Rainbow's Punishment

by Demon Girl

First published

Rainbow Dash's incompetence leads to a fire that causes thousands in damage to your house. Instead of ruining her life for the trouble, you decide to make her pay you back in a revealing little maid outfit.

Through her own brazen incompetence, Rainbow Dash starts a fire that causes thousands in damage to your multi-million dollar mansion. As much as you'd like to ruin her life for the trouble and be done with it, you decide to enact a much more enjoyable punishment. One that involves a skimpy maid outfit, a collar, and quite a few helpless whimpers and moans.

Trigger Warning: >no hooves, sadism, mind break, pet play, rape, abuse, humiliation, near-death experiences, and worst of all, second person. Not for the faint of heart or the morally sound.

Day 1: Trying Them On

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The harsh cacophony of drills and hammers fills your ears as you stare out the window at the smoking husk that was once the west side of your house. Even with your position on one of the higher floors, the racket of power tools and backing trucks destroys your efforts at concentration. The numbers run through your head again about how much this massive gash out of your estate is costing—nothing compared to what you typically earn, but the huge amount still left an unnecessary hole in your expenses that you really don't care to cover in this stressful financial quarter. So much for a peaceful, stress-free morning, you think as you turn your chair away from the glass and back towards your desk. The high rows of countless books loom over you in your study, but right now the only paper you can focus on is the construction invoices piling up in front of you. You barely stifle your own growing irritation as your squeeze your pen between your fingers, making your lovely assistant, Raven, grow increasingly fidgety with worry.

"I made sure to make the company lawyers go over the contract for the third time, sir. They assured me there would be no issues with the town labor commission," she says, careful to not let the nervousness slip through her professional demeanor.

You let out a sigh, keeping your eyes on the unnecessarily large number on the invoice instead. An audible gulp emanates throughout the room from her. You set your pen down and decide to break the suspense. "Good, Raven. Do you have the outfits and today's copies ready?"

"Yes, sir. I've already prepared three forms just in case and they should be here within five minutes. Would you like to go down to meet them or would you like me to--"

You finally get out of your chair, forcing Raven to finally stand at attention for her next task. "No, I'd like to do this myself. Bring the things down to the front door. We'll get them set straight," you say, letting a little anger slip through your voice as your mind recalls the cause of all this destruction.

Raven scrambles out of your office to get what you needed. As irritated as you are about the damage to your house, the thought of the upcoming punishment takes some of the edge off and allows a sly smile to rest on your face.

The smell of burnt wood and paper still clings to the walls as you walk down the stairs into the entryway. Your mansion should be lavish and wondrous, and the stink of a fire will ruin that image for what might be months.

You reach the front door and surprisingly see the arsonist walking down your path. She looks to have her own brand of annoyance on her face as she talks to someone beside her. Your smile grows wider as you see her partner standing a few inches taller than her. A slender, sharp-looking girl about her age with short, snow-white hair, thick purple eye shadow, and piercing yellow eyes that promised harsh consequences for anyone that got in her way. Her torn jeans, tall boots, and flight jacket told you as much as you needed to know about her personality. She should be fun.

The sight of Rainbow on the other hand only brings another twinge of annoyance to you. Her long, unkempt hair fell over a ratty, old, light-blue hoodie, all the way down to the beginning of jeans she didn't even bother to loop a belt through. Why anyone thought she was fit for any job at all was perplexing beyond all imagination.

The sound of furiously clacking heels fills the foyer as Raven comes down the stairs and rushes up to the front door with you. Sweat is beading on her forehead and she's breathing quite hard for one little trip across the entire mansion where you had her store it. A little exercise never hurt anyone.

"Cutting it a bit close, aren't we, dear?" you ask her with a raised eyebrow.

"Yes, sir. Sorry, sir. I have everything you need for them to begin." She stretches her arms out to show you the bag in her hand. You look over the packaging from the custom lingerie site and the clipboard full of papers she's holding.

"Good. I'd hate to have to set you straight yet again, Raven." She gives you a nervous nod, shaking the little charm on the collar around her neck. You made sure it matched with her usual business attire, and still looked good once you took her out of it as well. She swallows the lump in her throat and proceeds over to the door. After only one knock she opens it wide and ushers your guests in with her usual professional flair.

"Ah, my saboteur has finally arrived," you say grandly, a fake smile on your face.

Rainbow grits her teeth at you. "For the last time, it was an accident, okay? Can we just get this over with?"

"Meter boxes don't simply spontaneously combust, my dear. Forgive me if I don't completely absolve you of fault given the circumstances," you say, motioning back towards the burned out portion of your home.

The white-haired one taps her foot impatiently as she finds something interesting in the ceiling to look at.

"And how rude of you not to introduce me to your friend. I assume you're opting for the shortened arrangement, then?"

Rainbow rolls her eyes. "Yeah, just a week if I bring someone to help. Her name's Gilda."

"Yeah, that's me," the white-haired girl says with a stern tone, obviously not happy about being here. She only looks at you for a fraction of a second before her eyes trail off again with that same annoyed expression.

"Well, you have already signed the contract, Rainbow Dash, but to solidify the other arrangements we'll have you sign again and we need Gilda to do the same. Does she understand what she's getting into?"

Rainbow grunts in frustration, crossing her arms over her chest impatiently. "Ugh. A week of cleaning your stupid house as an employee. We get it already. Your dumb lawyers already bored me to death with it."

"Good. Raven?"

Raven clears her throat and sets the bags down to handle her clipboard with two hands. "To ensure the first contract was not signed under duress, we require a second signature on the updated document since you have accepted our alternate arrangements. Gilda, you will be required to sign yours today and another copy tomorrow. The first of the forty five stipulations is to--"

Gilda grabs the clipboard out of Raven's hands, making your assistant yelp at the sudden force. "Yeah, yeah. Just give me the stupid paper already."

Raven takes in a deep breath to compose herself. After all she's been through, sudden movements aren't her favorite. "As you wish. Just sign here, here, here, here, initial here and here, and then sign, print, and date here. Um..." Raven slips the second sheet out from Gilda's grasp as timidly as she can manage. "This one is for you, Rainbow Dash."

Both the girls hesitantly skim through and sign your contracts. The smile on your face grows even wider once you see they didn't even bother to read them. This is going to be a fun week.

They shove the papers back into Raven's face, so your timid assistant hands them their new uniforms. "Um, now if you would, you need your uniforms to begin your first work day."

Both of the girls give a roll of their eyes but reluctantly take the bags handed to them anyway. Rainbow reaches into her bag with an irritated glare. "What kind of uniform would we need to clean a--" her expression drops and her face turns white as she pulls the outfit out of the bag.

"What the FUCK?!" Gilda exclaims, making poor Raven jump. "You didn't say shit about this, Dash!" She holds up the offending fabric: a skimpy little french maid outfit. The smile grows even wider on your face as Rainbow's mouth hangs open as she holds her own out in front of her.

"Y-you didn't say anything about this!" Rainbow finally manages to stammer out to you.

Raven clears her throat, flipping through the contract in her hands before showing a page to Rainbow. "In section five, subsection two, paragraph eight, clause three, it clearly stipulates that you much wear a uniform during all working hours unless otherwise directed."

The dark blush paired with the angry expression on Gilda's face is absolutely delectable. "No, there's no way I'm putting this shit on. Find someone else to help you, Dash."

Raven clears her throat again. "Actually, since you've already agreed to the terms and signed the contract, you are legally obligated to fulfill its terms."

Gilda narrows her eyes at Raven. "Or what?"

"Or, Rainbow has to pay the full amount owed on the repairs. What was it again, Raven?"

"It was eight hundred and sixty four thousand, five hundred and ninety two dollars and, um," Raven adjusts her glasses to look down at her clipboard. "Sixty two cents, sir."

"And since you're now her cosigner, my dear, you will owe half of that for breaking our contract."

Gilda opens and close her mouth for a moment, trying to think of something to spit back at you. Instead, she turned her ire to Rainbow. "What the fuck did you just get me into?"

Rainbow gave her friend a sheepish smile and put her hands up innocently. "H-Hey, It's only a week, G. I mean, I'm not any happier about this than you are, but imagine having to do it for a month if you didn't come," she says. Considering what you know of Rainbow, you expected her to be just as angry, but the timid excuses in the face of Gilda's anger is an interesting development. You make a quick mental note of that for later.

"Now that we have that out of the way, ladies, I believe it's time to get dressed so you can begin breakfast," you say, walking forward and putting a hand on both of their shoulders to pull them closer to you. "Also, a bit of legal advice: it would be wise to read a contract before you sign it."

Gilda grinds her teeth hard at your words. She seems smart enough not to say anything though. You gesture over to the nearby bathroom for them to get dressed and wait eagerly to see what comes of it.

"I... I may need to get a larger size," Raven says as they both walk out of the bathroom.

You let out a quick chuckle a the realization. "No, no... this is perfect, Raven."

The sight before you is just joyous. Your two new maids are tugging at their short skirts, desperately trying to cover up their underwear to no avail. Their breasts are practically spilling out of the openings in their tops, and if it wasn't for the black evening gloves and stockings, you might just mistake them for being in their underwear at first glance. You had a general idea of Rainbow's measurements, but Raven had gotten two of the same size and Gilda is a few inches taller, and quite a bit bustier as well. Every time she pulls her skirt down, you can see just a hint of the pink of her nipples slip out of her top.

The girls make their final adjustments before just giving up and looking up to you, a seething hatred forming in their gaze.

"Now that you've been properly dressed, you have an hour to set the table and prepare breakfast. It is served at nine sharp."

Rainbow blinks a few times. "Wait, that's only like thirty minutes from now. How are we supp--"

"Then I'd suggest you hurry. Do you recall the second punishment discussed, Rainbow?"

"Another week, yeah, I know," she says in a dejected tone.

You nod over to Raven and she leads them into the kitchen for you. You trod upstairs to wait the time out, letting the acrid smell of faded smoke irritate your nose. The walls of the west corridor are still stained black from the fire. Thankfully it was stopped before it spread to the rest of your house, but unfortunately it devoured most, if not all of your library.

You close your eyes and tense your muscles as you stand in front of the window. All of this because some insolent brat couldn't be bothered to do her job correctly. She didn't even bother to formally apologize either. Girls like her had no respect, and no one had ever bothered to teach her... before now. You feel the frustration building in your chest before you let out a deep breath with a satisfied grin at the plans forming in your head. She's going to learn her lesson, one way or another—you're going to make sure of that.


At the end of your long dining room table, you tap a salad fork onto a plate incessantly. Raven fidgets in her chair to your right. She knows it's the wrong fork, and she knows it was the only one sitting there. She should know better, but considering who was supposed to set the table, she might have her work cut out for her.

After a few more taps, she can't take it anymore. "I can do it for them, sir, it's not a--"

"No," you say sternly. She stiffens up in her chair and looks down. "You are to instruct them on their duties. Do you know what happens if I catch you doing it for them, Raven?"

She gulps, running a finger through her collar as she stares down the tablecloth. "Yes, sir. I do, sir."

"Then do not ask me again. If this happens again we will rectify it accordingly. Do you understand?"

Raven clears her throat and blinks a few times. "Yes, sir."

Your two new maids come out of the kitchen, both looking exhausted, covered in little marks of soot and eggs, both their uniforms already disgustingly stained. Gilda carries with her a pitcher of water, while Rainbow a pair of plates, both stacked on top of each other with food, like she's some bus girl in a one star restaurant. You turn your gaze to Raven, who immediately sinks down into her chair with a dark blush on her face. She refuses to meet your eyes as they lay out the dish in front of you.

"Alright, there you go. One home-cooked breakfast," Rainbow says as she slides the plates over to you and Raven, yours leaving a trail of grease as it makes its way across the table. "The Rainbow Dash special. Enough protein to get you through any workout," she says proudly.

"An overcooked slice of pork and under-cooked scrambled eggs. This is something I'd feed my dogs as a punishment. What made you think this was appropriate for human consumption?"

Rainbow's expression shatters, then immediately turns to anger. "Hey, you asked for breakfast. Well here it is! It's not my fault if you're too snobby for real food."

Raven brings a hand up to her face and mutters a little "oh no" under her breath. You get up from your chair to face Rainbow. Her haughty, competitive expression don't last long once you stand up to quite a few inches above her.

"Raven, show Gilda where the kennels are. The hounds have been particularly ill-mannered lately," you say over to her.

Raven darts up from her chair and quickly grabs the plates, as if she was thankful to finally get out of there. "Yes, sir. Right away. This way, miss..."

"Just call me Gilda, you dweeb," she says as they both hurry out.

You turn your gaze back to Rainbow now that you're alone. Her eyes have quickly turned from brash and challenging to fearful as you walk towards her. She takes an unconscious step backwards as you approach, bumping into a chair.

"I... I'm not afraid of you," she stammers out, trying to furrow her brows at you.

"I want you to tell me something, Rainbow Dash. Did Raven show you how to set a table?"

"Yeah, but why would you need that many--"

You take another step forward, forcing Rainbow to take another back. "Did Raven tell you exactly what to cook and how?"

"I mean, yeah, but I couldn't even pronounce the name! How was I supposed to--"

"Do you or do you not understand the arrangement presented to you?"

You can see the frustration and fear building in her face as she scoots back. "I do! What else do you want from me?"

"I want you to do it right, Rainbow Dash. I want you to do what you're told, not what you want. What you wanted got you in this mess, and if you do not put an end to your selfishness it's only going to get you into more trouble."

Rainbow lets out a frustrated grunt and steps towards you this time. You refused to give her space, which put the two of you precariously close to each other. "Alright, you listen here, dude. It was one accident. I'm sorry about burning your dumb house, okay? I already agreed to this stupid maid thing, so just step off, alright? I do things my way, and if you don't like it then... uh, then..." Rainbow's eyes fall away from yours, most likely realizing how little leverage she actually has.

You take a deep breath to quell your own fire building up inside you. You had better ways of dealing with the likes of her. "I don't believe you understand the gravity of your situation, Rainbow. Let's put it into perspective. Your dream is to, what, become a pilot and fly with The Wonderbolts, isn't it?"

Rainbow takes a step back and blinks at you a few times, her hard expression quickly turning to bewilderment. "H-how did you know about that?"

"There are a lot of things I know about you. Now, if you continue this insolent attitude, not only will you and your friend Gilda owe me something to the tune of half a million dollars each, but I can also ensure that this little incident turns into an arson charge. You wouldn't happen to know how to get a job that makes that kind of money with a felony charge, do you? That would also be after you'd served your prison sentence. And after you've spent thirty or forty years making that money back, if you ever could, do you think the Wonderbolts would ever even be interested in some negligent felon decades out of her prime?"

Rainbow's eyes go wide at your words. She brings up a forearm between the two of you, like you might pounce on her or something. "I... I..."

"You... you... you didn't think of that, now did you? I doubt someone as incompetent and foolish as yourself could ever achieve that dream in the first place, but cross me and I'll ensure you never achieve any dream again."

Rainbow's expression turns back to anger at those words. "You can't do that!" she yells at you.

"What do the kids say these days? 'Try me'."

"Screw you! I've been working hard my whole life, you're not gonna take this away from me now," she says with a newfound fire in her eyes.

You take another step towards her, making her back into a chair and almost trip over it. "I sincerely doubt someone as undisciplined and incompetent as you could accomplish anything, judging by your already pitiful performance. If, however, you do actually want to put any sort of work towards your dream, then do your job now or I'll ensure you'll always end up the failure you are now."

Rainbow looks down at the floor and clenches both her fists. That one obviously touched a nerve. "I'll show you incompetent," she says with a low growl. Rainbow rears back and shoots a fist out towards your fast. You have to give the girl credit: she's incredibly fast. You barely manage to duck out of the way in time, but unfortunately for her, you grab her wrist and spin her over with her own momentum. You hold her hand out beside you and pin her other arm to you as you grip her tight. She dangles underneath you like she might be a dance partner, but the sudden fear washing across her face tells a different story.

"Let me go!" she says as she tries to kick free with her legs, but they only swipe at air behind you. You can tell she's not used to wrestling with people stronger than her.

"That's strike one, Rainbow. I only allow two more."

Once the energy finally drains out of her, she goes limp in your grasp. The otherwise overconfident athlete looks up at you with a fearful expression as she tries to catch her breath. She gulps and then looks up to give you a timid nod. You let go of her and drop her to the floor with a harsh thud. You leave her to rub the back of her head while you calmly walk away.

"Now, get with Raven and your friend once they get back. You have a lot of work to do."


The familiar stack of papers on your desk get pushed aside with a gentle swipe. Oh, to be talking down to your new destructive employee again. You haven't felt a thrill like that in years and sorely miss it, but too much too fast isn't going to be effective. You certainly put her in her place, but the interaction left you yearning for the rest of the week rather than all this paperwork. Your mind flips over proper punishments, none of which seemed quite appropriate, that is until your mind came across one old nuisance you couldn't seem to get rid of.

"Raven," you say, making your assistant jump from her desk sitting on the other side of your study. She immediately stands up and hurries over to your desk.

"Yes, sir?"

"What was that one annoying girl's name? The one that kept getting around the restraining order and blocked numbers to send us messages about how 'awesomely amazing it'd be if I let her throw a super-duper mansion party' on the property?"

"Oh, that would be Pinkie Pie, sir. I confirmed the last restraining order had already been filed after we caught her feeding cotton candy to the dogs and then using balloons to float up to the roof. The judge assures me that this time it won't disappear."

You nod, remembering the fluffy-haired menace. "Ah, yes. That sure was quite a lot of balloons. How a girl fresh out of high school could afford that many is beyond me."

"The investigators said she must have had her own factory and must have used a full tanker car of helium, sir."

You let off a little laugh. "Yes, she's the one. Lift the restraining order and get me her number. I'd like to have a chat with her."

Raven gives you a nod. "Right away, sir," she says before scurrying back to her desk.

You flip up your laptop and do some searching for a few numbers of your own: a catering service here, some party supply deliveries there... only a few minutes of work and you're ready to give back to the community like never before. Rainbow's little outburst would not go unanswered and if she thought she had some major work to do when she first arrived, she certainly hasn't seen anything yet.


"What time is she supposed to be here, Raven?" you ask your assistant as the two of you make your way down the hall to the foyer.

"She said she'd be in about..." Raven glances down at her watch for a moment. "...three minutes. Though I've only called her ten minutes ago so I expect that she'll actually arrive in--'

"Hiya!" Pinkie shouts from behind the two of you. Raven jumps so much her clipboard clatters to the ground. You raise an eyebrow and look down the hallway behind her, wondering how exactly she entered through that dead end. "I came as soon as I could. I already planned out the best games locations and the optimal snack placement in the foyer, ordered a truckload of streamers and balloons, and invited over five hundred people! This is gonna be the best, most amazingest party ever!" Pinkie rattles out from behind the two of you. She fishes a hard hat from out of her hair to slap on her head and sticks a lollipop in her mouth as she looks down at her own clipboard. "Now we've got a lot of work to do before the guests start arriving in an hour. I've got five party cannons inbound and sixteen vans full of baked goods heading this way. Oh, and a super awesome thank you for letting me buy whatever I want. This party is going to be cra-zay!" She hardly waits for your approval before zipping off down the hallway where you can hear her ordering someone around already. You let out another chuckle, figuring she'd probably been planning this for years.

You clear your throat and let out a quick "Pinkie?" down the hallway. Before you can even blink, your party planner has already zipped back in front of you. "Make sure to hold the guests outside for a moment after most of them arrive. I'd like to welcome them inside myself, if you wouldn't mind."

Pinkie has her own beaming smile pointed at you. "Can do! Rainbow Dash is going to be so excited for her congratulations-on-becoming-a-lowly-maid-for-the-richest-guy-in-town party!"

You let off a quick chuckle. "She sure is, Pinkie, she sure is."

Pinkie jumps on you and gives you a quick, full-body hug like she was some sort of spider monkey. You blink a few times as she squeezes your head into her breasts. She even smelled like hard candy and fruit punch. "Thank you thank you thank you thank you thank you so much! I've been dreaming of having a party in this placed for like, forever! Now that I finally can and I'm the happiest party pony in the world!"

Raven raises an eyebrow. "Pony?"

"Oh, right, wrong series, haha," she says as you peel her off you.

"Well, Pinkie, I am the kind of man to make dreams come true. If you haven't already, tell as many as your friends as you can. I want everyone to come to the party of the century."

