Training Sweetie

Chapters

Sweetie Introductions
Sweetie Issues
Sweetie Incrimination
Sweetie Indulgence
Sweetie iEndings

Sweetie Introductions

The living room was anything but spacious at the moment. Boxes of various sizes were somewhat organized and stacked. A cabinet, desk, bed frame and other furnishings took up one side of the room.

A man walked into the room carrying two boxes, followed closely by two ponies about half his height, carrying their own boxes. He set his boxes on top of a stack, “Few,” he sighed in relief wiping sweat from his forehead with a towel, “thanks for the help gentleme-gentlecolts,” he corrected throwing the towel aside, “I do believe that’s the last of it.”

“No problem Royal Foalsitter James,” answered one of the stallions in gold armor as he set his own box down.

“That’s retired Royal Foalsitter James to you, also here. Take this I really appreciate your help,” James said offering the stallions two small bags of bits. They looked uneasy about it, which was odd because they usually looked nothing about anything, “come on. I’m not bribing you or anything and bits isn’t much an issue for me.”

They hesitantly took the small bags, “Thanks,” they said in unison and began to leave.

“No problem.” he replied as they left, “wait,” they stopped in their tracks and looked at him, “could either of you tell Princess Celestia that I got my bits worth for the modifications she had made for this house?” One of them nodded, “Thanks,” he smiled and waved as they closed the door behind them.

James took a good hard look at the white door they closed and then the window where they could be seen flying off with their fancy carriage.

He turned around to all the unpacking and assembling he’d have to do in the next few days or week. The thought to pay somepony to help him crossed his mind. He certainly could afford it. He kicked that thought onto the ground and told it not to get back up. He brought his hand to the bridge of his nose and sighed, curse his pride.

It was a little after noon and he had at least one thing he needed to do before the day was done. With that in mind, he had one thing he actually wanted to do right away before finding a room for his new bed and then setting up said bed.

After locking the door to his new house he went into town. He lived a little on the outskirts so it was somewhat of a walk. Ponyville was its name. It truly looked like an ideal little town. The street had no litter. The houses where mostly the same but nonetheless charming.

Finally, he made it to what appeared to be a market of some sort. Ponies watched him cautiously as he explored. This was nothing new after one year in a new world of candy colored ponies.

All he wanted was to find a pony that could make him comfortable clothes. He approached a random pony, “Excuse me, do you happen to know where I could find a good tailor?”

The pony smiled weakly, “W-we only have one that I know of, she does good work.”

“Oh... good, do you know where I could find her?”

The mare pointed in a direction, “you can find the Carousel Boutique down the road, take a left at the next street.”

“Thanks,” he replied and headed the way she indicated.

He came to a building that looked like a giant gingerbread house with a cupcake sign. He stopped for a moment to admire the artwork. He briefly thought that it might just be real, considering he lived in a world where emeralds, diamonds, and all the jewels got to the size of his fist like it was no big deal. He gave the building a thumbs up and continued his self imposed quest.

He assumed he had arrived when came to a large building that looked like it was designed after a circus carousel but was mostly all white for some reason. A peek through the windows revealed some display mannequins wearing dresses, which he took as confirmation.

He entered and a bell rang from the door. Noone came to him as he looked around. He heard yelling from somewhere above him. It was too muffled to make out what was said. All he saw were dresses on pony mannequins and a few on a rack. They looked pretty, but that left him with little confidence that this pony could make the things he wanted. As he looked around he heard somepony stomp down the stairs followed shortly by a half gasp of surprise half scream of terror.

He turned to see a shaking mare, “Wha-what are you?” she asked. She had a white coat, deep purple mane, and three gems as a cutie mark. She was the same size of most pony adults, about level to his waist.

“Hello, I’m James Copperback,” he introduced himself as he casually approached the frightened mare, “I was told you may be the only tailor in town. I was hoping you could make some clothes that’s more comfortable and free than the suits I’ve been stuck with for the last year.”

She recovered from her paralyzing fear and looked a little perplexed, “James? Where-” she muttered the rest to herself.

“Speaking of names what’s yours?” he asked snapping her out of her thought.

“Oh! Do forgive me. Everything is happening at once as it were, and you caught me at a rather bad time. I’m Rarity and this is the Carousel Boutique where every garment is chic, unique and magnifique.” She said with pride, “Now why do I feel like I know your name?”

“You probably know me from the fact that I’m the only human on Equus” she looked at him blankly, “okay, maybe not. How about that I’m the Royal Foalsitter. You might’ve-.”

“Oh my yes!” Rarity interrupted clapping her hooves excitedly, “now I remember. James! You were the first Royal Foalsitter to be anointed in over four hundred years! Which was rather peculiar, because we weren’t in need of one.”

“Um yeah,” he replied, putting a hand behind his head, “Anyways, I was hoping you might be able to make me some casual clothing that’s not as restrictive as the suits I’ve been wearing for the last year. Something like what I got on right now would be great.” He finished. All the while she looked like she was thinking up a storm, pacing back and forth.

“Do you by chance have proof you’re THE Royal Foalsitter?” she asked suddenly.

With a shrug he reached into his pocket and pulled out his badge. He initially felt it was ridiculous that they’d have a title of Royal Foalsitter. That was before he learned about the lust god and all the foals born after its defeat. He showed her the badge. It was uninteresting, mostly so foals, fillies, and colts wouldn’t mess with it.

They must teach ponies government sanctioned badges he assumed, because she recognized it instantly with a squee and large smile.

Rarity sighed, “I’m afraid I don’t have the time to make you anything right now,” she held up a hoof, “but if you help me out, I promise I’ll make you four sets of whatever you want free of charge and pay you for your services.” Rarity offered.

“My services?” James asked more than a little confused.

“Yes,” she answered sweetly blinking her eyes and smiling innocently. It made him more suspicious of her than anything. He gestured for her to continue, “you see I just got an invitation to compete in The Fashion Contest in Manehattan!” She explained excitedly, “but my parents went on a two week vacation,” she said sullenly.

“Okay? I still don’t see how I come into the picture.” James said.

“They left my little sister with me to foalsit and I love her to death, but I really need to start making a name for myself and I can’t do that if I’m too busy taking care of her.” Rarity explained.

“...How long will you be gone?” James asked.

“At least seven days,” she answered.

“One week for a fashion contest?”

“Yes! It’s a test of skill, ingenuity, and design! The top two ponies get to show off their dresses at Manhattans third largest fashion show!” She explained.

“Third largest?”

“Well, like I said I need to start making a name for myself, and this is the best way to do it. The only way actually,” She reasoned.

“The only way?”

“Outside of Princess Celestia visiting Ponyville and stopping by my shop herself, I’m afraid I’m going to have to climb the ladders like everypony else. Don’t get me wrong I love Ponyville, I grew up here, but Canterlot is so majestic, elegant, and sophisticated,” she said with grand gestures. James could think of a few less friendly words to add to that list, “I want to own a shop there. It’s my dream you see.”

Her horn lit up and a couch came to her as she got on both hind legs, “but now I can’t even start working towards my dream!” she said dramatically, covering her eyes with her forehooves, and falling on the couch. She revealed a little more than James was used to, especially considering he came from Canterlot, “unless, unless you help me... please!”

James looked away quickly. With a heavy sigh James rubbed his forehead with the palms of both hands going up through his short black hair. He really didn’t want to be foalsitting anymore. After dealing with the absolutely entitled brats of Canterlot for one year he was glad to be done with them. Princess Celestia was a genius to suggest he retire somewhere outside of Canterlot. Those nobles paid him enough to buy and modify his new house in Ponyville with just two days/nights of babysitting. Just so they could have bragging rights.

Looking around he could see a mare who really loved dresses, at least, and he had to admit they did look pretty good, “Okay, but only if you make that nine sets of casual wear, one for each day I’ll have to foalsit your sister and two extra because I didn’t expect to be doing this.”

“Yes!” she screamed excitedly, getting off the couch and it floating away as quickly as it came. She ran up the stairs. After moment of waiting there was some yelling and that was muffled, followed quickly by Rarity running back down the stairs with some tailoring supplies floating in her magic and wearing stuffed saddlebags. Another smaller set of hooves stomping from above. “Here’s my keys and here’s half your pay,” she said floating them to him. “The bits you can use on my sister for food will be upstairs in the guest room which is where you’re welcome to stay.”

“Okay,” James answered, “can yo-”

“ Sweetie Belle hurry up!” Rarity yelled facing up the stairs.

An adorably angry “I’m coming!” was heard back, as more angry stomping commenced.

“Is she allergic to anything?” James asked getting Rarity’s attention. He actually managed to get all the information he needed while the filly stomped on the floor back and forth somewhere above them.

Rarity magic-ed a list into his hands. At the top was “1. DO NOT LET SWEETIE COOK.” The rest of the list was normal things like brushing teeth.

Rarity yelled for her sister with an ultimatum, which got one final stomp.

A white blank flank unicorn filly with dual light pink and light purple mane and tail stomped down the stairs. Her eyes were light green. She noticed him and shook like leaf looking up at him. Her previous tantrum all but forgotten.

She looked adorable and at about the age most fillies and colts get their cutie marks. He smiled at that. It meant a lot of his work load was cut in half, the nasty stuff to.

“Sweetie Belle this is James Copperback,” Rarity introduced, “he’s a Royal Foalsitter and he’s going to watch you while I’m at Manehattan.”

“What’s a Royal Foalsitter?” Sweetie asked in confusion her fear gone. He found it odd. She gasped excitedly, “does that mean I’m royalty?”

Rarity sighed, “no Sweetie, it’s just a title for a foalsitter hired by the crown to foalsit anypony.”

“Oh,” Sweetie said in disappointment, “how come I can’t go with you?”

“We’ve been over this Sweetie and it’s no longer up for discussion, upt-” Rarity interrupted Sweetie before she could say anything, “now, I really must be going before I miss the train. Ta. Ta.” Without another word Rarity left her sister in James care. That actually shocked him, maybe he underestimated the power of official badges. Still it seemed wrong to him.

James looked down at Sweetie and decided to sit down cross legged. She was tall enough to reach a little under his knees while standing on all fours. He found most ponies were intimidated by his height and reducing that helped a lot, “So have you had lunch yet?” he asked once he was comfortable, she nodded yes, “was there anything you wanted to do?”

She nodded no looking down with a slight frown, “maybe play with some friends?”

She yet again nodded no again looking more depressed than she already did, “Well, I’m new in these parts do you think you could maybe show me around town?”

She nodded no again. “Why not?”

She just looked down dejectedly. “Think about it,” He suggested, “you’ll be giving little old me a tour,” he said bringing out his arms wide, she looked at him oddly, “taking me to all the hip and tubular places you hang out at,” he finished making a sign with his hands. Sweetie looked more confused than anything else, at least it wasn’t sad, “I’m sorry… I know you’re not having the best time right now, but I’m trying my best.”

“...It’s okay,” She said finally.

“So you do talk?”

Her face got rosie and she scowled at him, “I’m not a foal! I just didn’t feel like talking!” she yelled, it was squeaky.

“That was adorable,” he complemented, “but seriously, I’m completely new in town. I just got done moving all my stuff into my new house like forty minutes ago and I’ve never been here before today. All I wanted to do was find a tailor and get new clothes and you saw how that turned out,” Sweetie scowled but it didn’t seem to be directed towards him, “Honestly, at this point you know more about this town then I do,” He explained.

“I do?”

“Based off everything I know about you so far yes, and we can go anywhere-” he hesitated for a moment, “-in town,” nailed it, “that you want to go.”

“Anywhere?” she asked herself. A light bulb seemed to have went off in her head as it shot up, “Oh oh oh! Have you ever been to Sugarcube Corner?” she asked excitedly.

“Sugarcube Corner? Never heard of it. What is it?” he asked. It sounded like a candy shop or perhaps a corner ice cream store. That trend seemed to exist in this world as well.

“Only the best place ever!” she squealed, as she ran towards the door and jumped for the handle a couple times. Her tail swaying back and forth not revealing anything. Her mane bouncing lightly when landing. She finally managed to open the door.

James got up and followed as she ran outside.

“One Moment,” he said, then locked the door with one of the keys Rarity gave him and casually walked to the filly who was eagerly waiting at the end of the walkway. He followed her into town, ignoring the looks ponies gave him. If they had a problem they could talk to him about it.

It wasn’t long before they made it to the large gingerbread like building he came across earlier. Sweetie opened the door and entered. He knew she was out for sweets but considering what her sister just did to her. Well, he fully planned on buying the poor filly just about anything she wanted, within reason of course.

The ponies went quiet as he entered and got in line besides Sweetie. He just ignored them and waited till it was their turn.

They waited so long ponies actually got use to his presence. “H-how may I help you sir?” asked the stallion running the cash register, well mostly use to his existence.

“That was a long wait,” James noted.

“I’m sorry sir but my wife and Pinkie are making a delivery and that left everything else to me. N-now what can I get you?” The stallion asked with a shaky smile.

“I understand and that depends,” James said thoughtfully, “Sweetie what do you want?”

