A Magical Adventure

by PenWick

Chapter 3

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“Wow you really do know more than what I thought, but those adventures are years old and our fame has died down a bit since then. Really I do miss all the fabulousness that lifestyle was. I could be more sophisticated, but everything changes,” Rarity said to Shawn, putting a hand to her forehead and plopping down on her bed.

“Oh come on, you’re not all that forgotten. Why, where I come from you were beloved and many people liked you,” Shawn informed her trying to cheer her up.

“Oh I doubt that, you’re just trying to make it so I don’t wallow in pity.”

“Well if I was lying then would I do this?” Shawn asked climbing on her bed, laying on top of her and beginning to kiss her. Her slid his hand up and down her thigh and then slid it under her robe she had put on after her shower. Rarity then pushed his lips from hers and looked at him, blushing.

“Darling let me show you to your room,” she said pushing him off and walking out to the hallway. Shawn followed and she led him to another bedroom. Shawn looked at her and she tightened her robe around her body. Shawn nodded and then walked into the room and shut the door behind him. He heard Rarity walk off to her room.

“Man I’m an idiot. One of the first people- well ponies, I guess- I meet is Rarity and she isn’t as much a bitch as portrayed, but you never know. Still, I am such an idiot!” Shawn said to himself and he plopped down onto his bed.

Rarity stood once more outside his door ready to knock but stopped when she heard his voice. She had snuck back to the door when Shawn apparently wasn’t listening. Sighing Rarity just turned and head off for bed.

“Hmm, Shawn seems really distraught over this for some reason. He must be more on the emotional side of things. Well, that or it’s because we just made hot passionate love. He seems really upset; he’s probably just a bit more sensitive than most stallions. That’s different, plus he wasn’t all that into me penetrating him. Usually I get a few like that, but it doesn’t give them a complete “boner kill” as Dash would say. Normally it grows on them, Shawn is just different,” Rarity reasoned as she paced back and forth in her room.

“Hey Rarity, I know it’s late, but I thought I heard somepony else here,” Sweetie Belle said as she crept into her sister’s room. Rarity just glanced in her direction, still in thought about Shawn.

“Huh? Oh yeah, that’s Shawn. He will be staying with us for a while. He showed up today and needed a place to stay so he is staying here,” Rarity informed her.

“Is he somepony special?” she asked him suddenly. Sweetie was a little enthusiastic ever since Spike had confessed his feelings for her. She had turned him down, which was bad for Twilight for a week. So now whenever Rarity was talking with a stallion, Sweetie would wonder this same thing.

“No, he isn’t,” Rarity told her, “now go back to bed.”

Sweetie Belle complied and left her room. Rarity then sat on her room and her mind instantly went back to what they had just done in her basement. She had never untied a renter before. But she did for Shawn. Was this a star crossed destiny of some sort or was she overthinking things? Maybe Shawn was just influential. In the end she didn’t know what it was, but she had upset Shawn and he blamed himself. She had to fix this.


Shawn woke up and rolled out of bed. Literally, he rolled out of bed and onto the floor. Woken up by the wooden floor and a hit to the face he clambered back onto the bed. Putting a hand to his face he stood up.

“Man, I wonder if Twilight can teach me a spell so I can make pain go away,” Shawn said to himself as he walked over to where his pants were lying. He slipped them on and decided he would find his shirt later so he opened the door and stumbled into the hallway. He carefully walked down the stairs for his legs were partially asleep as was he. Then a smell filled his nose halfway down the stairs. It was a smell that would catch any man’s attention. Bacon. Getting the smell of bacon in his nostrils, Shawn quit caring about personal safety and bounded down the steps. Landing at the bottom he fell, but stood back up and walked into the kitchen now rubbing his rump.

“Good morning,” Rarity said to Shawn as he walked into the doorway rubbing his eyes.

“Good mor-,” Shawn stopped mid-sentence. He stopped rubbing his eyes and saw Rarity was sitting on the table. She had the bacon, but it was lying on her breasts.

“Oh, do you smell the bacon?” she asked him with a sly smile. Shawn just nodded, then reached out and picked up a piece.

“Mm, good bacon,” he complemented walking to the cabinets to start searching for a glass to pour milk in. Rarity just sat on the table red faced, out of both embarrassment and anger.

“Shawn, why don’t you try picking up this other piece of bacon with, well; without your hands?” she suggested trying to get him to touch her sensitive body. He just shrugged and found a part that wasn’t touching her body and lifted it off of her with his mouth. Standing there proud of himself for doing that, he ate the bacon.

