Plots & Plans

Chapters

Debts and Conditions
Jen's Breaking
Jack's Breaking

Debts and Conditions

"We owe what?!" Mrs. Anon asked, looking at her husband. "How could we owe that much?!"

"I don't know!" Mr. Anon snapped, not meaning too, but he was under a lot of stress.

Mr and Mrs Anon have always had financial problems. It was their reason for moving to Equestria. But recently, it seemed their lives were only becoming more and more difficult. Equestria was a land of equal opportunity and thus finding work wasn't a problem. it was maintaining the job that was Mr. Anon's problem. Almost, if not all jobs in Equestria were outfitted for ponies, so a human would have some difficulty completing the tasks. First, there was that job at the library, but due to an issue with the archives being too small, Mr. Anon wasn't able to move around without knocking something over and created more issues than solutions. Then there was his more recent job of being a manual laborer at Sweet Apple Acres, but without proper farming equipment, Anon wasn't able to properly get the apples down from the tree in time and had to be let go.

Mrs. Anon fared no better. She couldn't figure out how to help Ms. Cheerilee at the Ponyville school, nor was she able to work the massage parlor. In her desperation, Mrs. Anon sought out some way to pay their bills. A door to door salespony, Loan Shark was what he called himself. He was able to sell Mrs. Anon a payment pan to help them through the last couple seasons. But now their bill was due and what Loan never told Mrs. Anon, was how much interest was attached to the money.

"His name was Loan Shark for god's sake!" Mr. Anon rubbed his temple, not wanting to completely lose his temper. "I mean that should've already gave it away!"

"It's not my fault!" Mrs. Anon snapped back. "Every one in their world has weird names, i thought he was just another normal name."

Before Mr. Anon could respond, there was a knock at the door. Just wanting this day to end, Mr. Anon contemplated if it was best to simply ignore it. But he knew he couldn't just hide away. Walking over to the door, the pony on the other side made Mr. Anon cringe. It was an Earth stallion with a near blackish blue colored coat, short slicked back black mane, piercing yellow eyes, and the coin shaped cutie mark only made Mr. Anon both disgusted and terrified.

"L-loan Shark." Mr. Anon said with a bot of fear and surprise in his tone. "Y-you're here already?"

"Afraid so. And are my bits here?" Loan asked, he already knew Anon couldn't have had the money yet.

"I...well...you see..." Anon couldn't think of anything, he only hung his head low in shame and sorrow. "No, we don't have the money, nor will we be able to."

"That's pretty bad." Loan said, shaking his head and subtly forcing his way inside the house. "Fortunate for you, I think there's a way for us all to leave happy."

"Oh?!" Anon was desperate at this point to get out of debt. "We're sorry for all the trouble."

"Oh it's no problem." Loan's tone was oddly comforting but remained composed. "I understand money is tight and you can't find good and steady work. So I was able to find you a nice job. Honest pay, honest hours, and of course, the food and lodging is freely included in the job."

"You found me a job?!" Anon dropped to his knees in surprise as if he was just given a divine miracle.

"Not just you, but your wife as well." Loan commented, hiding the small grin from the human couple. "so pack what you can, you're moving to Canterlot."

"Canterlot?!" Both humans said at once in shock

Canterlot, the crown jewel of Equestria, next to the Crystal Empire, and the centerpiece of the Equestrian royal family. The Alicorn Sisters Princess Celestia and Princess Luna were to two reigning monarchs of Canterlot and most of Equestria. But to Mr. and Mrs. Anon, Canterlot was one of the most expensive places to live in Equestria. And here they are, with not only a new job for the both of them, but a new home. Once they arrived, Loan explained where'd they'd be working and living: Canterlot's Royal Palace. Standing in the throne room of the castle, both humans stood before Celestia. Celestia's body was the only one that was more resembling the size of a normal horse from Earth, not like the other ponies who were so small compared to the Anons.

"And as in this newly established contract." Loan finished going over the details of the Anons' arrangements. "These two humans will work as special servants here in the Canterlot Palace. They will receive free lodging, clothing, food, medical treatment, and any other benefits for their position. On condition that the chosen percentage of their wages shall be paid to me until their debt and interests have been settled."

"That sounds fair." Celestia stated, her voice was regal and nearly boomed with grace and authority. "How long will they be within debt to you?"

"I have discussed the newly formed payment plan with them on the train ride here." Loan answered calmly, as if trying to make some sales pitch. "Given the going rate of pay for servants of their caliber, and the interest percentage I offer, they will be in your employment for a minimum of three years."

"I see." Celestia looked over the Anons. "And my I have your full names please."

"Oh, sorry your highness." Mr. Anon apologized. "My first name is Jackson and my wife's name is Jennifer."

"Jackson and Jennifer, welcome to Canterlot Castle and I hope you enjoy yourself." Celestia nodded, then gestured to one of the guards. "I still have to discuss more with Loan Shark, but my guard here will show you both to your new quarters."

"Thank you your highness." Both Jack and Jen bowed their heads before going off with the guard.

Once they arrived in their new room, bot jack and Jen were in pure awe at the splendor of the room. it was well furnished and decorated as if it was for a special guest, not just some new servants. What was even more amazing, was that their new attire was already waiting for them on their bed. It was a simple butler's tailcoat, and a maid's long skirt; both custom made to fit humans. Jack and jen were far too impressed by the room and their luck to find such good jobs to question the outfits.

"Looks like we made it." Jack commented, hugging his wife. "I thought when Loan came, it was going to be a lot worst. but now, we're here in Canterlot of all places."

"I know, this will definitely help us." Jen replied, checking out the servant attire. "Uh hun? How long have humans been able to move to Equestria again?"

"A little under ten years now I think. Why?" Jack said, checking out the rest of room, which also included a private bathroom.

"Well I'm looking over these uniforms. And I found something strange." Jen answered, holding up her own outfit.

"Strange?" Jack walked towards his wife. "How so?"

"Well it has a long skirt, and looks custom made for humans." Jen showed how light the skirt fabric is. "But this skirt is way too light. A strong enough gust and this thing with blow right up. I don't know what human modeled for the clothing, but this definitely will not work well for us."

