Mistress Of The Night

by Sissy Gwen Lovegood

Rating: mature
Tags: My Little Pony: Friendship is Magic, Dark, Romance, Princess Luna, Big Macintosh, Sex, Gore
Length: 3318

Big mac has been summoned to meet with Princess Luna Little dose he know he has A rather Unique Job for him

When Big Mac receives Mysterious Letter Demanding that he meet with Princess Luna in Canterlot, he knows nothing of how his life will soon change forever for the Princess has a very unique job for him.

(Warning this story contains, Hardcore BDSM, Slave Trading, Diaper play, Toilet play, Pony play, Humiliation, Sissification, Femdom and general violence and gore.)

Published 2014-05-05 19:50:02 UTC
Last updated 2014-05-05 19:50:02 UTC

Chapter 1 Macs Meeting

Mistress Of The Night

By Sissy Gwen Lovegood
Chapter 1 Macs Meeting
Big mac was nervous as he walked through the streets of Canterlot. Luna had summoned him for some as yet unknown reason. Granted his sister was one of the elements of harmony but who was he to the princess. He was just a simple farm pony, what could she want with him?

Did she have some sort of job for him, was he in trouble Mac didn't know her letter had been vague at best. It merely asked for Big Mac to meet her at the place in Canterlot after dark. Mac didn't mind the dark but did Luna have to pick suck a creepy night to meet him the streets of Canterlot where vacant the moon was full and the shadows cast by the buildings seemed to dance in the dim street lights.

As the princess of the night it was no surprise that Luna would request that there meeting be this late. Normally mac would be fine with being alone at night but tonight Big Mac was on edge.

He made is way to the palace slowly, when he arrived he was addressed by the guard out front, Mac took the letter Luna had sent him out of his saddle bag and showed it to the guard who shuttered in horror at reading it. Clearly the guard new more than he was letting on “ya’ll alright?” Mac asked, the guard shook off the look "Come this way the Princess is expecting you” said the guard and turned to walk away without a single word of explanation Mac decided that it was just the creepy night that had spooked the guard and followed.

The guard led mac down a long corridor then down some stairs into a tunnel under the palace the walked until he and the guard came to a large metal door.

"The Princess awaits you inside” the guard explained then backed away. Mac push the door and it opened, The room on the other side was black as pitch. Mac stepped into the room then looked back to the guard. I guard looked at Mac his eyes filled with sorrow "good luck, and goodbye." the guard said and slammed the door leaving mac in the unending blackness of the room.

Mac ran back to the door and tried to open it, locked. Mac was now officially scared what was going on here. Then a voice rang out. "be not afraid dear Macintosh!" it was Lunas voice. A spotlight then turned on and showed the middle of the room. Luna then silently stepped into the light and stared at Mac. "What in the hay is going on here!" Mac yelled
"how da....” A third voice began Luna glared back into the darkness and the voice became silent. "Macintosh" Luna began again "I have summoned you because I have a very important job for you." a job what job Mac thought to himself.

"Well more like a royal duty" Luna corrected herself.“ She then took a deep breath
“As of now it is demanded that you surrender your life to the service of your Princess!" Luna stated. Mac was now utterly confused "beg pardon?" he asked Lunas eyes narrowed he head cocked back to look into the darkness "Midnight!" Luna shouted and into the spotlight stepped a large unicorn stallion his coat was a dark blue like Lunas but his mane and tail was black and his eyes where a dark red. Around the stallions neck was a golden collar on his rump he wore a thick fluffy white diaper. The stallion walked over to Mac and smacked him across the face hard. "You have been given the honor of being made 1 of princess Lunas slaves" he said

"Slave! Listen hear I ain't noponies slave princess or no princess" Mac shouted defiantly. The stallion smacked him again. "You are what Luna says you are" he shouted. Luna's horn then started to glow and she levitated over to Mac an iron collar and a thick white diaper.Your uniform." Luna said. "What I ain't wearing that" Mac protested "you don’t have a choice" Luna said then nodded at the stallion who then hit big mac over the head knocking him out. As Big macs vision faded to black the last thing he saw was Luna and the stallion looking at him with a sadistic grin on each of their faces.

