Anon Bangs Mrs. Shy

by Clopficsinthecomments

Rating: mature
Tags: Anon, My Little Pony: Friendship is Magic, Other, Porn, Fetish, Comedy, Fluttershy, Sex, Human
Length: 8133

Anon is called over to Fluttershy's cottage to do some handiwork. He's a bit surprised when Mrs. Shy answers and treats him to some friendly conversation and cookies. He'll be even more surprised when he finds out what he was hired for.

Anon has been pestered by Twilight to get a real job or move out of her castle. Wanting to find a middle-ground (and still be a complete deadbeat), he instead put up advertisements saying that he would help around town with odd jobs. It's been modestly profitable, and sporadic enough that he can still be the lazy troll that he is.

This time though, he's been summoned out to Fluttershy's cottage to do some handiwork, instead of his nemesis being there, it's her mother, Mrs. Shy! She treats Anon to some friendly conversation and comfort, as well as cookies before taking him to the depths of the cottage for the reason that she's hired him: To make a cuckold human-pony sex tape while her husband watches them.

Basically, Anon continues to fall into MILF heaven.

Also has a choose your own ending feature!

A quick clop story.

Warning! Contains: M/F, human on pony, Cuckolding, Blowjobs, PIV Sex, Anal, Mindbreak

Featured from: 31/05/18 - 03/06/18

Published 2018-06-01 01:40:07 UTC
Last updated 2018-06-01 01:40:07 UTC

Just helping out!

“Th-thanks Mrs. Shy.” Anon stammered, before cramming another cookie into his mouth. “These are really damn good… but wasn't there something you need me to do? Don’t get me wrong! I’d love to be paid to eat cookies all afternoon - but I’m on the clock right now.” Anon stuffed another cookie into his mouth, barely managing to mumble out as crumbs spilled from his chomping mouth, “No freebies.”

Anon was referring to the reason he’d been called to Fluttershy's little cabin out by the Everfree. His advertisement in the Ponyville newspaper had originally proclaimed how handy he was, and that he could do all sorts of handiwork around a pony’s house. Of course, without the concept of ‘hands’ being as well disseminated in this hoof-ridden world, he hadn’t gotten much traffic until he’d changed the advertisement to simply say he was up for any manual labor work around Ponyville.

He’d gotten the odd jobs since then. Mowing lawns, gardening work, cleaning. Most of his clients were pegasi and earth ponies who didn’t have the ability to ‘cheat’ with magic. Well, except for that crazy teal-green unicorn who just hired anon to ‘make jazz hands at her’ for hours on end. THAT was strange. But Anon didn’t mind: the money he picked up would keep that damned tyrant of a purple alicorn off his back about moving out and getting a ‘real’ job.

So when he’d gotten a letter asking him to be at Fluttershy’s cabin by 1PM for work, he had expected the annoyingly meek butter-yellow pegasus to need help grooming her pets, or building a doghouse, or some other inane task.

Instead he’d been treated to the warm and welcoming embrace of an older mare, who had introduced herself as Fluttershy’s mother, Mrs. Shy. Anon had felt almost compelled to let his snarky, trollish human side come out… but the incredible sweetness and meekness of the light-yellow mare melted even HIS blackened heart.

She’d quickly welcomed him in, asked him about his day and how he was feeling. Fussed kindly over whether he needed a drink of water or not, whether he was sufficiently comfortable in his seat, and whether the temperature of the room was OK for him. In short, Anon was reminded of his childhood experiences of going over to his friends’ houses, to be doted over by their sweet and polite moms.

And that was before Mrs. Shy brought the freshly baked, warm, chocolate chip cookies out for him to snack on.

“Oh please,” Mrs. Shy replied, in an incredibly soft and soothing voice, “don’t worry about that. I’ll make sure you’re well paid, Anonymous.”

Anon swallowed his latest cookie and decided to turn on the charm. “I could almost say that spending time with such a beautiful young mare like you is payment enough, Mrs. Shy... Almost.”

Mrs. Shy chuckled softly, weakling waving a hoof in Anon’s direction before blushing ever so slightly. “Oh please, you flatterer stop! I’m old enough to be your mother.” She picked up the now-empty plate of cookies and walked toward the sink. “I do hope that was enough food for you Anonymous. Would you like something else to fill your tummy? Can I get you anything to make you more comfy?”

Anon snuck a glance at the older mare’s flanks as she walked toward the sink. Her tail was down modestly, protecting herself from exposing her bits to the human watching her - but that didn’t mean he couldn’t look at her tight little pegasus ass and imagine.

“Nope! Please Mrs. Shy, you’re being way too nice. And you can call me Anon.” Anon chuckled, pushing back his chair and stretching, “so now, what’s this task you need done and where is it?”

Mrs. Shy chuckled silently behind a hoof. “Oh my, you’re very eager, aren’t you?” She motioned with a hoof for Anon to follow her deeper into the cabin, down a hallway. “Right this way, it’s in here…” Mrs. Shy pushed open a door which Anon recognized as leading to Fluttershy’s bedroom, though he had never been in there himself. The older mare held the door for Anon and motioned him to go in first with a polite, meek smile.

Haphazardly walking into the dark room while looking over his shoulder at the “OK Mrs. Shy so what’s in here that needs…” Anon’s voice trailed off as he saw a bed completely stripped of sheets and blankets, a fairly expensive looking video camera set up at the foot of the bed aimed at the mattress, and several studio lighting stands positioned around the periphery lighting the area. Even worse, Anon could see the dim outline of somebody sitting in a chair in the corner of the room. Anon froze in confusion, before being butted from behind by Mrs. Shy. He stumbled forward as the pegasus quickly shut the door behind him.

