Anon is completely and utterly fucked.
Wait...
Maybe we should start from the beginning…
~
It was just another morning. Anon got out of bed, took a shower, cranked one out during said shower, had breakfast, and eventually got dressed for the day. Everything seemed fine, until he opened the front door. Outside, with a hoof raised to knock, was the smoking hot MILF from next door - Cloudy Quartz or something; honestly, he’d never bothered to remember her name. Peering down at the deliciously fat bottomed mare, the man raised an eyebrow.
Cloudy looked a bit surprised by his sudden appearance, but she quickly started talking. As she opened with the usual neighborly greetings, Anon numbly nodded and scratched his rump. She always seemed rather formal, so he rarely paid attention for the initial portion of her conversations. Nodding along, uttering the occasional “sure” or “uh-huh”, he shamelessly appreciated her well sculpted physique; that was, until she thrust a hoof in his direction.
“Thank you so much, Mr. Anon, I don't know what we would have done without you. Our normal babysitter is sick and I couldn't think of anyone else that could help us,” Cloudy muttered, the barest hint of a smile on her face.
Shaking the proffered hoof, Anon attempted to replay the woefully one-sided conversation. He’d always been told not to blindly agree to requests, although he’d unwittingly done just that, apparently. Turning around, the mare trotted back towards her home, before looking back and motioning for him to follow. With a shrug, and nothing better to do for the day, he languidly pursued.
Approaching the Pie family homestead, Cloudy reached the house a moment before Anon. Before he could ask what the hell he’d consented to, she let herself inside and held the door for him. Waiting inside were three of her four spawn, as well as her stone faced, amish-like husband. All four looked ready to go somewhere, having a picnic basket sitting nearby.
“Thank you so much again, Mr.Anon. We'll probably be back late tonight, so make sure she goes to bed on time,” Cloudy said, ushering her family outside. “As a level headed young man, I’m sure you’ll be able to handle her. Oh, and do try to enjoy yourself. I know she can be a handful, but she’s a sweet filly,” she added, closing the door behind her.
Before Anon could recover or ask any questions, he was left abandoned. Standing in the foyer, the man pondered what the hell just happened. Unfortunately, his contemplation is broken, when he felt something small and soft touch his hand. Looking down, he saw the filly who’d been mysteriously absent.
Her name was Pinkie Pie, and the only reason he could remember that was because, for some reason, her coat and mane were both vivid pink, with the latter being damn near neonly bright; Anon wasn’t sure why, and he’d never asked, but she was dramatically colored compared to the rest of her clan. It was odd, sure, but he’d seen weirder shit in Equestria before.
The little filly poked Anon’s hand, with a gigantic smile on her face. She only stood up to his knee, so he had to squat down to address her. Beyond the outlandishly vibrant, poofy mane, she was buck naked, which wasn’t out of the ordinary. Like most denizens of Horse Land, she likely traipsed around nude, ninety nine percent of the time.
“Hi, Mr.Nonny!” she cheerfully greeted. “I'm so glad you're here, we're gonna have so much fun!”
Anon could feel his life energy drain, as he peered at the perilously pint-sized pastel pony. With realization finally settling upon him, he gulped. He’d been asked to be a fucking babysitter and, like an idiot, had unwittingly agreed. Holding back a groan, he steeled himself for a day of living hell.
“Yeah, I guess. Your mom must have been scraping the bottom of the barrel if she picked me.” Anon weakly grunted, while rubbing his face.
“No, Silly! Mommy went to you first, cause she said you were super-duper nice and always willing to help!” she squealed, beaming up at him.
‘So, instead of hot MILF sex, I’m rewarded with taking care of a kid? Fucking great…’ Anon internally lamented. ‘This has just been another piece of evidence to throw on the, ‘Never be nice to anyone, because it’s more trouble than it’s worth,’ mountain, projected to reach the height of Mount Fuji in just 4 years time!’
While Anon was busy calculating how much fap time he was going to lose, the pink haired goblin began bouncing circles around him. “Oh! We are gonna have so much fun, Mr. Nonny! We can play games, make food, tell stories, and all sorts of things!” she excitedly yammered on. Stopping before the man, she intently locked eyes with him.
“Uh...Yeah,” he unenthusiastically responds. “We’re gonna do lots of fun things, sure,” he eventually added, while secretly trying to think of an escape plan.
“Yeah!” Pinkie exclaimed, bouncing in place. Abruptly grabbing his hand in her forehoof, she started dragging him over to the couch. “I want to read you a story!”
With little better to do, while he decided on the best course of action to flee, Anon followed her over to the sofa. As he reached it, she quickly circled him and began pushing on his shins. Catching the hint, the man sat down and tried to make himself comfortable. Meanwhile, the little hellion ran to a shelf of books, selected a tome, then returned to the couch.
Assuming she just wants to sit next to him, Anon patiently waited - that was, until she hopped up onto his lap. A pained wheeze escaped him, as the filly landed directly on his crotch. Wiggling contentedly, with her back to his chest, she reclined against him and opened the aforementioned text.
Finally, after settling down, Pinkie cleared her throat. “Two cups of flower, a cup of sugar, one teaspoon of baking soda…” she animatedly narrated.
