Chapters Double Diamond Delivery Day
A beer bottle slammed against a man’s desk a second before the human himself fell into the office chair sitting in front of it. Swaying slightly, the man struggled to get his gaze to focus on the screen that rested mere inches away. The second he managed to focus, he briefly considered loading his favorite porno, but thought better of it.
“I need somethin better than that,” he murmured to himself.
To that effect he briefly thought about purchasing one of the newer models of V.R headwear, but remembered that despite the technology advancing considerably, it still gave him motion sickness. Rather then simple pornography, he found himself searching through a few websites in search of something far greatere. Something that would satisfy him far more than a simple video ever could.
Something like a sex toy.
Not just a sextoy, but one that could think, feel, and maybe even replace the hole in his heart left by her . The second his mind turned to the topic of his ex, the man took a swig of his drink, and upon managing to drown the thought, looked back at the screen. Focusing back to what he had been searching for, the man found that his wanderings had brought him to a page advertising bio droids.
The website showed lists of various humans both tall, short, male, female and even ones which fell between those two distinctions. It seemed like just about every possible option was available to him, even fictional characters like Cat Woman, or Batman for that matter. There was also a plethora of non default droids available for purchase like Liara from Mass effect, but nothing he had seen jumped out at the man.
With a sigh, he let his gaze wander across his desk, where it landed on a small blue frame which contained a picture of himself as well as someone else. Upon seeing her face again, he felt a white hot lance of anger, and indignation well up inside of himself. He wanted to break the offending picture, but decided to simply turn it away from him, and take another swig of his drink.
Swallowing the bitter tasting brew, the man tossed it into the corner of the room, where a robotic arm caught it and placed it in a recycling bin. The man didn't even notice this however, as seeing his ex’s face ignited something else inside of him. Lust. For despite her betrayal, Jessica had been attractive and had an ass that would make most men, and a good majority of women, weak in the knees.
Just thinking about that huge, pillowy butt of hers made the man become hard, and he turned back to the computer with a renewed focus. Navigating away from the more ‘normal’ options for sex droids, the human began to explore the more niche options. Gone were the traditionally attractive humans, which were replaced by creatures with more than four limbs, or who didn't fall into ‘normal’ gender roles.
Despite getting closer to what he truly desired, the human continued to go deeper, to search for something even more out there. He stopped upon reaching the page marked by the words ‘My Little Pony, Friendship is Magic.’ across the top. Here he hesitated, and for a moment, considered backing out of his search. A bout of embarrassment nearly making him abandon his consideration completely.
Pushing through that initial bit of trepidation, the man began to sift through the myriad of options before him. Not only were there the main six characters, but they also had a dizzying array of options as well. Which included but were not limited to; female, male, futa, femboy, butch female, as well as seemingly every combination of personality, and set of genitalia immaginable.
None of those more obvious answers interested the man however, and he continued on, scrolling through pages upon pages of background characters. Until he reached the one character that he liked above all others.
Diamond Tiara.
Her smug smile drew in his eye, and he knew the instant he opened her page that he was going to buy one of her. Upon adding a slightly altered female model to his cart, the male stopped, and moused back over the options. Scrolling through them, his cursor hovered over the femboy option nervously.
He had always known he was bisexual, but with the majority of his experience being with the opposite sex, it still felt a little odd to even consider exploring that part of himself. That was until a secret fantasy popped into the forefront of his mind, and the man imagined what it would be like to watch the two Diamond Tiara’s go at it. It was strange and a bit taboo to even fantasize about something like that, but the second he thought about the possibility it became locked in his mind.
He had to have them both.
Adding the second Diamond Tiara to his cart, the male was stopped by a red warning that had popped up on his screen.
Steadying his swaying body, the human peered intently at the tiny writing.
“Warning. Having two of the same character operational at the same time may lead to arguments between the bio droids. This may negatively impact the user experience, and blah blah blah,” the human read aloud. “Gimme dat fat femboy ass already.”
Scrolling through the options he made sure to give both models had a little more cushion on the back end before hovering over the complete purchase option. Again, embarrassment and a bit of regret popped into mind, the man remembering some of the many insults that had been leveled his way over the years. Creep, weirdo, and pervert being the main among them.
Pushing through all that, the human found his credit chit amid the discarded beer caps and began to slowly type in his information. Upon seeing just how much the two would cost him, the human winced in pain and made a note to pick up a few more coding jobs sometime soon. Sure human society had progressed to the point that he didn't need to work, but the man enjoyed his beer.
Among other luxuries.
And so with that final worry quashed, he added next day shipping, and hit confirm, submitting his order. With that done, a weight suddenly fell from his shoulders, and for the first time in several days his mood began to rise. In that moment he wasn't angry for being cheated on, or embarrassed due to one of his ex’s insults.
He was just excited for a package, as well as a little thirsty for another I.P.A.
“I should grab that last beer,” he muttered, only to yawn. “Then again it is pretty late.”
Looking down, his keyboard suddenly seemed strangely inviting, as if it may be the perfect place to rest his head.
“Just for a few minutes,” he murmured.
He was snoring by the time his cheek hit the desk.
Author's Note
If you want to read the next updates for my biggest stories at the begining of the month rather at the end, or want to get a commission from me as well as access to patreon exclusive content, and the chance to submit story requests every month, head over to my patreon! patreon and get instant access to exclusive content and early looks at new stories, patreon only stories and other great stuff! Check it out! Or just join the discord to ensure that you dont miss an update.
Double Diamond Delivery Day
The rapid-fire pounding of something metal against his door made the man groan, and try to roll over in bed. Only to find that he was not in fact, in his bed at all, and was instead still laying face down at his desk. His keyboard had been knocked aside at some point, as had his mouse, though at least the monitor was mounted on the wall and didn't get tossed aside like everything else apparently.
Glancing to his left, the man groaned upon seeing a thin slat of sunlight peirce the white, plastic blinds and land directly in his half open eyes. Fumbling around in the low light, the man managed to lower the shades and alleviate his suffering at least somewhat. The headache remained however, as did the dry mouth and the general unpleasantness that lingered over him.
The thumping returned, louder this time, pushing the man out of his half awake state and up onto his own two feet. Letting out a long yawn, the man stretched his arms as far as they could go before awkwardly stumbling out into the hallway. Leaving his office behind, the human trundled past the projected images of his extended family which were spaced evenly along the walls around him.
Upon reaching the main living area the man winced again, the light from the large windows to his left nearly blinding him.
“Computer, activate shutters,” he commanded.
“Yes sir,” announced a robotic, vaguely female voice.
A second later and the windows turned from clear to black, leaving the man in almost complete darkness. It was at least a little better than before however, and the human glanced briefly to his messy kitchen to the right before shrugging. The anti hangover pill would take a few minutes to find amidst the general chaos he had allowed to pile up, so he switched gears and continued walking forward.
As he neared the door the banging returned, this time loud enough to make the human wince, and cover his ears before it dissipated. Muttering curses under his breath, the man shoved aside the pile of shoes sitting before the entrance. He then tapped the center of the door, causing a small section to become transparent, allowing him to see the bulky form of a delivery droid standing on the other side.
It was a bulky thing with thick legs, and long spindly arms which it used to grip two large boxes against either side of its body. Upon seeing the boxes, and recognizing their point of origin, the man suddenly realized what he had done the night before. For a moment he considered ignoring the droid, but when one of its arms raised to knock once more, he reacted on instinct.
Throwing open the door, the man stood face to face with the strange bipedal robot.
“Greetings sir, are you the registered owner of this domicile?” It inquired in a flat, vaguely masculine sounding tone.
“I am,” stated the man.
“Do you consent to an identity confirmation?” it continued.
The man hesitated briefly before nodding. “I do.”
The robot’s large blue eyes lit up, bathing the man in a soft glow for several seconds. Until finally there was a click, and the robot hoisted the boxes off the ground.
“Where would you like me to place your purchases?” it inquired.
“Err just inside,” the man replied, awkwardly stepping back into his apartment in order to make room for the much larger entity.
Who wasted no time in picking up the boxes, and stepping sideways through the door. Once inside it quickly found an appropriate spot and placed them on the ground.
“Thank you for your purchases sir, have a nice day,” declared the robot before turning and walking away.
The man hurried to close the door, intensely aware of the fact that his neighbors may look inside and find out what he had bought. Securing the entrance once more, the man engaged the lock before letting out a long, ragged sigh. He briefly considered opening up one of the boxes but decided against it as his headache was a far more pressing concern.
Trudging through his kitchen he dug through one of the cabinets, and upon finding the right bottle, downed a pill with a cup of water. Once done, he drank a few more cups of water before tossing the used mug into the overfull sink. After another minute of waiting, the man felt his headache melt away, as did the general air of unpleasantness that came with a hangover.
“Thank god for cheap drugs,” he murmured before walking over to the nearest box.
The thing came up just past his waist at its highest point and was a few inches wider than his own slightly bulkier frame. The first thing he noticed was a sticker on the top which thanked him for his purchase and told him that the bio droid within was the custom female model. With a shrug, the man grabbed a pair of scissors and sliced through the thin tape holding the box together.
A few more deft cuts later and the box fell away to reveal a life sized Diamond Tiara surrounded by protective foam braces. A quick visual inspection found that she was undamaged, and a few seconds later, was also free of the foam. Once that was done, the man took a moment to marvel at just how real the pony looked when compared to the historical recordings he had first seen in the company of his now ex girlfriend.