Sweetie blinked a couple times and looked around as if she just woke up from a line coma he supposed, “I’ll have the triple sundae surprise! and a vanilla milkshake!” she ordered with a smile that was a little too big.

Her smile gave him a bad feeling, “Before I order, how large is a triple sundae surprise?” The stallion got on his hind legs then brought his forelegs together and spread them apart a ridiculous amount, “you can’t be serious.” James asked. The stallion was. James looked down to Sweetie, no way was he carrying anything that large out of here, “Sweetie could you find us a seat?”

Sweetie let out a sad gasp of some kind or something, “Okay,” she said downtrodden before going off and sitting in a corner booth in the distance. Her voice lost a lot of its life in that one word.

“I’ll have a strawberry milkshake, and do you think you could bring two empty bowls and spoons for that triple sundae surprise? Also how much?” The stallion answered and he paid. He went to Sweetie and sat down on the opposite side of her. It was a little uncomfortable, as the booths were made with ponies in mind but that wasn’t new either.

“So…” Sweetie said, “What did you get me?” She asked though it sounded like she was accusing him of something.

“I got you what you ordered,” James answered ignoring her tone, it was cute to him if anything.

“Then why’d you send me away? It’s not the first time my sister changed my order.”

“Well, I’m not your sister.”

She remained silent after that. James looked around and waved at some of the ponies inside.

Soon enough the stallion came by and put down their milkshakes with straws, two empty bowls, and two spoons then left. Sweetie glared up at James as he grabbed his milkshake.

She looked ready to make a scene before the stallion set a freaking huge ass sundae down between them. If it wasn’t for the straw he would of spat out his drink, instead he almost choked on it.

It had vanilla, chocolate, and strawberry ice cream each coated in caramel, strawberry sauce, and chocolate sauce respectively. Its base was bananas and chocolate cake. Topping it all was whip cream and sprinkles. James could do nothing but stare at the monstrosity before him. It looked like the only reason diabetes should happen, which is to say it looked very good.

He leaned to the side to see Sweetie staring at it, “See, I told you I got you what you ordered,” he said smugly.

She rubbed an eye and smiled up at him, “Thanks.”

He grabbed a bowl and a spoon, “umm so what do you want?” He asked as she looked down.

“Huh?” she asked addressing him and blushing slightly.

“Do you want a little bit of everything or maybe just the vanilla ice cream?” He asked as he got more to the side of the table so he wouldn’t have to lean over to see her, it was that large.

“I’ll have a little of everything,” she answered. He went to work and put put a little of everything in the bowl, “Oh, could you get me some extra cake?” he did so then gave it to her, “Thanks.”

He went about getting his own bowl filled and then ate. Sweetie already had her head in the bowl eating like a adorable pig.

...

“Ugh,” Sweetie groaned after half way finishing her third bowl, “I think I’m gonna be sick.” James just finished his third bowl and felt the same. They didn’t really talk much outside of Sweetie asking for the two other bowls.

So much of the sundae was still left. He really didn’t feel like dealing with it, “Sweetie do you want to bring any of this home?”

“No, I don’t want to think about ice cream right now,” she groaned as she rubbed her stomach.

“Can you walk?” he asked a little concerned.

“Yeah,” she answered as she sluggishly got out of the booth and on her hooves. He followed suit, putting a tip on the table, before leading the way towards the door. Sweetie slacking behind. He held the door open for her and they exited.

“I guess the rest of the tour will have to wait until you’re feeling better?” James asked looking down at the filly as she struggled to walk.

“I feel like I’m going to explode,” she groaned, “I’ll show you around tomorrow or something.” she said as they slowly walked back to the Carousel Boutique.

“Sounds good to me,” James agreed as they walked.

“Can you-” Sweetie began, stopping in her tracks, “can you carry me the rest of the way? I don’t feel so good.”

James squatted down and gently picked her up making sure to avoid any sensitive areas. Her fur was as soft as it looked. “Woah, I’m so high,” she exclaimed. He made sure to walk smoothly now that he was carrying Sweetie, “Thank you,” she said after a bit.

It was a definite change from the noble fillies and colts from Canterlot, he’d never get a ‘thank you’ out of them. Well, besides some of the lesser nobles. They still had a slight reason to appear well noble. “No problem,” he responded.

Eventually they made it back to Carousel Boutique and he had to set Sweetie down so he could unlock the door, “You feeling better?” He asked as he opened the door and held it open for her.

“A little,” She answered with a small smile before walking in.

He suddenly had to take a leak, “Um, do you know where the bathroom is?”

“Which one?” she asked.

“Anyone, the closest one.”

“There’s one on the right, past that door,” she answered pointing to said door.

He hurried to the door and found a short hallway he quickly entered the only door on the right, almost slamming the it behind him. After a long moment he exited feeling a lot better, “you done?” He heard Sweetie ask from the other side of the hallway which led to a kitchen and dining area.

He found her sitting at the dining table. Coming from Canterlot it wasn’t the best kitchen set-up he had to work with, but he’d make do.

“Yeah,” he answered walking to her, “So this is the kitchen? You know, I have a list saying I’m not supposed to let you cook. Do you know why that is?”

Sweetie pouted and crossed her front legs while she sat on a chair, “because my sister is mean.”

“Oh really? In my experience anytime I’m given a list it’s best to follow that list. If only to keep their parents happy with me,” he smiled mischievously at her, “with that said, I could be convinced to forget about this rule if you tell me the real reason she doesn’t want you to cook.”

“Really?” she perked up.

“Yes really.” he answered.

“B-because I almost burned down our house.” she said ashamedly looking down.

“Wow, that’s pretty bad.”

“I know!” she cried bringing her hooves to her eyes and sniffing.

“Hey, hey calm down,” he soothed quickly getting to her side kneeling and rubbing her withers. Pony fur could be so soft. She seemed to relax a little and breath easier after a moment, “how about you let me teach you how to cook? We got one week. I’m sure all you need is a little guidance, and you’ll be okay.”

“I-I don’t want you to get in trouble,” she said.

“I-” he did not expect her to worry about him getting in trouble, “thank you for your concern, but I promise I won’t let anything like that happen. If for some reason I can’t teach you anything then we’ll stop, but I believe, no, I know you’re smart, and I know you can do it,” He patted her on the withers and stood up.

She rubbed tears from her face with a forehoof and smiled, “Thank you.”

Sweetie Issues

It had been one day since James first moved to Ponyville and he had yet to even assemble his bed frame. He didn’t expect to do so in another six days or so.

Sweetie was a lot easier to deal with then the noble brats up in Canterlot. Earlier today she gave him a tour of the town. It included the park, the school, her house, the movie theater, and some other places. He took mental note of everything he could during the tour.

He started teaching her how to cook when they got back. She had a lot of weird misconceptions about cooking. It took him about an hour of explaining things like proper equipment and procedures, before he was going to let Sweetie near a toaster again. It was smoking.

He decided a veggie casserole would be easy enough. Sweetie helped him boil the noodles, cut some vegetables, mix it all with sauce, and top it with cheese and crumbled crackers. He made sure she didn't cut or burn herself. There were somethings he did like sauté the hard veggies, and get the measurements for things. He did show her every little thing that needed to be done, for future reference.

He noticed something about her. She lacked the ability to connect the dots at times. He wouldn’t know how else to describe it. It was like sometimes she was ahead of the game and knew everything, or mostly everything, like when she was giving the tour and could for some reason tell him the history of several buildings. Other times it was like she didn’t understand that something was even a thing, and there was several of those.

He pondered this as he took the veggie casserole out of the oven. He wasn’t sure where she was at the moment, but it needed to cool down a little anyways.

After some time he took a scoop of the casserole and put it on a plate. Then put one slice of buttered bread on the same plate and repeated the process on another plate. He set them on the dining table, “Sweetie!” he yelled loud enough for the whole building, he hoped, “The casserole is done come and get it while it’s still hot!”

He sat down and waited. The flushing of the toilet in the hallway could be heard, soon followed by the filly quickly running out towards the table. She took her seat looking at it hungerly.

James picked up his fork to begin eating and glanced over at Sweetie. His appetite disappeared at the sight of a brown substance all over her forehoof as she picked up the bread, staining it. She slowly brought it to her mouth eyes closed, “STOP!” he yelled before she closed her mouth on the bread. “Sweetie, what is that on your hoof?”

Confused she looked at her hoof. Her face went green and she haphazardly threw the bread.

In slow motion they watched as it flew high in the air before descending. They watched as it landed directly on his food. She looked at the bread then James then darted out of the chair, “sorry, sorry, sorry,” She yelled as she ran back into the bathroom slamming it shut.

His mind raced back to not even a week ago and he blocked the specifics of those memories out. The only time he saw fillies or colts with that big a mess on their hoof or hooves is when they were much younger then Sweetie, and just learning to use the restroom themselves. Come to think of it, he did often find himself retraining young unicorns. The parents tended to forget what it was like to not be able to magically wipe their own ass.

They were always frugal with toilet paper because they could afford to be, and the result was a filly or colt that couldn’t use magic ending up with a messy hoof to clean in the sink. Most adapted to their lack of magic by using more toilet paper to avoid the mess after a couple times. The ones that didn't usually left him a nasty sink to clean and the will to make sure they were properly potty trained.

His eyes shot open in realization. He wouldn’t be surprised if Sweetie was improperly taught how to clean her tushy. He intended to find out at least. Sweetie might’ve been doing it wrong for a long time and not even realize it.

He wasn’t sure if that was the case, but it was certainly possible with her, considering some of her weird gaps in knowledge.

Her sister was a unicorn. How could her parents make the same mistake twice? Rarity said they were on vacation. He wondered why they wouldn’t take Sweetie with them, it was summer after all. Perhaps there’s something to it?

He looked down at his ruined food and sighed. Took their plates and dumped all the food in the trash. He then put the plates in the sink.

He walked over to the bathroom and knocked on the door, “Sweetie are you okay?” No response, he knocked again, “I know you’re in there. It’s okay. I’m not mad at you. I just need you to answer some questions please.”

The door propped open and he entered to find Sweetie in a corner between the sink and toilet looking depressed, avoiding any kind of eye contact. James sat down cross legged outside those borders, “Sweetie I just-”

“I’m sorry!” she yelled catapulting herself towards him and hugging him best she could, “I didn’t-” she cried heavily into his shirt.

He put one arm around her back and patted her withers with his other hand, “Sweetie why are you so upset?”

After a little bit she rubbed her nose and sniffed, “becuase you’ve been so nice to me and and I-” she cried out, “I ruined yo-your food with with poooooo~p,” she wailed.

“It’s okay Sweetie,” he comforted patting her some more, “It’s just food, we got more. You helped me make it, remember?”

She cleared her eyes, “mhmm,” she acknowledged calming down a little.

Now that she calmed down he decided to find out if what he suspected was true, “this may seem like a odd question, but does your hoof always get like that after you go number two?”

“...it does,” she admitted ashamedly almost completely confirming his theory, “I usually wash my hooves with lots of soap and water after, but I was just so hungry and excited to eat food that I helped make for once.”

"Then why'd you go for the bread first?"

She blushed slightly, "I don't know."

“Well, I’m glad you cleaned your hoof before you threw yourself at me,” She smiled up at him as he picked her up and set her down in front of himself, “anyways next time you have to go number two let me know before you go please.”

“Um, Okay!”

“Good, now let's go eat."

=============================================================================

The last eight hours of James life had been absolutely crazy. He woke up to what looked like a normal day. That changed after breakfast. He almost died at least five times, but it was all over.

The crab ponies retreated to wherever they came from vowing to return with more to retake the surface. Those things had shells as hard as steel and were almost as strong as earth ponies.

He’s glad the one that caught his arm decided to throw him into some bushes instead of cutting it off. He had seen them easily cut through metal spears with their claws. Somehow no pony got anything worse than a few bruises.

He was not up for cooking after that. He and Sweetie ate out and went straight back to Carousel Boutique. He laid on the guest bed just thinking about things, trying to relax his mind about his several recent near death experiences.

There was a knock at the door. He got up and opened it to find Sweetie on the other side, “I have to go number two!” she said urgently.

“Okay and?” he said confused.

“You told me to tell you before I go,” she explained with the same urgency.

“Oh yeah! I did do that, sorry those crab ponies really got to me,” he explained, “come on let’s go,” he said leading the way down the hall to the upstairs bathroom. It was much larger than the downstairs bathroom. It had a bathtub/shower combo as its centerpiece. A makeup dresser with mirror to the right. Mirror/sink/drawer combo and then toilet to the left. Sweetie ran over to the toilet and got ready to go before she noticed James was still there. Her face lit up.

“Let me know when you’re done, and ready to wipe,” he said looking in her general direction.

After a moment, “I can’t go when you’re looking at me!” James knew exactly the feeling and looked away, knowing it wouldn’t help much.

“Is that better?”

“No. This is embarrassing. I’m not a foal,” she answered.

“Yet, I’ve had fillies and colts years younger then you have no problem with me being there when they went potty,” he reasoned. It was a bad experience, especially when those little monsters were taught that maids and butlers did all the work, and to simply expect it from them without the slightest hint of appreciation. If anything they were taught to have outright disdain towards anypony not a noble.

