Maid Madness

by Synesisbassist

First published

After being ripped from your old life on earth and dropped into a world ruled by the Queen of the night Nightmare moon, you end up getting assigned a very rude, sassy and borderline hostile night maid named Rarity. Luckily, she's the best at her job.

After weeks of dealing with one of the most irritating and back talking maids in all of the night staff, you're almost free. Well, as free as one can be in a world taken over by a jealous Princess turned Queen. Especially when you're plucked from your average, but fairly good life on Earth and plopped into a room that you aren't allowed to leave from and dealing with the fallout from such an event. But now you were going to meet her. The Queen. The one whose will started the process that brought you to this world in the first place. But you're improper, a 'savage' and a beast. You don't belong in this humongous castle being pampered like a king. At least, that's all according to Night Maid Rarity. She was the most cutthroat maid you've ever had the displeasure of dealing with since you've gotten here, though you only dealt with a couple before her.

Although she's the best at her job bar none, it barely matters to you as each time she opens her mouth another cut is sliced into your ego and will to carry on. You're nearly at the breaking point from all the shame, the yelling, the undercutting and the constant berating that you've set to endure in a place that you've already never belonged in to begin with. That is, until she prepares you to meet the Queen. But she's not letting you go in there like the savage you are. Especially with the tent in your trousers...


Written in a few days so I apologize if it's not really up to snuff for my normal stuff. But I wanted to get back to writing, and I figured a short smutfic would be the perfect ticket to just get writing. And it turns out it worked! :raritywink: This story is largely unedited so I apologize for any errors or mistakes in it. I no longer have anyone to pre-read/edit for me anymore, so until I cross the bridge of finding someone this is the best I can do. If you'd like to see what happens next, let me know in the comments below! If you want to see more stuff, that will be coming in the near future! Trust me, I've been wanting to finish that Cadence story for years.

Coverart used without permission, so if the artist requests it to be taken down, I gladly will. Link to the artists Derpibooru page HERE! Check them out and support them if applicable!

Featured: Sometime early Feb 10th/2020. I honestly didn't expect it to reach there, thank you all so much!~

Contains: A passive-aggressive night maid, human on pony, lots of berating/tsundere unicorn, slightly non-con (maybe?) oral, deepthroating, cum in mouth, and cum swallowing. Set in the Alternative world where Nightmare Moon took over Equestria from the episode Cutie Re-Mark.

A Maid's Service

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“Would you please stop your wiggling for two seconds?!” The mare hissed before pulling the tie she had struggled to wrap around your neck, tight. Tight enough to cause the next inhale of air to get caught halfway in your throat, a burning pain followed by a gag escaping past your lips in a silent yell of protest. Said garment was wrapped in a deep blue aura that matched the same ethereal glow around the pony’s elegant horn, as an invisible force loosened the knot before straightening the long cloth and fluffing the collar of your light blue button up shirt. With prim and proper movements, the white unicorn stepped to the side, her eyes watching intently as a grey and navy blue vest wrapped around your torso, buttoning itself up tightly before your trousers were yanked up without warning. Of course you jumped, wincing in pain as the hefty seam caught you in a very unwelcome place. “Be STILL please!” Clearly irritated with you; yet unwilling to disobey her duties, the white unicorn quickly finishes buttoning up your pants and slipping a pair of shoes onto unwilling feet.

Although you clearly were more than old enough to dress yourself, a quick glance in the mirror that you had been thrust in front of showed that you looked good. Damn good. Probably better than your normal attire of jeans and a dirty t-shirt, but this outfit couldn’t even compare. Seemingly hand made; or hoof made rather, your attire is classy, making you look dashing and well dressed especially after getting a fresh haircut and shave this morning. Though the minor positive feeling of looking good was quickly dashed away when a dreadful feeling welled up from the pits of your stomach to replace it. Yet the poking and prodding of Rarity the Night Maid did nothing to shake the dark thoughts from your mind, the fear of the unknown that you felt, or the nerves that were shot from everything that had happened in the past few months.

Ya know. Being dropped into a magical world of talking ponies that was ruled by an evil tyrant Queen that pretty much killed her own sister, yadda yadda.

