As you wish....

by flawlessvictory20

Rating: mature
Tags: Dark, Alternate Universe, Human, Other, Second Person, Self Insert, Sex, My Little Pony: Friendship is Magic
Length: 7543

After being treated like Upper Crust's dog for the past year, you decided it's time to turn the tables and show her what happens when you're pushed too far.

You have been a personal servant for Upper Crust for the past year and everyday your life has been a living hell. You are constantly asked to do menial tasks, treated as dog, and the victim of the mare's flirtatious ways.

But after it is found out that she only has you around to have you be her personal toy, you then plan to get revenge on her by any means necessary.

Triggers:
Non-Consensual
NTR
Slight Bondage
Toys
Orgasm Denial
Forced Orgasm
Mindbreak

Many thanks to my buddy GivingSpider for helping me out on this

01/26/16 - Was posted on Equestria After Dark

Published 2015-09-18 00:50:02 UTC
Last updated 2015-09-18 00:50:02 UTC

...My mistress

“SERVANT! WHERE ARE YOU?!” a mare’s voice bellowed.
‘Ugh, what now?’ you groaned, as you rolled your eyes.

As you heard the mare call for your presence, you begrudgingly rolled off the couch you were on and headed to the main foyer. As you made your way to the source of the voice, you already knew that it would be for something stupid.

‘How I get myself into this mess?’ you internally groaned.

This was a rhetorical question of course. You knew exactly how it all began. It happened only a year ago.

You and few other humans had arrived in Equestria as one of the few that Princess Celestia brought from Earth. While some chose to go to other cities in Equestria to start a new life, you decided to stay in Canterlot. Being a city boy, you figured that remaining there would be the best place for you. You stayed at the palace for a while, but not wanting to be a freeloader decided to join the working force. Upon looking for a job, you came across a job ad. It said that it came with free room and board, health benefits and average pay. You thought it sounded like the perfect job.

The next day, you made your way to the job interview. You were quite surprised that it was at a reasonably large mansion. As you made your way up to the door, which was a pristine white mahogany door with golden door knobs and golden trim, you couldn’t help but think that you may not be qualified for the job. As you knocked on the door, you were greeted by a light gray earth pony mare in a maid outfit.

“May I help you?” she asked.
“Yes, I’m here about the job offer,” you replied.
“Ah, yes. Right this way, I’ll let my masters know you’ve arrived,” she replied in a posh tone.

As she ushered you in, you in took the exquisite decor. The walls were made from the most exquisite marble, the tiled floors of ivory, the many paintings and vases carefully placed in precise locations.

‘Whoa! This place is fancy!’ you said in awe.
“This way sir,” she said, as she when down a hall.
While you were being guided through the mansion, you immediately felt out of place.
‘This place is waaay too fancy for me.’
The mare then led you into a small furnished room.
“Please wait here while I fetch my masters,” spoke the mare.
“O-Okay,” you replied as you took a seat on the sofa.

With a bow, she then left to get her employers. After you waited for them for over 25 minutes to arrive, your nervousness started to get the best of you.

‘Man, I wasn’t expecting this. These ponies are loaded. How am I supposed to impress th-’
Just then, the same mare from before had returned.
“Announcing Jet Set and Upper Crust,” she declared.

You then stood up to greet your hopeful employers. First to enter was a gray unicorn stallion. He had a dark gray feathered mane and tail, and azure eyes. He wore a white collared green shirt with white accents on the end of the sleeves and a white sweater that was tied around his neck.

“Hello there. I’m Jet Set,” he spoke, with a posh tone.

Just then, a pale olive unicorn mare stepped into the room. She has a styled pale indigo mane and tail with light gray streaks, and Persian blue eyes accented by cyan eyeshadow. She wore a white collared shirt with a magenta sweater tied around her neck. As your eyes graced her presence, your heart started to beat faster, and your stomach was all aflutter. The way she sashed her hips while she maintained her chin elevated, she emanated a feeling of “I’m above you.

‘Whoa, she is hot!’
“And I’m his wife Upper Crust,” she spoke.
You quickly snapped yourself back to reality and introduced yourself.
“It’s nice to meet you. So, you’re one of those humans Princess Celestia brought to Equestria, am I correct?” asked Jet Set.
“Y-Yes sir,” you quickly replied.
“Well, let’s have a look at you,” said Upper Crust, as she made her way over to you.

You stood at attention, as the pale olive mare gave you the once over. As Upper Crust seemingly inspected every aspect of your person, you couldn’t help but notice the vanilla and lavender fragrance she was wearing. It sent your senses on a pleasant journey.

‘Wow, she smells amazing…’

After a thorough inspection, Upper Crust seemed pleased with her discovery. She then walked back to her husband and whispered something to him. As they both stared at you, you couldn’t help but gulp.

