A Compilation of Dare Fics

by Marshal Twilight

Rating: mature
Tags: Random, Main 6, My Little Pony: Friendship is Magic, Comedy, Cutie Mark Crusaders, Other, Romance, Prince Blueblood, Sex, Flash Sentry
Length: 4362

On some late nights in the most depraved corner of Skype, some of us writers like to play a game of Truth or Dare, with 'dares' being short clopfic prompts. This is a compilation of those stories.

On some late nights in the most depraved corner of Skype, some of us writers like to play a game of Truth or Dare, with 'dares' being short clopfic prompts. This is a compilation of those stories.

FAIR WARNING: These are, for the most part, unedited, completely ridiculous, and may contain strange fetishes.

Participating Authors:

The Abyss
Bad_Seed_72
Marshal Twilight
Draconian Soul
Brasta Septim
Saylux
Knight of Cerebus
RainbowBob

Published 2014-06-04 23:30:04 UTC
Last updated 2014-12-16 02:40:44 UTC

Twilight Sparkle x Flash Sentry (Knight of Cerebus)

Author's Note

"I dare you to write a 100-word piece in which Flash and Twilight make out passionately." - Bad_Seed_72

Twilight Sparkle x Flash Sentry (Knight of Cerebus)

Twilight's eyes flowed with a green energy, her eyes brimming with tears. Flash, despite his best efforts, gave a nicker. Though his stomach churned, he pressed his greedy lips against hers. He wanted the moment to be real. He wanted it to be Twilight Sparkle, and not some changeling magic-addled shell, that was loving him. But he kissed back anyway.

Big Mac x Applejack (Bad_Seed_72)

Author's Note

"I dare you to write Big Mac getting gender swapped with his sister, and he immediately goes into heat. He reluctantly goes along with it when AJ mounts him and screws him, impregnanting him." - Marshal Twilight

Big Mac x Applejack (Bad_Seed_72)

When Big Mac woke that morning, he felt oddly itchy between his hindlegs. After yawning and stretching, he rose from the bed and walked from his room to the living room. Everypony was still asleep, and he was still itchy. Trotting over to the freezer, he decided to go ahead and sneak himself a little relief.

After grabbing an ice pack from the freezer, Mac placed it between his hindlegs. “Errr… Ma balls are a-twitchin’... Wait a darn second…”

Big Mac felt something else back there. Something that was most certainly not his dick and balls.

Big Mac headed into the bathroom as quickly as he could, that itchiness getting worse by the second. Once inside, he turned around in front of the mirror, then gasped.

“Ah’m…AH’M A MARE!”

“Big Mac?!”

Gasping, Big Mac turned to see Applejack approaching him. Well, it would have been Applejack, if it were not for the erect stallionhood smacking against her belly and the two heavy orbs swinging behind it, along with the boxy snout and larger body.

Big Mac pointed at the swapped genitalia. “Those… Those are ma…”

“Eeyup, an’ you have ma cooter,” Applejack said with a snort. “Looks like we’ve been switched, brother. Lemme take a look at it.”

“Uh… Okay…” Mac mumbled, turning around to present herself to Applejack.

Applejack took a deep whiff of her marehood, then grinned. “Feelin’ funny, Mac?”

“E-eeyup… Itchy… An’... Warm,” Mac said, feeling herself starting to heat up back there.

“Ah know what’ll fix that…”

Suddenly, Applejack was on top of her, his thick head teasing at her entrance.

Mac gasped and tried to buck the stallion off her, but he was too strong. “A-AJ! What in tarnation are ya doin’?!”

“Helpin’ out ma sister, o’ course,” AJ said shyly. “Besides, ya know ya want it… It’ll only get worse from here on out if ya don’t let me buck ya…”

“It gets WORSE?!”

“Eeyup. So… what’s it gonna be? Ya wanna roll around like a mare in heat an’ have some strange stallion buck ya, o’ have somepony ya love take the edge off?”

Mac paused. While she never had thought about her sister—er, brother—like that, Applejack was making good sense. The burning, itching sensation was quickly becoming unbearable. Mac’s body screamed at her to be penetrated, and be penetrated now!