Although Anon hadn’t expected a recitation of a recipe, he didn’t complain. For some damn reason, she kept wriggling on him, which wouldn’t normally have been a problem, were it not for one factor; her rump was squarely on his groin.
Concerned about the filly all but humping his crotch, Anon peered over her shoulder. Lying against him, he was treated to a view of her squishy underbelly and delightfully plump thighs. For whatever reason, he found the sight damnably captivating. Hell, he could almost make out her crotch, were it not for the afro-like mane in his face. Unsure of what to do, he resigned himself to rolling his head back and staring at the ceiling.
“This is my favorite part! Put the buns in the three hundred and fifty degree oven…” Pinkie fervently continued, gyrating in place.
Despite himself, Anon felt his equipment twitch, like a beast awakened from its slumber. In the end, he decided against doing anything at all, lest he call unwanted attention to the growing problem in his pants. Still, it was torturous, as she continued to read about confections, while undulating about.
After nearly twenty minutes of learning various recipes, Anon heard a rumbling from the filly’s stomach. Glancing to a clock on the nearby wall, he noticed it was nearly time for lunch. Now with an excuse to stand, he patted Pinkie’s head.
“Hey, let’s go grab something to eat,” Anon grumbled, causing her narration to cease.
“Nooooo! I’m almost to the best, best part!” she whined, although her stomach betrayed her growing hunger. Mercifully, after a moment, she reconsidered. “Alright, fine…” she sighed, hopping to the floor.
Following Pinkie to the kitchen, Anon make some made lunch for her, which she rapidly scarfed down. Little shit was hungrier than he thought, considering she’d even asked if she could have desert. Chewing a mouthful of sandwich, he apathetically shrugged. Like a starved wolf, the tiny mare started rummaging around in the fridge, desperate to find something for her sweet tooth. Looking back to his food, Anon didn’t pay much attention, until he heard her calling for him.
“Nonny, I made dessert for the both of us!”
Looking over to her, the man abruptly choked on his lunch. Perched on the counter, covered from snout to tail in dabs of whipped cream, sat Pinkie Pie. Beside her was an immaculate trifle, although that wasn’t what had Anon’s attention. Positioned as she was, with her hind legs dangling free, her crotch was obscured solely by a lone banana.
“I’m a Pinkie Pie split!” she giggled, snorting slightly. Her laughter caused the banana to start slipping; instead of letting it fall, she quickly craned her head downward.
Slipping the phallic fruit into her gob, Pinkie shamelessly began slurping on the stupid thing. Virtually fellating the produce, she worked it past her lips. Finally, after a little work, she got half of it into her mouth, where she started chewing upon it. With her inappropriate display mercifully finished, she make quick work of the fruit. Once done, an innocent smile appeared on her face, as if she hadn't just been blowing a banana.
Jumping off the counter, trotting over to the man, her gaze never left his face. She was still covered in whipped cream, leaving a trial behind her as she went, before she stopped in front of him. “Go on, Nonny, lick it off!”
Anon couldn’t respond. Still in a state of shock, he automatically reached for a cherry lodged in her fluffy mane. “I’ll just take this,” he groused. Popping it into his mouth and pulling out the stem, he bit down on the succulent red fruit, allowing its juices flowing out. Pinkie, pleased with his reaction, returned to, and subsequently began devouring, the desert she’d crafted.
Licking the bowl, as well as her nude frame, clean, she grinned over at him. “Yummy! Thanks for lunch Nonny,” she whooped, before scampering back to the living room.
Finally getting his brain to reboot, Anon trailed after her. He could already tell, watching her was going to be a trail. Unfortunately, as fate would have it, he had no way of knowing just how bad things were going to get.
It wasn’t too difficult to catch the fleeing filly, though she definitely had energy to burn - a lot of it. Plodding after her, Anon was stricken with a curious notion. If she was so worked up, maybe letting her run around in the back yard wouldn’t be a bad idea. Kids supposedly liked doing that sort of shit, right? Scooping her up, he headed towards the back door.
After stepping into the backyard, Anon released the squirming pony. “Alright, I’m going to sit right here. See how many times you can run past me, without getting caught,” he intoned, easing himself onto the grass.
Anon considered the “game”, where he would just sit in the middle of the yard, being lazy, while Pinkie would scurry about trying not to get “caught”, an act of genius. It would let her tucker herself out and required next to no effort on his part! The kid would get tired and he wouldn’t, what could go wrong?
Well, Anon found out what could go wrong pretty damn quickly. As Pinkie raced by, he halfheartedly reached out for her, but something went awry. Somehow, while attempting to dodge his half-assed attempt at snatching her, she tripped, fell, and landed in a puddle. She had a soft landing, clearly not injuring herself, although her rump was left sticking up in the air. Her tush, now spackled with mud, was angled directly at him.
Anon gulped, gazing upon the supple pink cheeks of her rear. Leaping into action, he ran over to make sure she was alright. Scandalous views of plot aside, the last thing he needed was to be brought up on charges of child endangerment. As soon as he reached her, her head popped back up, plastered in mud, before she blew a raspberry to clear her lips.