“But I’m not like them. I’m older! I’M NOT A FOAL!” she yelled making him wince at the noise. Soon after she sniffed, “and y-yet, I-I still can’t go,” she cried.

Despite his better judgement he quickly went to Sweeties side and put a hand on her withers, and looked straight ahead as she bawled, “Sweetie what are you talking about? I know you can do it, I’ll step out so you can finish,” he said getting up.

“It-it’s NOT THAT!” she screeched stopping him in his tracks, “even-” she gasped, “-even you think I’m still a foal,” she whined.

“I don’t think you’re a foal Sweetie,” he stated getting back to her side. He rubbed her withers comfortingly as she sat on the toilet.

“Then why are you treating me like one?” She asked.

“I’m not trying to. I’m going to tell you why I’m here, but right now I think you have something on your mind that’s really bothering you. I just want to help. Can you tell me what’s wrong, please?”

“Okay,” she said with a sniff, “it’s just… everypony treats me like I’m a foal. My parents didn’t want me to go with them on their vacation because they feared I’d jump off a cliff, or get lost, or something,” she sniffed again, “and Rarity b-blamed me for not being able to go to her stupid fashion contest because I would make her look b-bad somehow or that I would be foal napped by somepony! Yet, she left me with you!”

“Well, I hope I haven't been that bad,” he said with fake hurt.

“What NO!” she held out her hooves and crossed them back and forth, “You’ve been wonderful,” she said looking towards him, “It’s just, I don’t think she ever met you before and yet she trusted you to, to watch over me.”

“That’s true, and I know what you mean. My only possible explanation is the official badge I showed her,” he said showing Sweetie the badge, then putting it away. “But getting back on track. So what? Your parents and sister fear something bad will happen to you if they take you somewhere?” Sweetie nodded, “I hope you know it’s only because they love you.”

“I know, but this ALWAYS happens. My parents never take me with them,” she sniffed, “They even m-missed m-my fifth birthday, they’re never around, and when they are it’s not for long. Rarity’s always to busy to do anything, and and and… I just wish they were here!” she wailed then cried into her hooves loudly.

James got her some toilet paper to blow her nose on, which she did just that. He patted her soothingly.

After a bit she calmed down.

He gave her one more thing of toilet paper to blow her nose on, which she did again. “So are you feeling better?” He asked.

*Plop* *Plop* *Ploop* *sheeeeee~*

Sweetie was frozen in spot looking at him. He tried to fight his urge to smile as a strong sensation to, "ha aahahah~" It was infectious because Sweetie was laughing soon after he started.

After almost dying several times today, he really must be losing it. He started considering something entirely wrong. He lacked the will to care and decided to go through with it. What’s the point if he could die at any moment in this crazy world, “Well, I’ll take that as a yes.” He chuckled at the end, as Sweetie stopped laughing and blushed.

“Um, yeah, thanks,” she said looking away, “so why do you need to be here?”

“I have reason to believe you weren’t properly potty trained when you were younger, I’m not sure how your parents could make the same mistake twice.”

“but my parents didn’t potty train me.”

“Then who did?” he asked.

“Rarity did.”

“Oh, that explains a lot, are you done going?” She nodded yes, “are you sure?” She nodded yes again, “okay good, can you show me what you usually do?” he asked.

She blushed, “do I have to?” She asked.

“I’ll stop you the moment I see the problem, it should be early on. Just trust me please.”

“Okay,” she agreed with rosy cheeks. She grabbed one square of toilet paper and moved to begin the wiping process. He quickly grabbed onto her beautiful hoof and stopped her from ruining it.

“I knew it,” He said with pride, “Sweetie why’d you only grab one square of toilet paper?”

“That’s what Rarity taught me to do,” Sweetie answered.

“Let me guess she used her magic when she did right?” Sweetie nodded yes, “and you don’t notice the problem there?”

She just looked at him confused for a long moment, “I’m just doing what she taught me.”

“Sweetie I think it’s time you learned to connect the dots, or in other words think outside the box,” James said, “So your sister used magic and one sheet of toilet paper correct?” Sweetie confirmed, “So tell me do you have magic yet?”

“No. I’ve tried but I can barely get sparks,” Sweetie said.

“So you’re telling me you don’t have magic yet?” she nodded, “Yet, you still only use one sheet of toilet paper. Tell me Sweetie if Rarity for some reason couldn’t use her magic would she only use one sheet of toilet paper?”

After a moment a look of realization dawned on the cute filly as she gasped, “No, she’d probable use the whole roll! She hates getting dirty.”

“So are you going to only use one sheet of toilet paper without your magic from now on?”

“No! I never thought about it like that before. Thanks James,” she smiled.

“Glad to hear it,” he took three sheets of toilet paper, “now let me show you the proper way when you don’t have magic. You take three sheets,” he said showing her them, “fold them in half,” he did so as she watched, “make sure it’s covering your hoof near the middle, can you lift up for me?” She blushed but did so. He wiped her bottom and showed her the nasty results, “now you can fold for one or even two more wipes,” he said folding it, “lift up again, please.” She did so and he wiped again, then let it fall into the toilet. He showed her his hand, “notice how my hand is clean for the most part, now you do it.”

He watched as Sweetie folded the toilet paper in half but not so much after, “Thanks,” she said as her hoof returned looking clean for it’s second run. She repeated until the toilet paper came back clean. She got off the toilet and flushed when she was done.

He asked her to get on the toilet for a moment. She asked why but did so anyways.

He walked to the bottom of the bathroom sink drawers and explored them finding the two things he’d been looking for. A wet wipe and small metal stick about as thick as his pinkie. It has a rounded head and exposed internal grooves that close in trapping the wet wipe in such a way it completely surrounds the metal stick and isn’t loose, “Sweetie since you’re older, I figured I’d teach you about wet wipes.”

He said showing her the stick and wet wipe in separate hands. She looked at the stick, “What’s that for?”

“Let me show you,” he said as showed her how to place the wipe properly. He was actually learning how to do it himself, but it was far less complicated then some things he dealt with back on earth. “Okay, now left up,” she did so her blush back.

He made sure he got the right hole before slowly sliding it up her butthole, “ehhh,” she complained freezing in place, “what are you doing?” she asked.

“Does it hurt?”

“...No, it feels weird,” she answered with a confused expression.

“Okay good, let me know if otherwise,” as he continued moving it in. He enjoyed the cute little faces she was making, “I’m showing you this because it’s a good way to keep your cute little butt clean,” he said making her blush more some how.

He slowly took it out and showed her the results. It wasn’t too dirty but enough to get his point across. He pressed a button on the side near the bottom of the stick above trash can and it fell into the trash can, “always throw wet wipes in the trash,” he stated before getting another one and handing her a new wipe and the stick, “now you do it.”

She fiddled with them for a moment, “umm, how?” He showed her again how to get the wipe around the stick, while she did it.

Once done, “okay, now you know what you need to do.”

Her blush returned, “do I have to do that?”

“Yes.”

“Okay,” she said before struggling to get it in place. She leaned to the side to try and get the wipe covered stick up her own ass. After a while of failure her blush disappeared and she seemed more determined.

She spread her hind legs and he got a good view of everything before her forehoofs along with the wipe covered stick traveled between them obstructing his grand view. It seemed to work as her blush returned as her hooves curled up.

One of her hooves undoubtedly was grinding against her cute little pussy as she pushed it up her butthole, “Ah,” she gasped.

“You okay?”

She looked straight to him like she forgot he was there, “Y-yeah. Emm,” she mumbled as her hooves worked.

After a moment she pulled it out and it was completely clean. He took it from her, “okay next time you go number two be sure to use the wet wipe, till your butt is that clean, and let me know after,” he said giving it back to her, “there’s a button on the side near the bottom you can press to release the wet wipe make sure it’s over the trash.”

She did so and he showed her where the stick and wet wipes came from, she put it away. “I don’t like using those.”

“I know Sweetie but please do, also wash your hooves,” James said as he just got done washing his hands.

He got one of his hands wet and warm again just as Sweetie got her hooves to the sink. His heart raced at what he was going to do next.

Sweetie started washing her hooves and he got on his knees looking at her cute little posterior and put his hand on her dock. Swiftly he trapped her tail between his index finger and thumb. After that he began sliding his wet/warm middle finger into her little ponut.

Sweetie gave a cute little eep and stiffened, “Wha-what are you doing?” Her tail trying and failing to get his digit out. If anything it unintentionally helped him move it in.

“I’m putting my middle finger up your butt.”

“Ewww,” she let out, “why!? That’s gross!” He moved it up and down slowly.

“Did we not just clean it Sweetie?”

“I-I guess, but why are y-you-” she said.

“I’ll be honest with you Sweetie,” he said as he took out his finger and released her tail. Sweetie faced him quickly backing against the sink drawers. She looked more flushed than anything, “I like you a lot, and I was wondering if maybe you wanted to be my marefriend?”

Sweetie looked confused for a moment, “...y-you want to be my coltfriend? But don’t we have to go on a date?”

“We’ve known each other for nearly three days now, we could call what we’re doing right now a date if you wanted. It doesn’t have to be at a restaurant or movie theater you know? Both ponies just have to acknowledge it as a date. It’d be a date if you’d take me, and yes I would very much like to be your coltfriend. ”

Sweetie looked down, and tears started falling, “y-you-” she said in tears.

He made no movement towards her, as the ramifications of his actions hit him like a brick, “I’m sorry Sweetie. I don’t know what came over me, almost dying like six times today has really led to me making some erratic horrible decisions.”

“Y-you” she sniffed, “you’d really want me as your marefriend?” she asked in a almost hopeful manner.

“...Yes," He said confused, "I meant what I said.”

She leaped to him and hugged him as hard as she could, “I really like you to.”

“So you wouldn’t mind me as your coltfriend?”

“Are you sure you’re not already dating somepony?” She asked for some reason.

“Umm yeah, I’m sure. What makes you ask that?”

“Because you’re so nice and treat me like like an equal. I just don’t see how anypony wouldn’t want to date you.” she explained

“I could think of one big reason, but Thanks. I hope you realise we can’t tell anypony we’re dating now. Right?”

“Why not?” she asked.

He went on to explain how his role as a foalsitter is similar to why doctors don’t date patients, teachers don’t date students, and so on. Sweetie asked questions as they talked. He then explained that ponies might find the age difference wrong. He admitted he wasn’t sure about it. He’s lived here for one year but never really heard anything on the subject.

“So please don’t let anypony know we’re dating. I could get sent to jail for it. Actually, hold on. If I ever do anything that you don’t like and keep doing it after you seriously told me not to, you should tell as many ponies as possible.”

“But I-” she began, then thought about it, “Okay.”

“So do you consider this a date right now or not?”

“Mmhhmmm,” she answered as she hugged him.

“How about we end it with a kiss. If that’s okay with you?”

She blushed looking up at him and nodded in confirmation.

He gently picked her up and brought her close.

She closed her eyes and puckered her lips.

He leaned in and gave her a peck.

Her eyes flew open in surprise, “Wow,” she exclaimed blushing hotly.

“Thanks Sweetie.” He said before sitting her down, “would you want to go on a date tomorrow night?”

“YES!”

Sweetie Incrimination

James was nervous about tonight. He could imagine so many ways it could go wrong. Somepony could probable figure out what was going on and send him to jail, easy. That’s why he had a plan he intended to tell Sweetie about.

He found Sweetie in her room reading a book on her bed laying down. He knocked on the open door then walked in. Her room was rather spacious but fairly bare. Considering it was her sisters workplace/house he supposed it made sense. It had a toy chest at the foot of her bed and a cabinet with books, a desk, and a closet, not much else, “Hey Sweetie, we need to talk before the date later tonight.”

She put down her book and looked up to him, “okay.”

“You remember when we talked about other ponies and how they might not like the idea of us dating each other?” She nodded, “Well, let me reiterate that I might get sent to jail for dating you.”

“I know. I don’t want you to go to jail.“

“Sweetie as happy as I am to hear you say that. It doesn’t change the fact that somepony could find out we’re dating when we’re going out on a date.” Sweetie looked at him blankly. He couldn’t tell if she already thought as much yet or had yet to once again connect the dots, “which means I could get sent to jail if they find out.”

“WHAT!?” She yelled hopping to her hooves, “but then, what about our date?”

“I have a plan. Do you want to hear it?” She nodded, “I think we should play a game.”

“What game?” she sat down.

“Umm,” he contemplated while scratching behind his head, “I don’t have a name for it yet, but it has a objective. We only win if we don’t get caught,” she looked at him blankly, “the objective is make other ponies believe that we’re on a date but it’s a one time date.”

“But if ponies wouldn’t like us dating then why would they be okay with us being on one date?”

“Perception Sweetie,” he said with a grin, “we’re going to sell them a story.”

She gasped and clapped her hooves together, “We’re going to need paper and pencils.”

“Huh?”

“For the story.”

“Oh, No Sweetie. I mean we’re going to act out the story. I mean, I guess you can write it down if it’ll help you remember it, but you can’t take it with you. So here’s what I was thinking-”

“Wait! Let me get a paper and pencil.”