“So, you’re interested in the position, correct?” asked Jet Set.
You nodded in reply.
“Well, it will require you to do manual labor daily, and you would also need to be willing to handle any given order,” he explained.
“Well, back on earth I was a hard worker. So, I’m sure I’ll be a valuable asset to you,” you spoke with confidence.
“Good, you’re hired. You’ll start first thing Monday morning.”
“R-Really? Thank you!” you stated.
“Yes.”
They both turned to leave. Before she went, Upper Crust turned back and gave you a wink.
“I look forward to you working here,” she smiled.
With that, she took her leave. You internally leaped for joy at the prospect of being able to work in a mansion with a mare as attractive as she was.
‘This is going to be awesome.’

Oh, how wrong you were. The next twelve months were the most miserable months of your life. While you were ecstatic that you were going to be Upper Crust’s butler, that novelty quickly faded away when you soon realized how much of a pampered, snooty mare she was. She would call on you for the most menial of tasks (e.g. turning the page of the magazine she was reading, opening a jar she was too lazy to open with magic, etc.). She even forced you to refer to her as ‘mistress’ or ‘my mistress’, and refused to call you by your name but rather just addressed you as ‘Servant’. But the worst of it was the constant, and mostly intentional, flirtatious teasing she tormented you with. She knew of your attraction to her and took every opportunity to use it against you. There were times she would bend over in front of you to show a brief glimpse of her marehood. Other times she would brush against you or trace her tail along your lower body to see what reaction she could get. It took everything in you not to throw her against a wall and have your way with her, and she knew it. And so, this became your daily life.

Back to the present, you finally made it to the main foyer. You arrived to see the bane of your existence, Upper Crust, waiting for you with an annoyed scowl on her face. You could tell by how she feverishly tapped her hoof on the floor that it was going to be one of those days. With a courteous bow, you greeted your employer.

“You called, my mistre-” you started, but was immediately cut off by her hoof pointed at you.
“WHERE WERE YOU?!” she bellowed.
You slightly flinched at the volume of her yell.
“Well, mistress. I was on my break and-”
“I don’t wanna hear your excuses! Next time I call for you; arrive in front of me immediately!”
She used her magic to drag you down by your collar with her magic to meet her at eye level.
“You got it!” she firmly spoke.
“Yes, my mistress,” you gulped.

As she released your collar, you couldn’t help but be amazed at how such an attractive mare could be so intimidating. With a huff, she looked up to you.

“Now, I have something important I need you to do me for you,” she spoke with her usual smug demeanor.
‘Ugh, this bitch…’
As you swallow your pride, you put on your best fake smile.
“And what can I do for you, mistress,” you replied.
With a smug grin, she teleported from the floor into your arms.
“The day has completely worn me out. Can you please carry me to my room?” she asked, with a bat of her eyes.
‘ARE YOU BUCKING KIDDING ME RIGHT NOW?!’ you internally screamed.
“Well, Servant?” she stated, with an arched eyebrow.
You then let out a deep sigh.
“As you wish, my mistress…”
She with a triumphant grin she patted you on the head.
“That’s a good servant.”

You began your long trek to the master bedroom. Along the way, you couldn’t help but notice the softness of her fur. It felt as if you were carrying the finest of Saddle Arabian silk. While lost in her smoothness, the familiar scent of vanilla and lavender tickled your nostrils. This scent always had a way to make you feel at ease, despite where the source was coming from. You soon felt a hoof tap your forehead.

“Hello?! I’m talking to you, Servant,” she said, with an annoyed glare.
“I’m sorry, mistress,” you apologized. “What is it that you need?”
“I was asking why you were staring at me like that?”
“Like what, mistress?”
“You were smiling at me with that whimsical grin of yours. It’s grossing me out,” she mentioned with a slightly disgusted look.
“I apologized, my mistress. It won’t happen again,” you spoke, with a partial bow of your head.
“See that it doesn’t, Servant.”

The rest of the trip was spent in silence as you made your way through the halls. When you finally made it to the door, she uses her magic to open the door. She then hopped down from your arms to the floor.

