Double penetrated
“Ah, good morning, Mr. Human,” Mayor Mare smiled at you as you stumbled into her office. “I hope Roseluck let you get some sleep last night.”
“Roseluck was a perfect gentlemare,” you assured with a yawn, not wanting to speak ill of your latest lover. In truth, the flower pony’s caring facade had melted with a single glance into animalistic lust. As for “sleep,” it was a foreign concept at this point, a standin for whatever brief glimpses of the dream world you’d been able to grab as the cock thirsty Roseluck rooted her tiny pussy onto your crotch and rode you all night long. When it came time to make your daily report to the Mayor, only a double-triple espresso and a diabetes bomb of a Sugarcube Corner cinnamon roll had gotten your corpse moving once again towards Ponyville’s town hall.
“I hope you saved some energy for today’s assignment,” the Mayor stated with a wink, pushing the now familiar envelope over her desk towards you. “If you have anything left afterwards, why don’t you stop by my place tonight? I make a great risotto, and I’d love to show you how to ‘stuff the ballot box.’”
“It’s a date,” you agreed with a smile. Despite the exotic beauty and bubbling passion of every female you’d been “assigned to” so far, you’d found your mind occasionally wandering during your amorous adventures. It seemed that after a month of casual sex, you were starting to feel the need for emotional connection. An unplanned adventure, perhaps even a relationship with this sexy older mare... it could be just the thing to bring the pep back into your little soldier’s salutes.
On the surface, you lived a life many bronies would kill for. Whisked from a drab and meaningless existence in the real world, to the colourful land of Equestria... or at least one such land. This was a place much like the one seen in the cartoons you still secretly watched, yet with one not-so-minor exception: each and every mare here seemed to possess the beauty and grace of an equine supermodel, coupled with the body of a pornstar and the libido of a nymphomaniac!
The not so subtle difference between the Equestria you knew and this more ‘adult’ variant was quick to become obvious. You hadn’t been here for even 10 minutes before you were naked in Nurse Redheart’s examination room, sheathed deep in her clenching marehood while she called out your name and begged for your seed. Now that you’d settled in, it was rare that your cock went even one hour without an appreciative nuzzle or suck, each mare carefully cleaning the residue of your previous lover before adding a thin layer of her own saliva... and sometimes more!
Unfortunately, the ponies you most coveted, the Mane 6, were forever off limits to you. A few years before your arrival in Equestria, another reader insert character known only as “Anonymous” had preceded you. The other human had swiftly seduced Twilight Sparkle with his talented hands and totally not bigger than yours cock, and he’d spent the past several years in seventh heaven, destined to pleasure and pound the beautiful Elements of Harmony as they wailed and screamed with untold ecstasies.
Of course, the other mares of Ponyville had heard these echoing cries of joy, and grown most dissatisfied when Twilight refused to lend Anonymous out for the public’s amusement. Over the years, demand for big human cock had grown to a fever pitch, until Twilight had taken pity on her fellow ponies and summoned you from Earth. Now your daily task was to see to the needs of those mares who weren’t important enough to deserve Anonymous’ attentions... the background ponies, if you will.
You’d been adjusting to life in Equestria for a month, and in that time you’d given quite a few of Ponyville’s mares a hearty seeing to. You’d even made a trip to Manehattan to enjoy a sensuous romp with Saffron Masala and a private “fitting session” with Coco Pommell (she got it to fit, all right... right up her butt!)
It was all more enjoyable than your old life on Earth, and everypony seemed to be having fun. Married stallions like Mr. Cake happily opened their bedrooms to you, eager to sit beside the marriage bed and watch you plow their wives. Mothers and daughters stood plot by plot and lifted their tails in unison, turning what could have been a heated family rivalry into a wholesome bonding experience. Even couples like Vinyl and Octavia welcomed the occasional stiff prick into their bed, it seemed.