=============================================================================

It was almost time for their date and James could hardly believe he was still going through with this. Hell, even two days ago he’d never imagine dating a filly. Those crab ponies really did a number on his psyche. He still felt like he had adrenaline running through him.

James felt awful about what he did to Sweetie. She just looked so cute. He wanted to take her, so he did, at least very briefly with his middle finger. He regretted it. He let his worst desires get the better of him.

Sweetie had treated it like her sister spit in her cup and told her to drink it. She treated it like the weird kid at school who’d eat a bug for a dollar. She clearly didn’t understand what he was really doing and why. That fact really nagged at him.

At any rate, Sweetie had been upstairs for the last thirty minutes ‘getting ready.’ His wonder of what that meant didn’t last much longer as she walked down the stairs.

“How do I look?” She asked. She had a gorgeous dark purple dress on. She also put on stuff that left him conflicted. On one hand it screamed insecure whore which apparently was a slight turn on for him. On the other hand he mostly found it funny, because she was a filly.

He resisted his urge to chuckle, “Sweetie why’d you put makeup on?”

“Because I wanted to look my best,” she answered, “it looks good right?” She said producing a small mirror and checking herself.

“Sweetie you know I like being honest with you, so let me just say you’re very beautiful without any makeup on. With that said, you do look hot with makeup.”

She blushed, “I do?”

He smiled, “Of course you do but,” he held out his hand to show that he meant what he said next, “for future reference you might want to use less makeup, and lipstick because you look hot for maybe not the best of reasons. Now you remember the game right?”

“Mhmm,” she nodded.

“Good, let's get this date started.”

They left the Carousel Boutique and headed towards their destination. The sun was just about to begin setting. They promptly ignored ponies that stared at them, well he tried to at least.

Eventually they made it to a cafe with outdoor tables. He saw it when she gave him the tour. It looked like a neat little place. It didn’t look to busy right now, with only one outdoor table occupied.

They took a outdoor table for two and James waved over a waitress. He was so nervous. This was such a bad idea. He hoped Sweetie remembered their story, “Hello I’m Daisy Bud and I’ll be your waiter. How may I help you tonight?” She looked between them both setting down some menus, her eyes lingered on the sight that was Sweetie. He couldn’t blame the mare. Sweetie looked something alright.

“You can start by getting us some water while we look at the menu please,” James said.

“Ofcourse,” she replied getting one last look at Sweetie before going elsewhere.

“...So what do you think you’ll be having?” James asked Sweetie as they both looked over their respective menus.

“I’m thinking the rose salad,” Sweetie answered looking at her own menu.

“Good choice. You know I’ve made those but can’t really eat them, sure I’ve tasted them but rose just doesn’t taste good to me, probable because I’d get sick if I tried to eat too much of it,” James said, “but I’m told those are really good. As for me I think I’ll have a pecan salad.”

“Why would you get sick if you ate roses?” She asked.

“Well I’m human, although I can eat a lot of different things, flowers usually isn’t one of them.”

“Oh,” she said thoughtfully.

Daisy returned with their glasses of water and asked what they wanted, “I’ll have the rose salad!” Sweetie answered then battered her eyes at him as he went to grab his drink, “and my date will have the pecan salad.”

“Your date huh?” Daisy asked looking to James in some way.

“Yep, he’s taking me out on a romantic date!” Sweetie answered with a smile.

He didn’t expect Sweetie to be so forward. He froze in spot with his drink halfway to him. He went ahead and drank some and put it down,, “I-I c-can explain-” She just looked at him. His throat was so dry. He got another drink of water, “i-it was a card game if I won she’d clean up her room, if I lost she’d have me do ‘something’,” he said using his fingers to make air quotes, “I thought she’d have me clean up her room, instead here we are.”

She looked at him for a moment, “So, that was a pecan salad and a rose salad?” He nodded, “one moment,” the way she said that was foreboding.

A moment later a stallion and a mare walked up to their table from inside the building, “sir,” the stallion of them said pointing to James, “I’m going to have to ask you to come with me.”

“Um,” he coughed, “what for?” James asked.

“Yeah, we’re trying to have a date!” Sweetie complained.

James felt like he was caught already. He needed to calm down and pray to god that Sweetie remembered the story. He held up his hand, “it’s okay Sweetie,” he said getting up, “lead the way,” he said gesturing for the stallion to go.

The stallion headed into the cafe and into the back. James followed and got one last look at his date. The mare was talking to Sweetie. He couldn’t help but feel this entire restaurant was a den of undercover cops or something. He really hoped Sweetie remembered the story.

He found himself in a somewhat cramped office sitting down and facing the stallion, “so what’s this about?”

“Imagine my surprise when one of my waiters comes to me talking about some stallion dating some filly,” the stallion said.

“I imagine it’s very surprising, considering your near immediate reaction.” James said figuring it’d be best to let him lead the conversation.

“Yes,” the stallion sighed, “well, I’d like to know why your dating a filly?”

“Um, well like I told umm, Daisy was her name?” the stallion smiled and nodded, “yeah like I told her I lost a card game in an effort to get her to clean her room. I thought she’d have me clean her room, instead she wanted to go on a date with me I guess, and before you ask yes she did clean her room.”

“Which card game?”

“Go fish.”

“So just a one time date then?”

“Of course, though I don’t think she knows that yet.”

“Good lad. You can do better. Now get out of my office.”

“Umm, what?” James asked, “okay then…” he said getting up, “Later.”

He left and went back to Sweetie who was yelling something at the mare. He missed what Sweetie yelled but the mare gave him a smile as she left. He sat down in his seat, “what was that about?”

Sweetie just huffed and crossed her legs, “nothing.”

He really hoped it was nothing. He had no doubt they were back there confirming if both them told the same story. The suspense was killing him. He really wanted to ask Sweetie what she told the mare, but knew better. He’d just have to wait until they either sick the guard on him or believe their story.

After what seemed like forever to him Daisy finally showed up with a genuine smile, “Sorry for the inconvenience, here’s some rolls as a apology. Did either of you want to change your order?”

“No, I think we’re good,” James replied. He felt so much relief. It either means they fell for it and Sweetie stuck with the plan, or they’re just stalling till the guard gets here. Either way, he felt a strong need to sell the idea that this was a one time date to any observers.

“Hey, this is a date! You should’ve asked me if I wanted to change my order,” Sweetie complained. It was hard to take her seriously looking like that.

“I hope you understand this never truly could be a real date Sweetie, but you’re right. I did lose the game,” he got a sip of water, “did you want to change your order?” she nodded no. “Well, you look beautiful, and I’m lucky to be going out on a date with a filly like you,” he droned in the most monotone voice he could muster.

Sweetie blushed, “really?” she questioned with a high pitch. Daisy looked at James with pity and was clearly resisting the urge to laugh, “I-I mean that’s more like it.”

James sighed again, “yeah yeah, let's get this wonderful evening over with,” he leaned over to Daisy and whispered, “could you please get our food fast, this is embarrassing.”

“What was that?” Sweetie asked suspiciously.

“Oh, um. Just making sure you get the best rose salad you’ve ever had,” James said defensively as Daisy covered up a chuckle as a cough.

“Aww, that’s so sweet,” Sweetie replied as the mare left.

“So Sweetie you like reading?” James asked, he felt fairly confident they believed their story. He saw no reason for them to not send in the local authorities right away. He just had to keep up the act. He took a good drink of his water.

“Yeah, there’s lots of interesting things to read about.”

He let out a half insane chuckle, “In this freaking world I have no doubt about that. How were we able to eat out after a small army of crab ponies invaded this town? It had not even been ten minutes since they left and everypony in town was acting like nothing had happened!” He ranted.

“It’s Ponyville.” various ponies replied back. The other tables where less empty now. He wondered how he missed them filling up.

He wasn’t sure if he wanted to know why everypony around him seemed to answer him unanimously. It either meant he’d be almost dying on a far to often bases, or ponies here just really knew how to handle things. Probable both, “right, sorry everyone,” he apologized looking around.

“I thought you were very brave to fight those crab ponies,” Sweetie said drawing his attention.

He rubbed his face and sighed, “Thank you Sweetie, but could we please talk about something else, I really really don’t want to think about that, it...” he took a quick sip of his water, “So what kinds of things do you like to read?”

“Umm, just about anything.” Sweetie answered, “I just like reading.”

“Oh, well that’s nice. I was never much of a reader myself.”

“So um,” she said shyly, “how did you become a Royal Foalsitter?”

“I,” his voice cracked, he coughed it out then he took a sip of water. He was constantly on alarm mode, how could he not be, “ahem. Well you see Celest- I mean Princess Celestia tried to get me a monthly stipend.”

“What’s that?”

“Err, you can think of it like an allowance except I didn’t have to do any chores for it,” he said with a shrug.

"Why would she do that for you?"

“You'd have to ask her. Anyways, the nobles wouldn’t have any of it and continuously rejected her attempts.”

“They did? But isn’t she the princess can’t she do what she wants?”

“Yes she is a princess and you’d think so but no. She needs approval from other ponies to get somethings done. I asked her to stop trying and that I’d just find a job. The next day she set up a meeting and proposed to anoint me as a Royal Foalsitter. I’ll admit you ponies are so cute the idea didn’t seem bad at all at the time. So I took it.”

“That’s it?”

“Well, not entirely. I was properly trained in the methods of a Royal Foalsitter. That was a harsh week let me tell you. You don’t want to know what pegasi foals are capable of without diapers.”

“What do you-” Sweetie began before staring off into the distance, “Ewww,” she yelled.

“Hey! Some ponies are trying to eat here!”

He looked around and in fact other ponies were eating their food, many of which he was pretty sure showed up a little after they ordered then again he supposes he did have those free rolls for a reason, “Um, right. Sorry everypony, again.” He found their waiter and raised his hand to draw her attention, “Is our food almost done?” he asked once she made it to them, “also could you please refill my water?”

The mare leaned up to him and whispered “one moment, please.” He thought it was odd but ignored it.

A moment later she returned with a pitcher of ice water and refilled his glass. “It just got done. I’ll go get it now,” she whispered to him again ending with a giggle.

“Okay, the food should be here any moment Sweetie,” he said rubbing his hands together trying to ignore the weird waiter as Sweetie looked at him oddly.

The mare returned a moment later and set down their salads, “Sorry for the wait, bon appetit.”

“Um, sure… they do look good. I guess,” he took a drink of water, “thanks.” He said before she left.

He took a bite, “-so where were we? Oh yeah, to make a long story short the nobles basically got into bidding wars over my services because I was The Royal Foalsitter. It was very profitable. In fact, I moved to ponyville so I could retire early.” He praised Celestia for her quick response to the nobles refusals to give him a monthly stipend. Celestia never admitted it but she must’ve known the nobles were going to basically throw money his way. They seemed sadly predictable.

“Retired? I thought that was for really old ponies?” Sweetie asked then continued eating her food.

“Not necessarily, it’s for whoever has enough bits to sustain their lifestyle up until the day they-” He stopped himself, “umm, no longer need any bits.”

“-Oh. Okay, but then why’re you wa-watching over me if you’re retired?”

“Your sister convinced me to help her out and I wasn’t really in a rush to get back home and start unpacking my things.” He answered.

“Oh,” she said sadly looking down and playing with her food. He noticed lipstick on her water cup.

“How’s your meal so far?” Daisy asked suddenly, startling James a little.

“Good,” he answered.

“Can I get either of you anything?” She asked, they nodded no and she left.

“So Sweetie, are all your friends on vacation or something?” Sweetie’s ears drooped and she said something very quietly, “what was that?”

“I said, I don’t have any friends.” She looked so sad, as she idly ate her food.

“Oh, well that- we can talk about it later, this is supposed to be a date,” he rubbed the back of his head, “I guess. So let's talk about something different... besides reading what do you like to do?”

“I like to sing,” she answered with a little bit enthusiasm.

“Do you now? Are you good at singing?”

“Rarity says I have a voice of an angel pony,” she answered a little more happily.

“Well now you got me interested, you must be really good.”

Sweetie blushed, “I don’t know.”

“Oh don’t be like that, I’m sure you’re a wonderful singer.”

She just looked away shyly, which was somehow a little bit disturbing with the makeup on. Daisy came to their table, “Could I interest either of you in desert?”

He looked at their plates and found little of their meals was left, “Sweetie you want any desert?”

She nodded no, “No. I guess you could get us the check please. I think we’re almost done.”

The waiter once again went up and whispered to him, “one moment sir,” then giggled and left. She was a creepy waiter.

“...Well, Sweetie it looks like the date is over now,” he said gesturing to waiter who was walking back with their bill.

“What!? It’s not over yet!” Sweetie complained, confusing him, as Daisy set the bill down, “it’s not true date until we kiss!”

He was shocked. Did she think because of, “Sweetie, No. I took you out to a restaurant, and we talked, that’s a-”

“NO!” Sweetie interrupted cutely, front hooves pounding the table as she stood on them, “It’s not a true date until we kiss!” Daisy covered her mouth as she gave a brief chuckle. “What’s so funny you-you hussy, I saw you whispering to him earlier. You trying to steal my stallion?” Daisy broke out laughing.

