Ogres and Oubliettes (and Applejack)

by Sasdk

Rating: mature
Tags: Sex, Big Macintosh, Applejack, Discord, My Little Pony: Friendship is Magic, Spike
Length: 4007

Applejack is invited to a friendly game of Ogres and Oubliettes but it turns out to be more than she bargained for. Last minute entrance for "Incest is Wincest" competition April 2019

Applejack wasn't sure whether she'd be the right pony for a game session with the boys, but she had agreed to come anyway. But when 1 mare is surrounded by 3 guys, things quickly turn astray, especially if one those guys are named "Discord".

Published 2019-05-01 05:20:01 UTC
Last updated 2019-05-01 05:20:01 UTC

Chapter 1

“Are you sure I’m the best choice for this, Big Mac?” Applejack asked her brother. She had been invited to their “guys’ night”, as Big Mac, Spike and Discord called it, something they had been doing regularly over the last few months or so. Only recently had they started inviting the mares of town to join them as well and today it was Applejack’s turn.

”Of course we want you here, Applejack, we wouldn’t have invited you otherwise” Big Mac said reassuringly. “You’re tonight’s special guest.”

”And I’m awfully honored” Applejack said, a smile forming on her face, still she hesitated. She had hastily accepted when she was first asked as she rarely had to spend with her brother outside working on the farm, but now, when the mare was standing in front of the giant grid filled with cardboard trees and giant die littered about, she was having second thoughts. It reeked of magic, Discord’s magic in particular, something she wasn’t very fond of. She became even more uncertain once Big Mac jumped through onto the grid board and an armor magically appeared on him along with a unicorn horn.

Big Mac outstretched his hoof for Applejack to grab on to. “My sis ain’t scared, is she?”

“Of course not! She just doesn’t do well with magic, is all.” Applejack said and took a few steps on the spot.

“Come on, there’s nothing to be scared of” Big Mac reassured with a warm smile while keeping his hoof outstretched.

“Alright, then, if you say so.” Applejack said and carefully took his hoof. Even though she trusted Big Mac she couldn’t help but closer her eyes as he pulled her onto the grid board followed by a relieved sigh as she felt nothing had changed, at least not initially.

“See? That wasn’t so bad.” Big Mac said.

Applejack gave a slight laugh. “I guess not.” She still had a feeling that she would have had more than her fair share of magic by the end of the day.

Big Mac and Applejack made their way toward the center of the board where Discord and Spike were standing, both dressed up in the same style of costumes that Big Mac was wearing.

“They’re here!” Spike yelled with excitement once he spotted them approaching.

Applejack waved at him “Hiya, Spike!”

Discord, too, made his greeting. With a flash of light, he appeared in front of Applejack with his arms outstretched as if wanting to pull her in for a hug. “Applejack!” He said in a way that sounded like they had been friends for years. Applejack wasn’t buying it.

“Discord.” She said back at him with no hint of emotion. Already was she certain that he was up to something. Discord scoffed and crossed his arms. “Well, alright then.”

Once Discord and Spike had gotten closer Applejack realized how ridiculous their outfits looked. Spike’s especially, with the huge, bushy, white beard along with even bushier eyebrows, although Discord wasn’t faring much better with his long, beautiful and pure-looking hair that was the complete opposite of his personality. At least Big Mac was recognizable, although Applejack preferred him without a horn, and his scars made him look more dangerous than she knew he was.

Applejack made a slight snort. “Uh, what are y’all wearing?” She asked looking around at the three.

Spike gave a smile as if he had been waiting for her to ask that question. “I am the mighty magician known as Garbunkle!” He flicked his cape and proudly showed off his staff, which looked more like a painted branch than anything. “Everyone respects me.”

Despite her best efforts to retain it, Applejack couldn’t help but laugh at the silliness before her. “Oh, I don’t doubt it.”