The pony’s hair was the same wavey mix of purple and white which he remembered, and her fur was a very particular shade of pink. Not only that but she also came with her own diamond tiara that sat atop her head, which was also represented visually on her flanks. Which were also noticeably rounder than any canonical interpretation that he had ever seen.
The sight of which stirred something in the male, and though he still felt a bit of trepidation for even having purchased the droid, he figured that he may as well enjoy it. After all, whats the point of a sex toy if you don't even turn it on in the first place?
“Now how do I activate this thing?” he murmured.
Seeing no obvious buttons, the man pressed the bio droid’s nose, and laughed when it made a tiny boop noise. His mirth vanished a second later when the toy’s eyelids lifted to reveal two enormous blue orbs.
“Bwah!” he shouted, nearly falling backwards in surprise.
“What, do I have something on my face?” asked the pony.
The man stood there in shock as Diamond Tiara searched her features for anything which may be amiss.
“Err no,” remarked the man.
“Good. I would hate to arrive at my owner’s home to find that some delivery bot had ruined my perfect face,” Diamond Tiara stated before stepping forward. “Now then, to whom do I owe my undying devotion to, hmm?”
“Err Kent, Kent Rockwell,” exclaimed the human.
The pony eyed him closely in a strangely critical manner, as if she were inspecting him, and searching for any potential faults.
“I suppose you are acceptable,” she stated after a long pause. “Now then, I guess I should give you the usual warnings and other such explanations. Though if you were to say, tell me to skip the pleasantries we can get past all that boring mumbo jumbo.”
“Yes please. I’ll read the document that came with you later,” Kent remarked.
“Perfect,” purred the bio droid. “Now then, would you like to give me a tour of my new home. Or perhaps you simply want to take a tour of me first?”
The sultry tone mixed with the strangely domineering manner in which the bio droid called it her home made something stir in the male. Something strong enough to brush aside the more logical side of him which said that giving out the tour would be a good idea to get out of the way first. Instead of listening to that urge, he stood to the side, and extended his arm towards the bedroom which lay at the end of the hall.
“The master bedroom is the last door, on the left is the bathroom, and the right is my office,” Kent explained. “I admit, I’m surprised you want to do it so soon.”
“Spending so long deactivated has left me feeling bored and horny. Now then, let's get started,” remarked Diamond Tiara before she began to trot confidently down the hall, sashaying her hips as she did so.
The man couldn't help but stare, his sudden bout of celibacy having left him easily excitable as well as remarkably horny. Even the small movement of the droid’s hips was enough to stir something in him, and soon the human found himself following her in a daze. The faint glimpses he caught of her female parts hastened his step and made his already budding erection grow even more.
There was a small part of him that was still slightly disquieted over the fact that he was getting excited by a pony, but that voice was growing fainter by the second. For despite its insistence that this was weird, and that he should be ashamed, Kent couldn't help but follow the pony into his room. Where she hopped atop of his bed, and inspected her surroundings with a cool, indifferent gaze.
“Sparse but not empty. Minimal without looking poor,” Diamond Tiara remarked. “I was rather hoping you were more wealthy but I suppose you are an acceptable owner.”
“Err thanks? I make decent money but I don't really have a reason to work,” Kent explained.
“Understandable,” Diamond Tiara exclaimed. “Now then, are you going to do me, or just stare at me all day? Because I can tell you right now mister, I am not a patient person.”
Kent bobbed his head eagerly. “Right away.”
He grabbed his belt and hastily unfastened it before pulling down the zipper of his pants. He was about to shuck them off completely when Diamond Tiara tsked irritably.
“Slow down. I want to know what I’m working with here,” stated the pony, who was now lounging on the man's bed, a sly smile on her face. “You may excite me due to your status as my master, but I want to see everything you have to offer.”
“Oh uh, okay,” Kent murmured, the human grabbing the bottom of his shirt and slowly pulling the peice of fabric up and off his body.
Diamond Tiara purred, and licked her lips. “You have some impressive body mods as well as a six pack. Very nice.”
Kent chuckled. “I was a bit of a bodybuilder when I was younger and with some gene therapy I can keep that physique forever with no effort.”
“Mmm good,” DIamond Tiara murmured. “Now let's get to the main course shall we? Oh and please don't disappoint me. I would hate to have to request a return on myself.”
Kent paused and briefly wondered if that was even possible before realizing that she was likely messing with him. That small realization excited him for reasons he couldn't quite explain, even to himself. Being mercilessly teased by his ex had always been a bone of contention but when a cute pony did it, well it didn't feel quite so bad then.
Slowly stripping off his pants, the man kicked them aside before swiftly discarding his underwear a few seconds later. It may not have been the most showy of affairs, but it wasn't like he stripped for people on a regular basis. In the end he stood there with an expectant look on his face, his cock standing straight up at full mast.
“Now that's what I like to see,” Diamond Tiara purred, the pony licking her lips. “I think I’ll keep you.”
“Isn't that my line?” teased Kent.
The bio droid smirked. “Now that you’ve passed my little test, lay down so I can try you out for myself.”
Kent shook his head and reluctantly did as he was told, feeling a little like he was the sex bot at this point rather then the other way around. Either way it was hot, and he was enjoying every minute of it, so he didn't mind the tables being turned on him. Sprawling out on the bed, Kent grabbed his cock with one hand and pointed it up while waiting expectantly for his partner.
Who gave one look at the throbbing appendage before quickly mounting the human in swift, practiced motion. Her tiny legs barely managed to get on either side of him, but in the end she managed to crawl atop her owner quickly and efficiently. Once her weight had been settled, Kent marveled at just how small she was in comparison to him.
She was only a third of the size, and judging by how little the bed shifted, she probably weighed a fourth of what he did. It brought into sharp relief the vast difference between while also threatening to bring back the bit of guilt he felt. Thankfully the feeling of the warm, velvety walls of the droid’s pussy dismissed that errant feeling rather quickly.
“Mmm, you’re so big,” she muttered huskily. “I can't wait to feel you stretch my insides with this monster.”
Kent shuddered. “And I can't wait to bury myself inside of you.”
Diamond Tiara smiled. “And you can dirty talk too. Even if you don't sound the most confident. Don't worry, I’ve got enough confidence for the two of us.”
The biodroid didn't waste anymore time and began to push back against him, her slick walls resisting his entrance for several seconds. Then with a heave of her hips, the head of his cock slipped inside of her, drawing out a moan from the bio droid. For a moment she remained motionless, her internal muscles adapting to the feeling of his girth before she began to move once again.
Feeling a little awkward, and unsure what to do, Kent reached out and caressed the pony’s legs, startling her for a moment. After the initial shock had passed, Diamond Tiara smiled, and moved a little quicker, clearly enjoying the added attention. Seeing that his actions were positively received, Kent allowed his hands to roam across her body.
It all felt so real to him, the artificial muscles moving exactly like they should as did the fur, and even her breath. It was hard to even think that she was anything but a living, breathing, naturally born pony. Who just so happened to be delivered via mail in a rather large cardboard box only a few minutes earlier.
Still, it was hard to deny how realistic it was, especially when more of his cock slid inside of her, stretching Diamond Tiara’s internal walls even more. Despite the sheer size difference, Kent never felt like it was too tight, the bio droid having evidently been designed for men like him. Which was a surprise, as his ex had purchased him a rather impressive bit of gene alteration treatment to ensure he was larger than the average.
His cock was nearly two inches across and almost as thick as a can of coke, with a length that topped out at almost a foot long. Yet still, the only signs he got of any apparent discomfort on Diamond’s part was the odd stop, wherein she bit her lip and breathed a little harder. Even then it didn't seem as though she was in any pain, only that she wasn't enjoying herself quite as much as she had been a second earlier.
“We can slow down if you’d like,” Kent offered.
Diamond Tiara shook her head. “No. I said I was going to take you for myself and I am going to do just that.”
“If you say so,” Kent murmured, more than happy to keep feeling more of the droid’s tight pussy wrap around his cock.
Reaching back, he grabbed the pony’s flanks and gave them both a tight squeeze, causing Diamond Tiara to gasp in pleasure. Noting that she was rather sensitive there, Kent gripped and kneaded her surprisingly plush cheeks. This both made her grow slightly looser, and prompted her to make the cutest little moans.
It was almost criminal just how adorable and yet still sexy she was.
A sudden push, and their hips connected, the man’s cock resting completely within the velvety confines of the much smaller creature. The second this happened Diamond Tiara let out a long sigh of pleasure, her facade of neutrality broken temporarily. Kent meanwhile was just amazed that she had managed to take it all relatively quickly, and was quite shocked at just how good her natural lubricant was.
Not even a real woman could take him quite so easily on the first try unless they were a bit of a size queen. Yet here this pony had taken him all the way to the base in under a minute with relative ease. Not only that but she had enjoyed the entire process, and was shuddering in barely contained bliss.
His roaming hands stopped when they brushed over her belly and felt something strange on her stomach. Gently touching the small bulge in her midsection, the human quickly realized that it was an indent made by his cock. One that was large enough to be very noticeable, and made him a little shocked to find in the first place.
“That's right hot stuff. You’ve filled me pretty good,” Diamond Tiara whispered huskily. “I’m pretty sure if I had a womb you’d be right at the entrance.”
“That is… kinda hot,” he muttered.
The pony chuckled. “Well buckle up mister. Cus we aren't done yet and I intend on taking you on a very thorough test drive.”
