A Despot's Desires...

by Some Leech

First published

Being the confidant of a tyrant isn't all that bad, especilly if said tyrant has few reservations about using you as she sees fit...

Anon had thought that being under the hoof of a dictator would be terrible, but he'd been wrong. Not only was Umbra a remarkably fair and just ruler, but she'd done wonders for both him and Equestria at large. Having slipped nicely into his role as her personal attendant, he discovers that his duties aren't what he'd call conventional...

Note: This involves Umbra, the mare AU version of Sombra

Kinks Include: Femdom, Female on Male, Male on Female, Magical Bondage, Size Difference, Oral, Vaginal, a Small Power Struggle, a Liberal Smattering of Romance, and a Man Fulfilling his Duties ( ͡° ͜ʖ ͡°)

This was a collab with by To_Fat_to_Fly (Twitter @TFTFNSFW), find the cover and a bunch of his amazing artwork on his Twitter!

If you want to help support me, I have a Tip-Jar/Patreon HERE

And Amorous Aspirations...

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With a small grunt, having finished his last set on the bench, Anon pushed himself up and exhaled. His body glistened in sweat, his muscles burned, and his heart thundered within his bosom, having nearly completed his lifting for the day. Not but a year ago, had someone told him he’d actually commit himself to getting in shape, he would have laughed in their face - then again, a lot had changed since then. Finding himself in a land of magical, sapient horses had been beyond odd, but being taken as the novel plaything of the realm’s self-appointed Queen had been much, much stranger.

To make a long, confusing, and decidedly bizarre story short, upon being mysteriously whisked away to Equestria, he’d been discovered and promptly imprisoned by a troupe of royal guards. It wasn’t like he could blame them, seeing as how his kind apparently didn’t exist in their world - still, being dragged to an imposing castle, while shackled and bound, seemed a bit excessive. After he was paraded through the keep and to the throne room, while doing his best to make heads or tails of his surroundings, he was brought to the ponies’ ruler.

Seated atop her throne, bedecked in a crimson cloak and care-worn armor, the unicorn cast her menacing gaze upon him. He’d seen his fair share of weird shit before, but this took the cake. Struggling against his bonds, he met her carmine, cat-like eyes with contempt. Damned if he knew who she was, what she wanted, or why he’d been brought to her, but he couldn’t give a single, solitary shit about the pompous unicorn.

Seeing his defiance, or perhaps merely amused that her warriors had found such an extraordinary creature, a fang-filled smile split her muzzle. Obvious position aside, it was obvious that she was markedly different from her retinue. Slightly larger than her guards, with a flowing, pitch black mane and tail, her dark grey coat contrasted against the battered, silvery metal of her war gear. If he had to describe her in one word, he’d say her presence was commanding.

With a flick of her hoof, bearing an ominous grin, she sealed his fate. “To my chambers…”

Just like that, with those three simple words, he was hauled off to her quarters and chained to a wall. His life was over, his homeland was gone, and he’d been reduced to little more than the prisoner of a domineering tyrant - or so he thought. Fate was a fickle and inexplicable mistress and, much like his host, she was far from finished with him.

Much to his relief, she wasn’t nearly as wicked as he’d first assumed - quite the opposite in fact. Under her strict supervision, he’d learned how she’d usurped the former Diarchs of her realm, vastly improved the economy, ensured her subjects were cared for, and installed a formidable armed force to counter any threats to the land. She may have been far less superficially congenial than her predecessors, but Equestria as a whole had prospered like never before.

In regards to her alien guest, she’d taken measures to improve him. The months that followed were grueling, the Queen’s tutelage was harsh, and yet he’d come to admire the domineering mare who’d claimed him. He studied their history, his diet was carefully curtailed to undo years of eating junk food, and a rigorous fitness program had reforged his body. In time, he’d grown to view his routine for what it really was - a blessing in disguise.

Musing on how far he’d come, mopping his brow with a towel, the sound of an opening door caught his ear. It was uncommon for somebody to pay him a visit at such an early hour, but not unheard of. Unsure of whom had slipped into his chamber, without a knock no-less, he strode from his chamber and into the den. As his eyes settled on the interloper, fully expecting to see a guard or possibly maid, he froze.