This was a trap.

“JESUS CHRIST!” Anon shouted, terrified. “WHAT THE FUCK IS THIS!?” He whirled around, facing down the smaller Mrs. Shy, whose ears were now splayed back against her head with a frightened expression on her face. “IS THIS SOME KIND OF SNUFF FILM? ARE YOU KIDNAPPING ME? OH GOD ARE YOU LIKE SOME KIND OF PONY-ISIS?”

“Ex-excuse me… Mr. Anonymous.” A quiet, male voice came from the shadowy figure in the corner, prompting the bewildered human to turn toward it with ferocity. “I-I didn’t mean to frighten you… I just thought you might appreciate if everything was ready ahead of time.”

“And just who the HELL are you!?” Anon asked, pointing an accusatory finger at the shadow.

The pony stepped forward, into the radius of one of the show-lights, it was another pegasus, also of a slim, frail build. It looked almost like his hair was some kind of bizarre ice-cream cone.

“I’m Mr. Shy, Fluttershy’s father and Mrs. Shy’s husband.” He reached a hoof out. “Pleasure to meet you.”

Anon reached out and shook the hoof of the pegasus as his adrenaline levels dropped and he began to relax… of course these peace-loving, humdrum ponies wouldn’t hurt him, what was he thinking? This guy seemed to be as milquetoast as his wife. But what was it they wanted him to do?

“I-I don’t understand, Mr. Shy… what is all this?” Anon gestured at the equipment.

Mr. Shy chuckled before speaking softly. “Oh my, well...I WAS hoping to be able to watch it again later, but if you aren’t OK with that, I suppose I can forgo filming this time. I just want you to feel comfortable, Mr. Anon.”

“Film WHAT!? Watch WHAT!?” Anon shouted, exasperated.

The older stallion smiled slightly then cocked his head then said in the nicest voice. “Why - fuck my wife of course.”

“What.”

Mrs. Shy had trotted over and held her husband’s hoof. She looked at him with a smile before turning to Anon with the sweetest, mom-like tone. “Why yes, dear. You see we were hoping that we could ask you to fuck me nice and hard, right here, on camera.”

“What the fuck.”

Mr. Shy squeezed his wife’s hoof and nodded. “Honeybun here has been looking for something a bit more challenging since our last session - three zebras at once just won’t cut it anymore for sweetums.”

“WHAT THE FUCK.”

Mrs. Shy booped her husband’s nose playfully. “You spoil me my little hugglesmith. You know just how much of a size queen I can be these days.”

“WHAT THE FUCK!?”

Mr. Shy looked to Anon. “We’d heard incredible things from Windy about you, and thought you might be willing to help us out.” Both of Fluttershy’s parents looked to you with meek, hopeful smiles.

“WHAT THE FU-” Anon started again, his brain still refusing to process the situation in front of him. “I-I think I gotta get outta here…”

Mrs. Shy quickly reached out and snagged one of his arms. “Please Mr. Anon! You don’t understand. This is the only way I can get off. I need this thrill in my sex-life, I’ve accepted long ago that this is how I’m wired. My hugglesmith here has accepted it too. We will be discrete, profitable… and hopefully, fun.

Anon looked between the two pleading faces. Could he really do this? This was so messed up. He’d heard about this sort of thing on porn sites back home… but to actually cuckold someone? And Fluttershy’s dad at that? Not to mention the fact that he would be adding yet ANOTHER notch on the belt tracking how many of his friend’s MILF-y mom’s he’d conquered… Though the reaction on Flutters face if he could tell her he’d stuck his dick into the womb she’d been created in would be priceless. His trollish nature won out again.

“Fuck it. Fine.” Anon threw his arms up, he watched the two ponies clap their hooves together in joy as they rejoiced at his decision. “But NONE of that gay-shit Mr. Shy, I don’t want you anywhere near my junk or my spunk. This is no-homo territory.” Anon motioned at the outline of the bed.

“Understood! Of course Mr. Anon, I’ll happily watch from the sidelines!” He turned and hit the red recording button on the camera, before rushing over to the armchair and settling himself in. “Please, go right ahead.”

Anon was still a bit star-struck. Just minutes ago he had been eating chocolate chip cookies with this warm, kind, quiet horsewife. Now she was staring up at him shyly between the bangs of her 50’s style mane-cut, and through her thick-rimmed glasses. AWkwardly unsure of how to proceed, Anon rubbed the back of his neck and stammered. “S-so wh-what should I…”

Mrs. Shy grabbed his hand with a hoof and gently lead him into frame, before hopping up onto the bed. She looked up at Anon. Swallowing nervously, Anon closed his eyes and began to lean down to plant a kiss on the cute MILF mare. Instead, he was met immediately with an intercepting hoof, right on his mouth.

His eyes shot open in surprise, unsure of what had just happened.

“Oh I’m so sorry dear, no kissing on the muzzle. That’s for hugglesmith only.” Mrs. Shy shook her head softly and apologetically. “Besides, who wants to bother with silly old kissing when I could be sucking your big fat cock for you?”

Mrs. Shy leaned forward, pressing her nose right into your groin. With her sitting on the bed and Anon standing on the ground in front of her, she went to work. His penis was already semi-hard from the excitement of the situation, but with the renewed and sudden attention of a wet, snuffling nose grinding through his denim fabric, his cock quickly became rock hard, straining against his jeans front to burst out of the constraints of his pants.

Mrs. Shy was now slobbering and nibbling on his fat bulge, her breaths starting to become slightly faster and hotter. Already her warm drool was soaking through to Anon’s skin. Anon awkwardly held his hands in the air as he watched the beautiful older mare go to task on his jeans. She paused for a moment and looked up at him.

