Courtship and Calisthenics

by Some Leech

Rating: mature
Tags: Random, Princess Celestia, Human, Anthro, Anon, My Little Pony: Friendship is Magic, Fetish, Porn, Sex
Length: 5674

Celestia takes Anon out for a night on the town.

Anon couldn't be happier; not only has he continued to enjoy his time with Princess Celestia, but the titanic alicorn actually asked him out on a date! Flustered, trying not to get too anxious about the event, he does his best to get ready for the occasion. Thankfully, as he quickly discovers, she's got their entire evening planned out...

Kinks Include: An Amazoness Sized Alicorn, Male on Futa, Futa on Male, Oral, Anal, Cock Worship, Musk Stealth Sex, Size Difference, Absurdly Large Insertions, Crossdressing, Slight Emasculation, Cumflation (Cum Inflation), an Absurd Foal-Batter Injection...

Artwork by Sanyo2100 (full pic on Derpi)

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

Published 2019-10-26 17:10:02 UTC
Last updated 2019-10-26 17:10:02 UTC

One Hell of a Rest Day

Anon contentedly hummed to himself, as he scampered around his apartment. He’d been agonizing over what to wear that afternoon, having spent the better part of a week trying to settle on garments for his evening. Ultimately, he’d decided to go with a slim button up shirt and a pair of shorts. The biggest issue with choosing apparel had been not knowing exactly where he was going, since his date had chosen to keep it a secret.

Just over a month ago, he’d had a particularly salacious experience with his employer, Princess Celestia. He’d been hired to serve as her attendant, oftentimes accompanying her to the gym, although things had taken a rather steamy turn. The colossal alicorn, having taken note of his interest in her, had rutted him silly during a workout session. It had been better than he could have imagined, easily eclipsing any sexual experience he’d ever had before.

After that fateful encounter, Celestia had gradually taken an increasing interest in him. It was becoming more and more common for the hulking Princess to deliver him breakfast, allow him to leave work early, or even gift him with outfits or small baubles. Everything eventually came to a head, when she’d asked him out on a date.

The question had taken Anon woefully off guard, considering it had come from one of the premier Princesses of all Equestria. He’d immediately agreed, of course, though she hadn’t given any clues as to where they would be heading. Even in his wildest dreams, he had never thought he’d be lucky enough to have even a chance at bedding Celestia, let alone being formally courted by her, yet there he was, getting ready for an evening out with her.

Strolling to his dresser, retrieving his selected attire, he began dressing himself. Slipping his arms into the shirt, buttoning up its front, he then stepped into the shorts. Hauling them up his legs, over his thighs, he knit his brow. He could have sworn they’d fit just the other day, yet he was struggling to pull them to his waist. Wriggling his hips, determined to make them fit, he ultimately succeeded.

Knock Knock Knock-Knock Knock

The all too familiar lyrical tapping caused Anon to turn towards entrance of his home. In spite of still needing to don his shoes and brush his hair, he rushed over to the front of the apartment. Reaching for the doorknob, taking a breath, he did his best to collect himself. Here he was, a grown man, as excited as a girl on prom night. Turning the knob, he pulled the door open.

“Good evening, Anon. Are you ready for our little date?” Celestia pleasantly asked, smiling down at the man.

Anon fidgeted in place, as his eyes wandered over the Princess. Towering over him, adorned in a black, high-cut maxi dress, she was even more magnificent than he could have envisioned. Up until that moment, he’d only ever seen her in gym wear or her ceremonial work attire, so the outfit left him speechless. Her only accessory was a cute purse, adorned with her sigil. Ultimately, his gaze strayed to her loin, where an unmistakable bulge rested beneath the delicate fabric.

Yes, Celestia was a dickmare of literal godly proportions. Besides dwarfing Anon in height and muscle mass, she was also outfitted with the most divine set of equipment he’d ever laid eyes upon. Easily as long as his arm, and nearly as thick as his calf, there should have been no way he could survive servicing such a mighty cock, yet her magic had ensured that he could safely accommodate her girth.

“Anon,” Celestia began, drawing his attention away from her loins, “is that what you’re planning to wear this evening?”