Bereft of her reignments or crown, she stood and looked back at him. “Queen Umbra?” he softly inquired.

A silent second passed, before he remembered his manners. Dropping to one knee, clutching one clenched fist to his bare chest, he lowered his head in deference. There were few who had ever rightfully earned his respect, but she’d done so with the cold, unyielding determination which had won her throne. Hearing her hooves against the cool stone floor, he lifted his head and peeked up at her.

“I am not going to acknowledge that bow,” she sighed, hopping up and onto his sofa, “not after having told you dozens of times it’s unnecessary.”

“Sorry,” he chuckled, rising to his feet, “force of habit.”

Watching him stand, briefly looking over his toned, glistening torso, she brought her attention to his face. “Come, sit.”

He nodded, marched over, and eased himself down beside her. Ever since their first fateful meeting, he’d noticed something peculiar about her - she treated him differently than her kin. Unlike unicorns, pegasi, earth ponies, or the various other denizens of Equestria, she was markedly less imperious with him - demanding, true, but not nearly as formal and terse as she was with most. Smiling over at her, noting he had her rapt attention, he hitched a thumb toward his room.

“I was just about to shower and get dressed,” he began, just a sliver self-conscious about his lack of clothing. “If you’re willing to wait for just a second, I’ll -”

“No,” she intoned, cutting him off. “I’m enjoying the view and the fruits of your labor.”

Anon swallowed hard, feeling a shiver run up his spine. Her word was absolute and he dared not question her, yet he had a sneaking suspicion as to why she’d come to see him. Aside from how casual she was with him, oftentimes holding him to a wholly different standard than others, she would, on rare occasions, delegate very particular duties to him.

Reclining, Umbra made herself comfortable, spread her hind legs, and motioned to the empty floor before herself. “Strip.”

The command was as simple as it was straightforward, leaving no room for doubt. The Queen - his Queen had demanded that he strip, yet her nonchalance gave him a moment for pause. Peeking down at her darkened, engorged marehood, his thoughts raced. After some very quick mental calculations, recalling the last time she’d been so overtly brazen with him, he came to a rather stark conclusion - she was in heat.

A silly smirk played out across his face, as he stood. There were definite benefits to his position, amongst which was being able to attend to her marish needs. Though he never would have thought he’d find himself attracted to a different species, yet there was something undeniably provocative about the colorful equines of his new homeland.

For starters, as he’d discovered almost immediately upon his arrival, ponies were a remarkably intelligent lot - for all intents and purposes, if he was blindfolded, he could mistake them for people! Socializing with the tiny quadrupeds had been easy enough, after his initial shock had subsided, but getting used to seeing them trot around in the buff had taken quite a bit of getting used to.

Aside from royal guards and a select handful of others, nobody wore much of anything. Ordinarily speaking, he wouldn’t have given naked ponies much consideration - that said, taking their congeniality into account, being constantly bombarded with views of soft, supple asses had taken a toll. Before he realized it, he’d started catching himself eyeing the soft, deliciously plump pony posterious that surrounded him at practically every waking moment.

Most of Equestria’s denizens stood at the height of his hip, giving him a superb vantage of their backsides from above - add to that his predilection for shorter girls, and he’d found himself grappling with his carnal impulses in a matter of months. He really didn’t consider his interest zoophilic in nature, considering most creatures in the realm were far from mere animals, so he saw no harm in potentially courting a mare someday - unfortunately for him, he never even got the chance. As he’d quickly discovered, his gracious host had perilously few reservations when it came to her more intimate needs.

Mmmmm,” she hummed, watching him hook his thumbs over the waistband of his shorts.

Wiggling his hips back and forth, he slowly pulled the garment down his hips to reveal his groin. He wasn’t normally one to show himself off, but his confidence had skyrocketed ever since he’d gotten in shape - that and he wasn’t about to deny his Queen’s request. As the article passed over his crotch, giving her the barest peek of his neatly trimmed pubes, he slowed - not because of any reservation, but because her forehoof was drifting down her belly, past the petite bosoms on her abdomen, and to her loins.

Clearing her throat, drawing his attention back to her face, she cocked her head and quirked her brow. “Did I tell you to stop?”

“N…no,” he stammered, his focus sundered.

