Chapters Author's Note
Thank you everyone for the kind reception of the story.
Step 2: Trial and Error.
Step 2: Trial and Error
Standing in the middle of the castle library and casting his uneasy gaze about the place, Derpy waited for Twilight to finish her last bits of research. He had been instructed to “hold still and not touch a thing” by the twitchy Princess the moment they entered. The stallion had heard that line many times before when his friends and family feared his titanic rump would wreck anything delicate he came across. When surrounded by massive walls of sharp crystal and towering shelves of books full with unknowable and arcane knowledge however, Derpy couldn’t help but sway on his hooves and meekly try to keep himself tucked in.
Things were already buzzing with energetic magic conjuring around him in preparation for their work. Churning fields of purple sparkles danced about him in noisy whooshes and swishes of windy ferocity that spooked the simple pony. He truly trusted Twilight, but the further along this process went the less sure he became.
“Uh, Princess?” He finally spoke up and interrupted her intense reading of several open tomes.
“Am I supposed to do something? Should I-”
“No, no, Derpy. Everything’s just fine.” Twilight spoke stiffly and turned through several pages with her magic. Scrawled text and ancient incantations poured into her mind like the funnel for knowledge it truly was. Scanning eyes and acute senses took in every single bit of information and combed through it at unreasonable speeds. Turning a stallion to a mare was a delicate operation if it were to be done convincingly. Slapping a rounded snout and a vagina where a penis once brazenly flopped would never pass for this instance, nor would turning Derpy inside out into a goopy pile of guts and slime. Modifying the body was very much like taxidermy, in that an expert’s touch could be near indistinguishable from the real thing. But a novice would create a putrid beast that leapt out from the uncanny valley with frothing puss and exposed bone. Twilight’s intricate and advanced mind calculated proportions, examined facial structures and estimated the proper positioning of every feature in scribbles of dusty chalk.
“Lift the nose, round the cheeks, strengthen the hips… Derpy? Turn around.” She huffed, looking up from her books for but a fraction of a second. Her nervous subject did as he was told, exposing his shapley and squishy bum to her. His clothes had been tossed aside to make sure they didn’t get in the way or fuse with his body in some horrific melding of flesh and cotton. Thus, his grey expanses of almost spherical buttocks, his winking and ebony pucker and heavy testes were on full display.
“Like this? Is this what you need?” He asked with a weak smile that belied his terror. Building energy surrounded him on all sides as the elements of the spell were brought together and mixed into an ethereal machine. Sparkles and chirps of glimmering diamond danced in his vision like rain falling in reverse.
“Hm… I was thinking you’d need wider hips. But it looks like I can leave that out.” She scribbled a few more calculations and figures onto a scroll, leaving Derpy to blush in his lonesome. Finally, after several more seconds of grinding through the intense mathematics, Twilight was ready. She drew a sharp breath and focused every aspect of her being into perfecting the shape and feel of Derpy’s body. Soon, it would be a simple matter of timing each pulse of magic to strike the stallion in exact rhythms.
“Alright! Hold still! This won’t take long!” A low roar became a deafening groan from deep within the Earth. Derpy rose off his hooves and wiggled like a frog pulled from a river. His heart skipped beats and his goofy eyes rolled about in a frightened and twitchy manner.
“Wha- ha, nng! Princess?!” He whimpered and brought his gaze upwards to the foreboding sphere hovering inches below the ceiling. Colors and flashes of divine light thundered inside of its belly with growls and screeches of energy. Turning tides crashed and beat into one another violently and explosively from all angles again and again. Its rotund mass pointed directly at him with an intimidating and smokey-smelling aura that spread out in super-heated waves. It was so intense that portions of the atmosphere caught fire around it and fell to the floor in clots of molten slag tinted a bright assortment of dirty colors.
“Oh…” Derpy squeaked to himself and covered his eyes. Racing thoughts soared back to you. Images of your kindness, your touch and your affection were what strengthened his resolve. If there was any other way, he would’ve dropped to the floor now and went squealing into town in absolute panic. If he didn’t have to become a mare to earn your hand, he would never have submitted to this magical monster hovering so evilly.
However, it was worth every ounce of fear. In his heart of hearts, Derpy could not help but do whatever it took to be with you. In his dreamy flickers of the future before him, you and him were finally together. You, and your mare. Forever bonded by whatever means were available. You stroked his fluffy mane and held him close to embrace him in your warm touch. Fireworks burst in his belly when your hot breaths tickled across his girly and lithe neck and settled on his sensitive skin. The world stopped turning in awe at the depths of your mutual devotion to one another. Man and mare, as he thought it ought to be.
Twilight stopped those dreams by bringing the ball forward and submerging Derpy in its effects. Colliding tides now had their chance to manipulate and reform his body into the most perfect and pristine mare she could create. Through her deep sense of magical flows and changing reality the Princess tracked her progress. Derpy morphed quickly and turned with stunning ease, she found. A soul strong as his normally put up a tremendous fight when their body was being altered and required enormous flows of magical energy. It only meant that she needed to use the lesser margin of error in her calculations and pull off quicker than initially thought. Just a grazing of magic would seal the soft features surely as lacquer over stained wood.
“Almost… almost!” The final touches came in lightning crackles belching from the sphere. Its tenuous presence in reality was slowly shredding into pieces and ripping it back out of existence, all Twilight had to do was give a nudge and the entire process would grind to a halt. Her expert knowledge allowed her to release everything at the exact moment of total conversion and throw Derpy into a slow and gentle glide back to the floor. His transformation sphere obliterated itself into a hazy cloud of disparate particles that fluttered about in burning confetti ribbons. Sparks and glowing heat tumbled to the ground and disappeared into tiny puffs of submission to the natural flow of magic until the mess made by the process was wiped clean from reality. Blinking and wiping her light-strained eyes, Twilight rushed toward the stumbling and mumbling pony left where her subject once stood.
“Derpy? Derpy, can you hear me?” She approached quickly and wafted the thick fumes away with both wings. Dusty clouds became banished memories as the light revealed the Princess’ doubtlessly immaculate and excellent work.
“I… I feel weird. My tummy hurts.” A voice that wasn’t Derpy’s answered as the mist cleared away. Twilight’s searching eyes took in all the features that had changed. Her hooves felt softer fur, they felt more ample stores of mature fat and most importantly her ears took in the sound of a mare’s soft and sweet voice. Twilight grinned ear to ear in devious satisfaction… at least until she got an unclouded few of Derpy’s coat.
