I Roll To Seduce The Dragon!

by dirty little secret

Rating: mature
Tags: My Little Pony: Friendship is Magic, Porn, Sex, Spike, Adventure, Pinkie Pie, Anthro
Length: 4648

Spike is a dragon. Pinkie Pie is a bard. In O&O, this leads to its inevitable conclusion.

Spike is desperate to find some more players for Ogres & Oubliettes. Big Mac is off making a delivery, and things just get way too weird when the only other player is Discord. Thankfully, some of his friends are happy to help. Rainbow Dash, Pinkie Pie, and Twilight Sparkle. Oh, and Twilight brought Trixie along, too? Okay. That should be an interesting O&O session.

And it is. Complete with Discord's magic making everything come to life. Things get a little too interesting for Spike, though, when the party's bard, Pinkie, says, "I roll to seduce the dragon" ... and rolls a natural 20.

Spike is 18 in this fic.
Contains: cliché D&D jokes, casual sex, thicc Ponkers, impregnation, double dragon dick.
Cover art by ethanqix.

Published 2023-06-17 21:50:05 UTC
Last updated 2023-06-17 21:50:05 UTC

Are you ready to enter the world of Ogres and Oubliettes?

Spike looked around the gaming table. Definitely not the usual crowd of Big Mac, Discord, and maybe Rainbow or Pinkie. Big Mac was off out of town making a delivery run, so Spike had rushed to invite some more players. Because things tended to get weird – weirder than normal – when the only other player was Discord.

Discord had showed up, of course. He hadn’t missed a single game since his very first one, and Spike wouldn’t have it any other way, because the way Discord turned the fantasy world into reality was a very literal game-changer. It was really nice to see that both Pinkie and Rainbow had come to help round out the team. They weren’t the only ones, though. This time there were two new faces: Twilight and Trixie. After hearing more about the game and reading every single page of every single rule book, she’d enthusiastically joined. And for some reason, she’d dragged Trixie along. Trixie seemed pretty aloof about the whole affair, currently more focused on her fingernails than the game table, but she’d made a fresh character sheet readily enough, and they were all now ready to go.

Well, then... What was he waiting for? Putting on his best theatrical voice, he announced, “Are you ready to enter the world of Ogres and Oubliettes?”

A small cheer came in response. Not the full voice of everyone at the table, but he’d have to work with what he could get. And thanks to Discord, what he could get was awesome. With a snap of Discord’s fingers, he found himself – and everyone else – transported to the magical realm of Spiketopia.

He, as the enchanter Garbunkle, found himself in his familiar robes and wizard hat. Discord had become Captain Wuzz, the archer extrodinaire. Rainbow Dash became Shadow, the rogue with an unexplained dark past, and Pinkie Pie was decked out in the flamboyant, multicolored tunic of Winkydink, the party’s incorrigible bard.

More interesting to Spike were the two newcomers. Twilight had become Amiressa, a cleric of the Goddess of Knowledge, with a lore and backstory so convoluted and detailed that Spike honestly hadn’t even been able to read through it all without falling asleep. And Trixie... Well, Trixie was Trixie. She’d become her character: the Great and Powerful Trixy, most powerful sorcerer in all the land. Even though she was starting out at level one. Objections had been raised, of course, that she couldn’t use her real name, but she had vehemently insisted that it was a completely different name because it was spelled differently, and eventually they’d given in just to end the argument and retain some level of sanity. Oh, and – of course – she’d stolen Garbunkle’s look, with a nearly identical hat and robe, just with the addition of a star pattern on them.

It was okay, though. None of that mattered. Because it was guys’ night! Or, well ... now that there were more girls than guys involved, maybe he’d have to come up with a new name for the whole thing. But for now, Guys’ night it was!

“You find yourselves on a hill in the outskirts of a quaint village,” Spike’s own mystical voice somehow said from above.

He still wasn’t quite sure how he could be narrating all of this while also experiencing and playing it in person ... but he’d long since learned not to ask too many questions about things when Discord was involved. That only led to headaches.

