“-all the food is in the kitchen. Well, of course it is, of course you know that...You remember my friend Twilight, right? She lives right over there. Just get her if there’s any problems. I have Sweetie’s diet plan on the counter. I, um, I don’t know what Scootaloo eats, you’ll have to ask h-”
You listen to Rarity’s unending rant with a calm, knowing smile. Never holding the hope even for a second that you could get her out of the house easily, you are actually impressed with how far you’ve gotten. The white unicorn now stands outside her home, surrounded by packed bags and talking a mile a minute in an effort to ensure you are capable of taking care of her sister.
“-don’t let them out after dark, unless you’re with them of cour-”
“Rarity.” You interrupt her, bringing your hand up and gently scratching behind her ear. She stops talking. You can feel her shaking under your touch, and her eyes glisten with fear and trepidation. It’s apparent that she’s very nervous about leaving these two fillies in your hands for the night.
“Rarity. I’ve got this,” you tell the mare, flashing her a reassuring grin.
She returns your smile.
“Yes. Of course you do. You’re so...generous, willing to do this on such short notice. I don’t know WHAT I was thinking, volunteering to watch the two of them for the night. The convention came up at the last minute. I only had a moment to get everything together! There’s no way I could ha-”
“You’re going to miss your ride,” you say, hoping to sedate her before she works herself into another hour long break-down.
She smiles at you, this one genuine. Her eyes are worshipful and loving. Looking back, she might have fallen for you right there.
“Yes. Thank you,” she says, staring into your eyes for a few more seconds before rushing off, bags levitating around her. You watch her hop onto a nearby pegasi chariot, closing the door once she disappears into the sky. The locks of the door click shut a second later.
Finally.
You sweep through the house in a frenzy. Where have your two saucy little minxes gotten to? Almost as a cursory afterthought, you glance at the windows to ensure they are properly covered. It’s odd - after weeks of planning, coaching, and patience you seem to have nearly thrown all sense of worry away. This is your night, dammit, and you won’t be kept from it for even a second longer!
Room by room, you search until the sound of filly hooves shuffling against the floor calls to you like a sweet siren song from Rarity’s design room. You nearly break into a run as you rush towards them. The door swings open as you force your way into their hideout and - ah! Of course! You should have known.
The backpack you brought with you to the Boutique is torn open, its contents scattered across the floor - dozens of condoms customized to your unique physiology. Both ponies are staring at you. Scootaloo is lying on her back, legs splayed and revealing the full extent of her beautiful filly body. Her face is confident and knowing - she knows just how much of an effect she has on you and just how much you love it when she displays herself like a wanton whore. But she’s not doing it just for you - she loves the attention more than anything. It’s a drug to her; you can see her hindquarters already becoming soaked with anticipation. She whimpers slightly as you leer at her unashamed form, proud as she sees the erection tenting in your pants.
Beside her, Sweetie Belle attempts a similar pose in a childish imitation of her friend. The young unicorn is giggling furiously, her face flush with embarrassment as she presents her immature filly backside for your lustful examination. She glances back and forth between you and her friend to make sure she has the right pose.
Scootaloo leans over and picks up a condom in her mouth. “Well? What are you waiting for?” she says, her voice muffled by the object clenched in her teeth. You unbutton your pants, tearing them off in a mania and throwing them to the side. However, you don’t charge at Scootaloo and scoop up the tempting little filly like she expects. Instead, you collapse into a nearby chair and grin arrogantly at the pair. “What? Don’t they teach you girls about foreplay anymore?”
Scootaloo grins back and leaps up to her hooves, rushing over to you. Her friend, with a second’s hesitation, follows. In a practiced motion, Scootaloo grabs the hem of your boxers and pulls them down, loosing your painfully-trapped erection, which bobs slightly from the movement. Scootaloo stares at it hungrily, while her friend looks on in wonder. The scent of a human’s sex has a strange effect on mares, you’ve noticed, and you once again see it in Scootaloo. She breathes heavily, inhaling deeply as the scent shoots straight to her brain and the symptoms of arousal completely flood her body. Even innocent, inexperienced Sweetie Belle is nearly immediately affected by it. She coos and murmurs softly inching closer and closer as she stares at the strange phallic object.