“Haah… All… Alright,” Mac said with a slight grunt, lifting her tail high. “Go… go ahead.”

AJ licked his lips. “Good mare. Now, jus’ hold on tight…”

And then they fucked.

Applejack came inside Big Mac. Eleven months later, they had a lovely little incest foal.

The end.

Rarity x Twilight x Pinkie Creampie Orgy (Marshal Twilight)

Author's Note

"I dare you to write an extremely hot 200 word fic about a giant creampie orgy... and you can't use penis, dick, cock, or pussy, ass, or anything like that." - Draconian Soul

Rarity x Twilight x Pinkie Creampie Orgy (Marshal Twilight)

“Oh, Mr. Pie, I do so love how you feel against me,” Rarity moaned, lavishly slathering the creamy, delicious pastry all over her face as she licked up the frosting.

Across from her, Pinkie Pie was giggling and lying on her back, holding two hoof-fulls of another cream pie and rubbing it all over her marehood. After a moment, she removed her hooves and bent over, impressively managing to press her own muzzle to her pussy and begin licking the cream off it, moaning with enthusiasm as she lapped it up.

Sitting off to the side was Twilight, a heavy blush on her face and looking as if she didn’t quite know what to do. She had followed the examples of her two friends and started rubbing the sweet, cool pastry all over her belly, but after that had run out of ideas.

Luckily for her, Rarity finished with her own pie and looked over at her, an expression of pure desire on her cream-covered face. She slowly, seductively crawled over to her, licking her lips as she eyed her alicorn friend.

“Rarity, w-what are you doing?” Twilight stammered.

With a seductive smile, Rarity positioned herself so she was sitting in Twilight’s lap, and began to slowly, lick the gooey, sugary sweetness off her friend. At first, Twilight simply blushed harder, but soon light moans began to escape her lips, writhing in Rarity’s firm hold as she scooped every bit of the cream off her friend with her tongue, then swallowing with a slow, audible gulp.

Self-Insert x Celestia (Draconian Soul)

Author's Note

"I dare you to write at least 150 words of you lovingly fucking Celestia. Not rape, not torture, and you have to either write it as 'I' or "Evan.'" - Bad_Seed_72

Self-Insert x Celestia (Draconian Soul)

Celestia turned around, winking her vulva at me. “Well, what are you waiting for, hot stuff? I’m yours for the taking.”

I couldn’t believe it. The fantasies, all this hard work. It finally amounted to something. Me and the precious raiser of the sun, sharing a moment with each other. I walk close, and take her from behind. Her vagina was hot and slick, wrapping around my penis longingly. I thrusted into her, slapping against her backside.

“Oh yes!” She shouted, bucking her hips against my pelvis. “That’s it! Right there! Fuck me right there!”

I was happy to oblige, but I didn’t know how long I would last inside of her. Our sex became animalistic, and the passion burned inside all of us. I grabbed her mane and tugged, causing her to whimper in delight. It was like heaven.
After only ten minutes inside her, I could feel myself coming to a climax.

“Celestia, turn around,” I demanded. She did so, and opened her mouth, letting her tongue hang out. I jerked off aiming at her tongue, but it splashed on her face.

“Ah, that was fun, big boy,” she said. “But guess what?”

And then I said… “What?”

Soon, her body turned black, and her true self formed. Holes and all. “Thanks for feeding me your ‘love’.”

Babs Seed x Spike (Bad_Seed_72)

Author's Note

"Spike and Babs share their first kiss with one another, any length, go!" - RainbowBob

Babs Seed x Spike (Bad_Seed_72)

Spike nervously dug his feet into the floor as he paced back and forth. Babs Seed would be arriving any moment.

While the two had spent some quality time together during Twilight's trip to Manehatten, they had only been communicating via letters since then. Now that Babs was back in Ponyville visiting the Apples for a week, he finally had his chance—his chance to finally admit the most embarrassing truth, short of when he had confessed his feelings to Rarity.

Spike had a crush on Babs Seed.

Spike looked up to see Owlowliscious perched on a shelf of Twilight’s bedroom, peering down at him. “Who, who.”