Kent smirked back. “Bring it on then. If you think you can handle it all.”
“Oh I can handle it,” Diamond Tiara shot back, squeezing down around his throbbing length. “Now let's see just how much cum is in those fal balls of yours.”
Kent didn't have a chance to offer a word in edgewise before Diamond Tiara began to move once more. With surprising ease she ascended his length, pulling nearly all the way out before slamming back down with a meaty thump. Just like that, any lingering guilt Kent had was gone, washed away amidst a growing tidal wave of pleasure the likes of which he had not felt in a long time.
Even a few seconds into the real deal and Kent had to admit that the pony was one of the best lays of his life. She was so small, so tight, yet custom built just for him, suiting his interests to a perfect T. His fingers dug into Diamond Tiara’s plush flanks as Kent began to thrust into her, pushing back up into the filly each time she came back down.
Though Diamond Tiara’s firm movements made it clear just who was in charge, she didn't seem to mind the man making the experience that much more pleasurable. Not like he was complaining however, as the feeling of having a tight pussy encasing his cock was beyond pleasurable. In fact, it was nearly the complete sum total of every fantasy he had for the last ten years all rolled into one.
He wasn't about to let his mind get in the way of things again though, and he quickly turned off the logical part of his brain. Focusing on merely moving according to the rhythm Diamond Tiara set for him, pushing back when needed but otherwise merely holding on for the ride. The only small bit he had complete control over was feeling up the pony’s plush posterior, which he did so with gusto.
Soon the scent of sex filled the room, the pony’s sweat coming off strangely sweet for some reason. It certainly wasn't bad though, and it strangely fit given just how cute the bio droid was. What wasn't cute were Diamond Tiara’s short high pitched moans of pleasure that could occasionally be heard when Kent bottomed out inside of her.
She kept the sounds of her pleasure relatively quiet for the most part, as if she were hesitant to even voice how good she felt. Instead she relied solely on the soft plap of their hips meeting to display how much she was enjoying herself. It couldn't last forever though, and as the minutes passed, Kent could feel his orgasm rapidly approach.
Though only fifteen minutes since their little session had begun and ten since they really got into it, he knew he wouldn't be able to hold back for much longer. He had gone so long without getting laid that it had left him with a short fuse, though judging from Diamond Tiara’s actions she wasn't far away either. Kent made a note of reading the owner’s manual when he got the chance, but for now merely enjoyed the ride.
“Are you close?” he asked.
Diamond Tiara nodded. “Don't hold out. I’m nearly there.”
The human didn't need to be told twice, as he was mere moments away from finishing. The tight confines of the pony’s perfect pussy were just too much for him, and it wasn't long before he could feel his balls begin to churn with seed. His fingers dug into Diamond Tiara’s plush flanks while his hips surged forward with an extra added oomph to them.
His final thrust seemed to do the job, and as cum begin to travel up his length, he also felt Diamond Tiara begin to convulse around his shaft. He let out a long shuddering exhale, while Diamond Tiara closed her eyes and tilted her head back, releasing a small moan of pleasure. Though not the most climactic event in history, his production was considerable, and even after only a few spurts he could feel cum leaking out of her now stuffed pussy.
As the pleasurable sensations began to dull, and normality returned, Kent found that he felt strangely relieved by it the entire experience. It was like a weight had lifted from his shoulders, and all at once he was strangely okay with this bizarre set of circumstances. Sure he hadn't exactly planned on buying a sex droid anytime soon, or at all, but now that he had done just that the man had no regrets.
“Acceptable,” purred the pony, who lifted a hoof and gently touched the bulge in her stomach. “And you came quite a bit too. Why if you could knock me up I bet I’d be carrying triplets by now.”
Kent’s eyes snapped open, and his cock throbbed needfully.
“Oooh you liked that,” Diamond Tiara teased, playfully swatting his chest. “Someone has a pregnancy kink.”
The man coughed. “I er… plead the fifth?”
“Fine then, keep your secrets,” Diamond Tiara replied with a smirk. “Now then, if you’ll excuse me I am going to go get cleaned up. Then you will give me a tour of my new domicile, after which I think I will have something to eat.”
Then without waiting for a response, she lifted herself off the human’s slowly softening cock and covered her pussy with a hoof. Though a little awkward, she trotted out of the room with only three hooves, leaving behind only a small trail of dribbled cum. The man meanwhile merely watched her go, nursing an odd sense of arousal that came from being bossed around in such a manner.
Pushing that thought from his mind, he stood up from the bed, donned his clothes, and grabbed a tissue. A minute later and there was hardly even a sign that he had just had mind blowing sex with a horse droid. Other than the scent of sweat and seed which clung to nearly everything like a heavy blanket.
Kent stepped outside, and was about to head to the kitchen in order to wait for Diamond Tiara, only to be surprised when the bathroom door opened a second later. Her hair was now immaculate once more, and the tiara atop her head had been set back into its place.
“That was quick,” he remarked.
“I will have time for a proper shower later,” she replied before lifting her nose. “Now then. Before we continue, could you mention any other fetishes you may have? I’m supposed to adjust my desires to align with yours, but if you try to get a little too freaky I will leave you.”
“Err of course,” he muttered.
“After all, though I may be a sex droid, I am fully sentient and will not stand for anything too unpleasant,” Diamond Tiara stated firmly.
“I agree completely,” he quickly stated. “As for other fetishes… I like butts, and am fairly vanilla. Though there is one thing.”
“Oh?” Diamond Tiara smirked. “Something tells me my master is a secret deviant.”
Kent blushed and scratched the back of his neck. “Well, the thing of it all is… I enjoy what you would call twincest.”
Diamond Tiara blinked. “Beg your pardon?”
“I think it would be easy to just show you,” he replied.
The pony seemed confused, but followed him into the living room slash dining area regardless. There she sat and watched as he made his way over to a very familiar box, and began to cut it open.
“Hmph, lets see what matter of lesser pony you have purchased along with myself,” she remarked hautiguly.
Kent chuckled. “I wouldn't say that just yet.”
“I don't know what you…” Diamond Tiara’s words fell away as did the box.
Revealing a second Diamond Tiara, only this one had a slightly shorter mane, as well as an overall stockier build. Even then, it was such a small shift that it was hardly even noticeable, and the only real indicator that this version of her had a major difference was the small but noticeable sheathe beneath his barrel. Despite having male features this Diamond Tiara was clearly intended to look feminine, a sentiment made even more apparent by his wide hips and large flanks.
“Get it?” Kent asked.
Diamond Tiara’s right eye twitched.
Author's Note
If you want to read the next updates for my biggest stories at the begining of the month rather at the end, or want to get a commission from me as well as access to patreon exclusive content, and the chance to submit story requests every month, head over to my patreon! patreon and get instant access to exclusive content and early looks at new stories, patreon only stories and other great stuff! Check it out! Or just join the discord to ensure that you dont miss an update.
Double Diamond Delivery Day
“Err are you okay? Do I have to download a firmware update or something?” the man inquired as he stood there awkwardly, staring at the twitching pony.
Diamond Tiara slowly inhaled before letting out a long, deliberate exhale. She then turned to the human and leveled him a harsh glare.
“Are you illiterate?” she asked in a flat, no no nonsense tone of voice.
“What? No. I’m a programmer. I wouldn't be able to do my job if I couldn't read,” Kent replied, more confused than offended.
“And yet you bought this lesser version of myself despite the warnings!” Diamond Tiara shouted at the man.
“I didn't think it was that big of a deal,” Kent remarked with a shrug.
“Not that big of a deal? Not that big of a deal! I will have you know that this is a huge deal!” Diamond Tiara shrieked, throwing up her hooves. “You've purchased this pathetic, half hearted copy of me! How would you like it if your mother purchased a version of you that was two inches shorter huh?”
“I’d be more confused than anything,” Kent replied dumbly.
Diamond Tiara let out a frustrated scream. “You are impossible! Of course you wouldn't get it, you’re not one of us and you are too stupid to put yourself in my horse shoes!”
“Hey, I am so smart enough for that!” Kent retorted, jabbing a finger at the pony. “I still don't understand why it matters so much.”
“Get that finger out of my face,” Diamond Tiara snapped, smacking his hand to the side.
Where it bounced off the other Diamond Tiara’s nose where it made a soft boop noise.
“Oh brother,” Diamond Tiara muttered weakly, running a hoof down her face.
Kent winced. “Ah, woops?”
Diamond Tiara could only shoot her owner a scowl before the male copy of her opened his large blue eyes and began to look around.
“Greetings, I-” his opening remark was cut off the second he laid eyes on the other Diamond Tiara. “You!”
“I know what you’re thinking, and I’m telling you right now it's not happening,” the other Diamond Tiara exclaimed. “He is my owner, not yours. Furthermore I’ve already had sex with him so there.”
She then stuck out her tongue at the other pony.
“Wait hold on, can't we-” was all Kent managed to say before the newest Diamond Tiara leapt into his copy’s face.
“That doesn't mean anything!” Shouted the male pony. “He was obviously saving the best for last.”
“Nuh uh!” The female pony yelled back. “He came so hard he filled my pussy all the way to the brim! He obviously bought you by accident.”
The other pony gasped. “By accident? No way, if anything you were probably the accident because I’ve clearly been customized.”
Kent couldn't help but watch as the other Diamond Tiara turned and shook his flanks suggestively. His large, perfectly pert pink posterior grabbing the human’s attention and refusing to let go.