“I...I was going to, yes. Is something wrong with it?” Anon countered, his heart sinking at her question. It wasn’t like he was all that experienced with wooing anybody, let alone royalty, so he’d gone with something that he considered sensible.

“Well, I just thought that you’d wear something a bit more feminine, since you are my mare,” she giggled, stooping and lifting a clothing bag from just outside the doorway.

Anon gulped, as he recognized the brand emblazoned on the packaging. Apparently, Celestia had gotten him something from none other than Hoity Toity, a clothing designer in Canterlot. Not only were his garments of the highest quality, but they cost a small fortune. Moreover, he almost exclusively crafted attire for women.

Since the first time he’d fool around with her, Celestia had increasingly referred to him as her mare. He’d thought it was a joke at first, just an endearing phrase or inside joke, yet he’d begun to note inconsistencies in his life. It may have all been in his imagination, but he felt as though his body was altering slightly.

For starters, his hair seemed like it had been growing at an accelerated rate. Secondly he felt like his weight had been slowly redistributing; he could swear his waist had slimmed, while his thighs and hips had filled out. Lastly, and most shamefully, he’d found himself yearning to be plowed by his Princess. Even though he had a few sex toys, which he’d use on occasion, he’d gone out and purchased several exceptionally large dildos.

Late in the evening, after his days labors were done, Anon would fuck himself silly in the confines of his room. Sadly, though the equine dongs served some temporary relief, they couldn’t hold a candle to the real deal. No matter how large his sex toys were, nor how roughly he plowed himself upon them, he was left yearning for the heat and sublime girth of Celestia’s regal scepter.

“Not even a little curious?” Celestia pressed, rustling the bag in her grip, shaking the man from his stupor.
“Oh - uh - sure,” Anon muttered, taking the proffered parcel; opening it, peeking inside, all he saw fuschia.

Reaching into the bag, he pulled out a short pink skirt, as well as a matching open backed top. To his surprise, beneath the first two articles, there was a black thong and bra. He gulped, realizing what the Princess had in mind for him. It appeared as though his date wished to broadcast his feminine side to everyone.

Though Celestia had adorned him in an exceedingly girlish outfit before, when she’d plowed his brains out, he’d never gone out in public dressed as a woman. Sure, he’d thought about it, especially after his incident at the gym, though he’d never had the stones to actually follow through with it.

“I thought it would look cute on you,” she noted, causing him to shift his focus to her face.

Her compliment, coupled with the gift itself, made it hard for Anon to protest. Even though he wasn’t particularly thrilled about the idea, if it meant making her happy, he couldn’t refuse. Smiling sheepishly up at her, meeting her magenta eyes, he relented.

“Alright, just let me change,” he sighed, turning back towards the restroom.

“Of course, take your time,” the Princess beamed, stepping inside and closing the door behind herself. As much as she would have liked to watch him change, she knew there’d be time for that later.

Strolling to the bathroom, Anon disrobed and carefully removed each of the garments Celestia had brought for him. Securing the bra around his chest was odd; he didn’t really have a bust, yet his chest filled out the small brassiere almost perfectly. Slipping into the thong, skirt, and top, he appraised himself in the mirror.

Realistically, he could pass for a tomboyish woman. His figure, while vaguely masculine, was more androgynous than anything. Turning, checking himself from different angles, he had to admit, the clothes did wonders for his look. As far as he knew, he was the only human in Equestria, and nobody had ever questioned what he’d worn before. Considering he was going out with the Princess, he doubted anyone would say anything.

Stepping out of the room, walking back towards the door, Anon briefly stopped by his room to replace his shoes with sandals; they’d match his outfit considerably better than the sneakers he’d previously had on. As ready as he’d ever be, given the unexpected change in wardrobe, he returned to the awaiting alicorn.

Hearing movement, Celestia turned to notice Anon reappear. Looking him over from head to toe, she nodded to herself. “You look absolutely stunning,” she purred, strutting over to greet him. “Maybe next time,” she continued, leaning towards his blushing face, “I’ll bring you some makeup and nice heels for the ensemble.”

Anon’s heart fluttered, as her lilting words graced his ears. Shifting in place, he could feel his cheeks going red. He found the flattery immeasurably reassuring, especially since it came from the most gorgeous pony he’d ever had the good fortune of meeting. As she stood back up, she held a hand out for him.