In this sunny land of friendship, only one cloud hovered on your horizon: that damned Anonymous, and his unlimited access to all that prime, main character pussy. Twilight’s royal lips, Fluttershy’s motorboatable teats, Applejack’s phat apple bottom, Pinkie Pie’s ginormous everything... why couldn’t it be yours? Why did you have to be the second human in Equestria? The intensity of your jealousy was enough to reduce your ramrod to a mere half chub... though a smile or a lick from a friendly mare soon stiffened it right back up!
As you left Ponyville’s town hall, you opened the envelope to learn of your “assignment” for today. Rather than writing down crass orders such as “pound Strawberry Sunrise til she squirts,” the Mayor preferred to discretely draw the cutie mark of your latest cutie on a small slip of paper, and let you deduce the rest. You smiled as you unfolded the sheet to see the picture you’d been hoping to witness for weeks: a line of bubbles seemingly rising up to heaven. These were the same bubbles you’d seen wobbling against the grey fur of a certain airborne dumptruck — the hottest ride in town!
Perhaps you’d never fulfill your fantasy of cumming inside Rainbow Dash, but Derpy Hooves was quite the consolation prize. You’d seen the mature pegasus hovering about recently, eyeing you up hungrily, eagerly awaiting her own turn with you. Now, today was the day you’d show her what human-style lovin’ was all about.
Ponyville was full of attractive older mares, but Derpy was a genuine, certified, foal bearing MILF — your favourite! You couldn’t stop from drooling as you pictured those perky nipples swelling under your fingers, that winking clit throbbing against your lips, that soft and motherly plot giving way to your penetrating prick, that cute face smiling up at you and ready for an application of freshly squirted cum!
You sighed with contentment as you practically skipped across Ponyville. Yes, let Anonymous hammer the same 6 pussies over and over until he grew bored... you lived the carefree life of a gigolo, with a different horse vagina slipped over your blissful meat each and every day! It didn’t even spoil your mood when you caught sight of Anonymous on the other side of street, cheerfully walking in the same direction as you were.
As Derpy lived not far from the Carousel Boutique, you surmised that Anon was headed off to enjoy some high fashion perversity with Rarity. You were so excited about finally plowing Derpy that you couldn’t even begrudge him his good fortune. You waved at your fellow human and smiled, which Anon unfortunately took as an invitation to cross the street, walk with you, and strike up a conversation.
“How’s life in paradise?” he asked with a grin. “Has the pussy gotten to ya yet?”
“Heh heh, some of the girls are pretty demanding, alright...” you admitted awkwardly.
“Fr, fr... but I can’t wait til Starlight Glimmer shows up! You know that crazy bitch gonna be freaky as hell!”
You silently grimaced as you listened to Anon’s entitled ramblings. This utter douche had no claim on Starlight! For one thing, the villainous unicorn had yet to make her debut in this world, making this a clear case of counting your horse-sluts before they’re hatched. Not only that, it ought to be your job to carnally “reform” Starlight, just as you’d done with the Wet and Satisfied (previously known as the Great and Powerful) Trixie.
The idea that Anonymous ought to be the one to break Starlight Glimmer’s ape cherry just because she eventually became a main character was beyond ludicrous! Yet if you brought the question to Twilight, you were certain she would inevitably side with her lover. Maybe you’d pay an early visit to Starlight’s creepy communist village, and get that evil cutie hooked on human dick, before Anon could get to her. Or perhaps that was a horrible idea...
At long last, you approached the street corner where Anonymous should have turned away to visit with Rarity. Yet Anon passed right by the intersection and continued to walk alongside you, chattering away about your shared interest in sexy equine bodies. You tried to think of a way to excuse yourself from this unwanted company... but before you knew it, the two of you were standing together on the very welcome mat of Derpy’s humble cottage!
As you reached to knock on the door, Anon put a friendly hand on your shoulder. “Thanks for walking me to Derpy’s house, friend,” he smiled, “but I’ve got it from here. Run along and make out with that dentist chick, or whoever the mayor sent you to give a pity fuck today. I don’t want to make you look bad in front of my shmoopy muffin.”
“Huh? Back off, pal! Derpy is mine today!” you fumed.
