A Demonic Date

by Nightprincessluna

Rating: mature
Tags: Original Character, Porn, My Little Pony: Friendship is Magic, Fetish, Horror, Romance, Non-consensual, Sex, Profanity
Length: 2950

Hatter pours everything he has into summoning a demon for a date, unfortunately summoning a demon tends to be a dangerous thing to do, and the date ends up not going as expected.

Hatter uses the illegal knowledge gathered by a friend to summon a demon to the mortal plain so that he can take it on a date, as one would expect, summoning a demon doesn't exactly end well for him, and he gets a lot more then just a date.

Contains large amounts of horse cock, dub con, and possible mind break.

A story done for Stooped Hooy on Twitter.

Published 2021-11-14 21:20:00 UTC
Last updated 2021-11-14 21:20:00 UTC

Chapter 1

Hatter’s ears were ringing. His tongue was numb and he could barely feel his face. The unicorn really hoped that the explosion had not blown his face off, but he moved his hooves up and rubbed at the side of his face gently.

His face was still there, his gray fur might have been a little singed, but all his limbs were still attached and his eyeballs were slowly coming back into focus.

Necrosis, his pegasus friend, always made demonic summonings look so easy. The feminine pony had followed the instructions in the book to the later, and then he had poured every ounce of magic he could muster into the summoning circle.

It had all seemed to go to plan up until it had reached the eighty percent mark, and then it had frozen and got stuck. From there he had attempted to fix it by pushing a leaf out of the summoning circle he believed was blocking it.

And from there it had exploded. He hadn’t expected it to explode. Necrosis was much smarter at this sort of thing then he was, even if he didn’t really want to admit it.

Slowly, he rose to his hooves. His entire body felt like it had been blitzed by a lighting bolt. The circle still had a pillar of black smoke from it.

Luck was a fickle thing. He was quite sure that if he had gotten unlucky, the explosion would have ripped him apart and there would be bits of him scattered throughout this whole damn forest.

From now on he was not going to bother with anything like this again, this was one near death experience more then he was currently comfortable with.

His legs were shaking slightly as he attempted to get his bearings once again. Almost being blown to pieces tended to scramble your focus.

The smoke from the ritual site was clearing now, and behind it, he could make out a gray figure.

This bought him to a stop in a near instant. He was in his fifties, so he was at the age where his eyes begin to play tricks and things begin to seriously play up, but he trusted his eyes and he trusted his senses as well, watching as the smoke slowly cleared with a lump in his throat that refused to clear.

Excitement was the next thing to roll through his body, a feeling that practically made him quiver as he stared at the large gray demon that he had managed to summon to this plane of reality.

The demon looked like a mare, only a giant mare, a far larger mare then he had ever seen in his life, besides maybe Celestia and Luna, the two goddesses that ruled over the land.

It wasn’t what he had expected a demon to look like, and he was a little shocked. The only thing demonic about her was her piercing purple eyes, which seemed to stare directly into his soul as he confidently approached the circle.

Hatter’s mouth was dry, his heart was thudding out of control in his chest, and yet he ignored all of it. He kept that confident smile on his face as he stepped up to the edge of the circle, pulling his crimson trench coat tighter around his feminine frame and ensuring that his bowler hat was on straight as he spoke.

“Oh Great Demon! I have summoned you to this dimension in the hopes of going on a date with you. I am curious to learn about your culture, and if you agree I will release you from your binds and we will spend three hours together with neither of us getting harmed and enjoy a picnic.” He said.

The demon stared down at the circle of salt keeping her bound, then back up to him, “My name is Shakes, and did you really see fit to summon me here, simply for a date? Are you that much of a sissy you have to resort to trading with demons such as myself for an evening of fun?”

Hatter was caught totally off guard by her swift response and biting words. Her accent was nearly impossible to discern, likely because it had come from a lot of different places over the years.

“No! Not at all. I just want to learn more about demons is all. I bought lots of snacks, but if you would rather, I am sure we can work out a deal!”

Shake’s raised an eyebrow at him, the gigantic gray mare’s purple eye seeming to blaze at him as her pitch black mane fell over her other eye, blocking the light coming from it, and suddenly Hatter felt like he was going to have a bad time.

“If you wish to learn of demons, I recommend getting a book that isn’t millennia out of date. We’re not as stupid or powerless as you desperate faggots seem to think, for example...” As she finished that sentence, she leaned down and kicked some leaves over the salt circle, then, with a slight wince, she stepped right over it.
“That’s why most people use candles and other charms as a back-up, little stallion.”