James felt like laughing to but more so in a way that would hide how nervous he was. Fortunately, his year of working with fillies and colts kicked in, “Sweetie apologise now!” He said sternly.

“What!? but she-”

“I don’t care if she’s laughing at you, don’t call anypony names unless you know they are what you call them. Now apologise.” The mare was trying to contain her laughter.

Sweetie growled and addressed the mare, “I’m sorry,” she grumbled then turned back to him, “there you happy? Now can we kiss?”

“Sweetie that’s not how dates work,” he held up a hand to preemptively stop her, “a date is meant to determine if two ponies can get along. If they find each others company enjoyable, they can kiss, but if they don’t, they find somepony else to date until they do find the one they want to kiss,” he explained, “do you understand?”

“B-But does that mean you don’t like me?” she said with a tear threatening to spill.

James honestly couldn’t tell if she was still playing the game or not. This certainly wasn’t part of any plan, “of course not Sweetie, it just means that sometimes you date somepony who you like but don’t necessarily want as your special somepony, or they don’t want to be your special somepony. Would you force somepony to do something they didn’t want to do?”

“I-no, but then why’re we on a date?”

James eyes widened at this golden opportunity, “Because,” he said rather loudly, “I lost the game and unwittingly agreed to do it, and it seemed harmless enough to me. I’m sorry if I hurt your feelings but that’s just how dating is sometimes. You can use this as a learning experience if anything.”

“S-So that’s it then?” Sweetie asked.

“Yes Sweetie it’s getting late and it’s almost time for bed,” He said paying the mare. He left the mare a low tip. He’d just realized she’d been messing with him. He was tempted to leave no tip but he’d rather not give her a reason get the guard, “Lets go,” he said to Sweetie in her cute dress.

Sweetie looked defeated, “Okay,” she said getting out of the chair and following.

They continued in silence for a little bit until the restaurant was long gone.

James was a nervous wreck. He found himself looking everywhere constantly. He couldn’t believe they actually pulled it off. He saw no ponies following them so far. He hoped Sweetie didn’t take his last couple words as truth. Sweetie was behind him with her head down, “Sweetie, I hope you know our conversation back there was for the game right?”

“It was?”

“Yes Sweetie,” he answered. Her eyes lit up and she smiled, as she ran up to his side, “but don’t think this is over just yet,” he said mischievously.

“what’s not?”

He picked her up and she squealed delightfully, he brought his mouth close to one of her cute ears, “our date," he whispered, "I still want to kiss, but not here, otherwise playing the game would’ve been pointless." He enjoyed the sight of her blushing through her makeup.

They made it back and he had to put her down, she gave a huff of disappointment. He unlocked the door and gave a quick look around everywhere. Upon spotting no ponies he held it open for her giving a slight bow. He followed behind closing then locking the door.

“So how about that kiss?” he asked as he sat down crossed legged.

She danced on her a legs a little nervous. He opened his arms to her and she timidly moved towards him. She got on her hind legs. He caught her forelegs with one arm while his other began to pat and rub at her withers. Her dress draped over his legs her tail wagged a little.

She puckered her lips and closed her eyes. He leaned in and gave her a kiss, but this time he didn’t leave. She began squirming a little and opened her eyes to find him staring at her. She blushed hotter and put some more pressure into her kiss. He did the same. Her lipstick kind of smelled like cherries.

Soon enough she disengaged and got some air, “can we-” she breathed, “can we do that again?”

He lifted her head up and brought her into another kiss. This time however he let his tongue explore her soft lips. They tasted like cherry lipstick which was kind of nice. She opened her mouth in a silent gasp and he used it to invade her mouth. He found her supple tongue and began coexing it to play with his. She seemed hesitant at first.

It wasn’t long after she began exploring his own mouth with her own tongue, “mmm,” she moaned hotly in his mouth. The things he wanted to do her right now. All he had to do was take off that dress.

He blinked and quickly left the kiss much to Sweeties disappointment.

He picked her up and set her down in front of her, “well Sweetie I could certainly do that all day. You’re a really good kisser,” he complimented causing her to blush, “but it’s getting late and I think we should stop before I- I mean I think there are somethings we need to talk about before things get too heated, and I do something I’ll regret.”

“Aww, but I liked kissing you, it-” she blushed, “made me feel all warm inside.”

He let out a suffering sigh for the fate of his right hand later tonight, “Jeez Sweetie. Way to make this hard on me. Now take a bath and brush your teeth. We’ll talk about stuff tomorrow.”

“Okay,” she said without complaint though she clearly wasn’t too happy about it.

Sweetie Indulgence

James started the next morning with a shower. He couldn’t get the sound of Sweeties moan out of his head. Her soft tongue. Her passion and the clear disappointment when they stopped.

It was a longer than usual shower.

By the time he got out Sweetie was just getting out of her own room with her mane and tail messy. It was adorable, “Hey, you ready for breakfast?” he asked.

She mumbled something and rubbed her baggy eyes then walked past him into the bathroom.

He shrugged and headed downstairs. He planned to teach Sweetie how to cook a basic breakfast today, amongst other things. He got out a loaf of bread, butter, jelly, syrup, eggs, and pancake mix. He got the mixing bowl, two measuring cups, a whisk, a butter knife, two saute pans, and a chair.

He sat at the table and waited for Sweetie. He contemplated how he was going to talk to her about certain activities. He ultimately decided to get his mind out of the gutter for now and focus on the cooking session ahead.

“Hey Sweetie, ready to learn how to cook eggs and pancakes, and use a toaster?” He asked as she walked into the dining area. He got up and walked over to the small work counter. Sweetie looked like her usual self.

“Okay!” she agreed wholeheartedly with a slight blush and followed behind.

“Alright, let's start out with the pancake mix,” he said picking up and then setting down the pancake mix and a measuring cup on Sweeties side. She hopped onto the chair next to the counter looking at him oddly, “Okay, so read the directions on the box,” he said pointing to said directions.

“How many should we make?” She asked after reading the box.

“Four servings, and it’s you making it, don’t forget that. I’m just here to make sure you don’t do anything you shouldn’t be.” he answered, she smiled up to him and gave him a quick hug. He resisted the urge you pat her head, that horn is deceptively be pointy.

After a moment she took the box and poured some of the mix into the measuring cup. It wasn’t enough so she did it again. Nothing came out this time.

She moved the box up and down. A small dusting sprinkled out of the box slowly into the measuring cup. She tried again with nothing. She frowned and raised the box high then quickly brought it down. It all exploded out at once getting it everywhere in a literal mini nuclear style mushroom cloud. To James it was like a cartoon.

“Bwa ahaha~” he laughed at the sight. He caught his breath and got a good look at her peeved and embarrassed face, “here let me help you out.” He grabbed a dry towel and began cleaning the everything letting it all fall to the floor. He cleared most of it.

“Thank you,” she thanked.

“No problem. So how much did you want in the measuring cup?”

“Half a cup,” She answered. He carefully put what he could of the overflowing pancake mix back into the box, not that it really mattered much at this point.

“Alright, ” he said getting the other measuring cup and dusting it off a little, “put however much water you need in here,” he said setting it next to her. She grabbed it with her front hooves and set it in the sink right next to her and turned it on. She filled it up to a certain amount and brought it back. “Want to know a easy trick to making pancake batter?” He asked as he set the mixing bowl just behind the two measuring cups.

“Yeah”

“Add water to the mixing bowl first then add the pancake mix. Flour has a bad habit of clumping and clinging to the bowl. It’s like sticky melting dry balls or something. They’re annoying to deal with. With that said pancake mix should be a little lumpy,” he explained. “So go ahead.”

She poured in the water then dumped in the pancake mix. He handed her the whisk and she went to whisking, “...is this good?” She asked after a bit.

“Yes, I’d say so,” He grabbed the bowl and set it aside, “Okay, let's move to the stove top,” she nodded in acknowledgement and hopped off the chair. He moved it the the stove then got some eggs as she hopped back on.

…

They spent the last hour or so cooking and just got done eating. “So Sweetie, what do you think about the breakfast?” Sweetie was sitting across from him finishing up her last bite.

“It was good!” she answered, “right?” She asked with a little concern in her voice.

“I’ll be honest with you Sweetie,” James began, “it was good,” she smiled at him, “for someone who made their first breakfast.”

“Oh.”

“That’s not a bad thing Sweetie, cooking is something that takes time and practise to get right and you’re not setting the toaster on fire anymore. So I’d say you’re getting better.” he said.

She blushed, whether it was out of embarrassment or the complement he didn’t know, “Thanks,” she said quietly looking down.

“So what do you want to do today?” James asked. He had some naughty thoughts on what he wanted to do to her if she’d allow.

He wasn’t sure how to bring it up though. He told her they’d talk about it today. He just didn’t want to go through with it, despite how badly he wanted to go through with it.

Honestly, he hoped she forgot about it, but he knows she didn’t. Every now and then he found her looking like she wanted to say something to him, like she was looking at him right now, “Um I-I w-was,” she looked down irritated.

“Yeah?”

She perked up suddenly, “I’m gonna go read a book!” she yelled getting out of her chair and booking it to the stairs.

“Um, okay, have fun!” he yelled as she ran out of sight. He directed his attention towards the war zone not twelve feet away. Flour, butter, dried pancake mix, dried egg, and somehow jelly was among the substances that now stained the many surfaces of the kitchen. He sighed eternally and started cleaning.

By the time he was done the kitchen looked good. He went upstairs into ‘his’ room and laid down to take a nap. 'His' room was much the same as Sweeties but with even less stuff. It had a bed and a drawer and that was all.

...

“James,” he heard Sweetie say somewhere behind him.

He opened his eyes and found himself staring at the wall corner the bed was at. He yawned and rolled over to find Sweetie next to the bed looking up to him. He felt well rested, “yeah Sweetie?”

“I went number two again,” she said with a slight blush.

“...w-” James eyes shot open. He totally forgot he told Sweetie to tell him, again. His reasons for doing so at the time weren’t the best, “d-did you use the wet wipes?” He asked.

Sweetie looked away, cheeks red, “yeah.”

“Are you sure?”

She nodded.

He scooted back to the wall, “here,” he said while patting his hand on an empty spot.

Sweetie jumped onto the bed, “a-are, are we going to snuggle?” she asked blushing.

“I would like that very much,” he said caressing her to him with his free arm. She accepted and snuggled up against his chest. He ran his hand through her soft fur a few times. Sweetie seemed to be enjoying it.

His hand stopped, “can I put my finger up your butt?” He couldn’t say what compelled him to ask that, outside of being horny. He instantly regretted it, but he was committed already.

She looked slightly disgusted but made no movements away from him, “whyyy?”

It took him a moment to realize that wasn’t an outright rejection. He blinked a couple times, “...I, just really want to. I think you have a really cute butt,” he said.

“Really?” she asked looking to him for confirmation and he nodded, making her cheeks rosy. She looked to be thinking for a moment.

He was having thoughts a mile a second, “How about this,” he blurted out, “we can do something that you want to do after I do that.”

Sweeties eyes lit up, “can we kiss?”

That was too good a deal for him. He wasn’t completely for it, “Well Sweetie, that’s hardly a fair trade I like kissing you to. Are you sure that’s what you want to do?” she nodded, “So it’s okay if I put my finger up your butt?” She looked away shyly for a moment and nodded slightly.

His hand was currently on her barrel near her shoulder. Slowly he moved it to her dock. She looked somewhat nervous, “Sweetie could you move your tail?” She did so looking up to him in some way, “are you sure you’re okay with this?” she looked down, “we can still kiss. I don’t have to do that if you really don’t want me to. Talk to me.”

“I-It doesn’t hurt and I’m your special somepony,” she stated looking back to him bravely, “I don’t get it, but you really want to do it so I-I’ll let you do it,” she answered.

“That’s very sweet and brave of you,” He said and brought his middle finger to her buttock and searched for her little ponut. Once finding it he began to prod it a little. He quickly realized his middle finger was dry and thus her little pucker seemed much harder to enter and he wasn’t keen on hurting her on accident.

He was too comfortable to get up and find lotion or something. He also didn’t want Sweetie to change her mind if he did so, which left him with one option. He grabbed her with both hands and rolled onto his back she laughed a little, “How about we kiss while I do that?”

Sweetie now standing on his chest and looked blankly at him for a moment. Her eyes lit up, “Okay!” she said enthusiastically smiling down to him. She lowered her head to his, which was propped up by a pillow. He met her half way and they kissed. Sweetie was quick to bring out her tongue. He responded in kind. He could taste very faint hints of the breakfast they had.

Sweetie had her eyes closed and was blushing up a storm as their tongues danced. James brought his hand up to her mouth and slipped in two fingers into her mouth. Her eyes opened and he couldn’t help but smile at her as her tongue tried to fight off the invaders. He took them out and they were covered and wet.

He brought his hand back to her buttock. He stopped kissing much to her disappointment and looked to her for a moment silently asking her to move her tail. She looked back confused, “your tail?” She sheepishly looked at him and moved it out of the way. He propped himself up against the wall at the end of the bed a little more so he wouldn’t be pulling his neck.

He moved in and started the makeout session again, while he did that he brought his wet middle finger back to her ponut and began proding.

