Mare for his Troubles

Story by Runa on SoFurry

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Art - kirsenter

Writing/Ilorek - Runa

Matilda - Gilbertthepony2

This story sees Ilorek alone in his office dealing with papers when a sudden urge to indulge his kinkier fantasies takes over. What starts as a brisk visit online to extreme size-play sites ends with one of his students helping him live out his fantasies for real right there in his office!

Warning: Story contains so much fisting and prolapse (both vaginal and anal) it'd make a doctor blush, so please do keep that in mind and don't read it if you're not into more extreme gaping/prolapse/fisting material.

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Mare for his Troubles

Ilorek sat alone in his office, beak illuminated by the glow of his tablet as he read over one of the papers written by his students. As a university professor at the Klyneth Academy of Science and Magic, most of his classes revolved around the scientific intricacies of how the two forces worked for and against one another or the history of magic use. One of his classes - The Audacity of Alchemy - delved into the viability of, what else, alchemy, and had some interesting proposals he had to read.

One paper, in particular, was a fifty-page dissertation on the viability and plausibility of the Gods of Dalon being real. This caught his eye because it was something he'd been researching on the side for much of his career. In this paper, the student theorized that the Gods were likely normal folk born over 1,200 years prior - back at the beginning of recorded history - who had somehow found the key to eternal youth and therefore were able to gain unlimited power.

A plausible theory but not one that Ilorek was comfortable in sharing or validating, especially considering he was an alchemist who shared a name with the godfather of alchemy. He was sure to put down some notes disproving the paper's theory based on his own knowledge of the matter. He certainly couldn't let the truth get out; if anyone had learned who he really was it would create shocks in the scientific and dogmatic worlds! That simply would not do.

After skimming through that paper he decided it might have been time to take a break. He had been reading various theories and proposals all night and he was frankly getting sick of it. His students were, for the most part, quite clever and it didn't take much for them to stumble upon truths and theories that he and the others had been trying to hide for their entire lives. Just once he wanted a class that passed, did well enough to go on with their lives, but didn't disrupt the balance of things.

Science and magic were both two opposite sides to a coin, both adhering to the same laws of physics while having vastly different paths they were to follow. Science was always seen as infallible and pure, the natural law that was true no matter what happened and was gradually unearthed by the most intelligent folks the world over. Magic, on the other wing, was thought from the beginning of time itself to be a product handed down from the Gods themselves, which was why religion was so prominent no matter where you went.

As far as most people were concerned, the existence of magic - the ability to remotely manipulate energies by utilizing ademane in the system - was proof that the Gods existed.

This was what upset Ilorek. Most people saw the Gods as the source of magic and that's what he liked to hear but this other student had theorized the contrary, proposing that Gods were made by magic and that much of history had it backwards. He was right, but Ilorek didn't want him learning the truth.

He shut his tablet off, tossed it into his desk drawer and leaned back into his chair with his hands behind his head, fingers interlaced and claws digging into his flesh. There were many ways to go about dealing with this but he figured the day was lost and it was time to break out the wine!

The hippogryph had a wonderful blood, berries, and uriel wine that he loved to break out on days when he was fed up with his day job. His night job was a lot more fun, because he got to make porn on his ranch with his livestock and a trampy girl named Arnika as well as various guests. That job was fun, grading papers was not. Sadly, he needed to work in academia if he wanted to keep his fingers on the pulse of new discoveries and help guide them in the direction he and the others wanted.

Which meant, on this day, all he wanted was some of that blood, berry, and uriel wine! Few people could handle blood wine, but carnivores needed it if they wanted to not spit it back up. Plus, the blood gave it a deep red colouration that made him feel like a vampire and that was certainly cool. All the students liked vampires.

He popped the cork, poured a hefty serving into a wide-mouthed wine glass, and slid the bottle back into the mini-fridge next to his desk where it stayed when not in use. He then carefully slipped out of his pants, unbuttoned his shirt, and leaned over his desk to focus on his computer monitor while idly lapping at the surface of the wine in his glass.

It was fap time, as far as he was concerned. A bit of wine and a proper climax would be a great way to finish his day before heading to bed. While his browser booted up he glanced over at the cot he had in the corner which he used to sleep at work in his office if the need ever overcame him, which it often did. Knowing that his day was over and most of the students would have gone home already he kicked his pants to the side and peeled off the rest of his shirt to sit fully nude at his computer desk.

"Alright, time to get freaky." He said to himself as he took another sip of his wine and opened a link in his favourites list that took him to one of his kinkier fetish sites. Filthy ferals, it was called, and it focused almost entirely on doing the most depraved yet sexually satisfying things to quadrupeds - most of which were sentient but acting feral for the sake of the camera. He stayed away from some of the more extreme stuff that required magical healing or baths afterwards but he loved size play.