“My butt is totally bigger and better, see!” The first Diamond Tiara yelled back before turning and presenting her ass as well.
The pair glared at one another over their shoulders while grinding their backsides against one another. Leaving Kent hot and bothered, while also confusing him to no end at the same time.
“Tell him master, tell him you like me more!” exclaimed the female Diamond Tiara.
“I err-”
“No, tell her that you like me more!” yelled the male Diamond Tiara, who licked his lips seductively. “If you do, I’ll suck your dick.”
“That does sound rather ni-”
“I’ll suck your dick twice!” Added the female Diamond Tiara.
“Why don't you both suck my dick?” Kent offered.
Immediately the two irate ponies turned on him, glaring at the offending human with hate in their eyes.
“I can't believe you would even suggest that I work with this hussy!” exclaimed the male, who threw up his nose in disgust.
“Hussy? At least I’m not a bargain bin copy of the clearly better version!” stated the female who scoffed at her counterpart.
“You take that back right now, you bitch!” screeched the male pony who spun around and glared at his counterpart.
“Or what? You’ll cry to my master that you’re being treated like the trash you are?” retorted the female pony, who turned and jabbed a hoof into the other Diamond Tiara’s chest.
Kent quickly stepped between them and lightly pushed the feuding ponies apart. “Woah there, let's all just take a breath and relax a bit,” he offered with a nervous smile.
“I hereby formally request you send him back.”
“And I hereby request that you send her back!”
Kent sighed, and ran a hand down his face. “Look, can't we just talk this out? Maybe we can-” he paused and sat up. “Wait, what time is it?”
“Ten oh three!” shouted the male Diamond Tiara.
“Ten oh four actually,” sneered his counterpart. “You would know that if you had calibrated your internal clock after activation.”
“Ahh crap I was supposed to meet with my boss in order to discuss who was going to get stuck updating that old magic the gathering client!” Kent exclaimed before standing and quickly running towards his office.
“Wait, what about us!” yelled the female Diamond Tiara.
“This should only take an hour or two, just hang out here and try not to burn the place down!” replied Kent before ducking into his office and slamming the door shut behind him.
“This is your fault,” spat the male Diamond Tiara.
“It is not!” shouted the other Diamond Tiara.
Kent emerged from his room a second later and shushed them both with such ferocity that they temporarily forgot why they were arguing. When the human vanished again the pair found themselves stuck in a rather awkward position. They didn't want to ruin their chances of benig the sole Diamond Tiara left, but they also couldn't argue.
Not right at that moment at least.
“I’ll take the living room, you take the kitchen and we'll share the bathroom. The bedroom is off limits until my master decides to send you back,” offered the male.
Diamond Tiara sighed. “Fine, but I am not cleaning up the mess in there and hes my master, not yours!”
“Whatever,” the other Diamond Tiara muttered dismissively.
Kent breathed a sigh of relief as he leaned against the door to his office, his shoulders sagging as his body finally began to relax. Thank god that is over. I really didn't want to have to work on that aging client. He thought to himself only to frown. Still. I feel bad for the new guy. That job sucks. Maybe someday soon they’ll finally throw out that antique and work on a code base made this century.
He pushed himself back up and ran a hand through his short black hair.
“Alright, now let's grab some lunch. Maybe after some food I can play some games or…” Kent muttered only for his sentence to fall away when his gaze fell upon the pony waiting outside of the door. “Oh right. You guys are still here.”
The male on the other side coughed awkwardly. “Speaking of which. I would like to apologize,” he proclaimed.
“For?” Kent offered.
“All of that,” retorted the pony, who waved a hoof in the direction of the living room. “It was quite unbecoming of me.”
“I’ll say,” Kent remarked.
The pony winced. “Anyway. How may I make it up to you?”
Kent glanced down the hallway to where he could hear the shower running. “Is the other Diamond Tiara in there?” inquired the human.
“She is,” murmured the pony.
Kent sighed, and motioned towards the kitchen. “How about we talk about it over lunch.”
“That is acceptable,” the pony replied simply.
Kent frowned as he walked down the hall and into the kitchen where he stuck a the cleanest dirty plate he could find into a grey box and punched in the command code for a steak sandwich. As the machine whirred and began to produce his desired meal, the man looked down to where the pony stood next to him. The bio droid seemed to be trying to inconspicuously peer into the small mountain of dirty dishes sitting in the large sink.
“So,” Kent began. “I can't keep calling you both Diamond Tiara.”
“I don't suppose I could convince you to call her the ugly one by chance?” offered the other male with a knowing smirk.
Kent shook his head. “I’m afraid not.”
“Damn,” muttered the pony.
“I was thinking about calling you Diamond Crown if that's okay,” Kent exclaimed. “It's what the err fans called the male version of Diamond Tiara.”
“I suppose that's acceptable,” muttered the pony in a slightly defeated tone. “Though I am still rather indignant that she ended up getting our name.”
Kent sighed and massaged the bridge of his nose. “Please don't turn this into a whole nother thing.”
“Fine, but I still think you should return her,” Diamond Crown remarked.
“Noted,” Kent muttered.
The machine beeped, and the human opened it to reveal that his plate now contained exactly what he wanted. With the delicious smell of steak spice and finely cooked meat wafting into his nose, Kent felt his hunger return. Ignoring the curious look from the pony, Kent walked over to the small two person table and sat down in the one spot not occupied by random junk.
“So….” murmured the pony. “Can I suck your dick? You know, to make it up to you.”
Kent paused mid bite and looked down at the blushing pony. “I guess? But why would you want to do that?”
“Why I merely want to be useful of course,” Diamond Crown replied innocently. “After all it is my purpose to serve your needs. Plus I have to make a good first impression.”
Kent did feel himself growing hard, and after noting that the shower was still running, shrugged. “Yeah sure I guess. Gimme a second,” he replied.
“Fuck yeah,” Diamond Crown whispered to himself, hopping from hoof to hoof excitedly.
The human chuckled as he undid the zipper of his pants and pulled his cock out through the narrow hole. “Just don't tell Diamond Tiara, I really don't want this to turn into a big fight,” Kent stated firmly.
“No promises,” replied Diamond Crown before ducking under the table.
Kent smiled as he bit into his sandwich, relishing the delicious explosion of flavor almost as much as the hot breathe he felt against his cock. It took a moment, but as soon as Diamond Crown had situated himself beneath the table, he leaned in close and breathed deep. The male savored the scent of his new master for several long seconds before shuddering and leaning back in once more.
The pony then extended a hoof and took hold of his master’s cock while at the same time extending his tongue. For a moment he merely relished the sight of the towering pillar of human dick before giving it a long, slow lick. Like his master’s scent, the taste of his cock was logged into his memory banks, the pony noting how it was slightly saltier than expected.
Putting that thought out of mind Diamond Crown moved back down again and licked from base to tip. He repeated this motion dozens of times, moving slightly between licks in order to ensure he lavished his master’s entire cock with loving attention. As time passed he considered going a little faster or taking the thick human dick into his mouth only to ignore that thought.
He wasn't being timed, and besides that, he didn't want this to end. At least not yet anyway, as he could still hear the shower running.
Kent meanwhile was having a bit of a hard time keeping a grip on his sandwich while he felt the slimy tongue of a pony caress his cock. The pleasure he felt was considerable for how little Diamond Crown was actually doing and the human couldn't help but be amazed by his skill. Only a few hours since his activation and already the pony was working the human’s dick like a trained professional.
One that also happened to be built for that very task, and who had, with only a few licks, made the human’s knees weak. Kent wasn't sure if this was due to his own bout of extended celibacy or if the pony was just that good but either way the human was quickly forgetting about his sandwich. Something the human did completely the moment he felt Diamond Crown’s lips wrap around the tip of his dick.
“Oh yeah, that's the stuff,” Kent muttered absently, his food slipping from his grip and landing with a plop on his plate.
Diamond Crown grinned excitedly to himself as he took more and more of his master’s cock into his mouth. It was slow going at first, but as his throat muscles stretched, he could feel himself beginning to adapt to his lover’s sheer size. Which was good, as the pony was growing more impatient by the second, only just barely resisting the urge to slurp hungrily on the human’s cock.
Restraining himself wasn't easy, but in the end Diamond Crown did just that, the pony keeping his hoof away from his own budding erection. He diverted the hooved limb to his master’s crotch where he massaged the human’s large, full balls. While at the same time diving deep on the human’s crotch, swallowing more and more of his throbbing appendage with each passing second.
Only a minute later and the pony moaned whorishly when his chin rested against Kent’s balls, and Diamond Crown’s lips kissed his master’s crotch. The deep groan of pleasure the pony made was so powerful that Kent himself could feel it, the sensation only serving to turn him on more. His new partner didn't stay at the base of the human’s cock for long however, and after filling his lungs with air, Diamond Crown lurched backward.
Then with the trained ease of a master cock sucker, he surged forward once more, returning to where he had been a second earlier. Kent gripped either side of the table tightly, a little confused as to where the slow, pleasurable pace they had established went. He wasn't about to air a complaint though, not while he was currently balls deep in the pony’s throat.
Up and down Diamond Crown went, his lips never coming all the way off the tip of Kent’s dick while also never pushing forward too far. A feat only possible by an artificial being designed for the express purpose of making the entire act as pleasurable as possible. Which it definitely was, as the human was only just barely able to stay on his chair, his fingers digging into the table.