“You can put your hands on my head dear, I don’t mind.” She then returned to her snorting, nuzzling exploration of his groin.

Anon let his hand rest on her head, not daring to move them in case it would break the magical spell that was allowing this bizarre scene to play out. He noticed Mrs. Shy’s tail starting to wag back and forth, swishing on the bed like a puppy… he also notice the growing damp spot on Fluttershy’s mattress. Anon could also hear the sounds of shuffling and breathing coming from the chair in the corner, where a shadow-hidden Mr. Shy sat.

“MMnnn... “ Mrs. Shy paused, pulling her sloppy tongue back into her mouth and looking up at Anon, “let’s get these silly things off already dear, they must be absolutely drenched-” She froze suddenly as Anon quickly pulled down his pants.

Anon had yanked down his jeans in one swift motion, revealing ‘not-so-little Anon’ in all his 10 inches of glory. Immediately the face of the older mare had frozen and her eyes had widened in shock. A gasp from the darkened corner of the room only punctuated the sudden and awkward silence. Anon’s cock bounced out from his body, a big, thick uncircumcised log of flesh, hanging away from his body at a 45 degree angle, completely hard but not fully erect.

Anon rubbed the back of his head nervously, wondering what had gone wrong.

“And just what the heck am I supposed to do with THAT?” Mrs. Shy asked, looking up at Anon then turning toward the corner where her husband sat.

“Wh-what?” Anon asked nervously, remembering the comments about how much of a size queen Mrs. Shy was, “is… is it too small?”

Mrs. Shy looked back to Anon with a cocked head and confusion, “Are you being serious dear? That’s much larger than ANYTHING I’ve ever even SEEN before.” She reached out and slid her hoof under Anon’s shaft, hefting it and feeling its heavy weight. “I don’t know WHAT I’m supposed to do with this.” Her face looked genuinely surprised, even a little frightened.

Mr. Shy piped up from his chair, his voice seemed a little more ragged, a little out of breath. “Honeybunch, you should let him fuck you, just like we planned.”

Mrs. Shy looked over toward her husband with a frown. “Hugglesmith, are you seeing this?” She shook Anon’s penis slightly, making it waggle precipitously in her face. “Maybe you’d like to take something this big up your tailhole if you’re so willing to volunteer me?” Mrs. Shy put one hoof on her hip crossly, while the other continued to hold the human’s cock.

Mr. Shy instantly shrunk back. “Ow-ouch… n-no honeybun.”

Anon quickly piped up, “Good you crazy perverts, ‘cuz that was never on the menu, like I said.” He pointed accusingly at the corner then at the cute MILF looking up at him. “What’s the big deal though, I thought you horses were freakin’ HUNG.”

Mrs. Shy shook her head slightly. “Oh my dear, no. There are some rather large stallions out there of the earth-pony variety… but THIS…” She waggled the massive tube of meat again, marvelling at the girth: almost the size of her leg, “...it’s much larger. You ARE almost twice our size, after all.” She smiled. “Show him hugglesmith.”

Mr. Shy scooted slightly forward, bringing himself more into the light. Anon could see what looked like a 4 or 5 inch pony-cock, about as wide around as a quarter. It almost looked like one of those thin energy drink cans from back home, maybe even a little smaller.

“H-huh… I-I guess that makes sense.” Anon stated, waving his hand back in a shooing motion to get Mr. Shy to retreat: he didn’t need to see that.

Mrs. Shy hummed slightly and chewed her inner-cheek. “Well, I don’t know if we’ll be able to do everything I’d planned, dear…” She leaned closer, her eyes looking right up into Anon’s as her breath tickled the head of his cock, “...but at the very least I can give your big human stallionhood a fantastic blowjob.”

With that, Anon watched in wonder as she took the head of his cock into her mouth. Anon groaned as he felt the wet, burning heat of her mouth envelop him. Her big brown eyes never left his as she let her tongue wrap around his flesh, lapping and licking and his skin. She began to bob slightly up and down on just the head, sucking her cheeks ever so slightly on the upstroke, and slapping her tongue against his head on the downstroke. After only a few rounds of this, she pulled back entirely, letting the dick slide out of her mouth, just tickling the underside of his shaft with her teeth - a true master of the art.

Still looking up at Anon, she pressed her warm, wet nose into his balls, letting the mass of his cock fall onto her face, resting on top of her glasses. Without even pausing a beat, the mare began to lick in long strokes from Anon’s smooth balls, pulling all the way up his long shaft and finishing by flicking the tip of his penis like an icecream cone. She’d then go all the way back down, before making her way back up again, methodically covering strip after strip of Anon’s long dick in a slick layer of her saliva.

Once she’d completely coated his underside, she slipped one of her wings forward to tenderly grasp Anon around his midshaft, pulling his skin back delicately. When this slipped his foreskin back, revealing his fat mushroom shaped head, Mrs. Shy paused and cooed with fascination.

“Well, isn’t that just a lovely hidden surprise. How interesting?” She said, directly to the dick in front of her, fully focused on this unique alien-phallus. She quickly leaned forward and planted a kiss on Anon’s cock-slit, making him groan and flex his fingers in the air. Seeing the reaction this had, Mrs. Shy quickly followed this up with a series of kissed and licks all along the sensitive and throbbing ridge of his head, driving Anon wild and making him ball his hands into fists.

“Holy FUCK, Mrs. Shy!” Anon groaned.

She pulled back at this and looked up at him, with a bit of a scolding tone. “Mr. Anonymous, I’ve already told you: please stop with the hover-hands.” She tapped her mane with her free hoof. “Please grab my hair and fuck my face.”