Though aside from having the worst babysitter in Rarity, a mare that barely wanted ANYTHING to do with you from the moment you showed up, everything wasn’t all that bad. You had pretty much any meal you could ever want, whenever you wanted. This even included meat; which you thought would be off limits due to the ponies but they accommodated your palette. Though it made Rarity visibly green in the cheeks whenever your meals got delivered to the room and she happened to be in it, which was like a minor victory whenever it happened. Making it a personal mission to order meals when she arrived whenever you could just to get back at her somehow. Pair that with a luxurious bed spread that seemed fit for a king, or at least a duke you’d guess. Plus a bathroom that would put a spa meant for millionaires to shame, you were treated like a god. Or at the very least like someone important for a change. Although it was slightly off putting when you first awoke, slowly you grew accustomed and it was strangely welcomed. Until one of the other maids let slip why you were there exactly.

You… Never saw her after that…

But according to her; and this was confirmed by Grand Vizier Twilight, you were brought here to rule by the Queen’s side. You were to be her lover, her partner, and most importantly, the sire of her offspring. Yeah… Some big dark scary horse wanted you to put your sperm inside her to make an heir to her throne. It seemed pretty far fetched, even going as far as to upset the small purple mare when she mentioned it. You were a human and she was a horse. It made little to no sense. But through an embarrassed stutter and a sharp blush, Twilight assured you that’s why she brought you here. To make the Queen happy. By any means necessary. Cooperation was clearly not up to you. And as she pointed out, all she needed to do was whip up a bit of her magic and do some testing but she could easily make your sperm impregnate her eggs given the amount of time she had to work with. Which was the rest of your life.

Although you admit you were a bit blinded by rage when her loose lips let spill that she was the reason why you were here. The reason that you had been uprooted from your life, leaving behind friends, loved ones, a job that while it wasn’t glorious, it was at least bearable and enjoyable most of the time. Twilight had ruined your entire life just so you could become a pony’s plaything. A literal sperm donor for some batshit crazy moon mare. This was all... Her... Fault. Idly rubbing your wrists from where her magic had burned you, you shuffled in agitation, taking a deep; yet shaky, breath. Still feeling guilty from trying to attack the mostly innocent purple mare. You had managed to wrap your hand around her neck while reeling back ready to strike with your free hand, before the surprised mare finally gained enough concentration to counter. With a mighty burst of magic, Twilight easily pinned you against the wall with her magic, the purple aura burning into your skin from the sheer intensity while the pony backpedaled and called for the guards.

That was two weeks ago, and you just got your restraints off. Now you were supposed to meet the Queen face to face for the first time, partially as a reward and partially because you were finally strong enough to move on your own again. Hence why Night Maid Rarity was currently making sure every inch of your body was proper and pleasing to look at, despite your stoic silence and general passiveness alongside the lifeless gaze in your eyes. Blink. The orbs no longer looked like they did before as you stared at the reflection in the mirror. Maybe it was the guilt of attacking poor little Twilight, making her never come back to your room when she used to visit every single day to check up on you. Maybe it was the fact that everypony treated you like a wild killing machine now, making sure you were restrained whenever one of the staff had to come into your room while a pair of fully armoured guards stood by the door. Perhaps it was the fact that you didn’t really have anything left to fight for in this world. Nothing to live for. Except what they wanted you for. It was hard to say, but you knew you had started eating a lot less, sleeping a bit more, and generally just trying to shy away from the world. Opting to sleep sitting up in the corner instead of wrapped in the lush comfort of the large bed. Hoping in vain that you’ll wake up from this nightmare. Or at the very least get sick and die.

Yet you never do.

“There. You’re somewhat presentable, but I can’t fix ugly.” Rarity spat under her breath, narrowing a pair of azure eyes at you. Her nose wrinkled slightly as she looked you over from head to toe, and she just chuckled quietly before muttering. “I wish I understood what the Queen saw in you, you filthy beast. But that's none of my business. My job is done, and you are now ready to see her Royal Highness.” Throwing in a curt nod for good measure, the little white unicorn spun in place and quickly started to tidy up the room. A few dozen outfits were haphazardly thrown around as she tried more than a few different ones on you before settling for your current attire, although now she had quite the mess to clean up though it wouldn’t take this maid long to clean.

