Rearing Scootaloo

James awoke the next day to find his uninvited, yet momentarily welcome, guest had at some point taken the bits and note before disappearing. His living room was still a mess but much less so.

He skipped breakfast and went to work on stuff. While he did that his mind wandered back to the night before and everything he should’ve done differently. He let a rational yet irrational fear get the better of him. He should’ve grabbed Scootaloo and taken her to Ponyville's town hall so they could deal with her. He should’ve trapped her in his shower with more than just a piss stained T-shirt then went and got some help, so once again they could deal with her.

Honestly, he should be out there looking for her, instead of in here setting up his house. He really hopes she takes that note seriously and sends him a letter when she’s okay and/or seeks out help from a pony she can trust. He forced himself to focus on the task at hand.

...

By the time it was noon James had cleansed the room he found Scootaloo in of its debris, though the smell lingered. He kept the door to said room closed and the window open, in hopes of airing it out.

He for the most part unspotted the living room of whatever wasn’t taken care of last night.

He set up his bedroom.

He did a full inspection of his house.

The entrance to his kitchen was on the left side of the living room. The kitchen itself was was large enough for a dining table. The kitchen sink, oven, refrigerator, and so on already present. To the far right of the corner of the kitchen was the entrance to the basement.

The basement looked nice and clean. A fresh paint smell lingered. It had three sections. The first was the main body which is entered via the stairs. It’s just a lot of free space. The second was a partially walled off boiler/heater/cleansing system near the left side wall. The third was a walled off bathroom also on the left side wall at the corner in the back, it had a door. It wasn’t anything special like the one upstairs, but it was clean. It’s good to have two bathrooms.

The living room itself now had a couch laying against the right side wall. It previously had been basically walled off by a bunch of other things that now reside in his room. A coffee table laid across it, and a appropriately sized night stand was at its side. The living room, was noticeably more spacious. Still, there were a bunch of boxes that needed unboxing.

He gave a sigh of frustration. Not at all the boxes. Not at all the work already done. It was that filly. He couldn’t get his mind off her. He was in a position to forcibly help and he didn’t.

He shook his head and went back to it.

Going through some boxes, revealed that some smaller clocks and some other knick knacks went missing. The assumption being that Scootaloo sold them. She needed bits to have that many wrappers laying around. He’d have to buy some more.

He closed and locked the window he left open hours before and was pleased to only barely smell dead fast food. He gave one last check around the house to make sure everything was secure, before heading out to the carousel boutique.

The mailbox came in view so he gave it a look. Turns out he had some new mail. He took it and headed back to his house, while browsing the new letters.

A bunch from nobles, some junk mail, and another scroll from Celestia. He unlocked his door again and entered. Quickly, he threw the other mail on the coffee table and went to unsealing the scroll.

Dear James

I’m sorry if I haven’t responded to any letters you may have sent me. I’ve recently realized that now that you’re officially retired any letters you send me would be buried beneath the thousands of other letters my little ponies send me daily. I most assuredly would receive it, but it may take a couple months.

So instead I sent you this.

Below that was some kind of intricate circular spell pattern that took up a good chunk of the scroll. Below that was more hand, hoof, mouth, no it was Celestia so magic writing.

All you need to do is say, “hocus pocus,” and a magical stamp will appear that if used on letters, will go directly to me, and not my overburdened mail assistant.

On other news I think I’ll be able to visit Ponyville on the twenty third in the morning. I must admit, I’m excited to see you again.

Your friend Celestia

“Hocu-what the hell!” James yelled as the pattern lit up and a stamp magically popped into existence far sooner than it should have.

The bottom of the scroll was now glowing slightly. Upon closer inspection he noticed it was more words.

P.S. It would seem my spell matrix went off prematurely. Whoops.

P.P.S. I’ll be visiting your house on the twenty third, in the morning, be there.

He gave a slight chuckle a Celestia's odd joke. He also reminded himself to check the date sometime later today, before once again heading out.

He kept his eyes peeled as he walked, looking for any signs of the mysterious orange pegasus filly. Being that she could potentially fly, he kept his eyes on the sky, even for small clouds. The sky was cloudless today however.