"Honey, we've been given an extremely rare opportunity to work for the Princess of the entire country and will have no expenses, save our own debt. So we can live with a little wardrobe issue." Jack replied, looking to see that the pants of his own clothing were not tight fitting, but would show off his own privates very easily. "Okay, I'll talk to a tailor later in the week."

Just then, there was a knock at the door. Walking to the door, Jack revealed that the visitor was one of Celestia Sun Guards. His purple armor showed off a much higher rank than the usual guards. The armor also looked better made with gold lining aligning the edges of the chest and helmet. The stallion under the armor was a white unicorn with three tone blue mane and tail, and his cutie mark bore a shield-like emblem.

"Can I help you sir?" Jack asked.

"Hello. I'm Captain Shining Armor of the Royal Guard." Armor introduced himself. "I have been told to direct the new servants to their first assignments."

"Oh! Okay, no problem. We'll get in uniform right away Captain." Jack said, politely closing the door. Within several minutes, the door reopened with Jack and Jen in their respective uniforms. "Okay where do we start?"

"Follow me." Armor stated, leading to the humans to the servant's main room.

The room was large and spacious, yet very little covered in anything save for various stain glass images of the history of Equestria. Similar imagery was seen throughout the castle. The room had a few mare maids and fewer stallion servants. The servant ponies stopped what they were doing and looked at Jack and Jen, who stood in an awkward daze.

"Is Task here?" Armor asked one of the maids.

"She is." The maid looked at the humans and giggled before skipping off into one of the many doors within the room.

After a couple minutes, an older looking silver grey unicorn mare. Her short cut iron grey mane and trimmed tail only gave more attention to her serious stone black eyes. Even her broken bone cutie mark gave her a more intimidating appearance. Jack and Jen spent a second looking at the mare they can only assume was Task. Unlike the other servants, Task wore a garment looking something like a a suit custom fitted for a mare. Probably an attire reserved for the head servant.

"So you're both the new kids? Let me have a look at you." Tasked looked Jack and Jen over. "Well, you're both certainly big enough for more difficult tasks." Her gaze met with Jack. "I'll have you work with Captain Armor, he told me he had a task that he wasn't sure any of my ponies could do. So I want you to prove him wrong." Then her eyes looked over Jen. "For you, get acquainted with the other girls and clean this castle top to bottom."

"Yes ma'am!" Both Jack and Jen replied at once.

"Come with me, Mr?" Armor requested to Jack.

"Uh Jack Captain, sir." Jack responded.

"Okay Jack. Let's see if you're up to what i have in mind." Armor stated, directing Jack out the door. But not before letting him hug and kiss his wife before they went their different ways for work.

"Now for you, Ms?" Task asked.

"Oh, I'm sorry. My name is Jen ma'am." Jen replied. "I-I'm very eager to get started."

"That's what they all say my dear." Task said, looking to one of the maids. "You, take Ms. Jen and show her the ropes. I want her prepared and well versed in how things are done around here." The maid nodded with a smile and had Jen follow her. With the excitement over, the other maids went about their duties, leaving Task alone. Heading back to her office, Task smirked to herself. "Let's see if you can last longer than the others." Before returning to her own work.

Jen's Breaking

"So, what sort of experience in cleaning do you know?" The maid asked Jen as she escorted her down the hall. As they walked, Jen took in the sights of what she could. The halls were beautifully polished and adorn fine engravings of pony shapes and characters. It was truly a work of art never seen by any human eyes. "I just need to figure out what you do and don't know, so training and go along smooth."

"Oh, well I know how to clean and do laundry. But I don't know a lot about housekeeping and maid work." Jen replied with an embarrassed smile, only from realizing that she was so easily distracted by the artwork of the walls. "I'm sorry, but I would like to learn, ms?"

"Pretty Bell." the maid responded. "But you can call me Bell, the other maids do."

"Oh, okay Bell. So what's first?" Jen asked, following the eager and excited Bell to their destination.

The room they entered was the main throne room. When she was there earlier with Jack, Jen wasn't able to take in the full splendor of the room. But now that she was there, it was beyond breath taking. How every inch of the walls, ever pillar, ever stain glass window was a thing of sheer beauty. Jen was so distracted and caught up by the throne room's appearance, that she failed to notice where she was going. Before Bell could warn her, Jen accidentally bumped into somepony.

"Oh I'm so sorry, I didn't...see you there..." Jen's face contorted in shock over who she tripped over. Laying on her side from the impact was a lavender coated alicorn with a purple mane. "P-p-p-princess Twilight Sparkle?! I'm so sorry, I didn't mean-"

"It's okay, no harm done." Twilight smiled, getting up to her hooves. "I used to get lost in the images when I was younger." Twilight then tilted her head a little, looking Jen over. "You're new around here. We've never had a human work at the castle before. What's your name?"

"Oh, my apologies, my name is;" Jen was about to answer before she and Twilight were interrupted by the sound of galloping hooves heading towards them.

"Twilight, there you are." A pink mane and coated alicorn, who could only be Princess Cadance came out of no where and hugged Twilight. "I've been looking for you all day." Cadance then looked at Jen and quickly composed herself. "Oh? You must be one of the humans my aunt recently hired. It's a pleasure to meet you, I'm Princess Cadance, what's your name."

"Jen, your highness. My name is Jen." Jen responded with a nodding bow.

"Well Jen, I hope you're enjoying yourself." Cadance responded with a smile. "My aunt told me a little about you. Would you like to join me later tonight? I have a few questions of my own I'd like to ask."

"i-I-I'd be honored to Princess." Jen replied with an excited smile.

"Good. I'll see you tonight." Cadance smiled, then turned to Twilight. "Twilight, I think we still need to get you ready for your date tonight."

"I hope everything works out." Twilight said with a blush.

"I'm sure it will." Cadance smiled, hugging her sister in law. "We better get ready, Have a lovely day Jen."