You sigh, knowing better than anything else to talk back; or god forbid, attempt to move. Each time you did she would shock you with her magic, not unlike a cattle prod each time she even thought you were stepping out of line. So with nothing else to do, you just watch Rarity as she trots around the room. Be it lack of proper human contact, or the simple fact that she wore next to nothing and had her tail styled so short, leaving nothing to the imagination. But there was something about the mare that made you unknowingly appreciate her figure. Mostly smooth and curvy, with little to no pudginess around her midsection plus her admittedly beautiful eyes with that signature pale blue eyeshadow sent mixed feelings all around. On one hand she was rude, ignorant, always downtalking you and flat out hostile at the best of times. But there was something about her commitment to her duty that always seemed to spark something inside you.

Maybe it was the way her little outfit clung to her tiny frame, consisting of a two piece shirt and small tailed vest combo, along with a pair of styled horseshoes on her front hooves. She was petite, yet looked all the more cuter when she would raise her voice, trying to act like she was bigger and mightier than you. Her mane wrapped in a very tight bun showed off the most eye-catching accessory of her entire outfit, a small blue crescent moon charm hung around the collar of her shirt. Resting delicately on a puffed out chest that produced a small jingle when she walked. Much like right no-

There was dead silence.

Blinking once you half realize you had been watching her again like a deer in the headlights. Looking as if your head was half empty of brain power, standing still and just watching as Rarity leaned over to retrieve a discarded tie that had found its way underneath your bed.

“If you keep staring and my flanks, I’m going to make you go blind, you pervert!” Rarity sharply and angrily spat, a jab of magic worming its way into your side that shot pain throughout your body. You hadn’t noticed you were staring under her tail again, but the blood rushing down below made you shamefully aware you had been. Two white cheeks, a dark dock at the base of her tail… And… Biting your tongue and quickly closing your eyes, you turned away from her as she huffed before placing the last outfit back into the closet. “Stupid beast… You’re lucky I value my work more than I value you. Queen Nightmare Moon would… Do nasty things to you if she learned you were ogling her staff like a horny little teenager! You’re a stallion, ACT LIKE IT!” Giving a short huff of air from her small nose, Rarity walked past you towards more abandoned garments.

You really wanted to say something, snap back at her, maybe even take a swing at her, anything. Doubting Rarity was anywhere near as strong as Twilight had been. But as soon as the boiling frustration started, it quickly vanished and was replaced with a feeling of loneliness. One that had become all too familiar. “Yes, Miss Rarity…”

Stopping in her tracks, the white mare’s ears flicked swiftly before she slowly turned around and just stared at you for a moment in silence. Her eyes met yours, darting between them for a few moments before she forced her gaze away towards the door. Straightening her small jacket, the pony nodded. “Right, well, I’m glad we’ve got that sorted. Let's get you to the throne room. The Queen is awaiting your arrival.” With a quick flare of her horn, your hands were bound together by a band of magic along with a small leash of sorts that was quickly; and very sharply, pulled on by the maid.

Wincing in pain as the already tender skin was easily rubbed wrongly by the bands, you silently obeyed and followed in her step in fear of more pain. The large double doors opened, bringing a rush of cool air that only set to remind you how cramped and stuffy your room had felt since being condemned there since the attack. But there was no time to think or even to appreciate the free feeling of being outside as a sharp tug on your wrists brought you back to reality, and made your legs move once again. “Keep up! I will NOT have you lagging behind.” Rarity scolded, another tug coming on the leash and you suppressed a bitter sigh, shaking your head to yourself as you followed the small mare down the hallway on the left.

The longer you walked, the more lost you felt. You had tried at first to learn the passageways and halls that seemed to dart every which way, but with the urgent tugging and the fact that everything pretty much looked the same, it was all but pointless. The same marble floors. The same purple carpet running straight down the center of the hallways. The same tapestries lining the walls on both sides. Each time a corner was turned, you swore that she kept going in a circle just to be a bitch. You are unsure how Rarity managed to remember the layout, especially with her eyes closed, but there she was, leading you along with naught a worry nor misstep. She walked with purpose, one hoof after the other in silence aside from the muffled sounds of hooves on carpet. It was quiet, dark, and even just a little foreboding that no one else was walking the halls, until you swore you spotted another maid down a far hall but you couldn’t be sure. Soon you just gave up looking around and stared daggers into the back of Rarity’s head as if it would somehow make you feel better.