To his dismay, he hadn’t spotted her by the time he made it to the carousel boutique. He entered and bells rang, “Welcome to the- Oh, why hello James,” Rarity said almost sensually, eyelids battering.

“Uh, hey Rarity,” he said waving at the mare who now slowly approached from one of her mannequins, or was is ponyquins, in a predatory fashion. Like lightning a thought came to him, what if she found out. He’d been so busy thinking about Scootaloo and whatever her situation may be that he completely forgot how freaking screwed he probably is.

He started backing away a little as Rarity approached, her hips and tail swaying ever so slightly, whatever intense look she had seemed sinister at that moment, “uhhh, umm. So like I said I’d be here sometime after lunch,” he coughed nervously, “so here I am!” he said raising his hands in a placating way.

“Oooh! I can’t wait. Come!” she demanded before running off to the other side of the large room. Timitivly, he followed her to her only changing room. She opened the door and gestured him inside. “Oh fiddlesticks,” she complained quietly, “one moment please!” she said before running off.

James took the moment to calm his nerves. He hadn’t seen Sweetie yet. Maybe she was at their equivalent to a police station right now telling them everything they’ve done together. He nodded his head dismissively and rubbed his face. He sighed and waited.

While waiting he found a calendar and discovered it was currently the twentieth. That meant he had three days until Celestia showed up, if he included today.

It wasn’t much sooner Rarity came running back with a bunch of folded clothes in her magical grasp, “sorry about that James, I momentarily forgot I still had the clothes I’ve made for you in my workshop, here try these on,” she explained levitating him some clothes towards him which he took. She awkwardly shoved him into the changing room and closed the door, “I do hope you like them.”

He was relieved, at least she wasn’t about to stab him to death with a thousand floating needles, “wh- wait, you already got a pair of my clothes done?” He asked through the door while setting down and unfolding the clothes she gave him.

Rarity laughed which was muffled by the door, “but of course darling! I didn’t win first place for nothing,” She said proudly, “You know Sweetie has been talking a lot about you all day.”

He froze in taking off his shirt, “Oh ya… what’s she say?” Shaking his head, he continued changing into his new clothes.

“She told me how you took her out,” she said, ‘and took advantage of her, and stole her-’ James thought. “To sugarcube corner,” she continued unaware of his thoughts, “and she showed me how much you’ve been helping her learn to cook, and on and on and on. Why, I haven't seen her so so... lively in a while, and it’s all thanks to you.”

He calmed down, happy to hear he wasn’t doomed yet, “I’m glad to hear that,” he said as he got done putting on the last of his new set of clothes. He left the changing room, “so how do I look?”

“You look simply divine,” she said her tail getting a little hike to it, “I trust they’re comfortable?”

“Yeah, this is exactly what I had in mind, I’m surprised you already got a set done,” he complemented.

“Oh ho ho! What do you take me for darling? Here try these on,” She said levitating more cloths to him.

“Just how much did you do already?” he asked.

“I completed four and still have some finishing touches to do with the fifth set,” she stated in a matter of fact tone, “but enough about that try them on, I can make any last minute adjustments you may need,” she urged excitedly.

He did just that. The third set she experimented with sleeves that end just past his elbows. He wasn’t a fan, and she said she’d have it fixed by tomorrow. The fourth set was just as comfortable as the first two. While wearing the fourth set something came back to mind, “Where is Sweetie by the way?”

“Hmmm?” Rarity hummed inquesically after she had been staring at him motionless for a little bit, no doubt looking for any imperfections he assumed, “Oh,” she said snapping out of her daze, “she went to the library after lunch, said she had to return some books that were late.”

“Late? That doesn’t sound like something she’d do,” he commented.

“Speaking of, I hate to do this to you, but do you think you could watch her for the rest of the day? I must admit I’m swamped with work for today. I’ll pay, of course…” she trailed off.

“I’ll do it, also no need to pay me.”

“Such a gentlecolt,” she said her eyes getting half lidded, while he was busy looking over his new cloths.

“By the way, I think I haven’t told you yet, but I’m retired.” He stated.

“Retired? But you’re so young.”

