The Cherry Pop Chronicles: Fluttershy

by PegPony

Rating: mature
Tags: Fetish, Profanity, Equestria Girls, Sex, Alternate Universe, Human, Fluttershy (EqG), Porn
Length: 5051

The story of how Fluttershy lost her virginity

Fluttershy is on a school trip to Argentina to learn about the Falabella horse. Still being in school, she has yet to experience the wonders of sex, but all of that changes when she visits Falabella Farms.

This story is the first in a six part series, it is set in the FG/AC universe but should not be considered a direct sequel. Events in this series may take place before, after or even during the events that take place in the FG/AC series, however they are separate story lines, the two series are just connected.

Constructive criticism welcome (and inevitable, probably).

Published 2021-02-17 00:20:00 UTC
Last updated 2021-02-17 00:20:00 UTC

Beastly Beginnings (Part 1)

"You're sure this is where you want go?" Principal Celestia said, Fluttershy was in Celestia's office, it was the time in the school year where students got a chance to go abroad to a country that was specific to their interests. Pinkie Pie had decided to go to Belgium to learn about chocolate production, Rarity had gone to France to study the fashion scene, Rainbow Dash had gone to Greece to understand the development of modern day Olympics, Applejack had gone to China where most of the worlds apples are cultivated and Twilight had decided to go to Japan to further her interest in the constantly evolving state of science and technology. Fluttershy had decided that she wanted to go to Argentina.

"Oh yes Principal Celestia, Argentina is definitely where I want to go. I intend to examine the history of the Falabella horse. I know so little about the creatures, but books I've read suggest they have an intricate genetic background and most of the research I've come across has never been too specific, so I want to see them face to face and see if I can understand more about them." said Fluttershy. She may have been timid and fascinated by animals, but that didn't mean she wasn't well read.

Principal Celestia accepted Fluttershy's explanation and started arranging the paperwork "OK Fluttershy, make sure to learn as much as you can. As you know, everyone is to return after two weeks in their selected country and spend the weekend writing a paper on what they were studying and what they have learned in order to make a presentation in front of teachers, parents and the school board to ensure that our travel initiative is a valuable part of our curriculum and deserves to be supported, don't let me down."

-1 week later-

Fluttershy was finally in Buenos Aires, the capital city of Argentina. She marveled at the city scape, so vast and impressive. However, she wasn't here to go sightseeing and enjoy the culture unfortunately, she had work to do. Luckily, the school arranged all forms of transport involved with the program, which is why Fluttershy wasn't surprised to find a travel van outside the airport with the driver holding up a sign saying "Aleteo Timida". Fluttershy was glad she had decided to learn Spanish in school, otherwise she wouldn't have know that her name in Spanish was "Aleteo Timida".

Fluttershy considered herself lucky that the flight to Argentina that had been booked was an afternoon flight, she had landed in Buenos Aires at roughly eleven o'clock at night and the drive to the the farm she was visiting in The Chaco Province would take eleven hours! At least she would be getting there early in the morning, but she had a rather uncomfortable sleep in the van she was being escorted in.

A little after 10 o'clock in the morning, Fluttershy had finally arrived at Falabella Farms, the cornerstone of Argentinian agriculture. After the driver left, a large man approached Fluttershy with his hand extended "Bienvenidos! You are Fluttershy?"

Fluttershy shook his hand and said "Yes, that's me!" As Fluttershy was greeting him, she saw behind him an extremely large barn adjoining a house and some lush green fields where she assumed the horses were kept.

"My name is Zapato Cuerno, in English you would say Shoehorn" he said, releasing Fluttershy's hand with a great smile on his face "Come come, let me give tour of mi granja!" Fluttershy followed him towards the barn, as they walked they made small talk "So, you are here for learn about Falabella horse, si?"

Fluttershy nodded and said "Absolutely! I love animals, but there aren't many books about the Falabella horse where I'm from"

Zapato said "Ah, great shame there is not more book about the hermoso Falabella, you know why name of horse is Falabella?"

