A Colt’s Nightmare
By: Lyst
After a long night of going door to door, begging the patrons for delicious wrapped treats of candy and food, Pipsqueak could barely stand. With his pirate outfit on, consisting of a red bandana, a blue pirate shirt, and a eyepatch complete with a skull and crossbones, Pip stumbled into bed, barely muttering a good night to his equally tired mother. If you didn’t know, Nightmare Night was his favorite holiday, and tomorrow he would reap his rewards, but for now, bed was all that was on his mind. As he was going up the stairs, he stumbled back and forth, eyes drooping, and legs weak, all that was pictured in his mind was his warm, cozy bed.
Finally, he was now in his room. In front of him was a large bed, way too large for a young colt like himself, but it was a hand-me-down from his older brother, who was now in Manehattan, studying to be a designer. He flopped onto the bed, not bothering to take off his costume. Within minutes, he began to drift off to sleep, thinking to himself, “What an amazing day!” And after that, the only thing that could be heard was Pipsqueak snoring.
Cold. That was Pip’s first thought. Very cold. He wanted to say that it felt like a window had been open and draft let in, but he knew that wasn’t true. The air around him felt void of any heat whatsoever, and he couldn’t shake the feeling of malicious intent.
Pipsqueak tried opening his eyes, but he could see nothing. He also tried moving around, but all of his hooves were restricted. He could tell that he was laying on his back, and it was a hard surface. Definitely not the surface that he fell asleep on.
A few minutes had past before Pip began to scream. “Help! Someone, please! I need help!” After some time past, his screams turned into sobs, and then just tears. Will I be here forever? He thought. Before he could ponder this question any longer, however, a bright light illuminated the room. It turns out Pipsqueak’s eyes were open, but the room had no light source. Pip looked around. The room was entirely dull and void of any color, except for the red table he could see he was strapped down on. He saw no windows, and no decorations or paintings covered the drab gray walls.
“Welcome to my home, Pipsqueak.” A seductive voice said. It didn’t sound like it came from any specific direction, almost as if it came from the room itself.
“Wh-who are you?” At this point, along with his words, his entire body was shaking. Even though it was ice cold in here, Pip was still sweating.
“You know me very well, my little pony.” The voice once again said. In front of Pipsqueak, a purple swirl of stars and magic appeared, and out from them came a large pony, her fur black as midnight, and mane and tail showing a sky filled with stars. Princess Luna stepped forward, a smirk on her face.
“Princess Luna!” Pipsqueak shouted. All of his fear was gone, and replaced with relief. Princess Luna was one of the strongest alicorns in the world! Surely she could save him.
“Yes, it is your princess. Not Luna though.”
Pip was confused, but that changed as he saw the beloved princess morph into something else. She grew taller, and her body was know decorated armor from a long time ago.
Pipsqueak screamed. He knew exactly who it was. It had haunted his dreams since he was a baby. It frightened him when nothing else did. And it was now in front of him. Nightmare Moon.
Nightmare Moon’s smile grew even larger at the terrified colt. She had been waiting for this moment for about a thousand years, and it was now her time to have fun.
“Now before we start,” she said, “Let’s get that silly outfit off of you.” And with that sentence, a dark aura surrounded her horn, and used her magic to pull off Pip’s pirate uniform. His bandana, shirt, and even his eyepatch were ripped off and tossed aside. Now, he was completely exposed.
“Hey!” He called out. “That was my stuff!” Tears still covered his cheeks.
Nightmare Moon ignored him, and instead walked over to his side. Pip tried to break free of the straps that held him down. Gently, she caressed his messy hair, stroking his face softly with her hoof.
“This is going to hurt.” She stated, gripping his hair. “A lot.” And with that, she yanked hard, causing Pipsqueak to cry out in pain as a tuft of his mane was ripped off. She laughed while he sobbed. It was such an adrenaline rush for her, and her backside was already becoming soaked.
“Did you know that there is a fine line between pain and pleasure?” She asked. Pipsqueak stared up at her but said nothing. Nightmare Moon frowned, and slap him across the face as hard as she could. “I’m waiting for an answer.”
“N-no?” He said, his voice barely above a whisper. He head hurt, hurt more then when he cut his hand with his pirate sword last Nightmare Night. It throbbed and he swore he could feel blood.
“Well, I am going to show you.” And with that, Nightmare Moon began to draw his dick from its sheath, massaging it gently. After a minute, his penis was standing, fully erect.
“Wha-what are you doing?” He asked. As a young colt, this rarely happened, and only when he thought about pretty girls, like Pinkie Pie. But to him, sex was still a foreign concept.
“Shhh.” She hushed him, and gently began stroking him with her hooves. Pipsqueak moaned, this new sensation completely controlling him.
“Oh Celestia…” he said, the pain from his hair being pulled was gone, but as he said that, his dick began to burn, and it felt like it was on fire. Pip looked down in horror, as he saw his member swollen and red, with Nightmare Moon gripping on it tightly. He shrieked in pain.
“Didn’t I say to be quiet? Listen, if you want to get out of here, you are going to shut up and do everything I say. And I don’t want to hear a peep from you. Got it?” Nightmare Moon stared at him intensely.
Pip was about to say something again, but instead, with tears in his eyes, he simply nodded. And as he did that, the pain in his crotch subsided, and it turned back to normal.