Spike calmed down a little and cleared his throat. “With me here today are the honorable black knight, Sir McBiggun,” Big Mac gave a slight nod to Applejack. “And of course, there’s also the one and only Captain Wuzz, our archer.” Spike gestured to Discord whose hair was flowing beautifully through the non existent wind.

“’Captain Wuzz’?” Applejack barely managed to repeat before she burst out in a fit of laughter. The flow in Discord’s hair died down as Spike and Big Mac also had a hard time containing their giggles.

“Oh, ha ha, my character has a unique name, very funny” Discord grumbled and rolled his eyes.

Applejack’s laughter slowly died down “I’m sorry, Discord, I didn’t mean anything by it.”

Discord scoffed. “No problem, Jaccklepack”

“Jaccklepack”? Applejack asked confused.

“Oh, I almost forgot” Spike said as he fumbled with some loose pages in a book hat he was carrying. ‘Ogres and Oubliettes’ was the name of the book as well as the game they were playing. “This is your character! Big Mac already made one for you!” He laid a piece of paper with a crude drawing in front of Applejack.

Applejack looked through the paper as Spike went on in length to explain her entire backstory. There were a lot of numbers and stats on the paper which made Applejack worry that they had gotten the wrong pony for the job. The game suddenly seemed more mentally challenging rather than physically. While trying her best to make sense of all the numbers and names on the paper, she noticed something that made her tilt her head and interrupt Spike in his explanation. “It says here that I’m a pegasus?”

Applejack’s body suddenly and she let out a yelp. Her eyes widened when she felt something sprouting from her back. She slowly turned her head around to see what it was and found two neatly folded orange wings resting on her back. After the initial surprise, her brows frowned. “Big Mac’s idea, you say?”

Big Mac scratched the back of his head. “I thought it’d look good on you.”

Applejack huffed in disagreement but decided not to push the questioning further. After all, it could be that Big Mac himself was uncomfortable not being an earth pony and he wanted someone to relate to. Besides, Spike looked eager to get started and she felt it would be rude to keep him waiting. She barely had to said anything before Spike ran off, taking the lead, as the others followed

Once they got going it turned out to be what Applejack had feared, the game was more about strategizing and planning ahead rather than displaying feats of physical strengths. Although they were physically there, their abilities and state of mind depended almost entirely on whatever number was rolled on the die and what Spike’s big rule book correspondingly said. If the book told her that she was tired she started to sway on the spot and her eyes could barely stay open, and if the book told she was full of energy then she could barely stay in place. Despite being a strong pony, whatever magic was at play seemed to have full control over that as well. It didn’t matter how much strength she put into her kicks, if the book told her it wasn’t gonna do anything, then it wasn’t gonna do anything. It was also turn-based, meaning if she found herself in an unlikable situation nothing could be done about until the others had their turn. Applejack continued playing after all, seeing as her brother had personally invited her and telling herself it was simply a game, even if it felt real. She was also spared from wearing any nonsensical outfits, even if her stats suffered, and as such she played wearing nothing but her signature hat. The stats didn’t really matter that much, anyway, they were playing as a team and the boys could more than make up for Applejack’s lack of skill. They were also kind enough to let Applejack make all major decisions, which mostly involved helping the people o Spiketopia, the name of the land, in her own way. Anything was possible in Ogres and Oubliettes, after all. As the night when on, she began to quite enjoy the game and even felt like she had a good understanding of it.

Until the boys decided to reveal their reason for bringing her here. They claimed they needed a fourth mare for the next part of their adventure. Applejack, at this point feeling like she could do anything and eager to help more citizens of Spiketopia, promptly agreed. The place they took her was a small cave, hardly larger than a room. Other than a few stones scattered about and one large rock in the side of the cave, it was completely empty. Applejack had played the game long enough to know that this was one of the many puzzles. Her wings flapped in anticipation, something they had started doing on their own since she got them, as she rushed towards the corner of the cave she felt would be most likely to contain a hidden contraption of some sort.

“Spike, roll the die, I’m feeling a lucky perception check incoming!”