He could see where they were, though, so the narration wasn’t even very helpful. “Tell me something I don’t know,” he muttered under his breath.

To Garbunkle’s slight surprise, the cosmic Narrator Spike voice actually did go on to tell him something he didn’t know ... after a quick dice roll, of course. “Since you passed your passive perception check, you see a merchant coming up the road toward you, coming out of the town on an ox-drawn wagon.”

And there the wagon was! Sitting in the driver’s seat was a paper cutout of an earth pony stallion in merchant’s robes. Every non-player character was a paper cutout for some reason, despite the realism of everything else in this world. Again, Discord: don’t question it, and you won’t get a headache.

Trixy immediately ran up to the front of the party. “Aha! Trixy has spotted our first quarry! What spell must Trixy use to turn this merchant into a teacup and loot the wagon?”

“Trixie!” the cleric Amiressa yelled. “That’s being a murderhobo! You can’t do that!”

“Who is this ‘Trixie’ you speak of? I am Trixy, greatest sorcerer in all the land! What, pray tell, is the point of being the greatest and most powerfullest sorcerer in all the land if I cannot turn merchants into teacups?”

How ... how could she even tell the difference between the two names? They sounded exactly the same to Garbunkle...

At any rate, he could already tell that it was going to be a long night this time.

⚔ 🛡️⚔

Garbunkle quickly dove for cover behind a pair of big four-sided dice. Just in time. The goblin lich’s magic missile obliterated the spot where he’d just been standing only a moment ago. This was tense – the party was doing really badly without Sir McBiggun tanking. Garbunkle had never before realized just how much Sir McBiggun contributed simply by absorbing enemy attacks into his high armor and health stats! Dealing with this lich was bad enough, not to mention the whole hoard of magically brainwashed goblin underlings!

“Your turn, Captain Wuzz,” the cosmic Spike said from the sky.

Captain Wuzz drew back his paper bow. “I take careful aim directly at the lich and loose a standard arrow!”

Cosmic dice rolled as his arrow arced through the air. The arrow struck home, causing the paper cutout lich to scream in agony and rage.

“Your arrow strikes true! Straight into the eye of the goblin lich!” Another dice roll. “But it only causes twelve damage, and his necrotic healing ability restores his eyesight in moments. Your turn, Winkydink.”

Winkydink bounced toward Garbunkle in long strides. “I roll to seduce the dragon!”

“Ugh, Pinkie!” Amiressa – or Twilight – yelled out, shamefully breaking character, even as she tried to force others to take the game seriously. “In case you haven’t noticed, we’re fighting a lich, not a dragon!”

“I know that!” Winkydink said. “But I roll to seduce the dragon anyway!”

“You can’t do that,” Garbunkle protested weakly. “I’m just a friend! And besides, Rarity wouldn’t—”

The cosmic dice rolled.

“A natural twenty!” cosmic announcer Spike boomed. “Critical success!”

Garbunkle’s mouth gaped as he watched Winkydink lift the front of her tunic. She had nothing underneath. No, that wasn’t accurate. She had quite a lot underneath – but what caught his attention were two huge pink titties that jiggled and bounced as Winkydink danced slightly in place.

Woah. Boobs.

Garbunkle's heart belonged to Scmarity just as much as Spike’s belonged to Rarity ... but he wasn’t made of stone. And he’d have to be, in order to ignore a bouncing bust like that! Pinkie’s titties were massive – at some level he’d always known that. But in proportion to her pudgy body, they’d never caught his attention like Rarity’s knockout set had ... or even like Fluttershy’s. On a wide, round body like Pinkie’s, huge boobs didn’t look so huge ... until they were set free. His eyes popped open wide, and his cocks quite literally burst out through his pants to poke out through the gap in his robe. Critical success...

And it wasn’t like Spike had never looked at his other friends that way. Sure, his eyes were usually on Rarity, but he didn’t mind spending time with five other pretty mares, either. Usually, Pinkie Pie didn’t rate very high on his list of friends he’d think about fooling around with, but those big bouncing titties sure had a way of changing his mind about it. Her wide – and even pinker – nipples drew his eyes away from her round belly, making his tongue hang out. It wasn’t as if he ever got much action, anyway. So even seeing tits like this was a huge turn-on. And normally he’d never really consider touching one of Twilight’s friends like this ... but as long as it was in a game ... as long as it was Garbunkle doing it with Winkydink, nopony could get mad at Spike or Pinkie Pie, right?