“You? No way! Derpy’s a classy lady and she deserves the main character treatment. By which I mean, it’s her turn to ride the big green monster!” The strangely coloured human gestured at the already visible bulge in his crotch.
“The mayor personally told me to come here and show Derpy the time of her life!” You took out the small slip of paper with your instructions for the day and held it out triumphantly — your ticket to the three holes of heaven that awaited you behind that door.
“Are you sure it wasn’t some other piece of ass?” Anon squinted at the slip of paper and turned it upside down. “Yeah, t-that doesn’t look like Derpy’s cutie mark,” he lied. “It’s sweet that you care about her, my guy, but the Derpster is a fan favourite and she deserves the best sex possible. She’s the symbol of the entire MLP fandom, and that makes her my responsibility!”
“Derpy’s in, like, two episodes! She’s totally a background pony! You just want that ass!”
“Can you blame me?” Anon countered. “It’s the biggest in town! It canonically crushed a building! Just think of what it’ll do to me...” he drooled.
“She’s a joke character! Hasbro can’t even decide on her name!”
“That’s why I’ll simply be calling her ‘Mommy...’” Anon smiled dreamily.
As you bickered, you heard the door before you creak open. Through the crack, looking up at you, you beheld the heavenly sight of Derpy Hooves herself! Your heart skipped a beat at the beautiful if unkempt mare, her plentiful form wrapped in a fluffy robe. She yawned and scowled at the world outside her home, rubbing her sleepy eyes with a perfectly formed hoof.
“Hey, what’s all the noise?” she muttered before catching sight of you and Anonymous. “This is my day off—whoa! Two humans? Did I win the lottery?”
Anon immediately dropped to his knees before the confused pegasus and swept off his fedora. “I’m sorry, my Queen, but this lesser male insists that he has the right to pleasure you. I’m afraid he won’t leave until you reject him personally.”
“Derpy, explain to this idiot that you barely ever have any lines and you only exist because of an animation error!”
“How dare you speak to my waifu with that tone!” Anon slapped your face with a glove. “I demand satisfaction — pistols at dawn, sir!”
“Hrm...” Derpy put a hoof to her chin and looked back and forth between you and Anonymous as you bitched and fought over her. At last she shrugged. “Well, I do like ’em full of testosterone.” The mailmare grabbed Anon’s belt buckle in her mouth and yanked him through her door, then gestured at you with her wing. “Get in here, STUD!” she demanded.
You instantly obeyed, of course! As the door slammed shut behind you, Derpy gave the two of you a lustful smile and growled hungrily. Behind closed doors, it seemed that her true inner self could be revealed — not the cheerful klutz known to all of Ponyville, or even the caring mother her daughter saw, but a sexually ravenous mare in heat!
“Drop those pants, boys,” Derpy demanded. As Anon’s hands fumbled with his belt, her mouth went to your crotch and her powerful teeth firmly snipped off the button of your jeans. She spat out the tiny brass disc before skilfully lowering your fly with her lips. “I don’t care about your little rivalry,” she explained. “Just give me those hard, beefy human fucksticks, and we’ll get along just fine.”
“Y-yes, mommy!” Anonymous assented.
“Of course, Derpy, anything for your pleasure,” you agreed suavely. You caught Anonymous’ eye and the two of you exchanged a knowing glance. It was time to put your competitive natures aside for the greater good — the enjoyment of one Muffins “Derpy” Hooves! You’d fight it out on the amorous battlefield of her beautiful body, leaving it up to her to decide which of you was the better lover.
You had it in the bag, of course, as you’d indulged a far wider variety of mareish fantasies than Anonymous had. When it came to busty MILFs with fat plots, you doubted Anon had brought even one to a squirting, adulterous climax! His obsession with those young and vivacious main characters was sure to be his downfall, now that he was faced with the sophisticated lust of a mature and experienced mare!