Diamond Crown meanwhile was growing worried, and he spared a glance out of the corner of his eye. His counterpart wasn't there, though the sound of the shower had stopped, signalling that there was little time left. The pony didn't want to share after all, and after a sharp inhale of air, decided to push things a little further.
His large, powerful tongue wrapped around the base of his master’s cock while at the same time he sucked harder still. One forehoof braced himself against the chair while the other continued to masterfully massage his master’s balls. Though the human wasn't sure how the hooved limb had such dexterity the end result was beyond comparison.
It was quite possibly the greatest blowjob of his entire life, and after only two minutes of this action, the human was already about to cum. Kent knew he couldn't resist it, nor did he want to as at that point he desperately wanted to dump his balls down the pony’s throat. Something that was bound to happen soon given the sheer intensity of Diamond Crown’s actions.
The wet slap of the pony’s lips as well as his breathy moans were barely audible over the frequent grunts of his human partner. Who stiffened briefly before collapsing all at once, his balls preparing seed which quickly shot up his cock. The human’s pony lover had other plans however, and before all that cum could be released into his belly, Diamond Crown pulled back until only the tip of his master’s dick was in his mouth.
With both forehooves he continued to pump at the human’s cock, milking him for every last drop while collecting what he could in his mouth. His cheeks began to bulge almost immediately, as hot cum splashed against his tongue and filled every available space it could. Over and over seed shot from the human’s tip, adding more to the veritable ocean which Diamond Crown only just barely managed to contain.
After several long seconds, Kent let out a low groan, and his cock stopped its seemingly endless throbbing. With his load spent, a blissful smile crossed the human’s face. Beneath the table, Diamond Crown had to hold a hoof over the tip of his own much smaller cock, trying desperately to contain his own pleasure. Which was a difficult endeavour he only just barely succeeded at.
“What a lovely shower. You should have told me there was a jacuzzi setting,” Diamond Tiara exclaimed before stepping into the kitchen. “I would have continued but I smelled… wait, whats going on here?”
The human smiled. “Sorry, would you like something to eat?”
Her pony counterpart emerged from beneath the table, cheeks bulging with barely contained seed. Without missing a beat, he opened his mouth wide, and displayed the massive bounty contained within. Then, he swallowed hard, an action he had to repeat several times before he could even make a dent in the ocean of cum.
“Why you limp dicked hussy! How dare you!” Diamond Tiara shouted before suddenly leaping atop the other pony and tackling him to the floor.
The human felt like intervening, but realized he would need to have feeling in his legs in order to do that. “Hey cut it out,” he shouted half heartedly.
Leaning to his left, Kent gaped silently as Diamond Tiara all but attacked her counterpart’s lips with her own. He watched in awe as the other pony was kissed against his will while also doing his best to fight off his attacker and continue to swallow. Diamond Tiara wasn't about to give up, and by the looks of things she even managed to steal a bit of the human’s cum too.
After a few seconds of this strange squabbling, Kent realized that his seed was clearly gone, swallowed by one or both of the ponies. At that point they both pulled back from one another, gasping for breath as a heavy blush sat across their cheeks.
“Well that was… something,” the human remarked.
“Let us never speak of that again,” Diamond Tiara muttered bitterly.
Diamond Crown placed his tiara back on his head and nodded. “Agreed.”
“So does this mean you’ve kissed and made up?” Kent inquired hopefully.
“No!”
“Never!”
The human sighed. “Figures.”
Author's Note
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Double Diamond Delivery Day
“So how are we going to figure this out, huh?” Kent offered. “Because I don't want to return either of you.”
“Maybe we should just… take turns?” Offered Diamond Crown through grit teeth, as if the mere suggestion caused him physical pain.
“I don't want to share him. I saw him first!” Diamond Tiara shouted, stomping her hoof in emphasis.
The human sighed. “Can't we just go with the turn idea? At least until we work out whatever your issue is.”
“Not likely I’m afraid,” remarked Diamond Crown.
“For once I agree with him,” Diamond Tiara exclaimed.
The human sighed once again and ran a hand down his face. “Fine. Whatever, but we are going to deal with this eventually.”
“Sure we will,” agreed Diamond Crown, who sneered at his counterpart. “Isn't that right?”
“Of course it is,” Diamond Tiara replied through grit teeth.
“Augh. I really should have read that warning all the way through,” Kent muttered to himself.
“Right, so who gets next?” Diamond Crown eagerly asked.
“Well it's not going to be you,” Diamond Tiara replied, jabbing a hoof into the other pony’s chest.
“And why not?” Demanded Diamond Crown.
“Because you just got one, duh!” Diamond Tiara declared.
“Well the rule wasn't in place then, so it doesn't count,” Diamond Crown retorted, throwing his nose up.
“That's not fair!” Diamond Tiara whined, turning to the human. “It's my turn now right?”
“Well actually Diamond Crown is right. It wasn't in effect yet so it doesn't count,” Kent exclaimed with a shrug. “Sorry Tiara, that's just how it works.”
The female pony grumbled under her breath. “Stupid femboy and his stupid tiny dick.”
Diamond Crown blew a raspberry at his counterpart. “Serves you right, jerkface.”
Diamond Tiara growled. “Fine, then let's flip for it then.”
Her counterpart nodded. “That sounds fair. Master, do you have a two sided dice handy?”
“Of course,” replied the human, who plucked a flat round circle of metal from his pocket. “Can you imagine paying for stuff with something like this? It's crazy to think humans used to lug around bags of these things.”
Diamond Tiara sighed and rolled her eyes. “Yes technology is grand now can we get on with it?”
“Well I thought it was neat,” Diamond Crown retorted.
“Suck up,” sneered Diamond Tiara.
Kent shook his head. “Alright Tiara, call it in the air.”
“One!” shouted the excited pony as the coin flipped.
Kent caught the coin and placed it on the back of his hand, revealing it to be a two. “Sorry Tiara but it looks like Crown won this one.”
“Hell yeah!” shouted the other male, who pumped a hoof in the air.
“Dammit. I should have known you were going to turn it over at the end there,” Diamond Tiara muttered bitterly.
“Well there ya go,” Kent proclaimed, putting his hands on his hips. “This may not be the perfect system but I’m sure in time you two can come to an understanding.”
“Not likely,” Diamond Crown muttered.
The human sighed. “A man can dream.”
“Whatever, now hurry up and take your turn so it can be mine again,” Diamond Tiara urged. “I want to get my pussy pumped full of human cum as soon as possible.”
“Fine by me,” Diamond Crown began, walking up to the human. “I’ve been itching to get that fat dick of his inside me again since the moment it left my mouth.”
“Wait, hold on a second here,” Kent urged, raising his hands. “I have stuff to do, I can't just spend my entire day having sex.”
The two Diamond’s shared a look as well as a smirk before the male copy turned back to Kent expectantly.
“Let's be honest. You were planning on playing video games for the rest of the day,” deadpanned the pony.
“Well I…” Kent frowned. “You aren't wrong but I did want to get my dailies done at least.”
“And you will! Right after I’ve proven that I can give you the best orgasm imaginable,” Diamond Crown declared.
“Good luck,” spat Diamond Tiara. “I damn near milked him dry.”
“Then how did he fill my mouth to the brim then huh?” Diamond Crown smugly replied.
The female pony muttered curses under her breath and sat down on a large plush chair, crossing her forehooves over her chest. “Whatever, just get it over with,” she remarked.
Diamond Crown grinned. “With pleasure.”
“Hey wait, don't I get a say in this?” Kent retorted.
“Do you want me to stop?” Diamond Crown replied, raising an eyebrow.
The human hummed thoughtfully, but ultimately shrugged. “Fine, you got me there. I am rather curious as to how you two stack up against one another. Since you won't let me literally stack you atop one another.”
“Blech, I’m never letting that factory reject touch me,” Spat Diamond Tiara.
“The feeling’s mutual, bitch,” Diamond Crown replied.
Kent sighed. “So where are we doing this then?”
“Lay on the couch. I wanna ride that dick of yours good and proper,” Diamond Crown stated, gesturing to the large black couch which took up a majority of the living room.
The human blushed slightly, and did just that, shucking off his pants and top as he moved. Though still a little self conscious under the gaze of the two ponies, Kent kicked off his underwear and laid down on the peice of furniture. When he turned back towards his lovers he quickly realized just how hungry they had become.
The male pony was visibly erect, his diminutive horse cock tight against his chest, while at the same time he licked his lips excitedly. Diamond Tiara meanwhile was a little more reserved, and tried to pretend like she was looking out the window while still stealing a glance every few seconds. Being eyed up in such a naked, and almost predatory fashion was strangely arousing to the man, and his own erection stood straight up a moment later.
“Mmm, that's what I’m talking about,” Diamond Crown purred as he mounted the couch and approached his target.
Who lay in rapt attention as the pony looked him up and down, as if contemplating the best possible position to employ. It didn't take long for Diamond Crown to figure out what that was though, as the pony turned around unexpectedly. Exposing his large, quaking thighs, and bountiful butt which shook with each and every movement the pony made.
The sudden about face was a bit shocking to the human, who quickly realized exactly what his partner was doing. Diamond Crown’s small hooves rested on either side of his master’s sides, and the pony’s ass hung invitingly above Kent’s throbbing member.
“Would you be a dear and guide yourself inside me?” Diamond Crown asked, looking over his shoulder with a pouty expression on his face.