After meeting with the Princesses, Jen was able to finish her tour of the castle and what responsibilities Bell explained to her. After they were done, Jen was able to return to the bedroom; but Jack wasn't there. Sitting on the bed, Jen was giddy with excitement over what was to happen later that night. She couldn't wait for Jack to return; nor did she have to, Jack soon returned only a few minutes after her. Jack was just as excited as she was, he told her of his day; cleaning the barracks and so forth. Jen then told Jack of her day and his eye brow raised at the mention of Princess Twilight. Jack told Jen that he was to help her tonight. Jen responded by telling Jack of her own meeting with Cadance that night.

"This is just perfect." Jack commented, hugging his wife in joy. "Not only are we able to have such a good job, but now we can even be of use to the ruling class."

"I know." Jen laughed in a cheer. "No more using expired coupons for us. We'll be able to eat the finest foods in Canterlot after today."

Later on that Night, when Luna's Moon was high in the night sky, there was a knock at the door. Answering it, it was a one of Luna's Night Guards. His light purple armor and dark purple bat wings were only dwarfed by hie shining yellow eyes. The guard informed the two that he was to escort them both to their various assignments. Jen was the first to be dropped off, at the door of Cadance's Royal Chambers.

"Good luck." Jack said, hugging Jen and kissing her forehead.

"You too." Jen kissed Jack back before opening the door to enter. The room was dimly lit but not dark. As her eyes quickly adjusted, Jen spied two ponies sitting on the bed. It was Princess Cadance and her husband Shining Armor. "Princess Cadance?"

"Ah Jen, thank you for coming." Cadance said, looking Jen over. "I am sorry for calling you here last second but I was hoping you could help me."

"What do you need Princess?" Jen said, but a sudden movement from Armor brought her attention to her. Shining Armor's hoof was stroking something, something that brought Jen's face to a blush and a shock; it was his stallion cock. "W-w-what is that?!"

"Oh you'll have to forgive Armor." Cadance giggled, turning her sights to Shining's cock. "He's gets a little pent up from his job as Guard Captain. So this is his way of relaxing."

"Oh, well I'm sorry for disturbing you two, I'll make my-" Jen tried to turn around, but Cadance's voice stopped her.

"There's no problem, I called you here for this reason." Cadance explained. "You see, I was so ecstatic when I found out my aunt hired on two humans."

"A-a-and you need me....for this?!" Jen said in shock. Did Cadance call her just for some affair?

"Oh you think we're asking you to cheat on your husband?!" Cadance's ears perked up in surprise as she got down from the bed, trotting to Jen. "No no, I will admit that I don't know a lot about the customs on Earth. But here in Equestria, even married couples have a partner or two on the side. Their marriage isn't ruined from it, in fact, most have even said that their love has grown."

"B-b-but I don't think." Jen replied, becoming more and more nervous as Cadance walked around her, as if she was piercing her with her gaze. "I-I-I wouldn't even know-"

"Then I'll show you." Cadance interrupted, pushing the flatter part of her head to push Jen's rear, causing her to forcibly walk forward. After a couple seconds, Jen was close to the bed; standing at its edge and staring at Armor's large cock. Unlike with Jack, Jen found her nose tingling with a strange smell. It was musky and heavy in the air. "You can smell it right? That's something I find so cute about you humans. Your noses can't smell the scent of arousal that we ponies make. My husband has a pretty strong scent. I'm sure you can smell it." Cadance started using her magic to slowly undoing Jen's maid attire. As Cadance undressed Jen, she would whisper in a soft tone. "Smells good doesn't it? Let your mind lose yourself to the smell. Take it all in, and feel how wet your body becomes under it."

Jen couldn't resist Cadance's actions, or shut out her words. All she could do was allow the Alicorn of Love to play with her body. Softly caressing her skin with her muzzle and magic. As if Jen had now become a deeply cared for doll; a toy for Cadance and Shining Armor's use. Armor, watching his wife play with Jen, only become more and more aroused. His cock and body produced more and more of his musky smell, further dulling Jen's senses. And his cockhead started dripping beads of nectar-like cum. Jen saw this and quietly gasped as her breath was almost stolen from the sight of it. This reaction had not escaped Cadance's view.

"Go on." Cadance suggested, wrapping Jen's hands in soft magic. "Touch it, take in all that you can."

"O-okay." Jen muttered, leaning forward, almost crawling on the bed to reach her prize.

Her face was mere inches away from Shining's cock, the smell was at its strongest and she felt as if she could be drowned in such an odor of carnal lust. All thoughts and worries of Jack slowly faded from her mind as pleasing herself soon rose within her. Slowly at first, Jen brought one hand close to Shining's cock, just barely touching the shaft. After a few more seconds of staring, Jen gulped hard as started caressing Shining's shaft. Every bump and vein pulsated in her grip.

"it's so warm." Jen commented, not realizing she was speaking her mind. "Such a...big thing goes in other ponies..?"

"It can." Cadance said, using her magic to massage Jen's body, making her shiver under the touch. "Would you like to find out?"

"I...well..." Jen was nervous, but the scent of Armor was becoming too much, she had to try it, at the very least, taste it.

"Just a moment." Cadance said, placing her hoof on Jen's shoulder. Jen's face was in a heat red blush. "I know it's tempting, but you're not gonna be able to take Shining's beast in your mouth easily. I'm proud to admit that my husband is one of the biggest in Equestria. Save that enthusiasm for the guards."

"The guards?" Jen asked.

"Oh we'll get to that later; but for now." Cadance gentle nudged Jen away, licking her lips, Cadance moved closer to Shining's cock; gently kissing at the dripping cockhead.

After a few more direct and effective licks and peaks, Cadance opened her mouth and swallowed the large and girthy cockhead. Using a skill only this cock could challenge, Cadance started to slowly bob her head on it. Nursing the head at first, but slowly moving down. After a few moments, Cadance had nearly bottomed out on Shining's cock, taking in over a foot of stallion cock meat into her tight, wet, throat pussy. Her nostrils flared to take in and out as much air as possible to continue her deep throating. Cadance's throat vibrated and her mouth drooled with the vast amounts of saliva from her erotic sucking.