“Babs, that’s who,” Spike muttered nervously, nibbling on one of his claws. “She’s gonna be here soon, and… No, maybe it’s too soon! Maybe I shouldn’t tell her quite yet…”

“Who, who,” the owl replied, twisting his head around fully.

Spike stopped biting his nails to roll his eyes at him. “Dude, that’s still creepy.”

The owl titled his head. “Who?”

Spike sighed. “Yeah, you’re right. I’ve been feeling this way for almost a month… It’s not gonna go away on its own. I just need to dragon up and—”

Somepony knocked on the front door of the library.

Swallowing hard, Spike turned around, then called out, “Coming!”

After taking one more deep breath, Spike made his way over to the front door. Though the journey was over in seconds, it was the greatest distance he had ever crossed.

He opened the door to reveal a smiling, freckled filly standing in the threshold. “‘Ey, Spike! Ya wanted ta see me?”

“Oh, hey, Babs! Uh, come on in, heh, heh,” Spike mumbled, fidgeting his claws. He stepped aside as she entered, then closed the door.

“Got the whole place ta yaself, huh? Where’s Twilight?”

“Doing something with Rarity,” Spike said quickly, turning to face her. “Um, listen, Babs, there’s uh, something I need to tell you…” Despite his best efforts, Spike felt himself blushing scarlet. Mentally kicking himself, he cleared his throat, then tried to speak more boldy. “I’ve… I’ve been wanting to tell you this for a while… Um…”

Babs sat down on her haunches in front of him, tilting her head. “Ya alright? You look real sweaty…”

Blushing furiously now, Spike dug his foot into the floorboards again, his eyes darting around everywhere but directly in front of him. “Ye-yeah, I’m fine. Um… L-look, just… What I’m about to say, just… D-don’t laugh at me, okay?”

She slowly nodded. “Um… Alright…”

“Yeah… Well, Babs… Thing is… I… I like you. A lot,” Spike added, blurting the last two words before he could stop himself.

Her eyes widened, unblinking. Spike started to panic. Oh geez, what did I do?! Now she won’t even be my friend after this! She’s gonna tell all the Crusaders, and then Twi will hear, and then— “Mmmmf!”

Incredibly, Babs Seed’s lips were on his, kissing him softly. As she pulled away, Spike felt his tongue flap out of his mouth and his limbs fall slack. “Buh… Wha… You… You…”

“I’m… I’m glad ya feel the same,” Babs said quietly, her short tail flicking shyly behind her, her cheeks redder than her mane. “So… um… Does dis mean ya wanna be ma coltfriend? Errr… drakefriend?”

“Yeah, sure,” Spike muttered before he fainted.

Snowdrop x Snips & Snails (Marshal Twilight)

Author's Note

"I dare you to write a story about Snow Drop (if that's her name) getting mugged by Snips and Snails...sensually." - Knight of Cerebus

Snowdrop x Snips & Snails (Marshal Twilight)

“Give us all your pussy!” Snip shouted.

Snowdrop blinked. “Beg your pardon?”

“You heard me! All your pussy!” Snip repeated.

“Uh, dude, we’re supposed to be getting her bits. And she only has one vagina,” Snails hissed to him.

“Um, I only have one pussy. How am I supposed to give you more than one?” Snowdrop stammered.

“Fine, give me ‘one’ pussy then, dammit!” Snips shouted. “Go on, turn around!”

“What about the money?” Snails complained. “I wanted to buy a candy bar.”

Snips brightened up. “Great idea! We can ram the candy bar into her vagina!”

“What?!” the blind pony screeched. “Why are you doing this?!”

Snips shrugged. “You’re blind, so it’s easier to mug you. Sensually. Now go on, turn around. Show Papa Snips that flank.”

Snowdrop trembled in fear, but she was trapped in the alley, and completely helpless before the undoubtedly strong and very large stallions that opposed her. Resigned, she started to turn around to ‘give Snips her pussy’.

Snips laughed evilly and took a step forward, only to freeze when he heard a shout. “CUTIE MARK CRUSADER VIGILANTES, YAY!” A split second later, an orange mass landed on top of Snips, knocking him to the ground.

“Whoa, what’s—?!” Snails started to say, only to be quickly lassoed and tied by a length of rope.

