Plots & Plans

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.

"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.

"Hello Mr. Jack." Celestia greeted Jack with a smile. "To what do I owe the pleasure?"

"With respect Princess." Jack started, his tone was as polite as he could make it, almost forced though. "But we must talk."

"Regarding?" Celestia asked, certain what Jack meant but wanted to be sure.

"Involving myself, my wife and the Princesses." Jack said, not wanting to clearly say the blunt truth aloud.

"I understand." Celestia bowed her head. "I apologize I did not tell you my full intentions when you were hired. But I will tell you everything. But unfortunately, we must wait until later tonight. I will have a guard come for you where you and I can discuss your worries. So please, i ask you continue with your regular duties."

"As you wish Princess." Jack bowed before being allowed to leave. Jack did even turn the corner out the throne room before running into Jen.

"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.

The remainder of the day was as normal as can be. Jack went about his business, cleaning the walls, organizing the stock, and frequently checking in on Jen to make sure she was okay. But soon enough, night came. Escorted by the same guard as before, Jack was brought to Celestia's royal bed chambers. He didn't even need to knock, the door opened magically before his hand reached it. taking that as his sign to continue. Walking into the dark room, Jack felt a sense of unease. Maybe the Princess set him up? Maybe she was not as kind and warm as she appeared to be? His worries were only intensified when a sudden light illuminated, lighting up the bed where Celestia lay on her bed.

"Hello Jack." Celestia greeted, gesturing Jack to approach her. "I am sorry I could not talk to you today. But now you can talk freely."

"Thank you Princess." Jack said, then got to the point. "I want to know why you really hired Jen and myself?"

"Because I wanted to have human sex toys." Celestia said bluntly, but her expression changed slightly. "But don't misunderstand, I hired you both on for more than just sex. Sex was the majority of the reason." Celestia then moved slightly, revealing she was not alone. Laying on the bed with her, was a dark blue Alicorn mare, Princess Luna. "You see, there is something I want you to do for me." Luna looked to be in a bit of a daze, similar to how Twilight was. Luna must be in heat too. "I want you to fuck me sister."

"I-I-I-I can't. I thought." Jack tried to figure out how this happened. He thought there was going to be some understanding. Not more sex.

"You wanted to know what my reason was." Celestia said, in the light she was in, her head was partially hidden in shadow, giving off a more dominating look. "I told you, and now I order you to fuck my sister slut!" Jack hesitated for a moment, Celestia was reaching the end of her patience. "If you really can't do what i hired you for, then I can find another."

Jack knew what her tone meant. She was threatening to fire him if he did not comply. As much as he wanted to leave and be done with it, Jack knew he needed this job, and the look in Celestia's eye told him she knew as well. With a heavy sigh, Jack hung his head low in defeat. There was nothing he could do, how could he challenge Celestia and hope to win? Reluctantly, and slowly, Jack removed his clothing, letting his shirt and pants drop to the floor. His limp cock dangled between his legs.

"Now that's not going to work is it." Celestia smirked, satisfied in her coming victory. Igniting her horn, Celestia wrapped magic around Jack's cock, causing it to become hard and nearly twice as thick as before. "Much better. Now come here."

Jack slowly made his way to the bed, his cock swaying back and forth slightly with each movement. Princess Luna's blue shaded pussy was glistening in the light. When he reached Luna's body, Jack's magically erect cock was pulled closer, lining up the hard head with Luna's lower lips. The way the out lips ran a top the tip was as if her cunt was kissing it. Jack looked again at Celestia, who now at this angle and light, looked more like a dominating mistress than a benevolent Princess. Celestia stared at Jack for a moment and wordlessly gave her order. Jack gulped and shivered at the stare Celestia gave but then turned his attention back to Luna. Grabbing hard at her plush and soft rear before thrusting himself deep inside Luna's warm folds.

"That's a good human." Celestia said, laying on her back to get a better view. "Now don't be shy my dear. Fuck my sister's silky cunt!"

Jack did as he was told. Grabbing harder against Luna's ass flesh and smacking himself inside her again and again. The feel was different than before. Unlike with Twilight, Jack felt a strange pleasure from Luna's folds. Was he really enjoying the feeling of fucking Luna, or was Celestia's magic to blame? Jack could not tell, not like he could stop. Luna's moans were soft and sultry, more musical-like to Jack's ears than his time with Twilight. It was a voice that made his body thrust on its own.

"Such a good human toy." Celestia cooed, using one hoof to rub Luna's head softly, while taking the other to rub her own white pussy. Jack's nose tingled at a faint dew scent in the air. "You like that smell Jack? Well if you behave and keep fucking. I'll let you have a taste."

It was impossible to know why, but that statement turned Jack on more than he has ever been before. It had to be the magic! That was all jack could hope to believe in now. How could such a smell and use of words drive his mind, body, and senses? Jack could not argue it any more, nor did he possess the power to resist. He had to obey Celestia, if not for himself, but for Jen's sake. With even a sliver of new hope rising inside him, and the pressure of Luna's wet foils coiling up around his cock, Jack continued his barrage of Luna's tightness.

"Such eagerness now?!" Celestia raised her eyebrow in subtle surprise. Then she looked at Luna. "How does he feel sister?"

"Small...but he's hitting my insides so precise." Luna moaned, bouncing her rear against Jack's pelvis. "It's like his cock was shaped to hit my sweet spots!"

"Such a good toy isn't he?" Celestia teased her sister, positioning herself to let Luna look at her wet lower lips. "Lick it sister." Luna did as she was told and moved in to lap at Celestia's wetness. Celestia cooed from Luna's skill with her tongue; a skill she has developed over long years of sessions with Celestia. "That's a good mare, lick my pussy, get it nice and wet. I want to swallow that cock soon. And I need to be good and slippery."

Luna continued to lick at Celestia's twat, taking in the flavor of Celestia's body and shivering with each motion of her tongue. This shivering sent chills and shocks through Jack's body. He continued his fucking for several more minutes, maintaining a steady motion to give Luna the best pleasure possible. Celestia saw this and smirked in satisfaction, only to moan subtly in pleasure of Luna's tongue work. But Celestia saw Luna was reaching her ends, her heat made her body more sensitive and being between Celestia and Jack was driving her nerves mad with pleasure.

"Take it all sister!" Celestia's voice sounded like a dominated command as she grabbed at Luna's head and smashed her face against her cunt, letting Luna scream her orgasm inside Celestia's pussy hole. After a moment or two, Luna's orgasm died down, her body becoming limp and slumping against Celestia's crotch. "Such a well taught and affectionate mare isn't she?"

"I-if you say so Princess." Jack replied, his voice nearly monotone and with no resistance. The realization of the situation had damaged his mind, and struck him too fast for him to handle. "What would you have me do?"

"Well...since you asked so nicely." Celestia smirked a little, leaning back, using her magic to part her plush, pussy lips. "And after accepting your place here, you get to fuck my wet Princess fuckhole. How does that sound my human sex toy?"

"Sounds great." jack's voice was dead of all emotion, what could he do; of not simply obey the Princess. As his cock head rubbed against Celestia's pussy, all he could do was look in the Princess' eyes. He saw the satisfying gaze and the look of sheer satisfaction; and oddly enough, such a sight made Jack feel warmer inside, as if he was happy he was pleasing his Princess. Before getting to the first thrust, the last words Jack mumbled were. "I can't win."