When Applejack looked at Spike, now also inside of the cave, he didn’t look as eager as before. He refused to make eye contact, preferring to look at the large rock in the cave instead. “I would wait a little before wasting my turn like that, Applejack” he said and awkwardly scratched his head.

A grim feeling appeared in Applejack as Discord and Big Mac entered the cave wearing serious faces. She narrowed her eyes and fastened her hoof on the ground as her wings gave a few ripples. It had been nice playing along with the boys, but she had longed for a challenge after practically getting the game handed to her for the last 3 hours. Spike seemed to catch that Applejack jack was ready. He swallowed at read a little in his book. “Big Mac, why don’t you go first?”

He slowly glanced over at Big Mac who stepped forward. “I reveal my 12 inch long cock”.

Upon hearing this, Applejack’s face stiffening along with her wings but they quickly fell to the ground. Big Mac was still trying to remain eye contact with her while Spike was doing everything in world to avoid her stare. She should have known they only invited for something stupid. Boys are weird like that, she thought.

She was trying hard not to make her face fluster but it was hard when she felt like the last many hours were all leading up this is. “So are we done now?”

“But Applejack, our game has only just begun, you can’t really be leaving so soon?” Discord said while shaking his head disapprovingly.

She should probably had left the game right there and then, but with a combination of anger and the want to teach them a lesson, she stayed in the game. “Fine, then. Who’s next?”

Spike gulped, then flicked his staff, albeit with much less enthusiasm than he did earlier. “I cast mind control.” A 20 sided die appeared mid-air and flew across the cave. It landed on 17. Spike glanced over the book. “’You’re now under my complete control’” he read aloud. “And I chose to transfer this control to Sir McBiggun.”

“And I command you to suck my cock”

She lolled her eyes over Big Mac’s groin not expecting to find anything. Her eyes quickly widened while her mouth dropped when she saw that the 12 inch penis in question was there and fully erected. “Sweet Celestia, that’s not possible.”

”Anything is possible in Ogres and Oubliettes” Discord said and closed Applejack’s mouth for her. “Now are going to suck it or do I have to cast an actual mind control spell on you?”

“No magic!” Applejack quickly protested. “I’ll do it.”

She looked back at Big Mac who was now sitting down. She cursed at herself internally while slowly moving her head towards her brother’s penis. Already had plan of teaching the boys a lesson turned completely sour. She gently engulfed the tip of the cock. Big Mac made a slight humming sound which indicated he enjoyed it.

So far, so good, Applejack thought as she made her way down but she quickly came to stop once it reached the back of her mouth. In one, swift motion she removed her mouth to the cock, much to everyone’s dismay judging by the looks on their faces.

“I can’t do it” Applejack calmly said. “It’s just too big, that’s a fact.”

Discord tsked at her while shaking his head, almost like a school teacher giving a scolding. “But Applejack, the rules say you must obey. Surely an honest pony like you wouldn’t want to break rules?”

Applejack did her hardest not to groan. “And I am gonna do it, just make it easier or smaller or something. It’s either that or nothing”

Discord put his hand up to his chin and raised an eyebrow at Applejack, then Big Mac. “Fine” He said and snapped his finger.

“And it’s gonna cost Spike his turn.”

“What?”

“You heard me.”

Discord went back to rubbing his chin, this time even harder than before. He looked to Spike for help who only had a shrug to offer. “Okay, fine! Do you have any more rules you want to break?”

“Not currently”

“Then get on with it!”

Applejack lowered herself down once more. She was met with the same humming noise Big Mac made the first time when she started working her way down the cock, which she did a little faster this time. She closed her eyes in an attempt to brace herself from impact against the back of her mouth but to her surprise that impact never came. Relieved, she opened her eyes and got into a steady pace of going up and down. Hope had returned to her after she managed to make Spike lose his turn. Without his spells there still was chance of winning this, even if it was small.

