The Lost Lovers

by PegPony

Rarity and Chester (Part 2)

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Despite not understanding a single word Maximus managed to grant her rather aggressive request and pushed his cock into her snug bottom. Rarity groaned in ecstasy as she easily took her largest cock yet, "OoOohhh FUCK... oh fuck yeah...", Maximus continued to descend until he had fully entered Rarity's body, a small yet visible bump appearing just below Rarity's belly button as he bottomed out. Once Maximus had his thick veiny horse cock completely surrounded by the warm walls of Rarity's butt he began thrusting away enthusiastically, Rarity came almost immediately. Rarity gritted her teeth and said "Shit... shit shit shit I've orgasmed so many fucking times... it hurts, it... oh fuck it hurts so fucking good!" Rarity's pussy was a mess and several muscles had been pulled from being continuously forced to tense and do the actions that the body had no choice but to do whenever she came, her pussy was moist but was simply unable to squirt any fluids, it had none to give, seemingly having run out of the stuff. Rarity's body went limp as her orgasm finished, she was immeasurably relaxed despite the immense pain in her groin, that feeling was masked by the far more intense feeling of pleasure centralized in her butt as several inches of stiff cock was pumped in and out at a ridiculous rate, it seemed Maximus was finding Rarity's loose and gaped ass hole very much to his liking as he continued to increase the strength and speed of his thrusts.

Rarity was again laughing like a woman gone mad, she simply wasn't capable of putting her pleasure into words or even necessarily into incomprehensible random noises, her hair was getting messy and unkempt, sweat began to coat her body and her eyes were slightly bloodshot, then she stopped making any noise and simply let out a large breath as Maximus let out a loud whinny and a tidal wave of spunk was sent rocketing out of his cock deep into Rarity's back end. Maximus kept himself hilted inside Rarity, his nuts resting comfortably against her thighs until he had given all he could give, though as he began to pull out Rarity very quickly pushed back, burying his dick back in her ass and said "No no no! Again! Do it again! I can take it! I know you've got another load in you! You can't have such massive cum sacks and not have at least two ejaculations for me you cunt! Come on! Empty yourself inside me!" Maximus almost seemed to growl as he began thrusting again, though this time he gave about twenty thrusts before whinnying again and deposited the last of his seed in her, after that his cock simply refused to remain hard and he slipped out of her rear with his member retracting back into his sheathe. Rarity gazed down at her stomach, it was certainly much rounder than it was previously and accepted that, inevitably, some of that baby batter was bound to leak out of her bottom, she didn't give a fuck though, she was more focused on the ultimate final goal for that day, Chester.

The same way Tink had the biggest ass in town, Chester had the biggest cock in town and what with Rarity recently becoming an anal whore, she wanted to conquer that monstrous member with her ass, either that or have her ass conquered by it, she didn't particularly mind which way around it went so long as Chester fucked her butt. Although Rarity had expected cum to start leaking out of her abused hole, she found that because it was so deep inside her it had essentially reached a point where the not-so-loose part of her insides was stopping it from doing so, not at all like her entrance which was stretched beyond all belief, to call it a pucker at this point would simply be wrong, it was a hole. When Rarity walked into Chester's enclosure she truly took in just how large he was, at that point she questioned whether she should do it and then answered that question three seconds later with a resounding "Yes". She stroked Chester's side and said "Come along Chester, let's get you to your little indoor area so you can give me a proper pounding...", she gave her ass a little wiggle in front of Chester to encourage him into following her to the indoor area of the enclosure.

Once Rarity and Chester were in the indoor area Rarity went to get Chester erect only to find that he was already partially out of his sheathe, apparently shaking her money maker in front of him was enough to get him started. Rarity smirked and said "Goodness Chester, you really want my ass that badly?" Rarity got on her knees behind him and dragged her tongue along his sack, shivering in ecstasy at the salty taste of his skin, she reached a hand forward to gently jerk his dick whilst she reached her other hand upward to softly caress his pronounced horse pucker. Chester's reaction was immediate, his cock began to harden from having every single sexually pleasurable part of his body being paid some attention, his back door twitching from being so lovingly rubbed, his swollen cum-filled balls churning as a warm wet tongue coated his sack with saliva and of course the hand currently pumping him as he only got more and more stiff. Rarity brought her hand away from Chester's ass and began to use both her hands to jerk him off whilst she stopped licking and pushed her face into his balls, breathing deeply and letting out a shaky moan of arousal. As she felt that Chester was as hard as he could get, she pulled her face away and let go of his massive member, she couldn't wait to get him inside her, instantly rushing to lean up against the nearby stack of hay bales and flipping up her skirt. "Come on baby..." she said, "I'm not sucking you off this time, you're going in the other end!"

Chester moved forward and placed his front hooves either side of Rarity's body, shuffling forward to fuck her. This time, much like Lance, he hit the mark on his first try, pressing his head against her ass hole shortly before it slipped inside her. "Oohh... Chester, mmm you certainly know what a girl is looking for don't you? Come on honey, you know what I want...", Chester was still for a moment before giving a small experimental thrust, only going in an inch or two, seemingly testing the hole he was about to fuck. Rarity was concerned for a second then screamed in delicious agony as he very suddenly rammed his entire cock inside her rear, not even the medial ring slowed him down as he clapped his balls up against her thighs, his cock creating an obscene horse dong shaped bulge in her stomach, so big that it looked as if it could have burst out of her torso at any second. Chester had never experienced a hole so elastic and malleable, it was perfect, Rarity felt so full that when her scream of surprise ended she was just wide-eyed with her jaw hanging wide open, tears of joyous anguish running down her face. Rarity didn't get the time to fully process how she was feeling before Chester began thrusting back and forth, fucking harder and faster than he ever had before, Rarity couldn't react in any other way than just letting her body go completely limp and going full ahegao face, just letting Chester violate her over-used back door.

Chester usually lasted a very long time being that he was a popular animal at the club he had built up a decent amount of endurance but this time was different, Rarity made for a perfect cock sleeve, her butt was essentially an ideal flesh light. Chester gave what may have been the loudest whinny he had ever let out and almost entirely drained himself in the deepest recesses of Rarity's already stuffed insides, her abdomen ballooning out until she took on the look of a heavily pregnant woman, except instead of her womb being full of children, it was her bottom being packed beyond full with sticky stallion spunk. Rarity was still unable to give much of a reaction, she was aware and conscious but couldn't physically or mentally comprehend how she could possibly communicate, even to herself, just how much pleasure she was feeling, just drooling, sweating, crying and once again her pussy quivered in yet another painful yet intense orgasm. They both stayed that way for a while, though much to Rarity's surprise, Chester began furiously thrusting yet again and after a few seconds let out a whinny and pumped the remaining contents of his nuts directly into Rarity, so full of cum was she that her body slightly lifted off the ground and the outline of Chester's cock in her body was no longer visible, she felt like she had now just become a big ball of jizz, like she was a recently used condom.

This time Chester yanked his cock out of her and it was at that point that her fucked up derriere began to let all of the cum she had been holding inside her out, pints upon pints of the white fluid bursting out of her ass hole, it was minutes before the stuff stopped pouring from her butt, the floor was now the new home of the collective fluids of the animals that had fucked her that day. Rarity was a mess, her hair was all over the place, sticking out in all directions as well as clinging to her face, frizzy and disorganized, her belly was tender from the battering it had just taken, not to mention the tingling in her ass and pussy, her face was a picture of dizzied "I've been fucked stupid" expression. Several minutes later she managed to clean herself up a little and make herself look somewhat normal or at the very least as good as she looked before she allowed the animals to plough her fuck hole. She decided that she was finally ready to leave the club and walked back into the reception area, expecting Applejack and Fluttershy to be waiting for her she said "Ooh, darlings! I have to say that even after a day of countless men, women and dogs having their way with my rear, Chester never fails to impress! Whew!"

It was just then that she noticed Pinkie sat on the floor staring at her with wide eyes, Pinkie almost shrieked "RARITY?! You're the woman who's been getting butt fucked left right and center?!"

Rarity chuckled and said "Well I don't know that I'd say that but I have certainly developed somewhat of a penchant for having my posterior pounded that's for sure, why do you ask?"

Pinkie stood up and said "Well thanks to you being the newest anal whore on the block it's been about two or three days since I've last been able to get some decent dick in my demanding derriere!"

Rarity was confused, was Pinkie jealous of her? "Well... what about Pound darling?"

Pinkie scoffed and said "Please, that boy isn't interested in my ass which I think makes him clinically insane, he's only good for pussy. Don't ask me about any of the boys and girls in town because it seems that they are all getting their fix of fucking from a woman who has asked them all to keep quiet but I know for a fact that it must be you! Same goes for the same someone who keeps buying up the few time slots for all the male animals here!"

Rarity giggled nervously with sweat rolling down her temple, she'd never seen Pinkie so angry since the time she forgot her own birthday party, "Well dear... it seems I've been enjoying anal sex perhaps a tad bit more than I should have..."

Pinkie wasn't satisfied "Well I say we have a competition! A contest! Biggest butt slut wins the right to have their ass be the only one the people and animals in this town can rely on!"

Applejack was interested now, "Well technically we could arrange that if you really wanna go through with that, Fluttershy, what's the situation on making sure their pussies aren't fucked?"

Fluttershy thought for a moment before saying "Well, although they aren't strictly for vaginal use a good sized butt plug should do the job of making sure nothing goes in there, though getting them back out of their pussies afterwards would be difficult it is still possible".

Applejack went "Alright, well that settles it! You two come back to the club tomorrow for this odd little tournament while we take care of bringing in the customers!"

The End


Author's Note

Phew! This took way way way too long! Sorry to anyone who has been wondering where I've been, thank you for being so patient with me. To those of you who have made story requests, don't worry, your stories are next on my list! Understandably I'll be wanting to take a little break first, I spent a lot of time and effort on this so you may have to wait just a little longer but I promise that I will be writing the stories you requested ASAP, thank you! :)

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