“Guh- Son of a-!” She huffed in frustration to see that Derpy didn’t make it through the process without changing in an incorrect manner. He now resembled a perfectly healthy and pretty mare, albeit with his colors flipped. Derpy herself inspected the bright yellow of her legs and snout whilst locks of grey hung over just within her view. Skin tingled and things seemed perfectly backwards when she laid eyes on her new “self,” for it was entirely unfamiliar to the form she once inhabited.
Her limbs were lighter than before and much less bulky. Breaths were gentler and had less space inside her now tight and smaller chest cavity. Her belly still hung downwards somewhat in a show of pudgy softness, but now it was worsened by another layer of distinctly female cushioning to show fertility and maturity. Worst of all, Derpy’s backside felt even stranger than it had before. Her rump was boiling hot and giving off an intense aura of the most unusual sort. Teats ground and tickled against belly and thigh alike with engorged and wild sensitivity that begged for more room. His once rather sizable and appealing penis was now a puffy and oozing slit hanging off his backside with a sticky sheen of needy musk painted across its soft lips. She shifted somewhat from hoof to hoof to try and settle the sloshing currents within her, but Twilight continuously interrupted the process with pokes and prods and measurements.
“Ung… am I a mare yet? Am I pretty now?” Derpy whimpered, examining herself from front to back with weary eyes. Her new, yellow coat was quite similar to Fluttershy’s, albeit with splotches of grey hidden in the fluff. Her hooves remained grey as her new mane, which reflected light in white patterns from the naturally soft composition of mare fur. Her tail hiked upwards and flicked from side to side somewhat to get a better look at the ashy color there, which inadvertently allowed Twilight to examine Derpy’s new assets with a prying glare.
“Hm… you didn’t move while I was casting the spell, right?” Derpy’s snout scrunched in embarrassment when Twilight came back around to face her. The mare scraped at the floor below and averted her gaze.
“I might have… covered my eyes?” She admitted just as the Princess shined a bright light into both her peepers. Intense beams of bright rays were shone into each pool of yellow to grey gradients to inspect proper function of irises and pupils. Shockingly, while the transformation wasn’t entirely clean, Derpy had full use of both eyes in a perfectly symmetrical and healthy manner.
“Your eyes respond to light. Your muscular tension is normal. Fur patterns are fine… why did you move? I told you to hold still!” Derpy blinked and rubbed at her strained eyes. Twilight’s voice was chiding and cut deep into her like a teacher’s judgmental hiss.
“I’m sorry Princess, honest! I didn’t mean to! It was just really, really scary! I was afraid that big magic thing was gonna make me explode or something! Then I’d NEVER get to be with Anon!” Her blubbering was stopped when Twilight gripped her jaws in her magical aura and pried them open for a quick inspection. Light once again shone invasively into Derpy’s maw to examine what could be seen of her internals. Despite finding her new shape satisfactory, the Princess could not help but huff in frustration that her exact instructions were not followed.
“You could’ve been trans-morphigated into any 3-dimensional shape when you moved. Only Celestia knows what those high energy toroidal mana fields would do to an unprepared stallion. You’re lucky, Derpy. Very, very lucky to have come out with only minimal changes.” Derpy shamefully tucked her ears against her head and tried to pull back from the intense alicorn chastising her. Twilight was kind and sweet when she needed to be, but her experiments were NOT something to tamper with. Her methods were concise and tightly run in every single minute calculation. So much so, that even the slightest hiccup frustrated her to no end. She wanted to go on and on about the dangers of magical transference equations and conversion metrics, but at a certain point it was a lost cause. Canterlot wizards might understand a fraction of what she was talking about while Derpy would just sit there and feel terrible about messing up the experiment. So, using one of the new skills the Princesses had imbued in the young diplomat, Twilight sighed and let it go.
“Tell me how you feel. Are you alright? Does anything hurt?” She asked with eyes scanning over the new mare and a clipboard hovering into view. Derpy moved herself somewhat to shake the magical dust off her haunches and get a feel for her range of motion. Wings flared up and her legs stretched into perfectly healthy and strong bends. All seemed well, say for the fire screaming like rocket exhaust inside of her new canal.
“Nothing hurts. But I feel… weird.”
“Weird how? Be specific.” Twilight quipped with a snappy display of her closest approximation of “compassion.” She genuinely cared about the well-being of her subject. But results like this couldn’t be half-assed and poorly explained.
“I dunno. My rump is all itchy and hot now. I’m so sleepy I just wanna go home and flop in bed.” Twilight hummed in thought and scrawled each observation down.
“Are you experiencing any increases in body temperature? Difficulty breathing?” Derpy spun about to look at her own flanks. Her cutie mark had become gray spheres shining in their old pattern, but now in a shape that more resemble pearls than bubbles.
“It feels hot. But I think I’m alright! Can I have a mirror?” Twilight catalogued the replies dutifully and made sure to give Derpy what she asked for. Her reflection startled her initially, for the mare standing in the full body mirror floating within her view was one she had never laid eyes on before.
The Derpy before was a handsome stallion fraught with issues. His eyes were askew, he was clumsy and his indulgence in sweets made him embarrassingly round about the belly. Drab grey was the very best he could do before, but this pony before was bright and colorful. She stood out from the background and let subdued compliments further accentuate the beauty of her body. Gold colors made the mind excited to look upon her just as she stared back with two perfectly aligned eyes. It was probably the proper eyesight that made Derpy feel so loopy and dazed from a stable field of view coming into strange focus. Her simple mind was unsure what to do with such clear and crisp images. She was entirely taken off balance by the straightforward sight she was given, Twilight making sure to note it all down.
“My eyes! They look- I’m all fixed up!” Derpy gasped with a beaming grin crossing her rounded snout. She touched at her cheeks and pulled away the lids hiding her new and brilliant eyes. Her heart skipped beats and lit dangerous flames inside her belly. She looked so much better, she looked brilliantly sweet and soft and girly. Her new body was extremely difficult to adjust to and created immense difficulty in movement, but there was no denying that Derpy was now a gorgeous and mature mare. Her thoughts were immediately flying right to that burly and handsome human waiting for her. That prize held high above all this effort and strain for her to finally take the final leap toward.