Anon was stunned to hear this coming out of her, but only for a moment. He let his hands grip into her mane again, but softly. This was a delicate, mom-next-door type! He couldn’t just… fuck her!

Mrs. Shy put both her hooves on Anon’s shaft, pumping him slightly as she began to bob up and down a little more with each go, sinking inch after inch of Anon’s meat into her mouth. It wasn’t long before Anon started feeling his cock sliding into the tighter parts of the back of Mrs. Shy’s throat, and she began making nasty, choking, half gasping sounds as she tried to swallow his cock.

Anon would have been scared and pulled back, but Mrs. Shy seemed to LIKE this treatment, humming and groaning with pleasure, even as tears started to stream down her face from the gagging.

“Slap her.” Mr. Shy asked nicely from his chair.

Anon almost did a double-take. “What?”

“Slap her please, Mr. Anon.” Mr. Shy begged from his chair in the corner, “she loves it.”

“This is so fucked up.” Anon took one of his hands off of Mrs. Shy’s head and began to tap her cheeks on each of her upstrokes, making her flinch. ‘Oh well, in for a penny, in for a pound.’ Anon thought, before opening his mouth again. “You dirty fucking slut.” Tap. “You like my big dick in your throat?” Tap. “You’re barely past halfway you cocksleeve.” Tap. “You’ve gotta work harder than this.” Slap.

Anon hit her just a little harder on the final one, and flinched back, unsure that maybe he had gone too far. But all he saw from Mrs. Shy was a saking quiver and a deep moan as she pushed herself even farther onto his shaft, almost three-quarters of the way down.

“F-fuck!” Anon groaned. He couldn’t help himself, Mrs. Shy was so close to getting all of him into her. He began to push on the back of her head with some pressure this time, making her gag even more as he slowly forced the final few thick inches into her throat.

“Mm glckk, hnghhh glck…” The sounds of a struggling Mrs. Shy filled the room as he nose finally was buried into Anon’s pubic hair as she fit all of him down her throat. She pushed slightly at his thighs, but was restrained by the strength of his arms holding her in place.

“Oh God! Fuck Mrs. Shy, I’m going to…” Anon moaned out, taking a moment to marvel and the enthralling feeling of being completely encapsulated in tight, twisting, oral pony-flesh. He couldn’t help himself as he delicately pumped a few times an inch back and forth, face-fucking the little mom-pony as she’d asked. “SHIT!”

He began to fire his load, releasing his hold from Mrs. Shy, even as his first magmatic stream burst into the mare’s throat. She quickly pulled off of him with a gasp, making his sticky, soaked cock flop onto her face. The second rope spewed from Anon at just about this time, laying a sticky splotch across her glasses as Anon groaned like a wounded animal.

Rope after rope shot out in lopping spurts, laying three thick painted lines over her mane and face, before she took the still throbbing cock back into her mouth to suck the final three shots, and nurse the human’s sensitive cockhead, as he slid to his knees from the intensity of his orgasm.

As he tried to catch his breath, on the floor, a panting Mrs. Shy turned to her husband and opened her mouth, revealing a creamy lake of Anon-batter to Mr. Shy, which she quickly swallowed down with a satisfied smack.

“That was incredible, dear.” Mrs. Shy cheered from her daughter’s bed, stretching out a hoof to help the poor, panting human to his feet, and then to guide him to a seat on the bed. “I can’t believe how deep you swabbed my throat! You should feel very proud of yourself.” She smiled, rubbing Anon’s thigh comfortingly. “Please don’t feel bad that you shot your load so early - if you enjoyed this I’m sure we can do it again sometime in the future.”

“Yes, yes of course.” Mr. Shy nodded from the corner. “This was an amazing experience, I was very close without even touching myself.”

Anon caught his breath, looking between the two mild-mannered parents with confusion. “Wh-what? This is a one and done?”

“Well dear, I suppose we could take a break for a few hours and try again later today when you’re up for it again.” Mrs. Shy coo-ed reassuringly, still rubbing his thigh.

“What the fuck are you talking about?” Anon growled, “I can go again RIGHT NOW.” He motioned down at his dick, still hard as rock, bouncing out in front of him aggressively with a slick strand of cum dripping from its end. “You damn horses, how dare you assume my refractory period. You need to check your horse-privilege.”

“My… what, dear?” Mrs. Shy asked, her hoof slowly stopping its rubbing as she saw that the human was still hard.

“Never mind. I’m saying that humans can fuck multiple times without big rests…” Anon scooped up the little mare and threw her back onto the bed, so that she landed supine, making her legs curl up protectively and her tail lift up against her belly bashfully, “...THAT was just a warmup.”

“OH...Oh my.” Mrs. Shy squeaked. Like mother, like daughter.

Anon shuffled forward on his hands and knees, his massive erection bobbing underneath him as he crawled up to Mrs. Shy’s body wrapping his hands around her slim waist to gain purchase on her. “I know you want my cock you little slut, you’re soaking the fucking bed…” Anon pulled Mrs. Shy’s tail down, a sticky strand of mare-cum stringing out between her hairs and her cunt lips as he revealed her swollen, clenching marehood to the camera, “...so spread ‘em.”

Mrs. Shy whimpered, writhing her hips slightly as this big growling, manly, predator dominated her. Celestia she had never been so turned on in her life! Her fear had triggered some bizarre fight or flight response that made her give in to his demands. Even though she knew he was too large for her, that he couldn’t possibly fit, she had already surrendered fully to him. She felt her pussy-lips throb with desire, her love-bud clench and wink in and out, releasing as much lubrication as she could. Hot, wet, sticky juice burbled from her grasping cunt as she let her thighs slowly fall apart.

