Rearing Scootaloo

by Cardboard

Home *Addition*

Previous Chapter

Author's Note

The previous chapter was getting too long.

So it was decided, *cough* longbeforeanywaywardcomments *cough* to add this as a surprise bonus chapter.

Don't worry, those were regular coughs.


Home *Addition*

With a lazy swipe of his hand James tried to, well he doesn’t know. His mind was foggy and his hand hit something between his legs. Just like that he woke, granted he still strongly felt the pangs of sleep but he now felt what was happening down there.

He opened his eyes to the ceiling, which led to the realization he was laying flat on his back, opposed to on his side. He usually/always would find himself waking up on his side. He also noted one of his lamps were on, providing enough light. Those points were neither here nor there, as his mind was more so on what was happening below his waist.

He could feel the licks and kisses on his morning wood. Looking down revealed a figure hidden underneath his blanket moving as it licked up and down his shaft.

He looked over to where the fillies were sleeping and found only Scootaloo whose wings were still splayed rigid. She otherwise seemed to be blissfully asleep. Sweetie however, was missing, no doubt under the covers.

He was tempted to say nothing and just let her do whatever, as it felt good, but she seemed to be avoiding his more sensitive areas. He thought about it for a moment.

With non-verbal sigh, he slightly sat up and slowly removed the blanket. It revealed quite the sight.

Sweetie laid between his thighs and smiled up at him as she licked from his balls the tip of his dick ending with a little kiss, “morning,” he said, “you know you sh- nevermind.” He almost told her that she shouldn’t do something like this without asking them at least once beforehand, but he was in no position at all to complain? Mention it? Teach? Maybe he’ll do it later.

Sweetie just smiled up at him cutely, “good morning,” she whispered happily, with her cute little voice crack.

“So did you want me to have sex with you?” He asked in a whisper himself, realizing Sweetie didn’t want to wake Scootaloo. That was the only thing he could think to ask because of how turned on she was last night and yet he only licked and used his hands. That and he was currently hard.

Sweetie nodded enthusiastically, before she got a blank face, “nu-uh” she said shaking her head.

“Umm, okay well in that case I’ll get breakfast ready,” he whispered.

“No wait,” she yelled, before covering her mouth and looking towards Scootaloo who was still blissfully out of it. “I want you to wake her up,” she whispered giddily.

Confusion came over his face, “then why are we whispering?”

“I want her to wake up with you in her,” she whispered innocently.

Any pangs of sleep he had, got forcefully dragged into the alleyway. Some bangs could be heard from said metaphorical alleyway as he woke up, “Sweetie,” he began, “do you have any idea how wro-” he was going to continue saying until a thought came to him. He mulled it over.

Sweetie was looking at him waiting for him to finish what he was about to say.

With a sigh, he rubbed his face with both hands and dragged them down, “why do you want me to do that?” He whispered.

“Ever since o-our first time I wanted to wake up with y-you,” she admitted shyly, looking down with a blush.

“Okay, but that doesn’t mean she would,” He whispered back.

“I know she will,” Sweetie whispered with certainty.

“Uh-huh” he said mockingly, looking over to the sleeping pegasus filly in question, and then down to his still hard dick. He gave a sigh, “I’ll do it,” he whispered and Sweetie smiled brightly, “but if she doesn’t like it, it wasn’t my idea and I was against it from the start,” he argued to Sweetie who nodded her head in acceptance, “God, I must be losing it,” he whispered to himself, shaking his head. He figured, he was screwed no matter what. So he might as well enjoy himself. Considering he didn’t tell Scootaloo everything. That was going to be an unpleasant conversation, but one he fully intends to have later today.

Now that he thinks about it, he has a lot to talk about with both of them. First, was telling Scootaloo how messed up the situation was with age and her calling him daddy. Second, was the herd situation. That was something that needed to be sorted out. His mind wandered back to Scootaloo and wondered how that conversation was going to go.

Sweetie drew him out of his thoughts by giving his dick a deep kiss, leaving it wet. She then got up and carefully walked over to the sleeping filly.

Once again he rubbed his face. Not wanting to disturb Scootaloo, he got out of his side of the bed and walked around it to the otherside.

His own bed happened to be just high enough for his, let's say waist, which made something like this possible. Again, not what he had in mind when he got it.

He slowly and gently lifted Scootaloo up, one hand under her chin/neck to keep her head from sagging. It’s something he’s had to do occasionally when a filly or colt fell asleep somewhere not their bed with his former job. It was still kind of odd with her wings stiff like they were. Then he rotated her so that her rump was now at the edge and set her down. It ended up being more/less the perfect height. He spread her legs leaving only her tail as an obstacle.

Sweetie was sitting down with a critical eye to her, “no, no, not like that,” she said just above a whisper drawing his attention.

He was confused, “I don’t think it’d be safe for either of us if I did her mouth,” he whispered.

