing was soft and gentle with a book in hand as he moved down letting the fresh air breeze past him. The place was quiet and calming. The only sounds he could hear from off in the distant the occasional car driving by from the road. Then there were the sounds of birds chirping. They just made the sounds of them singing.

‘It’s just calming. I can just toss my troubles away for now. Though where should I relax?” He thought while continuing with himself. His head off in the clouds. Rumble was so preoccupied with where to relax, he never noticed how the birds stopped singing, and that everything seemed quiet. Moving on down the dirt road, for a long moment, that was when he started hearing a light noise that came from a distant.

“What’s that? It sounds like hooves?”

They did sound like that though they were slightly soft. The way it seemed. Rumble just imagined that it was coming from one of the local farms that resided close to the Hollow. So Rumble just decided to keep walking and going on his way. The only issue was that it seemed as though the clopping sound kept coming closer to him, moment by moment. It was coming right behind him when he looked back there. He suddenly noticed that fog was rolling in wrapping around him.

“Where this fog come from?” Rumble wondered as he suddenly began seeing a dark figured coming closer to him, and the sounds of the hooves coming towards him. Rumble was starting to feel every instinct in his body telling him to, “Run- Run!”

Rumble slowly began moving at a much faster pace, his heart pounding as he tried to get away. He didn’t know why he felt so afraid, but he didn’t want to stick around and find out. Though no matter how far he ran. It seemed whatever was coming closer. Nothing he didn’t seem to work, nothing he could do just brought the beating of hooves to get closer.

“What the Hell is going on?” When he looked back there, he began seeing a massive black figure. It looked onwards going towards him for the time, as he started to see a black steed. It was larger, more significant than any horse he’d ever seen before as it came straight towards him, and the creature’s eyes whereas red, almost like fire. The fires of a burning Hell. This brought on a wave of fear and panic. Though on top of this hellish steed, there stood a figure. But Rumble couldn’t tell who or what was riding this horse.

The figure seemed like a blur, as it stormed closer to him. It rode faster, as he listened to the horse snorting out its breath seemed heavy, But Rumble didn’t care he ran as though the Devil was chasing after him. Though maybe that was the case. Perhaps it was the Devil chasing him wanting his very soul.

It really didn’t matter, since he was trying to get out of there. Moving off, Rumble realized that no matter what he did, he couldn’t manage to escape the rider. So Rumble would do the only thing that he could and that jumped out of the way. Rumble moved to jump off the side down a pretty steep hill. As he rolled down. Grunting with each roll. As he did all, he could to slow down. But nothing seemed to help. As he managed to slow down. But was stopped when he hit a rather large tree.

“Dear God, that hurts.”

Rumble mumbled. When he moved slowly pulling himself up. He looks up the hill. There were a few things he saw. When he looked up and there, he saw. There he saw the Rider. The significant dark figure was sitting upon the dark stallion. The horse seemed to be scratching at the ground while the figured riding it just looked around. Like it was holding something, Rumble was feeling so nervous his heart racing. Showing no sign of slowing down as he thought himself somewhat tense, not knowing what might happen.

The closer that Rumble looked up, there was something odd about the rider. It was then he realized when Rumble noticed that this strange being had no head. This rider was headless. Which freaked Rumble out pulling all his will holding back as he was close to screaming.

“What the hell is that thing?” He muttered. But it wasn’t long before the Headless Rider began to hit the rains on that hellish horse, and there it was gone. Heading off to who knows where in some far distance. But Rumble stayed there refusing to move. He was frozen in fear. Imagining that that creature would come back.

‘What would I do if that thing came back?’

If anything Rumble would have to figure that out later. After all, He had to get out of here, if he didn’t know surely that thing would surely capture him. Going on, he managed to climb his way out of the ditch. His side just hurting. Rumble couldn’t help but wonder if his ribs were cracked. Slowly he managed to get out of the ditch, doing so He groaned, realizing that he was all alone. There was nothing there, except for a book. It was lying there. Rumble knew the book since it was his, as he slowly moved over limping, clearly banged up. As he picked it up.

“Oh, you’ve got to be shitting me.”

He simply picked the book up examining it, or rather what was left of it. The thing was destroyed. Pages ripped trampled. There was no way the situation could be even salvageable. As Rumble was watching the sheets that were ripped off flying off into the air, going on their own little adventure never to indeed seen again. Now, this wouldn’t have customarily caused Rumble such distress, besides the fact that. The book he had was somewhat rare and cost him a pretty penny. Just seeing it in this state just made his blood boil. Now he should’ve known better than to take a book like this out in the woods only to read, but the thing was. How was he supposed to know there was going to be someone riding on a damn horse coming right after him!