“Thank you, Servant. That’ll be all,” she said, as she trotted inside.
“Yes, my mistress,” you bowed.
As you saw the door close, you saw the smug grin plastered on her face.
‘I reaaaaally can’t stand her!’ you grumbled.
As you turned to head down the hall, you’re greeted by Jet Set.
“Hello there, my boy. How’s your day been?”
You merely rolled your eyes.
“The same as any other day,” you commented.
Jet Set just chuckled at your response.
“That bad, huh?”
“Eeyup…”
“Y’ know, I must commend on your resolve.”
This comment caught you off guard.
“What do you mean, sir?”
“Well, we’ve been through twelve other personal butlers for my lovely wife, and each one quit after the first few weeks. But you’ve weathered the fierce storm that is my dear Upper Crust,” he spoke with a little laugh. “It’s something quite admirable.”
“Really? I had no idea,” you spoke.
“Yes, and to be honest, she’s treated you better than the others.”
“You’re kidding me?!” you spoke incredulously.
“No, I’m serious. I think to some degree she actually might like you.”
To that, you merely scoff.
“She sure has a funny way of showing it.”
“That she does, my boy. Well, in any case, keep up the splendid work.”
“Yes, sir.”

With that, he headed into the master bedroom. As you continued down the hallway, what you were just told had your mind racing. You started to think that maybe the way she treats you is just her way to express affection. But you quickly laugh it off.

‘Nah! She’s just a bitch,” you rationalized.

Later that night, as you were serving them dinner, Upper Crust began to discuss her day with her loving husband. She stopped however when she noticed that you were still in the room. She gave you a snarky glare to silently order you to leave the room. You took the hint and excused yourself from the room. That didn’t stop you from standing on the other side of the dining room door to eavesdrop. You pressed your ear against the door to listen in on the conversation. You heard Jet Set let out a sigh.

“Why must you always treat him like the dear?” he asked.
“Treat who like what?” she inquired.
He said your name.
“You mean Servant?”
“Yes, dear. I know he’s your butler, but you could treat him with a little bit of respect.”
“Why would I do that?”
“Come now, Upper Crust. After all this time you must at least like him, right?”
Upper Crust then erupted with laughter.
“Oh dear, you are too much. Like him? Please, he’s just a rare commodity that I can exploit,” she explained.
“A commodity?” he asked.
‘What the hell does she mean by that?’ you thought.
“I’m not sure I understand dear,” said Jet Set, a little perplexed.
“It’s quite simple. How many unicorns in Canterlot can say they have a human as their butler? Nopony can but me. I’m the envy of everypony in Canterlot.”
“You can’t be serious, Upper Crust.”
“Oh, but I am. Plus, as a bonus, he’s my own personal toy.”
“Your toy?”
“Yes, haven’t you notice how I egg him on with my flirting? The way he acts when I brush past him, the look on his face when I wear the perfume I know he likes. To see his reaction is just too priceless.”
“But, what of all those times her nursed you when you were sick? Surely that must’ve warranted some sense of value for him.”
“Dear he was just doing his job. After all, he is my servant.”

The two continued to argue back and forth about your worth. As you stepped away from the door, you felt a sharp tug in your chest. To find out that she thought of you as nothing more than a bobble in her proverbial crown. That you were a mere toy for her amusement affected you more than you expected. But deep down a small part of you already knew. You thought back you the times she would show you off whenever you two would go out for errands should’ve been your obvious clue. You didn’t mind it as it made you feel special at the time. The more you thought of all the times that she toyed while you did nothing but bend yourself to her every whim made you grit your teeth. You soon felt your fist clench, as you tried to quell the rage that was brewing. It was then you felt as if something snapped inside of you. With your thoughts now clear, you knew what must be done.

“If she wants a toy…I’ll be sure to play with her,” you spoke, with your voice laced with malice.
“Servant, where are our deserts!” barked Upper Crust.
You composed yourself and answered quickly.
“Coming, my mistress,” you replied.
You then picked up the dessert tray and headed into the dining room. The rest of the night went on the same without you breaking character. You respectfully bowed, you did every task that was ordered of you (including carrying her to her room again) all with a smile on your face. When you were dismissed for the night, you quickly made your way to your room to plot your revenge.

Later in the evening, you had finished prepping for the plan. You had placed all of your supplies in your duffel bag and were now waiting for the right time to strike. You looked at the clock on your wall.

‘11:50? She should be there in a few minutes…’ you stated.

You got up out of bed, grabbed your bag and headed out of your room. As you were walking, you couldn’t help but chuckle. For all of her arrogance, bullying, and smugness Upper Crust was hiding a very dirty little secret.

It happened about two months after you’d become her butler. You went to the kitchen for a midnight snack and were headed back to your room. When you were walking, you noticed the door to Upper Crust’s private chamber had a spring green aura around it. Curious, you ventured over to it. It was clear that somepony had placed a spell on the door, but you couldn’t figure out for what reason. You turned the knob to find that it was unlocked. You quietly cracked the door to peek inside, but what you saw inside left you speechless.