Stupid little pony. Acting like a high and mighty cunt. She’s like, half the height of me. And a freaking pony… Look at her with her stuipd nose held high in the air, her flank jiggling back and forth, her… Tearing your thoughts away from Rarity for a moment, you realize that Rarity had stopped walking and you had walked clear into the back of her. Almost losing your balance, you had to bend your knees to try and regain it. Although not falling right on top of the petite mare, you can’t help but feel the crease of her shapely rear press right into your crotch. Jumping but not losing her composure completely, Rarity blushes deeply before lifting a rear leg in preparation for a kick. But that only served to make those supple cheeks slightly spread as a small warmth bloomed across your noticeable bulge.

“Y-You useless and clumsy cretin! Are you deliberately trying to anger me?! I swear if I could I would have fed you to the wolves by now!” Her words hurt like venom, the magical hold on your wrists getting tighter as she gives them a sharp tug before quickly darting down a side corridor. “I’ve had enough of your uncontrolled hormones! You are going to make a mockery of me in front of the Queen, and I will NOT stand for that. There WILL be order. There WILL be etiquette. And, by Faust as my witness, you will NOT walk in front of my queen with a throbbing erection!” With that, the mare pushed you against the wall. The frown and narrowed eyes that glared hard at you spoke a thousand words. She was beyond fed up. “If Queen Nightmare Moon will leave you unsatisfied for months on end, then it is my duty to see to it that you are taken care of and presentable for her Highness. By any means necessary.” A surge of magic flared up from her horn, that annoyed look never leaving her face as the button on your pants came undone followed by your zipper.

Before you can even get a handle on what the heck was happening, Rarity had already pulled your underwear down and let your half hard manhood out from it’s prison. “Ew, it looks even weirder when it’s… Y-You’re not even hard yet, are you?” Instead of being utterly mortified and worried for the safety of your member, you’re incredibly turned on even if you’re still scared shitless. Instantly getting fully hard from a half chub just from how close her face is to it, the mare shoots you a look of disgust before her magic wraps around the shaft and starts robotically stroking it. “That didn’t take long for you to get hard. You’re disgusting…. I bet you’ve been thinking of this for quite some time, pervert.” Wrinkling her nose up at you before her gaze returns back down to the tip of your penis, Rarity sighs and slightly speeds up her stroking.

Not daring to utter a single word for fear of what she might do to your precious peter, you can only bite your lip and try to look away from the attention downstairs, but that just seems to spur Rarity on even more. A hoof gently held your hip before giving it a shake to regain your attention. “Focus on me, beast. I’m not going to drag this out for any longer than I have to. I’m only doing this so you don’t; as they say, ‘get a boner’ in front of the Queen and cause a ruckus. Clearly you haven’t been taking care of this yourself, so I guess I have to. You’re a pathetic excuse for a stallion you know.”

Rarity muttered with a faint blush, her eyes watching the foreskin slowly sliding back, exposing your red and swollen glands. The entire mushroom tip is already wet with precum, helping to not only entice arousal but also shielding the sensitive flesh from any harsh rubbing. Though luckily the blue aura tugs firmly but doesn’t create unwanted friction on your aching rod. A warm breath tickles your swollen organ, sending a shiver throughout the entirety of your form as you try to pull back from sheer embarrassment. “We are not done here yet!” But Rarity was quick, gripping the base of your impressive shaft with her magic before pulling you closer towards her so that she may work easier. Although the small pony overestimated the resistance you would give, and when you stumbled forward you groaned when those soft and tender lips touched and parted around the very tip of your dick. “Mmpgh!?” She tried to speak in surprise as the broad dome spread her mouth so suddenly, her voice sending tingles down your length as the wetness of her lips around your prick felt like heaven. A daring tongue, darting out to gently touch against your leaking glans, gently wrapping around the underside of your tip and whisking away any drops of precum she could find with a stifled but still audible moan.