“Well, my little mare, are you ready?” Celestia cheerfully inquired.

Resting his hand in her massive palm, he nodded and grinned. Walking out, with the Princess leading the way, the pair proceeded towards the center of town. His apartment, located within the Canterlot castle, meant they didn’t have far to reach the busiest part of the city. Following beside and slightly behind Celestia, Anon tried to figure out where they were going.

“I hope you don’t mind scary movies,” Celestia tittered, glancing over her shoulder. The theater was only a block away, and it was her first planed stop of the evening. Approaching the cinema, she slowed, as they entered the end of the queue.

Shuffling closer to the amazoness Princess, as a quartet of pegasus joined the line behind them, Anon fidgeted slightly. Only steeling the occasional glance upward, he tried to keep his eyes on the ground. There were a lot of ponies out that afternoon, and he was still a bit anxious about being seen dressed as he was. Sidling behind the alicorn, between her and the external wall of the theater, she pivoted her hip and peer down at him.

“No need to be so shy,” Celestia tutted, gently resting a hand on his shoulder.

As she turned to face him, Anon realized how much attention they’d drawn. Seeing a Princess out and about, even in Canterlot, was relatively uncommon; but seeing one out with a personal acquaintance was even more rare. Swallowing hard, feeling his pulse race, he tried not to make eye contact with anyone, until…

“Princess Celestia, is...is that your marefriend?” a nameless voice asked, causing Anon to look up towards the small gathering of would-be movie goers.

“Why, yes, she is my human mare,” Celestia proudly, yet firmly announced. Stepping to Anon’s side, resting a hand on his shoulder, she peered down at him. “Isn’t that right?”

“I...I…” Anon began, his jaw flapping uselessly. Not only had she put him on the spot, but she’d also publicly proclaimed that the two were an item. Realizing he had to respond somehow, he bashfully nodded and pressed himself to the Princess’ side.

“She’s pretty cute,” an onlooker remarked, sparking a buzz of compliments and congenial discussion amongst the throng.

“See, I told you that you looked stunning,” Celestia snickered, affectionately lacing her fingers through his own.

At a loss for words, as the line began to file into the cinema, Anon trailed beside the alicorn. Either everyone had been complimentary of him because he’d been with the Princess or they genuinely thought he was an attractive human woman. His mind raced, attempting to remember if he’d ever discussed the finer points of human genders with anyone before.

Equestrian society, while similar to Earth’s in some ways, had some striking differences. Gender roles were practically non-existent, with mares and stallions acting interchangeably. Beyond regular stallions and mares, there were also dickmares; a curious combination of both sexes. All in all, very few cared about how individuals presented themselves or what their sexual preferences were.

Procuring their tickets, the pair proceeded into the designated theater for the film. Following Celestia, trotting up the stairs to the very back of the room, they moved to the rearmost row of seats. While the line of ponies outside had been pretty large, perilously few ponies filed into the particular showing after them; apparently, most of the other moviegoers were there to watch something else.

The chair groaned under Celestia’s weight, while Anon got comfy beside her. He knew perilously little about the film she’d chosen for them to watch, other than that it was about some sort of mutagenic pathogen. Truth be told, it didn’t matter, as long as he got to spend his time with her. As the lights dimmed, he rested a hand on her knee.

The warmth of her flesh, just beneath her snow white coat, left Anon grinning to himself. Watching the trailers, his fingers glided up her leg, over her remarkably sculpted thigh. As his digits subconsciously drifted up her limb, he felt something twitch. Glancing over, noting a distinct imprint beneath her dress, his heart-rate quickened. It appeared as though the Princess had gone commando, although it wasn’t like any sort of undergarment could properly conceal such a mammoth package anyways.

Peering up at her face, Anon realized she had the barest hint of a smile. Without saying a word, keeping her eyes locked on the screen, she reached down, grabbed the front of her dress, and slowly dragged it to one side. With rapt attention, he watched the garment slide over her fur, until the very tip of her semi-soft tool was visible. The mere sight of the broated, fat tip of her junk was enough to make his mouth water.

“Nobody would notice,” Celestia whispered, leaning towards his ear.