Pinkie's eyes lit up like fireworks. "The century? You really think so?"

You give her a reassuring smile. "I know so, dear. Now go, I want you to have as much prep time as possible for tonight."

"You got it, buster!" she says before literally exploding into a cloud of confetti. Once you and Raven wave the offending paper out of your face, Pinkie has completely disappeared.

"That's a neat trick." You look down at the horrendous mess she left behind. "A messy trick. Have the girls clean this up once they're done with the windows, won't you?"

Raven gives you a nod. "Of course, sir."

You straighten your tie and focus your eyes forward. "I've got some messes of my own to make."


After an excruciating wait, the time finally arrived. You tap your foot in the foyer, waiting for Raven to bring back Rainbow and Gilda so you can share your surprise with them.

You take one last look around the room: balloons and streamers littered the ceiling and tables and chairs were set up everywhere they could fit, alongside the usual childish games like bobbing for apples, pin-the-tail-on-the-donkey, and a bounce house of all things. You do wish she would have put that outside, but you're sure they'll spread the party out there eventually regardless. Along with candies and cakes, you'd ordered enough alcohol to kill a herd of elephants. You peek through the curtains outside at the massive crowd that had gathered, thinking that many people might cause a little more damage than you wanted, but by tomorrow it'll be your maids' problem.

Raven brings the girls around the hallway to the top of the stairs just in time to see the accommodations. You revel in their dropped jaws and stiff posture, wanting to see the looks on their faces once you let the crowd in.

"Right this way, he'd like you to be at the front door to welcome the guests," Raven says.

"Guests? What the hell is going on?" Rainbow asks as they walk down.

"Yeah, dude. You never told us anything about this, what are you trying to pull?" Gilda asks as they make their way to you.

"Oh, I thought it might be fitting to celebrate your first day of employment. Your annoying pink friend was happy to help and invite all of her friends."

Rainbow Dash blinks in terror a few times before uttering out. "P-Pinkie...? A-all her friends?"

A devious smile forms on your face as you turn to swing the doors wide open. "Good evening, ladies and gentlemen!" you shout to the massive crowd populating most of your front lawn. Pinkie turns around from the friends she was talking to so she could meet you with an excited smile. "I apologize for the short notice, but I welcome you to Pinkie's... what was it again, dear?"

Pinkie bounces, literally bounces up the steps beside you and begins to shout. "Rainbow's congratulations-on-becoming-a-lowly-maid-for-the-richest-guy-in-town party! It's going to be the party of the century!" The crowd doesn't react much to Pinkie's exclamation, just a few unenthusiastic woos and anticipating faces.

"And all the alcohol you can drink!" you add. The crowd immediately erupts into a cacophony of cheers that would give a roaring stadium of sports fans a run for its money. "The foyer, kitchen, front yard, and pool you are all free to explore! Have a wonderful night, everyone!" You say, stepping inside to let the stampede of college kids in. Pinkie had since disappeared from your side and had appeared on top of the steps where a DJ table had been conveniently placed. The massive speakers they trucked in immediately begin to boom as she dances around her chosen DJ.

"You... You can't be serious," Rainbow screams out as the music blares throughout the house. She has to fight through the rampaging crowd just to get a word in to you as you stand beside the open door. "How did you even organize this?" Rainbow looks around, perplexed at the sheer size of what you'd constructed around her.

"I feel like we got off to a bad start, Rainbow, so I decided to give you a little surprise."

"Wha... but who's going to clean this up!?"

"Why you are, Rainbow. You did become my maid after all. But I'd like you to enjoy yourself for a night first."

"Wait, so you want me to have fun?"

You look over her head to see Raven telling Gilda what you expected of them tonight. Right as she's done you hear the crash of a nearby vase, and see Gilda's white head of hair scurrying off to it. "Of course, Rainbow, of course."

"Oh, I guess that's coo--"

"There is one thing, however," you say in time for Raven to squeeze herself through the mass of bodies to where you and Rainbow are standing. "I assume you have told Gilda of tonight's responsibilities?" Raven nods. "Then Rainbow should hear the same."

"Right. As per section 2, subsection 18, paragraph 9, clause 3, you are required to address any and all messes, spills, disturbances, or rule violations immediately upon seeing them. If you are caught ignoring or otherwise neglecting aforementioned duties for any reason, you shall be in violation of this clause and be subject to an extention of one week."

"Wait, what?! So I have to..."

"Clean up after our fellow party-goers? Yes. But these people are your friends, aren't they, Rainbow? I'm sure they'll be considerate of your responsibilities." You look up to see an open bottle of vodka fly across the room. By the looks of it, it was already half finished before it crashed into the ground with a ear-piercing shatter. Rainbow winced at the sound. You simply gave her your best ear-to-ear grin and patted her on the shoulder. "Better get to it. The night is young, my dear."


You stand over the foyer at the top of the stairs, reveling in the destruction before you. Only a few hours had passed since it all started, but already you could clearly see a few fresh patches of vomit, plenty of broken glass, and people throwing used plates and cups where ever they were done with them. An added bonus of not ordering trash cans.

Raven stands beside you, her hands up against her ears as she tries to soldier through the dreadful party. You look down at her wincing and give a knowing smile. After a stressful day you always know your loyal assistant will be there to have a little fun with, and she certainly has something to answer for tonight. For now you grab her by the waist and pull her close to you, relishing in the feeling of her breath catching in her throat. "Raven, my dear... I'm very disappointed in you for this morning," you say. Her curious expression as you pulled her in quickly turns to shame as she looks down and away from you. "I'll meet you in my office and we will discuss your situation."

She gives you a weak "Yes, sir" that you can barely hear before enacting her walk of shame back down the hallway.

The electric blue hair of the dj bobs up and down wildly beside you, and you quickly wonder how those violet glasses even stay on her. She's doing a good job of keeping everyone happy and preoccupied though, occupied enough that they don't even notice Rainbow scrubbing the floor furiously in the corner, momentarily sitting up on her knees to yell at someone who just threw a cup to the side, only for another to splash over on her. Curiously enough, she was standing around six other girls who echoed her sentiment and even tried to help her clean. A familiar frustration grows on her face and she throws down the little broom and dust pan in her hand. She gives a quick glance around before scurrying off to the kitchen with her friends in tow.

You head down the stairs and follow them as they trail their friend into the much quieter area of the house. The crowd isn't quite as dense here, but still dense enough that Rainbow doesn't even notice as you arrive to stand right behind the heads of her friends. You caught her saying something about how she had to clean a few hundred windows before she noticed you and cut herself off and froze in place.

"I was just picking up..." Rainbow's eyes darted around desperately for something to save her until she spotted an empty bottle out the window. "That glass outside! Yeah, that's it." She turns to leave, but you start before she gets her chance.

"So, these are the wonderful friends I've heard so much about. Though I believe we've already met," you say, nodding towards Fluttershy. She gives you a nod and a gentle smile.

"How is Lucifer doing? Is he finally getting over his sore tooth?" she asks.

"Oh, he is, dear, and he's been much more lively since you'd been over. I may never need to call a vet again."

Fluttershy blushes. "It was nothing. I'm not a vet yet so you really should get a second opinion, I mean, if that's okay with you."

"Nonsense, darling. Lucifer has never been happier. I'm sure he'll see no other, and my dogs are overdue from a visit from you as well."

Her smile widens at the compliment. "And Rarity, how is business doing? It's been a while since I've been to the shop."

"Oh, darling, it's been booming since your investment! I've had the money to start an entire new line, and even advertise it too. At this rate I'll have my own shop in Manehattan."

"Here's hoping, my dear," you say.

Rainbow's expression quickly turns bewildered. "...How?"

You raise on back. "How? Well, I believe in small businesses, Rainbow. If there is no pillar of the community we all crash down, don't you think, Rarity?"

"Oh, I could not agree more. I don't know where I'd be without our new mutual friend, Rainbow. I can assure you, despite your..." Rarity looks her friend up and down, "current arrangements, you're in very good hands."

"I'm not so sure," the girl to the right of Rainbow cuts in. The girl before you has long locks of red and gold hair, with catching some catching teal eyes to match. "Who dresses their workers like this? I mean, are you guys going to do a softcore porno too?"

You look the girl over, lamenting her atrocious choice of fashion. The garish leather jacket she's wearing is far from what you'd put her in. You clear your throat and put on a gentle smile to counter her. "As odd as it might seem, I thought a bit of embarrassment would go a long way into teaching Rainbow here her lesson. I'm sure you've all gotten to know her reckless side more than I have."

They all gave you subtle nods and looked away as Rainbow looked across all them. "Seriously, guys? You're gonna take his side?"

"Darling, you did destroy a large portion of his house," Rarity says.

"You also never told him you were sorry," Fluttershy adds before looking back down.

Rainbow throws her hands out in front of her in confusion. "What? I told him I was sorry like three times... today..."

"Well, if y'all did this to any of our houses, we'd be mighty pissed too. Considering the size of this place, I'm thinkin' you got off easy," the girl in the cowboy hat says. For what some lowly peasant's opinion is worth.

"The outfit is a little much, but they are kind of right," your mystery girl adds reluctantly.

"Ugh, I can't believe you guys!" The sound of someone vomiting sickeningly fills your ears from across the room. Rainbow lets off a groan and stomps off.

"I don't believe we've been properly introduced, my dear. You are?" you say, taking the leather-clad girl's hand in yours.

"Sunset, Sunset Shimmer," she tells you as you kiss her hand.

"A pleasure, Sunset." You give her your name in return. "Your friendly neighborhood billionaire, philanthropist, investor, entrepreneur, and Owner and CEO of a few international tech companies."

Sunset looks down and brings her hand back to her, rubbing it with her unkissed one. You want to say there's a blush on her cheeks but you can't rightly say because of the dark. "Yeah... I just, uh," she clears her throat, "I'm just trying to look after my friends. Normal employers don't parade their employee's bodies' like that."

"Well, I'm no normal employer, dear. Perhaps we can get better acquainted sometime so we can talk about employment methods." She doesn't answer you. It almost seems like she was afraid to meet your gaze. You give her a quick once over and can immediately see it in her eyes: the uncertainty, the defensiveness, the occasional pensive gaze back up at you. The protective type if you've ever seen one. She may become a roadblock to Rainbow's punishment if you're not careful. A quick mental note to keep your eye out for her is made in your head. People like her can be harsh enemies to deal with if they're not won over early.

"Well I will leave you girls to it, I hope you all have a wonderful night," you say and exchange the usual goodbyes. You stay around the wall for a moment and wait.

"I think he's taken a liking to you, darling," you hear Rarity say.

"Not every day a billionaire wants to get to know you, I guess," Sunset says. "I don't trust him though. You saw how he dressed up Dash. She looks like a stripper! I think he might want something more than just a maid."

"I think you're overreacting, dear. So he has some strange ideas about employee uniforms. Billionaire playboys are oft to do strange things such as that. If they didn't have strange and unique methods of leadership they wouldn't be so successful."

Sunset lets out a sigh and looks away from her friend. "I guess..."

"Oh, lighten up, Sunset. I've known him for a while now and he has been nothing but courteous. Consider yourself lucky he seems so interested with you. If for some reason you decide to pass up this chance of a lifetime, please do put in a good word for me. If you aren't going to take him I will," Rarity says with a sultry tone.

Sunset lets off an awkward laugh. "I'll keep you in mind," Sunset says before pursing her lips and looking around at her friends. "If he does do anything funny though, we still need to be there to stand up for Rainbow," she says, adopting a stern expression, eliciting a quick nod out of the girls.

"Of course, but I'm telling you, you have nothing to worry about. Isn't that right, Fluttershy?"

Fluttershy looks down as a light blush crossing her face, no doubt thinking about some of her own experiences with you. "He's been very caring for his pets, and he even donated enough money to the animal shelter to keep us from having to put any animals down for the next ten years," she says.

Rarity moves over and places a hand on Sunset's shoulder. "See? You have nothing to worry about. Rainbow's going to be thankful she chose this generous offer over a lifetime of debt. A week is no time at all. Now relax, dear. How about we go see that million dollar pool?"

Sunset takes in a deep breath. "Yeah, I guess. I'm still going to keep on eye on it though."

You let out a sigh of your own as they usher her outside. Things always had to be complicated, didn't they. You're sure it's nothing you can't handle, but the extra annoyance isn't something you want to put up with, all things considered. You weave in and out of the stumbling kids, careful not to step on anyone or any fresh vomit.

The loud music and constant crashing and tearing of all your meticulously placed decorations grates on you as you make your way up the stairs. It's about to time relieve some stress for the evening. As much as the thought of that brat having to clean all this up amused you, it certainly wasn't going to be enough to assuage you completely for now. Luckily, you have something else in mind. You start to unbutton your shirt as you make your way down the hallway towards your study. A wicked smile crosses your face. You have an assistant to punish tonight.

Night 1: Raven's Punishment

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You open the door into your office. The click of the door latch makes the girl leaning on your desk jump as she turns to face you. Raven gulps as you walk into the large, mostly quiet room. The distant beat of the music rumbles throughout the house, but it's big enough that you can't really hear anything from that side. You walk up to Raven and put a finger on her collar, not bothering to look her in the eye as you inspect it.

"Can you tell me why you're here and not asleep, my dear assistant?"

"I... I couldn't control them," she lets out softly. With your finger on her neck you could feel her heartbeat quicken. After how many times you've been through this with her, you're still surprised she gets so worked up and nervous.

"That's right, Raven. You failed to do your job. Do you remember the consequences?" you say as you trace your finger up her neck to her chin, bringing it up so she's looking you in the eye now.

"Yes... Yes, sir. Are we staying here?"

"Luckily for you, we are for tonight. Prepare yourself," you say with a little shove on her neck towards your desk. Raven gulps and turns around to face the window, her hands going up to the top button of her blouse to undo it.

You stand off to the side against the giant bookshelf that would otherwise be the wall and watch. She timidly slips her fingers along each button until she reaches the bottom, the moves her hand to the zipper on her skirt to pull that down as well. With nervous little breaths and the occasional anxious gulp, she strips herself down to just her underwear in front of you.

Once those are on the floor, she steps out of her shoes and reaches her hands behind her back to slip off her bra as well, revealing those perky little breasts of hers. You like to remind her that they're small enough not to really need a bra, but she likes to wear one anyway. Her fingers slide down her toned body to her underwear and slip through the waistbands for your favorite part.

Their are few things in the world more satisfying than watching your prey slip their panties down their legs for you. The vulnerable look in their eyes as they slide them down to reveal their most intimate parts, the uneasiness as they travel down their thighs and they have to bend over for you. Like a helpless little deer staring down a wolf. The little bends and steps out of the panties they have to make to leave themselves completely bare to you.

Raven takes a ragged, deep breath as she stands there in nothing but her pantyhose and collar for you. The blush on her face is unmistakable now. Her stiff figure awaits you, and you leave her with a few painstaking moments as you walk over and inspect her.

"I see the diet is going well," you tell her.

"Y-yes... yes, sir," she struggles to get out. She's more nervous than you thought, though you can't imagine why. She knows exactly what's about to happen, and it's not like she hasn't been through it a few hundred times.

You trace your hands down her soft skin, feeling the muscles tense in anticipation. You softly caress down her sides and across her navel. Raven's body slowly relaxes at your firm touch. For a moment she feels like she might start enjoying it.

You can't have that.

With a sudden jerk you shove her over your desk. Your lovely assistant let's out a frightened yelp as she slides across the mahogany before her thighs stop her at the edge. She winces from the force and tries to wiggle backwards so that her toes can find the floor again. You place your hand against her bare ass to make sure she stays in that precarious position.

"How many times does a failure to complete duties earn you, my dear Raven?"

Raven closes her eyes and keeps her head forward. Her body became rigid with anticipation again, and she crossed her feet beside you, letting them nervously pass over each other as she squirmed against your touch. "It's... It's ten."

"That it is. Now count them for me," you say as you rear your hand back. Raven flinches as soon as she can't feel your touch any longer, but you torture her with a few more moments of anticipation.

"As you wish, s--Agh!" she cries as the first strike hits her delicate, soft cheeks. Her breathing immediately quickens and she grips the other side of your desk hard. Her hanging legs try to swing up to let her feet protect her sensitive behind, but she knows better and stops them before they can instinctively swing up. "One..."

You strike her again, and again, and again. Your hand whacks her pale ass so hard that you can feel the harsh sting even on your own palm. After only four strikes the skin is already bright red, and she's squirming hard on your desk, fighting herself to keep from running away at the harsh hits.

You take a deep breath and smack her again, this time putting your entire weight into it. Raven outright screams at this one and climbs up onto the table slightly, her instincts making her want to sprint away. She's gotten good at fighting those. You can recall the first time you did this; it took her half an hour just to be able to bring herself back to the position after she scurried away for only five spankings.

She rattles off a weak little "five" before settling back down. She grimaces hard to try to control her erratic breathing. It isn't working very well.

You hold your hand up high and bring it down this time, letting gravity assist you as you slap down on your assistant's frail behind. Her thighs are starting to turn red as well where you had scraped down them with the violent slaps. Raven whimpers loudly and fidgets on your desk after each number she lets out. After a meek "eight..." you look at your hand to see a little damp spot on your palm.

"How many more do you have, Raven?"

"One..." she says, letting the number hang in the air for a moment. Her entire body flinches and her eyes shoot open wide, looking back at you desperately before she shouts, "Two! Two, I meant two, sir."

You walk around your desk and open up one of the first drawers. Raven winces and looks away with shame as you pull out your custom paddler. You hold it up in front of you with a look of pride. The wooden paddler had a firm leather grip and a lanyard to wrap around your wrist to make sure it didn't clatter away in the hardest of strikes. You run your fingers across the smooth, striped wood. The only imperfection is a small scuff at the top, a byproduct of your request for a few holes for more aerodynamic swings.

"Please, sir. I... I wasn't thinking cl--"

"Do you like it, Raven? It finally came in after I ordered it a few months ago."

Raven's expression quickly turns to fear as she squirms in place. You almost let out a laugh as she stares wordlessly at it. "Do you know what this wood is?"

"N-No, sir."

You run your hand along the smooth, stained wood. "It's from the Red Quebracho Tree, only found in remote areas of South America. The wood is extremely hard to work with; the hardness is actually where it derived its name. So hard in fact, that they had to decline my request to drill holes in it after going through six different bits," You say as you walk back around your desk. The locals shortened it from 'quiebrahacha'. Do you know what that is in spanish, my dear?" you ask her as you walk back around to the front of her desk, where her tender ass still shuddered at the thought of you coming near again.

"I... I don't. Please, sir, I promise it will never happen again. Just please do--"

You lean forward over her bare body, pressing yourself against Raven as you wrap your hand around her throat to shut her up. "It roughly translates to 'axe-breaker'."

Before she even knows what hit her, you let go of her and swing the paddle hard onto those delicate cheeks. She screams so loudly you're almost afraid that the party-goers might hear over the music, but you don't mind. Raven immediately shoots up at the intense pain, lifting herself on your desk with her arms and sliding her feet back to the floor. You simply hit her again in this new position. Two strikes it might have been, but you couldn't resist the urge to break in this new paddle.

With four more intense strikes, Raven instinctually tries to bolt away from you. The harsh slaps of the hard wood against her ass is leagues above what you could ever do with your hand, and you could see the panic on the poor girl's face because of it. You quickly catch her by looping a few fingers through her collar and throwing her back onto the desk. With your hand firmly holding her neck down to the mahogany, she can only yelp in pain as you continue to bring the paddle down.

Five, six, seven, eight, you count in your head, since Raven isn't really in a state to do that for you any longer. Each strike hits her so hard her glasses fall down her face before eventually flying off onto the floor. Panic is quickly overtaking her, and you can see tears running down her face with each harsh smack.

Finally, once you see a little stream of liquid pouring down Raven's thighs, you end the barrage and allow her to slink down off of your desk and onto the floor.

She places a hand over her mouth and closes her eyes tightly to try to fight back her own ragged breathing and muffled sobs. It had been a long time since you worked her this hard, and the bright pink marks your hand left on her ass had been replaced with a gnarly, dark red now.

"Oh, Raven. You made a mess," you say as you slip your hands under her armpits and pull her back to her feet. She doesn't seem to be in a state to worry about the darkened carpet underneath her. Her otherwise professional demeanor is completely gone now as she slinks forward into your grasp and cuddles against you like a scared child. "We're almost done."