Scootaloo, moaning in need and desperation, nuzzles against your dick. She rubs her muzzle against it longingly, but you’ve trained her well enough to know that she can’t begin without your permission, no matter how needy she is. Fortunately for Scootaloo, you’re just as a horny as her and you swiftly give her the nod she needs to devour your cock.
She wastes no time. Practiced, she swiftly runs her tongue up the length of your hard cock, plants a small, adorable kiss on the tip, then engulfs the entire thing in her mouth. Her gag reflex is nearly nonexistent at this point, and she soon has your entire dick in her throat. She maintains eye contact with you and the corners of her mouth twitch upwards in a satisfied smile as you let out a low moan. The insatiable filly slowly bobs up and down as her silken tongue explores every inch of your organ. Her friend sits beside her, leaning in close and staring at the unfamiliar act with awe.
Oh god, she’s good. The night has barely begun and you already feel yourself approaching your first peak. Luckily, Scootaloo detects it and backs off, releasing your dick from the confines of her skilled mouth. It bobs, dripping with the foal’s saliva. Sweetie is entranced by the sight, and, as Scootaloo breathes heavily beside her, she moves her gaze slowly from the pegasus to your twitching erection.
Seconds pass. Both of you are staring at the unicorn. Hesitantly, she sticks out her tongue and inches forwards, giving you a swift lick. Then another. Soon, her dainty tongue is more compelled by curiosity than nervousness as she sweeps forcefully up and down. Scootaloo giggles approvingly and leans in, imitating her friend.
You’ve gotten blowjobs before, sure. But the sight of two little fillies that you’ve molded to your desires is simply enchanting. You stare down at them, fixated as they get a rhythm down, each claiming a side as they slowly lick up and down. When they reach the tip, Scootaloo suddenly lurches forward and kisses Sweetie Belle, passionately pushing their snouts together. The nervous unicorns yips and jerks back, surprised. Scootaloo pays this no mind and immediately goes back to attending to your erection. Sweetie, blushing even more than before, hesitates only a moment before joining back in.
After awhile, it becomes apparent that this isn’t enough for Scootaloo. “Fuck me,” she moans quietly. Sweetie Belle continues her blowjob, too engrossed now to back down even if Scootaloo has stopped. “Come on, screw me...” she says desperately, nearly begging as she stares into your eyes. Her pert rump grinds against the floor, craving attention. “Fuck me.” How in the world could you deny such a pretty little mare what she obviously wants more than anything? You certainly aren’t that cruel.
You gently push Sweetie off. She seems almost reluctant, but your dick slides out of her mouth with a pop, a stream of her saliva connecting her lips to the object of her recent oral obsession. She’s breathing heavily, and her half lidded eyes meet yours, simultaneously mystified and delighted by these new sensations.
Scoots refuses to be ignored, and her whining forces you to take action . You stand up and sweep the insolent foal into your arms, rushing her to one of Rarity’s worktables. With a brush of your arm, her design materials - hours and hours of planning, of once-in-a-lifetime bursts of creative inspiration - go scattering across the floor. A second later, you slam Scootaloo down on the table, hard enough to cause to Sweetie to gasp. The pegasus doesn’t mind, though - with a smile on her face, she simply hops back to her hooves and spins around, winking and backing her hooves to the edge of the table to make mating that much easier. She notices you lean over to pinch a condom off the floor, and turns around. You rip open the wrapper and she immediately grabs it from your hands with her teeth. The condom slides into her mouth and the wrapper flutters to the floor. She leans forward - slowly taking your dick into her mouth as she maintains eye contact the entire time. When she retracts, in an amazing display of oral dexterity, the condom is perfectly wrapped around your package and she plants a cute kiss on the end of it, a sly smile slowly forming on her lips as you stare down amazed. By Celestia, this filly is perfect.
She wiggles her taut rump at you again, unable to keep herself from shivering. As if you could resist a sight like that. Gripping her flank and squeezing roughly, you waste no time slamming your erection into Scoot’s love tunnel, sliding into her self-lubricated, blistering hot hole in one slick motion. Your balls collide with her soaked coat and she moans. “Yeessss...” she groans happily, pushing backwards and grinding her rump eagerly against your hips. You know what the filly likes, so you pull yourself out and ram back into her as roughly as you can. She moans loudly again, panting. This is what makes her happy. This is all she needs.