“This piece is slightly burnt. I like my bacon like this, good job Rarity,” he complimented her cooking once more. Then he walked over and pulled the milk out of her fridge and poured some into his glass.

“Shawn, I try so hard to drop my sophistication for you by putting bacon on my chest and you completely ignore me!” Rarity yelled throwing her arms up in the air. Shawn thought she was being completely overdramatic as usual, but he had to calm her down in some way.

“Rarity you need to calm down, I enjoyed the bacon. You are a good cook, no need to want me to hump your brains out for it,” Shawn said jokingly. It only pissed Rarity off even more.

“Oh so you just think because I did this I want my brains humped out of my head? Well, I surely am not a whore Shawn. I was just trying to maybe… I don’t know,” Rarity said as she lost a bit of her anger. She didn’t know what it was she was angry about exactly. “Well I don’t like it when ponies ignore me, and you have ignored my little symbolism here.”

“Well I can say yes I’ve ignored you, but not all of me has,” Shawn told her. Rarity looked at him out of the corner of her eye then lowered them to what she thought he might have been talking about. A grin came onto her face when she noticed the slight bulge.

“Why Shawn, do you not act like what your, uh little buddy, tells me?” she asked him turning to face him.

“Because if I did, then I wouldn’t know anything about anyone besides how good they are in bed. I have to think with my head not my dick,” he explained to her, taking a sip at the end. Rarity then smiled a little bit more and turned to him, her robe still undone.

“Well then let your mind take a break darling and think a different way for this morning.”

Shawn sighed at that thought and thought to himself, oh what the hell, it’s not like Sweetie Belle is around. He sighed and told her alright. She gave off an excited squeal then apologized for it, it was uncivilized of her. “Nah, that’s fine with me. I don’t care if you are civilized or not, that’s your choice. Now me, I’m more uncivilized than civilized, but I can live with that.”

“Awe, thank you darling for accepting me for who I am, now come here and ride me like, what did you call it, a bike?” Rarity told him, pulling him in for a kiss. Shawn let her pull him in and he put his hands on her legs. She put her hands on his pants and began to undo them.


Tom woke up to see that Rainbow Dash was still lying in bed with him, but she wasn’t asleep.

“Hey I just thought I would wake you up in a different way than I would most ponies,” she told him, still stroking his partially limb cock. Tom just looked at her annoyed.

“Rainbow can’t you take a break and just let me relax a little bit?” he asked her. She just let go of his cock and rolled out of the bed. Sitting up Tom stretched his arms, legs and wings. Rainbow did the same and then walked over to her closet. She pulled out some shorts and T-shirt, and then put them on. Once she was dressed she watched a naked Tom get out of bed and put his clothes on. He stood there for a moment to stretch one last time before turning to Rainbow Dash.

“So you want some breakfast? I got some eggs I can fry up,” she informed him. Tom just smiled and nodded. He then followed Rainbow into the kitchen where she cooked some eggs for them for breakfast.

“I wonder what Shawn has been doing so far today?” Tom asked, but it was just to try and get a conversation going with Rainbow Dash.

“Well you said he was at Rarity’s? He is probably tied down to a table in her basement. She is experienced at that and it-,” she stopped abruptly when she saw the look on Tom’s face. It was a look that said, “Wow, you’ve actually done that stuff with her”. She then quietly took another bite of eggs and sat there quietly. Tom just shook his head and took another bite.

“You know you’re probably right,” Tom said.

What Shawn was really doing.

“AH!” Rarity screamed out in ecstasy all over her table once more. Shawn stopped so he could feel her vaginal muscles contract around his cock. They were both covered in sweat and panting. Rarity was lying on her back on the table and Shawn stood off to the side and pounded her. Sometimes he would even stop to eat her out, which Rarity seemed to like a lot.

“Man Rarity… you’ve cum twice already. How long… has it been… since you’ve had a… man inside of you?” Shawn asked her in between pants. Rarity just laid there for a moment before looking at him.

“That doesn’t matter darling because I have one inside me right now,” she replied, sitting up to kiss him. Shawn met her kiss and he made it passionate. He put his tongue in her mouth and both their tongues began to fight for control over whose mouth it was in. Shawn then decided to cheat, so he began humping her again. Rarity began to moan as his cock pumped in between her legs and her tongue battled less. Shawn felt some victory there, but he knew that eventually he would have to pay for rent again.

Tom and Rainbow Dash

“Ha ha and she is probably spanking him with a horse whip!” Tom laughed as he sat back in his chair. Rainbow laughed along with him adding onto the jokes.

“Yeah and Tom is probably wanting to fuck her soo bad but can’t ‘cause he is strapped down, ha ha!”