She was right, of course, given the fact that there were maybe a dozen other ponies in the entire theater. Even if there had been a larger audience, positioned as they were, Anon could likely do virtually anything without being seen. His hand crept to her member, giving it a gentle squeeze; the damn thing was too big to wrap his fingers around and felt like it weighed a ton. Looking around, ensuring that nobody was paying them any mind, he scooted forward in his chair and bent over towards her waist.

As he drew nearer to the monstrous appendage, Anon was hit with her aroma. While he had no way of knowing if she’d left that portion of herself unwashed, or if it was just naturally pungent, the fragrance sent his pulse racing. Doing his best to grasp its girthy root, he angled it towards his quickly approaching face. His lips parted, as he drew nearer.

Dragging his tongue over the crown of her length, it jerked in his hand. Kissing and lapping at its exposed length, savoring the salty, earthy flavors washing over his taste buds, he could feel himself getting hard. Compared to such a mighty dick, his manhood wasn’t much more than a large clit, but that was hardly important.

Since his time with Celestia in the gym, Anon had needed less and less stimulation of his equipment to achieve release. The simple act of riding one of his titanic sex toys was enough to make him climax, especially if he was envisioning himself with the Princess at the time. Regardless, with his excitement mounting, he slipped the head of her stallionhood into his eager maw.

With his lips wrapped firmly around the vascular shaft, he gently bobbed his head. Taking care to caress and fixate on her glans with his tongue, he reached around her member to fondle one of her immense nuts; feeling its weight in his palm, being reminded of just how much spunk she could produce, he suppressed a shudder. Though the night was young, and he was missing the first act of the movie, he swore that he’d earn the load resting in her pendulous balls.

The sensation of fingers brushing through Anon’s hair caused him to look upward. Locking eyes with the alicorn, in the soft light of the film’s projector, she smiled at him. He slowed, appreciating her beauty, as she shifted in place. Splaying her legs, as widely as the chair would allow, she shot him a wink. It was painfully obvious that his ministrations, while valiant, would be much better executed if he repositioned himself.

As silently as possible, he snuck out of his seat. Squatting on the floor, he made his way between Celestia’s parted legs. Compared to the awe inspiring marecock before him, the movie was a pitiable distraction. Placing his palms against her inner thighs, steadying himself, he brought his face to her now throbbing tool.

Anon’s lips parted, as he prepared to properly service his Princess. Pressing his head forward, allowing the girthy appendage to effortlessly slide into his awaiting mouth, he drew a deep breath. As it bumped against the back of his throat, a point where many would falter, he relaxed himself and closed his eyes, before he continued to drive her into his esophagus.

Though the logistics of it all may have seemed impossible, Anon had two strong marks in his favor. The first was that he had an enchanted ring which imbued his body with increased durability and elasticity. The second, more prudent point was that he’d yearned for another chance to worship Celestia. Ever since her honeyed words to him, promising him more if he proved himself worthy, he’d sworn never to disappoint her.

Inch after velvet fleshed inch of her length plunged into Anon’s gullet, causing his throat to bulge obscenely. Despite all the practice he’d given himself, routinely choking himself on the dongs he’d procured, it was still an arduous task. Screwing his eyes closed, concentrating with every fiber of his being, he didn’t stop until he felt his chin bump against her exalted testes.

Cracking one eye, peeking at her abdomen, he knew he’d only accomplished his surmounted his first hurtle. Clutching his throat with one hand, while stabilizing himself with the other, he began retracting his head. Now that he’d fully hilted her, it was time to commit himself and lavish her the treatment she so desperately deserved. Lightly strangling himself, cut off from air, he started rhythmically driving her prick in and out of his face.

Savoring every vascular inch, as it ground past his lips, Anon’s prick twitched. The sensation of Celestia’s shaft plunging into his throat, the taste her sweat and pre-cum on his tongue, and the sublime heat radiating from its length; they were all wonderful beyond belief. While other dickmares may have existed in Equestria, he had no doubt that none could compare to his would-be paramour.

Only slowing to catch the occasional breath, Anon quietly gagged himself on his Princess’ fuck-stick. His manhood struggled against his thong, while Celestia’s pre-cum lubricated his esophagus. Just as he thought he might get off to blowing her, he felt a soft tap on his shoulder. Opening his eyes, gazing at the alicorn, he noticed she was looking off to the side.