Fluttershy, proud to show her limited knowledge said "Yes! Because the man who bred the horses this way was Juan Falabella!" Zapato was suitably impressed as he pushed open the barn door, where a few of the horses were in their pens.

"Si mi amiga! But did you know first man to start breeding program for Falabella horse was Juan Falabella's father-in-law Patrick Newtall?" This was news to Fluttershy, she was already learning so much and she had only been there a couple of minutes. As she looked at all the horses in their pens, should felt a sudden shudder in her body that rippled across her skin before centralizing at her groin. She blushed and felt a great deal of embarrassment to find she was becoming wet and aroused, she had never felt this way before, at least not around rabbits, or birds or any other kind of animal. In fact, the only time she could recall feeling a similar way is when she first met Spike, Twilight's dog, Fluttershy felt somewhat ashamed as she remembered having to excuse herself at one point to masturbate in the girl's toilets.

As Fluttershy and Zapato moved out of the barn and into the fields, she saw there were a few dozen horses, both mares and stallions, walking around in the open air eating and basically just being horses. A question popped into Fluttershy's mind "So, why are the horses named after Juan Falabella?"

Zapato said "Well you see, Juan Falabella was man who introduce additional bloodline of Shetland Pony, big moment in development of modern Falabella." that seemed like a good explanation, Zapato then continued by saying "Reason for farm Falabella is they are very useful, they can pull small carts, train children in riding horse, fertilizer, is why mi granja is cornerstone for all other farm in Argentina!" Zapato was clearly very proud of the farm that had been in his family's possession for only a generation or two.

Fluttershy then noticed a strange structure by the fence, something that looked to be two wooden platforms stuck together to create a staircase look. "What's that?" Fluttershy asked, pointing at the odd structure.

Zapato looked at where she was pointing and said "Ah! That would be plataforma de cria!" After a pause, Zapato realized that Fluttershy probably didn't know every single word in Spanish and followed up by saying "Oh, perdoname, in English it would be breeding platform! Because Falabella is small, sometimes require platform for breeding purposes, female would put front leg on lower platform so that male can mount with leg on higher platform!" As interested as Fluttershy was, she tried desperately to hide the fact that her panties were getting damp.

During the following days, Fluttershy spent as much time with the horses as possible, asking Zapato lots of questions, reading books, talking to other farmers, nearing the end of her second week she felt like she had learned all she could about the creatures and was ready to write a paper based on all the notes she had made. On her final day on the farm, she woke up and got out of bed, Zapato had been kind enough to let her stay in the spare bedroom of his house. As she got dressed, she decided to spend her final day simply admiring the horses in the fields and walked downstairs as quietly as possible, Zapato was still asleep after all. When she walked through the barn, the horses were wary of her, but interested, for some reason she felt flattered that these horses were paying attention to her and blushed lightly. She continued to walk until she reached the fields and what she saw made her gasp, somewhat in elation. The breeding platform was being used, a brown stallion was humping away at a black and white mare. It seems that she had only just caught the end of their intercourse as after a couple of seconds the stallion stopped thrusting before pulling out and walking away to drink some water, with the mare following soon after.

That was when Fluttershy first took notice of what she found to be the most handsome and most sexy of all the horses there, a stallion with a thick shiny black coat to go with his thick shiny black cock. Fluttershy realized that this particular horse was erect and no mare was interested, what mare could turn down a stallion that fucking hot? Then Fluttershy had a thought, an interesting thought... a naughty thought. She looked around, this was a secluded farm, there weren't any people around and the only person that was around was Zapato, still asleep in his bed. Fluttershy was still a virgin and knew that what she was thinking of doing may not have been legal, but damn did she want to do it. If no mare on the farm was going to help this stallion in his prime, ready for action, then she was going to do the kind thing and be a mare for him. This was her last day here in Argentina, if she was going to do this it had to be now, with great determination she walked out into the field over by the breeding platform. She made sure that the horse she wanted, deciding to nickname him "Caballo Caliente", which roughly translated to "horny horse", was paying attention to her, he was.