He quickly found himself getting obsessed by the idea of being with Winkydink, even worse than his obsession with Scmarity. How had he never noticed just how buxom the party’s bard was...?

“Garbunkle,” the cosmic voice said, “you are now seduced.”

Yeah. He was definitely feeling it. And already moving toward Winkydink without even thinking about what he was doing.

“It is also your turn now. What action will you take?”

Was there any real question about it? There was only one thing he could do: he reached up and grabbed Winkydink’s huge tits in both hands. His jaw dropped, tongue lolling out. They were just so soft and plush. A teensy bit droopy, but they made up for it in sheer volume, and Winkydink’s constant, low-key bouncing made them jiggle in such enticing ways. His cocks twitched needily, already eager to get on with it.

Apparently, Winkydink was just as eager. She reached down with both hands, taking one of his cocks in each of them and beginning to gently – but rapidly! – stroke both at once.

Squeezing Winkydink’s tits together, Garbunkle bent his head down and licked the deep valley between the two of them, his long tongue just barely able to reach all the way to her chest. From there, he did his best to explore every last inch of those soft, luscious curves of hers, culminating in finding one of her big fat nipples and sucking it into his mouth.

Winkydink moaned cutely when he did that, but even so, she didn’t let him do it for long. His time with her bountiful breasts would end up being limited ... because she had more than that in mind.

As she dropped down to her knees in front of him, Garbunkle let go of her big pink titties with a twinge of longing regret ... but also a huge swell of anticipation. Was Pinkie – no, Winkydink – really going to...?

Yes. Very much yes.

Winkydink went straight for it, tongue out and mouth open. She effortlessly swallowed his left cock, pumping the other with her hand.

Going weak in the knees, Garbunkle moaned. He’d messed around a little with other mares now and then, but none of them had ever sucked him like Winkydink. She was so wet and sloppy with it, slurping up and down his length, pressing her snout to his crotch on every stroke. He wasn’t at all big, not by pony standards, anyway. Who could compare with literal horsecock? He liked to think he could make up for it by having two of them, plus all the fun dragony ridges and of course the big fat knots at each base. Even with his smaller-than-usual size, though, he’d never been swallowed so easily and so thoroughly. It had never occurred to him that anyone possibly could do that. Not even in his wildest fantasies about Rarity – no, Scmarity.

“Cleric Amiressa, it is now your turn.”

“I cast protective dome!” Amiressa shouted out to the sky, holding her hands up above her funny cleric hat. A smart move, given their desperate lack of any tank. Garbunkle only barely registered this, though. Most of his attention taken up with the pink mare messily slurping his left cock.

The dice rolled. “Nine. Limited success. The dome is somewhat protective.”

“Pinkie! Spike!” Amiressa called out, struggling to hold the magic dome in place. “Quit fooling around! This lich is tough and we need all the he help we can get to beat him!”

Garbunkle ignored her. The lich could wait. The whole land, the whole game could wait. Because it was not often he got his dick sucked, and he’d never had it done like this before!

And Winkydink hadn’t yet even reached the peak of what she could do. As a bard, she had incredibly high stats in charisma and agility ... and she was about to put both to good use. Without warning, she suddenly switched from one cock to the other, now bathing his right cock with her broad tongue as she happily slurped away. But that was only the beginning. Leftie wasn’t about to be left out in the cold. It took a bit of bodily contortion, but she managed to twist herself into position so that his left cock pressed against her tits while she swallowed his right. And then, aided by the dripping saliva she’d just left there, it slipped right into her massive cleavage.

Garbunkle felt like he was about to pass out from pleasure. Was Winkydink somehow dealing psychic damage with this? All he could do was hold onto Winkydink’s head and shoulders for dear life, riding this out. He didn’t even have to move at all. The bobbing motions she made as she sucked him were more than enough to make her soft tits slide over his other cock.