You sit her down onto your desk and she gives you an intense wince in return. It may be a while before sitting doesn't hurt for the poor girl, and you are about to make it even worse. For a bit of respite, you walk around and pull out a rag from one of your desk drawers. She doesn't even move as you wipe down the insides of her thighs.

"I... I can't," she says through tears. She looks down at the paddle beside her and shakes her head, holding her hands close to her chest. "Please don't, I can't..." she struggles to get out.

"Hush, my dear Raven. The spanking is done," you say, putting a finger to her lips. You run a hand through her messy hair that her hair tie can barely contain after that onslaught, giving her a little bit of comfort at least. She gives you a weak nod and you lie her down gently onto your desk. Giving her ass some breathing room as you lift her legs up for her. "But we aren't done yet," you say as you undo the button on your pants and flip your cock out of your waistband.

Raven takes a deep breath as she looks down her strained body to see your member. Her quiet sobs quickly turn to soft coos as you rub it up and down her wet folds. You tease along the entrance, making Raven arch her back to try to ease you in herself. You quickly pull away from her, making her look up at you with disappointment. "No ma'am. That hole is a reward. You haven't been good enough to deserve that."

Instead, you let the head of your cock travel downwards, the wet arousal spreading around her tight anus before you force yourself in. Raven resists at first with a sharp little yelp, but she's been through this enough to make things easy on herself. With a grimace she takes a deep breath, then lets it out, letting her body relax against you. You hold her legs up for her as your hips move into her. The relaxed rectum easily lets you in, inch by inch, until your full length is buried inside her.

You smile and let out a groan of your own. Raven's body is still tight from the punishment you gave her, and her ass squeezes you tightly as you drag your length out. You savor the wonderful feeling and don't hold back with your thrusting, trying to get all you can before she relaxes even more.

Raven lets out a soft moan after her winces fade. She melts into your grasp as your cock slams in and out of her, filling the room with soft, wet smacks. You can tell she's still in pain since every hit makes her body jolt slightly. The red ass cheeks not taking kindly to you assaulting them again. Raven doesn't seem to mind much. The anal pleasure washing over her is more than enough to distract her from your previous punishment.

You stop once your dick has been completely hilted against her, and let her feel the little twitches as it pours precum inside her. Raven lets out a moan and squirms as her head falls back, trying to extract as much pleasure from the pounding as she can. You let your hand fall from holding up her thigh to her swollen little pussy, drawing a finger from where your cock is buried in her to her eager little clit. She shudders as your finger runs across it. She closes her eyes and turns her head, letting herself be whisked away by the pleasure as she does her best to fuck herself on you from that position.

You smile and quickly yank yourself out of her. She's a little too close to cumming for your taste. That's a reward she didn't deserve yet. Her eyes open and she looks up at you in disappointment. She knows better than to say anything though. She knows you give her what she deserves, and you know exactly what that is right now. You walk around your desk to where her head is, looking down on her with a predatory grin.

"Do you want to--" she starts, leaning up on her elbows to look at you with a loving little expression.

You respond by yanking her head back down by her collar so that she's lying on the desk again. With one hand on the back of her head and the other on her throat, you position yourself against her lips. The initial smell is enough to make her gag, but thankfully Raven keeps herself clean enough, and that's all she has to deal with.

Without hesitation, you hilt yourself inside her throat, barely giving her any time to gag as you do. You sit there inside her for a moment, enjoying the sight of her throat bulging. You can feel her collar squeeze against your dick. You flex yourself inside her throat just to revel in the feeling of putting pressure against it. After a few moments of enjoying her mouth, you pull out of her just as she starts squirming against you.

She takes in a quick, desperate breath. In any other situation you might think she'd just been drowning. You let her take in a breath this time to prepare instead of just going right in. With a deep breath she relaxes herself and closes her eyes, opening her mouth back up to you like the good little assistant she is. You eagerly dive back in, this time not afraid to grab her and forcefully fuck her throat as much as you desired.

Raven writhes underneath you at the feeling. Every now and then she'll let out a quick gurgle or choke that breaks up the wet squishes her throat makes as it opens for you. Tonight had been a good night, and you felt like going easy on her, relatively speaking. You fuck her throat hard, not giving her any break as you take as much pleasure from her as you can. With each full thrust, you can feel your dick sliding across her warm, wet tongue and down into her throat. Despite struggling to breath and her entire body wriggling on your desk because of it, the sweetheart still manages to close her lips around your cock and makes sure that none of her teeth dare touch you.

Her hands occasionally try to shoot up to your body to push you away, but she knows better than that. You smile at the fact that you don't even have to hold her hands down any longer. Your balls slap harshly against her nose and you can hear the muffled whimpers emanate around your dick as she struggles. You know she can hold her breath for about two minutes now, though it doesn't mean she doesn't still struggle with it.

You pound away, not caring to time how long you've been inside her. You can feel yourself coming close to the edge as little bits of her saliva get spread all across your groin and down your legs. You look down to see the bulge in her throat jump up and down to discover how red her chin and throat are becoming.

Raven lets out one last little cry as she squirms hard. The poor girl is even faltering on keeping her lips against you. Thankfully, for her sake, you feel yourself slip over the edge and the first of the strong convulsions of your cock let loose down her throat. You slowly slide out of her to place the next spurt on her tongue, then finally pull out all the way and lift up her face to make sure she caught every last drop. Raven takes in another desperate breath and closes her eyes as she chokes on the cum. She whimpers as the hot strings of cum completely coat her face.

Her body jerks around as she struggles to swallow the load in her mouth and breathe at the same time. Your hands hold her firmly in place as the last drops of your cum coat her. The massive load slowly slides down her cheeks and off her glasses. You're kind of impressed with yourself with this one. Your usual cocktail of supplements to keep your body in the best shape possible also has a fun side effect of producing these enormous loads of semen, ensuring that your assistant got as much as she could handle.

Once the last drop is out and you finally feel satisfied, you let go of Raven. She immediately drops into a coughing fit, letting her sweat-soaked, glistening body slide down off the front of your desk and onto her knees. Her hands shoot up to her throat as her body convulses into a coughing fit. She's so desperate for air that she hardly even notices as the cum drips down off her face onto her tits, and off her forehead into her eyes.

You clear your throat and fix your pants. You feel slightly better after taking out your frustrations. Now you can face tomorrow's maid training with a clearer head. You walk around and pat poor Raven on the head. "Get cleaned up, dear. We're going to bed."

Raven lets out a feeble "yes, sir" between coughs. You look down at her frail little body. Her face is still red and saliva coated most of the lower half of it. Her cheeks are coated with cum and her cute little tits are getting some of it too. You put a hand on her back and lean her forward to get a good look at her. Her smooth, pale back flowed into a nasty set of red bruises on her ass. Her anus is still open, looking battered and used from earlier, and her pussy quivers as you lean her forward on her knees. You'd have to give that a little more attention once she shapes up. It must have been a few months since you've given her any kind of release.

You lean her back and kiss her forehead before leaving your pet to clean herself up.

As you stroll down the hallway towards your bedroom, you can hear the chaos still erupting from the other side of your mansion. With your mind clear and your body relaxed, you let a wide smile cross your face after that last session. You have two more new pets to break in after all. This is going to be a good week.

Day 2: Trimming Fabric

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The feeling of a soft, eager mouth wrapping its lips around your cock wakes you up. You push your lush, expensive sheets back to greet Raven as she works away at her morning duties. You give off a long stretch and push your hips so you dive deeper into her mouth. On her own she only goes so deep for you, regrettably failing to wrap her lips all the way down at the base. It will do, at least. You let her go through the motions of gently fondling your balls and lapping away at your head. This early in the morning it usually isn't long before she gets her first taste of breakfast.

You run a hand through her unkempt hair, letting the long locks flow through your fingers as they wave around, unbound by her usual hair tie. She pauses for a moment once she thinks you're going to grab her, but you gentle push her back down instead. You got enough of that last night.

Without much hassle you let yourself cum into her mouth. She knows just how to serve you to perfection and it never takes too long to give her what she wants. Your thick load quickly fills up her cheeks, making her swallow the first spurts before you're even done. Once she coaxes out the last little twitch of your cock with her mouth, she gives the tip a gentle kiss and looks up at you with a smile. "I love you," she says softly as she crawls up your side to cuddle with you.

You give her a smile of your own and pat her on the head. "I know," you say before getting up out of bed to get dressed, dropping her unceremoniously on her own in the sheets. Once you've retrieved your clothes out of your closet, you take them over to get dressed by your window. You take a moment to appreciate your backyard. The finely-manicured lawn sprawls over quite a few acres, leading into a few gardens and the beginning of the forest behind your home. The gentle, rolling green is a nice sight, at least until you spot a few of the college kids passed out in the grass in piles of their own vomit.

"What time is it, Raven?" you say, looking back at your assistant.

Raven leans over and gets her glasses off of the nightstand along with her hair tie. She sits up in bed, a little disappointed frown on her face as she puts them on and pulls her hair up. Along her tight, naked body your eyes trace down her sides to see the red marks still plainly visible on her behind.

"It's seven in the morning, sir. The time you requested I wake you up at."

"Good girl. Get dressed, would you? I believe we have two maids to attend to."


You'd be angry if you didn't do this on purpose. As soon as you cross the wall of the hallway to reveal the foyer, the smell is the first thing that hits you. Alcohol and vomit assault your senses so harshly that you have to blink a few times and swallow just so that it doesn't affect you. If the smell isn't enough, the sight of it is even worse. It doesn't look like there's a single wall that hasn't been defiled in some way with various liquids or scratches, and most of your decorations have been torn apart or smashed. There are quite a few patrons still slumped over tables or passed out directly on the floor.

Among them are Rainbow Dash and Gilda, the former asleep in the partially-deflated bounce house covered in grime with cuts showing through her white gloves, and the latter slumped over a pile of trash bags filled to the brim with refuse. You can already tell one maid is a little more motivated than the other.

"Raven, be a dear and get the megaphone, won't you?"

Raven nods and runs off, only to be back a few moments later with your requested tool. You crank it up to its highest volume and leave it on for a moment, letting the reverb build to a harsh, high-pitched reverb noise that even Raven had to close her ears at. Once all of the guests had been forced to acknowledge your presence, you bring it up to your mouth.

"Good morning all! I trust you had a wonderful time last night. However, I must now ask you to leave. You have a ten minute grace period after which, we release the hounds," you say before handing the megaphone back to Raven.

Most of them jolt up right away. They groggily rub their heads or look for lost clothing and eventually make their way out of the front door. The ones left outside would have to fend off your dogs though. They hadn't had any good play time in a while though, so you figure it's overdue.

Gilda sits up and puts a hand to her mouth, trying to stave off her own vomit as she looks around at the piles around her. She quickly scuttles away on all fours until she finds a safe spot. You make your way down to her and greet her kindly. "Had a good night, I presume?"

"Dude, are you fucking serious? We spent all night trying to clean up this bullshit!" she gets up to her feet, walking over to you practically growling with her fists balled up. "If I have to see another dweeb's pile of vomit I'm going to--"

Raven clears her throat and steps in front of you. "Idle threats are covered in section eight, subsection five, paragraph three. They are punishable offenses and do not get warnings," Raven says sternly, to the angered girl in front of her. Gilda steams and glares at her for a moment, at least, as much as she can in her extremely fatigued state. For a second you're sure your assistant might just get another whack. Gilda grits her teeth and looks back up to you instead.

"Now, my dear. What was it you were going to do?"

"I was going to clean it up. If I saw another pile of vomit, I would clean it up," she says as she narrows her eyes and tenses her muscles at you. The once light touch of purple eye-shadow was now replaced with dark bags of exhaustion. Despite the threatening body language, you have to admire the girl's physique even in her slumped-over state. She's obviously an athlete on a tier of her own, and the revealing outfit does a great job of showing you.

"Wonderful, Gilda. Why don't you get your friend to help you. She looks like she slept well enough," you say, motioning over to Rainbow still dead-asleep in the bounce house. Gilda's anger only grows at the sight. You're fairly certain you know why, but you decide to let them sort it out for themselves.

With a huff Gilda climbs up into the bounce house and lifts Rainbow up by her collar. By some miracle she's still asleep even after that. With a harsh smack across the cheek, Gilda rectified that.

"Ow, what the heck, G? What was that for?" Rainbow asks, holding her newly-red face as Gilda let her slink back onto her knees.

"Get the fuck up. I'm not doing this by myself like la--" Gilda pauses for a moment and looks over to you. Her anger immediately drops. "Just get up. Let's get this shit over with." She says as she hops out of the bounce house.

"Just a few more minutes and I'll be right there, G, promise," Rainbow says as she slumps over back into the comforting pillow of air. Gilda turns red at the sight and clenches her fists so hard you're afraid her gloves might just pop.

"I'll let you two sort it out amongst yourselves. Breakfast is in two hours."

Gilda stomps right back into the massive plastic monstrosity and grabs Rainbow under her arms to drag her out. Rainbow does little more than letting out a groan as her friend carries her out onto the floor. How she got a job in the first place with the electric company you'll never know.

You turn around to leave to take care of your own business for the day, but not before putting a hand on your assistants shoulder. "I expect better today. Do you understand."

Raven gives you a quick, almost desperate nod. "Of course, sir. There'll be no trouble today," she says as professionally as she can muster.

"Good. I'll be back to check on you soon."

"Oh come on! Let's just sweep it out the front door or something," Rainbow says as Gilda drags her over to a pile of refuse in the corner. Raven let out a sigh and reluctantly walks over to them to correct that line of thinking.


You open the door to the dark, cool room at the other end of your house. The massive wall of monitors that surrounded three sides of the room painted the control boards below them in a soft blue light. Across each monitor you could see every single room in the house, as well as the outside sections of every portion of the property.

You wrinkle your nose at the disheveled college kids still lying about your yard. Some guests truly had no manners. Nothing that a quick button press couldn't solve. You walk over and lightly tap on the red button with the label "release the hounds" on it, fully embodying your inner Mr. Burns.

Your eyes dart over to the kennels where the electric locks pop off, waking your boys out of their morning slumber. The four sleek, muscled german shepherds slowly rise to their feet. With no owner to command them out of their cages, they know exactly what it meant. They walk forward out of the cage for a moment, sniffing around the dirt before they catch a whiff of their targets. The second the strongest of the pack caught a whiff and bolted off, the rest of his brothers soon followed. You can almost hear the vicious barking from there.

The sound is enough to stir the guests on another monitor. They groggily bring their heads up out of the grass to see what's going on and where the harsh barking is coming from. That slow, sleepy movement is quickly exchanged for panic screaming once your dogs cross onto the screen. You laugh as they take their first bite out of their prey, tearing off random bits of clothing until their targets had been completely chased out of the yard. They stop at the fenceline once one guest had been run off and quickly sniff around for their next target.

Their little chasing session goes on for almost twenty minutes until every last person had been chased off the yard. Finally, the catch a sniff and sprint off towards the pool on the east side of the property. Your eyes look over to the monitor to see Rainbow and Gilda picking up trash around the pool and scooping empty bottles out of the water. Raven is standing professionally at the side of the pool, holding her clip board and pointing over at Rainbow to direct her on something.

Panic soon overcomes both of your new maids as the dogs sprint into the frame. Rainbow, who had been holding the pool skimmer, quickly throws her tool to the ground and jumps directly into the pool. Without a target your dogs immediately run over to Gilda until she dives in after them as well. You let out a little chuckle. Bold of them to assume your dogs can't swim. All four of your boys then turn their attention to Raven.

All four of them bound towards her with reckless abandon, still barking their vicious war cry and snarling hard. Raven knows better and refuses to budge at their display. Both Rainbow and Gilda, despite their previous disdain for your lovely assistant, come up to the surface with looks of terror on their faces. They must be convinced they were about to witness the poor girl get torn apart.

Instead your dogs skid to a stop in front of her and sit patiently at her feet. Both Rainbow and Gilda's jaws drop as Raven reaches forward and goes between each of them to give them a quick pat on the head and a treat that she pulls out of a bag in her waistband. She waves them over and gives them a command, and all four begin their light trot back to the kennels.

The shock on both of your maids' faces is satisfying even from here. Raven turns back to them like nothing happens and barks some order. Both of them reluctantly wade out of the pool to get back to work.

You get up from your chair and hit the button to close the kennels once your boys had returned back home. You breath in and a satisfied smile crosses your face. It's a rare occasion you get to enjoy that sight. Unfortunately you had other business to take care of for your company for the rest of the day, but plans for your evening fun quickly formulated in your head anyway.


The sun hangs low in the sky as you pull back into your driveway. You loosen the tie clinging to your neck as you pull your Reventon up into your garage and put it in its usual parking spot along with the other ten cars you kept on this property. On any other day, you might decide to relax after work with a high-speed drive through the Canterlot hills. Today though, you had new pets to attend to.

Speaking of which, a very, very dirty Rainbow Dash opened the door to your garage as soon start away from your car and towards the house. You raise an eyebrow at her while her jaw drops and she gawks at your collection. Her uniform is stiff from drying out of the pool water, and little splotches dotted every white portion of it. Her hands and upper arms have little cuts on them from picking up broken glass, and the circles under her eyes tell you she had a few less naps than she was used to. She still managed to gawk to her heart's content, however.

"How the... These are amazing! How did you--"

"What are you doing in here, Miss Dash? Did Raven tell you to come here?" you ask sternly.

Rainbow breaks her gaze away from the nearby Viper and back to you. "Oh, no. I ducked Raven. She's a total drag," she says with a roll of her eyes. "Besides, I just wanted to talk to you."

You cross your arms over your chest and lean on the hood of your nearest car. "About?"

"Well, this whole maid thing seemed like a good deal and all at first. I mean, I wouldn't have to pay anything and all I'd have to do is do some rich guy's laundry and dust shelves or whatever, but this stuff is totally lame! This is the hardest I've worked for any dumb job in like, ever," she tells you.

"You signed a contract, my dear. You know the consequences of breaking it. Besides, it seems you could do with a bit of... discipline," you say, looking over her poor posture and unkempt hair. Something about this girl brought such intense ire in you. The disrespect, the entitlement... someone had to teach her to take some responsibility.

Rainbow Dash narrows her eyes at you and clenches her fists for a moment, but she thinks better of it after last time. After letting out a sigh she starts again. "Can't we just work something else out? There's no way I can get this stuff done in a week. We're gonna be here for months trying to clean up after this party."

"I've outlined my terms. What else could you possibly do to earn back your half a million?"

"Ugh, look, I know I screwed up big time. Can't I just suck your dick or something?" she asks with slumped shoulders, shaking her head looking up at the ceiling with annoyance.

You're taken aback for a moment. You didn't expect that one. At least not this early. "Hmm. I'd consider it."

Rainbow raises an eyebrow and a light blush forms on her face. You suspect she didn't think that'd actually work. She clears her throat and tries to keep from stammering. "I mean, I don't think anyone wouldn't want a piece of this, so I don't blame you. Heh..." she says as proudly as she can.

You sit there and look at her. The silence and your gaze are quickly making her uncomfortable despite her showboating. "Well?"

"So, I just, uh..." she says as her eyes trace down to your crotch.

"At least take those filthy gloves off, dear."

She reluctantly complies and timidly walks forward to you. Her blush gets darker by the second as she drops down to her knees in front of you. She sits there for a moment like a deer in headlights as she looks forward at your belt. "Have you ever actually done this before?" you ask with a hint of annoyance in your voice.

Rainbow glares up at you with a cute little scowl. "Of course I have! I give the best blowjobs in Canterlot. Guys would kill to get with me if I ever gave them the chance."

"Well then? I'm waiting."

Rainbow clears her throat before her eyes drop back down to your crotch. "Right..."

Her hands are shaking as they undo your belt and slowly pull down your zipper. The soft fingers timidly explore under the waistband of your underwear until they feel across your warm shaft. Rainbow jerks back for a moment as she feels it for the first time. She gulps and takes a deep breath, whipping your member out quick to get it over with. Now that your full length is hanging in front of her face, her eyes go even wider now that she realizes the gravity of the situation she just got herself into.

Rainbow slowly and carefully wraps her hand around your limp shaft and tugs her hand along it with all the tact and grace of an angry bull. She holds it like she's afraid it's going to bite her. You let out an annoyed sigh, eliciting the nervous girl to look up at you with another scowl. "Just chill, okay? I gotta get warmed up."

"For a blowjob?" you ask with a raised eyebrow.