With that, she nervously removed her skirt and panties, putting them to one side and then bent over, placing her hands on the breeding platform. She looked over her shoulder to gauge Caliente's reaction, he was walking over with mild interest, likely having never seen a human female before, let alone one who was presenting herself to be bred. It seemed that he found her to be a suitable mate, as he immediately took his place behind Fluttershy with his hooves on the appropriate platform, Fluttershy found that being a very small equine, he wasn't heavy at all, but that little side note disappeared when she felt his erect penis poking around at her behind trying to find a hole to enter. After a minute or so, Caliente was still having no success in locating Fluttershy ready and waiting pussy, Fluttershy decided to intervene before he lost interest and so reached behind and lightly grasped onto the head of his cock in order to guide it to her tight and previously untouched fuck hole.

Being the Fluttershy had never had anything inside her pussy before now, penetrating also presented a problem, her entrance simply wasn't preparing to accept anything phallic. The size of Caliente's dick wasn't the problem, being that he was a small horse his penis was similarly proportioned and a well used pussy could easily accept it, but that was the thing, Fluttershy's pussy had never been used. After several unsuccessful attempts to gain access inside Fluttershy's cunt, the head of his cock suddenly popped in, causing Fluttershy to gasp as her most sacred place was stretched open for the very first time. Caliente was perfect, his girth was a size that stretched Fluttershy open just enough to hit that sweet spot between painful and pleasurable, then he began to delve deeper into her folds. His descent was slow, after all Fluttershy's inside were clamping down very hard on him, this only served to entice Caliente to continue, the irresistible feeling of a hole so tight and warm was enough to make him want to carry on despite any further problems, which was lucky considering after an inch or so he reached a particular barrier.

Fluttershy's hymen, this one final setback and then Caliente would be able to give Fluttershy the dicking she was waiting for. Fluttershy felt a a brief moment of sharp inner pain as Caliente gave a rough shove forward, busting through her hymen with his cock, slowly the pain subsided and Caliente got the full length of his cock inside her, the tip mere centimeters away from touching her cervix. Fluttershy tried to relax and get her pussy acclimatized to being so deliciously full, though she didn't get much of a chance as Caliente began to fuck the living daylights out of her. Fluttershy didn't for one second regret that she had decided to do this, Caliente was firm and primal with his fucking and it seemed that Fluttershy's body was more than happy to receive. It was only after a couple of minutes of fucking that Fluttershy had to hold back a scream of ecstasy as she came, her pussy clenching over and over on the enormity of horse dong pounding inside it, when Fluttershy had somewhat recovered from the most amazing orgasm she had ever had, Caliente had seemed to reach his limit. The sex was never going to last a long time, both Fluttershy and Caliente were experiencing new sexual sensations and both were unprepared for just how good it was, nevertheless it was still satisfying and it showed.

Calienete let out a whinny before ramming his cock as hard as he could into Fluttershy's pussy, his cock head flared, now mere millimeters from touching her cervix. Then he came and came hard, while the outline of his cock was visible in Fluttershy's abdomen, the sheer volume of the cum he blasting inside her was what created a small but noticeable bulge. That was what Zapato thought anyway. Unbeknownst to Fluttershy, Zapato had woken up and upon walking out into the fields had discovered her with a horse on her back and a cock stuffed firmly in her pussy, but rather than being angry or shocked, Zapato was actually impressed. Fluttershy wasn't the first woman to express an interest in copulating with one of his many stallions, but Fluttershy was the first woman to actually do it, not to mention she... well, at least she WAS a virgin until that point. It seemed that not even Caliente's medial ring had presented a problem for her, but then again he was a small horse, either way, Zapato was glad he had captured the whole event in video form on his phone.

Beastly Beginnings (Part 2)

Fluttershy's tongue was hanging out and her eyes were crossed as Caliente finished inside her, it was only when he pulled out of her, allowing his cum to spill out of her now gaping pussy that she noticed Zapato simply standing their, filming her. Needless to say, she was absolutely mortified, she scrambled to stand up and put her panties and skirt back on before frantically saying "Zapato! This isn't what it looks like! I... I..." her brain searched for how she could possibly explain away what she was doing before Zapato placed a finger on her lips silencing her.