Your hips smash against her rump again and again, never failing to cause Scootalooto squeal each time. No mercy is given, nor is any desired - Scootaloo wants nothing more than a rough fucking that causes her knees to buckle and tears to stream down her face.
Sweetie has walked up to the table and planted her forehooves on it. She stares in amazement at the act, and you realize that this is probably the first time in her life that she’s seen copulation. And what a show Scootaloo is putting on! Writhing under your fierce dedication to pleasing her, she’s acting like this is the first time she’s ever experienced this kind of pleasure. It isn’t, obviously - barely a day has passed where you haven’t whisked her off into a secluded part of Ponyville and left the horny filly a quivering, cum-filled, orgasming mess on the ground a few minutes later.
Her muscles contract and squeeze your dick; you can barely withdraw from her. She times it perfectly, loosening herself just as you plow back into her and clenching like a vice just as you get balls deep - almost in a desperate effort by her velvety walls to force you to remain inside her.
It’s like Scoots has a sixth sense. “Fill me up,” she says softly just as she senses you getting close. “Come on! You can cum inside! I don’t care, I just want you to fill me up!” Bit late for that, don’t you think, Scoots? You’re too far into your peak to take the condom off and fulfill her wish, but that’s little more than a dull, passive concern in your lust-drenched mind.
“Sexy little foals...” you growl, snarling animalistically, “...deserve to be plowed until they’re pregnant!” You grab her and pull her as close as possible as you reach your orgasm, feeling her body shudder in delight as she feels you coming. You’ve saved up for the past few days, so this orgasm is powerful. You shout out an inarticulate moan as you grip a fistful of her hair and pull, making her shriek in delight and bringing her to her own climax.
She doesn’t rest for long. Sweetie, still staring in a combination of intrigue and amazement, quickly moves out of the way as Scootaloo slips off of you and and hops to the floor, leaving you leaning against the table, your mind reeling in a post-orgasmic daze.
She walks towards the door, sparing a glance back at you.
“That’s number one,” she says with a smirk as she saunters from the room, her tail swishing and her hindquarters wiggling seductively. Still gasping, you reach down and sweep up your discarded clothing and a handful of condoms.
It’s gonna be a long night.
You reach the kitchen. Not through any particular design - that just happens to be the next place you and Scootaloo wandered to as you fuck each other senseless in the various rooms of Rarity’s boutique. The limitations of human physiology were accounted for already; a cocktail of herbal supplements and alchemical drugs ensuring you stay energized and horny throughout the night. Sweetie Belle isn’t participating directly, but her attention is completely focused on the two of you as she alternates between staring transfixed with wonder and pacing around with an almost analytical study of the act.
After an hour, you lay resting in Rarity’s kitchen, gently fingering a softly cooing Scootaloo in your lap. Sweetie finally is able to say something.
“I’m ready,” she says quickly in a near-whimper.
You and Scoots spare a quick glance at each other before leaping into action. She rushes from the room, wings positively buzzing with excitement, as you quickly put on another condom and lubricate it. You leap up and sweep Sweetie into your arms, cradling her like an infant. The mare’s beautiful green eyes are watery and shimmer with nervousness - not entirely unlike her sister’s a short while ago. A quick glance around the kitchen reveals a counter that sits at waist height. Perfect.
Walking over, Sweetie is still shaking in your arms, her lip trembling.
“It’ll be okay, Sweetie,” you attempt to reassure her. “We’ll only go as far as you want.”
Of course, even as you tell her that, you’ve already decided that this night won’t end without you fucking Rarity’s little sister. Scootaloo rushes back into the room at that moment. She has a pillow clenched in her teeth and a soft blanket draped over her back. Immediately and accurately examining the situation, she hops onto the counter and forms a makeshift bed for her delicate friend.
You set her down lightly on the covered counter. Her pristine legs hover in the air, quivering. An idea flits through your mind. Reaching down, you begin to scratch behind her ears.