His most beloved, most favourite type of porn was extreme size play between gryphons and horses, regardless of what the pairing was. He was a hippogryph so it was natural for him to be drawn to his own kind on both branches of his family tree, and the extreme nature of the sort of thing he liked really took the participants to the limit.

Massive gryphon drakes impregnating mares or studly stallions mounting gryphon hens were both things that got him going more than anything else. Horse on horse or gryphon on gryphon was also fun and he was even keen on bipeds doing all sorts of kinky things to the participants involved. Fisting was fun, extreme gaping tickled him just right, huge insertions (including pseudo-unbirth with imurines stuffed into mares or gryphon hens or pseudo-anal-vore into anyone or anything, really), up to and including prolapse was his kind of gig.

Years upon years of honing his craft in porn and with various other mages ensured that he knew the ins and outs of the more extreme stuff and knew when it actually hurt and when they were just acting. He hated it when the porn actors acted or were hurt but the site he went to which catered to his fetishes also catered to extreme BDSM stuff and that made searching for proper extreme size play rather difficult, especially on the school network.

Still, he knew to use the proper tools when delving too deep on the net and never booted up his personal sites without precautions.

After booting up that first site and browsing through the variety of new posts that were made available that week he quickly grew bored and decided to flip over to his personal site, The Ranch. He knew it was a little narcissistic, but he knew what he liked the most and regularly made it with the aid of the potions he brewed at the university so he knew his subjects were never in pain.

His site had categories that were fun to browse right at the top of the page. There were three main drop-down menus each with their own subcategories: Anthro on Anthro, Anthro on Feral, and Feral on Feral. Sub categories beyond that were divided by species and kinky act and there were filters to limit search results to certain actors or creatures. One of the fan-favourites was Ceylon, a long time friend of Ilorek's that acted as a feral for the cameras and was into the same kinky shit he was.

After gently browsing for a while, he settled on a video he had only recorded a month prior, one where he led Ceylon to some straps to hold her in place while stuffing a series of increasingly large toys into her all the way up to a life-sized egg toy that he accidentally pushed in too deep and got stuck in her womb, forcing her to struggle to lay it again the following day. After the toy - which had no tether because he didn't think it was possible to get lost in her - lurched past her gaping cervix, he opened her up with a custom speculum to get a good camera view down her canal to show her dilated opening and the blunt end of the egg poking out but unable to escape.

Just for fun, he even added a scene where he lubed up his entire arm and went shoulder deep in her rump while the speculum kept her gaped open so that the camera could see her walls shift and constrict every time he slid his arm into her tail hole.

It was a very kinky video, one he filmed on his own without help from his wife or coworkers that wasn't all that popular on the website despite it being one of his favourites. The most popular videos were in the Anthro on Feral category, usually involving stallions or canine studs filling one of the actresses he hired, knotting or inflating them with cum before pulling out in a glorious burst of pearly mess. Very fun, very juicy, but it was the Ceylon video with the speculum and the anal fisting that got him hard.

His equine sheath had swollen and his member had fully unfolded, its length drooping down over the edge of the chair and dripping precum onto the carpet below as he watched the closeup that came seconds after the egg disappeared into her.

Then a knock came rapping at his door. "Professor? Are you in there?"

Panicked, he exited the video and minimized the screen. "Yeah, but give me a minu-"

Before he could finish his words of caution the door swung open to reveal one of his students. A chestnut coloured mare by the name of Matilda. "I was wondering if I could get some help." She was wearing a short skirt and a tank top and her presence was made known by a wafting scent of estrus washing over him within seconds of her emerging. She was part of the archery team and must have just come in from some practice, which was why she was sweating and filling the room with her aroma.

In this split second it became painfully clear to Ilorek that he had failed to exit the video and had only minimized it; sounds of nickering stallions and mares in the background could be heard but were overtaken by the focus of the video which was the juicy queefs of Ceylon's cunt closing around the egg and forcing the air out. He considered hurriedly closing out of it to save face but figured it was too late for that and it wasn't like he was hiding that side of his life.

He was in the video, of course, on a website he owned and operated that clearly took place on his ranch at home. This was just part of his life, so he owned it, even if he was nude and his cock was still at almost full mast and glistening with an overflow of precum. "What can I do for you?" He asked, leaning back with a knowing grin. If she was going to walk in without waiting for an invite she got to deal with the image of his member standing at attention.

She was an adult, after all, and he didn't consent to her entering his office.