You would accept her like this. You would have to! There was no way that any stallion with his head screwed on right could tell such a prim and soft mare no. This was the only aspect of her new body that felt normal, that felt right. While everything else stirred in violent hurricanes that Twilight stared at and poked with her pen, Derpy’s image of you was crisp and clear as summer skies. You would fall head over heels for her just like she had done for you as a stallion. But now, it would be “right.” It would be “natural.” Everything that befuddled the stallion, would make perfect sense to the mare.
“Ugh, this isn’t right. This is completely wrong. So many variables are completely different now!” Twilight huffed and fussed all about the place as Derpy sat in peaceful contemplation of her change. She was pretty, she was cute, she was perfect stallion-catching material. All the changes made were perfections of a losing formula that held her male-self back for so long. She was streamlined and perfected. Her hoof touched her soft and plush cheek just to see if it was all true and corporeal.
“Don’t worry, Derpy. The spell should wear off soon if we don’t stabilize it. Give it… 7 or 8 hours and we can try again.” The amber mare twitched and snapped her gaze to Twilight. She was already working out calculations and scribbling down formulas on her chalkboard to try and correct for any wiggles Derpy might make in their next attempt. Panic overtook the pony when she realized this shot at being near-perfect would be ruined, thus sending her simple mind into somewhat of a tizzy.
“Bu- but Princess?” She whimpered as her wings shuttered nervously. Twilight was far too deep in her mathematics to hear the meek call, which gave Derpy time to think of a way around this predicament.
“What makes it… not go away? You know? Like what’s the thing that makes it forever?” She asked whilst still trying to adjust to her own voice. She couldn’t believe her throat could make such sounds that weren’t so dopey and stupid sounding. Twilight huffed and paused for the briefest moment to think it over.
“My best guess is some archaic form of compassion or love or whatever. This spell is much older than what I usually deal with.” Derpy’s ears stood on end as she watched the busy Princess work.
“Like a kiss?” She asked hopefully with her eyes training toward the door.
“No, no! It’s old fairy-tale magic! It needs to be really dramatic. Something like ‘I love you,’ or ‘let’s get married,’ or whatever ponies say when they commit.” Derpy squealed to herself. Blood ran hot in her veins at the prospect of such an easy task. How could Anon NOT love her when she was a pretty mare that was desperate to have him? She could easily get him to confess his affection and keep her this way. Keep THEM this way. The puzzle fell together in her mind with no checks of balances for possible kinks. Truly, her strategy was formed more from fantasies than logic. Twilight must’ve noticed the dreamy and hopeful expression on Derpy’s snout, for she quickly interjected with a cautious glower.
“Derpy?”
“Hm?”
“Derpy. Don’t go to Anon.” Twilight said simply as if her command was the end-all and be-all. The yellow mare recoiled from the idea and communicated her confusion through a most offended expression.
“Don’t do it.” Twilight emphasized with eyebrows raised and a harsh tone.
“Wha- how come, Princess? I’m a mare now!” She said with beaming confidence and a matching smile.
“I’ve written enough friendship reports to know that lying, plus friendship, always equates to bad things.” Pinkish magic quickly spun her chalk board over to the bare side where green perfectly contrasted with white. Quick and poorly done drawings of mare Derpy, Derpy’s old self and Anon were put into a simple mathematical model to predict the outcome.
“Look, okay? Female you, doesn’t look like male you. Therefore they don’t equal the same thing.” Twilight explained to a dumbfounded Derpy who was only briefly listening before phasing out and staring at the Anon drawing. Even in stick-figure form, you were so handsome.
“Therefore, if you plug it into the equation…” Jumping chalk drew you, plus female derpy and an equal sign leading to a devastated and crying derpy. An underline helped to drive home the undeniable truth of Twilight’s thought process.
“You, plus Anon, multiplied by purposeful deceit, equals tears, possible ice cream binges and a broken heart. If the spell had functioned properly and you still looked like your old self? It might work. But as of now, I doubt he’d be able to recognize you. Therefore lying. Therefore, BAD.” Derpy’s eyes stayed focused in a manner that would normally indicate that she understood the long diatribe just thrown at her. But in reality, she resented such an intense doubting of her abilities. She puffed her chest out in a very stallion-esc show of dominance and refused to be put down by such an absurd issue.
“He doesn’t have to know it’s me! He can- he- I’m a mare now! That’s all that matters!” She turned on a stiff hoof and made for the door, her tail raised in a posture of defiance.
“Derpy! Don’t you do it! The math isn’t in your favor!” The wheat-colored mare stopped just before throwing herself out of the castle. Her face contorted with such intense and dire focus. Her resolve was clear just in the scrunch of her snout.
“I don’t need math and I don’t need to be me!” She barked with a false triumph. Her words were sharp and well-formed by lips that weren’t even her own.
“That old Derpy isn’t good enough for Anon! He needs a real mare, so that’s what I’ll give him!”
“Derpy! The math! DERPY!” Twilight rushed to the door and failed to catch the very end of the mare’s tail. By the time she was prepped and ready to chase after her, the fool had already taken to running away in denial of the truth. Her hooves smashed the Earth with purpose and drive yet seen in the stallion she once was. Twilight huffed and imagined just how unreasonable Derpy would be from here on out. There was in all likelihood nothing that she could say to the silly mare to convince her to be patient. No level of logic or statistics or graphs would be sufficient to convince one now running on pure and virulent emotion.
So, Twilight did what she did best. Her door closed and her board was erased in a flash of pink magic. Papers and pens reassembled into neat piles several feet above her work tables before descending down like orderly rain. The Princess cleared her thoughts and visualized the process in her mind of cogs and gears. In all likelihood, Derpy would be discovered and devastated. You- being more brick wall than stallion would surely draw out the process of stabilizing the spell and break it under the weight of unrelenting idiocy. The guarantee of that failure meant only one thing, Twilight was on clean-up duty.
If she were going to solve a friendship problem like this, it would be best if she had a model for it. Several shards of chalk were guided at once under her magical influence to work out the variables and the solutions to each potential problem. The fallout would be catastrophic in nearly every case that Twilight predicted, so she did her math with a careful eye hyper-focused on a delicate balance of recovery and eventual acceptance.