"Relax mi amiga, I am not upset and you are not first person to want to be fucked by Falabella" he said.

Fluttershy relaxed a little before nervously saying "I... I'm not?"

Zapato nodded and said "Si, however, you are first person to actually do it"

Fluttershy then asked the obvious question "Well... why were you filming it?"

A grin spread across Zapato's face "Well mi amiga, since laying with horse is illegal here, you have two options. One is I post online and show police, get you arrest" Fluttershy was getting worried, a criminal record for fucking a horse was not something she had ever considered, she was already making plans to look at the legal system back home before trying this again, assuming she was able to get out of trouble.

"Two?" she asked.

Zapato put his phone away, then dropped his pants and underwear to reveal a throbbing erect cock and two very pent up balls. "You please me with body..." he said "Then video will be for personal enjoy, nobody else see". Fluttershy didn't have to think twice as she simply dropped to her knees, she took a hold of the base of his shaft with one hand and gently massaged his balls with the other as she took Zapato's cock into her mouth. Zapato moaned at the soft moist feeling of Fluttershy's inexperienced mouth enveloping the tip of his cock, placing a hand on her head to gently coerce her into going deeper, not that she needed much encouragement. Fluttershy was taking him deeper of her own accord, she wanted to see just how much she could take before her gag reflex kicked in, she was impressed to find she could actually take at least half of Zapato's cock before it became uncomfortably nestled at the back of her throat. Fluttershy began bobbing her head back and forth, making sure to suck gently and use her tongue as she pumped the part of his cock that she couldn't reach with her mouth, she made a mental note to practice deep-throating when she got home, it was a skill that she thought might come in handy in the future.

Either Fluttershy was more skilled at sucking dick than she thought, or Zapato was just a sensitive, pent up and pre-mature, but it wasn't long before Fluttershy's cheeks started being filled with spunk as Zapato ejaculated with a deep guttural groan. Fluttershy kept slowly and delicately pumping his shaft and squeezing his balls, hoping to coax as much of his load as possible into being shot into her mouth. Fluttershy considered her first taste of cum, it was salty, but in a way that wasn't entirely unpleasant and the texture wasn't terrible either. Happening upon the fact that she really didn't mind the substance that had been so unceremoniously squirted into her mouth, she gave a contented sigh and simply swallowed the entire load, moaning gently as she enjoyed the feeling of it sliding down her throat and into her stomach. When she was finished, she removed herself from Zapato's cock and simply looked up at him, his face a picture of satisfaction. As she stood up a thought occurred to her, so far, she had lost her vaginal virginity and her oral virginity, in which case, why not go the whole hog and complete the trifecta? She removed her skirt and panties once again, turned away from Zapato, then as she bent over, leaning her hands on the breeding platform she said three very simple words "Fuck my ass".

Zapato was surprised that Fluttershy, rather than breaking down and crying, or being majorly pissed off and trying to beat him up, had instead opted to offer another hole to him. "I admire your valentia mi amiga, but what makes you think I'm going to folla tu culo?" he asked, what Zapato hadn't counted on is that Fluttershy was feeling impatient, when Fluttershy was impatient, she was a dangerous bitch.

She turned around and grabbed Zapato by the neck, and glaring directly his eyes she practically snarled "You listen to me you fucking farm boy, you just blackmailed me into sucking your fucking trouser snake so don't start bullshitting me now! You basically raped me you sadistic son of a bitch, so now let me give YOU two options. I can go to the police and tell them you raped me by blackmailing me with footage of me getting fucked by a horse, getting us both fucking arrested, or you can do as I say by fucking my ass and we can call it even, so what's it to be you cunt?"

Zapato, clearly a little bit scared choked out one word "Two!"