Chapter 2 the Conspiracy

Chapter 2 the Conspiracy

When mac awoke he looked around and discovered he was in a large cage. The stallion from the night before was standing im front of the cage door " its about time you woke up come on we must begin your training" he said mac still groggy managed to get to his feet. As he did he heard a crinkling sound and looked down he was wearing the diaper and iron collar he had been presented with the night before. He reached for the collar and tried to get it off, then a powerful shock went threw him. Not powerful enough to knock him out but powerful enough to make big mac cry out in pain. "I wouldn't try that again if I where you, our collars are enchanted only luna can remove them and if anypony else trys, well you just found out." said the unicorn. Big mac then reached down and tried to remove his diaper. Then the same painful shock ran threw him.he looked up and saw the unicorns horn was glowing red "bad slave! You don't touch your diaper!" he yelled and the zap came again. Macintosh took his hooves off the diaper. "as you can see I can activate the collars punishment magic at will." said the unicorn " this is because luna has assigned me to train you, my name is Midnight Magick Head Slave of Princess Luna. And if you want to survive as lunas slave you will listen to me! Is that clear!"

Big mac nodded believing that arguing would only get him shocked again. "good" midnight said " now follow me we have a lot of training to do if you are to spend your life enslaved to our mistress" Midnight then opened the cage door and began to walk, macintosh followed.

"we shall start with the basics, there are 4 levels of enslavement here each one represented by our collars Iron collars like you are the lowest rung on the ladder newly caught and still in training, then theres the bronze collars out of training but still new you should be at that level in about a week, then theres silver more senior slaves who have been here for a long while 2 mabie 3 years should get you there and then theres the gold collars like me, lunas most senior and favorite slaves. This is the chain of command listen and heed the advice of those above you in it and you will survive." midnight explained they walked along a corridor with cells just like the one mac had been in lining the walls.

"I wont be here for very long my family will come looking for me" mac said as they walked

"if you truly believe that then your dumber then you look" midnight said "luna has already sent a letter to your family saying that she sent you on an important assignment for equestria, then in a few days she will send them another letter saying you where killed on assignment. They wont come looking for you, they never do, after all did you go looking for your parents." midnight said stopping and glaring back at mac.

Mac stopped "my parents..? " he asked stunned "yes"midnight replied "each princess keeps there own personal harem of slaves, your mommy and daddy where 2 of Celestias favorites" midnight grinned at that last word

"thats a lie!" mac yelled "im afraid its not" "you are the son of Red Delicious and Sweet Apple aren't you?" midnight asked clearly already knowing the answer. indeed it was true those where the names of his ajs and apple blooms parents, there father had named the farm after there mother just after the got married. And shortly after applebloom was born they had been sent on a mission by Celestia and never returned.

"they had been here a few years by the time I got here, they showed me the ropes and help me become the slave I am today" midnight told him

Mac felt a rage surge threw him "where are they?" he asked angrily "if you where thinking about escaping with them theres 2 problems 1 your to late they passed away about a year ago and 2 how did you plan to save them when yo cant save yourself." midnight answered

"there dead?" mac said fear in his voice "yes"midnight said "Red died after his heart gave out during a beating, I guess he just couldn't take it anymore sweet apple died in her sleep later that week she just stopped breathing I guess she just decided to give up rather than live without him"

Mac sat down stunned midnight walked over and tried to comfort him "if its any consolation they where good slaves 2 of the best. And they died as we all will, thats what happens here the princesses use you till you brake. Then discard your body"

Mac didn't listen he just sat there lost in his mind. Midnight let him sit there a moment before putting his hoof on big macs shoulder "come on we have a lot of work to do" then midnight and mac continued on down the hall in silence.