“Ha! Whew… wait, did you say Tom?” He asked her exchanging looks on his face.

“Uh, no I said Shawn,” Dash countered. Tom just kept looking at her with that face of curiosity and suspicion that she is lying.

“Yeah ok I must just have heard you say my name, like you did so many times last night!” Tom laughed, changing the subject. Rainbow’s face turned a little crimson at that comment.

“Yeah, well… At least I got more pleasure out of it. You know if you were a unicorn… well nah, I’ll just ask Shawn,” Rainbow said, setting Tom up for a trap.

“If I was unicorn then what?” Tom asked her a bit curious now. He felt she was going to challenge him.

“Then you might be able to, I don’t know, enjoy sex a little more… and have more integrity,” she said, whispering the last bit under her breath but it was audible enough that Tom heard her.

“What did you just mumble?”

“Oh nothing that concerns you.”

“Yes it probably does so what did you say?”

“I said you might have more integrity.”

“Integrity? What you don’t think I can last long enough? Or do you think that if I had magic I would be able to last longer ‘cause if so then I will tell you it’s manlier to go without magic ‘cause that’s just the easy way.”

“Oh, so you think you’re manly? Well let’s see how long you can last!” Rainbow challenged him. Tom looked at her and he knew what she was planning from the start.

“Dash I’m not that stupid you know. I’m not going to fall for it.”

“Ok well then I guess I will find Shawn and have sex with him to see if he is bigger or can last longer than you. Hell, he might be both.”

Tom saw what she was doing and it was working. Pride was soon going to overtake Tom and give Rainbow Dash what she wanted. Tom realized this and he then thought of a way to get back at her.

“Ok well if you do that, then I will have sex with Rarity and see is she is better than you, sweeter than you, has bigger boobs than you, or is tighter than you,” Tom replied. He knew for sure Rainbow has pride issues and will give 120% this time to prove she is the best.

“Pfft, there’s no way that Rarity is better than me in any of those ways. Well she might have slightly bigger boobs but not by much!” the cyan pegasus defended. Tom just grinned.

“Well then I will see that once I find and have sex with Rarity and you have sex with Shawn and we will see who is the better.” Rainbow Dash nodded in agreement and they both stood up and ran out of the house, taking off into the sky right after getting through the door to the outside.


Shawn was still going to town on Rarity and she loved every second, and inch, of it. He would go deep into her; sometimes he would even go balls deep into her making her take it all in. Rarity’s chest bounced as she was moved back and forth by Shawn’s thrusting. They were both sweaty and panting harder than before. Shawn was getting ready to cum when they heard the door open and slam shut.

“Shit!” Shawn said pulling out of Rarity and pulling his pants up. Rarity climbed off the table and tied her red, satin robe around her. She then quickly walked over the sink and began to pretend to do dishes. Shawn sat in a chair and began to drink from his glass of milk.

“RARITY! RARITY!” Sweetie Belle yelled as she rushed into the kitchen, “Rarity, I think Scootaloo needs our help!” she yelled. Sweetie had a curled mane that was light purple and pink. Her tail was the same exact way and she wore clothes that seemed to hug her shaping body.

“What makes you think that?” Rarity asked her.

“I was going to the clubhouse today and I heard Scootaloo yell ‘Oh goddamit! Ah!’ and I thought she was in trouble. Hurry we have to save her!” Sweetie Belle ran out of the room.

“I’ll follow her you get dressed,” Shawn told Rarity running after Sweetie Belle. He followed her out of the boutique and down the street. In no time he was caught up with her due to having longer strides. He followed her all the way to the Cutie Mark Crusaders’ clubhouse.

“Ah, Applejack!” was heard emitting from the clubhouse.

“Stay here Sweetie Belle,” Shawn told her.

“Wait, are you Shawn?” she asked him quickly.

“Yes I am, why?”

“Rarity told me about you last night. Are you two dating because if so I-,” Shawn cut her off.

“We aren’t dating,” he told her.

“Well she seemed so happy when she told me about you.”

“We are just friends and your sister is a very nice pony to let me stay at the boutique over the night.”

“Will you stay again tonight?”

“Yes, why?”

“I’m curious,” she told him. Shawn just nodded then starting slowly moving towards the clubhouse. He crept as silently as possible up the ramp. Cautiously he peeked into through the window.

An orange pegasus with a purple mane and tail sat in a chair with her legs straddled. Shawn knew that she was Scootaloo. There seemed to be a head in between her legs that has blonde hair attached to it.

“Come on Applejack. Just… a little… longer, HU- AH!” Scootaloo said and she leaned back in the chair and pushed her pelvis towards the blonde haired ponies face.