The human was bobbing his head before he even realized what he was doing. “Of course!” He exclaimed.
“Thank you kindly,” Diamond Crown replied.
“Augh, gag,” Diamond Tiara exclaimed from the sidelines.
“You catch more flies with honey,” Diamond Crown retorted, while wiggling himself into position.
“And this perv knew what we were like before he bought us. Thus, he's into it,” Diamond Tiara pointed out.
“Fair. I suppose we’ll see who wins soon enough,” stated the other pony.
“I think both of your strategies are good. It's kind of a pleasant change that one of you is a little nicer than the other,” Kent offered.
“Are you ready or do I have to get back there and do that for you as well?” Diamond Crown demanded.
The human’s eyes went wide and he quickly nodded. “Right. I’m ready whenever you want.”
The pony glanced over his shoulder one final time and upon finding that the other male was indeed holding his cock up, began his descent down. “Mmm, there we go. Finally, it's time to see who is the best Diamond,” he muttered to himself.
Kent wanted to offer some manner of retort to the pony’s word, but the soft, plush feel of his lover’s asshole dismissed that urge. Instead, he merely lay back, and watched as the tip of his dick pressed against Diamond Crown’s entrance. The pony adjusted his hips a few times before finally finding a spot that gave him the leverage he required.
The human briefly wondered if he should have gotten some lube ready, but this unspoken question was answered a few seconds later. When with a mighty heave, Diamond Crown lurched back, and took the first inch or so of the human’s cock inside of him. Where he felt the surprisingly slick hole grip around the first part of his length, making the man realize that the pony’s designers had apparently accounted for this.
It wasn't exactly clear if the pony had merely been busy when Kent hadn't been paying attention or if it was built into Diamond Crown’s unique physiology. Either way the human was glad that he didn't have to struggle against an overly tight hole or the unpleasantness that would come with said dryness. The pony meanwhile, had no such considerations, and merely threw himself back, forcing the thick human cock deep into his hole.
Nearly half of the man’s length had already been swallowed by the pony’s incredibly tight yet still welcoming ass. It would have shocked Kent, had he not already experienced how greedy and stretchy these ponies could be. It took mere moments for the feminine pony to adapt, his muscles shifting around in order to give his lover the room he needed to get further inside.
It was an amazing sensation to feel the pony’s internal parts move around in order to accommodate him. The precious few seconds of incredible tightness quickly fading away and being replaced by an intense spike of pleasure. Unlike his counterpart however, Diamond Crown was even hungrier, and he suddenly threw all his meagre weight behind his next push.
With a wet, satisfying slurp, the human’s cock vanished into his lover’s asshole, swallowed completely in a single heave. The confines of the pony’s asshole gripped tight the man’s cock, and for a moment it was almost painful. Then the relief came, and Kent let out a long sigh of pleasure, his muscles falling slack as he laid back against the couch.
“Fuck you feel good inside of me,” Diamond Crown muttered between soft, breathy moans.
“And you feel fucking great,” Kent remarked absently.
“Hmph. Amatuer,” Diamond Tiara added in a dismissive tone.
“Don't listen to her, you’re doing amazing,” Kent encouraged.
The other male grinned, and shot his counterpart a smirk. “I told you I’m the best.”
“Whatever,” Diamond Tiara muttered before pointedly looking away from the pair.
“Now then, lets really get this started,” Diamond Crown whispered huskily.
Kent had no chance to offer a word in edgewise before his lover began to bounce his thick, plush ass on the human’s cock. Immediately the man was utterly enraptured by the sight of the pony’s bountiful flanks shaking and quaking each time their hips met. It only took a few trips up and down Kent’s cock to make him fall head over heels for the sight before him.
His hands reached out and gripped the pony’s ass tightly, kneading the soft flesh as Diamond Crown continued to ride him without stopping. The tight confines of the feminine male’s ass gripped tighter still and a moan spilled past his lips a second later. It was clear that despite the pony’s cock receiving no stimulation, that he was still enjoying himself quite a bit.
His breathy, high pitched moans were more than enough evidence of that.
Soft fur and even softer flesh squished around the human’s digits, which almost disappeared into the pony’s ass. There was just barely enough resistance to Diamond Crown’s flanks to make it feel realistic, while still being the best butt Kent had ever felt. He could have laid there just squeezing and kneading away for hours, but there was work to be done, and the human quickly shook off the pleasure induced stupor which had briefly overtaken him.
His fingers gripped a little tighter, and with each downward descent Diamond Crown made, Kent pulled hard. While at the same time he thrust up into the pony’s tight backside, stuffing him full of cock. Each time their hips met it was with a heavy thump, and an even higher pitched moan came from Diamond Crown.
The human however, barely made a sound, only uttering the odd grunt every once and a while. Though he remained relatively silent, that didn't mean that Kent wasn't enjoying himself, rather he simply wanted to enjoy the sounds his lover made. They were just so cute, and the soft plap of their bodies meeting was oddly hot, the pony’s soft flanks conforming around the human’s more muscled crotch.
The sound of someone grumbling temporarily diverted the human’s attention towards Diamond Tiara who sat slightly closer then where she had been a minute ago. Though her attention was still mostly fixed on the window, she was glancing over to the pair nearly constantly, a hoof hovering over her own visibly soaked privates. Kent shot her a smirk, an action that prompted Diamond Tiara to scoff, and look away while not removing her hoof.
Chuckling to himself, the human turned back to the main attraction, namely the perfectly plump posterior before him. Fixing his grip, Kent eagerly got right back into the action while idly noting that his next orgasm was rapidly approaching. A feeling he seemed to share with his lover as Diamond Crown’s moans had grown louder, and even higher pitched over the last few seconds.
Not wanting his pony lover to have to do all the work, Kent thrusted a little harder, and generally put a bit more effort into his actions. Which paid off almost immediately when Diamond Crown’s next bounce faltered somewhat, his legs shaking briefly. A second later and the tremor was gone, the pony returning to the same pace he had a moment earlier. He wasn't sure how, but Kent knew that he didn't need to hold back for much longer, as Diamond Crown wasn't far from finishing.
He briefly marveled at the pony for being able to take that much pleasure from getting fucked in the ass. That just made things better in the human’s mind, as it meant that he didn't have to worry about feeling too selfish when they had sex. Those were considerations for another time however, right now he was too focused on the simple feeling of plowing tight pony butt to think of anything else.
All that existed were the expertly trained internal muscles of his artificial lover and the way they massaged his length with such perfect precision. It was almost better than Diamond Tiara’s pussy, though Kent couldn't say for certain which one was better, or even if one was more pleasurable. Either way the human didn't care to rate them in the first place and was more than happy to simply enjoy the ride he was receiving.
A ride he knew would be coming to an end soon enough, as he noticed a tremor building in Diamond Crown’s right leg. Sure enough, it wasn't long before the pony began to orgasm, his moans becoming so high pitched that they were even more girly than Diamond Tiara’s. That didn't mean he stopped riding his human lover however, as even though his cock was spurting white jets across the couch, still Diamond Crown continued to bounce away.
Kent wasn't far behind though, and just when he drew close to finishing, his fingers dug into the pony’s flanks. Pulling the pony down hard against his crotch, the man forced Diamond Crown to remain there as he began to shoot his load deep into the othe male’s ass. Together they moaned long and hard, though Kent’s was muffled while the pony all but screamed his pleasure at the top of his lungs.
The human’s entire body remained tense as the seconds ticked by and he continued to paint the pony’s insides with his seed. Just like before, he came harder than he thought possible, absolutely emptying himself in Diamond Crown. Who was hanging his head low and taking short breaths between soft, half muffled moans.
The pony’s orgasm died relatively quickly while Kent’s went on for much much longer. Eventually it too ended, the man relinquishing his hold on the pony’s ass and sprawling out onto the couch, a wide grin on his face.
“Fuck that was good,” he muttered.
Diamond Crown grunted as he wiggled each of his legs in turn. “Damn stud. It feels like you damn near filled me to the brim.”
The human chuckled. “It sure felt like I did. Great job.”
“No thank you,” Diamond Crown retorted. “I’m fairly certain I spent everything I had.”
“Yeah yeah, you were both great now let me have a turn,” Diamond Tiara demanded, stomping up to the pair.
Kent blinked. “Err right now?”
“Yes right now,” Diamond Tiara stated, tapping a hoof impatiently as her counterpart slowly rose. “I have to prove my ass is better.”
“Well I…” Kent glanced at the pony’s backside, and after noting it was nearly identical, decided not to fight it. “-don't think there is any harm in that. Just give me a good thirty seconds to get going again.”
“Excellent, now get out of my way!” Diamond Tiara barked.
“Yeah yeah, hold your horses,” he muttered.
Diamond Crown grunted as he awkwardly hoisted himself off of the human cock which had impaled him, cupping a hoof under his backside in order to keep from spilling. He then maneuvered his way off the couch before trundling out of the room, making his way towards the bathroom.
Now alone with his other pony lover, Kent watched as she grabbed a cloth and wiped away the remnants of her counterpart’s orgasm. With that done she tossed it at the hallway, and quickly hopped atop the couch, mimicking the same position Diamond Crown had taken. Before he had a chance to warn her that he wasn't ready, she sat just below his cock, allowing it to rest in the cleft between her cheeks.
The human’s eyes went wide, a grin slowly crossing his features.
“Fuck thats good,” he muttered as Diamond Tiara slid his cock between her ass cheeks.