Chapter 3 the harem and punishment

Chapter 3 the harem and punishment

Midnight and mac walked until they came to a large wooden door. "this"midnight said "is the slave lounge its where the slaves relax most days when luna has no use for us." midnight then opened the door the room on the other side was nice. It wasn't a terribly big room but it was nicely decorated. The floors where hard wood and the walls where wood paneled half way up and painted a light pink the rest of the way up. there where no windows and only to doors the one mac and come threw and another on the opposite wall Paintings of the princess hung on the walls. And soft soothing music was playing.

against one wall of the room sat a small bar across from it a fire burned in a stone fireplace. There where 2 large couches in the center of the room they had gold trim and where aplosted in red velvet. there was also a bookcase next to the opposite door filled with books There where also ponies all wearing collars and diapers 4 in total.

One a gray pegasus with a dark blue short main and tail and a gold collar came over to them.

"midnight good to see you, so this is the new arrival." the pony said

"yes macintosh id like you to meet Sky Dancer. Lunas other gold collar slave" midnight said as he motioned to the pegasus. Mac nodded "let me introduce you to the rest" sky dancer exclaimed he then pointed to an earth pony mare on one of the couches, she was a light pink color with a long mane and tail of the same color. The collar around her neck was silver. "that is Baby Boom, shes been here just over a year" he then pointed to a white unicorn mare with a red main and tail sitting on the other couch reading a book entitled 50 shades of Nay her collar was bronze. "thats Candy Crush" sky dancer said

then pointed to the last pony a brown earth pony stallion with a black main that was slicked back he wore a silver collar. "And thats Venti Moca "wheres Muck Raker and Cheery Blossom?" Midnight asked "luna came by and took them not long ago" sky dancer explained

Just then the door at the other end of the room flew open and a pink earth pony mare with a light green main and a iron collar was violently thrown in. Princess luna then stepped in she looked pissed and a yellow pegasus with brown hair and a bronze collar followed.

All of the slaves immediately bent down a grovelled before her , all but macintosh "SKY DANCER!" lunas canterlot voice rang out. Sky dancer looked up "yes your wonderfulness?" he asked meekly clearly frightened. Luna pointed to the earth pony she had thrown in "THIS SLAVE REFUSED TO ABIDE A ROYAL ORDER FROM US" the earth pony was now cowering on the floor "AS HER TRAINER HER DISOBEDIENCE IS YOUR FAULT, WHAT DO YOU HAVE TO SAY FOR YOURSELF?" sky dancer got to his feet and responded "I accept full responsibility for the failure of my charge, please tell me what did she refuse you my princess?" "SHE REFUSED TO LICK MY ROYAL PLOT CLEAN AFTER I USED THE LAVATORY, TIS A GOOD THING MUCK RAKER WAS THERE TO FINISH THE JOB." luna bellowed motioning to the pegasus at that last part. Sky dancer glard at the pink pony still shaking on the floor. "AS PER TRADITION YOU SHALL BOTH RECEIVE PUNISHMENT, VENTI, CANDY GRAB HER AND FOLLOW ME" Venti and Candy grabbed the cowering pony and all followed luna.

Luna led them to the other end of the castle to a small wooden door. Luna opened it inside the room was bare except for a switch on the wall opposite the door a cupboard and four holes in the floor with straps attached to them. When cherry blossom saw the room she freaked "no mistress please not that anything but that" she tried to bolt but Venti and Candy held her tight.

"LOCK HER IN!" luna ordered and cherry was taken over to the holes and her legs where lock securely into each one. Baby then went over to the cupboard and pulled out a long tube with a mask on one end clearly meant to fit over a ponies mouth. Venti then put the mask on Cherry whale Baby hooked the other end to one of the pipes that crisscrossed the ceiling.

Mac utterly confused bent over and asked midnight what was going on "you see that pipe the tube was just hooked to, well that leads to the palace guards lavatory. when that switch is flipped and when they flush it comes down that pipe, with that tube locked onto her face like that she will either have to eat it or be suffocated by it." Midnight answered Mac couldn't believe what he had just heard it couldn't be true. Cherry began to cry and beg even louder for mercy but her cries fell on def ears as luna flipped the switch.