“There ya go. See was that bad at all?” Applejack sat up and asked Scootaloo. Scootaloo was just panting with a smile on her face.  She gave a slight nod as a reply.

“Oh holy shit,” Shawn whispered to himself. He pulled his gaze away from the girls in the clubhouse and turned to see Rarity was behind Sweetie Belle now. He crept back down away from the clubhouse and met up with her.

“So what’s going on?” she asked.

Shawn pulled her to the side so Sweetie Belle wouldn’t be able to hear them. He then whispered into her ear, “Well Applejack is, I think, giving-,”

“Scootaloo and Applebloom lessons on what sex is,” Rarity said, completing his thought. He just looked at her in surprise. “Awhile back the CMC walked in on Applejack, Rainbow Dash and Big Macintosh in the barn. So Applejack asked if she could give them lessons and I pulled little Sweetie Belle out of it. She doesn’t need to be learning that yet,” Rarity briefly explained. Shawn nodded at her as if that made sense.

Then before he could speak Sweetie yelled, “I’m coming Scootaloo!” and charged towards the clubhouse.

“Shit,” Shawn said aloud and ran after Sweetie Belle. Rarity pursued after them both.

“Oh no it’s Sweetie Belle,” Scootaloo said standing up to put her clothes on. She wasn’t quick enough for Sweetie jumped into the clubhouse, tackling Applebloom.

“Stop torturing her!” she yelled as she wrestled with Applebloom.

“Sweetie stop!” Shawn yelled as he ran and pulled her off of Applebloom.

“Who the hell are ya?” Applejack asked Shawn as he set Sweetie Belle back onto the floor.  Rarity followed in and grabbed Sweetie Belle.

“This is Shawn,” she said as she grabbed onto Sweetie’s tail.

“Owe! Let go!” Sweetie commanded.

Rarity did and Sweetie stopped trying to fight the others. Applejack stood there still trying to figure out who Shawn is. She had never even heard of him.

“Hey Rarity is this ya new colt friend or ya new “friend”?” she asked putting friend in quotes.

“Yep this is Rarity’s colt friend!” Sweetie excitedly yelled. She had just jumped the gun and was going to make Rarity and Shawn’s lives hell.

“Whoa, whoa, whoa. We aren’t dating,” Shawn stated. Rarity just looked at him for a moment.

“Ye- yeah we aren’t dating,” she joined in, stammering at first. Applejack just looked at them for a moment before giving an approving “mhm”.  They then stood there awkwardly for a moment before Rarity decided to speak up.

“Alright well I better get Sweetie Belle on home. Shawn I will see you later tonight,” she said turning Sweetie around and walked out of the clubhouse.

“Well I better be going as well,” Shawn said beginning to walk out the door but was stopped by Applejack.

“Hold on just a cotton picking minute, ya’ll aren’t going anywhere.”

“And why not?”

“’Cause ah saw you peakin’ in here earlier!” Applebloom blurted. Shawn shot her a dirty look.

“Well ain’t that just a shot in the foot. Now ah have a real reason to keep ya here,” Applejack said crossing her arms.

“Come on-,” Shawn was cut off.

“No you come on,” Applejack interrupted as she walked over to him and whispered into his ear, “on me.” Shawn’s attention was instantly caught at those two words. “Now girls ah want ya to watch how it should really be done, what mares and stallions do,” she said before planting a kiss on Shawn’s lips and placing her arms on his shoulders. Shawn just embraced it and put his hands on AJ’s hips.  The orange earth pony kept up with the kiss for as long as she could before breaking it off.

“Umm… I don’t know about this Applejack. After all they are just foals. Should we expose this to them? I mean, it doesn’t seem right,” Shawn reasoned. He was trying to figure out something, he didn’t want to fill Applejack in front of the young foals.

“It’s all right, Big Mac was once here fer a lesson. Plus, Scootaloo has already been taught a bit, Dash is a bad influence on her,” Applejack replied.  Shawn didn’t have any idea of what to think of this. But what ran through his mind was a picture of Big Mac showing his sisters and Scootaloo his junk.

“So Big Mac… He just came out here and showed them?” Shawn asked trying to make sure.

“Well after sum’ convincin’, he finally gave in… And boy, did he show them a lot,” Applejack replied. She then smiled a bit and Scootaloo had also been reminiscing the time. Clearly Scootaloo enjoyed the memory a bit more.

“Okay well before I do more, I must ask. When were you exposed to this stuff?” Shawn had to ask. If he found that reasonable he would carry on.