There, inside her personal chambers, was Upper Crust pleasuring herself. As she lay on the loveseat, she was lost in pleasure as she magically thrust her seven-inch rubber phallus into her marehood. With each thrust, her love juices would leak more and more. Despite that fact she was her howling with pleasure you didn’t hear a sound. You then pieced together that she had placed a soundproof spell on the room so no one who was outside of the room could hear. As you looked on, part of you told to stop looking, but you couldn’t turn away. After a few more thrust, she bit her lower lip and came to what looked like an intense climax. As she finished, she fell limp onto the loveseat. You then left her alone and headed to your room. You fell to your bed and gazed at the ceiling trying to comprehend what you just witnessed.

‘Who knew that Upper Crust was such a whorse?’ you thought.

You soon realized that this information would be quite useful for blackmail, but you would first need to gather more intel. The weeks that followed you were able to narrow down the day she would do it, how long the spell would last, the techniques she used on herself and even the exact time that she would arrive. Now with necessary information, you had an ace in the hole to use whenever you saw fit.

As you quietly made your way through the mansion, you came to your appointed destination, Upper Crust’s private chambers. As you made your way inside you saw the lavish furniture, drapery, and décor. You then made your way to the closet and hid as you waited for your prey to come. You saw the clock on the wall showed 11:59.

‘She should be here at any moment now.’

As the clock struck 12:00, the mare in question trotted into the room. Unaware of your presence, she quickly closed the door and placed the spell on the room. She walked over to her wooden chest to retrieve the favorite toy.

‘Not wasting are we, Upper Crust?’ you chuckled.

You watched as she made her way over to her usual spot, she started with teasing her marehood with her hoof. As her horn lit up, her hoof was engulfed with her aura.

“Yes~” she moaned, as she continued to stroke her swollen button.
You saw her honey start to trickle out.
‘It’s almost time…’
You then saw her levitate her seven-inch phallus to waiting sex.
“Hurry, Jet! I can’t wait any longer~” she moaned.

She then slowly inserted it into herself. With a stifled moan, continued to inch it in deeper and deeper. Once it was completely hilted, she let out a pleasured sigh.

“Jet…you’re so big~.”
She slowly removed it from her marehood and then thrust it hard inside her.
“Yes, Jet just like that~.”

She found her rhythm as she magically thrust her phallus deep inside her. You knew she would be finished in a few more seconds, and that was your window to act. No sooner than you completed your thought, Upper Crust breath started to get erratic.

“Yes, Jet~ I’m cumming!”

It was then you saw the nectar flow out as she rode out a powerful orgasm. Once she fell limp onto the loveseat, you knew it was time to strike. You opened the door and slowly made your way over to her. Still lost in euphoria, Upper Crust didn’t even notice you over her. When she looked up at you, her eyes were glazed over.

“Jet? Is that you dear?” she cooed.
You couldn’t help but lightly chuckle and you twirled some rope through your fingers.
“Not quite, my mistress,” you said with Cheshire grin.
When she heard your voice, her eyes widened, and she shot up to look at you.
“SERVANT?! W-WHAT ARE YOU DOING-” she barked.

Before she could, she could finish you pounced on her. The two of you struggled for a moment, but you soon overpowered her. As you ripped off her shirt and sweater, she let out a loud scream. You quickly tied her forehooves behind her back and bound thigh to her body. As you tied off the ropes around the chest, you pushed back onto the loveseat. As you witnessed her fight against the lines, you could help but snicker. You then saw her horn glow with her spring green aura to try and free herself from the ropes but to no avail.

“What’s up with this rope?” she pondered.
“That’s a special magic proof rope. No unicorn magic will work on them,” you answered with a smug grin.
“What is the meaning of this, Servant?! Untie me at once!” she demanded.
“I’m sorry my mistress, but I’m afraid I can’t do that,” you coldly responded.
She glared at you with a mixture of shock and fury.
“Did you just disobey me?”
“Why yes I did, my mistress,” you said, as you walked over to the door.
“What’re you-”
You locked the door and turned back to your target. As you slowly stalked her, where there was once look of fury was now a look of confusion and fear.
“Why did you lock the door?” she asked.
You gazed at her helpless display. As you drew closer to her, she moved backward.
“Because, I don’t want any interruptions to happen while servicing you,” you stated.
Her eyes widened as your words fell upon her ears.
“S-Service me?” she asked.
“Yes, my mistress. You see a rare commodity like myself must show his worth to his employer.”

It was then she realized that you overheard what she said about you. When you reached the loveseat, you looked down at her with an icy stare.

“Isn’t that right, Upper Crust?”

Before she could respond, you dove into a deep passionate kiss. You explored every crevice of her mouth as your tongues both wrestled for dominance in her mouth. With each ministration, she would let out a small moan within the kiss. After a few minutes, you broke the kiss for some much-needed air. With a strand of saliva that connected you mouths, Upper Crust was at a loss for words.