She had hoped to take this in the same direction a bridge builder might. The goal was to do such a convincing job the first time around that there would be no need to question the results. A solid preparation would pay off in a flawless and air-tight execution. But fate and Derpy’s rash attachment conspired to alter her otherwise precise operation. Just to be sure, the Princess constructed several adjacent solutions to bring about optimum friendship equilibrium.
Derpy herself, ran a precise operation to prepare herself for you. Strutting about with confused stares and questioning eyes from bewildered friends, the mare rattled her mind on how to perfect her now beautifully feminine body. She tried to imagine what her old stallion self might’ve liked to see in a mare, but that was no use when the only thing he ever truly desired was a human. Instead, he took cues from other mares he had seen. Dresses and hairstyles and fragrances and fur treatments juggled in her mind as she went from place to place as a stranger in her own home. Whilst it was odd to see old faces contort in confusion upon meeting a total stranger so friendly to them, the general kindness of Ponyville cushioned most of the awkward interactions.
Derpy counted on no one knowing it was her, as everything was part of her quickly formulating plan. Now that she was a new mare, she could make a fresh impact with Anon. He wouldn’t think of her as a stallion imitating the real charm of female anatomy, but a true and naturally bred woman worthy of his attention. She was excited by the prospect of frilly mare clothes and jewelry and hair products when they jumped at her from the shops and market stalls. Ponies she had known for decades showed her unparalleled kindness in meeting her “for the first time” and showing off all their girly products. Each one smelled so sweet and deliciously candy-like that Derpy wondered why stallions didn’t use them.
Love potions and bright colors and expertly tailored clothing would secure a quick and sincere “I love you” from the stodgiest of stallions. Derpy had confidence that enough femininity would overwhelm your otherwise reserved and quiet personality. For the first time, she felt a sensation she would call “pretty,” in her heart. She tried on dresses and booties and hats that turned her already handsome mare form into a ravishing diva. The laces and the blooms and the trims hugged her body in unfamiliar ways that forced blushes to burst across his cheeks each time she saw herself in the mirror. Odd tendrils of warmth tickled through her when she felt the touch of panties and their snug fit about her plump mound. While it worsened the screeching jets of white-hot fire inside her, other infernos of conflict were put out. She was finding herself comforted by soft silks and intricate laces as one would be by a lovely mattress. Though her body fought her at every turn, it felt undeniably wonderful to be wrapped up in the gowns of a Canterlot duchess.
As it was, Derpy’s mare parts were hyper-sensitive to touch and feel in the air. Derpy began to miss her fleshy and warm sheathe when stiff autumn breezes ran between her legs and zapped her bare skin. Teats were heavier and less wieldy than testes, but also came with the benefit of bulging far less. Her lips jutt quite far from her body in a needy and puffy form that simply begged for male attention. Some stallions caught themselves tracing the banana-colored new mare jiggle her rotund and shapely flank about in the market. Derpy didn’t spend much time ogling her new set of parts, as she assumed Anon would give her the only opinion she needed.
You hovered in her thoughts the entire time she worked. Every choice made was for your benefit in some way or another. She took into consideration your favorite color, your preferred scents and the outfits you already wore. She needed something to compliment your own wardrobe and personality. She needed enough to hide her identity with absolute certainty. And she needed something sexy. Her clothes reflected this agenda perfectly by the end of the several-hour shopping spree.
200 bits were well spent on a plaid shirt, a blue headband, professional hoof polishing, a fur trimming and a set of fake glasses. Her shirt was a wonderful shade of blue and teal switching over and over again in an intricate weave of stripes and squares that showed just how boyish and fun she could be. Her headband held back ample waves of gray mane and restored the tight and youthful expression in her face. Clean hooves and soft fur were perfect for touching and admiring with intimate and romantic interest she could surely use as a highway to your heart. Her glasses were just a fun portion of her own new style. Thick frames that lacked any sort of lenses accentuated the shape of her face and drew attention to her shining gaze. Plump and pillowy lips, mushy cheeks, bright and soulful eyes that were perfectly aligned painted a portrait that radiated nothing but confidence.
She gave herself one last look in the bathroom mirror as the sun just began to touch the tops of the jagged forest horizons. Everything was just as she planned. Her wardrobe was perfect. Her scent was perfectly fruity and inviting. You were perfectly on time for her to strike. She knew you were one for drinks after work. Almost every night without fail, you and the boys went for a cider or 7 and then straight home. Unless it was the weekend, it would be a quick delivery system for her to snag an unsuspecting human male for herself.
She waited at Sugarcube Corner with eager eyes watching each and every entrance you could’ve made. Every street became a red carpet for her to follow right back to the handsome and burly prize her life needed. Nursing the same milkshake for 20 minutes, Derpy finally spotted you when her sugary lips had become totally glued together. Her mouth took the straw right out of the creamy treat when she hopped down to follow closely after.
She wanted you to sit and set her up for a grand entrance. She could really play up her new clothes and new body in the dim lighting of a bar’s outside seating, which would most certainly give the mare proper leverage to work you over. She had never tried to woo a stallion before, thus she knew it would take every ounce of her effort to learn on the fly. The wheels were rolling as you and your friends came to the edge of the establishment.
But the wheels then screeched to a stop when you waved them goodbye and left. Derpy had to stop dead in her tracks and bump into several displeased ponies in an effort to recalculate. Her simple mind traced your movement away from the bar and toward the forest, of all places. Immediately the game plan shifted and tumbled uncontrollably into a different set of goals and efforts. Derpy tracked you from further behind to conceal herself behind a crowd. Her haphazard and slap-dash plan led her to trot to your side in the dark the moment you borth had an empty expanse of road to share. Her approach began with a terrified and simultaneously giddy trot.
“Hey, excuse me! Mister?” She huffed and chased despite the fact that you never come to a stop. The butter-colored mare kept her pace and only slowed when both feet and hooves were synced together on the walk. Her eyes were stuck onto your face the instant she could see it, yet you were slow to return the gaze.
“Yeah?” Was all you replied with. A distinct unfamiliarity with pony features and the nuances of their appearances made most of them look very similar to the human perspective. Sometimes you could judge one from the together with plentiful ease because of their colors or their tendency to break out into random song, but the less out-going members of Ponyville often evaded your memory. Thus, it was easy to assume this mare was just another pony that lived here, but you’d never taken the time to converse with. She seemed to think differently and kept up with your walk as if the two of you were acquainted better than brother and sister.