“Are you ok?” he asked, hoping she wouldn’t require any sort of first-aid.
Instead of a negative response, Pinkie grinned from ear to ear. “Do it again! Do it again!”
Rolling his eyes at the girls continual antics, Anon simply picked her up. “No, now we gotta get you clean,” he grumbled.
It was bad form to return a child to their parents dirty or missing limbs, but that wasn't a current issue. After brushing off most of the surface mess, Anon carried her back to the house, making a beeline for the bathroom. The cargo under his arm complained slightly, fidgeting in his grasp, though he held firm. Reaching his destination, he began filling the tub.
“Alright,” Anon muttered, setting her in the basin, “I’m gonna let you get washed up, ok?”
“Your not gonna help?” Pinkie sullenly asked, as the water slowly crept up her legs.
“No, you're old enough to do it yourself,” he exasperatedly asserted.
“But I wanna have a bath with you, Mr. Nonny,” she whimpered pitiably, her lower lip quivering slightly.
Anon might have been a bit of a cynical asshole, but making a kid cry was still out of his comfort zone. “Alright,” he sighed, ”I guess I can-”
Before he could finish, Pinkie jumped for joy. “Yay!”
As the filly gleefully splashed about, the reality of the situation begins to sink in. For the second time today, the ‘never be nice to anyone, because it’s more trouble than it’s worth’ mountain grew larger. Water cascaded over her frame, plastering her mane and tail to her body, while she danced around in the tub.
“C’mon, ya gotta get naked to take a bath,” she said tittered.
“Wait, hold up, I’m having second thoughts,” Anon coughed, but it was too late. In a flash, the impish mare reached out, grabbed his pants, and pulled them to the floor. Before he could react, she tugged off his underwear. His dong, now freed from its confines, immediately flopped straight down onto her face.
"Wait a second..." Pinkie mumbled in confusion, as she puzzled over the dick sitting on her snout. Retracting herself slightly, she studied the appendage. "Nonny, what's this thing?"
Horrified at what was happening, Anon gulped. What the hell was he supposed to say?! Frozen in terror, he watched a hoof creep towards his nethers, before Pinkie gently prodded his equipment. He was like a deer in the headlights, too frightened to move.
“It’s squishy,” she commented, poking his junk. Running her frog over its length, from root to tip, she smiled. “It’s kinda funny looking,” she snickered, gingerly flopping it back and forth, but only for a second. A look of consternation crossed her face, as she looks towards her tush. “It doesn’t look anything like my kitty.”
“Kitty?” Anon parrots, finally able to respond
“Yeah, my kitty! That’s what mommy calls it,” Pinkie proudly replies.
The innocence of her statement caused Anon to chuckle. In a way, it made sense. She likely hadn’t seen a stallionhood before, let alone a manhood.
“Hey, don’t laugh! You’re the one with the strange kitty,” she grouses, crossing her forelegs in consternation.
The silliness of the situation finally let Anon reply. “No, I don’t have a ‘kitty’, only girls have those,” he laughed, reaching for his underwear.
“They do?” Pinkie countered, surprised. “So what's this then,” she pressed, poking his penis again.
“It’s...Uhhh…” Anon attempted to think of a word that would fit. “It’s my snake!” he finally exclaimed, following the animal motif.
“PFT,” she tittered. Without warning, Pinkie grabbed hold of his dick. Swinging it back and forth, she dramatically hissed.
Despite himself, Anon’s length started to harden. Desperately needing a distraction, he pointed to a bottle of shampoo beside the tub. “How about you get started, then I’ll hop in.”
“Okey-Dokey,” she cheerfully said, freeing his member and doing as instructed.
Stripping out of his clothes, while feeling awkward and ashamed at what had transpired, Anon stepped into the tub. Positioning himself at the end, as far away from Pinkie as possible, he lowered himself down. Unfortunately, the moment of peace was fleeting, as the filly quickly trotted over and plopped down between his outstretched legs.
“Time to get me washed up!” she squealed, facing away from him.
“Can’t you wash yourself?” he groaned, praying for some higher power to save him.
“But Noooooonnny,” Pinkie whined, “what's the point of taking a bath together, if we don’t wash each other?!?”.
Knowing she won't give up, Anon relented. Grabbing a bar of soap soap, he lathered it up and started applying it to her supple frame. Beginning with her shoulders, he scrubbed her forelegs clean, before moving to her torso. Just as the man’s hands reach her midsection, she started fidgeting.
“Nonny, you're almost done,” she announced. Placing a hoof on his hand, she guided him down her torso, over her belly, and towards her groin.
As Anon’s fingers glided over her non-existent bosoms, he winced. The little teats on her abdomen almost called to him, forcing him to give them a second pass. Bringing his digits over her flat teats, he gave each nipple a small pinch; to his surprise, she sighed contentedly.
“What was that, Nonny?” Pinkie quipped, glancing over her shoulder at him.
“Sorry, probably being too rough,” he apologized, kicking himself for the poor decision.
“It didn't hurt, Silly, but it did feel funny,” she said, looking down at her breasts.