“What’s happening?!” Snowdrop shouted. “Do I still have to give my pussy?”

“No way miss, you’re safe now,” a second voice said dutifully.

Snowdrops tilted her head toward the new pony. “Oh, thank you so much!” she said, swooning in place. “How can I ever thank you?”

“By not walking into dark alleys at night by yourself when you’re blind and helpless,” a third voice said sternly. “Cutie Mark Crusaders Vigilantes, away!”

And with that, Snowdrops was left alone with two disabled colts, feeling just as confused as they were.

Rarity x Diamond Dog (RainbowBob)

Author's Note

"I dare you to write a Diamond Dog fucking Rarity, knotting her in her ass as he cums inside her. Min length 300 words." - The Abyss

Rarity x Diamond Dog (RainbowBob)

“Yes, yes, right there, you mongrel mutt you!” Rarity begged. Her back legs were weak at the knees, her body unable to support itself. Instead, she laid with her front hooves on the floor, her face pressed hard against the clean surface. “Keep on going! Don’t stop!”

“Yes, right away, Miss Rarity!” Rover replied. He renewed his vigor, smashing his hips against Rarity’s rear, every thrust of his member back into her nethers eliciting a new moan or shout of approval from Rarity.

She was covered in sweat, lust emanating from every pore of her body to the point that she felt like she’d melt from the heat burning up within herself. Every second rolled by like an eternity, the two lovers lost in their own world of rough rutting and pounding pony pussy.

Rover’s paws traveled down the slick behind of Rarity’s flanks, his claws poking her plump tush like he was squeezing a delectable sweet marshmallow. The diamond dog licked his lips with his long, rolling tongue. Her scent was simply divine, like some goddess of lust that he was in complete control of. Every moment with her made him want her more. To taste, feel, smell, and most of all, fuck his heart out. Rarity, in turn, threw him a bone every now and a then by calling out his name with saliva flying from her lips or begging for more of his large girth to enter within her.

“I’m gonna c-cum!” Rarity shrieked. Her tongue slid out of her mouth as a scream parted her lips open. The coolness of the floor did nothing to stop the heat erupting from her body. She felt like an inferno fueled entirely by sex and want, her needs fulfilled by the generous givings of Rover’s cock. She could hardly believe she was finishing already, usually one to outlast her lover, but with a new species experimentation she was helpless to these new pursuits. At least now she knew why they called diamond dogs. They stayed hard no matter what!

With one last moan of arousal leaving her mouth, Rarity came, a shower of sexual juices flowing from her lower lips like a dam that was burst open. She could hardly contain herself, shudders passing up her spine as a collective tidal wave of pleasure traveled through her body and crashed against her brain, leaving her in a state of bliss like ecstasy that left her thought process a jumbled mess. All she could do now was drool and mumble unintelligibly while Rover didn’t let up a bit in his pace.

Slurping up some of her drool and checking over her shoulder, Rarity said, “Okay, that’ll be enough for now.”

“B-but I haven’t cummed yet! I can’t stop now!” Rover said, squeezing her butt harder as he stepped it up in his thrusts.

Rarity’s legs nearly gave out, the overload of pleasure from her orgasm and never ending attention to her pussy leaving her in tears of bliss. “I’ll suck you off instead! Just… just stop it right now!”
“No, I mean I literally can’t stop,” Rover told her. She halted his plot pounding, pulling his shaft slowly out of her. But he stopped, and Rarity nearly shrieked at the sudden tugging sensation prodding her vaginal walls. Although she couldn’t see it, the center of his penile shaft had expanded outward so much, it was impossible to remove from within her without doing some serious damage. “I need to cum now!”

“Oh for Celestia’s sake… fuck!” Rarity shouted, once Rover returned to thrusting with a new vigor. The increase of size in the middle of his shaft was obvious now, her nether regions being completely wrecked and her inner walls stretched to their fullest with every movement he made.