“Then by all means,” she chuckled, languidly rubbing her meaty nethers, “continue…”

Knowing what she’d come for was far more arousing than it had any right to be, but the sight of her shamelessly getting off to his exhibitionistic display sent blood surging to his manhood. Regardless of the species, having a female eagerly watching him strip got his motor running. Composing himself, slipping glimpses of her winking marehood, he continued his debauched display.

He had no way of knowing what she’d done to alleviate her urges before his arrival, nor did he particularly care, yet he took a certain pride in being called upon to scratch her lecherous itch. Whether she enjoyed subjugating someone markedly larger than herself, liked having exclusive rights to her otherworldly servant, or some other, unfathomable factor, he couldn’t say - whatever the case may be, she saw fit to indulge herself with him and him alone. Looking to her face, seeing her eyes glued to his goods, his heart skipped a beat.

As the shorts crept lower and lower, forcing his turgid length downward, he gave her what she wanted. The garment drifted to the floor, his cock sprang free, and he theatrically bucked his hips. Turning her on was its own reward, but it was more than that. By all accounts, including his own, she was an alluring creature, her power was without peer, and she was a capable ruler; apart from all the obvious strengths she boasted, there was one thing he hadn’t accounted for - he genuinely liked her.

Simply put, he’d grown increasingly enamored with Umbra. The grace with which she carried herself, the way they’d sit and talk for hours, and the rare moments where he’d make her laugh were absolutely priceless, making him yearn for something more than the physical. While he dearly wished to profess his feelings for her, he hadn’t found the opportune moment to do so, and he wasn’t exceptionally well versed on the nuances of courting royalty, so he’d forced himself to be patient.

“You like that,” he purred, kicking his shorts and underwear off to the side.

She nodded, staring longingly at his equipment. “I wouldn’t be here if I didn’t.”

“Good,” he responded, “because this is all for you.” Gripping the base of his shaft, he turned to the side, arched his back, and lazily stroked himself.

Without having access to material pertaining to exotic dancing, he’d had to concoct his own routines over the months. Had he some warning that she was coming to pay an especially erotic visit, he would have had a chair or some accessories handy, but that wasn’t the case. Left to improvise, he stepped over to the couch, rested one knee beside her hip, and brought his pelvis to within a foot of her face.

Someone’s feeling bold today,” she chuckled, running a tongue over her sharpened teeth..

He shrugged, downplaying the remark, as he pawed at his chest. “What can I say, you must be rubbing off on me - speaking of rubbing…” he trailed off, looking down his chest and to her groin.

“Yes, I believe you should attend to that,” she murmured. “It’s terribly hard to concentrate on delegations while one is in the throes of estrus.”

“I’m sure,” he mused, leaning forward and caressing her cheek. “But you don’t have to worry about that now ~ do you?”

With his fingers beneath her chin, lifting her face upward, he felt her shiver. It would be arrogant to say he’d gotten quite proficient at pressing her buttons, but the facts spoke for themselves. She was positively drenched, her motives were as plain as day, and she’d started touching herself within minutes of her arrival, giving him all the reassurance he needed. She wanted him, so he was going to do everything in his power to satisfy her.

While he could have continued to tease her, merely showing off was far from his only talent - in fact, there was a very specific skill he had which, if what he’d heard was correct, was a bit contentious in Equestria. Stepping back and off the sofa, looming over her for just a moment, he gradually sank into a deep squat. Bringing himself to eye level with her groin, his mouth began to water.

Placing one hand on her inner thigh, he spread her lower lips and gazed into her depths. At a glance, her succulent pink interior was strikingly similar to a human woman’s, though he was well aware that looks could be deceiving. As he recalled his first time with her, remembering how anxious he’d been, she snorted.

“I never ordered you to play with your food,” she halfheartedly groused, drawing his eye, “but I’m not ordering you to stop either.”

The mention of food told him what he already knew; he could admire her later, possibly while they were cleaning up afterwards - however, for the time being, he had her expectations to fill. Sweetly drawing one hand up her leg and overtop her thigh, he leaned in and drew a deep breath through his nose. The scent of her arousal, bestial and heady, flooded his sinuses and filled his lungs. Pony or not, the sight of her slavering sex was all the inspiration he needed to continue.