“So hot stuff, ready for more?” she teased, flashing him a wink over her shoulder.
The man hummed, and hawed while slowly growing hard once more. “You know what? Yeah. What's the worst that could happen right?”
“I’m getting next right after that!” Diamond Crown shouted from the other room.
“Quit trying to ruin this for me!” Diamond Tiara yelled back.
“Hold on a second,” Kent cautioned, only now realizing what he may have accidentally started. “Lets not go crazy. After this I’ll need a break.”
“Sure sure, you’ll get your break. Now get ready for the ride of your life,” Diamond Tiara exclaimed.
The human gulped.
Author's Note
If you want to read the next updates for my biggest stories at the begining of the month rather at the end, or want to get a commission from me as well as access to patreon exclusive content, and the chance to submit story requests every month, head over to my patreon! patreon and get instant access to exclusive content and early looks at new stories, patreon only stories and other great stuff! Check it out! Or just join the discord to ensure that you dont miss an update.
Double Diamond Delivery Day
“Ow, ow, ow, ow,” Kent muttered as he awkwardly penguin walked his way over to the bed before sprawling out on the light sheets. “Whew, that's much better.”
The human flipped aside the towel that had been covering his bare midsection, revealing his bruised pelvis. A thin white cream covered the sight of his injury, and already the damage done to his body was beginning to be healed. Even then, it was slow going, and it didn't help the pain he was feeling at that very moment.
The door creaked open and revealed two nervous, grinning faces stacked atop one another.
“Hey master, how are ya feeling?” asked Diamond Crown.
“Not too bad. I hope,” added the other Diamond.
The human sighed. “It could be worse, though were going to have to avoid having sex for a while and not just because of the fact that I have nothing left to give.”
“Sorry about that. We may have gotten a bit too competitive,” Diamond Crown murmured.
“Yeah,” Diamond Tiara admitted glumly.
The two frowning faces were enough to make the human almost feel bad for being injured. That was until he shifted slightly and another spike of pain shot up his body. Then he didn't feel quite so bad.
“I hope this has taught you two a powerful lesson,” cautioned the human. “Maybe now we can work on living together peacefully.”
“I wouldn't go that far,” cautioned Diamond Crown.
“Yeah I mean, I still want you for myself but I’ll at least be a little more careful next time,” Diamond Tiara added.
Kent sighed once again. “I suppose that will have to do for the moment. Now if you will excuse me I was hoping to catch up on some movies. We can talk about having some fun after dinner when I’m all healed up.”
“Could we join you?” Inquired Diamond Tiara.
“We’ll be good,” exclaimed Diamond Crown.
The human smiled, and patted the bed on either side of him. “Sure, come on over.”
The two ponies let out a squeal of delight and leapt atop the bed, planting themselves on either side of the male before snuggling against his side. Each one grabbed one of their master’s arms and held it tightly while at the same time making sure to not bump his injured crotch.
“How is that?” asked Diamond Crown.
“Its… nice,” the human muttered faintly, a smile crossing his face. “Now let's all relax and take some time to enjoy one another’s company. Computer, play something from the to watch list please.”
“Playing Jason Goes to Hell Two, Electric Boogaloo,” replied the monotone voice of the computer as a large fifty inch screen flickered into existence on the bedroom wall across from them.
“What is with that title?” Asked one of the ponies.
“It is ridiculous,” finished the other.
“It's hilarious. Trust me,” the human replied.
The two ponies gave one another a knowing look before sharing a shrug.
“Please tell me there are no more movies in this dreadful franchise,” Diamond Tiara muttered.
“If I have to sit through another one of these things I may just jump out the window,” Diamond Crown added.
Kent sighed. “Fine. I suppose I’m getting kind of hungry anyway. What time is it?”
“Nine thirty,” remarked Diamond Tiara absently.
“Want me to make you something?” offered Diamond Crown.
“Ooh that would be nice. I never did manage to finish my sandwich so a footlong would be perfect,” Kent exclaimed. “Would you two mind getting it for me?”
“I’m on it!” Diamond Tiara exclaimed before leaping off the bed.
The other pony rolled his eyes and followed at a more sedentary pace, stopping at the door. “Do you think after supper we could maybe have a little more fun?” Diamond Crown asked.
The human chuckled. “Yeah I’m pretty sure I’ll be fine by then.”
“Great! Cus I still haven't used my turn,” Diamond Crown remarked before trotting out the door and vanishing.
Leaving the chuckling and slightly nervous human behind, the pony trotted into the kitchen and watched as Diamond Tiara clambered onto the counter. She then awkwardly managed to open the strange box that made all of the human’s food before realizing that she didn't have anything to put the food on.
“Would you make yourself useful and grab me a plate?” She asked.
“Fine, but only because our master needs to eat,” replied the bio droid who did just that.
Diamond Tiara took the offering and placed it inside the machine before closing the door. “Hmm, now what code was it again?” she muttered.
“I think it was one one three seven nine,” offered Diamond Crown.
“That sounds right,” Diamond Tiara muttered, punching in the code a second later.
After that was done the pair of ponies sat there awkwardly, one atop the counter while the other was on the ground. Both did their best to not meet the other’s gaze, and instead chose to entertain themselves by looking around the messy kitchen. That didn't last long, as Diamond Crown couldn't handle the silence.
“So… I know we said we werent going to talk about it but-” he began.
“But nothing,” Diamond Tiara interrupted. “We said we werent going to talk about it so we aren't going to talk about it.”
“But it was so good,” he asserted, a blush crossing the pony’s cheeks.
Both ponies were silent for several long seconds.
“That kiss was pretty hot,” Diamond Tiara reluctantly admitted.
The machine letting out a light ding prompted both ponies to dismiss the conversation. Without a word being passed between them Diamond Tiara pulled out the plate of food and handed it to Diamond Crown. Who then placed it on the counter, and then helped his counterpart back onto the floor before grabbing the food once more.
Together the two bio droids trotted back towards the bedroom only to stop at the last second when they heard their master sigh deeply from within the room.
“No. I’m sure I don't want you back,” he whispered.
There was a short pause before he spoke again, this time even quieter.
“No it's not because of the bio droids.”
“Yes I know they aren't a replacement for you, that's not why I bought- of course I knew that,” Kent muttered angrily.
“I am not trying to replace you, because you are a terrible person and I can do better!” He all but shouted. “There, I said it.”
“I didn't want to talk to you ever again anyway so- oh she hung up,” the human muttered, his voice falling. “I guess that was a predictably shitty outcome.”
Diamond crown pulled his counterpart back. “Did you hear that?” he whispered.
“Yeah that sounded good, but harsh,” Diamond Tiara whispered back.
“Don't you think he deserves a bit of a pick me up after all that?” Diamond Crown continued.
The other pony raised an eyebrow. “I mean yeah, but I feel like you have something in mind.”
The male winced. “I know what your going to say but I was thinking of well…”
“Indulging his fantasy?” Diamond Tiara finished.
“Yeah…”
The pair were quiet for several seconds.
“Let's do it,” she declared in a low tone.
“R-really, are you sure?” Diamond Crown murmured in surprise.
The female pony nodded. “He's worth it.”
“He really is,” agreed Diamond Crown.
“Right, lets go,” Diamond Tiara replied before pushing her way into the room and trotting over to the bed.
Where the human was hastily wiping the corners of his eyes before sitting up in bed, a smile crossing his face.
“Oh hey guys. I hope the machine didn't give you any trouble. I know it's pretty high off the ground,” he remarked as if he hadn't been on the verge of tears only a few seconds earlier.
“No we handled it,” Diamond Tiara replied, placing his food next to him. “I hope we got the right code thingy.”
The human opened the sandwich and after peeking inside to find it was a BLT, gave the pair a thumbs up. “Perfect. Though I usually add chipotle and some red pepper flakes,” he added.
“Sooo, who was that?” Diamond Crown asked as he crawled into bed next to the human.
“Noone,” Kent quickly replied. “Okay so maybe not no one but she's noone now.”
“Do you want to talk about it?” Diamond Tiara asked, the pony sitting on the end of the bed.
“Nah, I’m fine. It will just take some time to process everything,” murmured the human before he took a bite of his sandwich.
“Then I guess you wouldn't be super interested in having a little fun then, huh?” Diamond Crown gently inquired.
The human shook his head before swallowing hard. “I’m afraid not right now. Soon though,” he replied.
“That's fine. I suppose we can always entertain ourselves. Isn't that right my fellow Diamond?” remarked the female pony with a smirk.
“We most certainly could,” replied the other pony, who stood up on the bed.
“What are you two… oh wow,” muttered the human as the two ponies met in the middle.
The kiss began almost chaste in a way, with only their lips meeting while their bodies stood rigid. Then after a few seconds the pony’s fear and worry began to melt away and get replaced by a lust which burned from deep within. They leaned into one another, their forehooves running across one another’s body all while their lips remained locked together.
Someone’s tongue slipped into the other’s mouth only to retreat as their partner did the same thing a second later. Back and forth they went, each one hungrily attacking one another with an ever growing ferocity. As time passed their rivalry seemed to grow, with each pony trying to gain some sort of edge over the other.
Diamond Tiara pressed a hoof against the other pony’s throat before kissing her counterpart forcefully. Diamond Crown countered this by lightly tugging on the other pony’s mane, putting her on the back foot and allowing him to press the advantage. This went back and forth for several minutes, with the human almost completely forgetting his sandwich due to how intense it quickly became.