“Hi! I uh- hello! I’m Amber! What’s your name?” This pony was awfully chipper for the nighttime. Folks around were usually done with the day by the time their shifts ended and you were no different. A few drinks with your friends was the very best socialization you could muster these days. But now, for whatever reason, someone wanted an interview. A sigh meant that you would humor the inquisitive little pony no matter how badly you didn’t want to.
“You’re not from around here, are you?” You asked first and foremost. She looked as if she were about to blurt something out before quickly snapping her snout shut. Her grey mane caught the wind and bristled across her ears to further accentuate her nervous twitches.
“Oh, me? I’m from somewhere else! Definitely!” A man couldn’t help but snicker at such an answer.
“Where?” You asked again to get her to stumble again. Something was amiss with this young lady, least of which was her constant tripping and struggling. From this close up, you almost assumed she was blind and didn’t know where she was going. Every root and pebble and slight breeze put her trot off balance and sent her tightly-tied mane into a frizzy mess atop her head. The band holding it all back had been sloppily tied and thus didn’t provide any real grip for the struggling pony.
“Filly! I’m from Fillydelphia.” She huffed once another dangerous pebble had been dodged.
“But you didn’t answer my question, Mister! What’s your name? I never seen a human like you before!”
“How many humans have you seen?” You asked with both hands migrating to your pockets.
“Like, one. But he wasn’t near as cute as you. I didn’t know humans could be so handsome!” Laughing at the massive layers of schmooze this mare was piling on top of you wasn’t even worth the effort. Poor thing must’ve been pretty desperate to come after you, of all creatures.
It was true that you were romantically starved after being so terribly alone for all these weeks. Knowing that you were totally alone in this place with not a soul like your own to bring comfort was a frightening thought that took quite a while to suppress. At times it had overwhelmed you and sent you into a dive of drunken nights and frustrated cries to the sky above, but that was then. Now you were trained in the art of not letting it bother you. And right now, you weren’t in the mood to be bothered by anything. Not even a cute mare showing such brazen signs of interest.
“Layin’ it on kinda thick, don’t ya think?” Words so cold shattered the wheat-colored pony’s composure. She stopped smiling for a moment and lost her pace with you, but it was evident that nothing was going to hold her back. Not even reason.
“Laying it on? Is that a human thing? Is that a thing ponies don't say? What’s it mean?” If both eyes could’ve rolled out of your skull and returned home they would’ve abandoned you then and there.
“Ugh…”
“What’s the matter, Mister? Is something wrong?” The mare brought herself close to you, close enough to touch your leg with her barrel. Amber was soft and affirmative in her pressure, something that lit up strange portions of your unconscious mind. Instantly your thoughts when spiralling back to the adorable little mail-stallion that pestered you every morning. The weight and pattern of his broad shape pressed against you rang true in this mare like the same note being struck on a different instrument. It made you strangely uncomfortable and unable to focus. Derpy was still a strange figure in your life, one that you couldn’t understand in the context of Equestria. You liked him, but you wanted to truly know him. This mare simply didn’t know when to give up, either. Your thoughts were clearly somewhere else whilst she chased and harassed you down the winding forest path.
“What’s a human like you doing in the woods, by the way? Don’t you have a home, Mister? You could come to my place, if you want! I’ll let you sleep on the cou-”
“Look, dude. I don’t wanna talk.” You admitted with a tone perhaps too cold for your own liking. Amber didn’t deserve this spit of rejection, but there had to be a line drawn somewhere before you said something you would REALLY regret. Her expression turned darker than the leaves surrounding you on the sequestered path. There was a twinge of despair in you watching that smile fade away, but there was just something off with her. You kept thinking of Derpy. Your mind, robbed of innocence long ago, continuously drifted to terrible thoughts of leaving him alone when he might need you. Abandoning a confused and desperate soul who couldn’t even name what was different about them was simply wrong beyond any minor cruelty you thought yourself capable of.
“Wha- how come?! Mister!” Amber scurried in front of you and stood as a barrier to your progress. Her size and stance made it impossible to politely pass her, thus you were forced to come to a grinding halt. Frustration was building on your face when she came forward and reared up toward you.
“Mister! Mister please! I’m sorry if I’m being weird!” Both hooves pressed and resisted your efforts to side-step her. Your hands likewise went up into a defensive posture of confusion and growing anger.
“Stop it! Stop woman, damn!” You barked and attempted to peel her off. But unbeknownst to you, Amber couldn’t possibly let go. She wiggled and thrashed back into grabbing you whenever she could with a wild and ridiculous fury. Her limbs kept pulling and wrapping about your legs until there was no other option other than stumbling around with her strapped tight as a belt. You felt as if she were a babe that clung to her mother in a wild, instinctual drive that warned her of imminent destruction should you ever escape her sight.
“What’s your problem man?! I don’t even know you!” She whimpered and whined against your thigh. Heart Wrenching cries pulled away at your will to resist her and get to your relaxation spot hidden in the forest. Pressing against her face proved fruitless as pressing against her chest. Pony hooves turned out to be just as sticky and difficult to remove as human hands when they were used right.
“Mr. Anon please! Please don’t be mad at me! I didn’t mean to be a big dummy and annoy you! I promise! I just- I just- JUST!!!” She was just about crying before things finally began to slow down. Kicks and jerks for freedom dwindled as her flaring eyes skewered your very living soul. Yellow that faded into the shiniest grey assured that your walls were brought down brick by brick. Fatigue was kicking in, you were dying for a drink, the sun was descending above and now? Now there was an emotional situation happening right at your feet. Nothing could cripple you faster than a sad pony begging and pleading for something.
“Please, please, please gimme a chance! I promise I’ll be cool, Mr. Anon!” The second time around, that name finally hit you. The one little clue that Amber was certainly a pony hiding her full hand.
“Wait, wait. Why do you know my name?” That little question put quite the damper on her attack. Amber held you tight, but she didn’t clamor for more grip on the fabric of your shorts. Both of the whites in her eyes had begun to bead up with tears and pulse with aggravated red, each one bright and innocent as a child’s. Amber stopped wiggling and slowed herself down to a gentle, albeit painful breathing pattern. You waited expectantly for an answer with both hands drifting down to your hips. She simpered and whined in hopes that they wouldn’t dare try and pry her off.
“Mr. Anon… I’m not from Fillydelphia. I’m from Ponyville.” Words crept from her mouth more than emerged, each grinding syllable fighting to get past her lips.