Sweetie let out a little screech at the contact her eyes open again. She stopped kissing. He could see the moment of realization that some of her spit which was on his finger was now entering her butthole. It was so cute, he couldn’t help but start kissing her again. She seemed happy to distract herself from what was happening at her rear.

It was much easier on his finger this time. He slowly began moving it in and out putting more into her every other time. He could feel her squeezing his finger.

“Mmm” Sweetie moaned into his mouth making him move his finger a little more. She was kissing him with so much vigor.

That turned him on. He moved his finger all the way into her and began wiggling it. He loved the little vibrations and sounds she made as they kissed.

He moved it in and out at a steady rhythm.

Her tail raised as her face was basically red. She breathed hard from her snout. He was in a trance watching her.

“Ah!” Sweetie yelled suddenly and hotly stopping the kissing, but not his finger which was on autopilot. She looked confused for a moment, “Ah! Wait stop!”

He stopped taking out his finger, afraid he might have hurt her. As he did her tail came down covering herself not that he was in a position to see anything, “Did I hurt you?”

“No, I-I think I have to pee!”

“Didn’t you just use the bathroom?” He asked before it hit him, “wait you think you have pee, what do you mean?” He’s pretty sure he knows what she means.

“I don’t know. It’s weird,” Sweetie said who was still blushing.

“Okay to the bathroom we go,” he said picking her up, she squealed, “I think it’s time we talked about that thing from yesterday. I don’t think that’s pee your feeling.” He continued as he carried her to the bathroom.

“It’s not? We are!? Finally!!” She exclaimed, “I’ve been waiting for you to tell me! What is it?” She asked eagerly as they entered the upstairs bathroom.

“Sit your cute little behind here and we’ll talk about it,” He said setting her down on the toilet. She had her hind legs squeezed together, her tail was curled to one of her flanks and she looked embarrassed. He kneeled down to her, “do you know what sex is?”

She thought for a moment, “...my sister once called some black socks and black spiked collar with a black leash ‘sexy’ one time,” she brought a forehoof to her chin and rubbed it, “I don’t know why somepony would walk their dog with socks on, they’ll just get dirty when the dog wants to play. I guess that’s why they were black,” she ended with a shrug.

James couldn’t help but imagine Sweetie in those things, and if wasn’t for the fact he was already hard, well he would’ve gotten hard. At present it only made him harder. Her answer left him conflicted, but he felt he was certainly in too deep to go back, “Sweetie, I don’t think a dog is what the collar and leash was for. Sexy isn’t sex. Sexy is something that makes someone feel like having sex, and what that something is can be just about anything. You’d be surprised at some of the weird things that someone can find sexy.”

“Then what’s sex?” She asked.

“Do you know what a vagina and a penis is?” She blushed and squirmed a little before nodding in confirmation. Her hind legs rubbed together, “Do you know where foals come from?”

“Storks,” She answered confidently.

He blinked in confusion, “Umm,” he said rubbing his head, “so first tell me what a vagina and penis are.”

“It’s where fillies and stallions pee,” he nodded, “I’ve only seen diagrams of a stallions penis.” She shared.

“And where did you learn that foals come from storks?”

“The book Tales For Foals. My mom used to read that to me all the time, she said it was one of her happiest days when she got me.”

“Sweetie I have to tell you that storks don’t bring foals to mothers,” she looked to him confused, “you see, sex is when a stallion puts his penis inside a mares vagina,” she looked a little grossed out, “and if the conditions are right, the mare well get pregnant and a foal will start growing inside her for months until it’s time to be born.”

“Oooohhhh,” she said in realization, “that’s what pregnant means then when do the storks come in?”

He face palmed lightly, “Sweetie the stork is just a made up character that allows parents to kick the truth can down the road.”

“Okay?”

“Anyways, we’ve gotten off track. Sex is something special some ponies usually do. It’s not only for making foals but it’s also for fun which is why ponies would want to look and/or act sexy. With that said, sex must be something they agree to do or else it’s something very bad. Am I clear?” She nodded.

“But how is it fun? That sounds like i-it’d-” she blushed and looked down at her still crossed and fidgeting hind legs.

“Sweetie I want to have sex with you,” He somewhat blurted out. He was so turned on right now.

She looked back up to him, “y-you do?” He nodded, “b-but I still have to pee and I-I’m kind of scared. Why does it feel so weird.” She looked away as if she was ashamed of herself.

It was a heart moving sight. He leaned in and hugged Sweetie with one arm. A moment later she wrapped both hooves around his neck.

After a little bit, he moved back, “Feeling better?”

She smiled and nodded, “mhmm, but I still feel like I have to pee and i-it won’t come out.”

“Oh, I believe what your feeling is precum,” he answered.

“What’s that?”

“It’s a liquid the body makes to get ready for sex,” James explained, “it makes having sex easier. For example, that’s why I made sure my finger was wet before I put it up your butthole, because you might end up with the equivalent of a rug burn.”

“Does that mean I’m ready for sex?”

He couldn’t bring himself to intentionally give her any misleading ideas, “Sweetie listen to me, your body doesn’t determine if you want to have sex or not, only your mind and heart does. Sex is strong sign of trust between ponies. Do you understand?”

She looked blankly at him for a moment before blushing and nodding, “I-I’ll do it.”

“Do what?”

“H-have sex with you.”

He let out a staggered sigh, “are you sure?” She nodded, “Sweetie I’ll be honest with you, sex for the first time with females can be painful for a moment and they’ll bleed a little bit because of something called the hymen. With that said, I don’t know if that’s the case for ponies but I think it’d be a good idea if we assumed it was.”

Sweetie cringed.

He leaned in and gave her a peck on the lips. She relaxed. He moved to her ear, “I’m happy that you’d want to have sex with me, but how about we do something else for today, it’s kind of like sex but you won’t have to worry about the potential pain, how’s that sound?” he whispered.

“O-Okay,” She agreed.

He smiled at her and resisted the strong urge to kiss that cute little muzzle. Instead he put his hand on one of her tightly closed thighs and caressed it gently. After a little bit he put his other hand on her other thigh and gave it a caress.

Sweetie was on a toilet seat, her front hooves at her sides. He was tempted to move one of his hands up to her small tits, but they weren’t the prize.

She blushed as he began to coax her hind legs apart, slowly revealing her small little slit. It was barely noticeable. It was untouched and pure.

He moved closer to get a better view as Sweeties hind legs quivered, “You’re beautiful,” he commented. Sweetie covered her face with her forelegs with a squeak.

He pried her hind legs apart even more until he got a good view, not that there was any legitimate resistance. He gently moved one hand to her inner thigh then danced it just outside what he assumed would be her outer lips. They were barely noticeable at the moment. Sweetie fidgeted around and her breathing became somewhat noticeable.

She had yet to try and forcibly close her hind legs so he continued. He teased her and moved his fingers around her outer lips for a little bit before he moved in and gently caressed her little slit with two fingers being sure to avoid where he assumes her clit would be, “ahhh,” she let out dropping her hooves to her side, as her body moved slightly towards his fingers.

He leaned in and kissed her as he continued to gently tease her little pussy. Sweetie quickly grabbed hold of his head kissing passionately.

Using his other hand he put two fingers in her mouth which she welcomed this time as he felt her little tongue lick them, then continued kissing as soon as he removed them. He moved his hand to her rear then slid his middle finger up her ponut.

Her little snout seemed to be constantly exhaling on him as they kissed, “mmmm,” she moaned. She clung to his head tightly as he continued to tease her outer lips and slowly penetrated her ponut.

He moved his hands a little faster, “Ahh,” Sweetie yelped hotly and stopped kissing. She breathed heavily. Her hips were moving on their own with slight gyrations.

He smiled at the sight. A devious thought came to him. He took most of his middle finger out of her little ponut. Slowly, he prodded his index finger into her rear alongside his middle finger. After a couple prods he moved them both into her, “Uhh.”

With his other hand, he moved his index finger and middle to both sides of her little slit. He put pressure on both sides and her little pussy split it open enough to reveal a sliver of hot pink.

“AH!” She screamed at the new sensation, “mmmm,” she moaned, as a small trickling of precum came out.

He smeared it on his finger and brought it to Sweeties mouth. She idly licked his finger as she seemed out of it.

He lowered his head and kissed her little pussy, which baring the liquid still looked untouched and tight. He licked her slit up and down. She moaned. Her legs spreaded out as far as they could. It was hard for him to describe the taste outside of good.

He gave her slit one final kiss and backed up. He removed his fingers from which ever orifice they were in and stood up.

Sweetie sat there as her breathing slowly came back to normal. Her hind legs spread wide on the toilet. “Well, it sure sounded like you had fun,” he commented.

“Uh huh,” she mumbled in agreement, before yawning and resting her head on her forelegs and sleeping with a sweet smile. She looked adorable as always.

Not knowing what else to do James scooped her up and brought her back to ‘his’ room so they could snuggle.

She seemed very happy to wake up next to him.

The rest of the day Sweetie tried several times to get him to do it again and he refused. He instead did everything he could to get her mind off it and completely wear her out by bed time.

Luckily, he had plenty of family friendly games and tricks that exhausted her by bedtime. Thanks to his year as a foalsitter.

Some of the younguns he had to deal with had a lot of energy. Sleep was a bliss he looked forward to, given his circumstances. Being woke up at neigh two in the morning so they could play some game or the other was never fun to deal with. It’s just one of the many many reasons he’s now retired.

Sweetie did eventually give up on asking him to do it again, more so because they actually had fun with one of the games. He assumed.

It was bedtime and Sweetie was looking down rather drowsy, “lets get some sleep,” he said.

“Okay,” she mumbled before turning around and tiredly marching off to her bed.

“Sweetie where are you going?” He asked. One of her ears perked up and she stopped, “We can sleep together you know.”

“We can?” she asked turning to him, ears perked up. He nodded. She smiled and quickly ran to his side. He picked her up and they went to bed then sleep soon after.

Sweetie iEndings

With a yawn James woke up on his side, as usual. He felt nice and comfy. For some reason his chest was nice and toasty. Looking down revealed a content Sweetie curled up with her back against him sleeping peacefully. His free arm draped over her.

A smile crept up at the heart melting sight. It felt good to wake up next to someone for a change. He gave her a little hug and kissed her on the forehead. It was peaceful.

The only problem was his morning wood. He had yet to do anything to relieve himself from yesterday's exciting activities. Heading to the bathroom to deal with it sounded good right about now. Heck, even waking up Sweetie to introduce her to some new things was enticing.

Ultimately, he ignored it all and waited. She was just too cute to try and disturb, and he’d be damned if he let her wake up alone. He closed his eyes and held her close.

A cute yawn and movement drew his attention, “good morning Sweetie,” he greeted.

Blinking, she looked up to him with a smile, “good morning James,” she said snuggling up against him.

“I don’t know about you,” James said, “but I felt great waking up next to a wonderful little filly, you honestly put most of the nobles demon spawn to shame.”

“I do?” she asked with a cute little blush, face going blank, “what’s a demon spawn?”

He let a out a little snort at that, “the fillies and colts of the nobles that I foalsat for the last year. Most of the nobles are rotten to the core. The only pony I can safely say is any kind of worthy of their title would be Princess Celestia and she lies the most.”

“Princess Celestia lies?!” Sweetie asked in alarm.

“Um, maybe lies was the wrong word,” he corrected, "you see Princess Celestia has to deal with ponies who figuratively,” he had to make sure she knew it wasn’t literal, “have their heads rammed so far up their own rumps,” he tried to think up an example like them not being able to tell the difference between a farmer and a store clerk. He tried, “t-that they were willing to pay me obscene amounts of bits simply because I had an official title.” Sweetie looked confused, “What I mean is Princess Celestia does not lie, but she does tell half or partial truths, which is similar.”

“I don’t get it.”

“Remember when I said your food was good yesterday?” She nodded, “and then I added that it was good for your first time making it?” she nodded again, “Well, if I left that out you might’ve believed your food was actually good, which is basically what a lie would leave you to believe. Do you get it?”

“...mhmm,” she nodded in confirmation after some thought, “so how well do you know Princess Celestia?”

“...she’s done a lot to help me,” he said sullenly. The potential to ruin Celestia with what he’s doing now came to him. A Royal Foalsitter that she appointed dating a filly could not be good for her image.

“What’s wrong?” Sweetie asked looking up to him worriedly.

“I just thought about something that hadn’t occurred to me until just now, and I feel kind of bad about it,” he answered, “but enough about that, let's get something to eat. You can take a bath after food. We have a lot to talk about today, including what I was just talking about,” he said getting up.

“Do we have to?” she whined as he got out of bed and made his way for the door, “I was so comfortable,” she complained before getting up and following.

=============================================================================

They just got done eating and then cleaning the kitchen after Sweetie’s cooking with guidance. The food was somewhat noticeable better.

Sweetie was in the bathroom getting clean, while James laid on the bed in ‘his’ room.

Celestia’s reputation was potentially at stake if he got caught. The fact he retired and moved away would hopefully be enough to distance her from any backlash. Knowing the nobles they might and try and lie on behalf of their kids for favors from Celestia to keep their silence. Actually, they probably wouldn’t lie to Celestia. Instead, they’d use any little complaint their brats had about him and blow it up five hundred percent.