Reaching out and softly pressing a forehoof to his head, drawing him in, she slid her rump to the very edge of the couch cushion; the accommodating move said more than words ever could, assuring him of her approval. With nothing left to be said, inching closer and closer to her loins, he peered up at her. Her amorous stare and barest hint of her wolfish grin met his eyes, as he tenderly kissed her marehood.

A contented groan escaped her, her legs closed to either side of his head, and she pulled him closer, as he lapped at her velvety folds. The flavor was a bit different than a human’s, having a distinctly grassy tang, but he’d grown quite fond of it over the months. Despite their differences, or perhaps because of them, he took no small measure of satisfaction from being able to serve his Queen.

Slipping his arms under her legs, he fully committed himself. As his hands wormed under her hind legs, circling around her thighs, his tongue danced up her entrance and to her clit. Unlike a human woman’s, her delicious little love button was nearly impossible to miss. Lifting his head slightly, allowing him to wrap his lips over the sensitive bud of flesh, his fingers crept ever closer to their prize.

Yes,” she hissed, his digits grazing her nipples.

The gratification in her voice was thrilling to a fault, fanning the growing flames of his desire. He hadn’t anticipated seeing her that afternoon, especially not within the confines of his quarters, but he wasn’t about to complain about her unexpected and wondrously lustful visit. Specific circumstances notwithstanding, she was and would continue to be a priority for him. His eyes drifted shut, he lightly teased her teats, and suckled her clit, causing her plump thighs to tighten against him.

As he blissfully plunged his tongue into her depths, feeling her clench around him, his ambitions soared. She truly was a magnificent creature, unparalleled in a great many ways, and his admiration of her had steadily ascended because of it. Peeking up at her, he steeled his resolve. Whether she knew it or not, he was about to test her patience and see if she considered him as a convenient friend with benefits.

Keeping his face all but buried in her snatch, he grabbed her hind legs. Things were about to go one of two ways - either she’d chastise him and possibly bring their little tryst to a very abrupt end or he’d be allowed to push the envelope. Pulling her lower limbs apart, he rocked back, licked his lips, and issued a silent prayer to the heavens.

With a confused, somewhat disapproving look, she leered down at him. “What are you…”

She trailed off, as he rose to his full, imposing height. He didn’t want her to get the wrong idea, but he’d rather not be her personal concubine for the duration of his stay in Equestria; he had plenty of fun with her between the sheets, sure, but he longed for something more. Summoning every ounce of courage he had, he leaned forward, took her into his arms, and pulled her to his chest.

Cradled to his bosom, with the barest hint of red in her cheeks, she knit her brow. “Very entertaining, but I didn’t - Mmmph?!?”

Lowering his head, he silenced her with a deep, impassioned kiss. To hell with the formalities - he’d heard that fortune favors the brave and foolish, and his foolhardy move very much embodied both. She tensed in his grasp, her eyes flying open in shock, yet she didn’t resist - at least not initially. It was only when his tongue pressed past her lips did she eventually recoil.

“I didn’t ask for you to kiss me,” she groused, the slightest quaver in her normally stern voice.

Marching off to his bedroom, securing his grip on her, he glanced down to her face. “And I didn’t ask you to come here for my service, yet here you are.”

Somehow, be it from dumb luck or his own conviction, he’d managed to speak smoothly and almost authoritatively. Doing his damnedest not to look upon her, lest his resolve crumble to ash, he kept his eyes forward. The tense, quiet seconds it took to reach his chamber felt like a small eternity, yet he managed to make it without losing his composure.

Walking to the side of his bed, he leaned over and gently deposited her atop the mattress. He’d made it this far, acting out of turn to spontaneously trundle her to his room, but the hardest part was yet to come. As he rested himself on his elbows, with one hand clutching the back of her head, he lowered his face to hers, closed his eyes, and locked lips with her.

Though he couldn’t see her reaction, he felt the tension in her drain - hell, she even pressed back against him for a fleeting moment, but it ended as quickly as it began. Jamming a forehoof to his face, she shoved him away. Her baleful stare stood in stark contrast to her blush, forming a cold pit in his stomach.

Explain yourself,” she menacingly whispered, “now.”