“I never even thought of that,” she admitted quietly, “no, I want her on her back,” she explained.

“Oh,” he said. He couldn’t just flip her because of her wings so he had to pick her up again and do some slow pizza dough like gymnastics to finally get her back on the bed while on her back.

Now that she was on her back her tail fell down towards the ground at the side of the bed. Her legs were lazily spread apart, giving a good view of her bare pussy lips, cute little butthole, and her adorable nipples.

Yet, she was still asleep. He seemed to recall her being a light sleeper, and that was a necessity for her, he reminded himself. Did she feel safe now? He wondered. What time was it anyway? Looking to the clock, he realized Sweetie woke him up extra early. He continued speculating along those lines. Leaning more towards the idea that she was just wiped out after he went overboard on her, yet again.

He felt something poke his thigh. Looking down he saw Sweetie looking up at him in an annoyed fashion.

“Okay, okay, jeez,” he whispered with a sigh. Sweetie smiled up at him and quickly went to stand just behind Scootaloo’s head so that her own was looming over it. He looked down and lined himself up.

Sweetie used a forehoof to gently move Scootaloo’s head so it was facing upwards and then gave her a quick peck on the lips, blushing as she did so. Just before he considered how to go about doing this, Sweetie looked up, “do it slowly,” she informed.

No way he was going to do it anyother way, at least until Scootaloo said otherwise. To which it felt like she had no say in any of this so far, despite her also having say in some way. It’s just that her choice was without all the facts and knowledge beforehand. That can lead to wrong/regretful decisions. Something he seems to do when it comes to her.

At any rate, he grabbed her hindlegs to keep them in place, and then moved forward. His dick pressed against her soft pussy lips and started to slowly disappear into them. Scootaloo gave a little twitch but still seemed to be a sleep for the moment.

Sweetie for her part gave Scootaloo yet another kiss on the lips, but kept her eyes glued to were their parts met.

He kept going until he gently bumped into her cervix, which got a sleepy gasp/breath from Scootaloo. He could feel her grip around his shaft convulse slightly when she did. He briefly considered continuing going forward but decided against it. So he slowly moved out of her.

The idea of just pounding into her until she woke up and passed out sounded appealing to him. He would fuck her until all she could think about was his dick. He would make her his property and, “guh,” he whispered rubbing his face. Her released hindleg didn’t move much, but he put his hand back for what little leverage he allowed it to give.

Why does he have to get these god awful thoughts. He might’ve crossed many lines, but that was one line he will never cross. The only excuse for crossing the lines he has with Scootaloo is because Sweetie was the one directing him, and that’s not a good reason. Yet, he did so anyways. Huh.

To be fair Scootaloo did say she didn’t care what she had to do to join the herd. He shook his head at trying to make himself feel better about this fucked up situation.

While he was thinking he was moving back in and bumped into her cervix a little harder this time.

“Ah haaaaaaaawwww,” Scootaloo suddenly yawned and smacked her lips a couple times as her eyes blinked open. “Wha-aaaww” she yawned again and stretched he forelegs which bumped into Sweetie. She folded her forelegs on her chest and smiled up at Sweetie, until he started moving out of her slowly. Almost instantly her hindlegs tried to move out of his grasp, so he let them go and they went to his waist. She blushed up at him, “da-daddy?”

That just turned him on so much, but he reined himself in, “do you want me to stop?” He asked, as he continued leaving her slowly.

She blushed a little harder and shook her head no. He wasn’t sure if he should be relieved that Sweetie was right or not. He guessed he’d find out later today when they talked about all this stuff.

He came back to reality when Sweetie brought Scootaloo into a sloppy kiss. So he continued his slow actions. They continued kissing for a while, like five or six strokes. When they finally parted they both breathed heavily, Scootaloo a little harder, “I-ha I love you both!” Scootaloo exclaimed breathly.

That stunned him, “I uh, I- we all need to talk later today,” was all he could think to say. Did he love them? He certainly cared for them. He did go into a completely unreasonable rage after Sweetie came back crying to him. He can pretty safely say he loves Sweetie, and he surely was starting to love Scootaloo kind of like a father, but this was so messed up.

“Okay,” Scootaloo agreed and he continued his slow motions, “could, could you go faster?” she asked, “j-just stop after I,” she quickly and forcefully added, “umm wet the bed again,” she blushed hotly for a moment, “that’s really um it-it’s like super-” she trailed off trying to find the right word. He was still going slow.

“Intense” Sweetie finished for her.

“Yeah, that,” Scootaloo agreed, “and it’s yeah,” she said blushing heavily.

“Okay, I won’t,” he agreed, “and I’m sorry I did so last night, I just, when you called me daddy, I just lost it. I guess it’s a fetish I wasn’t aware I had,” He explained, “by the way it’s called an orgasm,” he informed. She looked back confused, “err when you wet bed and felt really good that’s called an orgasm,” he added.