“I know who you are. I see you sometimes. I just… I just wanna talk. Please? Please can we talk?” If you were a colder man, or more sleep deprived then you already were, this might’ve been the point where you bunted her and got to your special spot for a rest. You wanted to be that man to a certain capacity, but the new crowd you found yourself a part of were simply merciless with the cute shaming. Amber wasn’t Pinkie-Pie’s level of making her victims feel like wretched pigs for crossing her… but she was pretty close. You relented and offered an outstretched hand welcoming her to walk with you as equals.
“Fine. Just… please don’t cry. I really hate that.” Her sadness didn’t disappear, but an offer like that diminished a vast majority of it. She took your hand right in her wing so she could walk alongside you and maintain contact. You found the tactile limb wrapped tightly about your fingers and squeezed with needy pressure that came in pulses. Each time she worried even the slightest that you might break free, she pulled you back. Not a breeze could get between your bodies, though words freely jumped from man to mare in that slight space.
“So you’re from Ponyville?”
“Yessum.” She answered quietly, once again giving you flashes of Derpy’s weird manner of speaking.
“You get out a lot? I don’t think I’ve ever seen you.”
“No… I don’t have too many friends.” You shrugged in response.
“Me neither.” The special place you had in the forest was just on the border of the scary parts of the Everfree. A hop, skip and a jump from this smooth stone was the domain of manitcorns and monsters and giant spiders, but in this bright glen there was no need for fear. You came here to sit on that rock and think about your life to come. Sunshine would comfort you with the tweets of unusual birds singing you into smooth and steady thoughts. Without people or many good prospects, there were times a’plenty where a good and steady thinking did you good. Now was perhaps another instance where you needed a good while to think to yourself, but the impromptu guest invited to come along disrupted intense introspection. Amber sat there and touched you with the desperation one might show a life-saving rope when dangling off a cliff. While that was unusual, the stranger aspect of it all was the lack of discomfort you felt in being squeezed so tight.
You both sat there and took in the feel of the atmosphere as if trying to judge whether this was right. Hooves and fingers tangled together with the delicate twitches and movement better suited for the inside of a clock. Neither of you were sure what exactly to do with the other, but both of you knew what felt natural. Amber’s hoof fit perfectly in your hand. Milled brass pieces cut specifically for their sockets within machines couldn’t hope to match this precision. Your skin felt wonderful against her snout when she nuzzled and poked against you in experimental nudges. The rubbery and warm touch of her rounded nose took in your texture and feel again and again, her short little presses concerningly close to kisses.
“I never knew you uh… felt so strongly about me.” You chimed in whilst stroking and massaging her hoof. Amber dragged her nose from your shoulder to your elbow in efforts to detect every detail about you. Ponies were used to bumping one another with their snouts in order to better acquaint themselves. Smells would tell them the mood of the other and their feel would reveal their comfort around the other pony. Tense skin and fearful musk always shouted “get away from me,” but your mellow aroma and smooth hide brought Amber closer. She could sense your conflict of comfort and confusion fighting to understand one another in the swirling vortex your inside had become.
“I know a lot of ponies that like you. Ponies that like you a real awful lot.” Amber spoke in ragged little whispers to hide her lies from the trees. Her main dragged against your bare shoulder and made lightning bolts crash through your heart with their slight brushes. Both her front hooves were caressing and holding your arm like it was a priceless and ancient relic she endeavored to understand.
“They just don’t know what to say. You know? We don’t know how humans work, Mr. Anon.” The silence filled in the gap between your words, though the silence itself was filled with the last chirps of crickets and the fleeting calls of birds.
“Sometimes I kinda feel the same way.” Your answer perplexed the clingy mare whilst she brought your arm close to her chest. Gold fur surrounded your limb in a blanket of security and ever-lasting affection that fought ravenously with the discomfort hiding in the back of your mind.
“I’d like to have a companion. You know? Someone that’s more than a friend. But I can’t shake this weird feeling in my gut.” Amber stroked and hugged your arm with shimmies toward you. The simultaneous move you made toward her clapped both mare and man together in a bond that was tenuous and insecure as it was earth-shatteringly powerful.
“Do you like ponies, Mr. Anon?” Amber asked bluntly, as she only really knew blunt. In her thoughts she begged some higher force to compel you toward her. She wanted to see your mouth form that simple word and confirm every labor of hers. If you just said yes, it could all be over. Everything could fall into comfortable places and forever be right. The sun was going down just as her time to secure a firm “I love you” was.
“I don’t-... I’m not sure.” Frustration manifested in Amber’s squeeze of your arm. Careful placement of your hand let it rest on her thigh rather than her engorged teats, a place that received assuring grips and squeezes.
“I get the feeling that I need to wait. There’s a pony or a human- someone that’s waiting for me. It’s pulling at me, man. I can’t shake this sensation that there’s this poor thing waiting for me to come and show it the way.” Amber stared at you with searing eyes focused to infinitesimally small pin-pricks. Quivering lips found themselves gripping and mouthing at the air in need of your intended guidance. She was lost before this light shone upon her and brought all things into clear view. This thing you lacked a name for, lacked an explanation for, was equally mysterious to her. But together, the concealed mechanisms of its unusual function were somewhat clearer.
“Sounds asinine, doesn’t it? I mean, the hell could I do? Why would anyone need help from a man who’s probably just as confused and lost as they are?” Amber answered with a silent stand on her hind legs. She said not a word as her face ascended to your eyes’ level. The side of your skull warmed from her burning fixation and compelled you to snap toward her. In that simple twist, nose and snout touched together with incredible friction that locked unnatural bodies together. You, who didn’t belong in this realm of existence and her, who had defied reality for passion. Both of you were connected by the thread of unacceptable and disruptive conception seeking resolution.
So when Amber snapped forward and connected your mouths in a tight bondage of molding flesh, you could not resist. Those unsure feelings and the nagging temptations became distance flows lost in an ocean of unrivaled satisfaction. Carnal and ancient pleasure that had hidden within you both bubbled up and over the stony shield of your skin. Amber was screaming with speed as much as she was grinding with the slow and intentional effort of brewing affection. You could taste years of waiting in her that long predated your arrival. This hidden reservoir, so deep and sweet and swelling with heat was now blasting directly into your face with closed eyes and the twinkling beads of pearly spittle building at the corners of puckered lips.