Anon lifted the smaller mare by her waist as he sat on his feet, pulling her up the slope of his quads. He moved one hand down to his cock, rubbing the head against her marehood, coating it in hot, sticky marecum. She groaned and writhed as his cockhead mashed against her fat pony clitoris. Each grinding touch merely increased her arousal, making her writhe and wink more and more. Anon pushed his cock against the winking bud, hoping to use it as a guide to enter her tight, twisting love tunnel, but it only made the cute mom begin to squeak and thrust her hips, little squirts of pleasure shooting in a small fountain-like arc from her pussy as she came from excitement.

“FUCK you run hot, Mrs. Shy.” Anon pressed down on her pubic bone, feeling the powerful muscles underneath spasming and clenching at a non-existent cock.

He couldn’t wait any longer. Pressing with all of his might, Anon’s fat head began to squish and mash against the vise-like opening of Mrs. Shy’s cunt. Even with it’s throbbing winks, it seemed he was still trying to force a square peg in a round hole: she was just too small to let him in. Frustrated, Anon did the only thing that came to him… maybe another hole would be looser? Only one way to check.

He brought his other hand to MRs. Shy’s tailhole, a puffy little ring of beautiful ponut muscle, currently coated in a thin layer of her mare cum and quivering from her recent orgasm. Without even thinking, he slid his index finger into her tight, hot, asshole.

Immediately, Mrs. shy whinnied, and almost unexpectedly Anon’s cock sank into her unyielding marhood, splitting her open as he slid half of his length into her in one go.

“OH CELESTIAAAAAAAAAAAAnnnnnnhhhh…..” Mrs. Shy screamed, her shout turning into a moan. “Nnhhh…. Th-that’s… that’s so bucking big! H-holy pr-princesses protect me!” She gripped at the mattress with her upper hooves, clenching and grabbing at the padding as her tiny body struggled to adapt to the size inside her.

“F-fuck! You’re fucking TIGHT!” Anon groaned, unable to move as he felt the crushing heat of this MILF’s pussy enveloping him. It reminded him of his first time with a pony, the extremely athletic Dash all those years ago, all these damn mare seemed to be so fucking strong down there, it was ridiculous! Anon loved this bit though, before the real fucking started. He placed his hand back on Mrs. Shy’s lower abdomen, pressing down to feel the fat bulge inside her, as she writhed and twisted beneath him, her eyes clenched shut as she struggled to mold herself to his human cock. Even more fun was the fact that he had his finger up her ponut, the sucking little clenches as she contorted nearly as cute as her pleasure-wracked face.

“Annh...ahn...ahh… t-too b-big… s-so m-much...” MRs. Shy groaned weakly, her spasms slipping away and being replaced with the true pleasure of so stretched. Mrs. Shy’s tongue lolled out of her mouth in pleasure.

“Too bad, ‘cuz I’m just gettin’ started.” Anon started moving his hips, pullling his finger out of her asshole so that he could grip against her hips again to find purchase for his thrusts. Mrs. Shy could only whimper with little squeaks as he began to grind inch after inch of his cock into her depths, with slow, methodical movements.

“Hnk!” Thrust. “Hnk!” Thrust.

Anon looked down to see MRs. Shy’s cunt obscenely stretching to make room for him, the lips pushed apart to their limit and revealing the quivering clitoral bud for the world to see, as well as a sopping stream of marecum running about her burning pink inner lips. He put a thumb against the delicate organ, not bothering with how much shock she reacted to it: he was going to drown this mare in over-sensitization.

“MMPHH!!” Thrust. “MNNGH!!” Thrust.

Anon had slipped in about 7 inches of his thick cock to plumb the tight depths of Mrs. Shy when he ran into a deep barrier, one he was well familiar with from his other times fucking ponies. Immediately upon reaching her cervix Mrs. Shy suddenly clamped up, her body going into a whole new series of wracking spasms.

“Hnngggghhhh OHHHHH FUCK! I’M FUCKING CUMMING!” Mrs. Shy’s incoherent moan became a feverish screamed warning as she lifted her hips off of the mattress, bucking at Anon involuntarily as she sprayed juices from her cunt in little splattered arcs. “OH MY FUCKING CELESTIAAAAA!” Almost on instinct, Anon reached forward and gripped Mrs. Shy’s neck, applying the slightest of pressure to the sides, away from her trachea; choking off her blood supply while letting her still breathe.

Terrified, but still orgasming harder than she ever had in her entire life Mrs. Shy began humping even harder at Anon, as if in some futile biological attempt to procreate before she passed out. It was then that one of Mrs. Shy’s bucks pushed Anon’s cock deeper, past the forbidden layer which nopony or zebra had ever been to before, driving Anon into her cervix.

“HNGGgghgaaaaghhh….” Suddenly Mrs. Shy lost all muscle tone, her eyes rolling wildy and her body falling limply back to the bed, her whole being awash in an impossible level of dopamines as her brain started to shut down from the stimulation and lower level of blood-flow.

Anon, who had been methodically thrusting away this entire time, suddenly heard a nasty-sounding squelch as his sank the remaining few inches into the looser marehood, fully hilting in his mare with the whole of his ten inches buried in her vagina and uterus. He released her neck, letting the blood rush back to her slightly red cheeks, while simultaneously starting to increase the speed of his thrusts.

It wasn’t long before Mrs. Shy found herself slowly coming back to consciousness - her brain rebooting sector by sector as she slowly remembered where she was and what was happening: she was being FUCKED, hard by a human.