In that instant, Hatter’s facade crumbled like a sand castle with the tide coming in. He backed up a few steps as his mind raced at a million miles an hour, before a scoff rolled from his mouth.
“You don’t look that powerful for a demon. I bet you’re a bottom too, most demons wouldn’t need to use words to try and intimidate me.”

She kept marching towards him, her hips were swaying softly behind her in an almost seductive fashion, although for a few moments, she seemed to wobble, and that demonic smile on her face seemed to waiver for the briefest of moments as she stood before him.

“Oh, well if you really think that, why don’t we leave the picnic until later? I can smell the sins covering you, and I can tell you’re thinking violent thoughts. So why don’t you try and hurt me?”

Hatter licked over his lips slightly. He had been trying to size her up, to see if his agility and speed would be able to beat her.

Well, he got a single life, and he was going to live it.
In an instant he rushed towards her, horn glowing a bright green as he took out his straight razor and slashed it at her neck, before launching himself high into the air.

Like an acrobat, he launched himself over her, landing on the other side of her with a soft smirk as he prepared to give her a few more cuts for her trouble.

And then she kicked him in the face with one of her back hooves.

Hatter went down like a puppet without strings, crumpling in a heap as his head span. He was fast, and he had absolutely no idea how she had managed to move so quickly, he had even been expecting a strike like that and yet he had still been too slow to get out the way.

His mouth tasted like blood, and by the time he was able to get his bearings back, the massive weight of Shake’s was pressing down on his back as she gave a soft growl.
“I have to say, that really hurt my feelings. I am smaller and weaker then a lot of other demons, but I’m not about to let some prissy faggot boss me about.”

Hatter tried to form words. His brain was slow and sluggish, he could barely feel his face at this point.
“Ah.. Knew it.” He said with a laugh.

She pushed his head down into the dirt with one of her immensely powerful hooves before he was able to really do anything. “You wanted to date a demon, and now I am annoyed, so you’re going to get the experience of dating an annoyed demon.”

Her hooves burned to the touch. It felt like the back of his neck was on fire, and all the strength seemed to have faded out of his body at this point, he could barely even raise his head as he slumped down before her.

Shake’s took a moment to munch on a snack-cake. One of the snack cakes that he had been hoping to use for their picnic. She had been rifling through his coat, that kick must have hurt more then he thought.

“Well, I could just rape you, but you were polite enough to summon me, and I feel like raping you wouldn’t be the right way to thank you for that. I’ve been summoned for a date before, I know your type, and I know that if I promise you the best time of your life, you’ll give me consent to do whatever I want, isn’t that right?”

Hatter wanted to say no. He knew that if he agreed, something terrible was going to happen, by Tartarus, she had just kicked him in the fucking face.

But, he had come this far, and he was not going home without getting what he wanted.
“Y-yes.”

Shake’s weight suddenly pushed down on him like a ton of bricks as she tore away his clothing. He stared up at her while she had those purple orbs blazing down at him, that grin seeming to spread even further, like an opening wound as she tossed his jacket and hat aside.

“If you want to look threatening to a demon in future, I recommend not wearing black lipstick and asking for a date as an opener. It makes it clear you’re a little bitch!”

Hatter could feel something hot pressing against his rear. He let out a loud gasp and then panic filled his mind.
“Wh-What the fuck is that?”

“Oh, you didn’t know? I’m a futa.”

Hatter let out a hiss and tried to pull away, but his limbs were still limp, and he could do nothing but lie there as her cock slowly filled out, feeling the colossal size of her length as it slowly filled with blood.

With each passing second, another few inches were added to her growing length, and the only thing he could do was lie there as it slowly grew, starting at his rear end and moving up.

The moment it begin moving towards the middle of his back, he was able to realize just how girthy and large it was, and that didn’t help the panic at all.

“F-fuck! You can’t put that in me, you’ll kill me!” He hissed.

Shake’s let out a nervous sounding chuckle, so turned on and excited that she was trying (and failing) to contain her own arousal, “You’ll be fine! Even if you die, that just means we get to spend eternity together my little bitch, with how bad you stink of sin, I am sure we even have a named place for you!”

She moved the colossal slab of meat back and poked it gently at his rear. It throbbed excitedly, filled with her hot life blood. Pre was dripping from the head of her length already, and the hot fluid painted his sensitive hole and balls with her seed.

She chuckled, taking out a bottle of lube that had at one point been in his jacket and smearing it down her length, but it was the equivalent of lubing up a jumbo jet to try and fit it through someone’s front door, it wasn’t going to do anythin-

Hatter’s train of thought died in a giant fiery explosion as the giant head of her cock attempted to fit into his tiny rear hole. He would confess to being a bit more experienced then most people were, but this much cock was impossible for any normal pony to take.