Like her sister, the tension drains out of her thanks to this little trick. Her muscles relax and her legs spread, giving you another unhindered look at her unsullied sex. Her forehooves descend and rest gently on her chest, which is rising and falling steadily as her breathing calms.
Sometimes, it’s almost too easy. Scootaloo smiles and nods when you glance at her.
.
With that approval, you begin slowly. Tenderly, you grab and massage her croup. This certainly is a different creature from the pegasus who sits beside her - Scootaloo is taut and wild, a mess of dirt, frayed hair and passion. Sweetie is calmer, and her coat is perfectly trimmed and conditioned, a result of her sister’s influence. She’s a perfectly immaculate and uncorrupted filly, a prime example of everything that a wholesome young mare should be. This will just make what you're about to do with her so much more satisfying.
She whimpers when the head of your dick merely brushes against her. Tension floods her once again as you attempt to push into her, and her eyes shoot open, staring at you. She doesn’t tell you to stop, though - not that words could recall you at this point.
The seconds tick by, you barely moving as you strain not to frighten or injure your young lover. Then, a pierced, muted scream echoes through the boutique. You finally managed to slip an inch into her undefiled snatch, taking her innocence from her. She immediately clops a hoof over her mouth, and stares at you fearfully, as if she did something wrong.
Scootaloo scoots over to her friend and lays beside her, brushing her hair gently as the unicorn trembles. “It’s okay, Sweetie,” she says, smiling. “You can scream as loud as you want.” Sweetie stares at her for a second, then uses her hooves to brace herself against the table, clenching her teeth.
You take it an inch at a time, allowing Sweetie to become used to being filled before you try to fill her more. Each inch, each gentle thrust, she winces and cries out loudly. A thin stream of tears runs down her face. Scootaloo sits beside her, whispering gentle words as you allow the tight, contracting walls of the filly to massage your cock in the forceful way that only an experienced mare can match. She’s reacting to your stimulation and starts to get wetter, allowing you easier access into her increasingly willing cunt.
You bottom out inside of her. Her breathing is uneven - nearly erratic. She looks overwhelmed, twitching and groaning as she struggles to accommodate you. She’s tight - even tighter than Scootaloo when you took her virginity. You’re desperate to begin pounding away immediately, but some concern for her wellbeing manages to filter through your consciousness. You slowly withdraw, the tight constraints of Sweetie making it difficult. A sticky, heated residue coats your dick as it emerges. You pause right before you pull out, granting her a second’s reprieve, before you slide right back into her. She whimpers this time, just as before, as the slick tightness of her filly cunt worships your sex as it takes your full length again.
A rhythm is established. You push Sweetie Belle slightly harder each time, never allowing her to grow relaxed as you increase your speed ever so slightly with each thrust. She never stops whimpering - never saying anything else until you’ve built up the speed to give her the rough fucking sexy fillies like her deserve. Her hips buck and her legs jerk from the force as you mash your bodies together. Her entire body quivers. It’s a different sensation from fucking Scootaloo, that’s for sure. Scoots is energetic and muscular, refusing to relinquish control and pushing back with as much force as you give her. Sweetie is a mound of submissive softness - she lies there, too paralyzed by these new sensations to do anything but whinny and allow herself to be fucked by you. If she has any protests to the way you slam into her - treating the pampered pony in ways she’s never been treated before - they’re lost amid the screams and moans of a pony experiencing pleasure she’s never quite been able to imagine before.
“Sc-Scootaloo!” she finally says, her first words since this began. Her attention is turned to her friend, and her face is scarlet and soaked with tears. “Scootaloo! I love you, Scootaloo. I love you so much!” she shouts at her friend, out of her mind.
Scootaloo turns to you, rolling her eyes. An amused smile turns into a grin. The scene brings to mind a similar one from months ago in which you hugged a sweaty and crying Scootaloo close to you, pumping into her as she desperately and frantically proclaimed her love for you. A filly’s first time is always a heated, passionate, and disorienting one, and, in the emotional haze brought on by your relentless sexual attentions she obviously latched onto Scootaloo in the confusion. You’ve never been more pleased in this moment that you took Scootaloo first - without her help, you’d likely never have Rarity’s sister a slave to your carnal whims. You wonder if, in a few weeks, you’ll have defiant little Applebloom writhing under you as you abuse her body, showing you just how screams of pleasure sound with a southern accent.