She had gotten into a nice work flow, but it was quickly ruined when Big Mac placed his hoof on top of her head which pulled out of her thoughts and into reality. She noticed the grunts he made in rhythm with each movement she made herself as well as Spike’s giggling from a corner of the cave, or at least she hoped it was giggling. Applejack’s cheeks started turning red, not in embarrassment, but in anger. It all helped reminded her that she had been tricked. That thought alone made her subconsciously increase her speed. Her wings started unfolding and began beating against Big Mac. This only had the effect of exciting Big Mac even more as he placed his second hoof on top of Applejack, got on his hind legs and started face fucking her. Whatever magic Discord had infused her with worked very well as she could barely feel her brother’s cock beating against the back of her throat. She soon found the magic wasn’t as perfect as it first looked as she could very much the seed which was released down in her. Her nose wrinkled and she quickly pushed Big Mac away. She turned away from him and started gagging while violently shaking her head. “Big Mac! I’ve told you I hate when stallions do that!”

Applejack barely got a moment to recovery before Discord appeared in front her. “That’s cute and all but we really gotta get a move on before it gets to late.”

Big Mac went ahead ahead and pushed Applejack to the ground. “Hold on a minute!” She managed to yell before things escalated. “I think it’s my turn now.”

Discord lifted up his finger as to protest but lowered it again quickly. “Go ahead, Applejack.”

“That’s right!” Applejack yelled out in anger, but she quickly became a lot more insecure once she realized she didn’t actually know how to get out of the situation. “Can I, uh, see my character sheet again?”

A smirk slowly creeped up on Discord’s lips. “Why, of course Applejack. I guess you would like to see the rules and possible outcomes too, wouldn’t you?” More than a dozen pages appeared out of thin air above Applejack. She began hastily looking through all while Discord tapped his fingers impatiently on the cave wall. It seemed to echo throughout the entire game “Come on, Applejack, we’re waiting”

Sweat started to form on Applejack’s forehead as she couldn’t for the life of her find anything useful in the many pages. Only now she understood that she didn’t have a clue what anything in the game did.

“Applejack! Applejack! Applejack!” Discord started chanting, getting louder each time.

“I use my dexterity!” Applejack yelled causing a surprised Discord to stop his attempt at distracting Applejack.

Another die appeared in the air and starting rolling down the game floor. Applejack held her breath as she watched it. “It’s a 12” Spike said while looking in his book. “You’re able to escape Sir McBiggun’s grasp”

Applejack let out relieved sigh and said quick prayer to Celestia as she felt her brother’s grip loosen, but before she was able to leave the cave, Discord stopped her by blocked the exit. “Hang on, Applejack, you have to roll a save against Garbunkle’s mind control first.”

“Hang on a minute, the rules we-”

“The rules were that Garbunkle lost his turn.” Discord put on some glasses, made the rule book appear in his hand and raised his finger “But I still have my turn, and as it says right here on page 34, one player can give his turn another.” He quickly turned the book around for Applejack to see but turned it back to himself after less than a second. “So, as I said, Spi-, I mean, Garbunkle casts mind control”

Before Spike could even put in a word of his own the die was already flowing through the air.

“10” Applejack read aloud. “That means the spell don’t work”

Spike looked through a couple of pages in his book but Discord pushed him out of the way. “Only partially, you feel nausea instead.”

As Discord said those words Applejack started to get dizzy and collapsed on the floor. She couldn’t even move her wings as they helplessly spread out on the floor. She knew she had lost now. Big Mac approached her as she laid there on there on the ground. Even behind the black helmet she could see a hint of empathy in his eyes. This only made Applejack angrier. “Just get it over with” she said with a clenched jaw.

Big Mac hesitated a little, but then quickly got to work. She could barely feel him enter at first but whether if that was because of magic or nausea she wasn’t sure. As he was getting more intense and Applejack started to sweat, she tried making eye contact with him to find out exactly how he felt but his eyes were closed. Typical stallion, she thought. At least he still enjoyed it, that much was clear from his grunts alone, even it was at her expense. As he came inside her she instinctively grabbed onto him but quickly pushed him away again as soon as she was able to.