Looking down, your mind running a mile a minute as the white mare suckles gently on your throbbing erection, her lips, cheeks, and tongue already working wonders on your neglected manhood. Rarity doesn’t look terribly upset, but neither does she look very pleased with you. Just somewhere in the middle, blinking a few times as her cheeks suck inwards as the pressure inside tugs on the sensitive tip all around. It wouldn’t take much to bite down, and while her teeth were mostly flat like a pony’s should, it didn’t help the fact that it would still really, really hurt. Panic starts to set in now, your hands wrapping around her pointy horn for a moment, feeling the surprising warmth that radiates from the glowing spire before a quick burst of magic pulls your hands overhead, and holds them there with an unyielding force. “Rarity…” You can’t help but whimper as your hips give a soft and shallow thrust into the inviting maw of the last creature you thought would be servicing you today.

Pulling back with a quiet ‘pop’ the mare wiped away a small trail of drool from her chin and frowned. “Be still, would you? You’re getting your dick sucked, it shouldn’t matter who or what is doing it. So just shut up and enjoy it. You should consider this a blessing for a low class beast such as yourself anyways. Now, where was I?” Scoffing before taking a deep breath and returning her stoic attention to your painfully hard cock, Rarity opened her lips once more and lowered her head down before taking your leaking tip back inside her warm muzzle.

This morning you hated this mare. Well, that wasn’t really true at all. You really despised her, sure, but she hadn’t done anything physically harmful to you aside from the snide remarks and the cruel comments that really only hurt your self-esteem. Though you didn’t have very much to begin with, especially when you dropped into this strange land. You had already felt like you didn’t belong, and truth be told you didn’t. But at least she never once tried to hit you or become violent, just merely doing her job as she was directed to do which was somewhat commendable. If anything else, Rarity was at least a trooper and damn good at any task she took on despite her own inhibitions. From cleaning, to dressing you, making sure your laundry was taken care of, and, of course, sucking your dick like it meant life or death, Rarity always stepped up and got the job done as best as she could. And she was doing just that. The way she bobbed that dainty little muzzle down over your thick shaft, those admittedly beautiful eyes that fluttered every so often when your rod gave a mighty throb and splattered more pre onto her skilled tongue, and the soft moans of satisfaction that got cut off when she ventured a little too deep. It was like magic, and it drove you wild.

Tongue and lips pulling and gliding across sensitive skin, suction slurping and tugging at your meat that was easily over stimulated by this little mare. Your knees were already weak, shivering and trembling as she placed her forehooves gently onto your pants and pulled you towards her when she pushed down. A quiet cough followed the tightest sensation slip around the entirety of your swollen tip in one fell swoop. Her nose brushed your smooth stomach, tongue lashing back and forth right around the base of your cock as a whine was easily cut off from your pole being lodged right into her throat. If you weren’t ready to cum already, you definitely were now. Watching Rarity deepthroat you as best she could, cheeks red and ballooned from the struggle while a small bulge in her throat was visible from where you were standing. The little mare wiggled on her hind hooves, giving only a few shallow bobs of her head before needing to pull back for air. Gasping and panting, a few short coughs filled the empty hallway as your balls tensed, aching already at the lack of attention on your ready to burst member.

Rarity laughed a bit, her magic once again stroking you off quickly, bringing you back to the edge with a stifled gasp. “H-How did that feel, hmm? I bet it felt like heaven. I’ve always prided myself in always doing a job well done, no matter what it is. Though I will admit, you’re just a tad bigger than what I’m used to, but there is no need to worry. I can tell you’re ready to cum already, aren’t you? That didn’t take long at all, I bet you’ve been dreaming of me doing this for weeks.” You sputter and try to speak, but second guess yourself when her aura gently wraps around your tense sack and gives it a gentle squeeze. “Alas, I didn’t think to bring a rag with me so I guess I’ll have to swallow. I’m not going to let you stain this gorgeous carpet with your measly human seed.” She sounded more amused than angered, your hazy vision dropping down to see Rarity sitting more flatly on her rear, tail swishing as best as it could while her mouth was already open and waiting for you to unload your jizz.