“Good.” Nightmare Night said, and she began to stroke his dick. Right now, Pipsqueak was blushing, but he felt both funny and good in his lower area. After a few more seconds, his breathing quickened, and the alicorn knew what was coming. Right before his first orgasm however, Nightmare Moon gripped the base of his shaft and squeezed it. Pipsqueak looked down on her, his face contorted with confusion and pain.
She only had one thing to say. “Beg.”
He tried to shift around, but the straps didn’t allow any room for that. “Pl-please Lun- I mean Nightmare Moon. I need to go really bad and it hurts! Please!” He was once again crying, and stared at her with a desperation he would never be able to achieve again.
Nightmare Moon smiled, and released her iron grip, continuing to rub his cock. Soon after, Pip experienced his first orgasm, and jet spurts of cum landed on both his body and in Nightmare Moon’s mane. He looked at the fluid on his chest, noting it wasn’t urine. Then he looked up and saw that his new mistress was mad. Livid, in fact.
“Do you know how long this will take to get out of my mane!?” And with that, she grabbed his right leg and yanked it in a direction it should never be able to go. A sickening crunch was echoed throughout the room, and Pipsqueak shrieked, and his vision began to go black as wave after wave of pain rocketed through his body. “Oh Celestia! Please someone save me. I need help!”
“Quiet, now!” Nightmare Moon used her magic to seal his lips, but she was still able to hear his muffled sobs. Slowly, she climbed onto the red table he was strapped to, and turned her backside to Pipsqueak, exposing her marehood and hovering it near his mouth.
“You are going to satisfy me, now that I was nice enough to do the same to you. However, there is a catch.” She said. “You can’t stop, you can’t speak, and for every minute that passes until I cum, I will break a rib. So get started. Lick.” She said, pressing her large hoof onto his slender body.
Pipsqueak was now released from the grasp of Nightmare Moon’s magic, and he began to lick her privates as fast as he could, eliciting a moan from the princess. He was still able to see his leg, twisted in a way he was sure that would never heal, but he knew he couldn’t stop. He couldn’t take anymore pain.
Even though he had never done this before. Pip was surprisingly good at his. He lapped her delicate folds, rubbing his tongue over the mare’s crotch. In his mouth, he could taste a combination of sweat, pee, and another thing that he couldn’t put his finger on.
“One.” She said, and with that she pushed hard, and a crack came from his chest. Pipsqueak winced, but continued going, remembering the mare’s threat. He noticed a little nub at the bottom of her exposed pussy and licked it. He could feel her body shutter, and Nightmare Moon began to moaned as he gave what was her clitoris extra attention.
“Two.” With that, she pushed down harder as a second rib broke. This time, Pipsqueak couldn't take the pain, and pulled away from her crotch to let out a shriek.
“Awww, it is a shame you couldn’t last. However, you did do better than the last one.” She said, lifting her weight off the small colt’s body. “The one before you, Snips I believe his name was? He tried biting. And that didn’t go well for him.” Once again, the mare had a smile on her face. “However, I still didn’t get off, so now, you are going to be punished.”
All Pipsqueak could do was watch in horror as Nightmare Moon pulled out a large, phallic object from seemingly out of nowhere.
“Can you guess where this is going?” She asked. Pipsqueak shook his head no. “Now, let’s have some real fun.” and with that, she shoved the large dildo into his puckered asshole, eliciting a scream from the tiny colt. Blood began to run out as the Mare of The Night used her magic to push the dildo in and out.
“Mommy! Mommy!” Pipsqueak called out. His entire body was in pain, and the constant torture was beginning to break his mind. It was a wonder he hadn’t passed out yet, but he stayed awake and fully aware of what was going on. How ever, he did stop speaking, and the only noise he made was from his sobs.
After what seemed like hours of this, Nightmare Moon grew bored. The plastic dick was covered in blood and shit, and at this point, Pipsqueak was starting to become unresponsive. Finally, she pulled it out, and Pipsqueak emptied his bowels onto the floor.
“I am getting tired of this.” She said. “And plus, the sun is almost out. I only need to do one more thing.”
Pip pretty much ignored what she said, attempting to shut down and recess into his mind, but then he noticed a large, sharp knife that was already covered with dry blood.
“I need to take a little… trophy.” Nightmare Moon said. “I hope you remember what I am going to do to you next, and when you are older, you will remember your first experience, and also know that I. Own. You.”
And with that, she grabbed his now limp penis, and struck the blade through it. Pipsqueak screamed so loud his vocal cords broke, leaving behind only a body that was trying to cry out in agony but couldn’t. The mare continued to cut off his dick with a sawing motion, before the black dick with tan spots covering was in her hand, detached from its previous body.
“Good night.” Nightmare Moon said, returning to her previous state as Princess Luna. “I will make sure to have lots of fun with this.” And with that, she disappeared from the rooms, leaving behind the pony’s body covered in blood, piss, shit, and semen.
Pipsqueak woke up in his very large bed with a scream, one so loud that it sounded like he was being killed. It went on until his mother came into the room, assuming the worst.
“Mommy! Mommy!” He cried, and she ran towards her son and held him, pleading Pip to tell her what was wrong.
Finally, he calmed down, but through sobs, and managed to say a few words. “I-I ha-had a nightmare…” He said.
His mom, thankful that he wasn’t truly hurt but still concerned, held him closer. “What was it about?” She asked.
“I don-don’t know…”
“It is okay, honey.” His mom said. “It was just a dream.”
And with that, Pipsqueak cried in his bed, with his mother protecting him, in a room that he would never go to sleep in again.