Anon watched in amusement as the mare’s eyes slowly sparkled back to full consciousness, as he slid in and out of her with half-length, ball slapping pistoning thrusts.

“OH. OH. OH. CELESTIA!” Mrs. Shy squeaked out, her body molded to Anon’s meat and completely addicted to these sensations, “Th-this…. This is in-incredible h-hugglesmi-.... H-hugg…. G-guy… His c-c-cock.” She struggled to form words and thoughts as Anon kept pounding into her with loud plaps as wet balls slapped against wet flanks. “It-it’s incredible… I… I c-c-can’t have anything else ever again… I-I’m addicted to th-this….”

“Tell me more honeybun!” Mr. Shy groaned, sliding forward.

Anon started taking more of his dick out with each piston, almost to the head before slamming back in with deep, hilting thrusts. He needed both hands now and was using his whole body to drive into the smaller mare, a sheen of sweat building up on his body as he grunted with exterion.

“I-I c-can’t… c-can’t… ev-ever use your p-athetic twig again… hugglesm… hug… wh-whoever you are…”

Mr. Shy suddenly shifted uncomfortably, suddenly a little less sure of himself. “H-honeybun?”

Anon leaned over the mare increasing his speed, his heavy balls were swinging back and forth now with intensity, loud smacks of flesh contacting flesh sending ripples through the tight flank-muscles of Mrs. Shy as mare-cum splattered in sprays everywhere - Mrs. Shy was in a continuous state of orgasm, her body overwhelmed with firing nerves and neurochemicals.

“K-ki-kiss m-me An-anon… p-p-pleaaasseeee.” Mrs. Shy’s mouth lolled open, her eyes dreamy and sparkling.

Mr. Shy suddenly stood up from his chair, knocking it over in shock. “W-what? Wh-what are you doing!?”

Anon leaned in and drove his tongue into the thirsty mare before driving deep into her one more time, a passionate french kiss that completed his domination of her entirely - and he began to cum.

Mr. Shy watched in horror as this pink ape kissed his wife,all while his balls clenched and unclenched, each throb driving a thick spurt of cum into his beloved’s womb. He saw the pupils of his wife slowly go heart-shaped, her cutie mark of three flower’s sparkling and humming. He couldn’t help but see her look dreamily into Anon’s eyes, through her cum-covered glasses as the pink-skinned ape bred her, rutted her, stole her from him!

Anon broke the kiss and pulled back panting heavily and gasping from the experience… but he wanted more. He pulled out of Mrs. Shy’s abused marehood with a sickening schlorp, followed by a deluge of white Anon-cream that splattered in a pool onto Fluttershy’s mattress. With all the strength he had in his body, he picked up Mrs. Shy and lifted her, turning her over so that she was on all fours.

Mr. Shy was on his feet now, getting closer, angry. “Wh-what are you DOING!? St-stop!”

Mrs. Shy lazily and dreamily looked over her shoulder at Anon, flicking her tail up and out of the way, spreading her hind legs slightly, the universal presentation of a brood-mare ready to be rutted by her stallion. “D-d-don’t stop Anon… dearie… m-my s-stallion.”

“N-no!” Mr. Shy moaned, his heart breaking.

Anon lifted himself up on his knees, positioning himself behind the drooling mare. Drooling, from both her mouth, and her marehood, as a long silvery thread fell in a constant stream onto her daughter’s bed. Anon positioned his cock, rubbing it first against Mrs. Shy’s marehood, covering it with a thick dollop of her juice and his cum, before pulling it across her perineum and up against her tailhole.

“H-honey… you have to stop! This has gone too far, this isn’t normal! Y-you're MY wife, I love you!”

Mrs. Shy looked drunkenly over at her husband, eyes roiling in orgasmic bliss. She tried to focus on his face, her eyebrows wonkily shifting in confusion. “Wh-who ar-are y-you? UMMF!!” She suddenly clenched her eyes and turned away from Mr. Shy, biting her lip and throwing her head back with a sweaty wave of her mane at the moment Anon pressed his cock against her tailhole. “F-f-fuck y-yes… fuck my ASS my stallion!”

Anon pressed forward, agonizingly slipping only his head into her asshole. It was burning hot. He stood up more, avoiding the whisking tail hairs of the completely addicted mare as he stood over top of the cute little pegasus, pile-driving down into her to get more leverage. The weakened mare couldn’t hold up against the pressure in her state, groaning as her legs slid out, lying flat like a starfish, prone under the squatting downward ass-fucking thrusts of the sex-rabid human.

“N-no. Please… please Honeybun… come back to me!” Mr. Shy was collapsed at the edge of the bed, begging against cruel fate, giving Mr. Shy the most horrifying show of his life. Anon’s fat cock pressed deeper and deeper into his wife’s tight, cute tailhole. Stretching her, changin her.

“Ahn - ahn - Ahnon… pwease… cum in my ahssss!” She groaned, her mind and soul lost forever in the sinful pleasures of her body.

Anon grit his teeth as the tight rosebud of flesh gripped and sucked at him, not letting him get more than a couple of inches into Mrs. Shy’s relaxed but still impossibly tight anus. Still he only needed… a couple… more… thrusts...

He began to release boiling cum into Mrs. Shy’s anus, filling her with the last vestiges of his cum-reserves as he groaned, pulling the tail of the mare as hard as he could to free himself from her clenching asshole as she writhed under him. He pulled out just in time to let out his last string of cum across Mrs. Shy’s back in a high arcing stream that landed partially in her mane. “Jesus FUCKING chr-”

The door exploded open and an angry Fluttershy stood in the doorway, a look of impossible rage on her face. The usually quiet mare summoned her rare but legendary rage and shouted in a voice that terrified every sane pony in the room.