Dash gives off an annoyed grown of her own and decides to get it over with. She opens her mouth wide and forces herself down onto it. You're actually surprised she made it all the way to the base on the first time, though it may have something to do with your lack of an erection. She immediately gags on it and tries to pull back, but you put your hand on the back of her head to stop her. If she's going to do something in this house, she'll do it right.

You give her a bit of slack as your cock hardens in your mouth. Her blush covers her entire face now and her entire body looks stiff underneath you. Her neck stiffly moves back and forth as you loosen your grip enough to let her work. Your dick enjoys the attention but you have a hard time getting into it. Raven's skilled mouth had spoiled you and despite Rainbow's bold claims, she sucks like a beginner.

You guide her head up and down on your cock, enjoying the little whimpers she lets out every time you end up gagging her. Her hands rest on your thighs and they give you a little push every time she gets scared she might be taking too much. Her timid reluctancy makes your cock twitch in her mouth, giving Rainbow her first taste of precum as you slide it across her tongue. She closes her eyes tightly as you coax to take in more with each stroke.

Dash's heartbeat pulses on her tongue. The rapid rhythm of it pulsed so hard you could feel it pretty clearly. Despite the otherwise brash and confident girl's approach, you could tell she's never done this before. Taking her oral virginity gives you enough satisfaction to push you close to the edge, despite her meager attempts to please you.

You slip your cock out of her mouth, leaving a strand of saliva hanging off of her lips. Dash takes in a deep breath and looks up to you with her mouth still wide open and her face bright red. She knows she's not done as she sits there waiting for you to command her.

"Put your hands behind your back," you tell her. Rainbow closes her mouth and swallows nervously and reluctantly lets her hands fall off your thighs and behind your back. "Do not under any circumstances move until we're done. Do you understand."

Rainbow nods with a weak "mhmm" as she tries to swallow the odd taste on her tongue. You grab her hair and twist it around your palm with your other hand on her neck. You had other plans tonight and wanted to finish this off.

You ease Rainbow back onto your cock. For once she readily complies with you by opening her mouth and letting you easily slide yourself inside of her. You shove your cock all the way down her throat to the base again. She gags and her body jerks forward with the weak choke. Her arms try to bring her hands up to stop you, but she stops herself and eases them back down. Good girl. She's going to make a good pet.

You grab her head hard and use it as your own personal, living fleshlight. Rainbow's little chokes and the sounds of you sliding through her throat echo through your garage, as well as her little whimpers as she struggles to keep her arms behind her back. The little sounds bring you even closer to the edge, and looking down at her desperate, scared eyes as they look back up to you is enough to do you in.

You close your eyes and let off a groan and hilt yourself inside Rainbow's throat as your cock convulses out the first spurt. You slowly pull away after each consecutive jerk in her mouth, making sure to leave a thick string of it along each section of her tongue before you're finally done. Her warm, soft mouth is enough to make you want to hold her like that for a while, even if she's nothing more than some amateur. You look down to see the head of your cock just barely slipping into her lips, and her eyes closed tightly as she lets off little chokes. Trying to swallow one of your loads is no easy feat. Especially for a beginner.

You finally decide to let her go and she immediately brings one hand up to her throat and uses the other to support herself as she leans over and sticks her tongue out. "Do all guys cum that much?" she asks incredulously between coughing.

With a quick zip of your pants, you stand up off of the hood of your viper and brush yourself off of any filth she might've transferred. "I don't know, Rainbow. You tell me. You did say you gave the best blowjobs Canterlot."

Rainbow lets off an annoyed little groan, then turns to look over at you while still on her knees. She swallows the last little bit on her tongue before saying. "Alright, can we go now?"

"Who said anything about you leaving?"

Rainbow's eyes go wide at that sentence. She looks to you with her mouth hanging open, then looks down and around, as if she's searching for something to tell her you didn't just say that. "But you said--"

"I told you I'd consider it. I've considered it. One first-time blowjob from some bratty amateur is hardly worth even a fraction of what you owe."

Rainbow Dash closes her eyes and grits her teeth. Once she opens her eyes the anger is quite apparent, but this time she manages to keep it under wraps. "What do you want, then? If you want to fuck let's just get it over with," she says through her teeth, not able to look you in the eye.

"I want you to stick to your contract. You may get through life flaunting that vapid tomboy sexuality elsewhere but it isn't going to get you out of this."

Rainbow looks down at the concrete like someone just hit her and spat on her. You guess she seldom has to deal with not getting what she wants. She lets off a frustrated growl then picks herself up off her knees and dusts her skirt off. "Ugh. Fine. Just... please don't tell anyone about this, alright?"

"Why? You don't think Gilda would get a kic--"

"No!" Rainbow shouts, startling you both. She stammers for a moment before looking back up to you. "I... I mean, she doesn't like hearing about that kind of stuff. She hates sex talk, haha. Super prude, I mean the prudest girl I've ever met. Definitely shouldn't say anything to her."

Well now you know the first person you're going to tell about it. "Good to know you're trying to hide something, my dear."

"Wait!" she says as she lunges forward before you can turn around. "I'll do whatever you want. I'll clean your floors, do your laundry, clean up vomit, whatever. Just please, don't tell Gilda. Please..." her harsh, violent eyes quickly turned to desperate pleading, like a little girl begging you not to take away her favorite toy.

You give her a small laugh. "If you can behave yourself, you have nothing to fear."

Rainbow breathes a sigh of relief. "Thanks..."

You turn away from her back towards the door. "Tell Raven to set the table for four tonight. I'll be down to dinner as soon as it's ready."

"Four? Who are you--"

You turn back to her with a stern look. Rainbow goes stiff then slinks past you with a sheepish smile on her face. "Right. Table for four, coming right up, boss," she says before darting off.

Before you follow suit your eyes trace back up to the little black orb sitting on the ceiling and a devious smile crosses your face. Smile for the camera, Dashie.


After the stress of dealing with work, dealing with more of it in your office sounded none too appealing. The dull drone of the clock on your wall is more than enough to bore you to tears. The paperwork on your desk could wait, since you did have two new toys to play with after all. Despite the early hour, you decide to stroll down the hallway to the dining room to check on your new maids. It's always interesting to see new work patterns develop in such unskilled laborers, after all, and from what you could tell Raven is doing quite a fine job with them.

You push open the dining room doors to find but two sets of silverware lying out instead of your requested four. You let out a sigh and pinch the bridge of your nose. One simple request and she couldn't even do that much. You make your way into the kitchen and give your incompetent little servant a raised eyebrow. Both of the girls are hard at work on their current dish and hardly even notice you between Raven's orders. Rainbow turns around to grab a knife just to see your disappointed gaze.

"No way, it's not my fault this time!" she pleads. "I told Raven you wanted four but she wouldn't believe me."

It's Raven's turn to stammer now. "Wh-what? Sir, did you tell her--"

You cut her off with a laugh. "I sure did, Raven. I sure did."

Raven quickly drops her clipboard on a counter and walks up to you with those sad, desperate eyes. "Sir, I am so sorry. I didn't think she was being serious. You know I only take orders from you. I didn't want them to tri--"

You hold up a hand to stop her. "What are you doing, Raven?"

She looks down to the floor like a scolded puppy. "Making excuses, sir..."

"That's right, my dear. I do not accept excuses, only solutions. Now, set the table correctly."

Raven gives you a curt nod. "Right away, sir," she says before turning over to the girls. "Gilda, please retrieve the--"

"Raven? Who did I just give that order to?" you say, making your poor assistant actually jump as you cut her off.

"M...Me?" she asks as she timidly turns back to you.

"Yes. I asked you. I did not ask Gilda. I asked you to properly set the table. And since you've decided to try to delegate your direct orders you will also be serving us dinner tonight."

Raven goes stiff and tries to stammer out a response in front of you. Gilda lets out a quick "ha!" at the display of her boss getting put in her place now. Raven scans across the floor, seemingly looking for something to say. You tap your foot as you stare her down.

"Well? What exactly are you waiting for, Raven?" you say in an annoyed tone.

"N-Nothing, sir. I'll get to it right away," she says as she hurries off to the drawer to avoid your ire. Rainbow giggles in the background and sticks a tongue out at her.

"Rainbow. Gilda. Come over here, would you?" Now it's their turn to go stiff. They soon drop their amused expressions and taunts towards your assistant as they carefully make their way over to you, trying to seem as innocent as possible. "Considering the scope of the damage that occurred last night, I'm actually quite impressed at the amount of work you two have gotten done today. I've decided to treat you to your own cooking tonight. If you'll follow me I'll show you to your quarters. I expect you to clean yourselves before I allow you at my table," you say, looking over their grimy, tattered uniforms.

"Do we have to put these back on?" Rainbow says, lifting up her skirt slightly to show off the dirt and various fluids staining it. She looks down at her uniform with a grimace, completely forgetting how she just gave you full view of her cyan panties.

"No, my dear. In your quarters I have several extra uniforms. Put them on and meet me in the dining room once you're done."

"Sweet," Rainbow says as you usher the two out. You catch her sticking her tongue out as Raven as she tries to gather her utensiles. Raven gives her a frown back and you shake your head. Such juvenile displays.


You sit at your long dining room table, looking over the dark red table cloth and all the decorations adorning it. You thought you may have to change the arrangement in the center, as under the wrong light it could clash with your chandelier, but you'd save that for another time. For now you tap your fingers on the wood, impatiently waiting for your guests to arrive as Raven puts on the final touches to the table. She's adamantly avoiding your gaze, making quick, embarrassed glances over to you to see if you're still looking at her with that planning expression. The consequences of her actions are surely filling her imagination and making her heart sink more by the second.

She passes into the kitchen once more and this time you decide to follow her in. You catch her standing in the middle, a finger up to her earpiece and telling whoever it is to give them a moment. You put a hand over her arm and she immediately jumps. Her head turns over and she gulps as soon as your eyes meet.

"You were doing so well, my dear." Your eyes drop from hers and down across her nervous body as she turns to face you.

"I'm so sorry, sir. I didn't think Rainbow would be--"

You put a finger up to her lips. "Shh, my dear. Your punishment will come soon enough. Besides your past two transgressions, you've been doing quite well these past couple of weeks. I might just see fit to reward you for that."

Raven's face lights up like she's six and you just took her into a candy shop. "Really?" she asks you with her adorable, excited little smile.

"If the rest of the night goes well, yes."

She struggles to contain her excitement as her otherwise professional demeanor dissolves into a giddy little schoolgirl attitude. "Everything will be perfect, sir. You have my word."

"Wonderful, my dear. The girls should be down soon so be prepared to serve us once we're seated."

"Of course." Raven clears her throat. "There is one thing, however..."

"Oh?"

"Fluttershy is at the gate, sir. She says she's here to check on Lucifer and the hounds. What would you like me to tell her?"

You raise an eyebrow. She isn't supposed to be here for another week. "Let her in and invite her to dinner. I suppose I can entertain her for the night."

Raven pauses for a moment as her smile fades. She opens her mouth and looks over to you like she wants to ask you something, but seems to think better of it. She sighs then straightens up her posture to her usual professional demeanor. "I'll...I'll set the table for one more, then."


The air is tense for Rainbow Dash tonight. Despite her teasing of your assistant earlier, she fidgets in her seat nervously, not wanting to look anyone in the eye. She occasionally looks over to Fluttershy to check if she's still looking down at her salad, then looks back over to you to see that sly smile. Gilda is busy enough terrorizing Raven to notice.

With a wave of her hand Gilda slaps a fork off her side of the table as Raven walks by with a platter full of the second course. Raven sighs and sets it on the table long enough to bend over to pick it up for her, just in time for Gilda to spill some water across her head. "Oops," she says with absolutely no sincerity.

Raven gets back up with a huff, brushing the excess water off. She knows better than to say anything back as she grabs the plates off the platter to serve. "How's it feel, you pretentious bitch?" Gilda asks with a satisfied smile.

"So, Rainbow, Why don't you tell Fluttershy about the day you had?"

Rainbow glares over at you for a moment before putting on her best sheepish smile to look back over at her friend. "Oh, you know. Just cleaning up after the party and all. Nothing really exciting. Just picking up trash and cleaning up vomit. Yup. That's all that happened. Definitely nothing else."

Gilda raises an eyebrow at her. "Except the part where we almost got devoured by german shepherds?"

"Yeah, that was fun. Lots of fun. Let's talk about that," Rainbow spouts out nervously. Gilda looks over at her with a raised eyebrow like she just grew another head or something.

"Are they not listening as well again?" Fluttershy asks softly.

You wave her off. "Of course not, my dear. You trained them quite well. They didn't give Raven any trouble at all when she ordered them back into their kennels."

A subtle, proud smile crosses over Fluttershy's face. "That's wonderful to hear. I was afraid it might have been too long since their last training session. I... I came over to check on them, and Lucifer... if that's alright with you."

"Why so soon?" you ask, trying not to be threatening.

Fluttershy is still a timid soul, however, and your question is enough to make her visibly nervous. "I... um... I just... if you don't mind that is... wanted to make sure they were doing fine."

You smile to yourself. Likely story. "Well, after dinner you're free to check on Lucifer. The dogs I'd ask you to wait until morning since they had quite the day today chasing off trespassers."

Fluttershy gives you a gentle nod. Your eyes turn back to Rainbow. You aren't going to let her off that easily. "Rainbow, my dear, why don't you tell Fluttershy about your new routine? Your friends seemed quite uncertain about it last I spoke to them, and you must've had... quite the exciting day today," you say, looking over at her with a sly smile.

"That was a really big party... did it give you much trouble?" Fluttershy asked softly.

Gilda raises an eyebrow at Fluttershy this time. "Are you serious? We've been completely--"

Rainbow slaps a hand over Gilda's mouth as her sheepish smile grows even larger. "Oh, no trouble at all! We'll get this stuff done in no time. Right, G?"

Gilda pushes Rainbow's hand away from her. "The fuck is wrong with you tonight?"

"Nothing! Seriously. Everything's just fine. Isn't the lamb great, Fluttershy? Gilda and I cooked it ourselves," she hurried out.

"Um..." Fluttershy says, looking down at the salad Raven made specifically for her instead.

"Right, uh..." Rainbow looks around the room for something else to start a conversation about, conveniently avoiding your amused gaze all the while. This might just be easier than you thought. You take the last few bites off of your own plate then get up from the table, making everyone look over to you.

"Well, I'll let you three catch up. I have other things to attend to for the night. Gilda, Rainbow, I'm sure you know what time I expect you working at," you say, met by a roll of Gilda's eyes and then a nervous nod from Rainbow. "And I'll meet you in Lucifer's enclosure once I'm done, Miss Fluttershy."

Gilda finally breaks the silence as you walk away. "Uh, does he have a demon as a pet or something?" she says to Fluttershy, prompting a relieved sigh from Rainbow Dash as her friend happily explains away.


The sun had finally decided to set and thankfully a good chunk of the work piled up on your desk went with it. You decide to slip away from the mundane life of business decisions into your security room for a while. The room is cool and quiet as you open the door. The buzz of the blue monitors is the only sound humming across all the panels. You pull up a chair to one side of the wall to see Fluttershy running a hand across your pet anaconda's head. You shake your head as you notice the band around his mouth is gone. Not even you would have risked going in there with him like that, but you've watched Fluttershy do this dozens of times. If you hadn't known already how good she was with him, you'd have thought her suicidal.

Your eyes flick to one of the hallway monitors to see Rainbow and Gilda heading back to their quarters for the night. Their mouths are moving casually along with the errant hand gesture. Once they cross the threshhold into their room, you flip a switch on the console and a speaker buzzes to life and tunes in on their voices talking to each other.

"So did you get drugged or something?" Gilda asks.

Rainbow turns her head and raises an eyebrow. "Huh?"

"Look, I know you're probably hating this job as much as me, so what was all that with Fluttershy?"

Rainbow gulps, then looks around the room for her convenient excuse. "I was just... you know... trying to get on good terms with him. If he likes us he's less likely to torture us with all this extra work, don't you think? After that party I'm sure he has even more planned if we don't do what he wants."

Nice save, Rainbow. Gilda shrugs. "If you say so. I guess it makes sense, but I'm not about to suck up to some rich snob and his prissy little bitch of an assistant."

"Heh, yeah, she is kind of a bitch, isn't she?"

Gilda rolls her eyes and throws herself onto her bed. "God, what a pathetic life she must live. Being masters perfect little pet and only getting to have any fun when she bosses around people like us. If I ever end up being like that just do me a favor and put one between my eyes," Gilda says with an accompanying finger gun up to her temple.

"Will do," Rainbow says as she inspects her own bed for a moment. She turns back to Gilda with a coy grin on her face. "You know... we have a whole room to ourselves now and it's not like anyone's gonna bother us for the night."

Gilda adopts a sly smile of her own. "Heh, guess you're right. After today I could use a little stress relief," she says as she gets up off of her bed and walks over to Rainbow. Gilda slowly slides her hands along her friends hips and brings her closer until they're both pressed together. She looks down at Rainbow lovingly as the smaller girl leans up on her tip toes to steal a kiss. The two let their tongues dance together for a moment before Gilda breaks it.

"Why does your mouth taste so weird?"

Rainbow goes dark red and her eyes go wide. The classic deer in headlights. "I... uh... used a weird sauce for dinner. I didn't really like it either." You let off a quick chuckle. How kind of Rainbow to share your seed with others.

Rainbow quickly leans back up to kiss Gilda as deeply as she can before she questions anymore. Her hands dart around her girlfriend's uniform to unlace as much as possible and peel the fabric off her taut body.

That's an interesting development. Rainbow decided to bring her lesbian lover to get caught up in her problems. Your head is already formulating new and exciting plans at the twist as you watch them strip down to nothing but their bare bodies and let their tongues trace across each other.

Soft coos and relaxed moans fill the speaker as they kiss around each other and trade sexual favors. After a few minutes of watching Gilda is sitting on Rainbow's face with a predatory grin, looking down at her girlfriends clit as she furiously rubs it.

"Sir, are you ready to-- oh my..." Raven says from behind you. You look back to see her dressed up and ready for her own sexual adventure. Her long, brunette hair is missing its usual tie and hanging down across her back and shoulders. Her face is also absent of her glasses, but adorning an uncharacteristically bright shade of lipstick. Her body is adorned with lace and fabric, conveniently skipping around her most intimate areas to give you a full view, and she'd decided to put on a pair of silk evening gloves and thigh-highs for the evening.

"I certainly didn't expect that either. Did they seem particularly close when you were supervising today?"

Raven blinks a few times. "No... certainly not that close, at least."

"Hmm." A grin crosses your face as you watch Gilda arch her back and cum onto her girlfriend's face. The display put you in the mood for something you hadn't sampled in a while. Your eyes darted over to Fluttershy standing in Lucifer's enclosure. She knew exactly what she came over here for, and who are you not to give it to her?

"Stay in the closet for tonight, Raven," you say coldly.

Raven looks like you just slapped her across the face at that. "But... you said we'd--"

"And what did I just say, my dear?"

Raven lets out a sad little sigh. "Yes, sir. Of course, sir."

You look back over to the monitor to watch Fluttershy. Sweet, demure Fluttershy. If only her friends knew the truth about their soft-spoken animal lover. You smile and get up from your chair. Some things might be better kept in the dark. "Get me an extra collar, Raven."

Night 2: A Shy Little Beast

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You open the door in to the dark, humid room. The decorated stone walls all had individual glass panes that blocked off the shadowed enclosures. Despite the palpable humidity in the air, the entire atmosphere is still cool, leaving the secluded room at the back of your house with a murky feeling to it. You shut the insulated door behind you and look forward to the massive glass pane that separated the room. Within it, Fluttershy is knelt down and running her hand across your prized anaconda. Despite the fact that the beast in her grasp could completely devour her if it wanted to, she caressed the creature's head like he was just some puppy.

Lucifer waves his dark red and black body through the massive water pool you had set up for him, presumably to crawl himself closer to Fluttershy. The sticks and debri from the rest of his cage quickly wash off of him as his powerful body thrashed water around the pond. Fluttershy says something to him you can't quite make out, then perks up once she sees that you've come in finally. She wipes a bead of sweat off of her brow and reaches into her pocket to put the band back around his mouth for you. Despite the cool outer temperature, during the day you had on bright lights to simulate the sun for your pet, and you know personally how unbearable the atmosphere can get in there.