Sweetie was frankly one of the best ponies he’s had the pleasure of meeting, outside of Celestia herself. She had empathy or was it sympathy for others? Both he decided. She had no friends, which was odd, sad, and just plain wrong. She was such a good filly, how could she have no friends? That was something that had to change. Her family was understandably a sore issue.

Sweetie seemed to be legitimately happy around him. She smiled. She laughed. She hugged. She kissed. She blushed. She moaned. She gyrated. Her little breaths. Her soft fur.

He was hard yet again. He got up closed ‘his’ door and untied the strings holding his light pants in place. He slipped his thumbs in between his underwear and pants and slipped them down to just above his knees. Laying on the bed he imagined Sweetie.

She was on top of his chest her tail lifted. He’d reach up and give her rump a little smack. She of course enjoyed the treatment. She backed up to his penis, which was large.

She backed up into it impaling herself, “James,” he heard Sweetie say from the other side of the door suddenly.

Panicked, he tried to stand up so he could easily slip his pants back on, instead his legs were constrained by said pants. His face and upper body fell to the floor noisily. He let out a yelp as his face smacked the floor. He realised he could’ve just slightly lifted his midsection to easily slip his pants back on. He felt stupid and pain.

Sweetie opened the door and he quickly slid his pants back on, over his average sized penis. He then rested on one of his forearms from his unique position, “are you okay?” she asked as she rushed up to him.

He crawled his lower half to the ground which was on top the bed before Sweetie could notice his tent, “I’m fine, you just surprised me is all. So are you ready for that talk?”

“What about?” she asked sitting done in front of him, inadvertently giving him a partial view of her little slit.

“...A lot of things Sweetie, but let's start out simple. You’ve only known me for about five to six days. Why do you trust me so much?” he asked looking up to her for a change.

“You’re so nice and considerate and don’t treat me like a foal. Whenever I see you I feel safe,” she said with a smile.

“Is that all?”

She shook her head no, before laying down to eye level with him and looking thoughtful, “I think you’re lonely.”

“Lonely? Why’s that?”

“James, I’ve never heard of you talking about your family or any friends besides maybe Princess Celestia. You just remind me of myself. I don’t like talking about friends because I don’t have any and I thought that maybe it was the same with you. The fact you’re willing to date a ‘ugly’ filly like m-me just s-shows ho-”

James heard enough as she was hitting directly at his heart, and also he couldn’t allow her to put herself down. He pressed a finger to her lips before she could continue, “Sweetie you are not ugly," she blushed briefly, "where’d you even get that idea?” she looked down almost shamefully, “well, it doesn't matter, because it's not true. Also you’re right. I am lonely.”

She looked devastated by the statement.

“N-not that you’re not helping or anything,” he sighed in exacerbation, “what I mean is I’m from a different world. The world I come from has no magic. I had no real friends and my family was off making their own lives before I somehow ended up in this world. Everything I grew up with and used to is gone, or at least somewhere I can longer get to. I don’t think I’ll be seeing my family anymore so I try not to think about it, it only hurts when I do.”

Sweetie just stared at him in some way.

He sighed again, “I’ve mostly made peace with these facts Sweetie. Princess Celestia has helped me out a lot. I kinda miss talking to her though,” he admitted laying his head on his arm.

Sweetie got up and walked behind him before hugging him tightly. His shirt got wet. He looked back to to see her crying silently, “I-I can’t imagine never seeing my parents and sister again.”

“...Thanks Sweetie, you know how to make me feel better.”

After a little bit of hugging she released him. “S-So why do you trust me so much?” Sweetie asked as she laid beside him.

“I have no choice but to, because you hold the power to send me to jail, which I still encourage you to do should I do something that you truly don’t want,” Sweetie looked away guiltily at that. He draped his arm over her, “but that’s not the only reason,” he gave her a little squeeze, “You said Rarity says you have a voice of an angel pony? Well, I’d say you have a soul of a angel pony,” he said as she blushed and leaned onto him, “you’re just very caring and excitable and cute. Just a joy to be around really.”

“Awww,” she cooed, “so is Princess Celestia your friend?”

“I don’t know. She never called me her friend, although we did talk a lot, I think probable yes. What makes you ask?”

“I just think it’d be neat,” She answered happily.

“Okay,” he said getting up so he could get something to drink before he remembered something. He turned to face Sweetie who was now standing on all fours, “By the way Sweetie. You do have a friend and so do I for that matter.”

“I do?”

“Yeah Sweetie, I’m your boy ahem, coltfriend and it has friend in the name for a very good reason.” he stated, ‘a lousy friend, but hopefully a good boyfriend,’ he added mentally.

She looked at him blankly.

It seems she wasn't getting it yet, "it has friend in it because we also have to be friends at some point and I consider you my friend."

Sweetie gasped and smiled up at him, “eeeeeee,” she squealed excitedly hopping around him, “I’m so happy right now! I could just. I could just-”

"What the?" James asked as a bubbly music seemed to come from nowhere, yet everywhere. Looking around bared no results. Sweeties horn wasn't glowing but she was doing an incredibly cute dance by bending her front legs. Sweetie began singing to the music. Her voice was excitable, loud, and very pleasant.

The music began picking up and Sweetie's dancing got a little more complicated as she sang about how wonderful everything was.

Then everything fucking changed. He jumped at the shock. He was suddenly outside in the streets of Ponyville. He could smell the clean air, feel the sun bearing down on him, and everything else. Sweetie was prancing towards him with a bunch of other ponies besides her singing as back up. The music was at it's catchiest.

If he wasn't so freaked out about whatever the hell was happening he'd probable really enjoy the song. That feeling of dread was back. He was getting crab pony flashbacks.

Sweetie was referring to him as her special some pony and so were the other ponies.

He followed her as she continued down the path singing. It was weird but it looked like the town itself was moving. He must've only took four steps and passed by like five houses. It was uncomfortable.

Soon, far too soon they made it to the boutique and Sweetie opened the door, which should've been locked, and held it open for him as the back up singers left while the music began to fade out.

She gestured for him to enter so he did so. She closed the door, "...Sweetie what was that? WHAT THE-" he stopped and breathed in, "what just happened?" He asked looking to her. He recalled some of the lyrics and immediately went to a window. A pony he recognized as having sung beside Sweetie walked pass the boutique without so much of a glance, while everywhere else seemed empty at the moment.

"That was a heartsong," Sweetie answered drawing his attention.

He gave one last look outside before closing the curtains, "and what the-" he rubbed face to calm down, "what is a heartsong?" he asked more tersely then intended.

"One moment," she said before running up the stairs. He peeked back outside. Looking for any signs of the oncoming police raid. She came back downstairs with a book in her muzzle, "ere," she said muffled.

He bent down and picked it up. It appeared to be a child's picture book. The title was "Heartsongs." He read. Apparently, they're songs from the heart. Made sense. He took a moment to go over the book and calm his nerves.

The book was surprisingly concise and simple. He hoped it was accurate. It should mean those ponies who sang as backup wouldn't remember anything important, like the fact they're dating legitimately. "Thanks," he said setting the book down then checking the streets one last time, "you know Sweetie I can make you even more happy if you want."

“How?”

He picked her up. She squeaked in surprise, "well, let's just say it'll be up to you," he answered vaguely. They went up the stairs back to 'his' room. Essentially, where they were before the heartsong. He set her on the ground, "okay so... I can do that thing you tried to get me to do all day yesterday,” he offered.

Sweetie’s face lit up pink and she shyly looked away, “yes please.”

“Okay, get on the bed,” he requested and she did so quickly. Just like that he realized his throat was dry, “I’ll be right back, I’m going to get something to drink,” he said before leaving. He entered the bathroom, and turned on the faucet.

He leaned down and drank. Whatever magic ponies used to purify their water worked wonders. He turned off the water and got up. He couldn’t help but notice himself in the mirror. He blinked a few times. He felt uneasy about what he planned to do.

He turned on the cold water flow and cupped his hands over it. He splashed his face aggressively. The shock of the cold water got him out of his understandable misgivings. He was going to do this. He turned off the water again then dried himself off. He was also going to make sure Sweetie had no regrets.

By the time he got back he found Sweetie hugging a pillow. Her hips grinding against it, tail raised. She was making little sounds. He was hard once again.

She wasn’t facing him and seemed preoccupied so he silently walked up to her and quickly picked her up by the base of her tail, “eep.” The pillow fell and she hung there in his grasp, giving him a full view of everything.

He moved in close and breathed on her little slit. She spread her legs. He gave it a little kiss and she squeaked. He picked her up with his other hand and flipped her as he set her back first on the bed.

Sweetie looked up to him legs spread, tail fidgeting, and smiled nervously. He leaned in and gave her a peck on her lips, which she prolonged. He embraced it for a little bit enjoying her tongues company. He moved back and took off his pants/underwear then his shirt swiftly. Sweetie blushed more as she zeroed in on his manhood, “ar-are we going to have sex?”

“That depends do you think you can power through the potential pain if I break your hymen? If you have one that is,” Sweetie fidgeted around her tail halfway covering herself and legs halfway closing, “you don’t have to, if you don’t want to.”

“No, I-I want to,” she stated spreading her legs even wider and laid her tail to the bed, blushing furiously.

James sat next to her and brought her to a sitting position with his arm.

Sweetie looked up to him confused before her eyes wandered down to his penis, “it, it looks different than the sketches in the book,” she stated.

“Well, I can only assume that’s because I’m a different species,” he answered as Sweetie continued staring. He gently grabbed her nearest forehoof and brought it to his penis.

She touched it and he released her hoof which lingered. She was hesitating on bringing her other hoof, “it’s so hard, but it’s also soft,” she commented as her hoof explored. Her hoof was soft and almost fluffy, with a weird yet pleasant sternness to it.

He brought his hand to her stomach and she stopped, “no, go ahead keep touching it, just be careful with my testicles,” he made sure to use the word she likely knew them by. She did so.

He brought his hand down to her little teats and rubbed them with his fingers. Her hoof stopped moving. He brought a tit between his index finger and thumb and gently rolled it. Sweetie began breathing a little faster and closed her eyes. He moved to the other.

He grabbed her hoof again and brought it back to his manhood. Her eyes opened and her hoof got a little bit more touchy, as she stared at it. He gave her tit a squeeze, “Oh!”

“You know what would make me feel good?” he asked. She gave him a slight acknowledgement, as she enjoyed his little massage, “if you kissed it.”

Her eyes widened at the thought, “o-okay,” she said before looking up to him for permission.

“Go ahead if you want to,” he encouraged. She went down slowly and gave it a quick smooch and came back up licking her lips, “it would be better if you used your tongue, like I did on you. Just don’t bite.”

She somehow managed to keep blushing harder. She stared at it for a bit before going back down.

She gave it a kiss before sliding her mouth in. Her tongue slowly explored. Her hot moist little mouth surrounded about half of his member. She stood up on her hind legs. One forehoof clinged to his arm and the other planted on his thigh for leverage.

He got a little rougher with her little tits. She let out a muffled moan and her tongue began moving fast.

It was chaotic and intense with how she used her tongue, “ya, just like that. That feels good,” he praised. That seemed to goad her on. Sweetie didn’t know what she was doing. He was tempted to shove her down on his member. Her eyes were closed and she seemed to really like it, as her forehoof clinging to his arm urged his hand lower.

He’s been so high strung lately that he didn’t last long and cummed in her cute mouth, “Hhh,” Sweetie sounded, before disengaging and coughing a little and swallowing, “what was that?” she asked, licking her lips.

“That was cum,” he answered simply, he was still incredible hard. Though if he continued any more stimulation would likely be too much, and thus feel more like pain.

“It taste weird.”

“You could’ve spit it out,” he suggested as she put both forehooves around his arm.

“Wa-was I supposed to?” She asked concerned, despite the fact she was now using both her forehooves to try and get his hand down to her lower bits.

“Only if you wanted to,” he answered keeping his fingers at her teats, “but the fact you didn’t was kinda hot.”

She moaned in frustration, and pushed off his arm landing on her forehooves. She walked away from him a little. Her tail agitatedly resting her on back giving him a good view. Her little slit was glistening but otherwise looked tight, “I-I can’t take it anymore,” she whined, “the pr-precum won’t stop coming out, it-it’s mmm, driving me crazy,” she complained looking back to him and shaking her little rump, “ever-ever since you touched and licked my v-vagina, I-I wanted you to do it again so badly but you wouldn’t and, and then I stopped thinking about after all that fun we had, b-but now I can’t stop thinking about it, please do it again. Please.” She pleaded.

He brought his palm to her moist little slit and covered it, “how’s this?”

“Ah,” she let out before backing into his hand as hard as she could, smearing his palm in precum, “mmore. Lick it please, i-it-” he removed his hand, “ah please.”

He laid down on his side resting on one arm and got up close to her little pussy. He breathed on it and she whined and tried to back up onto him. Using his free hand he stopped her. He moved his thumb to her outer lips and slightly opened her, revealing a little bit of glistening hot pink, “mmm,” she moaned.