Sadly the deed was done. There was nothing that he could do. So he just sighed putting the book down and leaving it there. He didn’t want to have the reminded and only began limping his way home.

By the time Rumble had gotten home, it was late. The sun was setting for the evening, and the moon was in full bloom in the sky. This had been annoying. That was when his father came in, pulling the door opened.

“Where have you been boy?” The gruff voice coming from his father who just standing there at the door looking at his son, Who was only pushing his way into the house some.

“What happens to you Rumble?” His face turned somewhat concerned noticing how beat up he looked.

This was where Rumble had a choice telling his dad, the truth and understand about how he ran off the side of a trial by some crazy man riding on the back of a hellish horse or Lie. Just not to seem like he was going crazy. Rumble took in a deep breath and made his choice.

“I fell, Dad, nothing more. I wasn’t paying attention and just rolled down the hill wrong, banging my leg up just a little bit.” Rumble decided to go with a half-truth, since he did fall, by accident though not the way his father would expect. The old man just looked at him for a moment, watching over him with fatherly concern. Before shrugging off.

“Well, if you’re ok, get yourself cleaned up ok. I’ll be watching the game.” He walked back towards the living room. Rumble shook his head and just walked upstairs, His head wandering slightly wondering about what happened earlier today, was it all real? Or could it have only been his own imagination?

When Rumble got into his room, he sighed limping towards his bed and falling into it. The day had gone from being an ok day to a rather crappy one. So that was all. He was just glad that it was finally over with. Maybe tomorrow would be a better one.

That was when he heard a small buzzing coming from his pocket. As he caught his attention as he reached down towards his pocket and seeing who it was that had decided to call him around at this time. So Rumble looked down at his phone, seeing an unknown number that was calling him. Usually, Rumble would ignore these kinds of things, but a gut feeling just told him that he might as well go and give it a try. So he over and began to answer the phone.

“Hello, This is Rumble?” He asked cautiously as he waited for an answer. If it was just an electronic voice, he’d probably just hang up. Though nearly instantly, someone did answer. A somewhat familiar voice.

“Hey, Rumble. It’s me Sweetie.” Rumble wanted to felt his head sling right up. His eyes widening, hearing just who it was. How’d Sweetie even get ahold of his phone number?

“Sweetie? Wait, how were you even being able to get ahold of my number?”

There was a second of silence between the two of them, while Sweetie had answered,

“I asked one of your friends, and he simply handed it over, though that’s not the point I really wanted to ask you something.”

“Well ok… What do you want to ask me about?” He was rather curious, as she had spent time getting ahold of his phone number, just to call him.

“I’m going to be having a party at my house for Halloween, and I was wondering if you’d like to join me?”

Rumble imagined if he had something to drink, he would’ve choked on it, and spit whatever was in his mouth.

“Wait… what?!” He felt himself resisting the urge to shout when he investigated his phone. Seeing if this was a joke, but all Sweetie did was giggle slightly when she moved onwards.

“Like I said, I’m having a party, and I thought I’d invite you. So would you like to join me?”

“But what about Button Mash?” Rumble asked, trying to keep himself calm as he remembers what happened just this morning when him and Sweetie had barely even talked. Though Sweetie just continued,

“What about Button Mash? Come on now, he’s just a sweet guy he wouldn’t mind.”

‘Sweet my ass!’ Rumble thought, as he felt his heart racing, what was he going to tell her? No- He probably could but for some reason, he just couldn’t something in his gut wanted him to go, and Rumble just couldn’t seem to explain it.

“Well, I guess I can come over for a bit. It shouldn’t be too much of a problem.” Rumble responded as he felt like he had no choice. Everything seemed so crazy, and he didn’t know how to feel. So he decided to go with it.

“Oh god, thank you, thank you so much Rumble. I can’t wait to see you there. Here’s my address, please be here around eight this Friday.” She would begin telling him where her address was, and not long after that, she proceeded to hang up on the spot. Rumble sat there for a minute in utmost Silence, as he felt the phone slowly slip out of his hands and hit the ground.

It was nearly impossible to believe what was actually happening. Just the idea that he was invited to a party with such a beautiful woman was something he could only imagine in his dreams but here he was. Invited to some party with a girl he barely knew who he was seriously crushing on. His heart pounded, and soon Rumble found himself going to sleep and falling into a dreamless slumber. Not a single thought about the headless horsemen. Simply relegating in the background.


Author's Note

Well here's a fun parody of Sleepy Hollow with some of our MLP CHaracters and please let me know what you think of part one and part two should come sooner or later while i work on it. If you enjoyed this let me know what you think, and also if you enjoy this follow me on twitter or my discord, plus I've got a patreon if you want to support me.

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