“W-Why are you do this?” she panted.
“Whatever do you mean mistress?”
“I-I’m a married mare. When Jet Set finds out about this you’ll be out on the street,” she pointed out.
“That’s true, but then again...”
You leaned close to her ear and whispered.
“He’s not going to find out, is he?”
“Of course he is! Once I tell him what you’ve done-”
You pressed lips against hers again. You held her cheeks to keep her from moving. You stopped to gaze into her eyes. All the was there was a spark a wanton desire.
“You won’t be telling him anything. Especially if you want me to give you the best rut of your life,” you boasted.
To this, she merely scoffed.
“You?! You couldn’t make a filly cum, let alone me,” she mocked.
“Well, are you sure about that?”
“I’m positiv-AHN~”
She felt your fingers trace along her folds. As the danced across her wet entrance, you saw her desperately tried to hold back her pleasured moans.
“You see fingers are far superior to hooves. They can produce much more stimulation than a hoof ever could. Wouldn’t you agree, Upper Crust?

She didn’t respond as she was desperately fought the urge to not succumb to the pleasure that your tender service you were providing. Without warning, you inserted your two middle fingers inside her. She threw her head back and let out a feral cry of pleasure. Not giving her a chance to adjust, you began to thrust into her. With each stroke, you felt her marehood become wetter. As you continued you torturous teasing, you saw that she was getting close to her climax.

“What’s wrong, Upper? Cat got your tongue?”

She ignored you while gritted her teeth as she tried to fight off her approaching orgasm. But with just a few more strokes, her dam was about to break.

“No… I’m about to cum~” she uttered.

At that moment, you removed your digits and stopped your tempo. This caused Upper Crust to look at you a mixture of confusion and dissatisfaction.

“Wh-Wha? Why’d you stop?!” she whined.
You gave her a smug smile.
“Well, we wouldn’t want to you finish before the real fun starts, would we?”

The look of sorrow and need she exhibited was just too priceless. You left her on the loveseat to head to the closet to retrieve your bag. You placed the bag next to the loveseat. You reached in and took out your one of your supplies (a strange crystal amulet).

“What are you going to do-” she spoke with fear and a slight hint of anticipation.
“You’ll see, but first...”
You made your way back to the door. You hung the amulet on the doorknob then headed back to your quarry.
“What was that about?” she asked.
“Oh, that? It’s to make sure your spell last longer than the 30 minutes that it normally does. I have a lot of fun things planned tonight,” you spoke in a dark tone.

As you removed your pants when she saw the massive bulge bounded by your underwear you saw her pupils shrink to the size of pinpricks.

“No, please don’t do this… I’m sorry for all those times I teased you…” she spoke as she backed away.
“It’s a little too late for that, Upper Crust. You had to know that this was coming,” he said, as you inched closer to her.
“I know I took my teasing too far at times…but you can’t do this…”
“Oh…but I can…”
She gave you a defiant glare.
“Not if I can help it!”

She fired a magical blast at you. As you ducked to avoid it, she leaped off the loveseat and headed for the door. Before she could reach it, you grabbed her tail and pulled her backward. As she fell to the ground, she looked up at you and saw the ominous scowl on your face.

“That’s wasn’t a nice thing to do, Upper Crust!” you angrily spoke as you drug her across the room.

You grabbed an onyx choker out of your bag and placed it on her neck. With that, you tossed her back onto the loveseat. When you loomed over her, you saw the hatred in her eyes toward you.

“You think you’ll get away with this?!” she barked.
“Why yes, I do, Upper Crust. And you wanna know why?” you answered.
“W-Why?”
You leaned down to look deep into her Persian blue eyes.
“Because by the time I’m done with you, you’ll be begging me to do this to you every night.”
Her gaze switched from a heated glare to a look of defiance.
“As if, I would never beg you for anything!”
You saw her try to fire another shot at you, but this time nothing happened.
“What?! Why isn’t my magic working?”
“You didn’t think that choker was just for show, did you?” you chuckled.
“What did you do now?!”
“Simple really, as long as it’s on your neck you can’t use magic.”
It was then you saw the defiance look leave her face and be replaced with of terror.
‘There it is… That’s the look I’ve been waiting for…’ you chuckled.
“P-Please…forgive me…” she pleaded.

You quelled her plea with another kiss. However, unlike the first one, this one didn’t seem to have the same amount of resistance as before. You began to peppered collarbone with tender pecks. As you traveled downward, you heard stifled moans escape her lips. As much as she was tried to resist your technique, you could tell that she was starting to enjoy it. As you pulled away, her a slight whimper came from her.

“Now, we can’t let you be the only one having fun,” you grin.