The errant confession of love can’t be addressed however, as the more pressing concern of Sweetie Belle’s first orgasm occupies the room. What starts as a low throaty growl grows sharper and sharper, louder and louder as the unicorn puts her impressive vocal chords to use. Her strong orgasm makes her constrict and squeeze your length, doing what it does best - persuading virile stallions like you to relinquish your seed. It’s a good thing you’re wearing a condom, as the vice grip Sweetie has on you would make it impossible to pull out even had you wanted to. Your nails dig into her flawless coat as you lift up her rump and simply hold her in place as she milks every last ounce from you during an extended orgasm. Shame you didn’t get to come inside of her for her first time.
A wreck of a mare is left when you finally retreat from her. All earlier shame is forgotten. Her limbs are splayed lewdly, and sweat has left her previously coiffed multi-colored mane a mess. Her chest heaves up and down as she struggles to catch her breath, ending each exhale with a slight whinny. Scootaloo climbs on top of her friend and stares into her eyes. Their snouts are nearly touching. “Well?” the pegasus says breathlessly, not ashamed to show how excited she is. She lightly grinds her dripping folds against her freshly-fucked friend, almost humping her. She’s too aroused to care how she gets satisfaction. “Did you like it?”
Sweetie’s only response is panting.
You wake up, jerking upwards and still gasping. The disorientation of the recently awakened overwhelms you for a brief moment and you’re not sure where you are. You blink.
Yeah, okay. A thin stream of moonlight filters through the room and allows you to conceptualize. That’s right - you had moved to Rarity’s bed, where you now lay, after several hours to continue the fuckfest with your filly partners.
Yet - dammit! The presence of the moon finally clicks. You’d fallen asleep! How much time have you wasted? You feel that you have to fuck something immediately to make up for the lost time, and you’re sure the drugs coursing through your system aren’t helping to calm you down. You glance around in search of a pony to gratify yourself on.
Sweetie lies on her side near the edge of the bed, snoring lightly. An apparently active dream is causing her legs to twitch every now and then. The need for contraceptives was forgotten at some point during the night - even now you can see your seed slowly leaking from a similarly colored Sweetie Belle. She’s had a rough night, you figure. You shouldn’t wake her up, yet. Let her get some rest.
That leaves Scootaloo.
A small clatter from somewhere deeper in the house answers your unspoken question as to her location. You clamber out of bed as quickly and quietly as you can, leaving Sweetie murmuring softly.
You stumble into the kitchen. An ornate lamp hangs from the wall, lighting up the room and allowing you to identify, sticking out of a cupboard on the far wall, that which you need right now more than anything else: Scootaloo’s pert rump. It wiggles back and forth, and you see that she’s still wearing her werewolf Nightmare Night costume - something that you put on her to explore an earlier kink. She doesn’t know you’re there, and the clattering of objects tells you she’s scavenging through Rarity’s foodstuffs. You walk up behind her, softly, and lean down while she continues her search, oblivious.
You grab her firm rump with both hands and give it a hard squeeze. Scootaloo squeals and spins around.
“Oh I-,” she begins, panting. “I was just getting something to-ooooh!” She ends her sentence in a moan as you, ignoring her excuses, turn her around savagely and spank her rump, sending a sharp crack and her shriek echoing through the room.
“Bad dog,” you say.
Smack!
“Who said you could leave your cage?”
Smack!
“I’m going to have to punish you properly!”
Smack!
Each time your hand cracks against her backside, she moans out loud. A few more slaps and the pony is all but begging you to continue - her back is arched as her rump is shoved high into the air, and her tongue hangs from her open mouth. You see that she's already wet just from being spanked
“Fuck me,” she demands. Smack!
“Dogs shouldn’t talk back.” Smack! This session continues until it seems like poor little Scoots can’t handle any more. Her hooves clop against the floor as she desperately backs into you, shoving her rump as high as she can at you in an effort to tempt you into fucking her. She’s taken to being a cumdump for you with such skill and passion that you’re somewhat surprised that she hasn’t earned her Cutie Mark at this point. She rubs her crotch against your hand every time it makes brief contact - it’s adorable how desperate she is for release but how helpless she is to get it unless you deign to give it to her.