“Alright, that’s good enough,” Anon announced, hoping to be finished with the ordeal.
“B...but you still have to get the bottom,” Pinkie stammered, while getting to her hooves. Turning away from the man, she leaned over the side of the tub and looked back. With her hind legs splayed, and her ass a scant few inches from his face, Anon was left with an unabashed view of her nethers. “Now you gotta clean my butt,” she taunted, swaying her tush back and forth.
Anon’s mouth felt like it was full of sand, as he peered over her wet body. Dripping with soap suds, and with an innocent, teasing smile on her face, Pinkie expectantly watched him. His tool, of its own volition, began to harden. Snatching up the soap, he started rubbing her down once more; starting at her hooves, moving past her fetlocks, up her thighs, towards her waist, drawing ever nearer to her crotch.
Approaching her rear, Anon cupped one butt cheek in each hand, before giving them a squeeze. His earlier assumption, of just how plump and soft they were, was exceeded, as he kneaded the pillowy globes. A pleasured gasp escaped Pinkie, while her tush was massaged. Spurred on by her response, the man began to move his digits further into the valley between her buns, before one finger glanced her puckered hole.
Even though what he was doing was morally reprehensible, Anon couldn’t bring himself despoil her marehood, so he focused on her backdoor. Tracing a soaped finger around the taut hole, he started to press into her.
“Nonny, what are you doing?” Pinkie asked. There was no concern in her voice voice - no, she almost sounded sort of turned on. “I’ve never had someone clean inside before but....” she trailed off, “it feels kinda good.”
Anon steadily pushed his index finger all the way into her ass; giving it a wiggle, her muscles clenched around the digit. In a moment of clarity, realizing he was just straight up fingering her ass, he backed off. While his dick might’ve been hard, what was left of his better judgement urged him to stop. Before things could get worse, he pulled his digit out of her backside.
A slight moan escaped Pinkie, when Anon finally pulled clear. Looking down at her engorged marehood, he noticed the filly winking at him. It’s all too much to bear, so he hastily finished washing the rest of her lower half, rinsed her off, and announced his job was done. As she sat back down, the man leaned back and sighed in relief; the worst part is over.
"Thanks, Nonny! Now It’s my turn!" the small demon chirped, whirling around and plopping down on his crotch. Still painfully erect, his boner was sandwiched between her thighs.
“Nonny, what happened to your snake? It’s gotten a lot bigger and longer,” Pinkie noted, eyeing the pillar of flesh. Without fingers, she was unable to properly grip it, but she gently pressed it between her forehooves. “And it’s not squishy like earlier,” she noted, giving it a squeeze. Shrugging apathetically, she began stroking its length. “Well, makes it easier to clean at least.”
Anon suppressed a moan of pleasure, as she started to ‘clean’ his member. Her soft frogs pumped his shaft rapidly, scrubbing his length, even though he knew it wouldn’t cleanse him of the sinful thoughts floating around in his head. Closing his eyes, hoping she’d stop, he felt her motions slow. Silently praying for her to stop, that she’d tire herself out, he only found his situation getting more complicated.
The water sloshed around him, as she stood. To make matters worse, a warm snugness suddenly began to engulf the head of his member. Anon’s eyes flash open, as he looked down to see her squatting over him, slowly pushing his slick shaft into her asshole.
"See Nonny, I'm smart! I’m cleaning my insides while cleaning your outsides! It’s twice the work for half the effort, I'm a genius!" she beamed, triumphantly raising her forelegs in celebration. As luck would have it, the act unbalanced Pinkie, causing her to lose her balance, fall, and impale herself on the man’s turgid tool.
The warm confines engulfing Anon’s cock were amazing. Pinkie’s insides clenched, as they tried to deal with the invader - massaging the whole length of his shaft. It was like some depraved disappearing act, watching himself disappear within the tiny mare’s derriere, yet he couldn’t look away.
"Whoops, I fell" Pinkie giggled, apparently unconcerned with the dick lodged in her colon. “Looks like we're gonna be doing some deep cleaning,” she added. Regaining her balance, she leaned forward and started dragging his length out of her butt.
Suppressing a shudder of pleasure, Anon moaned lightly. Her ass was like a vice, seized down upon him. Be damned if he could understand how she was taking it so casually, considering how tight she was.
As she continued to rock forward, Anon’s shaft tool steadily escaped her pucker. Inch after inch of his manhood was revealed, as she lifted herself off. Anon couldn’t help but watch in fascination, wondering how it had slipped inside her so smoothly. Finally, just as she was about to free his member, she slammed her hips back down. A wet slap sounded, as her butt impacted against his pelvis.
“Nonny,” she purred, already starting to lift herself up again, ”gimme a hand cleaning.” With that, she twerked her fat tush.
His dick was quickly rubbed, as it stroked in and out of her hole, with her cheeks clapping against its base. Anon couldn’t contain himself anymore, having reached his tipping point. Grabbing onto her hips he helped lift and lower her rear, fucking into her tush.
“That’s the spirit!” Pinkie bleated. Happily bouncing on his dong, it wasn’t long before she gave a little moan. “M...My kitty is starting to feel weird,” she stammered, as her motions begin to slow.