“True, however I’m also rich,” James said with a shrug, “don’t get me wrong it’s not like I plan on doing nothing all day everyday. I’d be bored out of my mind. That aside, Sweetie is my friend.”

“Well, thank you for looking after my dear sister. She’s lucky to have such a good friend,” she complemented.

“I try, so should I go to library and pick her up or wait for her here?”

Rarity glanced at a clock, “Oh, my my my, you should go pick her up and bring her to your place once she’s done, you do have a place right?” He told her his address and how to get to it, “Time is really slipping by, I must get back to work,” she said in finality as she ushered him outside, “ta ta fo- oh wait!” she yelled stopping him in his tracks.

“Yeah?” He asked turning to address her while now outside the front door.

“How’s tomorrow at five sound for our little, get together?” She asked sweetly.

“Sounds good to me,” he agreed with little thought, “I’ll be here at five tomorrow and you can take me to whatever place you where talking about, I’ll even pay.” She looked astonished, “By the way what time do you want me to bring Sweetie back?”

“Hmm?” Rarity said blinking her eyes back to normal from there sudden heart shaped irises. He wondered if she had a weird medical condition. She smiled, “Oh, nine O’clock should be just fine,” she answered, “now if you’ll excuse moi, I have work to do.” She closed the door leaving him to head to the library.

He’s only been there once, when Sweetie gave him the tour. He thought it was pretty cool, but he really had little interest in reading. The reality of a huge living tree as a library did catch his attention.

Only one pony was there when he first visited. An old mare and she was sleeping at the time. He’s kind of glad she didn’t wake up, he fears he might give her a heart attack. It was slightly dusty which he found odd since it was inside a living tree. He supposed that’s just the fate of libraries.

He kept his eyes open for Scootaloo, while on his way.

No sighting of the wayward filly by the time he made it. He entered to find the old mare sleeping in the same spot as last time. The library was even more dusty. It would seem it didn’t get much use during summer break, at least.

“James!” Sweetie yelled out happily. She was at one of the side tables covering her mouth with a slight blush as if somepony just admonished her for making a loud noise in a library.

The old mare seemed undisturbed. He shrugged.

He walked to Sweetie. She had three books on the table all laid out on either side or directly in front, “So what are you reading about today?”

“Uhh, history and stuff,” she said still blushing.

“I was told you had books due late?”

She blinked a couple times, “umm yeah, I completely forgot about them after after all the fun we had together.” She continued blushing even more.

He glanced back to the only other pony in the library, glad to see she was still asleep. “Oh, um my bad, I guess,” he said feeling all kinds of uncomfortable. He was glad she was able to be vague about it.

“It’s okay, it was very...” she trailed off.

“Anyways, your sister wants me to umm, foal sit you until nine tonight. So, I’m going to show you my house.” He stated.

“Really?” she asked excitedly, “lets go right now!” she exclaimed closing the book she had open and quickly piling them on top each other, putting on her saddlebags, then putting two of the books in said saddlebags and then running towards some shelves with one in her mouth like a dog.

“Need some help with that?” he asked as she climbed up a ladder to return them back to their place. She nodded no and quickly put them back. “You can still check those out, and take them home,” he stated as she ran back to him. The old mare still somehow asleep.

“Umm, uhh, I can’t!” she exclaimed.

“Why not?”

“Uhhh, ummm, Oh! Because I turned in my previous books late. I have a one week suspension from checking out books.” she explained.

“Oh sorry, well considering it’s partially my fault I can check them out for you.” James suggested.

“NO!" she yelled, her eyes got wide and she covered her mouth for some reason, "I mean, Awww, thanks, but I’ll be okay. I can still read them in the library. Now can we please please go see your house? Please,” she pleaded with huge eyes.

“Okay, okay, jeez. Yeah, lets go,” he said and they left the library together. The old mare somehow still sleeping.

They walked to his house which got him thinking about Scootaloo again. Still no sign of the filly. It gave him an idea.

“That’s my house right there,” he said pointing to it as they walked towards it, “now I still have a lot of unpacking to do, so it doesn’t look too good on the inside right now,” he continued as they walked to the front door. Sweetie was unusually quiet during the walk. She kept glancing up at him. He unlocked the door and they entered.