“Well, that was a while back. Maybe even ‘fore these two was. Going into heat with a big brother experiencin’ change… Well we did sum’ experimentin’,” replied the orange earth pony who was now off in a day dream of her older brother. Shawn got a disgusted look on his face.  “So will ya do this, after all yer a peepin’ Tom,” she then pointed out.

“Fine,” Shawn said giving her an annoyed look. He knew he couldn’t win with how stubborn she is. Applejack smiled then leaned back onto him and began to kiss him again.

“So all you do is kiss for a long time?” Scootaloo asked, still standing there naked. The little filly just watched as if she was bored, but then her facial reaction changed when Shawn began to undo his pants. She could see the bulge even better when he was just in his underwear.

“All right, let meh get ready,” Applejack said, unbuttoning her red plaid shirt. Shawn stood there for a moment staring at her breasts. She then undid her shorts, pulled her tail through, and took them off. “So ya ready to teach these fillies somethin’ educational?” she asked Shawn. He just stupidly nodded and then slid his underwear off. When he stood back up, Scootaloo and Applebloom saw his hard cock. Instantly they were fascinated by it and wondered how that would feel instead of a finger.

“Wow. You got a big’un one ya!” Applebloom exclaimed.

“Meh, Big Mac had more length,” Scootaloo said just trying to ruin the compliment. Shawn shot her an annoyed look.

“Ok Applejack, lay down on your back on the table so we can show them how to penetrate,” Shawn said and Applejack obliged. Shawn walked over to her, and began to feel the softness of her coat and how muscular she was. Her skin fit her tight all around her body for she was in shape from bucking apples.

“Alright girls watch this closely,” Applejack said. Scootaloo and Applebloom got closer so they could see. One stood by each of AJ’s legs and watched as Shawn shoved his shaft deep into pussy. Applejack gave off soft moans as he did so. The other two watched and even got excited because Applejack seemed to enjoy it. Shawn just began to pump in and out of her. Applejack began to blush and moan even louder than before. Shawn just smiled and began to pant himself.

“Oh man AJ you sure can control all the muscles in your body can’t you?” Shawn asked panting. Applejack just smiled back at him and gripped the edges of the table. Shawn held onto her hips so he would move her a little bit every time he moved.

“So all you do is put your penis in her vagina and do this until you both cum? Lame,” Scootaloo said, waving her in the end as if she was swatting something down.

“Well you can do more than just this Scootaloo,” Shawn said. He then grabbed Applejack’s legs, pulled out of her, and then pushed himself back into rear.

“Whoa! Hold on there partner! We are teaching them sex, not how to get pleasure,” Applejack said reaching up and grabbing his dick.

“Well with sex comes pleasure so we might as well. I mean doesn’t this feel good?” Shawn asked, moving as much as Applejack’s grip would allow him. It was just enough to get her to gently moan.

“Ah guess yer right,” she said letting go and letting Shawn penetrate her anally. He then switched his grip from her legs to her chest. He gently began to massage her breasts, which were firm yet soft. She began to moan louder as he played with her breasts.

Scootaloo looked down at her chest and frowned a little when she saw her undeveloped lumps. She then looked over and saw that Applebloom’s were the same way. That made her feel a little better about herself. When she looked back, Applejack had sat up and Shawn was sucking on her nipples.

“Ah, this feels good,” she said as Shawn massaged her nipples with his tongue. Applejack was moaning louder than before now and she felt like she needed to please Shawn a different way as well. “Girls there is another way to please yer stallion,” she said getting off the table.

She got onto her knees and began to suck on Shawn’s wet, hard cock. Scootaloo watched with a want to do that in her eyes. Applebloom quit watching and was using Applejack’s dildo she had brought, in the corner. Applejack just kept on sucking on Shawn and then decided to try and deep throat him. She went down and could almost get to the base, but couldn’t quit reach it.

“Man you can deep throat,” Shawn said as a compliment.

Scootaloo stood there silently for a moment before asking, “Hey Applejack, can I possibly suck him too?”

Applejack immediately stopped and Shawn turned his gaze towards her as well. Applebloom even stopped her-self pleasure to see what they would say.

Scootaloo just continued, “Well earlier you said we might need a hands-on-experience and you even pleasured me with your tongue so I thought I could get a hands-on-experience here,” she explained, using Applejack’s own words against her.

“Well ah did tell ya that,” she said.

“Oh no, I have my standards and I won’t let a foal give me a blowjob,” Shawn said covering up his junk with his hands.

Applejack looked at him in annoyance, stood up, and walked over to Scootaloo. Applebloom went over to join them and together they began to scheme.

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