Yet despite that her response proved to be the exact opposite of what he expected. Rather than make a joke or act in disgust, she raised her ears and listened intently to the sounds coming from the video, a knowing look on her face. "That sounds familiar. Is it from The Ranch? Are you watching yourself you old perv?" She couldn't help but chuckle while casually closing the door behind her.

Her response piqued Ilorek's curiosity. "I was, yes. How do you know about that, though?"

"What, you think that just because I'm a mare I don't watch porn?" She challenged him while doing a sexy walk from the door to his desk. "I can be kinky too, you know." As she leaned over his desk, she gently slid his monitor to the side while pressing her breasts to the wood, deliberately squishing them while she waited for him to turn the video back on, eyes trained on the screen.

"What was it you wanted?" He asked nonchalantly, trying to pass off the encounter as natural despite it clearly being a bit inappropriate. Sure, Ilorek was fine with inappropriate, but he wanted to be sure she was as well before acting sexual towards her.

Without missing a beat she turned from the screen and looked him straight in the eyes, biting her lower lip and reaching up under her short skirt to pull her panties down - her arousal-soaked panties - to her knees before stepping out of them. "I don't remember, but now I want to see that video you have playing. Come on, turn it back on and we can go from there."

Reluctantly, he narrowed his gaze and moved his mouse over to the corner to reopen all the windows he'd been looking at. In the minute or so since she arrived, the video had gone from the initial insertion of the egg to the speculum gaping and the camera shot down her cunt right past her cervix with the toy lodged as deep as it would go.

Matilda nodded and moaned to herself, lifting her one foot up onto the chair opposite Ilorek and forcing a pair of fingers into herself. "Mmmm, yes, that's my kind of kink. And if I'm not mistaken, is that Filthy Ferals I see?" She pointed to the screen with her unoccupied hand, grinning all the while.

This was when Ilorek noticed that he hadn't exited that site but had only opened a new tab. Part of him wanted to blush or to shrivel up at being so boldly caught looking at that site while in such a clearly aroused state, but the rest of him was excited to see that there was another near him that shared his extreme tastes. "It is." He confessed. "Got any favourites on there?"

She continued to finger herself, sensually grinding her digits inside herself as she bit her lower lip and tossed her mane, tail hiked up and flagging as she grunted and pushed down on herself. "I must confess, I love it when they get fisted so hard their insides come out to play upon extraction. I can do that you know. It's called a rosebud." She then pulled her fingers out from her skirt and licked them off.

Ilorek's cock returned to its fully engorged state, swelling in place and drooling precum. "I've heard of it. Can't get my girl to do it, though. I don't suppose you'd be willing to show me, would you?"

"You're damn right I would be." She nickered at him before pushing the chair her hoof was on away from her. Then, right in front of him, she turned and hiked her skirt up to expose her plump equine pucker and thick meaty vulva - both of which were soaked with her juices already - with both hands wrapped around her cheeks to pull the flesh apart. She then grunted and pushed down, forcing her rump and pussy to dilate and unfold, pink and red flesh emerging as her passages turned inside out and drooped downward, literally drooling a combination of liquid arousal and anal slime onto his desk.

For most people - especially those in the medical or magical healing fields - this might have been a nightmare. But Ilorek, a connoisseur of cum-dumpsters and kinky fuckery all around, couldn't help but lean forward and cradle her exposed cunt to slip it back in, rubbing her G-spot as he put it back into place then using a few fingers to stuff her ass back inside followed by his fist, which easily slipped past her opening as her flesh swallowed him to the wrist.

The sensation of her exposed, wrinkled ass flesh in the palm of his hand and constricting around his wrist nearly made him pop right then and there before he pulled back out and sat back down, the suction of his hand pulling her insides out once more.

"Well, I confess I don't know what to do next." He admitted to her as he leaned back, member at full mast and glistening, the reflection of his computer monitor - which was still playing the Ceylon speculum video - reflecting off the juices.

She glanced around the room to see the cot off in the corner. "Well, I'd be happy to have you quickly take me hard and deep before I get to the questions I had in mind. I admit my brain has quickly turned kinky in the presence of all of this." She remained turned away from him, tail up and holes exposed so she could push and pull on her passages in between every few words, showing him what she could do to him if he was inside her.

But Ilorek was a touch tentative about this. "I don't know, Mattie. You know I'm part stallion and once we start I doubt I'll last thirty seconds. Plus from what I can tell from your, uh, drooling pussy that you're in heat. I'll have to wear a condom, at the very least."