You stood up to remove your last piece of clothing. You noticed a gaze of intrigue from the mare. With a quick tug, you freed your member from its cloth prison.

“Oh yeah, that feels a whole lot better.”

You saw something from the her that you never thought you’d ever see...a look of amazement. As she looked at your rigid nine-inch rod, she became entranced. She unconsciously licked her lips in anticipation.

“See something you like?” you chuckled.
She quickly snapped out her trance and turned away.
“N-No, I don’t! You keep that thing away from me,” she lied.
“Well, that’s not a way to talk to your master.”
She turned to you and scoffed.
“You think you’re my master?”
“But of course. Well, at least after you’re properly trained.”
“As if-”
She felt you member rub against her cheek.
“Now, be a good slave and service your master,” you ordered.
“N-Never!” she seethed.

You grabbed her mane to turn her mouth toward you. As you tried to force your phallus into her mouth, but she blocked it with her teeth. You became annoyed with her every present defiance. You picked her up, and the placed her on her stomach. You went behind her and lifted her flank into the air.

“W-What are you-”
“A disobedient slave needs to be punished.”

You reached into your bag to pull out a riding crop. When Upper Crust turned her head and saw what you were holding, she tried to crawl away. You grabbed her tail and drugged her back toward you.

“No…please…forgive me,” she pleaded.
You ignored her and delivered a swift slap to her supple flank. As it impacted, she let out a pained whimper.
“No, please stop...”

You quickly delivered another strike, and then another. After a few minutes of whipping, her flanks were covered with red welts. Though she cried out in pain, her dripping sex betrayed her cries.

'My, my what a little masochist,' you chuckled.

With riding crop in hand, you walked around to meet her gaze. You then saw her tongue was lolled and she had a distant gleam in her eye. But when you placed you rod toward her mouth, she still was resistant.

“Still disobedient I see. Well, I guess more punishment is in order,” you stated.
Just as you were about to go behind her, she pleaded with you.
“N...No...no...more...I’ll obey...” she panted.
“That’s a good little slave.”
She sat up to face you.
“Now say ‘Ah!’,” you ordered.

Reluctantly she parted her lips and awaited your member. You grabbed the sides of her head, and slowly entered into her mouth. As you inched your way in, the heat from her mouth made you feel as if you were going to melt.

‘This feels better than I ever imaged,’ you sighed.

You looked down to see that Upper Crust was having a tough time. As you slowly backed out of her, you could see a look of relief wash over her. But as soon as you thrust back into her, her eyes widened in surprise. After a few thrusts, you found your rhythm. With each movement, her moans vibrated inside her mouth sent a wave of pleasure through your body. As you added a bit of force to each lunge forward, you soon felt her tongue to start coil around your member. When you looked at her, you saw the look of discomfort change to one of acceptance. You felt you were soon about to reach your limit.

“For being such a good slave…you get a reward…” you managed between moans.
With one final thrust, you filled her mouth with your seed. Shot after shot, she desperately tried to swallow the hot release.
“Don’t you dare spill any of it, or you will be punished!”
As you pulled out of her mouth, she coughed and spat out some of your essence.
“How did you expect me to swallow that much cum?” she spoke in between coughs. “It was impossible.”
“Never the less, you still disobeyed me...and now you’ll be punished.”
Her eyes shrunk to the size of pinholes at the mentioning of another punishment. She cried out your name.
“Please, no…I’ll do anything you want! Just no more punishments…I beg you.”

You couldn’t help but laugh at the current situation. The ever-confident and brash Upper Crust was now at your feet as she was petitioning to be spared.

“Oh, but I must, my dear Upper Crust. Otherwise, you won’t be properly trained.”

Her breath became rapid as she saw to tighten your grip on the riding crop. But to her surprise, you placed it back into your bag and retrieved a small roll of scotch tape and a large vibrator egg with a remote attached to it from your bag. You could see the look of confusion in her eyes, as you flipped her onto her back.

“Now, time for your punishment,” you ominously grinned.

Before she could react, you made your way down to her winking sex. You felt her shiver as you lightly blew on her swollen button. You gave it a teasing flick, which caused Upper Crust to let out an elicit moans.

“What a delicious reaction, Upper. Are you enjoying yourself?” you mocked.
“L-Like I…would ever…enjoy you-GAH~” she panted before she was cut off by another flick of your tongue.
“Really? Because your body is saying something completely different.”
“That’s just…NGH~”
As you taped the capsule to align on top her puffy knob, you came up with a naughty idea.
“Say, Upper Crust how about a little wager?”
“Wager…”
“If I can’t make you cum in the next five minutes, I’ll let you go.”
“And if I fail?”
“You’ll have to stay with me for the rest of the night. So what do you say?”
She managed to lean her head up to look at you.
“You have a deal…”
“Good, then it looks like we’re gonna be having fun all night. Because…I know all of your weak spots.”
“You don’t know anything about my body!”
“Oh, but I do~.”
You reached down and grabbed her fallen toy. Once in hand, you looked at the clock to see it was 12:30 am.
“Time starts now.”
“Bring it on-HAAAHN~.”