Two fat, swollen human cocks reported for duty, bobbing up as you and Anonymous pulled your briefs down in unison, their mushroom-like heads bouncing against Derpy’s muzzle. Like two friendly dogs licking her face, your dicks spat out droplets of pre to cover Derpy’s lips with shiny gloss. Her nostrils flared wide and a stiff wingboner popped into existence as she took a sniff of your combined masculine power.
“Oh, golly, they’re so BIG, and they stink like sex! Human dicks are so powerful... I just want to be the naughty mare who licks them clean! Mmm..” Hungrily, Derpy did just that, dragging her tongue up the underside of your cock with a moan, then twirling the fat and sloppy oral digit upon the head of Anon’s huge and purple prick-head. As Derpy slurped and teased, treating your manhoods like delicious lollipops, her tail slowly flagged over the twin moons of her ass, unmuffling the constant sounds of her squishy winks, and revealing an earthy scent not unlike the one your own members were giving off!
As horny as Derpy clearly was, these signs of arousal were merely a reflection of the burning desire you and Anonymous had begun to feel for her. Once raised, this primitive lust was not something that a human could control, nor that a mare could resist. As visitors to this peaceful land from a more violent world, you and Anon were distinctly out of place: as tall as any alicorn, and stronger than the most musclebound stallion. If you truly wished to take charge of a sexual encounter, no other outcome could be foreseen.
Of course, Equestria’s mares had nothing to fear from you, as you always let your partners set the mood and the pace. If the situation called for it, you would even act innocent and shy. Many days you blushed as an aggressive mare took the lead and “seduced” you, overpowering your flimsy and false objections with the force of love and friendship, until she had your cock buried down her throat and her chin nestled between your balls. Ponyville was home to many demure mares as well, tender souls who needed many sweet words and gentle touches to feel comfortable with such an alien coupling.
Yet there sometimes came a mare who with shameful glances, sly hints and unbridled pheromones, conveyed a need for a more primal treatment. It was then that you would unleash the beast within, using the full measure of your human strength to pry apart her hind legs and pin her body to the nearest mattress. Heedless of your size difference, you would forcefully claim her, over and over, till she was fully satisfied. Though this treatment was rough and punishing, mild smiles always prevailed when the manhandled mare finally fell asleep next to you, each of her holes contemplating a satisfying dose of human sperm.
How strange, then, that although Derpy was one of the most forward lovers you’d ever had, your lust for her was boiling over, and causing you to respond like a mindless beast! By rights you ought to be submitting to her wishes, yet instead you felt a surge of feral power with every teasing lick and kiss she left on her prick! You HAD to have Derpy, and it had to happen your way!
A clench of Anonymous’ teeth and a burning in his eyes showed that your companion felt the same way. With a shared and silent nod, you and Anon reached down, GRABBED Derpy Hooves in your powerful human hands, and hoisted her up in a parody of pegasus flight! Her wings outflung, she cried out with surprise as the two of you lifted her up above your heads, firmly gripping her by the barrel.
“EEEP! G-guys, what are you — OH, WOW!”
As much as Derpy craved your dongs, you and your fellow male desired the taste of her sopping mareholes even more... and it was two against one! The middle aged pegasus didn’t stand a chance against two young and virile human studs! Her ass cheeks clapped noisily, her hanging teats swayed and slapped against each other, as the two of you dove in and prepared to feast upon pony-holes!
You lifted your chin and pressed your lips against Derpy’s already dribbling mare pussy, licking up the heavenly juices and probing for more with a greedy tongue. Diligently you worked yourself deep into the warm and welcoming cunny, even as your face motorboated Derpy’s hefty teats and your upper lip stroked her clit. Meanwhile Anonymous buried his face deep between bubbly ass cheeks and gobbled the mailmare’s ponut, licking and slurping at the sweaty treat like there was no tomorrow. “Mmm, so salty and tangy...” he moaned.
“So juicy and sweet...” you countered.
Derpy was simply overwhelmed by the sensations in her well endowed lower half. “Oh, my goodness... all the young stallions really do love eating ass! I thought it was only a meme!” She flapped her wings, trying to escape this double pleasure, but you and Anonymous simply stood on tiptoes as she rose into the air, gripping tightly onto her broad hips and keeping your lips firmly sealed to her eagerly throbbing pleasure portals.