Eventually, though, he began to regain composure, gradually becoming accustomed to the intense pleasure of getting a tit-fuck and a blowjob at the same time.

In fact ... in fact, it was rousing something inside him. A primal instinct...

Spike would never consider doing something so disrespectful and domineering. But this wasn't Spike. This was Garbunkle the adventuring enchanter, maxed out at level thirty. Garbunkle had seen it all and done it all ... and he wasn’t afraid to take charge and use an air-headed bard like she deserved to be used!

With a draconic snarl, Garbunkle grabbed Winkydink’s head in both hands. For a long moment, he held her there, with only his pointed tip in her mouth, allowing her to reflect and realize who was in charge now. And then he plunged her down.

Yes! That was it! He didn’t even care that his other cock was now rubbing against her tits instead of between them. All that mattered was Winkydink’s willing mouth and the hot shaft he had to fill it with. Over and over. As deep as he could.

Holding her head in place, he shamelessly fucked her throat, thrusting his hips against her and slamming himself in, in, in.

Winkydink didn’t even gag. She stared up at him with adoring eyes, loving every moment.

Those eyes did him in. Those big, blue quivering eyes, practically begging him to pour dragon cum down her throat. How could he – or his body – resist longing eyes like that?

With one last manic thrust, he pushed all the way into Winkydink’s mouth. His pointed tip lodged itself deep in her throat, her tongue played across the ridges of his shaft, and his swelling knot filled her mouth until she was forced to hold it open as wide as she possibly could. Tears welled up in the corners of her eyes, but she still stared up at him needfully, desperately.

Garbunkle roared like he seldom had before, launching a gout of flame upward. Pure draconic mating instinct. His hips jerked uncontrollably, jerking Winkydink’s head around as well. The cock deep in her mouth throbbed and pulsed, pumping gushes of dragon cum straight down her well-used throat.

There were no theatrics from Winkydink. No gagging or snorting cum out of her nose. She just stared adoringly up at him, her neck twitching as she swallowed again and again, drinking down everything his hidden internal balls could give her.

Or at least half of what they could give her. Because his other cock hadn’t spewed a single drop. He’d seldom jizzed from both at once. Only if he was really trying to. That wasn’t how reptilian cocks were supposed to work. Instead, his other cock did exactly what it was supposed to do: stay ready for round two.

Finally, Winkydink showed some effect from having her face stuffed with cock for so long – when she finally pulled off of him, her lips dripping with cum, she gasped in deep breaths, greedily sucking in more air.

“That was really nice,” she said, wiping her muzzle with her multicolored sleeve. “It’s not very often I get to have a cock like that!”

Garbunkle turned slightly to the side, angling his softening right cock away from her and prodding her cheek with his still-stiff left cock. “You’ve had one cock, yes. But what about second cock?”

The way Winkydink’s face lit up in a smile was the most gratifying thing Garbunkle – or Spike – had ever seen. Quickly, she leapt over onto a six-sided die about the right size, lying on her back and spreading her legs out.

Shuffling out of his pants and robe as he went, one cock flopping and the other bouncing, Garbunkle came to her.

There was, of course, the little issue of Winkydink’s clothing. Her patterned tunic provided a short skirt, underneath which were tights, made from many patches of mismatched colors. He could perhaps pull them off, but not with her legs spread out like this. Instead, he had a better idea.

He pointed his staff at her crotch. “I cast evaporate clothing on Winkydink’s tights!”

The cosmic dice rolled. “A natural twenty! Critical success!”

His staff flashed. Winkydink’s clothing flashed as well. All of her clothing. With a little poof of magic, she was left absolutely naked from head to hooves.

“Wow,” she said, staring up at him from between her thick pink thighs, “you wasted a spell slot just for that?”

“Always knew it would come in handy. And besides, as a level thirty enchanter, I have plenty of spell slots to spare!”

She laughed. “How about you stop being so full of yourself and come over here so I can be full of you!”