Shifting his attention, he realized that a small group of ponies were filing into the seats at the far end of the row. She wouldn’t have alerted him unless it was for a reason; either she wanted him to know he’d soon be caught, or she wished for him to stop. His movements lost momentum, as she hunched over towards him.

“That’s enough for now, my little mare,” Celestia lovingly cooed.

Without a word, Anon retraced his head, freeing her tool from his airway. As badly as he would have liked to stay where he was, fellating the living goddess, she’d made it clear she wished for him to stop. Stealthily sneaking into his chair, after giving her scepter a parting kiss, he made himself comfortable.

Glancing over, taking stock of the interlopers, he glowered. While he hadn’t been expecting to slake his thirst so early in the evening, he was nonetheless frustrated at the disruption. He huffed, attempting to distract himself with the movie, yet his mood had already been soured. Virtually pouting, he started, as a hand patted his thigh.

Turning to Celestia, he noted the barest hint of a smirk on her face. Though she didn’t say a word, continuing enjoying the film, her expression and gentle touch bled away some of his disappointment. Resigning himself to watch the movie, Anon swore he’d finish the job he’d started.

The following hour went by in a blur. Despite missing the first bit of the picture, Anon had to admit, it hadn’t been that bad - a bit cliché, but by no means terrible. Following Celestia out of the theater, through the lobby and to the building’s exterior, he waited to see what else she had planned. Going to a movie was nice, but he hardly wished for their night to end there.

“Fancy a drink, Sweetheart?” she asked, smiling down at him.

“Sure,” Anon murmured. Since he’d been denied guzzling down a load of her spunk, a stiff cocktail couldn’t hurt. Fortunately, downtown Canterlot housed several bars and taverns, so they had options.

Trotting towards the Right as Rein, a cocktail lounge a block from the cinema, Celestia remained chipper. As much as she would’ve enjoyed having Anon blow her to finish, she’d realized there was a good chance of being interrupted. If nothing else, she’d gotten an opportunity to see how enthusiastic he was, and she’d also been able to tease him a bit.

Stepping into the establishment, out of the cool night air, Celestia strode to the counter. With her date obediently following beside her, looking cute as a button in his little outfit, she flagged down the bartender. Now that she’d given Anon a taste, it was time to see how he conducted himself in a more public setting.

“Two dawn bringers, please, and make one a triple,” she demurely ordered.

Shuffling closer to Celestia, making room at the bar, Anon wrapped one arm around her waist. Although the lounge wasn’t all that crowded, the interior was relatively small; most of the patrons opted to seat themselves outside, enjoying the open-air patio. Thankfully, it only took a matter of moments for their drinks to be delivered.

Delicately taking the proffered coupe glass from Celestia’s hand, and taking note of her tankard full of the beverage, Anon looked around for a vacant table or booth. Despite the relatively early hour, he couldn’t find anywhere for them to sit. With few other options, he turned towards the door.

Strolling out, seating themselves at an empty table, the two made themselves comfortable. Anon’s drink, as predicted, was strong as all get-out, yet Celestia was guzzling hers like it was a light beer. He shouldn’t have been surprised, given their difference in mass and metabolism, but it was still extraordinary to behold.

As they relaxed, the two began to chat about nothing in particular. Their conversation drifted from one topic to the next, each enjoying the other’s company, while the drinks flowed. It wasn’t long before their volume gradually raised, as they laughed and jokingly exchanged stories. Beyond his lewd inclinations for Celestia, Anon was genuinely smitten with her.

Powerful, slightly maternal, and an impeccable ruler, Celestia was everything he could have wished for in a woman. Even if she wasn’t one of the two rulers of Equestria, he would have done his best to court her. The fact that she was royalty was, while intimidating, a mere fringe benefit. As she regaled him with a tale of her youth, his eyes wandered over her well toned body.

“A...and I said ‘Twilight, you can’t teach friendship in a school’!” she laughed, unaware of a foot creeping towards her beneath the table. Her mirth died, as she felt something glide beneath her dress to tenderly caress her inner thigh. Peering down, realizing what was happening, she shot a cheeky grin to Anon. “Looks like my little mare is thirsty for something more than a cocktail…” she chuckled.