Fluttershy gives Lucifer one last pat on the head before walking out of the side door back into the main room. Your snake decides to retire for the night into a nearby bundle of branches right before Fluttershy dims the lights for him.

"I trust your visit went well, my dear?" you ask her just as she closes the side door behind her.

"Oh, it went wonderfully. He's looking very healthy for a snake his age, though I think it's almost time for him to eat," she says as she settles in front of you, a soft smile on her face.

"I'll be sure to order some of his favorite. The butcher from Appleoosa grows the biggest and fattest pigs you've ever seen. He can't get enough of them," you say as you look back over to your pet.

"Oh... well, I'm glad he's happy at least," she says in that soft, worried voice of hers. You walk closer to the glass and she eagerly follows to stay close beside you.

You look over to her for a moment. Her hands are idly playing with a lock of her long, pink hair, and as soon as you meet her eyes she looks away and forward into the cage. You can see a light blush forming on her face that wasn't there with Lucifer. She's nervous. You've grown used to her timid behavior, but still, the anxious display made you smile. You brushed a bit of hair out of her face, letting your fingers caress her cheeks. She let's out a quick, nervous gasp and her blush grows even darker.

You put your hand back by your side then look back into the cage. "Have I ever told you the story of how I acquired him?"

Fluttershy had to let out a sigh and gather herself before she could properly answer you, leaving a silence in the air for a moment. "N-No, I don't think you have."

"I was on an expidetion in Bolivia with a friend of mine. She was in search of a strange flower for her... studies, let's call them. We needed a little extra security because of a criminal element that had been forming in the jungles where we were looking. Drug runners don't take kindly to curious travelers, you see." Fluttershy looks up at you, careful to look away when your eyes return to hers.

"W...was it dangerous?" she asks softly.

"Oh, very dangerous, my dear. I had gone into that jungle with an escort of forty men. Thankfully we only had two missing by the time we left, but it was not a journey to be taken lightly. Anyway, in our search for the flower we overheard the locals talking about a demon that lived in the jungles. One that devoured any errant child that was foolish enough to go out on their own, and even some of the adults if they weren't careful."

"A-a... demon?" she stammers out, holding a hand up to her mouth as she watches you.

"Oh yes. They called him Boca del Diablo. The mouth of the devil. Anyone caught in its jaws had surely been devoured, soul and all, and deposited in the depths of hell. If you believed their stories anyway. Needless to say, I was quite interested in the legend. As my companion was closing in on her target, I took a detachment of my mercenaries and combed the jungles in search of it."

Fluttershy gulps. "You mean you went out looking for it?"

You put on a proud grin for your captive audience. "Of course. I am not a man to be intimidated. I am a conquerer of challenges, my dear. I would not be where I am otherwise. Anyway, we searched that jungle for six days, until finally the screams of one of my employees led us to our target."

Fluttershy gasps. "Was he okay?"

"Oh yes, we got there in time, thankfully. The poor boy was foolishly trying to cross a river and got ensnared by our demon. He emptied an entire magazine into the water before his arms were trapped as well. We pulled him out to find the largest anaconda that had been found on record in the area. Not only that, but he had the most magnificent red and black pattern adorning his body. It was no wonder the locals had likened him to a demon."

"Oh... it was Lucifer," Fluttershy says, letting out a giggle at herself. You smile down at her.

"It was. When I saw him I knew that I had to have him. I forbid my escorts to fire and had a helicopter bring out the necessary equipment to be able to take him home. The rest is history."

"That is a really interesting story. I'm glad Lucifer found such a good home. He really could have gotten hurt out there if people were upset at him."

Sweet and caring as always. You turn around and motion for Fluttershy to follow. "Let's take a walk through the garden, my dear. It's been quite the day and I could use the fresh air to clear my head."

"Oh, of course," she says.

You lead her out your back door and down through the path in your backyard. Her blush quickly returns as you let her sit in silence beside you. You find it's best to let anticipation build up. The walk is a short one to your massive garden. The paved stone path quickly gives way to dirt as you both tread through the tilled up walkway. Your massive, maze-like garden quickly encapsulates Fluttershy as you pass through all the magnificent colors of flowers and plants. You had little need for walls in this place as the various species had cornered off everything but your designated paths. Massive trees occasionally sprouted around as well, since you had decided to build it so close to the neighboring woods. You quite enjoy the scene. It made things feel more natural.

The two of you finally stop to a massive rock formation you had built to block off the woods and to let a waterfall flow down. The crystal clear water flowed down into a pond in front of you, letting crickets and frogs have a home to sing their song into the night. With the trees all hanging high overhead, moonlight barely peaked through to let you see in the late evening. You took a deep breath and admired the mostly natural beauty.

"This... this is amazing," Fluttershy says as she gawks at all the sights. You'd wanted it to look as natural as possible, and the scene certainly looked like a waterfall you might stumble upon in a fantasy.

"I'm glad you enjoy it, my dear." Your hand reaches into your pocket to feel the soft leather to make sure it's still there. You trace your fingers down to the little heart charm on it and embrace the cool metal. "Despite my usual luxurios taste, I do enjoy a little natural beauty from time to time."

"I wish I had a piece of land as beautiful as this. I could finally build a sanctuary for all the lost strays in Canterlot," she says as she finally stops beside you.

"That dream still poking around your mind?"

"Oh, of course. All those lost pets look so sad and alone, and my parents never let me keep them. I only wish I could just..." Fluttershy lets out a sigh and looks down. "Oh... it's... I have so much more to do... I don't know if I could ever afford it," she says as she purses her lips and lets her eyes trace across the dirt with that sad, defeated look.

"Maintain a few important connections and it might not be as impossible as you think," you say, winking at her when she looks up to you.

"I... I couldn't ask you to--"

"You know, I think we lost something in the step up into civilization. We humans all seem so lost in this world. So confused. Many people live their lives thinking that they must find some deep meaning to replace what we lost when we became the clothed animals we are now. People supress their inner animals only to find themselves depressed and lost, don't you think?"

Fluttershy gives you a soft nod. "I think we all feel more at home in nature. At least, I know I do."

"Yes, we've lost so much trying to remain so sophisticated," you say as you walk behind Fluttershy, running a finger through the hair hanging over her back and looking down at her pale figure. "We forget to that we have an animal in us we still need to satisfy. A predator that needs to find prey." You pull the collar out of your pocket and slowly slip it around Fluttershy's neck. She quickly gasps and goes stiff at the feeling, but does nothing to stop you.

"Primal instincts aren't to be entirely ignored. To hunt, to dominate, to conquer. Of course, you'd know about that wouldn't you? You didn't come over here for a checkup."

Fluttershy gulps as you tighten her collar and clasp it shut. You can feel her breathing quicken, and even with the light touches on her neck, you can feel her heartbeat pound. "I... I'm sorry, I just thought... I just wanted to--"

"Shh," you say as you pull her back into you and tilt her head up to look at you. A predatory grin crosses your face at her scared expression and dark blush. "I know exactly what you came for, my slutty little pet. You had a primal desire and you knew exactly where to satisfy it. Now get out of those clothes," you say, taking a step back from her.

Fluttershy's eyes go even wider and she looks around the garden with a frightened expression. "R-right here?"

You tilt your head and give her a stern look. She quickly gives you a tense nod. "Yes, of course, master," she says as she nervously pulls her shirt up over her head and tosses it on a nearby rock. Her jittering hands pull off her bra as well. The cool night air makes her nipples stiff and erect for you. You walk forward and run your hand across her soft, pale body as her hands move towards the button on her pants. She shuts her eyes tightly as she slips them down her thighs along with her panties. The embarrassment is almost too much for the poor girl.

Out of your other pocket you pull out a chain leash. As she strips off her socks to leave herself completely naked, you clasp it around the loop on her collar and let the cool metal fall down across her back. Fluttershy yelps at the feeling and looks up to you. You push her down into the dirt, making her support herself on her elbows and knees as you run your hand across her soft body.

The heat of Lucifer's enclosure had lined her body with a thin layer of sweat, Every little movement she made in the dirt made the filth stick to her otherwise immaculate skin. She let out a soft coo as your hand taced across her back and then down onto her ass. Your fingers felt between her cheeks to find her folds already sopping wet and waiting for you to claim them. You stand up and give her ass a quick smack, eliciting a short cry from her. She looks over to you with those helpless, vulnerable eyes as you sit down on a nearby rock and slip out of your pants.

"Well?"

Fluttershy looks down at your newly-exposed member and bites her lip. "Right away, master," she says softly in her scared, nervous voice. She looks up at you like you could hit her any second, but you know just how much the otherwise shy girl loves this.

She saunters over on all fours, biting her lip as her eyes lock in on your cock. She's careful to wipe her hands off before she timidly places them on either side of your groin. You can feel her nervous heart flutter even through her hands as she leans in and brushes your dick across her soft, blushing face. The warmth on her cheeks radiates through to you, making your flaccid cock twitch for a moment as the blood starts pouring in. Without wasting much time she lets your length fall across her face until the tip reaches her lips.

You let out a satisfied groan as she slowly moves forward, not even gagging as every inch slides down her throat. You run a hand across her cheek and through her hair as she looks up to you, her lips pressed tightly against the base.

"Good girl," you tell her. Fluttershy's eyes soften into a look of delight before she looks back down and lets you slide out of her. She drops one of her soft, delicate hands down to your balls to make sure you got as much attention as possible, while her lips came back far enough to give your head a gentle kiss. Your hand gripped on the back of her head, and without even saying anything Fluttershy knew what you wanted. She leans forward again, trying to get your entire length down her throat, but has to stop an inch from the base as your cock hardens in her mouth.

Not one to be deterred, Fluttershy bobs her head up and down on your cock. Her warm, enveloping mouth doing its best to pleasure you as her tongue caresses as much as it can around your shaft. Your member flexes in her mouth, spilling the first drops of precum into her eager throat as she continues. Her technique might not be as practiced as Raven's, but her gentle touch is quite enough to leave you eager for more.

Once your cock is fully erect against her tongue, you grab her hair and pull her back, leaving her to pant in front of you with a string of saliva hanging from your head to her tongue. She looks up at you with those helpless eyes as you stand up off of the rock.

You place your balls across her warm, blushing face. With a soft sigh she gets right to work tracing her tongue across them and using her hand to satisfy your lubricated cock. Her gentle motions are a far cry from the usual roughness you enjoy, but they make your hips sway forward for more all the same.

You unbutton your shirt quickly to leave yourself completely exposed to the elements. A cocky smile crosses your lips at the feeling of the wind at your bare chest, and an odd feeling settles inside you at the feeling of reverting to such a state. You tense your arms and then look down to your willing prey. Fluttershy is happily pleasuring you as much as she can, and the effects are getting quite overwhelming. The thrill of being out here instead of in your bedroom combined with her eager tongue and soft hands is enough to push you close to the edge, but you want more out of this.

You wrap your hand around the chain hanging down Fluttershy's back until your fist is tight with metal and right at the edge of her collar. With as much strength as you could muster, you slowly pull Fluttershy up out of her kneeling position. Her hands wrap around her collar as she whimpers at you, giving you that little pleading, scared expression you loved so much on her. Your free hand explores her breasts as she struggles. Her lifestyle had left her soft and weak, and the feeling of her full breasts in your hand made you eager for more. You slowly trace your hand down her stomach and between her legs to find her warm folds completely drenched, even worse than before.

"You're a horny little animal, aren't you Fluttershy?" you say as you slip two fingers inside her quivering pussy.

"Y-yes, master," she manages to choke out. You've got her on her tip toes now as you drag her upwards with the leash. Soft moans escape her lips as your fingers explore her insides. Her otherwise fearful expression quickly melts into one of ecstasy.

"What do you want, you whore of a beast?"

Fluttershy squirms under your grasp and shuffles around as her toes occasionally leave the ground. She'd closed her eyes tightly at the mix of feelings, but does her best to look at you anyway. "I... I want to get fucked," she says between little gasps for breath.

You smile at the otherwise sweet and demure Fluttershy cursing for you. With both hands secured on her, you finally lift her off the ground completely. Not a hard task, considering her tiny frame. "How do you want to get fucked?"

"Like... like an an animal.... like your pet... master," she says as her feet swing around underneath her. As much as her body would like to hate it, the fingers exploring deep inside her make sure the soft coos keep coming.

You quickly throw her into the dirt, eliciting a scared yelp out of her. Dust flies up around her as she stumbles and lies out in front of you. She slowly gets back up to all fours, but you lean down behind her and put a hand on her neck, forcing her pretty face back into the filth.

"As you wish," you say with a predatory grin as your other hand finds its way onto her back and forces her to lay in the dirt. You put all your weight on her as you guide the tip of your cock across her wet, eager folds. Despite the scare of you throwing her, Fluttershy quickly sways her hips along your cock, trying to prime you at her entrance as her wet folds shudder in anticipation. She whimpers underneath you and struggles to move backwards, but your strong hands keep her pinned.

"Please, master," she begs. You oblige her by shoving your entire length into her tight pussy in one swift motion. Her entire body jerks away as she lets out a cry, but can do nothing about it under your grasp. Without any of your usual tact, you repeatedly slam into her as hard as your hips can. Fluttershy squirms in the dirt below you with each strike, her entire body getting slightly pushed each time.

Being out here in nature and having her right here like this made a strange feeling course throughout your body. You fuck her harder than you've fucked anyone in quite a while, and her soft, gentle coos quickly turned to strained moans as she squirmed under your onslaught. The sound of wet slapping echoed through the woods, and even in the dim moonlight you could see her tender ass turning red. The poor girl below you quickly got covered in dirt, and her soft, silky hair is soon frayed out in every which direction, accumulating twigs and dirt as you adjusted your hand on her neck to stifle her squirming.

"Ah! Master..." she screams into the woods. You part some of the hair clinging to her face to look down at her, expecting her to tell you to stop. Her face conveys no such notion. She bit her lip hard to try to stifle her own cries of ecstasy, but to no avail. Her face is trapped under a dark blush and dirt clung to her pretty pale cheeks. Her breathing is erratic and desperate, like a panting animal trying to escape a predator, but she still doesn't tell you to stop, or even be gentler.

Instead her hips angle up to try to meet yours for an even harder strike. You were certainly right in calling her a filthy little animal. You've barely been fucking her for a few minutes and you can feel her body desperately edging closer to its release. The sweet musk of the fluids of her arousal quickly fill the air as each thrust brings even more out of her. The harder you push her demure frame into the dirt, the louder she moans, and every harsh slap of your hips made her arch up as much as she could to meet the next one sooner.

"Ah... Aaahh!" she cries out louder than you've ever heard her speak before. If there's someone out tonight, there's no way they wouldn't be able to hear your pet. Her hips arch up high to make sure every inch of your cock is buried deep inside her as pleasure finally overtakes her. With the gentle squeezing of her inner walls, you could feel just how much she enjoys this.

You push her down hard, until you're sure it's hurting her. She doesn't complain as she struggles in the dirt underneath you, barely able to contain herself as her orgasm rocks her entire body. You can feel her legs twitch underneath you as she settles down into the dirt. Every now and then her body will let off its own little jerk as your cock probes around inside her. Her harsh cries turn into soft coos and little hums as her orgasm finally releases its grip on her.

Despite the cold air, her body is even more drenched in sweat than before. Fluttershy's feeble lungs struggle to keep up with their body's demands after that, and she's left panting and whimpering in the dirt below you as you slide your cock out of her.

You sit up and let your length slide between her ass, rubbing along her wet folds and her tight little anus. She moans and sways with your movement. Even with your hands not pressing down on her, she can barely manage to lift herself, and eventually just settles into lying there in the dirt trying to catch her breath.

"My my, Fluttershy. I don't think you've ever cum that hard," you say as you appreciate the site of the worn and dirty girl in your grasp.

"N...No, master. Mmmm, that was... wonderful," she barely manages to get out between breaths. A sappy little satisfied smile rests on her lips as she drearily relaxes into the dirt.

"If I'd known you were such a filthy little animal I would have done this sooner. You like being covered in dirt and fucked like a worthless little pet, don't you?" you say, leaning in to whisper into her ear.

Fluttershy gulps and hesitates for a moment. You can feel her heartbeat quicken again as you press your weight up against her. She gives you a nervous nod and a soft "mhmm" as her eyes do their best to meet yours.

You grab her by the arm hard enough to make her yelp, then turn her over in the dirt so you can get a look at her messy appearance. She quickly brings her hands up to her chest and closes her legs as she looks away from you, obviously embarrassed at her messy state.

You easily part her long, thin legs and place yourself between them. The quick heartbeat you feel against her soft skin only pushes you to want more. She looks up at you finally with that cute, vulnarable expression you always had a hard time resisting. She's covering her mouth with her hands, trying to hide as much as herself from you as possible in her post-orgasm embarrassment.

That wouldn't stop you though. You run a hand up across her bare stomach and through her breasts, all the way to her collared neck. You push her hands out of the way as you settle downwards, letting your stiff member press against her pussy again. She lets out a breath she'd been holding at the feeling of you up against her. You brush some of the dirt clinging to her sweaty little cheek as you gaze down at her. She was always such a good pet: sweet, submissive, kind, and giving. You almost don't want to be as sadistic with her as usual. Almost.

Even in the dim moonlight you can see the dark blush across her cheeks. You grab her chin and make sure she's looking you directly in the eye as your hips push forawrd. Fluttershy squirms and whimpers under your grasp as each inch buries itself deep inside her. Your hand traces down her neck and wraps around just above her collar. The already fluttering heartbeat you feel in her throat quickens as your hips start pounding in to her again. Soft, wet slaps fill the air again accompanied by Fluttershy's whimpers as the pleasure flows through her body once again.

This time, however, it was your turn to get off. Your hand grips tight around her frail neck, making Fluttershy's eyes open wide in shock and a yelp jumping halfway out of her throat. Only little gasps could make it out of her mouth now and you could already see the panic building up in her eyes. As your cock slammed into her wet folds relentlessly, Fluttershy wiggled around in the dirt as she desperately searched for breath. Her feeble hands uselessly grasped at your wrist as you gripped ever tighter. You could almost hear a tiny, weak "please" slip out of her mouth as she used all of her might to try to lift your hand away, but nothing she could do could possibly stop you now.

Seeing her face turn even redder as she struggled just made the pressure build up inside you even more. Every jerk underneath you made you let out a groan of pleasure yourself, pushing you to pump even harder and grip even tighter. Just as you felt Fluttershy's strength fading from her body, her eager pussy betrayed her desperate pleas with some tender squeezing as she came once again around your dick. The gentle caress is finally enough to send you over the edge as you bury yourself as deep inside her as you could and let out an animalistic groan. The orgasm is intense enough to make your legs shake and the ache from the contractions are already setting in across the bottom of your cock.

Finally satisfied after spending so long without a real orgasm, you let out a deep sigh as your mind leaves that primal state. Your hand relaxes on Fluttershy's throat, prompting her to desperately suck in as much air as she could between her pained coughs. As you recompose yourself, you can see the tears streaming down her face while the color slowly returns to her cheeks. She holds her throat with both hands as she curls up and lets out little whimpers and whines at the lingering pain.

You take your time putting your clothes back on to give Fluttershy a breather. Once her whimpers finally die down you grab her leash and jerk her upright, giving her one last bruise on her already sore neck. She yelps and winces, but obediently crawls up to her knees to look up to you anyway. Her slow, pained movement only serves to cake her already sweaty skin in even more dirt.

"Come, dear, that's enough of that."

Fluttershy let's off a weak cough before trying to speak again in a soft, hoarse tone. "Y-yes, master."

You wave her up and she obliges, wincing when she finally has to use her legs again. You pull her collar close to you and look down into her eyes. "Is that what you came here for, you little animal?"

A weak smile crosses her lips as she looks up to you. She nods her head while awkwardly twiddling her fingers in front of her filthy, naked body.

"Good. Now let's get back to the house. You've got quite a mess to clean up, my dear," you say, taking a few steps out of the garden. Fluttershy looks back at her clothes lying in the dirt and opens her mouth to say something. A quick jerk on her leash shuts that down as you lead your pet back to the house for a little more fun.

Day 3: Splitting the Seam

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The soft brushing of some flowing pink hair finally wakes you. The sunlight peaking through your window is a bit brighter than usual, and the clock on your bedside table tells you why. Eight fifteen; a full hour past when you should be waking up. You let out a frustrated grunt and roll away from Fluttershy, who was comfortably snuggled up against you.