He kissed her on the pink and she let out a noise of approval. He licked her up and down, enjoying the taste and sounds. He positioned his hand so he could spread her open with his thumb and middle finger, then did so, “Ooo.”

He got a good view of her hot insides. She had a clit that was somewhat noticeable with how she was spreaded now. He slipped his tongue onto her revealed treasure, “AH!” she cried as a gush of clear liquid came out of her, “mmmmore,” she moaned.

He continued to lick her for a little bit longer, enjoying the sounds. He stopped. She whined and fruitlessly tried to back up into him.

“So you think you’re ready for sex now?” he asked getting in a sitting position.

She looked back staring at his penis and nodded. “Mmmhmm,” she sounded in affirmative.

He stood up and picked her up. He flipped her and laid her on her back again, this time at the edge of the bed.

She spread her legs and her tail reached for the floor. She breathed excitedly as she looked to his member which was inches away from her vagina, “are you sure?”

“Yes.”

“Say it,” he demanded.

“I want to have sex with you!” she cried out passionately.

“Why?”

“Yo-you’re my special somepony, and I want to show you just how much I trust you!” she yelled just as passionately. Her breathing picked it up a notch.

With out anymore prompting he lined up, and slowly pushed in her moist tight lips. He was still wet from her sloppy blow job. It was more than enough lubricant, but she was incredible tight, “ah, ah!” she moaned as he got his tip in.

He continued until he came to a resistance, “huu!”

He stopped and considered going no further, “I’m at your hymen, say something if you want me to stop.” She looked to be half lost in her own experience but gave him a nod to go ahead.

“Owwie, oww, ow,” she let out as he tore through her hymen. Her eyes were closed tightly from the pain.

He didn’t want to stop. It felt so good, “I’m gonna keep moving let me know if you want me to stop.”

“Uuu,” she sounded as he kept moving in slowly, “owooo,” she let out almost as a whisper.

It wasn’t longer before their hips met, as he was only average size. He was incredible tempted to just hammer in and out of her, even though he was still kind of sensitive from earlier, and he didn’t want Sweetie to feel anymore pain. He could just barely feel her cervix at his very tip, not to mention her squeezing. Sweetie was staring up at him silently, “I’m all the way inside you,” he said getting her to blush, “how’s it feel?”

“I-I oo um, it kind of stings, it’s warm, it’s wet, it-it’s big, i-ahhh-ha,” she squealed as he moved half way out of her swiftly, “d-don’t take it out.” He could see his dick was a little bloody from her hymen.

“So you want me to put it back inside you?” he asked.

She blushed and nodded, “mmmm,” she moaned as he slowly moved back in.

He moved all the in and then stayed put not moving for a like ten agonizing seconds while also holding her in place. He could feel her squeezing at him as she blushed up at him, “so, how much do you like sex so far?"

"it-it's nice," she answered, smiling up to him.

Staying still was getting hard, "you ready for the fun part?”

“Mmmm what fun part?” she asked innocently. “ahh, do-don’t,” she said as he once again moved out of her but this time to his tip, “OHHH!” she moaned as he moved back in. He continued moving in and out of her.

“Fun right?” he asked as thrusted back in.

“y-Ahh, yes!” she moaned in agreement. He brought his thumb to the top of her pussy and pressed down on the outside just above where her clit is, “OH! Mmmmm, ha harder!” she demanded as he slowly applied more and less pressure there.

He plundered her at an even pace. She was so hot and soft yet tight. He could feel her trying to pull him in every time he moved out. If he pushed in particularly fast he rammed into her cervix, and she’d let out a squeal.

“I-I feel mmmm, wh-wha-AH someth- AHH AHHH~!” She howled in orgasmic bliss as a surprising amount of cum gushed out. He stopped as she spasmed and breathed hard, happily looking up into space.

He pulled out with a plop and cum followed behind. Her pussy looked as if nothing had happened besides a small bulge that gave it a slight outward curvature to the whole of it. The blood that was on his dick evidently got washed away by the flood of cum, which gave him an idea.

He picked Sweetie up who seemed too lost in ecstasy to notice, he then sat down and brought her hot little mouth to his penis. She was on it swallowing him whole almost instantly. Her little tongue lapped up the cum on his dick as she let out muffled moans.

He cummed at her ministrations and she muffled out her pleasure. She pulled off weakly and laid her head on his thigh, “th-aha that was ha am-aha amazing,” she said before closing her eyes and resting.

…

After some time she was ready for more. James however felt the need to talk to her about several things regarding their unique situation as a relationship. He stressed the importance that sex is a strong sigh of trust, but it’s usually meant for special some ponies. He also suggested that even if she thinks her family would be happy that she had a coltfriend that they might not like that he was her coltfriend because of the age difference, and they might send him to jail if only for her protection. He then stressed that if anyone did send him to jail not to hold a grudge against them as they were only doing what they thought was right, and he wouldn’t blame them. He also stressed that she’s free to tell whoever she wants but that the risk of whoever she tells gets him sent to jail is very real and as such needs to choose who she tells carefully if she doesn't want him sent to jail.

She seemed slightly confused at times but after a little explaining of possible motivations she seemed to get it.

The rest of the day was all kinds of sexy fun. They went to the bathroom and used the showers. He cleaned all her pipes. Whatever he could think of Sweetie seemed up for it.

He cleaned the house and sheets while Sweetie slept, as Rarity was expected to maybe show up anytime tomorrow and he’d rather have no evidence laying around.

=============================================================================

The next day he told Sweetie they’d have to be smart about not getting caught, and thus would be having no more sex when her sister could barge in at any moment. She was disappointed, but recovered when he mentioned he’d be teaching her how to cook more. She was a lot more clingy, which he supposed would be expected.

The sun was just starting to fall when the door flew open, “Rarity!” Sweetie cried happily as she ran to and gave her sister a hug which she returned, “did you win?” She asked excitedly.

“Sweetie! It’s so good to see you! You wouldn’t believe the competition I had to annihilate to win this!” She said presenting a gold medal with ‘1’ on it and a blue ribbon spouting out of it. James felt heart warmed at the sight but also a little agitated as to why it’s happening. He was going to have words. She drew her attention to him and he waved at her with as friendly a smile he could, “Oh! James, I hope my little sister here wasn’t too much a burden for you,” she said patting Sweeties hair gently.

“Not at all, she’s fun to hang around, but I was just about to send her to get ready for bed as it’s getting almost bedtime. Sweetie, I’ll see you tomorrow and that’s a promise.”

“Awww, but I’m not tired.” she complained.

“Hush dear,” Rarity said hugging her face, “we’ll have some time tomorrow to ‘hang out,’ that’s what foals say these days right?” She said releasing her.

“Aww, Okay,” Sweetie said sadly before marching up the stairs. James eye twitched for some reason at that.

He might’ve been the one who initiated it but he couldn’t help but look at Rarity in a negative light, despite how tactfully she handled it, “congratulations on your win.”

Rarity looked away, “why thank you James. I wouldn’t have it if it wasn’t for you,” she smiled up at him, “which reminds me. Follow me if you would.” He did so, “can you stand there for a moment please?”

It was a pedestal of some kind, he did so. A bunch of measuring tapes suddenly flew towards him, “what’s going on?” he asked in confusion.

“I’m getting your measurements for your cloths,” she answered. She complimented his physique and asked him some questions about what kinds of clothes he wanted. He told her.

After that was done and she paid him the other half for foal sitting he checked to make sure Sweetie wasn’t spying on them. Once satisfied he faced her, “Rarity we need to talk about Sweetie.”

“Whatever about? Don’t tell me she tried cooking,” Rarity guessed. That annoyed him.

James rubbed his head, he’s seen far worse parents and siblings than this in Canterlot. He reminded himself that he’s only frustrated because Sweetie is his girlfriend, no marefriend, no fillyfriend? He sighed, and settled for special somepony, “It’s not that, but I have been teaching her how to cook.”

“You have?” she asked in alarm, “well, my Boutique isn’t a burnt husk so thanks for at least being vigilant.”

That wasn’t totally inaccurate he had to admit, “Once again, that’s not what we need to talk about right now. Did you know Sweetie had no friends? That’s not healthy for a filly her age.”

Rarity laughed as if he told a joke, “you had me going there for a second. Sweetie has lots of friends.”

“Oh yeah? Name one.”

“Well there’s …” she brought a forehoof to her chin in thought, “no, that was years ago,” she looked up, “oh oh there was- no that was-” she rubbed her chin. She looked to him, “Oh. This is a travesty! My dear sister Sweetie Belle.”

“I know, but don’t worry. I used the word ‘had’ because I’m now her friend. She’s a delight to be around. Still, she needs friends that are her own age.”

“Why I couldn’t agree more! Thank you for bringing this to my attention. I see yo-”

He interrupted her, “that’s not all.”

She blinked, “why, whatever else is there James?”

“Well, I don’t know how to describe it but Sweetie seems to be-” he stopped as the answer came to him, it seemed so obvious now, “-actually I think I do. She’s book smart. She knows a lot of different things from all the books she’s read, but she lacks knowledge from conversation and experience I guess to truly understand what some words mean or the different ways they can be used. Well, it makes sense to me at least.”

“Mmm yes,” Rarity said in thought, “I do believe I know what you mean, was there anything else you wanted to talk about?”

“Not that I can think of.”

“Well,” she flourished her tail side to side, “I’m afraid it is getting rather late, and I’m beat from traveling, I’ll start working on your cloths tomorrow,” she smiled up to him, “perhaps we could continue this conversation in a couple days at a lovely little cafe I know,” she grinned at him, “just for two? My treat.”

“Sounds fun,” he agreed thinking nothing of it and headed towards the door. He had nothing important to do, besides figuring out how his relationship with Sweetie is going to work. He considered going up the stairs to say goodbye to Sweetie one last time, but he already promised to see her again tomorrow.

“Oh good! I’ll make sure you won’t regret it!” Rarity said gleefully.

It drawed him out of his thoughts, “umm okay,” was all he could say to her odd comment, “be sure to remind Sweetie I’ll see her tomorrow and that’s a promise! I’m not sure when maybe sometime after lunch. I have a lot of unpacking to do,” he explained as he opened the door to leave.

“Very well,” Rarity agreed walking towards the door as he walked out. She held the door open, “Ta-ta for now,” she waved as he walked down the walkway, he waved back then continued walking.

The sun was low but still high enough to leave an orange tint on everything that wasn’t covered in long shadows by the time he got home. He immediately noticed his mailbox was bulging with letters. He struggled to unstuck them.

Once he did he browsed through them. He recognized a name of some ponies he rather didn’t like. They were a very appropriate named couple. He opened the letter out of curiosity.

To: Royal Foalsitter James

From: Mr. High Horse and Mrs. Prissy Horse

How dare you retire before our adorable colt grows into a wonderful stallion. He deserves no less than bla bla bla

He lost interest as it sadly was exactly what he expected from them. He browsed through more of it. Some of it was the expected junk mail. Until he came across a smashed scroll with the royal seal. He carefully unrolled it.

Dear James

I’m glad to hear you liked the modifications I had made to your house. I hope you’re settling in just fine. I haven’t been to Ponyville in many decades and now I find myself wondering how much it has changed. I’m considering hosting the Summer Sun Celebration there this year. It would be a show of good faith to celebrate the S.S.C. in a smaller town for a change.

Oh, who am I fooling? I miss you James. It has been too long since I could talk to anypony that didn’t treat me like a ‘demi god’ as you would put it. Life is interesting with you around.

I recently got several petitions about your sudden retirement. I informed them there was nothing I could do about it, and legally there isn’t. Well, unless we had a true need for a Royal Foalsitter, which thankfully we don’t.

I’m going to see what I can do to find some time to come and visit you. I’ll keep you updated on that. You’re always welcome to come by and visit whenever you want.

Your friend Celestia

“Huh.” He wondered what Celestia would think about him now. He rubbed his eyes with his free hand and yawned. He walked to his door and unlocked it. He turned on the lights and immediately dropped the stack of papers he was carrying at the sight.

Boxes that were once neatly stacked and on one side of the living room, were now strew about and opened. Their contents littered the floor. He was shocked.

Alarmed he gave a quick look at everything he could in the mess. There was simply too much for him to notice if anything was missing or not. His furnishing looked pretty much untouched at least.

In his search he noticed some fast food wrappings littered the floor leaving the mess into a unlit hallway. He frowned and followed them to a door. The light from the living room barely reaching. He had yet to even explore this hallway, and thus had no idea what kind of room was behind the door. He considered going back to the living room and getting some random thing as a weapon in case somepony was inside. He decided against it.

He brought his head to the door and listened for a while. He thought he heard something, but it was so quiet. It could’ve been from a open window. Maybe there was an ambush.

He was thinking to much about this. He slowly turned the door knob then slowly opened the door. It didn’t make a sound, which shows the quality of the craft ponies who modified his house. He extended his hand making sure not to walk into the room, incase there was an ambush.

It was a spacious room, he could barely make out the litter on the floor. In the corner of the dark room was a mass of something. A little bit of it was rising and falling ever so slightly.

To Be Continued...