Before too long, Rarity was left a panting mess on the floor, while Rover relentlessly rutted her senseless. Even with her orgasm over, Rarity’s senses of touch was enhanced better than before in her vagina due to its sensitivity from her release from before. The only sounds that surrounded them was Rarity’s weak moans and the wet slap of Rover’s balls against Rarity’s body. His pace just continued to pick up and go faster and faster, until Rarity thought she’d be torn in two from his thrusting.

Then, with a mighty howl, Rover came inside Rarity. His penile shaft was still expanded, preventing the cum from leaving her. His sticky semen soon covered her inner walls in its white residue, his seed squirting deep within her as he filled her to the brim.

“Fuck… oh fuck, it’s so much,” Rarity muttered, torrent after stream of semen being discharged into her pussy. Finally, Rover’s penis became flaccid enough for him to withdraw from within her, a trickle of jizz trickling from Rarity’s pussy the moment he was out.

“S-sorry, Miss Rarity, I should have warned you before!” Rover said, falling to his knees with his head downcast and ears drooped down.

Gulping while shuddering at the warm sensation flowing like a river from between her legs, Rarity steadily got back to all fours. “Quite alright, darling, no need to be sorry about doing such a good job. In fact, I think you deserve a reward. A treat, in fact.”

Rover looked up, his tongue rolling out from his jaws as he took the begging position. “Treat?”

“Yes. An extra special treat.” Rarity raised one of her legs, a blob of sticky jizz falling from her lower lips. “Now, would you be ever so kind to help a lady find some lube?”

Big Mac's Hearth's Warming Stuffing (Brasta Septim)

Author's Note

"I dare you to write a reasonably short fic of Big Mac masturbating with a hilariously oversized dildo (tree-sized or something). Make it work." —Marshal Twilight

Big Mac's Hearth's Warming Stuffing (Brasta Septim)

Big Macintosh glanced around the barn, his eyes scanning for any sign of life in the dim lamplight. Nothing. Not a sound nearby but the hooting of owls outside. Not a living soul inside the barn, as far as he could tell. He was alone. Perfect.

With a sigh of relief, he crept towards the corner of the barn where his newest, and most prized possession was hidden, tucked away under an inconspicuous blue tarp. He could feel himself almost shiver in anticipation as he crept closer and closer to his prize, sweat beading on his forehead. He glanced around a few more times, just to make sure no one was watching (assuming anyone else was going to be headed inside the barn in the middle of the night), grasped the edge of the tarp, and pulled it aside to reveal...

Cockzilla. The greatest of all dildos. The black rubber spire of absolute phallic perfection, from base to tip. It was a true work of art, Mac thought, the dildo to rule all dildos. At at least six inches in diametre, and nearly two feet in length, the magnificent phallus put even the biggest of stallions to shame, and made mares either swoon at the sight of it or flee in terror of its mighty girth.

But not him. He was not one to flee in terror from anything. No mere dildo, no matter how big, could force him to surrender. None of the others, not Chance the Stallion, not The Royal Dragon, nor even Tucker the Equinine had been able to conquer his iron spirit and stubborn rear yet; and neither would this one. He was Big Macintosh, and he could take it. And by Celestia, he would.

With a tug, he set the large phallus standing up on its base, looming like a small mountain of black rubber, waiting to be ascended by a worthy climber, a veritable god of Pegasopolis. Like him. With a bottle of lube in hoof and a stony expression, he approached the dildo, refusing to tremble in fear, as he got closer, and closer, and-
“Hoo-wee! Well, it looks like mah Hearth’s Warming present came in the mail mighty early! Thanks for hidin’ it for me, Mac.” Mac froze, and in that split second, a lasso curled around his prize, dragging it slowly away from him, before disappearing into the darkness in a flash of orange.

And so, he stood there, wondering why he hadn’t thought to lock the barn door. Or why he thought it was a good idea to try to steal his sister’s dildo.

Discord x Steven Magnet (Marshal Twilight)

Author's Note

"I dare you to write 100 words of Steven Magnet x Discord sex." - Bad_Seed_72

Discord x Steven Magnet (Marshal Twilight)

Steven panted in desire as Discord wrapped his wonderfully long tongue around his cock. Slowly, agonizingly, he felt it coil around his aching shaft, stroking it up and down.

“Oh, Discord,” he moaned. “Your tongue…It is divine.”