You walk into your closet to find Raven snoring on the fluffy reading chair you kept in here. She took off most of the lingerie she'd dawned last night and decided to sleep in one of your shirts instead. A bottle of wine is sitting empty in front of her and one of her hands is nestled deep between her legs. You suppose she had to try to get some enjoyment out of last night. You and Fluttershy certainly gave her a show.

You clear your throat next to her as you slip on your outfit for the day. She jerks upright and her eyes go wide in shock. She lets out a quick "oh no" to herself before scrambling to find her phone. It's a pointless effort, since she already knows how much trouble she's in. She finally finds it behind her only to have all the color wash out of her face once she sees the time on the screen. Raven timidly looks over to you and offers a weak stammer.

"I... I am so sorry, sir. I... I just."

You shake your head as you flip through your line of shirts. "And you were doing so well, Raven."

The poor girl already has tears welling up in her eyes as she looks over to you with that pitiful expression. She opens her mouth to say something, but knows nothing she can say will make up for it.

"I'll handle this transgression tonight. For now, we have things to take care of, so make yourself presentable."

Raven looks down to the floor and closes her eyes tightly, before letting off a little frustrated grunt at her own behavior. "Right... right away, sir."

Once you're finally dressed and make your way out of the closet, you see Fluttershy sitting upright and holding the sheets over her breasts. "Good morning," she says with a sweet smile.

"Good morning to you too, dear. I take it you enjoyed your night?"

Fluttershy blushes and pulls the covers closer to you before giving you a soft nod. "I'm glad."

"I'll be sure to check on the dogs as soon as possible, but, um..." she says, looking down at her naked form.

"There's a bathrobe in the closet, dear. All the workers operate in the front yard, so none of them will see you."

A smile crosses her face. "Thank you, master."

You walk over to her and plant a quick kiss on her lips before giving her head a few pats. "Take as long as you need, dear. I'll meet you at the kennels once I finish some other business."

Your eyes turn over to Raven, who's jealously watching as she slips on one of her stockings. "Once you get our maids sorted out, meet me in my study," you say, your voice turning much more stern.

The sudden change in tone makes Raven gulp before finally giving you a timid nod. That would give you some time to plan your course of action for today. You don't know why, but your mind quickly settles on Gilda.


The ever-irritating symphony of reconstruction outside your window makes you let out an annoyed grunt. This room used to be a quiet place for planning and reflection, but with all the work outside you can hardly hear yourself think. In the corner of your eye, Raven waits nervously in front of your desk for you to finally break the silence. You sigh and rub your temple, your mind carelessly wandering back to simpler times when the help wasn't quite as frustrating.

"Do you remember Cadance, Raven?"

Raven jumps slightly at the sound of your voice. "Who, sir?"

"Hmm, that was before your time, wasn't it?"

"Was she a former employee?"

A smile crosses your face at the thought of that broken down beauty, just months away from graduating college who desperately needed some money to get her and her husband through. "One of my maids. She was quite the joy to have around."

How could you forget those reluctant moans that escaped every time you fulfilled the desires her husband never could. That long, flowing hair with a softness you haven't felt since. You wonder what she's up to these days, as you've had much more pressing matters to keep up with since she left.

"Do you want me to...?"

"Yes, actually. Once we're done here you should give her a call. I'd love to catch up. Her full name is Mi Amore Cadenza. I believe she wanted to be a teacher, or something."

"Of course, sir. I'll take care of it as soon as possible."

Your mind quickly drifts away from the first maid you broke and onto the next. "Do you remember the girl I hired you with?"

"Fluer de lis, sir? Of course."

"How long was it before I had both of you wearing a collar?" you ask, rather bluntly.

Raven gives a quick clear of her throat. "Um, about two months, sir."

"And then there was that lesbian couple after Fluer left. Lyra and Bon Bon, right?"

Raven nodded. "They were very competent employees, sir. You picked them wisely."

You let out a little chuckle. "If I recall correctly it only took me about three weeks before I had them eating my cum out of each other."

Raven blushes and looks away. "I think that would be correct."

"Do you think I can break the new two within a week, Raven?" You ask, finally fully turning around to your desk to face her.

Raven gulps. "I... I certainly wouldn't be one to doubt you, sir," she says, a hint of jealousy in her voice.

The plans formulate in your head as you try to figure out a way to outdo yourself. With that little display you saw over the security cameras last night, this might just be easier than you thought. You go over a few potential plans in your head, but nothing is completely formulating yet. You let out a sigh and look back over to Raven.

"Dig up what you can about Gilda. Your file on Rainbow Dash didn't say anything about her."

Raven lights up with excitement as she goes over to a cabinet to pull out a file. "I actually just received it this morning. I hope you don't mind that I took the liberty to put it together before you asked, sir," she says as she hands it to you.

You give her an impressed nod of your head. "In only two days? Good work, Raven. It's times like these I'm glad to have you around," you say as you flip through the first few pages of the file.

Raven lets a proud smile cross over her face. "Thank you, sir. I'm happy to be working with you."

A moment of silence hangs in the air as you flip through the pages. You raise an eyebrow at a few tidbits. This girl certainly has had an unfortunate past. A lot of things you can use to your advantage as well.

"Oh, and one more thing this morning, sir."

"What is it?" you say, not bothering to look up from the file.

Raven places a wicked-looking wicker basket on your desk. There's only one person that could be from. You lift up hatched lid to see quite a few little orange balls resting inside. "Zecora has finalized the formula. The balls should now be able to be used with any standard-sized paintball gun and it's effect is even more pronounced on most breeds now."

"Good, good," you say, taking three of the balls out of the basket and sliding it back over the desk. "Send one of them to the lab and tell them to give me an estimate in a week."

"Of course, sir."

You get up out of your chair, looking over the sinister little marble between your fingers. Pieces of your plan connected together, giving you a much more exciting view of today. A grin spreads across your face. First though, you have to test these to make sure.

"Make sure our maids are doing their jobs properly. I have a guest to see out."


"Who's a good boy? Ha, you too, Dante. No, I didn't forget about you either, Amon," you hear as you cross the corner to finally see the kennels. Fluttershy has the door open wide and is lovingly stroking each one of your dogs. You're surprised each you see them. These German Shepherds went through military-level training to kill even armed soldiers as viciously as possible, yet here they are acting like puppies as Fluttershy goes around and rubs each of their bellies.

"Any problems, my dear?" you ask.

"Oh, not at all. They're as happy as could be," she says, wearing a wide smile as Malphas lovingly licks at her face. It's refreshing to see that kind of genuine joy of someone doing what they love. It almost makes you regret what you're about to do.

"Wonderful. Come, dear, I have something to discuss."

Fluttershy gets up and brushes all the dog hair off her sweater before making her way over to you. "Yes... master?"

You reach a hand into your pocket and split open one of the balls with your thumb, putting some of the liquid onto your finger. Immediately behind Fluttershy your dogs perk up, but don't do anything yet. You look down at Fluttershy's neck, then lovingly wipe your finger across her throat, putting your other hand behind her back to press her up against you.

"Would you like me to put it back on, master?" she asks, just above a whisper.

"Sorry, my dear, but I have other matters to attend to for now."

Fluttershy looks away for a moment, the excitement quickly draining from her face. "Oh... I understand."

You put a finger on her chin to make her look up at you with those innocent, puppy dog eyes, then trace your finger back down to her throat. "Though, you might look good with a more permanent option around your neck. I could have something nice made for you. Would you like that, my pet?"

The loving smile quickly returns. "I would love that, master."

You give her a quick smile back before leaning down and giving her a long, sensual kiss. You can feel her body relax in your grip. A content sigh escapes her as she loses herself in the embrace. That should be enough to disarm her.

"Wonderful," you say once you break away. "One last thing, dear. I think Dante's leg has been bothering him. Would you mind taking a look?"

"Oh, I'd be happy to," she says with a bright smile. She turns around to go into the cage, making your dogs rear back in anticipation. "Which leg is it th--"

Not even three steps into the cage before they all pounce. The wicked snarls make Fluttershy scream louder than you've ever heard, forcing her up against the chain link. Unfortunately for her, Amon's chain is a bit longer than the others, and being the closest to the door, he quickly cuts off that escape route for her. In an instant Fluttershy is forced into the corner by a pack of demonic beasts that seem hellbent on tearing out her throat. Their teeth clack as they try to rip out of their collars to get a bite of their prey.

Thankfully none of their chains are long enough to allow it. Fluttershy sobs in the corner of the cage with her hands over her face in the fetal position, seemingly hoping that her imminent death will be quick. If that much of the mixture can turn them against even Fluttershy, you know Zecora didn't let you down.

"Down!" you yell out to them once you're satisfied with the display. To your dismay, none of them even wince. "Huh," you let out. That's the first time they've ever disobeyed an order. You toss the capsule behind you and quickly run your hand under the faucet over their water bowl before walking fully into the cage.

"Down!" you yell again. They still refuse to move. You sigh and grab Amon by the skin of his neck and yank back on it hard, eliciting a pained yelp. "I said down!" you say, much more sternly. Finally, they all let off a few more angry barks before reluctantly backing off.

With an escape route open, Fluttershy darts out of the cage like a frightened animal, getting a good distance away before finally catching her breath to openly cry. You shut the door on the cage and leave your dogs to their growling.

"Shh, You're okay, Fluttershy," You say as you pick the poor girl up off the ground. She immediately buries herself in your chest, sobbing her heart out before the fear can finally fade. You rub a hand across her soft hair to try to calm her. "It's alright, you're safe now."

Once she cries herself out a little, she looks up to you with a pair of pitiful, tearful eyes. "I... why would they do that? They've never done that to me before. What did I do?" She asks between sniffs.

"It's okay, my dear. I think I may have just worked them up yesterday. It's not your fault." You run your hand through her hair a few more times before sliding it down to her neck. You move away the pink locks to see if the mixture left any trace. Nothing but a slight hint of red on her pale skin. Zecora outdid herself.

"Let's get you home so you can get some rest. I'll call my driver and walk you out to the street, okay?"

Fluttershy lets off one final sniff before nodding her head. "Okay..."

You give her a reassuring smile and kiss her forehead. "It'll be okay, my dear. I'll sort them out and it'll never happen again," you say as you walk her away from the kennels.

"Master?" she says, making you stop for a moment.

"Yes, dear?"

Fluttershy wipes her eyes then wraps both of her arms around you as tightly as she could. "Thank you. I don't know what I'd do without you."

You pat her on the head. "Well thankfully, dear, you don't have to find out."

You put an arm around her to escort her away, but once she's not looking you roll your eyes before letting out a sigh. This girl might be a little too needy, but unfortunately you've yet to meet anyone who can take so much punishment. Acceptable losses for that kind of sex, you suppose. Once the annoyance fades your mind quickly turns back to formulating your plans, and what your two new collars might look like.


"Just a little more, I've almost got it." You hear from the other side of your fence. You usher Fluttershy through the iron door beside your gate to see two familiar faces trying to scale your wall. Sunset is just inches away from grabbing the top as she stands uncomfortably on Rarity's shoulders.

"And what, pray tell, are you two doing?" you ask, making Rarity yelp and jerk backwards, leaving Sunset to slide down the wall onto the concrete.

"It was nothing malicious, I swear it!" Rarity says, bringing her hands up as a bright blush forms on her face.

Sunset groans and rubs her head. That spill looked pretty rough. She sits up and winces before managing to open one eye to shoot an accusatory glare at you. "We heard someone scream in there. What are you doing to them?!" You raise an eyebrow at them. Sunset manages to slowly crawl to her feet to walk over to you, anger quickly forming on her face. "Answer me before I call the police!"

Rarity lets off a nervous laugh and pulls her friend back to get between the two of you. "What she meant to say was that we just heard the most terrified yell and wanted to see if everyone was okay. It's not like we thought you were doing anything, isn't that right, Sunset?" Rarity asks, leaving a hand on her friends chest to hold her back.

"If you're hurting our friend, I swear I'll..." she says, angrily pointing a finger at you.

You let out a sigh and cross your arms. "Fluttershy?" you say to the girl clinging to the back of your shirt out of embarrassment. She slowly peaks her way out clawing at piece of her hair nervously.

"I-it was me."

"Oh, Fluttershy. Where were you last night? I must've called you a million times."

Fluttershy's face turns even darker at that. "I think my phone was off... or something..."

Sunset darts around Rarity to put an arm around Fluttershy once she sees the running makeup on her face. Her harsh anger quickly turning to a caring embrace. "Are you okay? Did he hurt you?"

"N-no, his dogs... they..."

"Did he send his dogs to attack you?" Sunset asks. Rarity pinches the bridge of her nose before looking up at you to let out a weak "Sorry." You just shake your head.

"No! No... nothing like that. I was checking on them, and I guess they were angry. I just got scared."

Sunset blinks a few times. "O...Oh... you're not hurt or anything are you?"

Fluttershy shakes her head. "He saved me just in time."

Sunset grits her teeth at her mistake. Rarity walks over to place a hand on her shoulder. "See, Sunset? It was nothing."

"Right... uh..."

Rarity leans in and whispers "Apologize to him," while motioning her head over to you. Thankfully someone here cared about being cordial.

Sunset's face twists in discomfort. Finally she let's out a long sigh once she realizes who's in the wrong. "Alright. Look, I'm sorry. We just heard that scream, and we were worried about Rainbow, and..."

"Think nothing of it, girls. While I understand your motivation, I would appreciate if you would use the intercom by the gate instead of resorting to breaking and entering."

Rarity puts on a bright smile for you. "Of course, of course. It was our mistake. We're just all very close friends and were terribly worried about Rainbow after that scream. I promise you it won't happen again."

You give them a smile back to try to ease the tension. "That's wonderful to hear, Rarity. Now, I was just about to escort Fluttershy to my limousine," you say, motioning to the long, black vehicle a few steps behind you. "If you two want a ride, I can arrange for my driver to take you anywhere you need to go."

Rarity perks up at the thought. "Oh, that sounds wonderful! Does your limousine still have that built-in mini bar?"

You smile at her. "It's actually been expanded since the last time you were in it, my dear."

Sunset steps forward to cut down her friends excitement. "We were actually coming by to check on Rainbow Dash, if that's alright."

A twinge of annoyance makes you clench your fist, though you'd perfected the art of putting up a cordial front, so neither of them noticed. "Of course, it's no trouble. They should be making breakfast now. Fluttershy, do you want to join us?"

Fluttershy looks away. "I... I think I need to sit down, if that's okay..."

"Of course, I'll have your friends meet you back in the limousine. Just tell Albert to wait until they arrive, would you?" Fluttershy nods to you before stepping into the car. You take a deep breath as you escort the pair through the gate and down the long path to your front door. They follow silently with Sunset looking you over suspiciously from behind.

The three of you wordlessly make it inside, since you've got your mind too much on other things to bother with small talk for now. You open the door to the kitchen for them and Sunset just waltzes right in while Rarity gives you a polite bow and a thank you beforehand.

"Raven, how are things going?" you ask. As soon as you walk in you can see for yourself. The girls are darting between the stove and the countertop in a much more efficient manner than you'd expect. As soon Rainbow sees her friends her eyes go wide.

"What are you guys doing here?" Rainbow asks before Raven can open her mouth. Sunset and Rarity gawk at the size and lavishness of you multi-million dollar kitchen before Sunset finally answers.

"We were just coming to check on you." Sunset looks over at you before looking back to her friend. "There's nothing weird going on, is there?"

Gilda scoffs and rolls her eyes as she carries a pot over to the stove. Rainbow puts on a sheepish smile. "Weird? Of course not. Everything is totally not weird. Nothing anybody would need to tell you about, right?" she says, looking over to you. You give her a quick nod. Her secret is safe with you, for now.

Sunset raises an eyebrow. "...right. Can we talk in private?"

"What? Why?" Rainbow asks, her eyes darting between you and her friend.

Rarity lets out a huff. "Sunset, is this really necessary, darling? Your suspiciousness is bordering on rudeness."

"Now, Rarity," you jump in, "Sunset is right to be worried. She hasn't been fully acquainted with me yet and I am bossing around her friend. I admire her loyalty and forwardness, really. She can talk to Rainbow in Private if she wishes."

Sunset raises an eyebrow at you this time. "Wha... really?"

"Of course. Just have her back before we serve breakfast, alright?" You give a nod over to Rainbow, who awkwardly saunters over to her friends and follows them out. You wave Raven over as soon as you can tell they're far enough away.

"I-I'm sorry, sir, I didn't hear them over the intercom."

You rub your temple for a moment. "It's quite alright, dear, I don't think they tried it. I want you to add another file to your to-do list."

"Of course, sir. Who is it?"

You look over your shoulder to make sure the kitchen door is closed. "This Sunset Shimmer. I predict I'm going to be seeing more of her over the coming week. She could become a problem if she's left to make up her own ideas about me."

"I'll get on it as soon as I can, sir. The P.I. should have something for me by at least tomorrow or the day after."

"Good. Now after breakfast, make sure Rainbow stays busy. I'll be backyard in the garden. Send Gilda to me."

Raven gives you a nod. It's finally time to put this plan into action.


Another bright, sunny, summer day. You stroll through your garden, carelessly walking over the dirt you disturbed last night. The fresh air and calm atmosphere is a welcome break from all the excitement that went on this morning, though the amount of time you've had to wait for your next meeting is enough to irk you slightly. No matter. Today should go on without much trouble if everything works out like you suspect it will.

"You wanted to see me?" Gilda says as she walks up, a hint of annoyance in her own voice.

"I did, my dear. I did," you say, looking out into your decorations in the forest.

Gilda shifts uncomfortably in place. "...for?"

"Are you in college at the moment?" you say as you finally turn to face her.

She raises an eyebrow. "Uh, no?"

"Working?"

She grits her teeth and looks away. "Kinda between jobs at the moment."

"I suppose that explains the free time to do this. You must be very close to Rainbow Dash to volunteer yourself like this."

Gilda purses her lips and grabs a section of her skirt to stretch out. "Yeah, well, she never told me about all this shit."

"Would you have done it for her even if you had known?"

Gilda shrugs. "Yeah, probably. That's what friends are for, right?"

"Would she do the same for you?"

Gilda opens her mouth to respond, but quickly closes it and looks away. Seems like she didn't like her first answer. She lets off a low growl then looks back up to you with a bit more anger in her voice. "What's it to you, anyway?"

You turn back towards the little pond in front of you, avoiding her ire. "I like to get to know my employees, Gilda. I expected this process to be difficult for Rainbow Dash, but you? You seem different, my dear."

Gilda takes a step forward to stand beside you, curiously looking up at you now. "Yeah? And how's that?"

"We'll get to that. What dream are you working for?"

"I want to be a pilot. To fly a fighter jet or something," she says, her tone dropping to something more calm.

"A Wonderbolt?"

A small smile crosses her face. "Heh, yeah, that would've been pretty cool."

"Would've? You could always join the military," you say, already knowing how that one turned out for her.

Her face quickly goes sour at that. "That's not going to work out..."

You let out a sigh. Insubordination leading to a discharge before even finishing basic. That one's probably a soft spot in her past. "I guess your other option is raising enough money through flight school," you say as you split open another one of the capsules in your pocket.

"Dunno how that one's going to work out either," she says, a somber expression overcoming her.

You pull your hand out of your pocket and place a finger on her arm. With one swift motion you wipe some of the liquid on her while wiping off some makeup covering an old track mark. "Perhaps you should explore an avenue that isn't drugs."

"What the fuck?!" she says as she recoils back and holds her arm. "Not cool, dude!" she says with a low growl. "Not cool..." her intense anger quickly turns to embarrassment as she steps away from you.

"If your past is truly in the past, you have nothing to be ashamed of, dear."

Gilda grinds her teeth before looking up to you. "How did you find out?"

"I have an eye for these things. How long have you been sober?"

Gilda finally lets out a sigh and lets her hand fall from her arm. "Three years. Can I go back to cleaning or something already?"

"Sure, my dear. You can help me feed the dogs for the day. Take a walk with me."

"Ugh, whatever. Let's just get this over with," she says as you lead her out of the garden. She awkwardly turns her arm inward, occasionally looking down at it to make sure the smeared makeup wasn't readily visible. A troubled past indeed. And you haven't even scratched the surface yet.

"I assume you have a family supporting you?" you ask as you walk across the open lawn towards the kennels. It isn't a long walk, but one that could use some small talk at least.