You’re a nice guy, though. And besides, it's not like you don't want this. You line up your erection, an inch away from fucking her for what must be the dozenth time tonight.
“Bark for me,” you say calmly. She glances back, not entirely in a state of awareness as sensuality muddles her mind. “Wha-”
You slide into her in one slick motion as she grinds against you.
“Oh, Celestia, yes,” she sputters, satisfied.
No, that will never do.
You manage, after several attempts by the needy whore to keep you inside her, to pull out. She spins around with a panicked look on her face, her eyes alight with frenzy.
“What?!” she demands. You’re able to hear the despair flooding her voice.
“Bark.”
She blinks, confused. Then, she obeys. “Bark!” she says with a slight hesitance. “Bark!”
You slam back into her so hard that it causes her to jerk forwards. Scootaloo can say nothing at first, overwhelmed with rapture as you fuck her hard. Harder than you ever have before, in fact. You’re both going to be sore and bruised in the morning, and you know it. Bruised, but oh so satisfied. Your filly cockslave is crying out in estascy, babbling incoherently as the pleasure affects her mental faculties. She maintains enough sense to realize she has to obey you, though.
“B-bark!” she manages to moan as you keep pounding her, making her voice stutter and tremble as she tries to scream the words. “Bark! Bark!” she continues, tears of joy and pain streaming down her face.
“Louder,” you demand.
And like a good pup, she obeys - her yips, moans, and howls no doubt heard by any pony in town who cares to listen.
She collapses, unable to keep up with your pace. Her front legs give out and she falls forward, unable to even muster the strength or dignity to pick herself up off the ground. You see her hind legs quivering and shaking. Oh well, her rump is still in the perfect position, you realize as you continue your relentless assault on her hindquarters
Minutes pass as you continue to fuck your bitch-in-heat. She’s eventually rendered speechless, her maw wide open and her tongue draped from her mouth, drooling onto the floor. How many times has she orgasmed...? At least half a dozen by now, certainly... There’s another one, you realize, as the heat of her juices covers your erection. You feel your own peak approaching, and not soon enough as the exhaustion of satisfying Scootaloo begins to hit you.
You pull out, reluctantly as you feel orgasm. Grabbing her rump one final time, you squeeze and grind against her skin, pushing you over the edge. The pleasure center of your brain flares up, and your entire body shivers. A low groan escapes you as you beginning splattering the near unconscious Scootaloo. Spurt after spurt shoots out of you, covering the young mare’s gorgeous tail, coat and costume in a sticky white mess.
You collapse beside her shortly after, unable to keep yourself upright after that. It’s been a long time since you left Scootaloo such a mess - and you’re rather proud of your handiwork. She’ll be up and demanding you go again in an hour, that’s for sure. But for now, you can rest.
You see Sweetie Belle standing in the doorway, rubbing her eyes. Her gaze shifts from you to her fellow Crusader and back again. She apparently makes up her mind as she wanders over to you crawling between your legs in anticipation of your being ready again.
“Awesome...” you hear Scootaloo whisper, still out of it.
Light floods the Boutique now. You’ve been in and out of sleep for the last few hours, losing track of time. The sun is high in the air. Your memories of the night are disjointed and nebulous images of sex and filly’s tongues and bodies. In an exhausted haze, you lie in Rarity’s bed, barely able to do anything but stare at the white ceiling. It was a long night, for all three of you.
A voice echoes from somewhere downstairs, and jars you back into reality.
“I’m home!” Rarity says in a sing song voice from the entrance to the building. “Swee-...what’s that smell?”
You sit upwards and glance quickly around the room. Her bed is a mess, the floor is covered in used condoms, and a cum-covered pair of Cutie Mark Crusaders lay next to each other in the corner, in a similar haze. Their limbs are wrapped around on another, and occasionally their mouths meet in an idle kiss.
“Sweetie, where are you?” Rarity calls again. You collapse back into the bed, already determining that it’s too late to perform damage control.
Worth it.
Author's Note
An old story of mine, uploaded at the request of several people. This was written about a month before Shed Your Travails, and a few months after Chapter 37.