As Cadance sucked and used her mouth like a wet fuck sleeve, Jen watched with awe and almost a small amount of jealousy. Armor's cock was just amazing looking, how it made Cadance moan and beg for more with each motion, and how Shining only gained pleasure from hie wife's display of love. Jen felt her own pussy grow wet and hot with arousal; she wanted that cock, didn't matter where or how, she just wanted it. Cadance knew Jen wanted a taste of her husband, so started sucking at a faster rate, egging Shining's cock to grow more and more swollen with each motion. This swelling, though stretching Cadance's mouth more and more, also meant Shining was going to cum soon.

"Cadance. Here it comes!" Shining moaned, grabbing at the back of his wife's head, holding her deep throat down as the aggressive stallion pumped shot after shot of him cum down Cadance's throat. "Ah that was so good, your mouth pussy is just too fuckable Cadance."

Cadance could only gurgle a giggle as she pulled Shining's cock out of her throat and mouth. Her cheeks were puffed out like a small rodent and she looked as if she orgasmed from the very taste. Jen wanted some as well. This want did not go past Cadance, as she used magic to pull Jen forward into a deep, open, and cum filled sloppy kiss. Jen's eyes burst open at the sudden surprise, then glazed over as she let Shining's cum numb her mind. It was a taste she could never get anywhere.

"Tastes good, doesn't it." Cadance asked softly into Jen's ear. "I bet you want more." Jen could only nod in pleasure, her body soaked in sweat and her pussy fuming with lust. Cadance looked over and saw that Shining's cock was not as hard as earlier, but in it's half limp state, it would be more comfortable for Jen. "How about you feel it."

Jen cautiously moved towards Shining's cock, seeing it twitch in anticipation and the aching in her pussy only drove her forward. Taking a firm grip of it was the first step, what followed after could only be done thanks to Cadance's help. Realizing that sitting on it would be too much, Cadance gently leaned Jen onto her back, allowing Shining to sit up and line up the thick cockhead to her tight looking entrance. Cadance gave Shining a small nod, signalling him to continue. The way Shining's tip teases and slowly opened Jen's pussy sent her mind into overdrive, she was bathed in the pleasure such a thing was now bringing.

After about a minute, Shining's cock was nearly half way in Jen's body and the lust addled human only wanted more of it. The pleasure was becoming beyond too much to bear, all her body, her mind, her very soul demanded was more of Shining Armor's cock inside her. Looking at Cadance with longing eyes, the Love Alicorn nodded to Armor, who pulled back a little, only to ram his full length into Jen's body. Jen gasped and nearly screamed from the sudden prying open of her body, but her mouth was covered by the cum tasting delights of Cadance's mouth. Jen's eyes faded from surprise and pain, to sheer pleasure, her mind was past being blank, Shining's cock, pony cock in general was now carved into her body. She could never forget the sensation. Armor, on the other hand, wasted no time and took to pleasuring himself within the human's pussy. Pressing his long shaft along her inner walls and folds. Jen's pussy was not as amazing as Cadance's, but it was far better than the average mare.

"Keep going honey." Cadance moaned, taking pleasure in the lust of Jen's moans and coos. "Paint her insides with your hot spunk!"

Armor continued his fucking of Jen's pussy, stretching and tightening it to its furthest extents. He was going to cum soon, and when he was, Jen was going to feel it; hard. Shining Armor let out a near primal roar as he fired off his full seed into Jen's pussy, coating her insides and quickly filling her womb to the brim. Such a volume of hot and paste-like cum was being pumped into Jen, that after her belly expanded a little, Shining's cum bled out from the sides of his cock. The feeling of being stuffed was one thing, but what Armor did next, only solidified Jen's soon to be addiction to stallion cum. Pulling his cock out as his balls were running dry, Shining fired his last couple ropes of cum all over Jen's face and body.

"So much, so strong." Jen muttered incoherently as she lay back and rubbed Shining's cum all over her.

"It's certainly potent." Cadance giggled, licking some of the cum off Jen's cheek. Laying besides Jen, Cadance snuggled besides the tired human, gesturing that Shining join them. "Let's have a little rest, then I'll explain everything."

"Okay." Jen cooed feeling warm and relaxed between the married ponies.

After possibly hours of rest, Jen awoke and the realization of what she had down struck her hard and painful. How could she betray her husband and sleep with another man? And not even a man, but a stallion and his wife together? It took a little time, but Cadance was able to calm Jen down enough to listen. Cadance told Jen that her and her husband were hired by Celestia not only to be a member of the serving work force, but as living sex toys for her pleasure. Jen was disgusted and terrified at first, but Cadance explained further that both her and Princess Twilight were in the same situation when they met Celestia and that there were perks.

The obvious perk being good sex, to which even Cadance commented that Jen deeply enjoyed. Jen could not argue, Cadance was right; a part of her really enjoyed sex with the two of them and wanted to go again if she wasn't too sore and sensitive to act. Cadance even went far enough in her explanation to mention that Jen's actions were not a violation of her marriage to Jack and that in fact it was a tradition in Equestria to sleep with multiple partners, even if you were married. Jen nodded a little in agreement, more or less agreeing with Cadance's mention of the Equestrian tradition rather than the thought of cheating. After about an hour of chatting, Cadance raised her horn and with her magic, cleaned all of the sweat, cum, and other filth from Jen's body; even giving her a clean set of closes so she could return to her room and speak with Jack. Jen was still speechless but bowed to both Cadance and Shining Armor in gratitude before leaving the room.

Jen ran down the halls as fast as her feet could carry. Even with Cadance's cleaning spell, she still felt so dirty. A filth that could never be forgiven or removed. She had to get to Jack, she had to hold her husband; to tell her everything was going to be okay. But at the same time, Jen felt strange, as if what she went through was not as life scaring as her mind played it out to be. Despite the way Cadance and Armor had their way with her, Jen felt an odd satisfaction of compassion. As if she was happy to have serviced the Princess like that. When Jen finally reached her room, opening it let out the sound of running water, Jack was most likely taking a shower. And if he went through anything like Jen just did, he would definitely need one.

"Honey?" Jen called, her voice sounded no better in confidence than Jack's was. "Are you there?"

"Yes?" Jack called back. "Just taking a shower. Would you like to join me?"

"I'd love to." Jen replied, entering the bathroom. Within moments, Jen was naked and hugging her naked body against Jack's. "How was your time with Princess Twilight?"