Fluttershy smiled sweetly and let him go, Zapato immediately gasped for breath "Great!" Fluttershy said "Nice to know we're on the same page here, now where were we?" Fluttershy turned back around and got into position to be fucked in the ass. Zapato, feeling like he had no choice but to comply with Fluttershy's demands, got on his knees, prized open Fluttershy's ass cheeks and went about lubing her asshole with his tongue. Fluttershy gasped, mostly in surprise, but when her shock subsided there was only one other feeling left, pleasure. Fluttershy, while it had interested her, had never really thought about anal play before now, but as Zapato continued to apply long firm licks across her asshole, she shivered in pleasure, this was a feeling she could get used to. Zapato decided it was time to move on and finished off his tonguing by gently pushing his tongue inside and moving it around a little before pulling his face away, with one of his hands keeping her ass spread he moved his other hand up to gently push his index finger into her ass. Fluttershy let out a small moan, she felt every contour of Zapato's skin as his finger pumped in and out of her tightest orifice, she was already rapidly becoming a big fan of anal play and she hadn't even been fucked yet. She bit her lip and moaned a little louder as Zapato added his middle finger to his careful preparation of Fluttershy's ass, Fluttershy was enjoying this too much to let it continue.

"For fuck's sake will you just shove your cock up there already?!" Fluttershy yelled. Her pussy was twitching and wet, if he kept this up much longer without actually fucking her she would cum far too soon, luckily Zapato adhered to her request. Zapato stood up, despite having already blown his load in Fluttershy's mouth, the prospect of fucking her ass coupled with the intimate method of lubing her up had brought him back to a full strong erection. Fluttershy waited with baited breath, frozen in place with anticipation, Zapato lined himself up with Fluttershy's asshole and gently began to push himself in. Fluttershy groaned, the feeling of a stiff cock sliding it's way up her ass made her whimper, it was an alien feeling that brought a weirdly comfortable kind of discomfort and as Zapato got himself in right down to the base, with his hips pushed right up against Fluttershy's butt, she knew one thing. That she absolutely, positively without one shred or shadow of a doubt, loved nothing else more in the whole world than being fucked in the ass. No feeling compared.

In a way, it was almost too good, to Zapato's credit he was starting off with firm yet gentle thrusts, but he had barely gotten ten thrusts in upon initial penetration before Fluttershy let out a squeal and her pussy quivered as she came, juices spraying onto the grass below. "Are you OK mi amiga?" Zapato said, briefly pausing his thrust "Do you want I should stop?"

Fluttershy looked back at him with a glare that suggested she would kill him if he dared to stop "No Zapato, I don't want that you should stop, grab onto my hips and fuck me until you vacia tus bolas dentro de mi culo virgen apretado!"

Zapato decided not to question how Fluttershy knew how to say that in his native tongue and simply set about pounding her butt until he finished. Fluttershy was loving every single second that Zapato was fucking her, her ass was so sensitive and stretched perfectly in such a way that it both accommodated his dick but also squeezed it with every movement, not to mention the stretching made Fluttershy feel like she had butterflies in her stomach. Though as with all good things, it eventually had to come to and, but what an end it was. Zapato was breathing heavily as his hips repeatedly clapped up against Fluttershy's ass cheeks, similarly Fluttershy was panting as his pace increasingly got faster and faster. All of a sudden Zapato gave one final hard thrust as far into Fluttershy's ass as he could go and came, his load was slightly smaller than his previous one, but filled her with a decent enough amount to make her feel the warmth of his body. As Zapato ejaculated he roared out "Oh mierda! Pequena puta! Tu culo realmente esta drenando mis bolas! Eres una perra tan cachonda! Mierda!" Fluttershy didn't necessarily understand all of it, but she knew Zapato was enjoying himself. As their fuck session came to a close, Zapato removed himself from Fluttershy's now very open asshole, allowing her to pull up her skirt and panties. But she still wasn't done.

Zapato was once again caught unawares as Fluttershy grabbed his dick and started jerking him off. "Mi amiga! What are you doing?!" Zapato asked, completely unprepared for yet another sexual activity.

Fluttershy just looked up at him and said "I'm jerking you off, what does it look like I'm doing?" Fluttershy carried on, the quick stroking movement of her soft hand on his cock kept him hard, while Zapato wasn't particularly opposed to receiving a hand job from the delicate fingers currently wrapped around his member, his genital were beginning to ache with over-exertion.