“Sllrp, sllp, hhmp! Rrrph…” Amber molested your face and strapped you into a tight harness made from her own body. Legs bolted to your form and secured themselves about your neck and belly surely as steel welded to steel. Her wings bristled and stuck out from her body with flutters and twitches of uncertain strain. All you needed to do was add the slightest input to calm the thrashing sea. Warm hands, shaking from surprise and slowly descending into a firm grip about her chubby sides were just the cure she needed.
“Hhhn… mmph, yes! Yesh- llmmmn!” Bubbles formed from the speech that tried to fight through the building slobber. Amber was clearly the aggressor that asserted her true affection. She dominated you with presses and pushes of unbridled need. Her need was like one’s starvation for air under deep water. Once she had a taste, all she could do was take every single gasp she possibly could. The mare was ravenous and intense with her kissing and touching of you despite the relaxed and accepting position you took. It was so intense that the air had begun to grow stagnant between your noses and rob your mind of proper oxygen. Nourishing air was exchanged for the fetid and exciting fumes of melding bodies crushing against one another in the most intimate fashion behind intercourse.
You tried to break free for the slightest instance for a breath. Just a quick huff of cool forest oxygen to regenerate your senses and dive back into this whirlpool of heat overcoming your body. But the instant smacking lips broke their hermetic seal, Amber fussed and gave quick chase.
“Mwuah! No, no!” She grabbed your cheek and jerked you right back into her clutches. You’d never felt such raw power in a creature. Amber was driven to slobber on you beyond all measures of reason that ponies could judge by. Her desire went so far beyond the physical desire for affection that the tiny fraction of her seeking sexual release was but a twinkling speck in her overall vision.
She needed this satisfaction. She needed this closure not only with you, but herself. Her uncomfortable body was a tool for good things to be crafted from. Your union was more than lips and spittle sliding and grinding over one another. It was a double helix of souls that stretched high into the sky and split the clouds apart with fire.
Of course… that didn’t mean that both of your animalistic urges weren’t playing their parts. Physical coupling was nothing without the sugary and savory taste of another’s shape. The contact of warm flesh and the friction between bodies was so compelling that it drove you both to plunge the deepest trenches of depravity in a blind spiral of wild abandon.
You savored her soft and squishy feel. Amber was like a stuffed animal that came alive and boasted the softest lips possible. Rubbery and pillowy and highly flexible, the thick organ squished and slipped all about your mouth and face on a layer of smeared lipstick. Her colors became painted smears across cheeks and chin and even nose when her excitement overcame her aim. Amber smothered you and eagerly shared her tongue for your approval.
“Sllrrp, sllp, haaahng! Hnng! Annnnnnon…” She moaned between open mouths that filled their void with writhing muscles of glistening pink. The fur covering her face was soon matted and wet from the heated exchange that created sweaty droplets on yours. Amber was there to absorb every aspect of you into her eternal memory for purposes just shy of worship. She slathered and slurped on your predatory teeth to admire their fearsome sharpness. Her tongue wrestled with yours and found infinite pleasure in your tactile feel.
She had no idea what affection tasted like. She never knew the satisfaction of fulfilling lewd sensations. Her heart was swelling and pumping with the most enthusiastic cocktail of compounds simply from kissing. Holding and smooching and groaning with you in a proper exchange was beyond description. She had no words for this feeling, for this rancor shred every pre-conceived notion of romance into pathetic tatters. Derpy now loved nothing more than your mouth. Her hooded eyes stared into your exasperated and satisfied expression as if inspecting her work.
Plunging deep enough, she could taste your cider. Your breath combined with the sugary syrup left over from her milkshake to create a soupy broth that glued your faces together at the seems. Naturally, she wasn’t entirely driven by the depraved act of mouthing another’s face. Tongues were not a necessity for Derpy to find her wholesome satisfaction in you. She found the soft cushion of a human’s lips more than alluring and maddening. Kissing and listening to the smacking music it made enthralled her weakening heart like oil poured directly onto a shrieking fire. Fleshy suckles and muted smacks were so arhythmic and random that they turned about and became the most infectious tune she’d ever heard.
She governed when kisses were sloppy or loving, but allowed you to manipulate her body however pleased you. Derpy discovered just how strong you were when her body became your dumbell. Grip alone was enough to mold the loose skin and hillocks of pudge about as if she was nothing but a sack full of cream. She could tell that you were a dam holding back oceans of power. The shaking grip in your fingers spoke of monstrous fury that wanted so badly to claim and to dominate that it couldn’t stand being kept inside.
“Hahff, mmmhn! Mmmllah! Kiss me, Anon. Kiss me forever, please!” You didn’t allow her to speak for very long. The intervals between suffocating smooches were mostly reserved for sucking down whatever breagh one could find before slamming themselves back into the slobbery frey. You twisted and turned her about to feel her give like a sapling to the wind. In most cases, it would’ve been a pleasure to lay the mare down and simply loom over with a divine being’s sense of power and presence. But with her soft rump grinding and mashing into your groin, you wouldn’t dare dislodge her.
Amber’s, or Derpy’s, hind legs were strapped tight around your barrel and positioned such that your throbbing manhood could prod her sensitive underside. Elastic shorts made for comfort were no good for discreteness, your hardening length made a near vacuum-sealed tent that rose higher and higher with each second of passionate kissing.
“Anon’s kissing me! I’m kissing him! He’s so strong and warm! This is amazing! I love kissing humans!” Derpy’s thoughts raced quickly as zooming meteorites in the night sky. The random words tossing themselves around inside her skull were quickened and given yet more reason to panic when she felt the all-new sensation of intrusive maleness at her heated opening.
“EEK!” She squealed and squirt vagrant lines of her syrupy affection onto your trousers. The touch was like fire to gunpowder and set off a chain reaction inside her body. Nerves that had only been created several hours before were burning in the righteous fire of sexual pleasure. Insane heat rampaged through her virgin body and made everything tingle and destabilize. Your lips may have driven her crazy, but your masculinity made her melt. Derpy was ripped from your mouth in the aftershock of that single touch and the warm wetness running between her thighs.
“Unf- eek! O- Oh no! Mr. Anon I’m sorry!” She gasped and panted and covered her engorged gash with a bashful hoof. You too were drunk off her affection and the pungent aroma of mare excitement to notice what had gotten her so twisted up.