Placing his empty glass on the table, feeling warm from the alcohol, Anon returned her sultry gaze. Maybe it was the way she was looking at him, or perhaps the drink was affecting him more than he’d initially thought, but he felt emboldened by her statement. Leaning over the table, he tugged at his top and bra, exposing his chest.

The sight caused Celestia to lick her lips, spurring Anon to push the envelope. Pushing himself up, he walked around to her, rested his head on her shoulder, and thrust a hand between her legs to clandestinely fondle her package. The act apparently caught her off guard, because she gasped in surprise.

“How about you take your little mare home and plow her silly,” he breathed heavily into her ear, giving it a delicate nibble.

Celestia bolted to her feet, damn near knocking Anon backward in the process. Grabbing him by the wrist, practically dragging him along behind herself, she stormed away from the patio. Completely at a loss, the man trailed along behind her, fearing he’d crossed a line. Doing his best to keep up, he found himself pulled into an alley.

Anon gulped, as the monumental Princess thrust his back against a wall. Her breath, lightly clouding the air, huffed from her nostrils, while she leered down at him. In all his time with her, he’d never seen her in such a state, so he presumed she was inordinately upset with his impudence.

“Celestia I - Mmmph” his apology was cut off, as she leaned in and locked lips with him. Her tongue, strong and muscular, wormed into his mouth, causing him to swoon.

“I’m going to rut your naughty little brains out,” she hissed, pulling back for just a moment, before continuing her impassioned kiss.

Before Anon knew it, his hand crept to Celestia’s groin. Lovingly stroking her hardening length, feeling it tent her dress, his heart skipped a beat. Though he hadn’t quite expected her to react so aggressively, he wasn’t about to complain. As she bore against him, pressing her bosoms against his shoulders, he closed his eyes and reciprocated her affection.

Breaking their kiss, glaring hungrily at him, Celestia had had enough. Stooping down slightly, clutching one of Anon’s knees in each hand, she brought his lower half to her waist. Her movements left little room for doubt of her intentions; Anon pulled his skirt upward, as he was lifted into the air.

Reaching between his thighs, guiding the gargantuan marecock to his rump, Anon knew it was time. Groaning into his lover’s mouth, as he felt the blunt tip of her pole glide between his buns, he did his damnedest to stay relaxed. The alicorn braced her legs, smashing his back against the wall, while she positioned herself.

Steering it to his pucker, feeling her pre-cum coating his fingers, he suppressed a shudder. As it touched his entrance, he released her from his grip and wrapped his arms around her broad chest. The pressure on his rear was inexorable, mounting with every fleeting second, until the alicorn’s divine crown ground inside of him, battering aside the flimsy thong.

Peeking out, noticing Anon’s eyes flutter wildly, Celestia gave him a second to adjust. For one so small, he’d certainly adapted shockingly quickly to accommodating one as well endowed as she. There had been times in the past, having fooled around with mares or stallions, where her partners simply couldn’t cope with her size, but Anon was different.

Even without the subtle enchantments upon him, improving his pliability, she suspected his will and ardent desire to please her would have sufficed; regardless, he felt simply marvelous. As she steadily drove more and more of herself into him, savoring his stifled whimpers and moans, his interior embraced her.

Writhing against the wall, while he was gradually impaled by his Princess, Anon was in heaven. The sublime and undeniable fullness her god-like tool afforded, coupled with her mere presence, was nearly enough to make him lose focus - nearly. Clamping his ass around her shaft, feeling her slowly withdraw, he relished the sensation of every vein on her dick.

As badly as Celestia would have liked to toy with Anon, her patience was at an end. Pumping her hips, she began plowing her mate. Her pace, while painfully languid at first, was like an unstoppable war machine. She needed to give him a bit of time, allowing his insides to contort and reposition, before she could properly fuck him, lest she potentially break the poor man.

Faster and faster, deeper and deeper, she plunged, until her medial ring bumped against his stretched hole. Undeterred, she continued hammering his backside, leaving the trunk-like base of her tool to taunt him. If he wanted it, and she knew he did, he would have to beg for it.