Panting and with gritted teeth, Applejack shot a glare towards her onlookers. “You happy now?”

“That. Was. Awesome!” Spike said while jumping up and down.

“I have to admit, Applejack, you took this rather well” Discord said while rubbing his chin with a smirk.

Applejack stared blankly at them, her mouth agape. “Pardon?” Was all she could manage to say at the whole situation.

“I didn’t think you would go this far – with your own brother, even!. All the others already quit long before this point. You’re the coolest, Applejack!” Spike said, admiration sparkling in his eyes.

Applejack felt her cheeks redden at the sudden admiration. She got up from her place on the ground and chuckled lightly. “I always follow the rules, Spike. My mistake was getting into a game I couldn’t win.” She glanced at Discord for a brief moment, then back looked back to Spike.

“You be careful with that, Spike” she continued and gave him a pat on the head.

Even though the praise was a nice twist, Applejack was still pretty mad, although now more at the situation she got herself into rather than the people involved. She had been tricked after all, by her own brother, nonetheless. By all accounts she had definitely lost today. “Can I go home now?” Applejack wasn’t sure what the boys were gaining by this but by now she didn’t care. She just wanted to go home.

“Oh, Applejack, No one ever forced you to stay” Discord said followed by a low laugh. Not seeing Discord for the rest of the night was also a very good reason to get home as soon as possible.

Spike cleared his throat having seemingly calmed down from his recent excitement “You’re free to go. Jaccklepack will be affected by multiple debuffs for at least the rest of the night, so it probably wouldn’t be that exciting for you to continue playing.” He giggled a little, then added “not that anything could be more exciting for you than this.”

With that Applejack quickly made her ways towards the exit before anyone got any other weird ideas. When she jumped through the passage between the game world and the real world her nausea disappeared along with her wings. She let out a relieved sigh and looked back at the boys. They were laughing and had big smiles on their faces. Applejack shook her heads at them. She was right. Boys sure are weird.

When she left the castle she was greeted by the cold wind and the feeling of fresh earth under her hooves, something she now realized she had missed inside the castle. The moon was all out today and she wondered if Luna had even the slightest of similar experience with her own sibling.

Instead of walking home, Applejack decided to sit down by a nearby tree. She had a feeling she wouldn’t be alone for much longer. And right she was. Not even 5 minutes later, Big Mac came out from the castle as well, easily recognized by the sound of his heavy footsteps.

Even though Applejack heard him approach, she was refused to look at him. He stopped a few meters behind her. Other than the wind, everything was completely silent.

Applejack turned to face him with raised eyebrows and a frown. Big Mac himself looked rather mad, giving an unpleasant glare towards Applejack. They stared at each other for a few seconds until Applejack realized she’d have to be the one to speak. She closed her eyes in frustration and her brows furrowed.

“Your 12 inch long cock?”

Big Mac gave a quick shrug while still maintaining his glare.

“For Celestia’s sake, Big Mac, how many times do I gotta tell you that the 9 inches you already got is more than enough to please a mare?” Applejack said and threw a hoof into the air.

Big Mac sat down and crossed his arms. “Maybe it is, I wouldn’t know, mine’s 12 inches after all.”

Applejack quickly turned away from him again. “I don’t recall me never being able to take it all without magic.”

“Maybe you were just nervous with the onlookers or your wings confused you.”

“What was the deal with the wings anyway, Big Mac? I’m the element of honesty and your sister, for Celestia’s sake, you could have just told me you were into roleplaying instead of having to drag me through 4 hours of magic board games, I would have bought them for us had you just asked!”

“Oh, I don’t think you would have!” Big Mac said as he audible raised himself from the ground.

Applejack let out a long sigh and started walking back home with Big Mac, still ranting, following behind. It seemed like this night’s frustrations wasn’t over yet.