"But mi amiga..." he began "I'm not sure I-" Fluttershy immediately interrupted.

"Listen here you shithead! I'm doing this bit for fun! If anything I'm doing you a favor! I'm not leaving here until I can force the final few drops of cum you have left in your nuts out of this bitch-breaker in between your legs! So shut the fuck up!"

Zapato was once again at the mercy of Fluttershy's whims, he never could have predicted that her losing her virginity could have turned her into such a sexually predatory monster. Fluttershy noticed Zapato's phone in his shirt pocket amidst her jerking motion, she used her other hand to gently pick it up and play the last video he recorded, deciding to help him along a bit. The sounds of horse grunts and girlish moans reached Zapatos ears, while his eyes were treated once again to the vision of one of his horses absolutely railing Fluttershy, Fluttershy decided to up the ante with some dirty talk.

"Sexy huh? It's a shame really, I'm not going to give you my number or let you fuck my teenage pussy, so you'll have to just stay home and jerk it to the thought that the only thing I'm ever going to let inside me is a thick veiny horse cock. It's a shame you don't have a dog really, I can't imagine what it would feel like to have a huge fucking mutt pound his knot into me, I would have loved to have put on a little show for you, or maybe you could have invited a couple of girls from the city to come violate me for your amusement. Believe me buddy, I'd do all sorts of kinky shit, but I have to go back to my home town this evening. I would do some videos of myself to send to you, but like I said, you're not getting my number and you are never ever getting inside my pussy"

Zapato grit his teeth, everything that was happening from what he was seeing, hearing and feeling had all been too much for the poor man and he came once again, his cum leaking out of his abused dick as barely much more than a slight dribble, a fraction away from being a complete and total ghost load. Fluttershy let go of his cock, which was getting softer by the millisecond, she then turn her face towards Zapato and pulled him into a deep kiss. Zapato just accepted it, the things Fluttershy did were so wild and outlandish he had no more surprise to have, though it came pretty darn close when Fluttershy pulled away from the kiss in order to promptly slap him in the face. "You disgust me" she said, then walked off defiantly, leaving Zapato there confused with his pants around his ankles.

When Fluttershy arrived back in town from Argentina, she wrote her paper, got top grades for it and saved the travel program for the school. Well, she had learned quite a lot on that trip.

The End.

Author's Note

Here is my new series, The Cherry Pop Chronicles! As you can probably guess, this is going to be a six part series with each story focusing on one member of the main six and how they lost their virginity. Originally this was going to be one story with six chapters (one chapter per character) but I realized that if I really wanted to do these stories properly, I'd have to make them separate stories in their own right. But there you have it!

Prologue

The girls were all sat in the barn, several blankets had been laid out as well as several sleeping bags, not to mention a table with countless different food and drinks on it. While all the girls regularly got together for some animal fun, tonight was one of those nights where they simply wanted to spend time with each other rather than happen to be in one room together fucking horses and dogs. So they had decided to have a slumber party. They decided to have the slumber party in the barn mainly because there was so much room, but it also didn't hurt that if any of them did feel a sudden need for the company of a mare or a stallion, Chester and Tink were nearby. In fact, Rarity had already given herself a cum facial earlier that evening by jerking Chester off.

They were all getting ready to wind down for the night, but Fluttershy was tapping away at her laptop, finishing up the latest post on her blog.

"So remember ladies, if you're a virgin and want to get into bestiality, start off small, even if it means you have to fuck a few guys."

It had occurred to Fluttershy earlier that she had never really given any info for girls out there who might have been virgins, so decided to do an advisory post on her blog about it. Fluttershy closed her laptop, she was glad that her and her friends had bi-monthly animal fucking sessions, especially considering it gave them all a chance to wear some sexy outfits around Halloween and Christmas, but sometimes it was just nice to get together casually.

As Fluttershy yawned and began to get comfortable, a question floated around in her mind as she was drifting off to sleep. She figured it was probably because of the post she had just made, but she did have to wonder... how did they all lose their virginity?