She was cut off as you thrust her dildo into her soaking marehood with a single motion. Her eye widened as you entered her with such force that she has never known.

“You were saying, Upper?”
She was unable to respond as the pleasure washed over here.
“Now, let’s kick it up a notch.”
You quickly grabbed the remote you flicked on the capsule. The added sensation caused her body to arch upward.
“What a lovely reaction, Upper~.”

Not giving her a chance to respond, you began to drive into her dripping flower. Though she tried her best to hold back her cries ecstasy, but it proved to be a futile effort. Two minutes in, and Upper Crust was barely able to keep her eyes from rolling to the back of her head. With each thrust, her body was sent to pure pleasure. With her tongue lolled she was unable to form any coherent words. As you felt her tighten you knew her release was imminent. You leaned into the down and whispered into her ear.

“Be a good little slave and cum for your master,” you cooed.
“Nhoh~ I wohn’t~” she uttered through her euphoria.
“Really? Well, we'll see about that~.”
You started to nibble her ear.
“NHOH~ STAPH~”

You ignored her cry and traveled down her ear to gently start to nibble her neck. Her body began to tense up as she gave way to your three-pronged attack. Turning your attention to the clock, you saw it was 12:33 am.

“Only you two more minutes to freedom, Upper,” you whispered in her ear. “Can you hold on until then?”

She was barely able to register your statement as she desperately tried to focus on not cumming. It was rather cute to see the tears of ecstasy stream down her face with each ministration. As 12:34 hit you realized that she just might beat the clock, you decided to up the ante and switch the capsule to full power. The reaction was almost instantaneous. With a feral cry of desire, she yielded to attack. With her arched upward, Upper Crust was forced into a very powerful climax.

“Oh…you were so close to Upper Crust,” you mocked.
She said nothing. She merely gazed at the ceiling in an enraptured trance.
“For being such a good little slave, I’ll give you your reward.”
“Pleash…noh mohre…” she slurred.

Not heeding her request, you then cradled her limp body. As you sat down, you hovered her moistened sex above the tip of your shaft. With the tip, you grazed her winking lips. With glazed eyes, she tried to beg for mercy.

“I’m showwy…for how I treated you…” Upper Crust tried to apologize. “Sho pleash…lhet meh goh…”
“But, don’t you want to satisfy your master?” you asked. “Or do you want another punishment?”
She weakly shook her head.
“Then try to hold on a little longer.”
With that, you speared her onto hardened member. Though she has cum multiple times, she was still tight.
‘Man, I didn’t think she would feel this good’
“NOOH~,” she cried.
She collapsed onto your shoulder. Her lustful moans were music to your ears.
“So how do you like your reward, Upper?”
“Noh~ I dohn’t like ish…” she muttered.
“Really? Because you're clamping on me pretty hard.”
“Thath’s…not…true…”
“Oh? Well, then let get started.”

You placed your hand on either flank and began to dive deep into her waiting marehood. As you picked up the tempo, you felt more and more of her honey flow out of her. The mare was reduced to a blubbering mess, as she finally gave in to the pleasure. You had finally broken her. She began to add her own force to meet your thrust.

“Looks like my little slave has started to enjoy her reward. Tell me, am I bigger than your husband?” you mused.

“Yesh~”
“Is this the best rutting you’ve ever had?”
“Yesh~!”
“So…will you be my little slave from now on?”

She craned her gaze from your shoulder to meet yours. You couldn’t help but admire the sex-fueled face she now had as she draped her hooves along your shoulders.

“Yesh, mashter~.”
“That’s a good filly.”
You drove into deeper into her which caused her to wail with delight.
“YESH, MAHSTER! MOAR…GIMME…MOAR…” she bellowed.

Not wanting to disappoint you continued to plow her into her. She then lunged forward and dove into a passionate, albeit sloppy, kiss. You returned it with equal passion, as this act confirmed her total submission to you. After a few more thrust, you heard her pants start to get shorter and more erratic.

“Mahster, Ah’m gonna khum…” she uttered.
“I am too…where do you wanted it?”
“Inshide…Ah…wahnt ith inshide~.”
You then fire on all cylinders as your motion is steady as a piston. After a few more moments, you finally reached your limit.
“Here’s your reward!” you growled.
“Yesh~ I’m khumming!”