Sweetie looked around spotting the couch. As soon as the door closed she sprinted towards it, jumped on top of it. Her chin hit the couch as her forehooves found there way to her slightly wet labia. She lifted her tail and parted her folds, “can we have sex?” she asked, shaking her little rump enticingly or most likely eagerly. She was face down ass up position.

James could only stare in shock at the sudden request. Her tail resting on her back. He took a step towards her wanting nothing more than to take her, as much as she apparently wanted to be taken.

The first couple steps soon revealed that anypony outside could easily look in and see what was happening. Luckily, no pony was outside at the moment.

James freaked out. Swiftly, he ran to Sweetie and picked her up, she squealed in delight, and tried to kiss him, “Sweetie wait,” he said holding her out of reach, “we can’t do that yet, I don’t have any curtains up,” he said turning her to face the windows.

“Oh,” she said in dismay, she faced towards him blushing more, “is it weird that I want other ponies to watch?”

“Compared to some other things that turn people on, not in the slightest. Let me put up curtains before we continue. It may take a bit.”

“And how long will that take?” she asked, clearly annoyed.

“I don’t know,” he answered as he set her back on the couch in a sitting position, she crossed her forelegs and looked away with a ‘humph.’ Which reminded him for some reason, “by the way, do you happen to know of or ever seen a orange pegasus filly with purple hair?” he asked before he started to look for his curtains.

“Umm, no.”

“Do you happen to know of a filly named Scootaloo?”

“No. Why? Who is she?”

“Well…” He wasn’t sure whether or not to tell Sweetie, “I was hoping you knew who she was, because I don’t, and if you don’t then I can only speculate about her situation.” he said with a shrug.

“Her situation? What do you mean?”

“Err, well honestly, I’d rather not say. I feel like I’d be breaking any trust I might’ve earned from her, even though I’ll likely never see her again,” he said with a shrug again, “but enough about that. Let me get these curtains up.”

“Fine!” Sweetie yelled in a tune of annoyance once again crossing her forelegs and ‘hurumphing.’

...

The last almost hour or two was spent putting up curtains, after finding the boxes that had them. Most of that time drilling in screws for the rails. Sweetie all the while sat on the couch and looked annoyed. The curtains did a good job of blotting out the sun, and covering all possible peep holes. He did his room last, “I’m on the last curtain,” he somewhat yelled so Sweetie could hear. He went to work.

After one last check everything was good he turned around and found Sweetie on his bed, in the same position as when she was on the couch. This time however, she was kneeling on her front hooves.

Her hind legs were slightly spread, and her tail rested on her back. Her little holes were both as unnoticeable as they’ve always been. Considering all he’s done to them already, he supposed he was thankful for that fact. Her ponut was little more than a small white indent with some small creases while her slit was a hidden line, mostly revealed by the fact it was currently glistening.

He walked up to her taking off the new cloths he got from her sister, the fate of his previous cloths unknown. Sweeties eyes were closed, “Sweetie why are you doing that?”

Her eyes opened, “Is it sexy?” she asked unsure, as her hips gave a little shake.

He put a hand on her croup which also pinned down her tail and Sweetie gave a little gasp of approval, “yes, yes it is,” he grabbed the base of her tail and lifted her up past her little teats, until they were face to blushing face. With his other hand he brought her into a kiss on the lips.

She pressed into it but then used her forehooves to stop the kiss. She looked at him in a pleading manner. He let Sweetie back on the bed and released her tail which went right to her back, “hurry up,” she complained wiggling her rump, hind legs spread wide.

“Okay, my sexy little filly,” he placed his middle finger on her moist little slit and smeared her leaking pre all over it. Now wet and glistening itself he prodded the end furthest from her hidden nub.

“Hah, nyeh,” she gasped as she tried to impale herself on his finger. He didn’t let her though. With his other hand he took a teet between his thumb and index finger and played with it, “uhh, come oooonnnn,” she complained.

“Jeez Sweetie, it’s almost as if all you can think about is me fu- I mean, is me having sex with you,” he said moving to the other teet. “I know you can talk,” he finished.