That sounded like a wonderful idea to Garbunkle! He came up to her and grabbed her outstretched legs. His stiff left cock prodded and rubbed against Winkydink’s plump pussy lips; his limp right cock swung and slapped against her plush and jiggling ass cheek.

“Ready to lose your virginity for real?” she asked, licking her lips.

He rubbed the back of the head. “Um, actually, Pinkie, I’m not really a—”

“Garbunkle is!” She giggle-snorted. “Dost thou forget thine vow of chastity unto Scmarity so easily, Sir Enchanter?”

“Oh. Right...” Dang it! He really shouldn’t have broken character like that! Especially not when he was about to do what he was about to do. Vow of chastity notwithstanding. Because he would take a real live, soft and warm Winkydink over a paper cutout of Scmarity any day.

“Come on, oh great enchanter! Let me see what you can do with that staff of yours! Are you gonna cast create cum with it?”

Quickly, Garbunkle pressed his left tip to Winkydink’s entrance and pushed ... if only to keep her from making any more lame jokes about his fantasy magecraft.

Oh yeah... That was it! He had done this a few times before, fantasy roleplaying aside, but every time, it was the most incredible feeling he could ever imagine – his cock spreading a mare’s entrance open and slipping deep into her pussy. The supple wet warmth was always the same, always wonderful ... and yet always different. Winkydink’s pussy was just as soft and plush as the rest of her, and yet it was surprisingly tight. Even though her inner walls yielded easily, he had to push in order to wedge the thickest part of his cock – other than his knot – into her.

Winkydink threw her head back and squirmed happily on the surface of the die. “Oh Garbunkley-dunkley! It feels so good inside my pussy-wussy!”

Mid-thrust, Garbunkle stopped and cringed. “Seriously? Can you please not call me that?”

“What? If I can’t call you ‘Spikey-wikey’, what can I call you?”

He shook his head. Maybe doing it with Pinkie/Winkydink had been a bad idea. But even bad ideas had their charms, and so did she. There were her charms right there in front of him, heaving up and down on her chest with every excited breath. Garbunkle licked his lips.

“If you call me that again, I’m gonna cum inside you.”

“Don’t threaten me with a good time, Garbunkley-dunkley!”

“That’s it!” Savagely now, Garbunkle started thrusting inside her, pounding her with everything except for his knot every time. His other cock slap-slap-slapped wetly against her ass cheek as if marking the rhythm.

And Winkydink had her own additions to the rhythm. Maybe it was only because she was a bard class, but even her squeaking love moans were melodic and a pleasure for the ears. They came with the rhythm of her gasping breaths, which was in turn the same rhythm he pounded her with.

All the while, Garbunkle’s eyes were locked on her wildly bouncing tits. Grinding his teeth with lust, he reached out and grabbed them again, squeezing them mercilessly ... which only made her squeal louder.

“Could you two keep it down?” Captain Wuzz groused, launching arrow after arrow. “I’m trying to commit war crimes against a goblin horde here!”

Winkydink did not ‘keep it down’, and neither did Garbunkle. He groaned and snarled with the effort of giving her everything he had ... at least until he bent over her and filled his maw with her tits.

Even with both hands and his mouth, he still couldn’t touch all of her giant titties at the same time ... but he still tried his best anyway! He didn’t even care about her plump belly bumping against his own body. She felt so heavenly soft and warm on the inside, and if he closed his eyes, he could pretend that these huge jiggling titties filling his hands and mouth were pure white, like Rarity’s...

“Garbunkle,” the cosmic voice said, “it’s your turn.”

He was too far gone, in a fantasy within a fantasy now, imagining Rarity succumbing to his knot as it forced its way into her tight confines, locking him in place...

“It’s your turn, Garbunkle!”

Dang it... How had that happened? How had Winkydink taken her turn without him even noticing? “I roll to impregnate the bard!” he snarled toward the sky, his cock already throbbing, his cum already surging inside her.

“Roll a wisdom saving throw.”

Garbunkle waved his arm in the vague fashion that he knew would somehow magically correspond to Spike rolling the dice. A twenty-sided die flung out from his hand, landed and rolled, and just as quickly disappeared.