"I don't know how to feel, to be honest." Jack replied, turning to face Jen. "I-I-I-I just don't know what's going on anymore."

"How we were hired as sex slaves?" Jen asked, her tone as insecure and sad as her husband.

"You too?" Jack almost burst into tears. "Are you okay?! Did they hurt you?!"

"No no, I'm fine." Jen said, not wanting to say what exactly happened. "I was scared and confused at first, but after a few minutes, and with Princes Cadance's help, it was over soon. What are we going to do?"

"We leave." Jack said coldly and sternly. "We're moving back to Earth tomorrow!"

"To what life?" Jen asked, hugging Jack even closer. "We were in nothing but debt, and neither of us could hold down jobs. We can make something of ourselves here."

"At what cost?!" Jack snapped. "To be used and abused as sex slaves by some pony rulers?!"

"According to Princess Cadance, the ones hired as sex providers are treated well." Jen explained. "She said she was a sex toy to Celestia before becoming a Princess and still engages with Princess Celestia and even Luna and Twilight on occasion."

"Princess Twilight said something similar." Jack sighed, looking at the look Jen was giving him. "Fine, I will talk to Celestia regarding this new arrangement."

"We can endure this." Jen replied, hugging and kissing Jack delicately and lovingly. "No matter what happens, I will always love you."

"I love you too." Jack said, turning off the water to dry off.

Even though she was told that he could handle it himself, Jen followed quietly behind Jack, but could not make it past the guards and missed out on Jack's meeting with Celestia. But after several minutes of waiting, Jen started waling down the hall, only to run into Jack, who had just finished his meeting.

"Jack?" Jen said in a surprise, nearly crashing into Jack's body. "How did it go?"

"Well i can only hope." Jack replied, not too certain himself. "I am to meet with her tonight to discuss it."

"Okay, I trust you." Jen kissed Jack gently and delicately on the lips and then cheek. "I only have to help the maid with a big event."

"An event?" jack asked, worried over what it would be. "What kind of event?"

"I'm not sure." Jen replied. "But I was told all the new maids go through it when they get hired. And since it has all the maids together, I'm certain it can't be too bad."

"Okay, just be careful." Jack said, kissing and hugging Jen.

"I will. Love you." Jen said.

"Love you too." Jack replied.

As Jack left, Jen saw Bell galloping as fast as her hooves could carry her to Jen. The mare looked winded and near exhausted, but the altogether, she was fine. Jen was able to ask what was wrong, when Bell asked first.

"I've been looking everywhere for you. You ready for tonight?" Bell asked.

"Tonight? Well no, what's happening tonight?" Jen asked, worried yet curious where this was going.

"Oh yeah, we never told you." Bell giggled, playfully tapping her own head. "After the first day or so, all the other maids do a little event for the new hires."

"What kind of event?" Jen cautiously asked.

"You'll see." Bell giggled before turning around. "Come on, let's go." Jen only could shrug her shoulders and follow after the mare.

"What is this!?" Jen asked in shock and strange awe.

The room in which Bell brought her was not the maids' main room, but rather, it was the guard barracks. And every maid was being fucked by the sweaty and naked guards. The smell of mare pussy and stallion cock drove Jen's senses wild again. Her mind was brought back to her night with Cadance and Armor, and how stallion cum had become an addiction. The guards looked at Jen and only increased their fucking of the maids, filling their pussies, mouths, and asses with thick cum before pulling out.

"Yeah this is something only us maids know." Bell explained with her large grin of delight. "You see, the guards are just a bunch of horny and stressed stallions. So, instead of just letting them get all tense, Task, Captain Armor, Captain Nox, Princess Celestia, and Princess Luna all decided to do this. Ever few nights of so, us maids get together after work and have a big orgy with the guards. And since this is your first time here, I better warn you about the special part."

"S-s-s-speacial part?!" Jen wanted to back away but bumped into a guard behind her. Turning around, Jen found the same Lunar Guard who escorted her and Jack to the Princess' room the night before. "You?!"

"Hey Captain Nox." Bell waved to the guard. "You almost missed the party, I was explaining everything to Jen here."

"Best to do it quick then." Nox chuckled, looking Jen over. "I haven't gotten a turn in a while now."

"Okay." Bell smiled before looking to Jen again. "You see, all maids service the guards to keep stress and tension down. But when it's a maid's first night, she has to pleasure all the guards at once. A sorta right of passage dealie."

"T-t-that can't be right." Jen said, wanting to run, but the musky scent of stallion cock kept her body trembling but motionless. "How could I possibly?"

"You'll get the hang of it!" Bell replied, smacking Jen's ass, partially knocking her on her hands and knees. "Lets show Jen here a good time!"

Almost every guard jumped at Jen, but not before Captain Nox got between the guards and Jen, stopping them in their tracks. Turning towards Jen, Nox almost heard a thank you from Jen's mouth, but it was halted by the sudden intrusion of his long cock towards her trembling mouth. Though not as thick as Armor was, Nox was plenty long, nearly a foot and a half and it looked flexible enough to be shoved down Jen's throat.

"I bet you haven't had a good taste for pony cock yet." Nox told Jen, placing his forehooves on her head. "Well, have a taste!" Jen's head was smashed against Nox's cock, taking in nearly his full length in the first thrust. "Oh yeah!" Nox moaned in pleasure, then grunting as he started bucking more aggressively against Jen's face. "Nothing beats a good face fuck to take away all the stress." Even though Nox was in fact long, and his cock was almost striking at Jen's stomach from her throat, Jen's mouth pussy was apparently too much for the Guard Captain to take. In less than only ten minutes after he started face fucking her, Nox fired his own payload of thick and rope-like cum down Jen's throat and partially filly her stomach. Nox, a slight blush of embarrassment on his face pulled his now limp cock out of Jen's mouth with a pop and plop.

"Looks like the Captain couldn't handle the new girl." Some of the guards chuckled to the embarrassed Nox, but it was all in good fun and humor. So Nox wasn't going to punish them, he got what he wanted; first in line to shove his cock in Jen's hole and fill it with cum.

"Cute, boys." Nox joked, heading to the door to resume his patrol. "If anypony uses her mouth, please...enjoy the sloppy seconds."