“ARE YOU FREAKING KIDDING ME RIGHT NOW GUYS!? AGAIN!?”

Author's Note

LIKE AND FOLLOW IF I EARNED IT!

Woohoo! You still have an ending to explore! Don't worry, I won't judge you.

Much.

ENDING A: Phew! It was just acting.

“ARE YOU FREAKING KIDDING ME RIGHT NOW GUYS!? AGAIN!?”

Anon jumped up in fear, his foot slipping on the unabsorbed puddle of Mrs. Shy’s lubrication and his own cum and sending him toppling off of the mattress and onto the floor in a heap of sweaty, disgusting Anon humanity.

Mr. Shy perked up, snapping immediately out of his half-crying desperation and looking over at Fluttershy with a smile and a wave, “Oh hello Fluttershy! Sorry about this, you said you wouldn’t be back until tomorrow.”

Fluttershy stomped into the room, a whole herd of animals watching fearfully at the door, they knew that an angry Fluttershy could be deadly.

“DAD! We talked about this!” Anon sat up, nursing his head which had smashed off the floor, he had never seen Fluttershy in one of these states, where she managed to be pissed while still using her soft, dulcet tones. “First of all, when I say that you and mom can use my place, I don’t mean that you can use it to have one of your depraved sex-parties!”

Mrs. Shy moaned and rolled over, too tired to care that she had just rolled through a sopping puddle of her and Anon’s juices coating her fur and hair like an obscene sponge as she struggled to catch her breath. “B-but Fluttershy… huf huf how are we supposed to invite non-cloudwalking ponies, zebras and minotau-”

“MOM! That’s TOO MUCH INFORMATION.”

“...to our cloud house? We need someplace on the ground.” Mrs. Shy explained, taking off her glasses to wipe the rope of dried Anon of it, stubbornly trying to polish it off with her wing before deciding to just lick it clean.

“I don’t care! Get a hotel or something!” Fluttershy stomped her hoof.

“But your mom hates hotels, Fluttershy. Who knows what’s in those beds?” Mr. Shy stepped over and nuzzled his wife, who warmly returned his nuzzle. “Great work by the way Honeybun, you were amazing.”

“Awww…. You too my little Hugglesmith, that acting at the end was incredible! I really added the kick I needed.” The happy couple hugged each other.

“GUYS! I’M NOT DONE HERE.” Fluttershy separated them with her wings ferociously, before shaking the wing that had touched her mother because of the… coating it had. “You talk about dirty hotel mattresses, but LOOK AT MY BED!” She pointed at her mattress, which was a mixture of cum stains, sweat streaks, and puddles of unabsorbed unspeakable fluids. “I told you LAST TIME that earth-mattresses aren’t like cloud-mattresses! You can’t just go out and grab a new cloud to replace them! This is going to cost me hundreds of bits!”

Anon perked up, “Speaking of bits, Mrs. Shy...”

“AND YOU!” Fluttershy whirled on him, “WHAT THE BUCK DO YOU THINK YOU’RE DOING!?” Fluttershy prodded him in the chest as she stood over him. “Why is it that you seem to sleep with every pony under the sun BUT me? Huh?” The abnormally assertive Fluttershy continued poking him.

Mrs. Shy coughed slightly at this. “Oh honey… you don’t want this one, trust me.” She smiled sweetly at Anon. “He would tear you apart. Thank you so much Mr. Anon, that was a life-changing experience. I won’t be able to sit or walk straight for a month.” She winked at him.

Fluttershy was shaking with dumbfounded, stupefied rage, slowly turning back to look at Anon for some response. If she was expecting anything other than a troll, she would be highly disappointed. “I dunno yellowquiet… me and you? Eh, I mean, let’s be honest here, Fluttershy, you’re like… three out of ten at best.”

“WHAT!?” Fluttershy slammed Anon’s shoulders back against the wall. “And don’t you remember how angry Dash was when you pulled these shenanigans with HER mom? How did you think you were going to avoid getting in huge trouble with ME!?”

Anon rolled his eyes slightly, then winced heavily. “Ah ah ah… my head! I landed on it when I fell… ouch!”

Fluttershy instantly shrank, like a wilting flower, her wings slammed to her sides and her eyes opened up big and wide, her voice dropped several decibel levels and she nuzzled in close to Anon, no longer caring about the sexual-ichor coating him. “Oh no! P-poor h-human… you just wait right there and I’ll fix you right up.”

Anon looked over at Mrs. Shy, and mouthed the word: ‘Bits.’

Mrs. Shy nodded. “Of course! And shall we schedule something for next week?”

Author's Note

LIKE AND FOLLOW IF YOU ENJOYED!

Woo!

So I just got this idea when I woke up this morning and HAD to get it out of my head and onto paper. This is totally outside my usual schedule, which has 4 fics being written right now with about 1000-1500 words per day (writing is very much a side gig, sorry fans and followers!)

The original idea that stayed with me after my dream state was super simple, just: what if a human dropped his trousers, and a pony was so stunned by what she saw that she just went: "Nuh huh, fuck that!" For some dumb reason I was so tickled with that, that I decided it had to be done.

So I took it to the Space Ponyos discord to ask which pony should be the target of my erotic assault... next thing I knew, I was thinking MILFs, just because. I almost went with stellar flare...

Then for some reason the idea of the sweet and innocent Mrs. Shy, and her super mild husband being ultra-kink swingers hit me.

It was magic.

A quick writing session after work and here we are. I hope you enjoyed, even if it is a bit of a different fetish than I'll usually write!

Sorry if the editing is fairly light, like I said, this is one of those fics I really just wanted to get out quick!