Meeting her eyes, he drew a deep breath, held it for a moment, and exhaled. There were perilously few points in his life which had required bravery, but this was easily the most important and terrifying of them all. His thoughts raced, and a cold bead of sweat rolled down his brow, as he locked eyes with her.

“Umbra,” he began, “I’ve been meaning to tell you this for a while, you’re the most beautiful, charming, and capable mare I’ve ever met.”

If looks could kill, he would have been a dead man. He couldn’t say if he’d ever seen her so serious before, and never once while she was feeling amorous, so he immediately realized he was on thin ice - nevertheless, he couldn’t back down. She’d see through any deception he tried to lay down, so his only reasonable option was to stay the course.

Dipping his head, he pecked her shoulder. “I don’t know how else to say it, but I want you,” he muttered. The room was so quiet he could hear a pin drop, but that didn’t stop him. With another small kiss on her collar, he moved up her neck. “I want you to be my mare.”

The soft hum of magic and a faint glow was all the warning he had, before he found himself face to face with her. He’d only been subjected to her arcane might on one prior occasion, but that had been enough to teach him a valuable lesson - she hadn’t won her throne through hollow threats alone. Unable to move, enshrouded by her sorcerous aura, he prepared himself for the worst.

“And what, pray tell, makes you assume you’ve earned the honor of being my mate?” she inquired, cocking her head to the side.

It took everything he had to hold her gaze, yet he didn’t look away. “Because you’ve - Mmph - made me who I am, I’d never - Nnngh - betray you, and because you trust me.”

Straining as hard as he could, using the muscle he’d built under her guide, he simultaneously managed to pull her in while inching nearer to her. Her eyes widened ever so slightly, seemingly surprised that he’d been able to move at all, but he wasn’t done yet - not by a long shot. Emboldened by his sliver of success, feeling the adrenaline coursing through him, he closed the gap between them, graced the very tip of her nose with his lips, and was instantly flung to the side.

Suddenly finding himself on his back, having been magically pitched from atop her, was jarring, although looking up to see her glaring down at him brought the experience from startling to downright disconcerting. In the blink of an eye, she’d turned the tables on him. Utterly at a loss, feeling none too comfortable with his lack of power, all he could do was watch as she placed her forehooves on his shoulders.

Impetuous,” she grumbled, her lip curling over one glinting fang.

Despite having lost the upper-hand, he was far from powerless. Her use of sorcery, though impressive and exceptionally efficient, had only lasted a moment. He was, so far as he could tell, still free to move - as such, an idea occurred. Laying there and submitting to her could and likely would have been the most reasonable thing to do, but the circumstances were far from reasonable.

Without giving him the slightest bit of consideration, she’d come into his apartment and demanded he give her relief. Many wouldn’t have questioned her, mindlessly doing as they were told, yet the situation and his unique state made him an exception. With a brashness bordering on insanity, he ensnared her in a hug, clutched her to his chest, and rolled atop her.

“With all due respect,” he huffed, keenly aware of her stunned expression, “you deserve a lover who’s bold enough to stand up to you.”

With that proclamation he locked lips with her. Her body tensed, and her hoof pressed against him, yet her resistance was gone in the blink of an eye; instead of fighting his affection, she countered it with passion of her own. Her tongue warred with his, as she slipped her hind legs over his hips and dug her fetlocks into his waist.

He could hardly believe his little gamble had paid off. She hadn’t put an end to their fun or thrown him into a dungeon, although he wasn’t out of the woods yet. Until he’d tended to her needs, he risked evoking her ire - fortunately for him, that wouldn’t be much of a problem. With his manhood bearing against her drooling, exquisitely hot snatch, he rolled his hips back, brought the tip of his length to her entrance, and slowly plunged into her depths.

She moaned into his mouth, trembling slightly as he filled her. The feeling of her balmy, slick embrace was almost as amazing as her pleased groan - almost. She felt absolutely amazing, as good or better than anyone he’d ever had the good fortune of bedding, but knowing she was an actual Queen, and a relatively ruthless one at that, was just as hot as the sensations she afforded. Having nearly hilted within her snug confines, he started rutting her in earnest.

Making love to a pony wasn’t terribly different to making love to a woman, although there were a few definite benefits. He couldn’t say if Umbra was singular in her skill, but she had unfounded pelvic control. Falling into a steady rhythm, as he made out with her, she fought each withdrawal with the vice-like grip of her sex.