“Oh, besides t-the mess I really really like those,” she said, “make me orgasm, j-just stop after I do, that’s yeah.” He nodded his head and started moving faster, “Ha yeah, ju-aah just- like thaaat,” she moaned.

Sweetie giddily turned around and backed up presenting herself with her tail raised high. Scootaloo was already too lost in her own world to notice. James watched as Sweetie slowly lowered herself onto Scootaloo’s face such that lips met lips.

His view was obscured by the angle, but Scootaloo did stop moaning for a moment. Sweetie soon after started humping her face and making her own cute little sounds, while Scootaloo’s were now muffled.

This was hot and he wasn’t going to last long as he pumped into her. Looking down he saw her little tits and decided to give them some attention with one hand and with the other he decided to caress where he saw Sweetie do so last night just underneath one of her still stiff wings.

He started with her tits though and she let a long muffled moan as he twisted and rubbed her little nubs. It was hard to concentrate with how close he was. She was giving little jumps each time he pushed into her.

Sweetie was humping faster and breathing harder.

He then brought his other hand to her wing. The moment he gave it a slight touch she froze up. He started to slowly caress her underneath one of her wings. She went back into motion, and let out a muffled scream as fluids flooded out of her.

Sweetie screamed soon after and fell face first onto the bed revealing that she had her own explosive orgasm. Scootaloo’s face was now soaked as she breathed heavily with a huge smile, while Sweetie’s rump was in perfect view, her fur now matted with her juices.

He still hadn’t orgasmed yet, but he was close. So he began unlodging himself from Scootaloo, “w-wait aha you can stay in, mmm, j-just don’t move,” she urged.

“Sorry but, I want to have my own orgasm,” he explained before leaving her. She gave a whine of disappointment but otherwise didn’t say anything. He briefly considered grabbing Sweetie and finishing in her, but she just got done with her own orgasm. That, and he remembered what she wanted last night, which is this to be about Scootaloo. Considering she evidently wanted to wake Scootaloo in a way she apparently wanted to wake up herself. He figured she still wanted this to be about Scootaloo.

With that in mind he lined himself up with her small little asshole and proceeded to pound in, “ughaaah,” Scootaloo voiced by the sudden action, and smiled up at him. Cum continued draining out of her pussy above keeping her tight ponut extra slick.

“Uhghmm, uhgmmm,” she moaned each time he moved in seeming to have gotten better control of her breathing. He felt something but paid it no mind as he was just about to, “Gah!” she exclaimed in surprise as he finally orgasmed inside her. He tried to take a step back as he was oversensitized but had yet to go soft. It was then he noticed at some point Scootaloo had somewhat wrapped her tail around one of his thighs. He took himself out of her but allowed her tail to remain mostly as it was.

Looking up he noticed Sweetie seemed to be peacefully passed out, in her hot position. It was very early after all. He looked down to Scootaloo who was still recovering. Her legs splayed wide as her tail gently hugged one of his thighs. Her privates slick with her juices, as she smiled up at him.

He leaned down until they were face to face, which resulted in him having to back out of range for her tail mostly. Slowly he leaned closer until he kissed her. Her eyes were wide open as he backed up a little to judge her reaction. Then her eyes melted as she craned her head up to meet his for another more tongue based kiss. He could taste Sweetie, and feel the moisture she left behind.

Scootaloo seemed to have much more refinement then Sweetie did when they started kissing. Then again she did have some practise. She seemed to assist his tongue and let him do what he wanted. Yet she directed him in its own dance. Unable to help himself he started to finger her pussy and she started to moan into his mouth and get more sloppy with her kissing.

He kept his eyes peeled on her for any signs that she wanted him to stop, but saw none. Then he brought his thumb down on her clit, “AH,” she yelled, breaking the kiss, “Mmmmmm,” she moaned, closing her eyes as he slowly moved his thumb around it.

Then he removed his thumb but kept fingering her.

She gave a little whine, “wh-why’d you aaa stop?”

“What do you mean?” he asked, playing innocent, as he increased the pace of his finger.

She didn’t look amused, “Yo-aahh you mmmm know whaa-what I-AAHHH!,” she screamed as her head shot up in orgasm as he assaulted her clit with his thumb. Not much liquid came out this time around. With that her head hit the bed and she passed out with a blissful smile.

Now both fillies were passed out but he was still wide awake. He had a lot to do anyway. He had to wash a lot of sheets/blankets now including his own. He had to get breakfast ready after that. Then he considered having them all take a shower together after. There was certainly more than enough room in his awesome shower. He’d leave that up to them, but either way they all would take showers. Then he had to have a talk with Scootaloo and Sweetie about pretty much everything involving their relationships and how all that would play out. He’ll leave that up to them, to an extent, he still had lines he had not crossed and he will put himself in jail before he crosses those lines.

Before all that however, he needed to get another towel to dry them off. Then move them to the other side of the bed.

Today was going to be a long long day, and not only because it was currently super early.