The guards all looked at each other and shared a bit of a laugh at the Captain's joke before returning to the task at hand. Who was next. Igniting his horn, one of the guards tore off Jen's clothes, revealing how wet her pussy had become after swallowing Nox's spunk. Within a moment, an earth stallion ran at Jen, knocking her to her back. Jen had no time to react as the second her back struck the cold ground, she felt the guard's hard cock break through her pussy lips and plunge itself deep into her. Though not as painful as Shining Armor could've been, this guard's cock was still bigger than any human's and Jen could feel it strike at her weak spots effortlessly and effectively.

"This one's tight!" The guard all but cheered as he continued to press himself in and out of Jen's pussy with no regard to her reactions. "I can see why the Captain came so fast." But a glint in the guard's eye revealed a different plan. "But I want to try something different." Leaning back and grabbing at Jen's body with his forehooves, the earth guard pulled Jen up and in a second, Jen was now riding atop the stallion's cock, and his hooves were spreading her ass cheeks. "So who's up for some double penning?"

Quickly, both a unicorn and pegasus guard came towards Jen. The unicorn positioned himself behind Jen, rubbing his growing erection against her asshole, while the pegasus was flapping his wings to fly to Jen's mouth; slapping his half erect cock against her lips, almost ordering her to open for him. The scent of strong and horny stallion cocks was too intoxicating for Jen to refuse, she had to feel it in her mouth. The pegasus wasn't as thick as the earth stallion inside her, or as massive as Shining was last night. Jen's mouth open only a little, but the pegasus guard took that as enough incentive to drive his near foot long cock into her mouth.

"Oh yea, this one feels nice." The pegasus groaned, fluttering his wings to prevent wing boners and to keep himself airborne so he could continue face humping Jen. "Hey Sparks, how's your end?"

"Well." Sparks, the unicorn guard commented. as he was in the midst of hot dogging his erection between Jen's ass cleavage. "I think she's about ready to go." Igniting his horn, Jen could feel her asshole slowly loosening and becoming moist with pleasure. But this empty opening would not stay so for long, Sparks lined up his cockhead with Jen's asshole and thrusted himself inside her, half way corking her asshole with cock but also started rubbing against the earth guard who was in her cunt. "Oh yeah, this does feel good. How's it feel having three inside at once bitch?"

"I don't think she can answer." The earth guard laughed, grabbing at Jen's hips as he increased his thrusting. "But that fuck silly looks says it all. She so fucked up on cock, she can't feel anything but pleasure."

"True that." The pegasus said, forcing Jen to deep throat his cock several times, giving her little room to breathe. "But Nox was right, this slut's fuck holes are making me cum so hard and fast."

"Normally I'd call you a quick shot." Sparks laughed, but felt his own orgasm coming along. "But her ass is so tight, it's milking my cock."

"Here it cums human sluthole." The earth stallion chuckles as he reached his limit.

All three stallions rammed the full lengths of their larger than human cocks inside Jen's body, filling her holes with their jelly thick cum. Jen could feel her body partially expanding, unable to take in any more cum as the stallion's were relentless in their orgasms. After a couple seconds, the three pulled their cocks from Jen's body and fired one or two more ropes of cum, covering her white in stallion spunk. The smell of their combined musk and cum was too much. Her body started twitching and grinding against the ground, and her hands were caressing and playing with her sensitive regions.

"She loves being covered in pony cum?!" One of the other maids who were watching commented with a joking yet mocking tone.

"Yeah, what a slut." Another maid responded, giggle at the state Jen was in.

"That was amazing Jen!" Bell commented, getting to Jen's side. "But we're not finished yet!" Jen looked up and saw there were nearly a dozen more stallion guards with cocks at the ready. "You have more ponies to please. Thing you can do it?"

"Please." Jen begged, her mind destroyed of all resistance, all she wanted was more pleasure. "Fill my dirty cunt with your stallion cocks. Make me your gaping fuck hole!"

Jack's Breaking

Following Shining Armor down the halls, Jack got to look around a little more, taking in the sights and enjoying his place now as a servant in Canterlot. No matter what the job was, whatever he was going to do here was going to be better than any job he could've gotten back on Earth. That was his hope anyway. After a few more minutes of walking, Armor led Jack to his first assignment; the Guard Barracks. Inside, the smell of hardwood flooring, and dirty laundry struck at Jack's nose.

"You're to clean this entire barracks from the wooden floor to the wooden beams." Armor instructed. "If you're wondering, yes, this used to be a maid's job. But after one too many reports, it was decided that the barrack cleaning would be done by a male servant. And since you're the new kid, you get the barracks for today. Any questions?"

"Only where would you suggest I begin." Jack asked, looking around the room to see where to start his cleaning.

"Start with ceiling and work your way down." Armor suggested, gesturing towards a nearby small door. "The cleaning supplies are in that closet there and I'll come back to you within a few hours."

"Yes sir." Jack replied, getting to his task. Armor only nodded himself and then left Jack to his task.

Looking in the closet, Jack found the supplies, though they were not well made for human use. The buckets, spray bottles, and rags were the same no matter where anyone would go, but the broom and mop were much smaller than average. More like a one handed tool than a two handed tool. Shrugging his shoulders, Jack only grabbed the tools and got to work. First, taking a sizable step ladder located in the back of the closet. Starting at the far end of the room, Jack stepped on the ladder and started his cleaning, spraying at the wooden beams and wiping it with a rag. The beams, walls, and floor was easy to clean, there was just so much of it, that it would take more than a few hours to complete his task.

"That should be it." Jack commented to himself, tying up the last of trash to be disposed. "I'm sure this will do."

"So, Jack." Shining Armor said, walking into the room to see the progress. But he didn't need to hear an answer, a quick look around showed that Jack had done more than he needed to clean the barracks. "Very impressive. I've never seen the barracks so clean." Looking at Jack, Armor saw he was a little winded from his cleaning. "I might have another task for you later tonight. Go get some rest and I'll send somepony for you when it gets darker."

"Yes sir." Jack smiled, proud of the compliment for his hard work. "May I ask what I might be needed for tonight?"