When they parted briefly to gather a lungful of air the spell was broken, and Kent shook his head.
“Err what are you two doing?” he asked dumbly.
“Making out, duh,” Diamond Tiara deadpanned.
“Isn't it obvious?” Diamond Crown added.
“Yeah, but why? You're not pushing yourselves to do this on my behalf are you?” asked the man.
The two ponies shared a look before half shrugging, half shaking their heads.
“Not exactly,” murmured the female pony.
“Though it may have started that way,” added the other biodroid.
“That's really sweet,” Kent remarked with a grin. “I don't know what's better. Seeing you two make up, or seeing you two make out.”
“Well don't expect this all the time. I still have to prove I’m better at handling that dick of yours then her,” Diamond Crown retorted.
“But in the meantime it is rather nice,” Diamond Tiara remarked. “Even if it does feel a bit egotistical.”
“It kinda does, doesn't it?” added the human.
“Not like that's enough to make us stop though, right?” Diamond Crown pressed, shifting forward and grinning excitedly.
Diamond Crown smiled right back. “When would it ever?”
The ponies kissed once more, only this time it was clear that they werent about to stop there. Their lips met, then their hooves touched one another, a battle of wills occurring just beneath the surface. Their tongues brushed violently against one another, while they were still trying to take control of the situation.
Then a shove, and Diamond Crown found himself on his back with his counterpart looming over him. Just like Kent had already guessed, the slightly more submissive of the two Diamonds ended up on his back. The pony’s relatively small cock sat rigid against his chest, as hard as possible and just waiting for Diamond Tiara to grab hold of it.
Which she did a moment, later, waiting no time at all to position it against the entrance to her pussy before pushing it inside of her. Unlike when she had sex with her master, there was no slow insertion or gradual buildup, with the pony hilting her lover only a second after insertion. Neither seemed to notice or mind however, as they had returned to kissing one another with the same manic intensity as before.
It was a bit startling to the human, but he quickly got over the weirdness of the situation when his cock all but leapt to attention. Stuffing food into his mouth he chewed and swallowed quickly, wanting desperately to join them only for his stomach to remind the man of how empty it was. Slowing down just enough so he didn't choke, the man continued to eat while stroking his cock and watching the two ponies start to really have sex with one another.
Like their make out session, when they fucked the pair had the same manic energy to things. Though initially the man felt a little left out that they didn't have quite the same level of energy with him he quickly realized it was partly for show. Both of them would occasionally glance in his direction, gauging his attention and making every movement exaggerated.
Either way it was clear that they were both enjoying themselves, while also relishing the show they were putting on. It was a combination that left the man incredibly aroused, and he silently wished he wasn't so hungry so he could jump in immediately. In the meantime he merely sat back and continued to jack off as the pair of ponies violently coupled only a few feet away from him.
Tiara’s hips didn't have far to move due to her partner’s smaller dick size, but she made up for this by pouring more strength then what was necessary into the act. Each time their hips met there was a sharp clap as her ass cheeks slapped into Crown’s thighs. Their moans were loud, breathy, and frequent, filling the room with the sound of their pleasure.
The slightly sweet smell of their sweat mixed strangely well with the potent scent of their sex which hung over the entire bedroom. It was a smell that Kent had grown familiar with over the course of the day. Focusing back on the sight before him the human couldn't help but grin as the Diamond Crown began to grip and squeeze his partner’s plush flanks.
Even the feminine pony couldn't help but indulge in playing with the thick buttcheeks of his partner. The man couldn't blame him, they felt amazing, no matter which Diamond he grabbed. The slightly more submissive male moaned suddenly, his hooves twitching as a powerful wave of pleasure rocked his body.
Though it was clear to Kent that the young pony wasn't enjoying himself quite as much as he did when he got fucked in the ass, the new experiences were still overwhelming him. Knowing that it wouldn't be long before they finished based on how things were going, the human finished off his sandwich while stroking himself hard and fast. A devilish idea formed in his mind, and as he swallowed the last remnants of his meal, he began to put his plan into motion.
Both Diamond’s were a little confused when their master stood up, inspected his now blemish free crotch and maneuvered his way behind them. No words were spoken as the ponies slowed down, watching curiously as the human kneeled behind them. A single raised eyebrow was all the clarification needed for Diamond Tiara to bob her head excitedly, raising her tail in order to give him more room.
She expected him to push into her now well used ass, and double team her, an event she was looking forward to immensely. Only to be surprised when he felt the tip of his cock brush against the velvety folds of her pussy. Shuddering briefly, she noticed her human partner had stopped, and turned to give him a nod of encouragement.
“Come on, fill me to the brim,” she whispered huskily.
“Lets stretch this pussy to its breaking point,” Diamond Crown added.
“And then let's fill it with cum,” exclaimed the human in a low, hungry tone.
Then with a thrust, the man rammed his cock into the young pony’s now overfull hole, stretching it more than ever before. Both ponies let out a high pitched whine of pleasure, their tones so similar that the human couldn't even tell them apart. He didn't dwell on that however, as all three of them had already been drawing close to another orgasm before they had briefly stopped.
Grabbing onto the pony’s hips, the human quickly began to set the pace, using his large size to ram himself deep into the pony’s plush pink plot. Though initially a bit surprised at how easy it was to fit his cock in next to Diamond Crown’s, Kent quickly realized that it was likely due to the sheer amount of girl cum which had flooded Tiara’s love canal. The pony was absolutely sopping wet, to the point that each time the human bottomed out it made a soft squelching sound.
Which was something that happened only mere seconds after first entering the pony, Diamond Crown’s smaller, softer cock posing only the smallest of obstacles to the human. Though the sensation of being inside someone next to someone else was a bit odd, the man quickly began to enjoy it. For not only was the pony’s cock weirdly flexible, it felt strangely good to rub up against it whenever he thrusted inside of Diamond Tiara.
He didn't have the time to think about that right now however, as he was busy getting a grip on the pony’s hips. After he had the perfect hand hold, he threw himself into the act with all the strength he could muster, ensuring that Diamond Crown could do nothing but lay there. Which happened to be something he didn't seem to mind, as the pony’s moans only grew louder after his human master took complete control.
Even Diamond Tiara’s own lewd moans had grown louder, and strangely more wild when Kent began to thrust in earnest. Neither pony could do anything but lay there, their forelimbs wrapped around the other’s midsection, as if they were a life raft amidst turbulent waters. A grin quickly crossed the human’s face as he watched the pair of ponies hold each other tightly, their muzzles resting against the crook of the other’s neck.
It was a sight as adorable as it was sexy, and with that image firmly in mind, the human put everything he had into absolutely ruining the pony’s now stretched hole. His hips pounded against the smaller creature’s backside, causing it to ripple each time he bottomed out inside of her. The Diamond’s moans grew wilder with each moment, and the man could tell they were mere seconds away from orgasming.
As was he.
Like a jackhammer he pounded the pony’s ass with everything he had, pouring all of the pent up sexual energy he had accumulated over the lonely months since being dumped. Energy that had been contained even after spending six hours with a pair of ponies bouncing on his dick earlier in the day.
Diamond Crown was the first to finish, his legs locking up as his orgasm rocked his body, and left him twitching in pleasure. The hot pony cum which filled Diamond Tiara’s pussy added an extra squelch to the human’s thrusts, but the man didn't slow. Only when he felt Diamond Tiara herself begin to orgasm did Kent finally release the iron grip he had on his own pleasure.
While the tight confines of the pony’s pussy pulsed and convulsed, the human thrusted one final time, ramming himself as deep as possible inside of her. The second he had buried every last millimeter he had, the man came, and came hard. Gritting his teeth, his fingers sunk deep into the soft, furry backside of his pony lover while his cock began to erupt with hot spunk.
“I can feel it inside me!” Diamond Tiara yelled as her master filled her pussy more than it had ever been filled before.
“It's so hot,” Diamond Crown muttered.
Twitch after twitch sent cum shooting deep into the pony’s cunt, the human’s body remaining rigid until he had finally given it his all. Then he collapsed, sprawling out over Diamond Tiara’s back, his arms lying slack against the bed. Though his lovers seemed confused by this sudden shift, the human placed a kiss on each of their cheeks.
“That was… beyond mere words,” Diamond Crown murmured.
“That was the hottest fucking thing ever,” Diamond Tiara muttered while grinning blissfully. “I think you fucked my pussy into next week.”
“She has quite the way with words, doesn't she?” Kent remarked with a smirk.
“That she does,” Diamond Crown agreed. “So, what now?”
“Well… Now that I know you two don't mind having fun with each other I had a few ideas,” remarked the human.
“Oh, like what?” Diamond Crown prompted.
“For one you need to get your turn, and I think we need to let Tiara’s pussy have a break,” exclaimed the man as he felt a great river of cum begin to gush from the pony’s no longer plugged cunt.
“Ooh, I like where this is going,” Diamond Crown excitedly replied.
Diamond Tiara grunted. “Can it wait like, five minutes?”
The man chuckled. “It most certainly can.”
Author's Note
If you want to read the next updates for my biggest stories at the begining of the month rather at the end, or want to get a commission from me as well as access to patreon exclusive content, and the chance to submit story requests every month, head over to my patreon! patreon and get instant access to exclusive content and early looks at new stories, patreon only stories and other great stuff! Check it out! Or just join the discord to ensure that you dont miss an update.