Her comment, coupled with her salacious tone, flipped a switch in the man. As Pinkie started to slow down, Anon leaned over and scooped her up, taking care to leave her still impaled on himself. Hooking his left arm under her hind legs, he lifted her into a kind of fetal position. With her back against his belly, and her legs against her chest, he cradled her.
Snaking his free hand over her inner thigh, it only took Anon a moment to reach her sex. Delicately, he rubbed her lower lips. Ultimately settling on her clit, he massaged the sensitive bud of flesh, while continuing to plunder her backside.
“Nonny, what are you doing to my kitty?” Pinkie asked, panting and moaning with excitement.
Not knowing how to respond, Anon blurted out the first thing that comes to mind. “I’m - Uh - washing it because it’s dirty too.”
“Awwwww! Thanks, Nonny,” she panted, as her ass was pounded. “You’re the best babysitter ever.”
Anon was pretty sure her parents, as well as multiple branches of law enforcement, would disagree, but that's neither here nor there. He chose not to comment on the matter, as he continued to fuck tush. Her tight bottom was already causing his balls to churn with cum, and he could feel himself getting close.
Quickening his pace, Anon started rubbing and plowing faster and faster. The little filly in his arms wouldn’t stop moaning and squirming in pleasure, though he did occasionally with blissful grunt. The water around the two loudly sloshed back and forth, pairing nicely with the sounds of flesh on flesh.
Finally, as Anon felt his nuts begin to tighten, he furiously massaged her clit. A scream of pleasure startled him, as she thrust herself down onto him as hard as possible. And just like that, his seed flooded her backdoor, when he was pushed past the brink. Spasming with pleasure, hot spurts of man jam painted her insides. Felonious diddling aside, he had to admit, he hadn’t had a nut that good in quite a while.
As her scream tapered off into a pleasured moan, Anon’s orgasic bliss slowly subsided. A relaxed feeling settled upon him, as he reclined the tiny mare against himself. The two simply lie in the tub panting, catching their breath from the unexpected event. Sadly, it wasn’t long before the hyperactive filly started yammering on again.
“Wowie zowie! Nonny, what was that? I’ve never had a bath do that to me before,” Pinkie exclaimed, wiggling on his lap, with his semi-hard member still entombed within her rump.
“It was - Um - my special cleaning technique,” Anon lied. “It’s super secret, and not many people know about it, so don’t go telling people,” he hastily added, hoping that she wouldn’t tell her parents, the school resource officer, teachers, friends, guidance counselor, or any other living soul in Equestria.
“A super secret technique? That's so exciting!” she shouted, throwing her arms in the air, but then freezing in place. “Um… Nonny… I feel something weird about my butt,” she muttered, a touch of concern in her voice. Easing herself off his cock, she turned around and leaned over the edge of the tub. Reaching back, she experimentally pulled her cheeks apart.
Between them, Anon was treated to the sight of her slightly gaped hole. As he watched, a stream of semen flowed out and downward, drooling over her pussy. He gulped and his dick twitched slightly, at the display. Watching a filly show off the creampie she’d just been delivered was way hotter than it should’ve been.
“It’s my cream,” he impulsively blurted. ‘Oh fuck,’ he thought to himself ‘maybe that wasn't the best idea.’
Pinkie looked back at him, confused for a second, before caressing her leaking, cum slick pucker. Bringing her hoof to her face, she examined the thick, gooey substance. “This is cream?” she muttered incredulously.
“Yeah, kinda?” Anon nervously laughed.
Staring at her keratinous appendage, Pinkie snorted and swished her hoof in the bathwater. “Silly Nonny, that looked more like milk than cream.”
Dodging a bullet, the man agreed. “Yeah, I guess,” he mumbled, scratching the back of his head.
Concluding their bath, including helping to clean the cum from Pinkie’s backside, a weariness settled upon Anon. It wasn’t his normal bedtime, but the day had been tedious - not to mention he’d just ass fucked a filly. Given the circumstances, anyone would’ve been tuckered out. Proceeding to the little mare’s bedroom, he prayed she was ready for a nap.
Of course, he wasn’t surprised when she insisted on having him select a quartet of socks for her. She blabbered on about how they helped her sleep, but he honestly didn’t pay attention. If it would get her to settle down, he’d do what he had to.
“What about these?” Anon asked, selecting some yellow striped socks.
“Nonny, you silly, those aren’t good for sleeping! They get too itchy,” Pinkie remarked, hopping in circles around him.
Anon let out an exhausted sigh, before searching for another set. Why she couldn’t just get the ones she wanted is beyond him. Digging into the drawer of her dresser, he grabbed a sky blue pair. “These any better?” he inquired, holding them aloft.
“Good choice, Nonny!” she chirped, like he ever actually had a choice to begin with. He watched, as she jumps onto her bed, swiftly rolling onto her back. Splaying her hind-legs, the impish mare brazenly showed off her sex. “C’mon big boy, take me!”
Anon stood mute, mouth agape, not knowing how to respond.
“C’mon, Nonny!” Pinkie whined. “Put it in...”
The man still didn’t move, although a bead of cold sweat rolled down his forehead.
“Nonny, what are you waiting for? You just grab my leg and shove it in, ya dummy,” she huffed. Spreading her legs, her pussy lips part slightly, showing off her meaty pink interior.
…
“Nonny, do you not know how to put on socks!?” Pinkie cried in disappointment. “You take a leg and stick it through the hole!”
It was only then that Anon realized he’d been holding his breath. The entire scene had been something innocent all along, although his filthy human mind had perverted her humble request beyond all reasoning. Before he made a move, he had one question. “So, why can’t you put it on yourself?”
Pinkie flopped back and flailed her limbs. “Because I’m lazy.”
Sighing, Anon walked over and slipped the socks on her. As soon as he was finished, she went right back to running around like a sugar fueled maniac. ‘Lazy my ass,’ he internally lamented, watching her flitter about. With nap-time out of the question, he figured more food couldn’t hurt. Hell, if she ate enough, she might just slip into a diabetic coma.
Whipping up a few more sandwiches, as well as some sliced fruit, Anon brought their meal into the living room. Pinkie, in her quest for constant stimulation, had retrieved a board game for them to play. Casually eating, while halfheartedly answering trivia questions, he noticed her movements becoming slow. Between all the earlier activities, bathroom debauchery, and calories, it seemed as though the lively filly was finally running out of energy.
Throwing their dishes into the sink, Anon walked the pink nightmare back to her bedroom. Finally, after having frittered away countless hours, it looked like the man would finally catch a breather. Scooping her up, he placed the small pony onto the mattress.
“Nonny, what are we gonna do on the bed?” she cooed, peering up at him.
“Sleep,” he grunted, throwing the covers over her.
“Awwww,” she pouted, “but I don’t wanna go to bed yet.”
“Too bad. You gotta get some sleep, your mom said so,” Anon countered, tucking her in.
“Buh I don’t wanna,” Pinkie sulked, wriggling under the blanket.
“Is there any way I can make you go to bed?” Anon growled, burying his face in his palms.
Ceasing her squirming for a second, a look of consternation crossed her face. “Warm milk.”
“Milk? Really?” he asked, nonplussed.
“Yeah, if you get me some warm milk, then I’ll go to sleep,” she said, going back to writhing about like some sugar crazed eldritch horror.
With a heavy sigh, Anon left her bedroom and headed towards the kitchen. Opening the fridge, he found the Pie family was without a drop of milk. Walking back to Pinkie’s room, he prepared himself for whatever the pony shaped ball of energy was going to do. Turning the knob to her room, peeking inside, he saw she was still lying on her bed.
Letting himself in, Anon found something that made his blood run cold. There she was, on her back, covers kicked to the side, rubbing her snatch. Her eyes had been closed, until he got a few feet into the room, but she quickly looked over at him. Her cheeks went flushed, as she realized she’d been caught.
“Mhh...Nonny,” she whispered, breathing heavily, “my kitty felt funny again, so I started rubbing it like you did earlier...” Throughout her explanation, her hoof never left her moistened nethers.
Anon could feel his face start to heat up, and there was a stirring of his loins. “Uhhh...” he anxiously began, shifting in place, “there wasn’t any milk, and I don’t know about me doing that…stuff to you again.” He was pretty sure he’d already broken several Equestrian laws, and he wasn’t trying to dig himself any deeper.
Pinkie looked saddened at first, but only for a second. A small smile appeared on her face, when she noticed the man’s tented pants. “Nonny, don’t worry. Just stay there and I can fix both things at the same time,” she purred, rolling onto her belly and getting up.
He wasn’t sure what she meant, watching her trot over, until she was nearly upon him. With startling speed, she reached up and unzipped his pants, allowing his bulged underwear to poke out from the slot. Anon stood paralyzed, as she freed his semi-erect shaft, causing it to flop down in front of her face.
“It made me feel so good earlier, when I played with you, so let’s have some more fun. Right, little buddy?” Pinkie lewdly giggled, addressing the head to his dong. “Then, when you’re done, I can try that milk from earlier,” she continued, fruitlessly grasping at the appendage. With her hot breath upon his tool, Anon’s attempts to remain soft failed spectacularly. Growing to its full size, his member nearly poked her in the eye.
“There we go,” she chuckled. “Oh! It’s already leaking some milk!” she noted, licking her lips.
Before Anon could do anything, she stuck out her tongue and licked a bead precum from the tip of his shaft. He shuddered in pleasure, feeling her soft warmth trace over his member’s swollen head. “I don’t -” his protest died, as she interrupted him.
“It’s kinda salty, but not bad. How's it feel Nonny?" Pinkie asked, glancing up at him. Without waiting for a reply, she sank down to her haunches, where she shamelessly started rubbing her crotch.
“Y...you’re doing a good job…” Anon wheezed, his resolve rapidly withering.
"Yay!" she squealed, smiling, before darting back to lick another bit of pre from the tip of his prick. The man’s member twitched again, due to her amateur attempts at amorous oral. Running her tongue around his dong, Pinkie’s brow slowly creased. "This is gonna take forever," she groused, having grown impatient. Suddenly, as if stricken by some crazy idea, she grinned. "Unless..." she trailed off, leaning close again. Opening her mouth, she licked his glans one final time, before engulfing the head in her maw.
The act caused Anon to gnaw his lip and stifle a moan. Her lips wrapped around his length, as her tongue started running around the sensitive flesh. Gliding his fingers through her mane, he instinctively pulled her to himself.
Unconsciously, Anon began to press her head down onto his cock, while simultaneously pushing his hips forward. Noticing what he was doing, Pinkie relaxed her throat and virtually inhaled his tool. He fought the urge to blow his load, right then and there, as the little equine effortlessly deep-throated him. Gritting his teeth, he steeled himself, while she started bobbing her head. Steadily, he started bucking into her face, aiding in her efforts to fellate him.
There was no way for Anon to know how long they stayed like that, but he soon felt himself getting close. "Almost...there..." he groaned, attempting to stave off the inevitable.
Pinkie took the statement as a cue to go even faster. Loudly sucking his cock, mopping her saliva and his pre-cum from its length, she persisted. It wasn’t long before she felt his member starting to twitch, so she switched gears and fixated on its tip. Like an erupting geyser, hot cum surged down her gullet, bathing her tongue in its sticky goodness.
Screwing his eyes shut, Anon fixated on the rapture of release. Spurt after spurt gushed into her waiting mouth, bathing her taste buds in spunk. He could hear her gulping it down, struggling to drink every last drop. As frustrated as he was with her, and downright disappointed he was with himself, he couldn’t deny how amazing it all felt.
Finally finishing, after leaking out a last dribble of jizz, Anon pulled his saliva and semen covered member out of her gob. Pinkie kept her mouth open, allowing him to see her tongue dancing around in a bath of cum. Pleased with her reward, she swallowed down the load, before showing him she’d swallowed it all. Even after everything he’d been through, the man’s tool twitched at the sight. Thoughtfully, Pinkie licked her lips, as if appraising the flavor.
“That was pretty yummy! Nonny, you have some weird milk, you know that?” she remarked, beaming up at him.
“Well, now that you got what you wanted, will you go to bed now?” he wearily inquired.
“Yeah. Ok, Nonny,” Pinkie softly said, returning to her bed. Climbing onto the mattress, she made herself comfortable, even if her glistening nethers were still painfully visible.
Realizing he couldn’t leave her like that, lest there be a questionable wet spot on her blanket, Anon took a minute to clean her up. Wiping her pussy dry, with a tissue, he tucked her in; by the time he was done, the filly was yawning and starting to nod off. Finally getting the little succubus in bed, he headed back to the living room.
After all the bullshit, Anon was ready to relax until her parents come home. Flopping down on the couch, he wondered how the hell he had gotten into the situation he found himself in, as well as how he could possibly get out of it. Laying down on the sofa, to calm down and think, he steadily drifted off to sleep. His final thoughts were of how there was no evidence, and that he’d given no reason for anyone to suspect anything. With any luck, he’d be able to get away scott free and put all the nonsense behind him, with nobody any the wiser.
~
When Anon started to wake, he immediately knew something was wrong. He felt a draft on his crotch, he could tell he was hard, and he felt something moist grazing against the tip of his manhood. Only half conscious, he didn’t initially respond, until something wet pressed against his cock. A sublime warmth and snugness wormed its way down his length, causing him to shiver. With a pleasured grunt, he opened his eyes to see Pinkie atop him.
Spying the filly over him wasn’t all that disconcerting, although that wasn’t the issue. Glancing down, Anon noticed her impaling herself on his rigid rod. As she lowered herself onto him, her tight tunnel slowly worked its way over his tool. His eyes shot open, when he realized what was going on. Pinkie, noticing him awaken, simply smiled at him.
“Nonny - Hnng- my kitty still felt funny, after we got done, and my hooves weren’t enough,” she groaned, as she gyrated her hips back and forth, steadily descending on his member. “I hope - Mmmph - you don’t mind me getting started,” she added, reaching down and rubbing her clit. “I’m really hot and have a funny feeling in my tummy. I need your thingy in me.”
Anon couldn’t help but groan, as he watched the young pony spear herself on his cock; her insides clenched down upon him, while she gradually worked more of his dick into herself. Reaching down, he wrapped his hands around her thighs - not to stop her, but to help lower her down. A line had already been crossed, so he saw no harm in going one step further. Watching his length disappear into her snug cunt, he noticed a slight bulge appear in her lower abdomen. Even with her pudgy belly, the imprint of his manhood was vaguely visible.
“Nhh - Nonny, your thing feels so big,” Pinkie whimpered. Opening her mouth, her tongue lolled out, as she continues her descent. “It’s making my insides even hotter, but it feels so good,” she groaned, bouncing her hips.
The filly’s pussy was like an inferno, as it grasped Anon’s shaft. The man grunted, yet did nothing to stop her. Shifting his grip, he started to grope her ass. Digging his fingers into Pinkie’s buns, he began thrusting into her; the act caused her to arch her back and tremble.
“Nonny,” she moaned. Draping herself on him, bringing her face closer to his, her breath was hot on his chest. “Why’s my body feel so funny when you touch me? I’m all tingly and my head is fuzzy.”
Seeing her pleasured face so close to his, Anon couldn’t help himself. Pressing his lips against hers, he kissed her. She seemed surprised at first, when his tongue pushed into her mouth, but she quickly reciprocated. Making out, their bodies pressed to one another, they steadily started to genuinely fuck.
Keeping his grip on her ass, the man worked his rod deeper into her; the young mare’s sex was already taking most of his member, so there wasn’t much left to go. She jolted, when he felt his tip meet some resistance. Breaking their kiss, letting Pinkie’s head fall against his chest, Anon gave her a moment to rest.
“Hey, Pinkie,” he breathed, continuing to grope her butt, “I’m gonna push the rest of this into you, alright? Tell me if it hurts, so I’ll stop.”
“O...ok, Nonny,” she hummed, giving a small nod.
Squeezing her ass, Anon spread her cheeks. Making sure to a good hold of her, he began slowly pressing deeper into her. As he steadily applied additional pressure, Pinkie’s eyes began to flutter, and her breathing grew heavier. The tip of his rod slowly ground into her womb, causing the filly to tremble. It was, by far, the tightest thing he’d ever felt on his dick. A guttural groan escaped the little mare, as he drove himself into her. Finally, their hips met, when the man hilted himself.
Pinkie’s eyes rolled up, as her depths embraced him. Sweet nectar ran down Anon’s balls, a testament to the little slut who just got off to having her cervix penetrated. Seeing her blissful expression made an evil little voice inside of him start to whisper, and he wasn’t averse to listening to what it suggested. Keeping hold of her, he started to move, while she continued cumming. Lifting her up slightly, he slammed her back down, causing her eyes to go wide.
Anon’s mischievous grin broadened, when he began thrusting in and out of her. The tiny mare’s senses were quickly overwhelmed by pleasures she’d never experienced before. He started slow, but it wasn’t long before he was hammering into her snug confines. Her tight cunt continually squeezed him, milking his member, begging for more. Of course, he obliged, taking long thrusts and ravaging her marehood. Her inner entrance held fast, yearning for a creamy reward.
Reduced to a limp mess, Pinkie lied drooling on Anon’s chest; the most she could get out was a series of pleasured moans and mumbled grunts. The constant slap of flesh on flesh, as they fucked, almost drowned out the sound of the front door of the house opening. Thinking fast, the man grabbed onto the blanket draped over the back of the couch, threw it over himself and Pinkie, and stopped thrusting.
Burying him cock deeply within the filly’s snatch, Anon could hear his own heartbeat, along with the steady sound of approaching hooves. Unfortunately, he’d been on the cusp of cumming, before he stopped. A few final clenches of the small pony’s marehood sent him spiraling over the edge, causing him to bathe her interior with his baby batter, just as the Cloudy Quartz trotted into view.
“Awwww. Guess she got tuckered out from playing with you, huh?” Cloudy Quartz asked.
“Yeah, she just kind of passed out,” Anon replied, trying to keep his voice even - all the while, he continued to pump her daughter's womb full of cum.
“Don’t kids looks so adorable when their sleeping,” she said to herself, brushing some of Pinkies hair out of her face. “Poor filly,” she added, ”she even drooled in her sleep.”
“Yeah, just a little,” Anon whispered, feeling her cunt orgasmically spasm around his length.
“Well, alright, I gotta go get the other girls ready for bed. If you wouldn’t mind, could you finish up with Pinkie and bring her to her room?” Cloudy asked, turning to leave.
“Sure, no problem,” Anon croaked, while spurting the last of his load into the filly’s womb. Fortunately, she was clenched so tightly that none of it leaked out.
Watching the older mare leave, Anon flopped back into the couch, exhausted. Acting like he hadn’t been cumming was hard work. Working fast, he removed himself from Pinkie and ferried her to her bedroom, while making sure not to leave any mess. The only thing he couldn't immediately hide was the final product from his last session.
Somehow, Pinkie’s womb had sealed up, as soon as he’d pulled free, locking his gooey load deep within her. Seeing the slight bump on her belly, where his seed had been deposited, was hotter than it had any right to be. Knowing the stuff would be sloshing inside her, until it got absorbed, sent a jolt of pleasure up the man’s spine. Once he was finished, and Pinkie was snoozing in her bed, Anon found Cloudy waiting outside the filly’s room.
“Thanks again, Anon,” she said, shaking his hand. “I don’t know how we would have handled this without your help.”
“It was no problem,” he grumbled, scratching his head. “Pinkie wasn’t too much trouble,” he continued, choosing not to mention how she totally was.
“That's great to hear. She can be a handful, I’ll admit,” Cloudy sighed, knowing how difficult her daughter could be. “I hope, next time, you get one of the other girls instead. They’re far easier to deal with,” she continued, giving him a pleasant smile.
“Yeah, hope it’s one of the…” Anon started saying, but then stopped. ‘One of the other girls…’ he thought to himself.
Somehow, for whatever reason, Cloudy now considered him a trusted babysitter.
Anon was completely and utterly fucked...