At that moment, you erupted inside of her. The force of your climax sent her over the edge as well as she unleashed a torrent of nectar over your lower regions. In the wake of such a powerful release, the two of you collapse on the loveseat. Still hilted inside her, you began to gently stroke her mane. Feeling that she will no longer run away, you sat up and started to untie her. With her forehooves now free, she wrapped you in a loving embrace. As she sat on your lap, your rigid member still deep within her, you both basked in the afterglow. You knew that she wholly belonged to you now, as she melted into your touch.

“So...how did you like your reward?”
“Ah...lovth...iht...mahster~”
“Good, because there’s more where that came,”

With what little strength she had left, she looked up at you. But this time, it wasn’t a look of fear or despair. The gleam in her eye was that of pure lust and desire.

“Therth moar?”
“A lot more, my dear. I told you...we’re going to be having fun all night.”
“Ohkayy~ But could ah resth for a momenth?”
“Sorry, my dear slave. But I'm far from sated.”
You emphasized the point by thrusting upward. To which Upper Crust cried out in ecstasy. You whispered lovingly into her ear.
“Try to hold out a little while longer for your master. Okay?”
Without hesitation, she quickly, albeit weakly, nodded her head.
“Yesh, my mahster~.”
You then proceeded to rut her once more.

As morning arrived, the two lay on the loveseat. Throughout the rest of your session, you had brought to the precipice of pleasure on back. You claimed every one of holes, as you made good use of her puckered ring. By the end, you had cum a total of five times, while your slave had passed out after the sixteenth time. As the sun’s rays graced your face, you began to stir.

“Ugh, what time is it?” you groaned.
You looked at the clock to see it was 8:30.
“Guess it’s time to get up and make Upper Crust's breakfast.”
You turned to the unconscious mare next to you. Though she was covered in your essence, she still gives off the aura of beauty. You gently shook her.
“Upper Crust, it’s time to get up~” you cooed.
“No more, master. I can’t go anymore,” she mumbled in her sleep.
You couldn’t help but laugh. You then continued to shake her.
“Come on; you have to get washed up.”
“In a few minutes...”
You then took a more firm tone.
“Does my little slave want another punishment?”
That immediately caused her eyes to shoot open and sit up.
“No, master! Please no more punishments!” she implored.

You gently stroked her mane.
“I won’t as long as you behave like a good little slave.”
“I promise I will, my master,” she sighed, as she melted into your touch.
“Good, now go get cleaned up. I’m sure Jet Set will probably wonder where you've been all night.”
“Oh don’t worry about him. I’ll make up something.”
You then assume the role of a servant once more.
“Shall I make the master and my mistress a wholesome breakfast?” you asked.
“Yes, mast- I mean Servant. And do be quick about it,” she spoke with smug tone returning.

However, you could tell that there was something different about it though. It no longer had the condescending feel to it, but a submissive inflection.

“Right away, my mistress.”

You then got dressed picked up her tattered clothes and proceeded to take off the amulet. As the two of her check to make sure the coast was clear, you went your separate ways.

At breakfast, Upper Crust behaved like her usual self (barking orders at you, demanding you to a menial task, etc.), but Jet Set was unusually quiet. Jet Set then cleared his throat.

“I have an announcement,” he started.
“Yes, dear? What is it?” Upper Crust inquired.
“I’m going to be going on a business trip for a few weeks.”
“What? Why?” she whined.
“It’s just to hammer out a deal with one our exporters.”
“Aww...But we supposed to go on our trip to Las Pegasus.”
“I'm sorry dear, it was sprung on me at the last minute. I promise to make it up to you.”
She then turned her head away from him and pouted.
“You’d better...”
“But you won’t be alone,” he chimed. “You’ll have the best man here to take care of you.”
“You mean Servant? Oh, I should be so lucky,” she scoffed as she rolled her eyes.
He then turned to you with a smile.
“My boy, be sure that you to take care of my lovely wife while I’m away.”

You turned Upper Crust. As his head was turned to you, she looked at you with a submissive smile. You lightly chuckled to yourself as you realized that she was with the little actress. You then turned back to Jet Set and nodded.

“You can count on me sir,” you stated.
“Very good, now if you’ll excuse me. I have to get ready for my trip.”
He then finished his meal and then headed to the master bedroom. When he was gone, Upper Crust looked at you and licked her lips with desire.
“Make sure that you give me all of your special service. Okay, master~” she hungrily cooed.
You then walked over to her and gave her a passionate kiss. When you broke the kiss, you looked deep into her Persian blue eyes and smiled.
“As you wish...my mistress.”

Author's Note

I regret nothing :pinkiecrazy:

Special thanks to:
dark-pony
ZAKARI
UniqueSKD

For catching errors. Thanks guys:twilightsmile: