Sweetie Belle, Strap-ons and Stretching

by PegPony

Rating: mature
Tags: Equestria Girls, Sex, Profanity, Alternate Universe, Human, Sweetie Belle, Porn, Button Mash, Fetish
Length: 6800

Sweetie Belle fucks Button with bigger and bigger strap-ons

Sweetie Belle and Button have a great relationship, their personalities are perfectly compatible, they aren't strangers to romance and their sexual preferences couldn't be more perfectly matched. However, one day Sweetie Belle gets thinking about their sex life and happens upon the realization that Button likes being pegged and also likes bestiality, ordinarily two different kinks...... but who is to say that two kinks can't be combined into one? Sweetie decides to see if she can get Button to take a horse strap-on! This story is set in the FG/AC universe.

This story was written for: Anonymous

Published 2022-05-26 09:50:00 UTC
Last updated 2022-05-26 09:50:00 UTC

Prologue

Sweetie Belle loved anal sex, she had always loved it ever since she became old enough to experience sex, vaginal just didn't really appeal to her. In Sweetie's opinion, having the pussy played with was nice but massively overrated, especially compared to the far more pleasurable and intense feeling of getting fucked in the ass, she didn't understand why some other girls were so uninterested in it. The person she didn't understand the most was her sister Rarity who, unlike girls who were at least willing to try it, didn't even welcome the idea of it, at least not until she eventually did try it and became addicted to a point where her pussy never got touched at all, even going so far as to get into a relationship with Pinkie, a girl in town renowned for liking a bit of back door action. It was Sweetie's love of anal sex that often prompted her to try and encourage her gal pals to give it a shot, though that small quest to get more of her friends into it quickly vanished when she met the boy of her dreams, Button Mash.

Button Mash didn't like vaginal sex with girls but was very into anal sex, Sweetie couldn't have designed a better boyfriend if she tried, not only was he into fucking a girl in the ass but, as she found out later in the relationship, he was willing to take it in the ass too, plenty of pegging sessions had all but confirmed that when they got together. Though one thing did get Sweetie Belle thinking, Button was very into bestiality and she had dabbled in it a little for his sake, so why not take their pegging to the next level? Thus far she had always used an average sized strap-on of a human dick, if they were both into a little light bestiality.... then maybe she could train Button's ass to accept a strap-on that was a tad bigger and a tad less human!

Open wide!

Sweetie knew that she couldn't exactly just surprise Button one day by suddenly bending him over and trying to pack several inches of thick strap-on horse cock into his ass... well, technically she could, though she imagined that scenario going badly. She figured that she'd have to gradually loosen up her boyfriends ass hole just enough that it could stretch in order to take something larger than average, before she even started thinking about how she was going to go about that, she thought it was probably best to ask if that was something Button even wanted to consider, it would be his butt after all, so letting him know the idea and gauging his reaction was the first step... well, actually the first step would be to finish off the blow job she was giving Button, couldn't exactly talk with a mouth full of dick.

Button groaned as he finally nutted in his girlfriends mouth, who eagerly swallowed down every single rope he pumped out from his balls and onto her tongue. As usual, just because he had finished cumming didn't mean Sweetie had finished sucking, as well as making sure that his testicles remained as devoid of spunk as much and as often as possible, Sweetie also made it a point to make sure that the only trace of any sex activity that was ever left behind was either lube or saliva, which meant no trace of his ejaculation anywhere. She was essentially just a whore who couldn't bare to think that she hadn't claimed every single drop of her boyfriends man milk and teasingly covered that fact by insisting she was just "cleaning" him as thoroughly as possible, though she did also find it weirdly comforting to keep sucking Buttons softening cock, even though she'd often try to get him hard again by looking up at him with her cute and innocent face while batting her eyes.

This time however, Sweetie let Buttons cock slip out from her lips before saying "Ahh... I always love the delicious protein shake you prepare for me baby..."

Button chuckled and said "Well, I always love that you're so eager for it, though I doubt many girls would take a "protein shake" up their ass"

Sweetie giggled and said "Good point, though on the subject of ass, there's something I wanna ask you", Sweetie got up and sat next to Button as he tucked his cock back in his pants, the two of them now looking surprisingly casual considering that they were enjoying some oral sex mere seconds ago.

Button, intrigued, went "OK, go ahead babe, I'm all ears"

Sweetie took a deep breath in through her nose before going "Well, you like bestiality and you like pegging, right? Well I was thinking that we could sort of combine the two"

Button raised an eyebrow and said "Do you mean you wanna peg an animal at the club for my viewing pleasure?"

Sweetie shook her head and clarified "No no no no, I mean I wanna starting using bigger strap-ons on you, get your ass nice and loose and once you're properly prepped, I can pound your cute little boy booty with a strap-on horse dong. Thoughts?"

Button thought for a moment, the idea of being trained to take bigger and bigger strap-ons wasn't an entirely unwelcome one so it wasn't out of the question that he might enjoy it on some sort of kinky submissive level, though he did have one question before he agreed and asked "Well... how does it feel for you? Like, anal sex I mean... I know you really like it but is bigger usually better?"

Sweetie Belle nodded vehemently and said "Yes, part of the joy I get from anal sex isn't just the full feeling I get in my butt, it's also the wonderful stretching of my tight back door that makes it ache in a good way. So yeah, so long as you don't take in more than you can handle I would say that bigger is often better when it comes to taking it in the ass, so don't worry about it, I'm gonna be training your ass to take bigger things properly and it's gonna feel way better for you. You think I already pleasure and stimulate you plenty now? Imagine just how hard you'll cum when I'm practically battering your prostate with several inches of thick stiff strap-on stallion dick, you can't deny that the image of me with a massive horse cock turns you on, I can already see your dick throbbing at the thought of it. So whaddaya say baby?"

Button mulled it over in his head and said "Well... I gotta admit that the idea of you hammering away at my ass with a massive strap-on does sound exciting...... ah fuck it, why the hell not? I'll let you be my personal anal trainer until you think I'm ready to handle a fake horse cock ramming itself balls deep into my ass, with the help of the sexy girl wearing it of course"

Sweetie Belle grinned widely and went "Yes! I can't wait to start! Though I think we'll begin your training tomorrow, so how about for now......", Sweetie Belle sat on Button's lap, being sure to wedge his pulsating erection in between her ass cheeks before finishing off her sentence by going "You fuck my butt while I smother your face with my fat tits instead?" The rest of the evening went as expected, Sweetie Belle rode Button until she had once again milked him of the last few ropes of seed he had stored in his cum factories, then snuggled up together on the couch to watch a movie until they were lulled to sleep... though Button was already pretty exhausted, especially since his insatiable girlfriend had decided to give him a hand job halfway through the movie. The next day and the plan was set into motion, from that point onward Buttons cock wouldn't go anywhere near Sweetie Belle's butt, or her mouth, or her hand, it wasn't going to be touched or pleasured at all, the only sex Button would be getting was daily repeated reamings from his girlfriend with the intent to get him accustomed to bigger and bigger strap-ons until he was able to comfortably accommodate something more equine in his rump.

The following morning, sunlight spilled into the room, forcing Button to wake from his deep relaxing sleep and discover that Sweetie Belle had already woken up and was no longer next to him on the couch. He got up and let out a yawn before making his way to the kitchen, only to find Sweetie Belle cooking him an omelette for breakfast, though the breakfast wasn't the surprising part, the surprising part was that she wasn't wearing anything except for the strap-on they always used whenever Button was in the mood to be pegged. Sweetie turned around with a smile and said "Hey honey! I made you breakfast", as Sweetie put his omelette on a plate, Button sat down and only just noticed that on Sweeties side of the table was a bottle of lube and a fairly sizable bright red butt plug, looked like she was going to be taking this anal training thing very seriously if she was already so organized. Button decided to just roll with it and tucked into his omelette while Sweetie had a light salad, once they were finished, Sweetie put the plates in the sink and turned to Button and casually said "So, ready for your early morning fucking?"

Button went "Really? Already?"

Sweetie, very matter-of-factly, replied "Of course, if we're gonna get you gaped enough to take bigger dicks then you're gonna need to be fucked and stretched at least three times a day, once after breakfast, once at midday and once before bed time"

Button thought about that before going "Wait, hold on... what if we're out in public somewhere?"

Sweetie rolled her eyes and said "Then I'll fuck you in public and you'll just have to deal with it, stop being such a pussy and lay back on the table with your legs open, I'm gonna fuck you missionary style", Button didn't see the point in protesting and decided that any future questions he had were probably better left unasked, Sweetie knew what she was doing and he trusted that whatever she did she would be doing it for a reason, so he simply got on the table and held his legs apart, ready to be taken. Sweetie smiled and said "Good boy" before lubing up the strap-on, she knew that Button would be tight initially and so made sure there was plenty of lubricant on her fake cock as well as his back door to make for an easy entrance, though the hope was that he would eventually be able to take it without needing lube. Before getting to the action, Sweetie Belle quickly retrieved her phone and set up a timer for fifteen minutes, then impatiently held onto her boyfriends thighs, ready to penetrate him.

Button groaned as Sweetie slowly pushed forward, easing inch after inch of the thick toy he was used to inside until she was fully hilted in his bottom, she smirked and said "Yeah... you like that don't you? Bitch" before starting to make long and deliberate strokes in and out at a nice comfortable pace, holding him close and whispering in his ear "I love fucking your boy pussy... I can't wait to see you take it when I've got something larger..."

Sweetie Belle kept up her rhythm, never going any faster or any harder, she simply ploughed ahead and maintained her relentless and consistent thrusts, pumping Button's rear in a focused yet relaxed manner, the two of them breathing heavily with the slightest hint of sweat beginning to appear on their skin seconds before the timer on Sweetie Belle's phone ended. Sweetie Belle calmly stopped fucking and pulled out of Button's ass, taking a deep breath in and saying "Phew... OK babe, turn over and stick out that cute little butt for me..."

Again, Button simply complied, shuffling off the table until his feet touched the floor, then turned around and bent over ready for whatever his girlfriend had in store next. Sweetie picked up the red butt plug and applied a thin layer of lube to it, she had chosen this butt plug specifically because at its widest point, it exceeded the girth of the strap-on she was currently wearing, in other words, it was the perfect tool for stretching out her sissy boyfriends greedy fuck hole. She briefly considered whether she should ask him to spread his cheeks, then decided against it on the basis that it would be better in the long run to not have him actively try to open himself up manually, it wouldn't be comfortable for him to do that once he was being railed by some of the bigger items Sweetie intended to use. Once again she set up a fifteen minute timer on her phone, then slowly began to insert the butt plug into his rear.

As expected, it all went smoothly until it got nearer the base, the larger width of the plug made Button grunt as it was forcing his back door to open wider than usual and Sweetie had to put in a decent amount of effort and strain against the resistance his anal muscles were putting up before his bottom obligingly swallowed the invading toy, allowing his hole to clench down tightly once it was inside. Once it was in, Sweetie then began to pull it back, though had to do a little tugging in order to do so, Button gasping in a mixture of relief and pleasure. Over the course of the next fifteen minutes, Sweetie continually pushed the butt plug in and then pulling it back out, re-inserting and then yanking it out, the perfect pattern to challenge his body to yield to more than it had gotten used to, rinse and repeat.

True to her word, Sweetie did the same thing to him every day, three times a day. That wasn't to say that it had become a boring routine, Sweetie liked to experiment with various different sexual positions and Button was always achingly hard before they even started the usual half hour stretching session, often reaching his climax at least once whenever they did so. A week went by with Sweetie gradually getting her boyfriends ass adequately prepared to accept something with a little more girth, it was on the eighth day where she could feel that Button was a little more loose than he used to be that she kicked things up a gear and moved on to phase two of the process. Button woke up and went to the kitchen as usual, he had offered countless times to get up and make breakfast for her once in a while but it seemed like Sweetie liked playing the "house wife" role and insisted that he didn't need to do that for her, she was happy to make breakfast for him.

When Button walked in, things looked pretty much the same save for two things, the red butt plug was gone and in its place was a purple butt plug, though this one looked to be a little longer and thicker than the red one. When Button saw his girlfriend, he noticed that the same difference also applied to the strap-on she had chosen to wear that morning, same color, same species, different size. It was easy to tell that it was longer from the way it drooped slightly whereas the previous one stuck straight out and, although it was only a slight difference, this one almost certainly looked thicker than the one she had been wearing for the past week. When Sweetie saw Button, she smiled and said "Hey babe! I see you've noticed that the cock you're gonna be taking is a little bigger than before huh? Your pucker is much looser from all the fucking and stretching I've put your ass through for days on end, so I figured it was about time we up the ante and start stretching you out even more! So, do you wanna eat your cereal first, or shall I fuck you right now?"

Button didn't say a word, he simply smiled slightly as he leaned up against the nearest wall and shook his hips a little. Sweetie smirked, setting a fifteen minute timer on her phone and immediately picking up the lube to start smothering the cold slippery substance all over the strap-on, she wanted it to be as slick as possible because although Button was looser, this one was meant to stretch him out even more. Sweetie applied some lube to Button's back door, being sure to slide two fingers into his rear to lube him up on the inside, then gripped onto his hips before leaning forward to huskily whisper in his ear "Ready for me to gape your bitch hole even wider and pound you like the girly little femboy you are? Ready to feel how a dick should really fuck a fine piece of ass? Ready to feel your girlfriend fuck you better than anyone else could? Ready for me to please your ass hole better than you could ever hope to please mine? You're such a slut, I bet you dream about being cucked don't you? To watch some guy rail me while I laugh at you and call you a worthless little fuck toy and how you wish that I was a dick-girl so that I could blow a load in your ass and make you squeal like the little gay boy you are huh? Tell me now baby, answer me, are you ready for me to FUCK you?"

That was quite a lot of sexy verbal abuse to absorb all in one go, so Button just nodded dumbly and went "Uh-huh..." as his erect cock pulsed with need and arousal, pre already beginning to steadily leak out from his tip.

Sweetie used a hand to guide the head of strap-on to Buttons rear entrance and saying "Oh honey, you're such a dirty mother fucker... you want it in you soooo badly? Well don't worry, I'm gonna get it in you...", Sweetie licked Buttons ear and firmly pressed the strap-on against his butt, not intending to stop until she gained access into his tight young bottom. Sweetie hadn't even penetrated him yet and Button could already feel that this new strap-on was going to really put him to the test and push the boundaries of how much he could be stretched, he knew that each size was meant to break the limits but it still made him slightly nervous. Sweetie persevered, never allowing the strap-on to go anywhere except forward and Button groaned when the head was finally sank into his tender rump.

Sweetie allowed him a moment to rest before shuffling forward to slowly ease more and more of the strap-on inside him, the large phallus gently gliding into his ass hole and across his prostate until she was finally all the way in, her soft hips pushed up against his buttocks. When Sweetie heard Button whimpering slightly, she was worried that she had somehow hurt him until she noticed a very familiar white sticky mess rolling down the wall he was leaning against. Sweetie giggled and said "Did you just cum? Have you cum already?"

Button, slightly out of breath, went "Mmm... y-y-yeah..."

There was a pause, then Sweetie let out a laugh before going "Wow, you perverted little freak! I knew you liked pegging but that's pathetic! I haven't even started fucking you yet, fucking whore!" Sweetie reached around with one hand to cup her boyfriends balls while using the other to pump his softening dick to ensure he was spent as he could get, though as she moved to place her hands back on his hips, she felt something different about his body when her hand brushed against his stomach. Feeling it properly, she smiled as she stroked what was a barely noticeable bulge in his belly from how well her strap-on was filling him up, her relentless dirty talk returned with a vengeance as she said "Ooh baby... I'm so deep in your fucking guts right now, look at this cute little bump I'm making with my dick... damn, you've got such a fuckable booty, your body was made for me to enjoy! You are my play thing and I wanna play with you, so take my strap-on cock bitch boy!"

Even though Sweetie had been careful on initial penetration, she couldn't resist grabbing onto her boyfriends feminine hips and humping away at him, thrusting as hard as she could and pounding him like she actually did have two fat heavy nut sacks in desperate need of release. Button was feeling so stimulated that he didn't even make a sound, his face just dropped as his brain started drowning in dopamine, his tongue flapped wildly about his face while his eyes rolled around in their sockets. Sweetie practically snarled as she went "Yeah! You like that you little fuck sleeve? Like how roughly I'm violating your ass? I'm gonna fucking destroy you! Your ass will never be the same again when I'm done with you!"

Sweetie only amped up the pace as time went on, always managing to find the power and energy to go harder and faster. Ten minutes later and the timer went of, signalling the end of the pegging session, though that didn't stop Sweetie from delivering one final thrust before pulling out. Button just stayed put, his mind still not having caught up with his body, so much so that he didn't even register when Sweetie had basically forced the purple butt plug into him before pulling it back out... then pushing back in again, starting her usual post-sex fifteen minutes of stretching him out, only with a bigger butt plug this time. Sweetie hummed in contentment, biting her lip at the sexy sight of a butt plug popping into such a tight rear before having to be wrenched out of the muscular grip of the same rear, though it all ended when the timer ended once again. Sweetie did a complete 180 in personality as she put the butt plug to one side and said "OK honey, enough standing there with your fucked out brains! I've made you cereal, so come eat up!"

The same as before, every day at morning, noon and night, Sweetie Belle wielded her strap-on to fuck her boyfriend for fifteen minutes and then stretched him out with the butt plug for fifteen minutes. This time around it took a little longer than the week before, on the ninth day, Sweetie was confident that Button was ready for the final human strap-on she would be using to get him sufficiently prepared to accept a horse one. Button was still enjoying his training thoroughly, though despite his girlfriend always using plenty of lube, he still felt just a little sore from all the constant butt fucking, not to mention the fact that getting used to his ass being so full meant he always felt uncomfortably empty after each session. Day ten arrived, Button once again walked into the kitchen and found himself feeling the same sense of surprise he had gotten the week before as he saw his girlfriend wearing a different strap-on than the one he had become accustomed to, Button had never seen a horse cock but he was surprised that the one Sweetie was wearing didn't fit the bill, this strap-on was so long it went to her knee and the girth looked like it would take up half of her thigh if she pressed it flat against her leg.

Button also saw the butt plug, light blue this time and very obviously bigger than the last one, Button found this all slightly intimidating but remained calm, this was all for his benefit after all. Sweetie Belle smiled as she plated up a simple salad she had prepared for Buttons breakfast and said "Morning! I'd ask if you've noticed anything different if I hadn't already seen you staring at it longingly. I think you should eat breakfast first though, I imagine you'll need the energy!" Sweetie sat at the table with her own salad and waited for Button to sit down to eat his breakfast before tucking in, when they had both finished Sweetie went "You know babe, I feel like maybe I was kinda tough on you the first time with the last strap-on, so I think for your first time with this one I'll let you set the pace, m'kay? Whenever you're ready, you just come over here and ride my cock"

Button simply stood up and, feeling slightly cocky, gave a wry smile as he said "Baby, just start the timer and I'll do the rest"

Sweetie returned the same smile as she set the timer and just sat back, holding the enormous latex length up so that Button could position himself above it. Button squirted some lube on his fingers and spread it around his ass hole, with Sweetie Belle spreading a much more generous helping of the lube all over the strap-on from base to tip, if Button was ever gonna take a horse strap-on then he'd need to be able to claim the whole thing with his rear. Sweetie had to admit that as much as she liked fucking Button, she had been working herself really hard to make sure that Button stuck to his scheduled anal training times and was always very rigorous with him, so this would give her the chance to actually relax for once on top of allowing her boyfriend to take his time in getting penetrated. Button stood over Sweetie Belle with his legs either side of her, bending his knees and allowing her to guide the strap-on to his back door, eager to feel the challenge of yet another thick log of fake fuck flesh trying to cram itself inside his frail and delicate body as his cock throbbed with anticipation.

As Button began working to impale himself on the mammoth member, Sweetie Belle encouraged him by whispering "That's right baby, sit down on my lap with that thing up your ass... lower yourself down on this dick and sink every inch into your cute little boy butt...", Button relaxed, he so wanted to make it happen, he wanted to do it to please himself and his girlfriend, sure she wasn't getting any physical thrill from it but she'd get the feeling of dominance and the sense of pride in knowing she could sexually stimulate him without really doing anything. Eventually, Button's ring slid past the ridge of the head of the strap-on, he had taken the tip and could now comfortably ease himself down until he had the whole thing entombed in his bottom.

Buttons descent, despite the intense stretching his ass was undergoing, actually turned out to be relatively simple on account of gravity doing some of the work for him. Before he knew it, he was sitting on his girlfriends lap ready to be put through some more training.

Sweetie took a moment to admire the bulge that had formed in her boyfriends stomach, it was more pronounced than the last one and more defined in a sense that it showed off the definite shape of what could only be a ridiculously large human cock that didn't exist on any real person, Sweetie smiled as she rested her hands on Buttons hips and simply went "Get riding, your boy pussy isn't gonna fuck itself now is it?" Button chuckled and brought Sweetie into a kiss as he softly started to bounce himself up and down, his buttocks making a gentle clap as they collided with Sweeties pelvis. The sex settled into a consistent and rather sensual flow, it was more like making love than just fucking, which neither of them were going to complain about. Lost in the euphoria of their intimate sex, they didn't realize just how long they had been going at it but knew it had to, unfortunately, stop as they heard the timer go off. They broke their kiss and Sweetie said "OK babe.... looks like it's time for your stretching, time to get off I'm afraid...."

Button, somewhat frantically, went "Wait wait! Can I just do one thing first? Please?"

Sweetie, in an almost motherly tone, said "OK but make it quick, we can't afford to dawdle too much otherwise we'll have to save your fifteen minutes of stretching for later on to make up for lost time, so hurry along with whatever it is you want to do"

Button lifted himself until just the head of the strap-on remained inside him, then did something that Sweetie thought was either really really stupid or really really brave as he simply took his feet and hands off the chair and let gravity do the work, slamming the entirety of the strap-on deep inside him in one swift motion. Button squealed like a little girl as he instantly fired heavy ropes of cum all over Sweeties face, forcing her to close one eye as she felt the last few shots of his payload decorate her tits, as Sweetie wiped the cum from her eye lid she went "Damn babe... I swear that if you didn't need to go through some stretching then I would immediately pin you down and pound you again for doing something like that, though to be honest I don't know if I'd be doing it as a reward or a punishment, fuck... anyway, up and at 'em honey, get in position to be stretched"

Once Button removed himself from his girlfriends lap, the process started again, the butt plug would be squeezed into his rear and pushed in and out for the next fifteen minutes, setting the tone for the next however-many-days it would take for his to finally be prepared to take a full sized strap-on horse cock. The same as previous weeks, it was nothing but fucking and stretching three times a day, similarly it did take a little while longer for Sweetie to feel sure that her boyfriend was ready and after thirteen days she decided that the next morning would be the moment of truth. Button got out of bed, expecting another day of relentless yet wonderful back door training, though the sight he was greeted with when he entered the kitchen was far better than what he had imagined and throughout the weeks he was sure that this was Sweetie Belles sexiest look to date. Sweetie Belle stood there with a wry smile on her face, she had a horse tail butt plug in her bottom, high heel jet black boots and the pièce de résistance, a massive veiny strap-on horse wang so long that it went down to her ankles, it was as accurate and realistic as a strap-on could get. Sweetie chuckled after a short silence and said "So baby... ready to see if your rump is gaped enough to be a suitable replacement for a juicy mare pussy? You'll need to get on all fours so that I can breed you properly...", she couldn't help but feel cocky in that moment.

Button was as still as he had ever been, just staring at his girlfriend, in fact the only part of him that was moving was his rapidly growing erection. After a couple of seconds, Button shook himself out of his trance and quickly scrambled to turn away before immediately dropping down onto all fours right then and there. Sweetie giggled and said "No couch? No bed? You're so desperate you're just gonna take it down on the floor? Well, you might not be too comfortable but I imagine you won't notice when I'm ramming several inches of fake horse dong in your cute little ass", she picked up the lube and, seeing as it was only a small bottle, poured pretty much half of the entire contents onto the strap-on and did her best to smother it over every surface of the ridiculously large phallus, having to physically lift it up so she could reach the tip and ensure every single deliciously thick enormity of her equine length was as slippery and smooth as possible. Obviously, Button needed to be somewhat prepped as well, this would be the longest and largest thing to enter his rear and would likely be hard to take without any lube, despite almost a month of continuous gradual stretching.

Sweetie figured she might as well use up the rest of the lube and coated her boyfriends ass hole with the slick cold substance, making sure that a substantial amount made its way inside his back door and testing how ready he was by pushing in a finger, then another and another and another. Upon finding that she could all too easily shove her fist up Buttons ass if she wanted to, she smirked and said "OK bitch boy, I think you're ready to have your boy booty wrecked by this beast of a battering ram I've got fastened around my waist, open wide!"

Sweetie Belle got in position behind Button and started pressing the head of her horse cock against his rear entrance. Though they were both adequately lubricated and Button had been stretched rather wide, the slightly flared tip of the strap-on forced Sweetie Belle to push with a considerable amount of strength before Buttons butt opened up enough to swallow the first inch of the strap-on whole, Sweetie rested for a second before saying "OK, I'm inside you... you want more you slut? I know the answer already because I know how much of a sissy whore you are, but I wanna hear you beg for it so that you can properly embrace your filthy little desires, just a few words cuck fucker... imagine you're a dumb, empty-headed, feather-brained, desperate femboy bimbo... then ask me nicely to fill your juicy rump with this cock"

Button had never been so hard in all his life, he was achingly and almost painfully erect and was certain that the second Sweetie Belle started to fuck him, then he would empty his nuts and cum all over the floor in an instant. Button whimpered and said "Please... p-please baby... treat me like a m-m-mare and breed me with... with your fat horse d-dick..."

Sweetie Belle had to hold back a chuckle, she would have liked her boyfriend to be a bit more enthusiastic with his request and not be such a pussy about it but considering he was actively asking to have the biggest cock any human could possibly take without too much injury shoved inside him, she decided to cut him some slack and started pushing forward, his ass obligingly accepting every single inch. Button groaned as he felt the strap-on slowly start to fill him as it grazed along his prostate, Sweetie got halfway in until she found that the medial ring was preventing her from making any further progress, she gave a couple of experimental pushes and saw that she wouldn't be hilting inside her boyfriend anytime soon but she didn't want to start applying too much pressure considering that it was good enough to start doing some actual fucking, even if she wasn't fully inside him. Only three thrusts in and Button came, he cried out in ecstasy as he painted the floor white, Sweetie tutted and went "Oh dear, such a quick shot this time around honey, what a messy boy you are..."

Button, slightly out of breath, responded by saying "Harder... go harder...", Sweetie grinned mischievously and started pistoning her hips as fast as she could, delivering as savage a pounding as she was able to muster with only half the strap-on up Buttons ass. Button, still recognizing he wasn't getting the full package, implored yet again "Harder! Get the whole thing inside me! Harder!"

Sweetie grunted and said "For fucks sake, I'm going as hard as I can! Stop being such a needy bitch!" On her next thrust, Button decided to take matters into his own hands and threw himself back, with the combined force of her thrust and his backwards movement, the medial ring slipped in and the entirety of the strap-on was plunged deep down to the base in Buttons rear. For a moment there was no sound, Button was enjoying such an immense amount of fullness that he couldn't vocalize his pleasure and Sweetie was just so shocked that her hips were now able to clap up against her boyfriends buttocks. Although they couldn't see it from their vantage point, Button now had a bulge in his abdomen that was very clearly a massive horse cock and nothing else, anyone seeing it would know without a doubt what it was without a second glance, it couldn't have been mistaken for anything else but a huge equine cum cannon. Sweetie breathed heavily and went "Holy shit... you can take the whole thing...... you're so gaped you can actually handle having all of it inside you...", there was a pause before Sweetie simply said "My god you are so fucking hot!"

Button then got the surprise of his life and yelped as Sweetie suddenly grabbed his shoulders and started to savagely pound away at his ass harder than she had ever done throughout their whole relationship, with a slightly maniacal laugh, Sweetie just whispered in his ear "Yeah, that's right, take it you fucking dick sleeve! I can't wait to use this again with you, think I'm being rough now? Well the next time we use this, I'm not gonna show any mercy, I won't hold back, I'm gonna fucking destroy you! I wanna wreck this ass and make it mine! You're my boyfriend and only I can fuck you! No other person or animal can fuck this good and make you feel so turned on, only me! Cum again.... I won't stop until you do, cum for me you worthless whore! Feel the power of my lust for you and drain your fucking nut sacks!" Such an explicit bout of dirty talk overpowered Buttons ability to stave off his own impending orgasm, he couldn't resist and just like she had requested, he shrieked and sent another deluge of spunk to take its place with his first load on the floor. As his ejaculation slowed down, so did Sweetie Belle, eventually everything stopped and Sweetie pulled out before promptly collapsing on the floor in exhaustion with Button following soon after.

Epilogue

Despite how much they had both enjoyed such a feverish and kinky amount of fucking, they decided that Sweetie would only wield her strap-on horse dong and ram the living daylights out of Button on special occasions, like Valentine's Day and Christmas, the rest of the time they would indulge in the slightly more traditional kind of sex like how Sweetie would give him a blow job, let him fuck her in the ass or their semi-regular activity of going to the bestiality club to have some animal fun, though that was something they did a little bit less than before considering that Button only went there for canine pussy and he now had a dog son at home that Sweetie was happy to fuck around with for his visual enjoyment.

Many people in town always wondered how the dynamic between Button and Sweetie Belle worked, they had a very extraordinary and unorthodox sex life. The usual stuff like romance and casual hanging out was "normal" but in terms of the love life? Sweetie Belle only allowed her one and only dildo to enter her pussy, loved taking and giving it in the ass, was happy to give a blow job as well as some good old-fashioned titty fucking, while Button only liked fucking pussy of the four-legged variety, specifically Lulu the wolf, while everything else like anal and pegging was reserved for his girlfriend, Sweetie Belle. In spite of all of this, they continued with their "abnormal" relationship all because of one simply fact: Button and Sweetie Belle acknowledged that their relationship wasn't traditional but they didn't care, whatever people thought, whether they supported their relationship or ignored it, it didn't matter because, nevertheless, they were in love with each other and that was all that was really important.

The End

Author's Note

Thank you Anonymous for this story idea! I hope you enjoyed it :)