ENDING B: Oh no, oh no, oh nonononono.....

“ARE YOU FREAKING KIDDING ME RIGHT NOW GUYS!? AGAIN!?”

“F-fluttershy!?” Mr. Shy stood up in shock, tears streaming down his face.

Fluttershy was caught halfway between absolute rage and a sudden shock and concern for her distraught father.

“Wh-what’s…” Fluttershy began to ask, before being interrupted by another groan as Anon shot another weak rope of cum that splattered across her mother’s back. She could see how her beloved and mild mother had a gaping and leaking ponut and marehood, as she shivered in a pool of her own arousal.

“Flutter-sh-shy… S-something’s wr-wrong with y-your…” Mr. Shy choked, putting his hoof on his daughter’s shoulder, trying to direct her out of the room.

“Hngh! Fuck Mrs. Shy!” Anon moaned. He’d collapsed onto his ass on the mattress, and the deliriously aroused pegasus had turned around and crawled through her arousal to nuzzle and suckle at Anon’s deflating cock.

“M-mom?” Fluttershy squeaked, resisting her father’s attempts to get her out of the room. “Wh-what’s happened to your cutie mark!?” The mark in question, once a trio of flowers colored the shades of her family, one of the three had shifted to become a single green-colored flower with a black question mark in the center.

“Mmmghh…” Mrs. Shy ignored the question and continued nuzzling and lapping at Anon’s testicles. It wasn’t until Anon started to snap his fingers in front of her face and push her off of his flaccid penis that she started to finally rouse from her delirium. As she looked up with pupils of different dilations, somewhat dizzily, she spotted her concerned looking daughter staring right at her.

“Oh… oh honey?” She shakily started to get to her legs. “Do you know Anon?” She motioned at the human sitting in a pile of sweat and exhaustion.

“Mom? Yes I know him... “ Fluttershy steadied her mother, not caring that she was painted with ropes of Anon’s cum and drenched with her own sweat and fluid. “Mom, what’s the matter? What’s happened?” Fluttershy directed her father to go get a glass of water immediately, and she began to nurse her beloved mom carefully, bringing her out of her orgasmic stupor.

As more and more of Mrs. Shy’s consciousness came back to her she became more and more coherent. But it was still a few minutes before Fluttershy let her sit up and speak.

“Oh… oh my goodness. I really… I really lost it there, didn’t I?” She chuckled, pulling off her glasses and wiping them clean of the thick cum stain using her wing. “I… I can’t describe to you what that was like.”

Mr. Shy sighed in relief. Reaching out to touch his wife’s hoof. “Thank goodness you’re alright Honeybun.”

Mrs. Shy looked at her husband’s hoof touching hers. Observing it coldly, empirically, before softly lifting it from hers and putting it back on the ground. “Mr. Shy.” She began, calmly,”I am alright. But… something… something has changed.”

Fluttershy leaned felt tears starting to form in her eyes. “Wh-what do you mean mom?”

“Honey, oh please don’t cry! This isn’t anything to do with you.” She stroked her daughter’s hoof. “I love you very much… but I just… I don’t love your father anymore… there’s a hole in my heart where he used to be.”

Mr. Shy turned away, sobbing. His worst fears were being realised. The foolish fantasies that they had both played out, he thought that their love was stronger than this, stronger than simple physical pleasure.

“Mom! What are you saying!?” Fluttershy sobbed, “How can you say that!? What about Dad?”

“Oh Honey,” Mrs. Shy cooed, stroking Fluttershy’s hair. “We had a good run, but what I just had… it changes a mare.” She got up, trotting over to where Anon sat, now clothed and bewildered on the edge of the bed. “My Nonny here has filled that hole in my heart…” Mrs. Shy nuzzled into Anon’s leg and looked up into his eyes with her big heart shaped pupils. “He’s filled it with his, big, fat, cock!”

“MOM!” Fluttershy screamed.

Mrs. Shy was barely paying attention, as she nuzzled the bewildered Anon’s leg. “Sorry, Fluttershy, but this…. man has stained me… he’s claimed me. Forever. What he did to me… I’ll be a slave to him and his wonderful cock for the rest of my life.” She sighed happily as she nuzzled herself into Anon’s hand.

Fluttershy looked in horror at Anon, as her father tore from the room in anguish.

Anon continued petting the cute MILF-mare’s head, before looking over at Fluttershy.

“So… are you gonna pay me those bits or…”

Author's Note

WHAT IS WRONG WITH YOU HOW COULD YOU CHOOSE THIS ENDING YOU MONSTER.

Just playing of course.

LIKE AND FOLLOW IF YOU ENJOYED!

Woo!

So I just got this idea when I woke up this morning and HAD to get it out of my head and onto paper. This is totally outside my usual schedule, which has 4 fics being written right now with about 1000-1500 words per day (writing is very much a side gig, sorry fans and followers!)

The original idea that stayed with me after my dream state was super simple, just: what if a human dropped his trousers, and a pony was so stunned by what she saw that she just went: "Nuh huh, fuck that!" For some dumb reason I was so tickled with that, that I decided it had to be done.

So I took it to the Space Ponyos discord to ask which pony should be the target of my erotic assault... next thing I knew, I was thinking MILFs, just because. I almost went with stellar flare...

Then for some reason the idea of the sweet and innocent Mrs. Shy, and her super mild husband being ultra-kink swingers hit me.

It was magic.

A quick writing session after work and here we are. I hope you enjoyed, even if it is a bit of a different fetish than I'll usually write!

Sorry if the editing is fairly light, like I said, this is one of those fics I really just wanted to get out quick!