Discord paused in his ministrations. “Well, I am a god,” he said, with a mischievous grin.

“You certainly are in the sack,” Steven replied, the need clear in his voice. He looked Discord in the eye. “I need you inside me, Discord. Make me yours.”

“Very well, my dear Steven. Turn around,” Discord said, a slow smirk spreading across his face.

Maud x Boulder (Bad_Seed_72)

Author's Note

"I dare you to write a short segment of Maud masturbating with her pet rock by inserting it into her vagina (possibly with a ramrod)." - Marshal Twilight

Maud x Boulder (Bad_Seed_72)

Maud stretched out on the grass and held Boulder lovingly between her forehooves. "Oh Boulder. I love you so much," she said monotonously, giving his head a quick kiss.

Maud allowed one of her forehooves to trail down her soft fur, past her chest and belly. She rested her forehoof on her inner thigh near her marehood and kissed Boulder again. "Are you sure you're ready? We can wait," she asked her lover.

Boulder nodded, which made Maud smile internally.

Closing her eyes, Maud moved her forehoof closer to her marehood and began to rub her clit. She breathed slowly, trying to relax for her lover. "Oh, Boulder." At the same time, she let Boulder trace over her body, across her neck and chest. His rocky edges felt wonderful on her soft fur.

Maud let out a few soft moans as she began to grow wet and ready for Boulder. She needed this so badly; she'd been wanting him all day. When Boulder rolled across her fur and reached the special place between her hindhooves, she didn't hesitate.

Using his thinnest corner, Maud slowly inserted Boulder inside her. While he was more than capable of pleasuring her, he, like most stallions, needed some guidance at times.

"Oh Boulder. Oh. Oh... Boulder." Maud groaned as Boulder penetrated her, centimeter by centimeter. Soon, only his very edge was outside of her. "That feels so good," she said in her sexiest monotone voice.

Cadence x Shining Armor (The Abyss)

Author's Note

"I dare you to write a story about Cadance being demoted to earth pony." - Marshal Twilight

Cadence x Shining Armor (The Abyss)

“Shiny, why’d you do this?!” Cadence asked as she looked at her body in the mirror, her voice timid. Her lover had just taken away her wings and horn for their next bondage session. Earlier, she’d confessed that she wanted for him to make her feel helpless that night when he would rut her hard. He’d readily agreed, of course, but she’d never expected something like this.

“Because how else could I make you feel like the pathetic and helpless mare you are if you still had your wings and horn?” Shining asked nonchalantly, a mysterious glint in his eye.

Cadence gulped and her ears folded back. She gave him a wink, showing him she was ready for anything.

With a nod back, Shining lit his horn and picked her up, forcefully throwing her onto the bed. Upon hearing a cry from her, he used his magic to swat her flank. “No talking, slave!” He gave her other cheek a harder slap, leaving a faint red mark on it. When she didn’t make a peep, he ordered her to stand up and spread her legs for him. When she complied, he got up and stood right behind her dripping sex.

He closed his eyes and took a deep whiff, smiling as he caught a drop of her arousal on his tongue. “Hmm.. is my little slave getting aroused by this?” he asked, sensually rubbing her cutie marks.

“N– No, master!” Cadence replied, trying her hardest to keep her tail held to the side. She didn’t want to anger her master by interrupting his pleasure.

“Good…” Shining moaned, letting his breath tease his slave’s marehood. He placed the tip of his horn between her puffy lips and gently spread them, teasing her opening ever so gently. With a sly smile, he lit his horn and sent four small tendrils inside Cadence’s love canal, each a different length and thickness.

Much to her surprise, Cadence let off a soft moan; the pleasure was too much for her to handle. Her eyes widened in surprise, knowing she’d just broken her master’s only rule: no talking. She looked back and opened her mouth to apologize, but was met by her master’s throbbing length, the tip poking at her lips. She looked up into his eyes and stayed quiet.

“You know what happens to disobedient slaves, right?” Shining asked menacingly, idly playing with Cadence’s mane. A moment later, he yanked her head back, and as she gasped in surprise, he thrust forward, making his slave gag as he forced himself almost all the way to the base in one thrust.