“Yes! I want to to aha-” she moaned as his middle finger dipped in a little more than it had been, “-have sex with you. It’s all I can think about!” She yelled, as she continued to try and impale herself.

“How about I give you a tour of the house?” he asked removing his finger but keeping his hand on he buttock.

She gave a mewling whine. As he stood up straight from his slightly hunched position. He firmly grabbed the base of her tail and then aligned his dick to her moist slit. With a slight thrust forward her little lips accepted him entry, “Ahh.”

With his other hand he supported Sweeties chest and then pushed all the way into her. She gave a moan of approval, “So this is the master bedroom,” he said as he began moving in and out of her tight tunnel slowly, “It’s huh not completely done but for the most part it is. What do you think?”

She looked around as she grunted and moaned at his slow penetration, “I-” she moaned, “-I like it.”

“Glad uh, to hear it,” he said resisting the strong urge to go wild on her, “let me show you the rest of the house,” he said picking her off the bed and shoving in particularly fast.

“AHA! Okaaaayyyyyeeee,” she yelled as a orgasm over took her and she cummed, “mmmmmmm,” was all she could manage.

He ignored the wet mess now on his floor and showed her around. Sweetie seemed half way there, so he took it out of her. It was wet and covered in her cum. He put it to her little indent and pressed in. It was easier then some other times. She didn’t seem to mind, even moaned in approval.

He gave the rest of the tour while fucking her ass, if only so she could pay a little more attention and they could have somewhat of a conversation. It was very difficult not to up the speed, on several occasions he started but quickly restrained himself before he began to go over the edge. He ended the tour with the bathroom.

“And lastly, this is the bathroom,” he stated, as the door opened and he put his hands back to their proper places holding Sweetie, “what do you think?” he asked.

“It’s mmm very nice,” she complimented as he continued his slow torturous grind into her ass. Using a foot, he carefully slid the sliding glass door open and stepped inside. He took himself out of Sweetie as if she was a flesh light, “uh,” she seemed to whine. He set her on the raised platform, then went to the shower knob.

Soon hot water poured out of the shower head. Totally skipping over the part were it was cold and he screamed like a girl while Sweetie laughed because she was not in its chilling path. He totally didn’t grab her head as she laughed and bring it to his dick.

On another note, she was getting better at blow jobs and he had to stop her before he climaxed.

The shower was steamy through the glass all the could be seen was steam. The muffled pitter patter of the water from the other side was the only sound currently, “Ahh, mmmmm YES!” A scream of pleasure came from within. Suddenly to small white hooves slammed onto the glass. The forelegs barely noticeable thanks to all the steam, “HARDER! AHHHH!”

Heavy breathing could barely be heard through the constant sound of a shower. After a bit the shower turned off, the door opened, and steam poured out going upwards quickly throughout the rest of the bathroom, as if it was smoke. James stepped out, he was red all over, holding Sweetie who snuggled into his arms with a huge peaceful smile.

They got dry and he got dressed. They still had time to spare so they cleaned the wet mess Sweetie left in his room.

After that they spent the rest of their time setting up his house a little more. They managed to get a decent amount done, but before they knew it, it was time for Sweetie to head back to the Boutique, much to her disappointment. She looked as if she just lost her whole family, when she pleaded not to go. She really needed some friends, that wasn’t just him.

During the walk there he couldn’t help but feel like he was forgetting something. That’s right, he left his original pair of clothes with Rarity. He wanted that back.

Rarity was still very busy when they got back. She quickly gave him six sets of clothes and ushered him out. Any attempts to talk to her were dashed, at least he got his clothes back, and more too boot. With a shrug, he headed back home. Something in the back of his head was bothering him but he for the life of him couldn’t figure out what.

He entered his house and set his new clothes on his coffee table over the letters. He was tired so he laid on the couch trying to think about what’s been bothering him, or maybe get some sleep.

*Knock* *Knock*

Came from the front door after some time. He yawned and idly wondered who would be knocking at his door this late, as he got up to answer it. He unlocked the door and opened it blinking his eyes. He saw no pony at first until he looked down even more. His brain froze momentarily at the sight of Scootaloo looking up to him nervously, “umm hi…” he said lamely.