Rainbow's Punishment

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.