Matilda pushed her rump out one last time before letting her skirt drop down and stepping away. She then took a few steps towards the door and unclasped her garments, letting both skirt and tank top fall to the ground. "Fine by me. Your cock's the size of my forearm, I'm happy to do what's necessary to feel that inside me. So come on, stud, stop being a teacher and start being my boss." While she spoke she eyed up a tripod - the one Ilorek used to mount his phone camera while filming impromptu scenes.

It wasn't immediately clear to him what she meant by that but he did quickly pick up on her subtle clues that hinted towards her wanting to be a star on The Ranch. She knew about the porn site, was okay with his kinkier exploits, wasn't shy about showing off what she could do, indicated she was willing to spend time on what amounted to his 'casting couch', and even hinted that she wanted to be filmed. He was okay with this as long as it remained professional.

"Alright, let me set up." He insisted as he got up off his chair, cock nearly knocking his monitor over in the process and splashing some precum all over the screen.

He was able to stay hard while setting up his phone on the tripod, something few could have done. To him, the preparation for a scene was as exciting as filming the scene itself and he was more than happy to put in the work to make something memorable.

Even if he knew the actual action would be less than stellar.

While he finished setting up, Matilda crawled onto the cot with her ass towards the camera and tail flagging as high as it would go. She wasn't grunting or forcing out her bowels yet - she knew enough to save the good stuff for the camera - but did within seconds of him pressing record and saying 'action', only to have him tell her to hold up for a moment.

"Whoa, there! Hold up a moment. Let me get this ready, first. I know I said action but it takes a few seconds to really warm up." He then pressed a few buttons on the touch screen and waited until the timer had officially started. "Don't worry, we can edit out this stuff."

"Stop talkin', 'Rek! Let's see what you can do to me in..." She paused to look at the clock. "Five minutes. That's all you got before I gotta ask you a few things and be out of here."

Ilorek glanced up at the clock and grinned. "Oh trust me, if you're already loosened up I can do a lot. Brace yourself, and the safe word is Boomwakkado. Say it so I know you got it." He instructed before making a move towards her. He wanted to be sure she was prepared and ready for him.

"Boomwakkado." She said back but then sealed her lips while she waited for him to start.

From there, Ilorek made quick work of her in front of the camera, using her like an object to stuff her and test her limits before the climax. He told her to either be active or passive, no half measures for this video in particular. If she was going to be used as a sex object, she needed to be submissive. If she wanted it to be more traditional she needed to respond and instigate.

Despite her being a strong, powerful mare who was known to be in control, she conceded control to Ilorek for the sake of testing him to see just how far he was willing to go. She planned on pushing herself to the limits, forcing her flesh out and constricting him with her pelvic muscles but beyond that, she wanted to let him have his way with her.

So he did, and he loved all five minutes of it.

As a dominant, he started by sidling up next to her and wrapping his arms around her side to spread her rump cheeks, gaping both ass and cunt at the same time. He fingered her pussy and used the juices to lubricate her ass and vulva before slipping a fist into one hole and then the other, finishing the first mini-scene by getting in behind her and shoving two hands in her, one in each hole. Before moving onto the next scene, however, he forced both fists into her cunt, interlacing fingers to form one major fist inside her and yanking it out at once, leaving her gaped and her cervix hanging outside her.

Content with a brisk minute or so of intense fisting, he moved onto the next scene which involved a tunnel plug he kept locked in his desk drawer - one large enough to spread a dragon cloaca. He lubed it up using mostly her own fluids and forced it in as deep as it would go, gaping her in the process as her bowels made a guttural squelch with every breath. He even spent a moment with a flashlight and the camera up close to show the ruby red walls pulsating and drooling everywhere.

Once he took the tunnel plug out, her bowels came with it and sagged a solid six inches out of her, drooling various fluids onto the cot before he cradled the tip of her prolapse in the palm of his hand and stuffed it back into her using his fingers.

Not to be outdone by a more active partner, she relaxed to have her rump and pussy open up before grunting and pushing down, forcing bowels and cunt out all at once with a sputtering of fluids and a gentle squirt of feminine ejaculate that nearly hit the camera.

Her intensity and passion for what she did kept Ilorek hard throughout it all, and he even took a moment to get a good look at the waterfall of precum trickling out his tip to join the puddle of her ejaculate on the floor between the bed and the camera stand. While her prolapse remained hanging outside of her, he quickly applied a condom to his throbbing cock to save as much of his essence in the reservoir tip before returning to her, using two fingers at the tip of her rectal flesh to gape her as best he could followed by doing the same thing to her slightly dilated mare cervix.

Unlike most mammals, mare wombs open up when in heat, which was about as straightforward an indicator he needed a condom as any.