Though unmistakably there was a grin behind her parted lips, eyes half lidded and staring up into yours with a slight sparkle of devilry. She wanted you to crack under her touch, watch you as you were most exposed in euphoria for the first time with a mare. Rarity wanted to make you peak, and she was about to get that wish whether you liked it or not. A tongue gently cupped the underside of your dripping tip, spit mingling with the copious amounts of precum that steadily leaked onto that squishy organ, preparing the both of you for the inevitable. You wanted nothing more than to utter her name one last time as you reached that high that cannot be backed out on. Though you held your tongue, trying to hold back with everything that you had left. But it was futile. With a low groan of pleasure and a shudder that wracked your entire body, you suddenly felt hot and cold at the same time. Stomach doing flips as your balls tensed for the final time and your cock jumped. Hard. Eyes closing tight as if not looking at Rarity would somehow make everything stop, maybe it would prevent you from ejactualting at the hooves of the one mare that tried to undercut you every moment that she could.

But it was far too late for that.

The first blast was heavy and thick, splurting outwards and immediately onto her waiting tongue before sliding towards the back of her mouth. Tilting her muzzle slightly to make sure none missed their intended target, Rarity wrapped those perfect little lips around the ridge of your glans as the next rope fired off with much more force than the previous one. Rarity groaned, shivering as your goo quickly filled the tiny space inside her muzzle, taking up almost all the free space before she swallowed skilfully. Gulp~ The sound. The feeling of her entire mouth moving around you as the hot and gooey fluid drained away into her stomach before the next burst came. It was unbelievably hot, resulting in your hips pressing forward to try and bury your entire length within the confines of her maw to feed her the rest of your orgasm more directly.

And Rarity dutifully took you there. A sharp breath was taken a split second before she pressed down and once again deepthroated your member with practiced movements, muzzle scrunching as it pressed into your stomach once more with a muffled squeak. Now you were cumming directly into her throat, coating it with globs of seed as she swallowed again and again like a practiced vetern. Each time the tightness got almost unbearable as if the walls of her throat were milking you for everything that you had, and luckily for her you had a lot stored up. Hands that were still bound above your head clenched together tightly as her forehoof came up to gently fondle the spasming orbs that rested below, giving them a firm, but still painless tug. The fairly sized sack tensing and relaxing with each burst of fresh semen that shot down Rarity’s throat, swollen and full of life making liquid backed up by months of abstinence. But as quickly as it started, the fuzziness in your mind faded, the white flashes before your vision dimmed as Rarity slowly pulled back, nursing your spent rod for any remaining traces of cum before letting it drop from her muzzle with a wet shlorp~

A hoof rose to stop any from spilling out past her lips, a final gulp down of any remnants that might have been left over followed her licking her lips with a vacant stare at your spent penis. Panting hard with a deep and fiery blush, Rarity smiled before looking up at you staring down at her. Tongue darting out to lick across her lips, the mare leaned in and placed a small kiss onto the fastly shrinking member. Left speechless and panting, you couldn’t help but stare dumbly as the mare quickly tucked your flaccid cock back inside your underpants and into your trousers. Making sure nothing was left unstraightened or out of place, the maid quickly wiped the smile off her face and rose to her hooves. “Come now. The Queen awaits your arrival. I just hope she does not question our tardiness.”

Turning on the spot, Rarity gave the lead around your wrists a sharp tug down before turning her head only slightly back at you. “And if you even so much as peep a word of this to anypony I’ll just deny it, and then I’ll cut it off while you sleep. Capisce?” Her eyes narrowed before you quickly nodded in agreement. A small smile that spread across her muzzle only unnerved you more, forcing a hasty nod from the unicorn. “Good.”

Forcing your legs to move, you can’t help the rush of questions and mystery that came from the events that just unfolded. Why did she do that? Why WOULD she do that? Does she like you? Does she hate you? She wouldn’t really cut off your dick, right? But those thoughts would have to be put to the back of your mind as it drowned in anxiety and uncertainty. Although you did feel looser and more relaxed, like a burden had been lifted off your shoulders, the thoughts of everything unfolding before you kept your mind's attention for the majority of the walk. Except you couldn’t help but notice one thing right before you stepped away from where the deed had been done. A fine and shallow puddle on the floor shimmered in the moonlight that caught your eye for only a split second before you were forced to move. You weren’t entirely sure where it came from, but you knew one thing for certain.

It didn’t come from you…