“Three. You fail your saving throw ... and succeed in impregnating the bard.”

Garbunkle roared with renewed vigor, his cock pumping even more inside her, filling her to the brim. Yes yes yes! This was what he was for! He buried his face in Winkydink’s tits, riding out the most intense orgasm of his young life.

And then, just when he thought it was over ... Winkydink came. The spasming of her pussy renewed his own orgasm, milking even more dragon cum out of him. Even though he was over-sensitized to the point of almost being painful, though, he couldn’t pull out. He’d knotted her, and they would be tied together until his cock softened enough. No escape. And Winkydink’s pussy milked him for all he was worth as she screamed happy gibberish up at the sky. He felt like he wouldn’t be able to cum again for a week after this! All he could do was hold on for the ride and think of Rarity...

⚔ 🛡️⚔

By the time Garbunkle was able to pull his cock out of Winkydink, leaving her gaped and leaking, the battle was over. He gazed, dumbfounded, at the carnage surrounding them all. Countless shreds of paper from vanquished goblins strewn everywhere. Paperboard gore on an unprecedented scale. And yet there was no sign of the lich...

Their own party was not without carnage either, though. Trixy must have failed her own saving throws at some point, because she was lying flat on the ground with paper arrows in her chest, very dead. Amiressa was hastily trying to cast greater resurrection on her, making that telltale dice-rolling gesture.

“Eleven. The spell fails and Trixy is now truly dead.”

Trixy’s character sheet wafted up out of her body and flew away on the breeze, like a soul rising to go seek the afterlife. Dimly, somewhere up in the sky, Trixie could be heard cursing the dice and vowing eternal punishment upon the ones responsible.

Shadow and Captain Wuzz, meanwhile, were having a bit of a discussion.

“Are you kidding me? I killed way more goblins than you did! You ran out of arrows after the first twenty!”

Captain Wuzz scoffed. “You know we don’t keep track of ammunition supplies at this table! I killed twice as many goblins as you did! And I think some of them were children!”

“Is that supposed to make it better somehow? Anybody can kill children!”

Captain Wuzz crossed his arms. “You would think that, wouldn’t you? Well for your information, the children are a much smaller target, which makes them more challenging to hit!”

“Oh yeah? Well if you’re so great, how come you didn’t manage to kill that lich, huh? You had a wide-open shot!”

“I tried.” Captain Wuzz groaned. “But he was able to plane-shift and escape to the Dungeon Dimensions! Our esteemed level thirty enchanter was supposed to cast counterspell and prevent that, but it seems that somepony has distracted him...” He gave Winkydink a toxic side-eye.

Winkydink, still nude and leaking cum, lifted her arm into a big thumbs-up. “No regrets!”

With Captain Wuzz distracted, Shadow the edgy rogue had moved on from looting goblin corpses to looting Trixy’s corpse.

“Hey!” Amiressa objected. “What the heck do you think you’re doing, Rain— I mean Shadow? She’s our friend!”

“Yeah, but she’s our dead friend, and she’s got ... holy crap! Where did Trixy get ninety gold pieces?” Shadow looked up, only to see the disapproving glares of almost everyone else. She shrugged. “What’s the big deal? It’s what my character would do!”

Winkydink, finally recovering enough to get up, latched onto Garbunkle from behind, almost tackling him. “Uh-huh! And Garbunkley-dunkley is who my character would do!” She giggle-snorted almost deafeningly, right in his ear.

Suddenly, though, the reality of what he’d just done was starting to hit him. Had he really just impregnated Winkydink? Had he really just impregnated Pinkie Pie? He gulped. “Hey, um, guys... You all remember what we said about ‘what happens in Spiketopia stays in Spiketopia’, right? I’d, uh... I’d really appreciate it if you all didn’t tell anypony about, um, you know...”

Dang it, though! Rarity was sure to find out sooner or later, and then he’d really have no chance with her! How could he have blown it like this?

Unless...

Hm... It would not be easy to convince Rarity to play Ogres and Oubliettes with him, but if he could...

Author's Note

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