Gilda lets out another frustrated sigh. "I just live with my dad. Don't know that I'd call him supportive."

"You two have a good relationship at least?"

Gilda lets off another frustrated growl. "Can you stop fucking prying already? I'm only here for a week. You don't need to get to know me. I know you don't actually care anyway."

"Are you sure?" you ask with an amused smile.

"Of course I'm sure. You're some rich snob who knows how to talk to people. I'm just some..." she says, before clearing her throat. "I know I'm not someone you'd actually bother caring about, so you can drop the act already, dweeb."

You let off a little chuckle, making her even more irritated. "What? What are you laughing about?" she says, stopping in place to glare at you.

"I think you may have watched one too many movies, my dear. You don't get to where I am in life by being fake," you say before motioning for her to follow you again.

"Yeah? Well I'm sure as hell not going to help you get any higher."

You let off another quick laugh. "Not all relationships require an ulterior motive, Gilda. Sometimes people want to get to know someone because they genuinely want a friend."

Gilda crosses her arms and looks away. "Yeah? Well I wouldn't know. Let's just feed these stupid dogs already so I can get back to work."

"As you wish. The kennels are this way."

Once you finally arrive, Gilda takes a moment to look across each of the four german shepherds resting in the shade. "They only bite on command, right?" she says nervously.

"That's how they've been trained."

"Right... so I just..."

"Why don't you just grab their bowls so we can fill them up out here?" You say as you pull out a bag of dogfood from the little wooden shed beside the pin.

"Got it." You look away for a moment and almost miss it. Before she can even take three steps inside the cage, all of your dogs lunge at her with unrelenting fury. Gilda isn't as trapped as Fluttershy was, but unfortunately she's not fast enough to dodge Amon. Before she can even react, your dog wraps his teeth around the arm you touched, viciously gnawing at it as your other dogs try to inch their way towards a bite too. Gilda screams in pain as she tries to jerk away, but Amon has got her gripped too hard.

You throw away the other pellet and wipe your hand off on a nearby rag. Just as Gilda slides down onto her knees in the struggle, you grab your dog by the jaw and twist him off your maid. Unfortunately, Zecora's concoction works a little too well, and Amon comes back in to try to bite your hand as well. Thankfully you jerk Gilda out of the cage and close the door before they can get another bite.

Gilda's labored breaths fill the air as she looks down at her bloody arm. Her hand is shaking violently as all the color drains out of her face at the sight of all that blood. The dark red liquid is quickly staining her uniform as it flows out of her arm.

"I don't think they like you."

Gilda shuts her eyes tightly to try to deal with the pain. "Agh, fuck! You think?"

You kneel down and put an arm around her to lift her up. She let's out a harsh yelp as you bring her to her feet. "Do you need me to take you to the hospital."

Gilda grits her teeth and shakes her head. "No! No hospital... fuck..."

"Let's get you to a first aid kit then," she doesn't complain too much as you lead her away. She's too busy look at those gnarly bites on her arm.


"...and then he hit me right across the temple with that bow-staff. They told me I had been knocked out for six hours after that."

Gilda lets out a strained laugh as she looks down at you. She's sitting on the toilet as you tend to her wounds, occasionally dabbing at the bites with some disinfectant. As you hold her arm out you can feel her heartbeat finally die down after all that excitement.

"Challenging a Shaolin Monk to a fight was kinda stupid, don't you think?" she says as she finally tries to relax against the toilet.

"It was, I'll give you that. I was a bit overconfident and wanted to try some moves I'd learned in Tibet. Needless to say it was quite a humbling experience."

Gilda pauses for a moment as she watches you wrap a bandage around her wounds. "I never thought you'd be into something cool like martial arts."

"One of my many interests. Would you like me to show you a few moves? I have a full gym complete with a boxing ring on the east side."

"Wow. This place has everything, huh? Maybe after this heals up," she says, moving her arm in your grasp.

"Of course. And there you go, my dear. You shouldn't have too bad of a scar after that. Just be sure to change the bandage daily. I'll be sure to notify Raven that you need them," you say, releasing her arm back to her.

Gilda rubs the bandage for a moment for looking back up to you. "You know, I could totally sue you over this."

You give her a smile. "If you ask nicely I might just give you a loan for a lawyer."

Her rough, defensive exterior breaks down for a moment and she finally lets out a relaxed laugh. "I'm sure that'd work out well. You probably have the best lawyers in the city."

"I'd call them the best in the nation. Maybe the whole world, really."

Gilda looks back down to the floor. "Right... I wouldn't do something that lame anyway. They'd probably make you put the dog down if I won. I know how much it sucks to lose someone you care about like that."

"Someone?" you ask.

"Uh... forget about it."

"You're welcome to talk about it if you'd like." You reach over to Gilda's hand and tug on her glove, revealing an ugly scar that makes its way across her wrist. "Is that what made you want to do this?"

Gilda's eyes go wide and she quickly jerks her hand out of your grasp, holding it close to her chest with her other hand. "What the hell, dude?" she rubs her wrist a few times, unable to meet your eyes.

"I don't want to talk about it, alright? Just drop it," she says with a threating tone before letting it drop. "Please..."

"Are you sure, my dear? It feels like you might have a lot of things you might want to talk about."

"I said just drop it!" Gilda says, getting up off of the toilet with a huff. She jerks away from you, knocking a vase off of the nearby counter in the process. "Shit, dude, I didn't mean to--"

"It's quite alright, my dear," you say with a sigh. "It was Rainbow, wasn't it?"

Gilda's mouth opens and closes at you a few times in bewilderment. "How did you...?"

"Just a guess. Let's move to the lounge nearby. We can talk while you give that arm a rest."

Gilda clenches her fists before letting them go with a sigh. "You... you wouldn't tell anyone, would you?"

You open the door to the bathroom, motioning for Gilda to follow you out. "I wouldn't dream of it, my dear. Anything you say will always stay between us."


It was a long few hours as you sat beside Gilda and listened to every little heartache she had to let go of. The years of her abusive father, the drug abuse, the suicide attempts, being trapped in the poor side of Canterlot with no means of escape. On top of it all the abandonment of her best friend, Rainbow Dash after being her only friend for most of her life. They'd thankfully made up later, but judging by her wrists, the damage was almost permanently done. Once you'd popped the top on her emotions, Gilda could hardly stop herself from letting them flow. More than once you had to wipe a tear from her cheeks or place a comforting hand on her shoulder to remind her she wasn't in those memories any longer.

She went on completely past lunch, so long you told Raven to just skip it for today through text. As much as the lost time might've hurt otherwise, her being so emotionally pent up lent very well to what you have planned next. She seems like she doesn't get very many people actually interested in her, which really only makes this all that much easier.

After she's finally done, you lead her back out into the hallway to get back to work for the day. Gilda has a content smile on her face as she follows you out.

"Hey, dude. I just, uh, sorry about being a bitch earlier. I didn't know you were cool."

You place another comforting hand on her shoulder. "Think nothing of it, Gilda. I'm glad we could come to a better understanding."

She looks away. "An understanding, yeah... can't remember the last time I've talked for that long."

"I'm glad you finally got to let it out. It seems you've been holding all that in for a long time."

Gilda looks down at the floor, her uninjured arm holding the other awkwardly. "Can I, uh, ask you something?"

"Anything, my dear."

Gilda lets off a growl at herself. "Ugh, forget it, it's stupid."

"Gilda, whatever it is, you know I'd understand."

She shuts her eyes tightly. "I can't believe I'm even thinking about asking for something this dumb." She lets out a soft sigh. "It all stays between us, right?"

"Of course."

Gilda takes a long, deep breath. "Can... can I have a hug?"

You give her a comforting smile before stepping forward and wrapping her up in a tender embrace. She feels rigid and uncomfortable at first, but slowly eases up until she finally leans her weight into you and wraps her hands around your back as well. She savors the hug for so long you're afraid she might actually fall asleep in it. You'd be afraid to ask how long it'd actually been since she's gotten one, if ever.

"...sir?" you hear Raven ask from behind you.

Gilda gasps and quickly pushes you away, trying to pretend your assistant didn't just find the two of you like that.

"What the heck?" Rainbow Dash sputters out from behind Raven. GIlda's face turns bright red at the sight of her girlfriend. "G, what were you doing?" she asks a bit too loudly, clenching her fists and narrowing her brow at Gilda.

"Nothing, dude."

Rainbow stomps up to her with a dangerously pointed look. "That sure didn't look like nothing."

Gilda gives her girlfriend a quick shove. "How about you step off before I break your jaw," she says with her usual attitude.

You let off a quick laugh. "Lover's quarrel?" they both go stiff and then awkwardly stammer a few excuses out.

"Ugh, whatever," Gilda spits out. "I just want to get back to work," she says before stomping down the hallway and away from the awkward situation.

Raven clears her throat and pushes her glasses up her nose. "I was coming to ask if you'd like to have dinner at the regular time, since we skipped lunch."

"Let's move it up to three. You did schedule Cadance for six o' clock, did you not?"

Raven gives you a quick nod. "Of course, sir."

"We can give the maids the rest of the day off after that then. I need to set you up in the basement before my meeting."

Raven's professional demeanor quickly deflates into looking like a disappointed child. It's hardly ever an enjoyable time down there. "Yes, sir," she says with a dejected tone.

"Basement?" Rainbow asks with a raised eyebrow.

You give her a smile. "Nothing you need to worry about, dear. You'll learn about it soon enough."


The sunlight slowly fades to a dim orange as it travels through your windows. You look out to the burnt husk that used to be your library. On days like this you'd take some time to enjoy a good book in one of the many lounge chairs you had set up in there. You sigh at the thought of all that lost knowledge, and how appropriate it happened to be Rainbow Dash of all people that took it away. The desire to finally teach her a proper lesson burned inside you, but it's too early for that. You'll have to settle for someone from your past instead.

"The donation would for a brand new luxury bus for their sports teams, sir. I've already arranged a seller and can organize the delivery to the school in about four days, sir."

"That's something she specifically asked for over the phone?" you ask your assistant as she stands beside you.

"Oh, no, sir. After a bit of digging I'd found out that their old one had broken down, so I brought it up myself. She was quite receptive of the idea."

"Hmm. Good job, Raven."

Raven pushes her glasses up her nose and lets off a little smile. "Thank you, sir."

"I suppose I'll reduce your punishment to a few hours instead of overnight."

"...thank you, sir," she says, a little less enthusiastically this time.

"Where are the maids?"

"I've let them go for the evening. They should be heading towards their quarters now."

"Good. Meet me in the basement."

Raven gulps and takes in a nervous breath. "Yes, sir," she says, before scurrying away.

You take in a deep breath as you look back out to the halfway cleaned up barren ash of your old library. The pillars and woodwork had already been mostly completed, but you knew it'd never quite be the same as when you first built it. To take your mind off of it, you pull out your phone and scroll over to an app with a little lock on it. A few taps later and you're watching both Gilda and Rainbow Dash entire their quarters for the night, looking a little more irritated than you'd left them.

"So, you gonna tell me what was going on earlier?" Rainbow lets off as Gilda plops herself down on her bed.

"What's there to tell?" Gilda says, not bothering to look at her girlfriend

"About how you're enjoying a hug with the guy making our lives miserable? I thought we were just trying to get through this and now you're handing out hugs to strangers now?"

"Making your life miserable. This is your fault, Dash. Remember that. You just dragged me in here to make it easier on yourself."

"You said you wanted to help! And are you saying you're enjoying this? Look at what he did to your arm! Look at all the cuts I've got from picking up all that dumb broken glass from that party! You should hate him as much as I do."

Gilda scoffs. "This was an accident," she says, lifting up her arm. "And maybe if you'd actually used a dustpan instead of your skirt, you wouldn't have those."

"But the way I did it was so much faster. You still haven't told me why you were cozying up to him like that."

Gilda lets off another frustrated growl. "It was nothing, alright? Don't worry about it."

"How am I not supposed to worry about it? You're my girlfriend remember? And since when do you ever give out hugs?"

Gilda quickly snaps over to look at her friend with a glare. "I'm not your fucking property, Dash."

Rainbow winces. "I didn't mean it like that, G. Just seems weird that you're being so affectionate with him all the sudden," she says with a haughty tone and a roll of her eyes as she sits down on her own bed.

"What's that supposed to mean, Dash?"

Rainbow lets out a sigh. "I dunno. Just that I don't want to get cheated on? I mean, if you were trying to fuck him to get us out of this, it probably wouldn't even work."

You let out a chuckle at that one.

"Fucking seriously? After all these years you think I'd just throw this away after I worked so hard to get it back? All those times I hung out with your stupid, loser friends and put up with that pink loser for you? All those times I risked my neck to get you booze in high school? After all these years of you being my only friend you'd think I'd just throw it away to get out of a couple of days of maid service. Fuck. You." Gilda gets up and throws a pillow at Rainbow to accentuate her last point.

"G, is everything okay?" Rainbow says nervously.

"I can't fucking believe you'd drag me into this and then get jealous of me making another friend. You're un-fucking-believable, you know that?"

Rainbow gets up and puts a hand on Gilda's shoulder. "Hey, hey, it's not that serious, alright? You know you're my best friend. I was just worried, is all. How about we have some fun tonight? I think we could both use some destressing."

Gilda smacks away Rainbow's hand. "Don't fucking touch me. I'm gonna take a walk," she says before stomping her way towards the door.

"What, so you don't want to be friends anymore?" Rainbow asks.

Gilda stops in her tracks, her anger quickly fading at the thought of losing her only friend. "No, I just..."

"I mean if you really want to be done with me, I understand," Rainbow says, kicking her foot across the ground to feign innocence.

Gilda clenches her fist and turns around. "It's not like that, alright? I'm just..."

"Then let's have some fun," Rainbow says, walking back up to touch Gilda. "I know you'll feel better afterwards. Besides, I really need to cum after today."

Rainbow doesn't wait for her to say anything, instead she just starts kissing her neck and sliding her hand underneath Gilda's skirt. "Ugh.... whatever..." Gilda lets out between soft breaths as the Rainbow's fingers start to get to her.

You close the app, having seen enough. You're surprised Gilda puts up with that, considering the brash, uncaring attitude you've seen with her. Just goes to show how much Rainbow means to her, being her only friend for so long, you suppose. It's somewhat amusing to see Rainbow worm her way into having the upper hand. Childish manipulation tactics though. She'll soon know what it's like to be on the receiving end.

For now though, you have an assistant to punish.


"Are you ready, my dear?" you ask, making poor Raven jump at the introduction of your voice in the silent room.

"Yes..." she says, nervously twiddling her fingers behind her back.

"Good, get undressed."

She wordlessly begins unbuttoning her blouse as you make your way through the room. The floor is a harsh, untreated wood that knocks every time you step on it. The walls are cold, uncompromising grey bricks that house the occasional rack filled with various dildos, whips, and harnesses.

You pull off a particular set of cuffs and some leg restraints, unbuckling them in preparation. Raven is just stepping out of her skirt as you look over the room, trying to decide which set of bondage furniture you'd like to use tonight. The room is filled with crass wood and metal contraptions, great for binding your poor assistant in any which way you please, but tonight you felt like using something a little more technologically advanced. You grab a piece of rubber with a dildo sticking out of it and a piece behind to attach something else. Raven takes in a gasp once she sees what you've actually got in your hand.

You move over to the saddle-like contraption after picking out a much larger dildo to go along with your collection.

Raven's cheeks are flushed in a bright-red hue as she steps out of her panties and neatly folds her clothes up to set aside. "So... the sybian, sir?" she asks nervously. The faultering professional tone makes you smile. She's so cute when she's anxious.

"Yes, Raven."

She reluctantly walks over to you, her bare feet making little pats against the wood floor. You connect the main piece to the oversized vibrator and lock the larger dildo in behind it. Both holes and a little clit vibrator in front. Should keep her occupied for a while.

You grab Raven's wrist and bring her closer to you, making her yelp in anticipation. You can feel her heartbeat pounding in her wrist as you wrap the cuffs around them. Once she's cuffed you drag her in place, turning her around until she's poised over the sybian. You let her think about her predicament for a moment before grabbing some lube and a roll of tape off a nearby shelf.

"Just a few hours, right?" she asks, fear creeping into her voice.

"We'll see." You squirt some lube into your hand and slap the cold liquid between Raven's legs. She let's out a cry and squirms at the feeling, careful not to jump away though. You rub a generous amount around her pussy, but spread even more around her ass, even being sure to stick three fingers up her ass to get her started. And who says you aren't generous?

With your clean hand you pull out a length of tape, just long enough to slap over Raven's face. You tear off the section and carefully plaster it over her mouth to make sure she won't be disturbing any guests tonight.

You put a hand on her shoulder to guide her down to her fate. She resists a little, trying to avoid something slipping in too fast, but the larger dildo is too close to avoid. She lets out a groan as the thick cock enters her ass and begins to slide down. She's got a long way to go before the other dildo makes it, but you manage to guide her down without much hassle. With a few whimpers and some moans, you finally get Raven positioned all the way down on your toy. Once she's completely on her knees, the strained panting starts as she rocks her hips around to try to get more comfortable. Unfortunately they're both in too deep inside her for that to happen.

You grab Raven's arm and jerk it above her head, connecting the cuffs to a rope hanging above her. Once it can hold weight, your assistant tugs on it to try to help her alleviate some pressure. You can't have that.

You lean down and wrap the other harness around her shins and thighs, putting a little metal ring on the harness through a hook on the floor, making sure she can't move up or bend her knees. Once the other one is done, you stand up to take a look at your work.

"Comfortable?"

Raven can only squirm and whimper in response. As her pale body moves around, you can clearly see the larger dildo making its impression right below her belly button. It probably isn't anymore than she's used to. Raven tilts her head back and lets out an uncomfortable moan after another rocking motion. She's probably finally settled her clit onto the vibrator.

"Once I'm done with Cadance, I'll see if you've had enough. Perhaps this will teach you to not be late, my dear," you say as you grab a remote off the wall. Raven looks up at you with pleading eyes as she watches how far your thumb will go on the intensity knob. You turn around, twisting it all the way to maximum before setting it on a nearby shelf.

Raven's eyes open wide and she lets out a cry through her tape as her torment starts. It's going to be a long night for her. You turn out the light before heading back upstairs. You had a meeting with an old friend to attend.

Night 3: Old Rhythms

View Online

Just as you're walking into your foyer, you hear the bell ring on the intercom for the gate. Ten minutes early. Punctual as always. You press a button on your phone to unlock the gate for her and walk to the front door, opening it up to get a view of her walking down your driveway. Cadance certainly looks much more formal than the last time you saw her. A black business skirt and an accompanying overcoat on top. The pinned on name tag tells you she didn't bother to put anything special on for the visit, which is disappointing.

"Good evening, Cadance. So nice to see you again after all these years," you say as she finally makes it to your steps.

"Yes, I was surprised to get a call from your new assistant. I didn't think you would've kept up with me after..."

"Nonsense, my dear. I'm always interested in the further success of my former employees. Now please, come in so we can discuss this donation."

Cadance nods and slips in beside you before you close the door. She takes a moment to look around the massive room, letting out an almost nervous sigh before her eyes trail back to you. "I don't remember it being so... big."

"You should, Cadance. I imagine you know this entire place front to back after how much time you spent here."

Cadance purses her lips, shifting her weight around her heels uneasily. You gesture her down the hallway and start walking to your study together. "I suppose I've had other things to remember. This was just supposed to be a side job, after all."

"Yes. That's usually how it starts. Walk with me, my dear. I'd love to know what you've been up to since we last spoke. How are you and Shining doing?"

Cadance goes stiff for a moment at the mention of him. She knows she shouldn't be here. She clears her throat and quickly catches up to you as you make your way up the stairs together. "We're doing great. We just moved into a new house and are thinking about having another child, actually."

"Another?"

"We had our first daughter a few years ago. We named her Flurry Heart," she says, a bright smile crossing her face. They must be very happy.

"That's wonderful to hear, my dear. I'm very happy for you. What about your career? How is being a teacher working out for you?"

"Oh, I'm actually the dean at Crystal Prep now. They didn't keep me teaching for long."

You give her a quick smile to ease her tension. "Quickly saw those leadership abilities in you, didn't they?"

"Well, I definitely put a lot of work in and it didn't go unnoticed."

"I imagine securing this donation will look very good for future promotions, won't it?"

Cadance brushes a lock of hair away from her face. "Yeah... the school board is looking to promote someone to principal. Our last one isn't looking very favorable in the eyes of our students after an incident a couple years ago."