"My sister, Twilight Sparkle is having a difficult time with a study in humans, so she needs somepon- I mean someone to help her." Armor explained, nodding his head. "Should be something I believe you can handle."

"Thank you sir." Jack smiled at his success and luck. "I eagerly await when I'm needed."

"Very good." Armor smiled. "Get some rest, and I'll send for you." Jack smiled and left the room to return to his room. Armor pondered what would happen later on that night. "he may not be so eager when he finds out what Twilight had planned. But then again, he'll have no choice. Hmm, I am curious what Cadance has planned for that wife of his. She does have some nice curves on her."

When Jack returned to his room, he found that Jen was already there. Being so excited, Jack couldn't help but tell Jen of what happened and how well he's been being treated. Jen also mentioned how her day was. How the maids showed her around the castle and even meeting both Princesses Twilight and Cadance. At the name of Twilight, jack mentioned that he was told he had to help Twilight later that night. Jen cheerfully replied that she was asked to help Cadance later that night as well.

"This is just perfect." Jack commented, hugging his wife in joy. "Not only are we able to have such a good job, but now we can even be of use to the ruling class."

"I know." Jen laughed in a cheer. "No more using expired coupons for us. We'll be able to eat the finest foods in Canterlot after today."

Later on that Night, when Luna's Moon was high in the night sky, there was a knock at the door. Answering it, it was a one of Luna's Night Guards. His light purple armor and dark purple bat wings were only dwarfed by hie shining yellow eyes. The guard informed the two that he was to escort them both to their various assignments. First, Jen was dropped off at the door of Cadance's Royal Chambers, where Jack hugged and kissed his wife goodbye.

"What could they need Jen for in their bedroom?" Jack asked the guard, not wanting to be paranoid, but the location of the task was still odd.

"I can't assume to know what the Princesses want, but every maid I've seen in our employment gets a private talk with Princess Cadance." The guard answered, not turning to look at Jack as they spoke. "i can only guess it won't be harmful. Since all the other maids seem fine. Though whatever happens, must be a big secret, because no maid will tell me anyway. Don't worry about it."

"You're right." Jack said calming down a little. He knew his wife could handle anything. He had to handle is own business with Princess Twilight. "Thank you, mr?"

"Nox." The night guard responded. "You can call me Nox, I'm Captain of the Night Guard. Here we are." Standing before Captain Nox and Jack was a large door that belonged to Twilight's bed chambers.

"Thank you Captain Nox." Jack thanked his escort. "I'll do the best I can to serve the Princess." As jack opened the door and entered the room, he failed to notice a small, faint smirk on Nox's face.

"Oh I know you will." Nox quietly commented, then turned back to his own business. "Let's see who Task has for me tonight."

The room was quite spacious, but more rounded; almost like a giant cylinder. Jack noted to himself that the room bore more symbols of Celestia's Sun emblem rather than Luna's Moon, Cadance's Heart, or Twilight's Star. Speaking of Twilight, the Princess in question was laying on the large round bed. No visible cushioning such as pillows, nor any blankets. The midnight blue bed was bare with the exception of the Princess. A strange, yet faint smell struck at Jack's nose for a moment, only for him to wipe his nose in a swift manner.

"Uh Princess Twilight?" Jack called to the lavender Alicorn.

"Oh? you must be the human Celestia told me about." Twilight turned her head slightly, showing off her violet eyes, that were slightly glazed over, and her tone sounded heavy with deep breathing. "Well let's get to it."

"Uh yes, I was told you needed help about humans." Jack mentioned, turning comment into a question. "What is it you had in mind?"

"Mating." Twilight mumbled.

"I'm sorry, i don't think I heard you." Jack's body showed he was concerned and ready to run. "What did you say?"

"Mating!" Twilight's horn glowed with magic, grabbing at Jack's body and pulling him towards the bed, landing just in front of Twilight's rear. Leaning forward, Twilight raised her tail, showing off her wet slit of her marehood. Jack's eyes widened in utter shock and confusion, and his nose was able to identify the source of the faint smell. The musky, lust filled smell of Twilight's wet cunt was now waving in front on him. "Please, I need this."

"Y-y-y-you're in heat?!" Jack tried to persuade Twilight out of her attempts at sex. He was a dedicated and loyal husband. And now he had one of the four ruling powers of Equestria begging for sex. "T-t-t-this isn't right."

"But that's why you were hired." Twilight said, too into her own desires to keep the secret from Jack anymore.

"W-w-what did you say?!" Jack asked, shocked at the very thought of what Twilight was saying.

"When Celestia hired you on, one of the reasons was to have you and your wife be her newest toys." Twilight explained, but her sex driven thoughts were too much to bear. Her horn ignited again. "I'll tell you any and everything Celestia has planned if you just FUCK ME!" Jack was still hesitant, unwilling to move to the Princess' request. Twilight, unable to hod out for any longer, fired a small burst of magic around Jack's body, completely destroying his clothing and knocking him to the ground with a thus. "I will have cock!" Twilight stated, her body now pressed on Jack's body, her muzzle staring at Jack's still limp cock and her wet cunt was pressed against Jack's face. "You can't leave until I'm satisfied!"

Jack looked up and saw the wet slit of Twilight's pussy staring back at him. Within seconds, the cunt slammed against his face, slathering mare juices on his face and lips. Despite his objections, the subtle taste of Twilight's pussy flavor was oddly sweet; nothing he would've expected from a pony. It was in this hesitation that Twilight felt and saw Jack's human cock grow and becoming erect. Not able to say anything aside from a few low moans, Twilight leaned in and took Jack's cock in her mouth. Due to the size difference between humans and stallions, Jack's cock was completely taken into Twilight's mouth. Jack tried to push Twilight's rear off him, but the smack to her ass only made her yelp in pleasure.

"See." Twilight moaned, igniting her horn again. "Now you're getting into it."

Jack felt Twilight's magic wrap around him and smother his face against her wet pussy. Trying again in vain, Jack could not free himself and reluctantly accepted that the only way out of this, was to play along. Letting out his tongue, Jack licked delicately at Twilight's inner folds, taking in whatever liquids dripped from her. Faster and faster, Twilight bobbed her head on Jack's cock, trying to suck in as much as she could. Jack's mouth continued his own licking and small nibbles on Twilight's pony pussy, if only to pleasure her enough so she could release him; all a while, Jack held the thought of Jen in his mind. Thankfully, it was enough to drive Jack to his own climax, letting out a small burst of cum into Twilight's mouth.