Rearing back and breaking their kiss, she brought her muzzle to his ear. “I could have you imprisoned for this,” she purred. Her comment evoked a particularly hard thrust, causing her to stifle a whimper. “Let’s hope you don’t disappoint me.”

“I never have,” he grunted, steadily increasing his pace.

Spreading and bracing his legs, staying on his knees he hammered into her. She always wound up goading him, chiding him for using restraint, so he saw no need to hold himself back. While he usually was one to start things off slowly, this was different - this time he’d show her just how rough he could be. Burying his face in the side of her neck, savoring the sound of her heavy breaths, he opened his jaws and bit down upon her.

Not to be outdone, she reaped sweet vengeance upon him. Her head shot forward and she sank her teeth into his trapezius, as she flexed her legs and bucked up to meet his plunges. The tinge of pain mingled with his pleasure, elevating the experience and goading him to rail her harder and faster than ever. Like it or not, possibly for the first time in her life, she was about to get a lover who took the reins.

Sweat streaked their bodies, the mattress creaked beneath them, and the drumbeat of their impacting bodies filled the air. Any outside observer could have easily assumed the duo were simply having a rather heated exchange, but there was more to it than that. More than just a struggle for dominance, the man fought for her heart.

“Admit it,” he snarled, angling his thrusts to better caress her g-spot, “you want me for more than just this.”

His remark apparently struck a nerve - that or she’d grown tired of being under him, for her horn went alight once again. With a pop of magic and displaced air, she teleported them a foot to the side while reversing their positions. Though his disorientation lasted only a few seconds, the brief opening allowed her to gain the upper-hand.

“You presume you’re worthy to have me - me?!” she barked, fucking herself on him with reckless abandon.

Driven by lust, fueled by his growing need to take her as his own, he grabbed her hips and pounded into her from below. “I know I am.”

Like to gladiators in an exquisitely lewd duel, the pair vied for supremacy. Dull groans, light mewls, and a steady Plap Plap Plap coalesced into a depraved symphony, as they struggled to sate one another. Equal parts lust and ambition, as much of a competition as it was lovemaking, the duo grew increasingly ardent. Seconds passed to minutes and longer still, with the man and pony growing closer and closer to their limit, until their eyes met.

Anon knew he wasn’t going to be able to last much longer, sensing the telltale signs of his impending release, yet he wasn’t about to throw in the towel. His hands sailed to her abdomen, tugging on her teats and drawing an angry, rapturous growl from her. With precious little time left, struggling to stave off the inevitable, he set his jaw.

With each teetering on the brink, the pair went at one another like a pair of savage beasts. The subtle tremble in her thighs and her hitched breaths told Anon that she was close - then again, he was in no better condition. His thrusts lost rhythm, becoming frantic and stuttered, and he wasn’t sure how long he’d be able to endure. Risking a glance up at her, he got anything but reassurance.

With a sadistic grin, she leered down at him. “Admit it, you just - Aaahn - wanted to -”

I love you,” he brayed, rocking forward and wrapping his arms around her. “I love you and I swear I’ll always be there for you!”

With his face pressed to her chest, eyes screwed shut in concentration, he was unable to see her face, but her response was more than he could have ever dreamt for. Shoving him off herself, she plastered herself against him, jammed her tongue past his lip. Hot, syrupy nectar gushed from her spasming marehood, bathing his groin and upper thighs in her essence, and pushing him past the brink.

Fully sheathing his length, he slammed the head of his cock against her womb and came alongside her. His manhood throbbed with each shot of his virile seed, filling her and laying claim to her, yet that wasn’t as sweet as the hard-fought victory he’d achieved. With their ecstasy slowly replaced by a euphoric warmth, they grew still.

Pulling back and breaking their kiss, he stared longingly into her eyes. “I really do love you ~ you know that, right?”

“I know,” she sighed, rubbing her cheek against him.

Positively beaming, he tightened his grip and rolled to his side with her. While she hadn’t said it directly, he felt certain that she cared as deeply for him as he did for her. He couldn’t say what the future held for them, nor how or even if she’d address their relationship to her subjects, but that was of little importance. As long as she was happy to have him as a lover, he knew they’d have a prosperous future together.