A loud squeal tore from his lips, but through some force of dark magic, his insides didn’t get ripped apart, and his hips moved out the way as the head of her gigantic cock slowly slipped inside of him.

By this point his hooves were desperately kicking at the ground as he tried to pull himself off of her length. Shake’s just moved a hoof forward to hold him in place as she let out a pleasured moan.

The mare swallowed down another snack cake that he had bought for the picnic, then spoke calmly, “See? I told you it would be fine.”

Before he was able to respond or throw a slew of curse words at her, Shake’s gave a soft groan and pushed her hips forward in a smooth motion.

Inch after inch of her length slowly slipped inside of him, the poor stallion’s limbs wildly failing as he tried his best to force the length back out of him using his rear, but it only ended up milking her length and making her moan out as she kept pushing that colossal length inside of him.

He was expecting that several of his organs should have been crushed at this point, but that didn’t happen, and Shake’s let out a soft groan, stopping now that her length was halfway inside of him.

“Fuck your ass feels fantastic, I absolutely love it. I’ve been needing to empty my balls inside another of you sissy sluts for months...”

Hatter groaned and flailed his hooves again. Her massive length had slipped his hips out of place, shoving his organs aside, it hurt, but it also felt good.

Confusing feelings that should have never been mixed together were flooding through his body as she wrapped her hoof around him and then pushed himself forward hard.

A loud cry tore from his lips as the entire length slipped inside of him down to the hilt. He could feel her cock pressing against his ribcage, and he grit his teeth in a desperate attempt to contain the pain and pleasure ravaging his mind as she ravaged his ass.

“So are you enjoying our little rendezvous so far, Hatter?”
He attempted to form words, but he was quite sure the air was being squeezed from his lungs with her cock, and he had to speak through gritted teeth, so the only thing he managed to spit out was “Hmmgth! Mmght!”
“That’s what I thought.” Shake’s said with a deranged sounding giggle.

With that, she begin to thrust. Her cock slammed in and out of his tight rear hole with indomitable force, her massive balls smacking into his own tiny orbs with enough force to make him cry out as his rear was pounded red by the colossal orbs that almost seemed to throb and churn with the amount of her hot spunk and life blood that flooded into them.

Hatter could do nothing. He wasn’t a stallion to her, he wasn’t a friend, he was nothing more then a toy, a play thing that she used and then threw away once she got bored.

This wasn’t what he had planned for. Mascara stained tears streamed down his cheeks as he was forced to bear her titanic weight, and the immense loathing behind each of her thrusts.

SNAP. CRACK. His bones sounded like thunder in his ears as they finally yielded to her strikes. Hatter expected pain to rip through him at this point, a loud mewl escaping his mouth as he tried to plead with her to stop.

Instead of pain, it was bliss that washed over him, such bliss that it made his eyes roll back and his legs shake like mad as a feral nicker sounded from deep in his throat and filled the air.

Shake’s let out a loud groan of pleasure upon feeling his body finally give, slamming her hips forward one final time as her cock throbbed and twitched deep inside the guts of the slutty stallion, her balls practically seeming to throb before-

Pleasure tore through Shake’s as she finally got to empty her balls, a thick torrent of her hot seed jetting from her cock and into the toy beneath her, flooding his insides in an instant, and as she drew her cock back, it seemed to inflate him like an overstuffed condom for a few seconds, before she rammed her hips forward hard.

A torrent of cum poured from out his mouth and nose as a final content sigh spilled from Shake’s lips as she emptied weeks worth of tension into his guts.

For a few seconds she just sat there and basked in the afterglow of such an intense orgasm, before slowly pulling her cock backwards, any cum that hadn’t spilled out his mouth or nose now backwashing down his legs as he leaked her seed all over the ground like a broken facet.

His teeth were still clenched, his eyes rolled back in his head as he nickered and neighed softly to himself, legs shivering and quaking as those mascara stained tears kept streaking down his cheeks. His mind had shattered almost as hard as his bones, Shake’s giving a chuckle as she used the side of the feminine slut to wipe off her cock.

She took a final moment to look at the size of the pathetic load he had managed to blow across the ground, his hips still thrusting forward slightly as he tried to force more cum from his empty balls.

Such a good toy.

“Thank you for an enjoyable date Hatter, I hope you learned a lot about demon culture. She said, before turning and heading deeper into the forest, away from him and in search of more fun.

Author's Note

I was drunk at the time of editing, I apologize if I missed anything.