Sensing Celestia was nearly hilted, teased with the prospect of embracing every glorious inch of her cock, Anon pulled away. Holding her tightly, he rested his cheek on her rack. Turning his face to the side, dragging his tongue up her collar, Anon brought his lips towards her chin. Any proper mare would ask their stud to…

“Breed me,” he wheezed, giving her a peck.

The provocative words flipped a switch in the alicorn, sending her into high gear. Gone were the slow, methodical strokes of her thrusts; replaced by fervent, almost brutal pistoning. Who was she to deny such a humble request? Driving into him with renewed vigor, plunging her entirety into his abused rear, her nuts clapped against his tush.

Pinned between the indomitable dickmare and the brick wall, Anon’s body rocked and jostled with the impetus of her movements. His prick, trapped within his thong, smeared the garment’s interior with his pre-cum, while his prostate was bludgeoned. Mewling like a harlot, doing everything he could to stave off his impending release, he sunk his nails into her back.

The twinge of pain, mixed with the velvety sensation of Anon’s colon, evoked a domineering grunt from Celestia. He was her mare, and she was going to do everything in her power to prove it. Mercilessly plowing him, sensing herself creeping closer to the edge, her waist was a blur of motion.

Every thrust caused Anon’s abdomen to distend, as his interior contorted and warped to cope with her full length. He was nothing more than a cock-sleeve for her, a living receptacle for her debased desires, and he loved every minute of it. Thoughts of his body being molded, sculpted into a tool to sate her wanton urges, proved too much to bear. Sinking his teeth her trapezius muscle, he came.

The twinge of pain, paired with the with the heavenly heat and wonderful snugness of her lover pushed Celestia past her limit. With one final, titanic thrust, she hilted herself. Flaring deeply within Anon, trapping her cock in place, a tidal wave of scalding spunk went rocketing through her shaft. A throaty growl escaped her, as she erupted within him.

The warmth and the throbbing of his paramour’s equipment forced Anon’s climax to redouble in strength. He could feel her jizz filling him, surging through his innards, until it went crashing into his stomach. His gut swelled, while liters of seed were pumped into him. Tears of unfettered bliss streamed down his cheeks, as he embraced everything she had.

Through the fog of rapture, sensing her pulse gradually slow, Celestia knew her job wasn’t finished. While she hadn’t anticipated rutting Anon in an alley, like some harlot, she’d made contingencies just in case. Freeing one hand, digging into her purse, she retrieved the object she sought.

Held in place by the colossal alicorn, Anon scarcely noticed her shifting about. His mind was dimly aware of her angelic member softening and being pulled from him. It was a bittersweet moment, feeling her withdraw, but he realized that all good things must come to an end. As she pulled free, slipping from his battered and cum filled confines, something cold and hard was rammed into his ass.

Anon yelped, as his pucker clamped around the object. Shakily rearing back, steadying himself on her broad shoulders, he wearily looked at her. She looked pleased, grinning broadly, but that scarcely gave him any explanation of what had just occurred. Before he could ask, she gingerly set him to the ground, taking care that his shaky legs didn’t give out beneath him.

“I thought it only fitting that my mare didn’t lose a single drop,” she snickered, leaning over and giving his cheek a kiss. “If I hadn’t, how would everybody know you’d earned a load of my foal batter…”

Drowsily, Anon looked downward. His mouth went slack, when he noticed what she’d meant. His belly was positively swollen, hanging over his skirt, as if he were several months pregnant. Apparently she’d planned for such an event - that, or she carried around an extra-large butt plug regularly. As shocking as the sight was, the knowledge that he now carried her seed was exceptionally hot, damn near tempting him to plead her for yet more service.

“Now, let us retire to my chamber,” Celestia continued, extending her hand towards him.

Lacing his fingers in hers, Anon smiled. Anyone they passed on the way back to the castle would know what they’d done. They reeked of sex, their clothes were a mess, and Celestia’s flaccid member dripped jizz to the ground, but he couldn’t be happier. Following beside her, grinning like a filly with her colt friend, they made their way back to her palace.

The fact that she’d invited him back to her room filled Anon with hope. Not only had he gotten everything he’d dreamt of, but she seemed to be pleased with his performance. As they trotted along, hand in hand, he wished for nothing more than their adventures to continue…