"Well, if it's any consolation, I believe you'd make a wonderful principal."

That puts a smile on Cadance's face. "Thank you. That means a lot, actually."

You open the door to your study and wave Cadance in. "Here, have a seat and we can discuss it further."

Cadance finds a place in a seat on the other side of your desk. She knew this room all too well, and judging by the uncomfortable fidgeting in her chair, she remembers what happened in it too. You let a smile cross your face. She's about to get quite the refresher. You think you might even have her old collar around here somewhere.

"Your assistant talked about a new bus for our longer trips," she says as you walk around your desk to sit in your chair.

"Ah, yes. I assume she shared the model details?"

"She did, actually. I was really impressed. Our old one was very nice, but this one is just..."

"The best money can buy?"

She lets out a strained laugh. "Yes... that about sums it up. Retractable flat screens on every row, seat by seat air conditioning and heating, and even a bathroom. I wouldn't think in a million years we'd--"

"A pittance," you say, waving her off. "Something special for an old friend," You say as you walk over to your desk and poke through a few of your drawers.

She perks up in her chair and uncrosses her legs. "Oh? So we don't need to negotiate anything?"

"Well, that's certainly up to you, isn't it?"

Cadance blinks a few times before the reality sinks in. She knows you well. "I... what do you want?" she asks quietly, looking up at you with worried eyes. She knows exactly what you want.

"Tell me about your daughter. I've never had the pleasure of even hearing about her until now," you ask with a sly smile. Cadance's old, pretty, pink collar finally reveals itself to you under some other leather supplies. You lean back up to face her, hiding her accessory behind your back.

Cadance clears her throat and tries to settle back into her chair. "Oh... well, she's turned out to be very smart. She's already talking in complete sentences and has already become quite the artist."

"Do you carry around any pictures?"

Cadance blinks a few times, pausing to squint and look you over a few times. You can sense the nervousness building in her. A mother with her personality isn't one to be so hesitant to gush about her daughter and you think you know why.

"Of course, I have a lot on my phone, if you'd like to see," she says, fishing for it in her purse.

"I would love to."

She gulps, apprehensively getting up and facing her phone towards you. The sight of her daughter quickly puts a smile on her face though. "This is from our summer vacation last year," she says, swiping over a picture of her happy family at the beach. "This is one of her drawings. All of the kids in her class always bug her for them," she says, a relaxed, loving smile coming over her face. "Here's one of her and Shining in his patrol car."

You take a step closer to Cadance, letting her feel your imposing presence as you look down at her phone. You smile at the soft blush spreading over her cheeks as she struggles to meet your eye. "She looks adorable, Cadance. How old is she?"

"Um... she's..."

"About four or five now?"

"Five, yes."

"Does Shining know?" you ask.

Cadance's breath catches in her throat for a moment as she glances nervously between you and the floor. "W-what would he need to know about?" she asks in a shaky voice, doing her best to feign ignorance.

You brush your fingers along Cadance's cheek, letting your palm settle on the side of her neck. She doesn't pull away, but just looks up to you with that familiar, defeated expression once she knows that you know. "I always wondered why you quit so suddenly. After we had so much fun together." You look down her wonderfully soft hair, the pleasant memories of your former pet filling your mind.

Cadance shuts her eyes tight and finally pulls away from you, facing towards the door and holding both her arms tight against her chest. "I just wanted to focus on my job."

"And your new pregnancy, I imagine."

"I..."

You put a finger on her chin to make her look back up at you. "So you haven't told Shining he's raising a daughter that isn't his?"

A sudden fear over takes Cadance, and her eyes quickly turn pleading. "You can't tell him. Please. Our life, our family. I don't want to lose it because of some stupid mistake," she says, wincing and turning her head away.

"Mistake? Your daughter is a mistake to you?"

"No... I love her more than anything. It's just—"

You put a gentle finger under her chin and pull it over to look into your eyes again. That's the expression you're looking for, like a trained puppy begging for her treats with that little frown. "Oh, Cadance. You mustn't blame yourself. You were stressed with college, then your new job came and your husband just wasn't giving you the relief you needed."

Cadance keeps quiet as you move a lock of her hair that's fallen over her face. She looks back up to you, you can plainly see the battle raging on in her mind as she looks between you and the floor, her eyes begging for more convincing. "He still isn't is he?"

Cadance tears away from you again and holds herself tightly. "I never should have come here," she whispers out.

"Yet you did."

"I just wanted to help out the school, nothing else," she says, turning back to you.

You shake your head with an amused grin. "Don't play coy with me, my dear. I know you too well. And you know me well enough to realize what coming over here meant."

"I couldn't pass up an opportunity like this for my career!" she says desperately, almost trying to convince herself more than you.

You take another step towards her. "Then look me in the eye and tell me you don't want to be my pet again, for one more night."

Cadance opens her mouth to try to say it, but the words get caught in her throat. Instead she just closes her eyes and lets her face turn away. "If that's too complicated, then stop me. Tell me you don't want this and I'll let you go with your donation and not another word. "

You start your hand right at her belly button, the other snaking around Cadance's waistband to find the zipper to her skirt. Just as your hand finds its way to bare skin, you let the zipper down to give you some breathing room. Cadance lets out a soft gasp, still unable to look you in the eye. Your fingers quickly find the soft, wet, eager flesh sitting between her thighs. Cadance lets off a soft moan at the feeling of your fingers slipping against her clit. You're surprised at how soaked she already is. What a dirty girl. She knew exactly what she came over here for.

Just before your fingers can find their way inside her, she places a hand on your forearm. You smile at her, patiently waiting for her to push you away. Cadance finally looks you in the eyes, a pout clear on her face. She doesn't have it in her to stop. Not now. You trained her too well.

"...I'm really going to do this again, aren't I?" she asks up at you in a defeated whimper.

"You did say you wanted another child," you say before you pull your other hand out from behind your back, revealing her old collar to her.

You can feel Cadance's heart beat faster through her neck. She fidgets uncomfortably in your grasp, letting her unzipped skirt fall down to her ankles. Even in the dim light of your study you can see the completely soaked panties. She can hardly control herself.

Finally her breathing speeds up and she looks up to you again. "Yes, master," she finally lets out with a soft nod. You wide grin crosses your face. She'd been trained well.

You lift the unclasped collar up to Cadance's neck and she tilts her head backward to ease the process. You can feel the breath leave her lungs as you clasp it behind her head. She closes her eyes and bites her lip hard, her hips already shivering in anticipation of being pounded.

You take a step back to appreciate your work. Cadance's eyes open with disappointment as your presence leaves, but you haven't even gotten started with her yet and you know that she knows that. "Do away with those clothes, dear. You won't be needing them tonight."

The blush on Cadance's cheeks grows even darker at the command, but she doesn't hesitate to nod and proceed to unbutton her blouse. You lean back against your desk in quiet observation as Cadance completely exposes herself to you. Her pale skin still shines beautifully in the light even after all these years. Your cock slowly engorges in anticipation as she strips off her last sock.

Cadance gulps as the last bits of logic scream at her to not do this, but you know she's in too deep now. Her blush grows even darker as her fingers twist at her bare sides. You can see the insides of her thighs glistening as she looks back up to you, completely giving in to the urge. "I'm ready, master."

"Good. We will start with oral," you say, gesturing her over to you with a wave of a finger. Cadance eagerly obliges and leans down onto her knees in front of you. You can tell in her eyes as she looks up to you she's cast aside her doubt and has completely submitted herself again. She leans forward and gives your dick a loving kiss through your pants, her hands deftly working away your belt and button until the cloth slides down your thighs.

You let a smirk cross your face at the feeling of Cadance's warm lips wrapped around your cock. She didn't even hesitate to take you into her mouth and is already bobbing her head in her own practiced fashion you taught her so many years ago.

You can barely keep yourself from letting out a satisfied groan as one of her hands slips between your legs to caress your balls. She knows just how to work you and you let yourself spill some precum onto her tongue at the thought of impregnating her again. You look down to watch her as her throat resounds with the usual sounds of gulps and gags as she does her best to hilt your cock in her throat.

Through the waves of her pink hair you spot a hand snaking down her stomach. "And just what do you think you're doing?" you ask her. Her eyes go wide and she pulls her hand away from her pussy, making sure your length never left her mouth. You place a gentle hand on the back of her head and make sure she's looking you in the eye. "You cum when I allow you to, no sooner."

Cadance timidly places her hand back on your thigh and gives you a soft nod. She must be nearly rabid with desire by now. You can smell the musk of her wet folds as she sucks. Someone definitely needs some release.

You pull Cadance's head back onto your cock, giving her a little helping hand so her lips finally reach the base. She gags and coughs as you bottom out inside of her throat, the mascara quickly losing its place on her eyes and drifting down her cheeks. The warm, wet embrace of her mouth stiffens your cock even more, only driven by the idea of feeling those little squeezes of her pussy as she finally cums on you.

You let her go and she quickly pulls back for a breath, letting out little coughs as her throat adjusts. She knows better than to wait too long though and quickly goes back to giving your head and shaft sweet kisses, leaving lipstick marks along the sides. Your hips drive forward on their own as she takes a few inches onto her tongue again. The intense pleasure from her fingers on your balls and her tongue servicing your shaft quickly entice that familiar pressure building up inside of you. Not wanting to end the fun early, you push on Cadance's throat to ease her back, letting your cock stand straight in the open air.

"You don't seem to have gotten too rusty, Cadance," you say with a proud grin as you tug her up to her feet by her collar.

"I'm glad I could make you happy, master," she answers with a soft smile.

You put a hand at Cadance's soft waist and push her around to your desk, leading her back until she's sitting on it and reflexively lifting her legs into the air. You place your hand on the back of her neck again and don't hesitate to slam the entire length of your cock into her wet, eager folds. Cadance's eyes go wide and she lets out a yelp at the sudden burst of pleasure, but you refuse to give her anymore. You pull her close to your face to see her begging eyes looking up to you, her hips rubbing up against you to try to feel some sort of pleasure from your cock hilted deep inside her.

"Tell me what you want, Cadance," you whisper down to her.

"I want you to fuck me, master," she lets out, her voice feeble between the coos.

"You'll have to do better than that, dear," you say as you place a firm hand against her hips, stopping their movement.

Cadance bites her lip and lets out a little, frustrated whimper. "I want you to fuck me until you cum in me..."

"Why do you want that?"

"So I can have another child."

You pull Cadance even closer until you know she can feel the heat of your breath on her lips. "Does it turn you on that you're going eagerly take my cum and force your husband to raise my child?"

Cadance reluctantly nods up to you, a soft whine leaving her lips as her folds clench in anticipation around you. "Yes, master..."

You let out a quick chuckle. "You're such a naughty slut, Cadance. Some things never change."

Finally you force Cadance up to your lips to let her feel your tongue against hers. She wraps her arms around your shoulders and lets out a loud moan as your finally pull yourself back and slam back into her. You don't bother to give her any adjustment period as you viciously pound her wet slit, letting the smacking of your skin resound throughout the room. Cadance can hardly control herself as her fingers dig into your shirt and she practically screams her pleasure into the room.

Her soaking slit isn't quite as tight as you remember as you ruthlessly pound her inner walls, but your cock still twitches in pleasure inside her all the same. One thing that has changed though is the heat coming off of her body and the tenseness of her muscles as she holds onto you, her eyes looking up to you and begging for you not to stop. You imagine this little whore hasn't been fucked properly in a long time and the growing redness across her entire face only confirms it.

Hardly a minute has passed before Cadance wraps her legs tightly around you and pulls your body in close as her back arches hard and she lets out an enormous moan. You slow down and feel her pussy clench around you so hard you're almost shocked. The intense contractions don't stop there, either—the muscles in her legs twitch violently against your back and her hips gyrate like someone is putting a taser to her stomach. She falls back to the desk and goes limp as her lungs desperately pant for air, her hair spreading out across your papers to frame her pleased smile.

"Already?" you ask with an amused chuckle.

Your former maid can barely turn her head to face you anymore as the rough panting dominates her body. You run your hands across her smooth, pale stomach and up to her breasts to bring her back to reality.

"I'm... ah... I'm sorry, master," she barely manages to get out.

You loop a finger through her collar and drag her body up to face you. The exhausted girl can barely lift her head to meet your gaze, but she knows better than to ignore you. You show her a sinister grin and slowly slide your length back inside of her, eliciting a loving coo out of her tired lips.

"Let's see how many more we can get out of you," you say close enough to her face to make her feel your breath. She doesn't hesitate to bite her lip and give you an eager nod. Her giddy anticipation doesn't last though as you slide your entire length out of her pussy. She lets out a disappointed sigh and watches as you pull your pants back up and walk around to your desk drawers.

She opens her mouth to protest, but quickly things better of it as you root around your drawers and produce an accompanying pink leash. Her cheeks quickly turn even darker at the implications, but she's way too horny to protest now. You walk back around and click the latch around the loop in her collar.

"W-Where are we going, master?" she asks in a timid, quiet tone. A stark contrast from how she was when she showed up.

"We're going to finish things in my bedroom, my pet. Now come along," you say with a little tug on her leash. Cadance obeys and slips off of the desk to walk behind you, but you raise a hand to stop her. "What do you think you're doing?"

Cadance's eyes go wide and she blinks a few times. "I was... oh," her eyes trace down to the floor in the sudden realization. She stares down at the rug for a moment, contemplating whether to keep her last scrap of pride or to obey her new master. Her hips shudder of their own accord, quickly urging her to make the right decision.

Cadance leans down to your stiff, red-patterned rug and settles onto her hands and knees. "Good, now let's be off," you say with another tug on the leash.

The long trek down the hallway is quite an enjoyable one with Cadance in tow. Your former maid is constantly letting out soft coos and heavy breaths as she imagines what's going to happen at the end of the journey. You look back and smile at her slender, naked form as it crawls along the hardwood. The proud dean of Crystal Prep eagerly crawls to her next orgasm, her voluptuous breasts waving with each step. You worry your member might break through your zipper entirely at the sight, but it won't be much longer now.

You swing open the door to your bedroom and lead your pet inside. Cadance looks around the expanse for a moment, taking in all of the old memories. "Get on the bed so I can fuck you like the dirty, little slut that you are," you say as you lean down to her ear.

"Yes, master. Right away."

You drop away the leash and let her crawl towards your sheets. A sinister smile crosses your face and the flush of intense arousal washes over your stomach at what you're about to do. The poor girl presenting herself on her hands and knees to you thought she was done. As you unbutton your shirt you wonder just how many nights she's dreamed of this moment again, trying to deny she ever wanted it, yet here she is on your bed, waving her ass in the air in anticipation for you impregnating her yet again.

Once the last article of clothing has left your body you make your way over to your prize. A soft moan escapes Cadance's lips as you grab her sides and force her body down to meet your cock. The head slides around the dripping vulva and Cadance can hardly contain her desperate whimpers as the flesh slides past her throbbing clit. The heat coming off of her sex is intense and welcoming. You can't remember the last time you've fucked someone this desperately aroused.

With a quick motion you grip Cadance's leash and pull her up by her neck as your cock slams deep inside of her again. A harsh yelp leaves her lips as she jerks forward into the sheets and grips them as tightly as her shuddering fingers would allow. You rest inside her for a moment, feeling her inner walls clench against you, desperate to feel any pleasure you could give her. You can feel her heart beating through the tender flesh enveloping your cock and her desperate coos fill the room as she writhes in place with desire.

"P-please, master," she whispers out, a single eye glancing back at you through her hair, pleading at you to dominate her. You answer her with a harsh slap against her eager ass, eliciting another harsh yelp out of her, followed by another soft coo as the intense stinging amplified the pleasure for her.

"You'll speak when spoken to, pet." Another yelp resounds out of her when you jerk on her collar, momentarily cutting off her air supply.

"Yes, master," she manages to choke out.

With your free hand you slip your fingers around her bare thigh and grip at the top of it, pulling your cock into her even tighter. Her intense wetness has already coated your entire groin in her essence and when you lean back to give her another thrust you can see it already glistening down her thighs. Won't take much more to make this slut cum again, that's for sure. You pound her as hard as your hips would allow, turning her soft, yearning whimpers into loud, strained moans as she sings them into your room. If you had neighbors they'd think you're performing an exorcism with how loud she is after every thrust.

Before you even start to feel the tingle of your own orgasm threatening to pop off, Cadance's pussy clenches against your length yet again, her entire body twitching with pleasure as you turn her cheeks red with your ruthless pounding. You refuse to give her a break this time, extending her orgasm to the point where her entire body seizes with ecstasy and she grips your wrist so hard you fear she might actually leave a mark. Just as the first orgasm seems to fade, Cadance screams yet again and her entire body jerks around in the sheets. Her pussy clenches so hard against your cock it's almost uncomfortable, but you ride the waves and fuck her into oblivion anyway.

You let go of the collar and allow her to fall forward into the sheets. As your cock slips out of her, her entire body twitches and convulses randomly as each jolt of pleasure rushes through her system. Her feminine coos and moans quickly change to erratic breathing through her satisfied smile as her eyes slip into the back of her head. It's time to mount your prize properly this time and give her what she really wants. You place a hand against her lower back and another at the bottom of her neck to pin her down, then lean down to whisper into her ear.

"Now I'm going to cum in you, Cadance. Beg for it."

Cadance pants wildly under your grasp, but still does her best to look through her matted hair up to you. "Please... fill me, master. Please get me pregnant."

"Good girl."

You slip your cock back into her, making sure to get it at just the right angle to hit her g-spot as ruthlessly as possible. Cadance squirms under your grasp, but the wild thrashing of her previous orgasms is forced into submission under your hands. You can feel her heart race through her skin and her wet inner walls as the arousement takes complete control of her. You know exactly what this little slut loves and it won't be long now before she cums yet again from getting held down and fucked like the animal she is.

The soft, tender skin of her body grows even hotter to the touch as she edges towards yet another orgasm. You think about the girl in your grasp and her normal, day-to-day life as a dean, going home to her ordinary family. The thought of turning her back into this rabid, sex-crazed woman moaning into your pillows makes the first hints of your own orgasm build at the base of your shaft. All it took was a single call and she was over here begging for your cum yet again. Cadance's hips bend upwards to make sure you're pounding her as hard as possible as her slit convulses around your cock yet again. Her limbs fidget underneath you but do nothing as you hold her down with. There's absolutely nothing she could do to hold back the orgasm and you know she loves that.

Finally you close your eyes and revel in the feeling of her soft skin in your grasp and her loving inner walls embracing your cock. With one last, ruthless thrust of your own you hilt inside her and let your dick flex inside of her, spilling your seed as deep as possible into her womb to make sure she'd be leaving here with exactly what she wanted. You know Cadance can feel every last twitch of your cock and every last drop of cum that spills inside her. Her pussy massages out as much as it can with another intense orgasm as she yells her pleasure into your pillows. Every little movement amplifies the pleasure against your member as it twitches with each spurt. Eventually it's more than you can handle and you finally pull out of her and appreciate your work. Cum spills out of her swollen lips and drips around her throbbing clit, eliciting a soft moan out of her as the warm liquid teases her one last time.

"Come here and clean me off, pet," you demand.

Cadance lethargically pushes herself up off the sheets with a content, tired smile on her face. "Yes, master," she mumbles out as she drags herself over to your groin and happily lets your cum-soaked cock slip into her mouth. The room finally goes quiet, with nothing but the sound of your satisfied sighs and the soft licks and slurps of the the wetness off of your cock. You treat your old pet with a few fingers running gently through her hair and think about how you're going to dominate her for the rest of the night.

A smile crosses your face as you remember a certain someone in the basement who would get exceedingly jealous at watching that. She's probably had enough physical torment for the night anyway.

"Cadance, darling," you say, making her eyes glance up at you with your cock still deep in her mouth. "I've got something I need to take care of for a moment. I'll be back shortly so we can fill you back up with cum yet again."

She lets your length slip out of her mouth before giving it a quick, loving kiss and looking up to you. "Of course, master. I'll wait right here for you."

You give her a smirk before rolling off the bed to grab a bathrobe. "Good girl. I'll make sure you get what you came here for tonight."

You double check your bedroom door for a moment, making sure there was enough room to peak through without things looking too suspicious. You silently wonder how Raven is going to explain the little wet spot of her jealous masturbating on the carpet, but that's fun for tomorrow; tonight had plenty of excitement in store already.