After playing around with each of her openings, he pushed both her holes back into her and got up on the bed beside her, one hind leg up on the cot and the other on the ground while making sure the camera got a good shot as he slid his condom-wrapped member into her pussy so deep he could feel the pop as his head lurched past her cervix and into her womb.

As expected, he figured he wouldn't last long so he pulled out, bringing every wrinkle of flesh of her vaginal canal out with him, glans still in her womb despite being outside of her body. She didn't want to let go of him and he knew that might have led to an early finish so he tugged harder until he heard an audible pop followed by a splash as some of her fluids seeped out her cunt to the ground.

Not content to leave it there, he forced himself into her rump with her pussy still inside out, balls slapping on her now-external vaginal walls alongside every shallow thrust. She seemed to love it, as indicated by the gentle moans and nickers that came from her at the apex of every motion of his, right up until she grunted and pushed down, forcing her colon out of herself while he was still inside her, dark red flesh practically reaching out to swallow every inch of his member to the base!

He knew this was basically the end for him. He was excited, to begin with, her extreme kinks tickled him just right and it had almost been five minutes according to the clock; he always had the excuse that he was part stallion if he needed to use it.

Luckily for him, she could sense his tension as her walls squeezed around his shaft, resisting his every expansion and keeping his flare from exploding. She took control for as long as she needed to turn him over onto his back - while never exiting her - so she could straddle him, tail still flagged high and legs spread to ensure the camera got a look at her inverted rump drooping down to his base to swallow every inch.

As she pushed down on him, clenching in a way that sucked her passages back up into her while simultaneously pressing her rump cheeks against his hips, she felt his flare explode inside her and pump her full of seed, the condom inflating like a balloon in the process without letting any of his pearlescent essence seep out thanks to the tightness of her clenched rump muscles.

Somewhat lost in the moment, Ilorek wrapped one hand around her hip and held her in place as he bit down on her nipple, cock throbbing and exploding repeatedly with marginally smaller ejaculations every time. She had to lean against the wall to keep herself in place but kept control of the situation quite well as she continued to ride him.

He thrust and clenched, balls twitching for the camera and shaft pulsating with every new shot of seed until his passion died down and his equine member went limp, shrivelling and folding in place while still in the condom up until the balloon of cum popped out of her and landed on the side of the cot between his inner thighs, flare deflated and shaft soft.

She reached back and pulled the condom off the tip of his cock, curling the end of it to save the seed inside before licking the base of it clean. "Mind if I keep this?" She asked.

Ilorek shuffled in place to lean against the wall, legs parted and member drooped over his balls. "I'd prefer if you didn't, if I'm being honest." He admitted.

"Fine, I'll drink it here." She then uncurled the tip and poured the entire condom full of stallion seed into her mouth, deliberately close to the camera to ensure it got a nice shot of the pearly mess being gargled and swallowed before she licked her lips and tossed the condom aside.

As a last act, she stood high with tail flagged, bending to lean over the side of the cot and licked him clean, her gaping cunt aimed at the camera for a perfect end, a fade to black that insinuated that the camera slipped right into her with ease before stopping the recording.

Being a professional, Ilorek immediately got to his feet and started to put his equipment away. "So what was it that you wanted, exactly? I mean, you didn't come here just to audition for a place on The Ranch, I don't imagine." He then picked up his pants and stepped into them, tucking his cock back in its sheath and covering it by zipping up.

"Didn't I?" She countered as she stepped into her skirt, deliberately ignoring her soaked panties to grab her tank top. "I don't have my books or my computer with me so my reason for seeing you clearly wasn't academic. Do the math, big boy. I'll see you at The Ranch this weekend." She then winked at him over her shoulder, hiked her tail up under her skirt to give him one last look, and left his office leaving him confused and excited all at once.

The Ceylon speculum video had almost ended but was still going on his computer so he figured it might be best to finish up his second time that way before packing it in for the day. Stallions lacked longevity in any one single pairing but had evolved to go from one mare to the next so he was ready for a second round within minutes of her leaving. From Matilda to Ceylon, he was happy to share his passions and his body with others that indulged him.

He unzipped once more but kept his pants and shirt on this time. He had no way of knowing if someone was going to walk in on him again and he wanted to be able to discretely hide himself if that happened instead of getting caught up in a hurried, panicked rush to adjust himself.

By this point, the video on his screen had advanced to the epilogue - an extended, super-close-up shot of Ceylon's dilated pussy lips as she forced the silicone egg toy out of her. Looked just like an actual egglaying from a proper hen but the egg inside was clearly not made of shell.

That was exactly what he needed to finish up his day. A juicy, noisy, extreme stretch of a porn video that he himself was involved in creating. That was one way to be given a mare for his troubles!