"It's over." Jack panted, letting Twilight get off his face. "So, we're all good right?"

"Oh no." Twilight jumped onto her bed, wiggling her hips at Jack. "We still have this hole to pleasure."

Jack tried to move back, but his body was immediately caught by Twilight's magic. In an instant, he was pulled up to the bed, smacking his half erect cock against Twilight's wet slit; to the pony's own moan that followed. Jack wanted to escape, but the magic around him was too strong. But as he struggled, his cock rubbed against Twilight's cunt more and more. Twilight, in turn, let out more and more sultry moans and coos of pleasure. Jack then felt Twilight's magical grip weaken, but still was too strong to break out of. Reluctantly, Jack came to the conclusion that the only way to escape was to fuck Twilight so her spell would break.

With great effort, Jack got himself hard again. It was a mixture of thoughts of the last time he's been intimate with his wife, and the fact that he was technically rubbing his cock against a pussy; even if it was a pony's pussy. Once his cock was hard enough, and with Twilight's begging pussy rubbing against the human shaft behind her, Jack lined up his cock head to Twilight's wet entrance. Taking a gulp and deep breath, Jack thrust himself into Twilight's pussy. Her wet folds quickly gripping the human cock tightly.

"So tight." Jack cringed through his teeth.

"So good!" Twilight moaned. "keep fucking my pony pussy!"

As much as the concept was a turn off to Jack, he continued fucking Twilight's pussy as best as he could. Grabbing at her ass, Jack continued his humping, trying his best to pleasure the heat addled Princess. As he worked her pussy, Jack's mind went to Jen, the hope that this would end soon and the fear if she ever found out about this. Jack's attention was brought back to Twilight when he felt a small pressure move and touch under his body. With a great, and soft lavender ass blocking his vision, Jack could not see it, but rather feel Twilight's magic at work. Gently and carefully, Twilight's magic was caressing Jack's balls and through his skin, poking at his prostate. The impact was immediate! Jack's cock enlarged slightly, swollen with the forced pleasure. And the magic holding him only forced him to move faster with his fucking. The magic was bringing him to orgasm.

"Keep going!" Twilight moaned, the sound of Jack's hard cock slipping in and out of her cunt hole was bringing her over the edge. "Cum in my dirty fuck hole! I've never felt something like this before!"

Jack couldn't hold himself back. Regardless of his opinion over fucking a pony, let alone a Princess, his cock was stimulated enough where he was going to cum. With Twilight's magical grip nearly gone, Jack thrust into his Princess' hole a few more times; bottoming out inside Twilight before finally cumming inside her. Twilight raised her head in a primal scream of pleasure, the feeling of a human's warm cum inside her pussy was enough to drive her to her own orgasm; which had her pussy walls suckle at Jack's cock, milking him fully. After a few moments, Jack was able to free his limp cock from its pussy prison with a pop; and with Twilight satisfied, her magical hold on Jack was gone.

"Now." Jack asked, taking a few steps away from the reclining Princess. "What were you talking about early? About my wife and I being toys?!"

"Yes, well that's the truth." Twilight answered, gathering the strength to turn over and face the concerned Jack. "Celestia and Luna have been around for centuries. And in that time have developed a peculiar sense of interests. One of them included the hiring of ponies and others to be their sexual pleasure toys. After a while, even that lost its thrill and so, and I don't know fully about Luna, but with Celestia, I know that my being her student was partially because I was a cute filly when we met." Her face looked as if it was in the midst of a satisfying memory. "I'll admit, at first, like you, I was confused and conflicted. How could my own teacher admit she took me on because she wanted to have sex with me. Well after our first few "sessions", I learned to accept it. And now, I'm a Princess. Granted, I'm still Celestia's little fuckmare whenever she wants. But I've been treated so well, and I know she still loves me more than a fuck mare. Though not as a lover either."

"That still doesn't explain why my wife and I specifically were hired as sex slaves!" Jack snapped in frustration, demanding the answer.

"Well, since the connection of Earth and Equestria, Celestia and Luna have found humans to be amazing beings." Twilight explained. "It was not specifically you and your wife. But rather, Celestia saw an opportunity, and took it. Your first real taste of what is to come was to help with my heat. And your wife..."

"What did you do to Jen?!" Jack shouted.

"She's not hurt, I promise." Twilight said, trying to calm Jack down. Her first taste was with my Princess Cadance and my brother, Shining Armor."

Jack's face contorted in anger, horror, and sorrow. He walked forward, only to sit on the edge of the bed; his hands now covering his face. "How could this happen?!" A small bit of tears forming along his eyes and cheeks. "First we get scammed by a loan shark, and now our big break was just some sex slavery to a perverted monarch."

"Celestia is a good mare to serve under." Twilight got up, cuddling against Jack's body. "I've been her sex mare for years now. I know she'd treat you right and fair. If she didn't have confidence in your talents, she would never had forced this on you."

"But forced on us she did apparently!" Jack said, still angry, but more sad and betrayed. "How can I ever look at Jen again, after tonight?"

"The same way you always looked at her." Twilight reassured Jack. "With love and kindness. Neither Princess Celestia, Luna, or even Cadance and Armor would ever want to ruin what you and your wife have. Neither of you have betrayed the other. All you did was your jobs here. No different than cleaning a room, or organizing a book shelf."

"I don't know how things are done here." Jack said, getting up in a rush. "But on Earth, we don't do these things!"

"But you're not on Earth. You and your wife live in Equestria now." Twilight could see Jack was still confused and conflicted. "You can return to your room. Think it over. We won't do anything you wouldn't want."

"Thank you, Princess." Jack said, before wrapping himself in a blanket so he wouldn't need to walk to his room naked.

When Jack returned to his room, he found that Jen wasn't there yet. Taking this opportunity, jack ran to the shower and desperately tried to wash away what had just happened. After several minutes of desperate scrubbing, Jack heard the bedroom door open.