"YOUR PUNISHMENT FOR REFUSING TO CLEAN YOUR PRINCESS IS TO REMAIN HERE FOR THE REMAINDER OF THE WEEK, ENJOY YOUR PUNISHMENT" luna told cherry

She cried and begged to be released but the she became silent as a flushing should came from above. And a look of pure horror came over her face. Then some sickening looking brown liquid came flowing down the tube and down the trapped mares throat. Mac could hear her screams as she was forced to drink it all.

"COME LET US LEAVE HER TO ENJOY HER MEAL"luna said and left the room. The slaves then all turned and followed, mac was the last to leave stopping for a moment to look back at the trapped pony her screams drowned out by the sewage tears running down her face. But knowing that he couldn't do anything Big Mac turned away and followed the rest.

When they got back to the lounge luna turned to sky dancer "IT IS NOW TIME FOR YOUR PUNISHMENT" sky dancer bent down before her. Luna reached behind the bar with her magic and pulled out a large metal dildo. She then plunged it into the fire. "ASSUME THE POSITION"she ordered sky dancer noded and removed his diaper, he then bent down and presented his flank to the princess.

The princess pulled the dildo out of the fire, it was red hot and she brought it over in front of sky dancers ass "I accept my punishment" he said and with that she rammed it inside him. Mac could see the pain welling up in his eyes but sky dancer didn't scream. Despite the dildo scorching his insides he began to cry but no screams. Mac admired the strength it must take to not scream. Midnight then leaned over and said to mac "watch closely this is how luna likes her slaves to take there punishments, she loves tears but she hates screams remember that."

Sky then belted out "Thank you.... Princess.....this lesson.....is well learned" he then collapsed on the floor unable to hold himself up anymore. Luna walked around to his front "it is to stay in until I return at the end of the night is that clear?" she said to him "yes" he said meekly

Luna then began to walk towards the door but then stopped and turned "before I go dose anypony here need changing?" she asked Candy Crush raised her hoof. And luna walked over to her "lets see now" luna said feeling the front and back of her diaper. "hmm wet and messy id say you have earned a change." Luna said "thank you princess" candy crush said

"ANYPONY ELSE?" luna asked nopony spoke up "very well then Baby get to work" luna said then left. "at that Baby Boom went over to candy laid her down and began to change her diaper. Big mac confused turned to ask midnight what was going on but midnight cut him off

"luna keeps us in diapers as a way of control the diapers are a constant reminder of our servitude and dependence on the princess. When you need a change you must ask her for a change and if she deems it necessary she will either change you herself or order baby boom to do it, Baby was once canterlots finest foil sitter so she enjoys it, but don't think you can ask her for a change she can only change somepony on the order of the princess, that is what you where going to ask about right mac?" "yeuup" big mac replied

Over the rest of the day midnight taught mac all the rules of being a slave and what there daily duties and routine where like.

From now on Big Mac was to rise every day and spend the first hour of every day worshipping a poster of luna that was in his cell. Then if luna was at the palace she would let them out of there cells and they where free to wander between the cells and lounge and do whatever they pleased until luna decided to use them.

There duities where many but they included serviceing luna sexualy being her toilet paper cleaning her room and anything else she could think of. Midnight also explained the punishments and how one acquires them. Failure to obey, being slow to obey, not doing a job to the princesses satisfaction, speaking out of turn in the princesses presence. Where all punishable offences punishments could range from a soft spanking to death and everything in between. "Luna is very creative when it comes to punishments" midnight told him.

After a long day of learning the basics Mac was taken back to his cell and he laid down for a rest. As he lay there waiting to fall asleep he wondered, what would become of him, how could he possibly escape. And what if it was already to late. Finally sweet sleep took him in its embrace and he nodded off.