Derpy’s eyes rolled about in her head like two wheels on a slot machine about to land on a jackpot of pleasure. Every feather on her body trembled and every hair of her fur coat stood up on end. “P-please, guys, you don’t know what you’re doing to me... oh, gosh... how you’re making me feel... I’M C-CUMMING!”
This confession of pleasure was exactly what you and Anon wanted to hear! You grinned as Derpy’s vag clenched up, then relaxed and released, sending squirting juices to soak your face and fill your mouth with sweetness. Anonymous moaned as Derpy’s ponut clenched tightly round his tongue. You kept pressing your tongue fiercely into the inner core of the climaxing mare, until Derpy went limp in your arms and giggled happily.
“Oh, boys, that was so good...” she muttered. “Ooh, such a naughty tongue up my booty, and you on my clit...”
Her wings fluttering, the satisfied pegasus slowly slid down between your sweaty chests, overwhelmed by the aftermath of her pleasure. Little did she know that poking up to “greet” her were two stiff and sturdy human dicks! She startled as her large clit slid down the wide cliff face of your glans. Then she grinned dizzily and with an instinctive hitch of her hips, she slipped your tip between her squirming and drooling lips. With a hungry sigh she continued her sliding motion, even as Anonymous’ large flare prodded her ponut and made her gasp.
“Oh, gosh...” Derpy muttered to herself. “I’m really doing it! It’s really happening! Two at once!” The head of your cock slowly spread her open, making way for the thick shaft that followed. Meanwhile, Anon’s dick pressed into Derpy’s forbidden tailhole, stretching it wide and adjusting it to its new purpose. Derpy’s breath became slow and heavy, yet she never slowed her descent or asked to stop.
“Ummmph... two stallions... two cocks at the same time!” she moaned out. “It feels SO GOOD!”
“D-Derpy...” Anonymous gasped with agreement.
“So good, Derpy!” you echoed.
Down and further down she went, her fur brushing against you excitingly, her cunt and ass slowly gobbling up inch after inch of your proffered cocks. Your endowments were far superior to whatever inconsiderate stallionhood had burdened Derpy with a filly: just large enough to pleasantly clog a mare’s holes without inflicting pain. Derpy couldn’t fathom a reason not to continue her descent until she was completely full of dick. She deserved pleasure, and fat human dicks provided it — you didn’t have to be an egghead to solve that equation!
At last Derpy reached the base of your stiff pricks. Anon’s cock pushed deep into her bowels, pressing gently against you through her body. You felt the taut fleshy ring of Derpy’s cervix contract and wrap about your shaft, clenching gently as if nursing upon your head. For a human woman, such deep penetration would be painful. Yet for a tiny horse, the feeling of being completely filled was pleasurable in the extreme, a herald of breeding and a guaranteed maregasm in the making!
“Guys... I’m so full... oh, I want to fuck, I NEED to fuck them, it feels SO GOOD!” Though a younger mare would have been overwhelmed by this double sensation in her lower holes, Derpy Hooves now flung her front hooves around your shoulders and began riding you! Slowly, yet powerfully, up and down her vast hips worked. She impaled herself on your upturned prongs, expertly twisting to vary the angle and the pressure of her penetration with every downward thrust. She knew her own needs so well, you would have thought she spent all day mounted upon human cock, working herself to one climax after another. At any rate, it was a sensation you would happily offer her!
As Derpy’s cunt stroked you off with its tightness and heat, you began to feel a pounding in your heart to match the throbbing of your taut and ready balls. The tight hug of her front hooves about your shoulders was a taste of heaven that brought to mind not your recent weeks of kinky, attachment-free sex, but your plan for a romantic date tonight with the lovely Mayor Mare. You were DP-ing a slutty pegasus alongside your most hated rival — why did this somehow feel wholesome? Your answer came, and your doubts and misgivings dwindled to nothing in an instant, when with half closed eyes Derpy pressed her lips forward and KISSED YOU!
Hearts exploded in your mind as your entire world seemingly turned upside down. Most mares wouldn’t kiss you at all, regarding you solely as a toy to relieve their heats. Your more submissive partners offered their lips, but often bared their necks as well, in the hopes that you would indulge a strangely common “prey” fetish. This was a kink you always made sure to satisfy, with nips from your teeth and snarled promises to “gobble up little ponies like you.” Yet kisses offered in this spirit were mere signs of submission. In all of your time here, only Derpy seemed to understand the true value of a meeting of the lips.
From what lucky teacher had she learned such romantic secrets? In your lonely years on Earth you’d never felt such hunger, such passion. Even as her lower holes were being brutally destroyed by the frantic motion of her own hips, Derpy was capable of showing incredible sweetness and tenderness. Those soft lips were Equestria’s secret weapon, capable of converting the most evil villain into a shy and smitten lover! The effects on you were immediate, the fires of lust searing through your body and revealing the sensitive emotions you’d hidden beneath a cynical and callous exterior. After a month of the most casual horsefucking possible, you’d finally met your match, and fallen in love!
Your dick throbbed and you gripped Derpy’s broad hips, thrusting up into her as your tongues touched playfully. Her pussy was claimed as yours, her womb was your cockhead’s private residence. She spoke between shudders and moans, and you fantasized that the pleasure in her voice was all because of you.
“Oh, the girth... just one of you is thicker than any pony! This is AMAZING! I... only... ever... want HUMAN COCK!”
Such opinions from “converted” mares were common, and once upon a time they had swelled your ego, but now these same words rang hollow. You wanted to hear Derpy praise your personality, not your dick! To fuck her daily, hourly, was merely one part of the togetherness you wanted to feel with her. What about candlelit dinners, evenings spent cuddling on the porch, or the simple ritual of decorating the Hearths Warming tree?
You had to win Derpy’s heart! Yet you were no poet who could woo her with words, nor some wealthy merchant who could bring prosperity to her broken family. The only tools you had to earn this lovely lady’s love were your huge human shlong, and the billions of love letters swimming in your balls, each personally addressed to one of Derpy’s eggs. It would have to be enough!
“Oh, fuck,” Anon groaned as his passion broke. “I-I can’t last much longer! Tight, hot pegasus pooper — my one weakness!”
“Yeah, gimme, gimme, I need it,” Derpy moaned, the churning of her hips growing ever faster and deeper. “Please, boys, cum inside me... make me feel all warm and juicy! Give Derpy your seed, she knows what to do with it, just, please, CUM IN ME!”
Now entering the final stretch, you and Anonymous alternated pistoning into Derpy’s holes, deep dicking her until the three of you climaxed simultaneously. Crying out her name in unison, you and Anon jetted thick ropes of semen into Derpy’s eager body as she sprayed the fluids of her passion down your thighs. It was the nut of a lifetime, your balls clenching so hard you thought they might burst. Derpy’s womb clenched down on your dick, hard, trying to pull out every droplet of cum you had to offer. Anonymous cried out with half pleasure, half pain, as Derpy’s almighty plot claimed yet another victim.
At last Derpy smiled and lay her head down on your shoulder, drooling somewhat, yet still intensely sexy and desirable. The fire in her mismatched eyes died down to embers, without going out entirely. For one moment, this heaven sent mare was was content. From your experience with mares you knew that before too long would come a time to fuck again. Yet for now the afterglow reigned, a time for checking in and hydrating, refreshing body and mind while sharing sweet words of affection.
This was your time to strike, as Derpy silently cuddled you, suspended upon your dick. You and Anon had conquered her body, but the true prize remained up for grabs: her sweet and pure heart! As much as it pained you to betray a worthy adversary such as Anonymous, there could be only one winner in this competition. Lies, foul play, even wedgies... all of it was fair game. You lived by a code of honour, true, but that once respectable code had shrunk to one single principle:
Derpy Hooves would be yours!