“Wha- huh? Why you- why’d you stop?” You found it difficult to talk with a jaw slackened by aggressive mare kisses and a mouth flooded by her sugary spittle. Amber blinked to try and regain her senses and properly throw her gaze down to your sodden and marked groin. You spotted the same scene, but you weren’t misled by any manner of ignorance.
“I- I just-... I think I peed on you.” She admitted with a mortified look about her. The depth of pony ignorance never failed to impress. The fact that his poor mare didn’t even realize how her own body worked was quite startling to you, but nonetheless adorale in a rather perverted and twisted sense.
“Nah… don’t worry about it. That’s something else.” You quipped and pulled her close for another set of in-depth kisses. Now that you had tasted pony, it would be impossible to go back. Unless something a million times better came around, your starvation for affection would need to be sated by Amber’s capable and moaning mouth. She protested at first, but once your nibbles and nips at her cheek had chipped away at her endurance, it was simply a matter of natural forces compelling her toward you.
“Just means you’re excited.” You huffed before closing the gap.
“Hhmmmmn… mmmph, nnnah…” She groaned and pressed hard into your face. Her pressure was met by your own that squashed opposing maws into a single pipe through which centuries worth of emotion flowed.
Somehow, you had gone from 0 to a million miles an hour in the space of kissing this mare. What began as an insistence to get her away from you had almost instantly turned into drawn-out and breathless couplings. Lips wouldn’t disconnect for minutes on end once both of you had adjusted to breathing through flaring nostrils. Snogs rotated from deep plunges of tongue and teeth to affectionate smacking of wet lips made sticky from the froth of mixing pony and human slobber. Strings of spit connected you two in the rare moments you broke away to kiss her nose. Breaths turned to steamy puffs in the moonlight when she pulled back to run her tongue along your jawline and savor the slightly salty taste of delicious human.
You thought it perhaps TOO fast. As if you were rushing headlong through pitch darkness without a heading or a hope to find your way out. There were still notions of doubt hidden in your thoughts and kept away from your actions. Some squealing part of your brain commanded your hands to remain at the small of Amber’s back rather than gliding downwards to cup her smooth, rotund butt.
“Mmuuuuh… touch me.” She begged with hushed whispers into your ear. Amber squished herself against you so tight that your ribs were only separated by a layer of fur and clothing and skin. Hearts could beat against one another like drums crashing in a tight barrel rolling down a mountainside. You oblige that simple request with both hands mashing her ample buttocks.
“Fffffffuck…” You hissed the first swear you had said in 3 weeks when taking in the mind bending softness of pony cheeks. Amber was not only soft, but firm and warm. You squeezed and pulled and mushed her ass together into a messy tangle of jiggling and rippling mass that hugged your fingers just as tightly.
Derpy, on the other side, was swimming in affection. Her eyes rolled back into her head as you played with her so luridly. It felt so wonderfully wrong to be handled like this, to let her special place be played with. Stretching and flexing glutes spread her lips and squishy doughnut with stimulation that was simply out of this world. Thunderstorms crashed up her spine and boomed inside her mind with proclamations of unparallelled pleasure.
“Sun in the sky, this feels even better! Anon’s touching my booty! It feels so good when he squeezes my butt! ” her thoughts were just as disjointed and random as her kisses now. Derpy panted into your face and nursed herself on the side of your head and neck. She bit you and nibbled you and licked you with affection filtered through the earth-shattering pleasure of a Lover’s first touch. It was a delight to watch her tail lift and soon after feel the heat radiating off her duofold holes.
Your erection was cushioned between plush and soft teats, though tremendous trembles from within Derpy were stimulating you far better than expected. It encouraged you to be more aggressive with her despite the protests weakly made in your deepest thoughts.
“Aaahng, touch me! You really like my butt, Mr. Anon? You like touching my butt?” She blabbered into your ear and kissed the unusual structure several times with smacking lips. You nodded in affirmation and nuzzled tightly into her thickening, morphing neck.
“Yes. Holy shit, yes. I can’t stop.” Your words made pride swell inside Derpy. Rising flood waters were spreading to the belly and genitals alike to create a lighter-than air feeling of superiority. Both of you were blind to the changes going on, for the love and the affection was simply great. Your fingers dipped deeper and deeper into the valley between her bubbly cheeks and found the furless sections of her love steaming in the night. Skin rubbery as latex and slick with sweat and musk smeared Amber’s unique flavor onto your fingers for every pony to recognize. You belonged to her like her ears belonged to her. Your body and your very soul were now painted with her unforgettable and lingering scent such that no mare would dare come near her property.
Or “his” property, as it soon became. You felt Amber’s girly cheeks widen and gorge in your hand like they were filling with muscle and strength. Her weight settled on you with heavier and heavier force until both of you tumbled back onto the stone under the burden.
“Unf! Hlk! Babygirl, you’re crushin’ me!” You warned the blubbering and hissing stallion piled on top of you. Pulling at his cheeks, you sent him into flurries of humping and prodding motion. Though concealed by the tight bond between yours and his, you could still feel the intrusion of a white-hot rod.
“Mmph! Call me Babygirl from now on! I like that name!” Derpy said out loud with his normal, masculine voice.
Blood became icy rivers dragging and slicing through Derpy’s veins like razor blades hidden inside him.
His wings slowly descended from their extended state as he dragged his brick-shaped snout back and met your gaze. He saw the shock in your expression, he felt the confusion in your hands that were mere millimeters from his clenching, musky butthole. He felt himself squirt the slightest jet of pre-cum onto your shirt.
“... Derpy?” You said after a moment of taking in what the moonlight revealed. Not only had you been kissing on a stallion for several minutes, but the evening sky above had long since turned into an inky black canvas of night. Fingers unwrapped from the stallion’s butt and let the plump cheeks return to their normal shape with an audible clap. That was dejection enough to send the heated stallion charging off into the woods. He scrambled and kicked and threw himself into the darkness without another word besides-
“GUAAAAAAAH!!!”
Author's Note
Shout outs to https://www.fimfiction.net/user/119244/shadow+wolf1573 for letting me use Rose. Beware that this chapter contains excessive orgasm and gay horses.
Step 3: Accept Setbacks
Step 3: Accept Setbacks.
For the time being, this would have to become Derpy’s most comfortable place. These next few days- perhaps even weeks- had to be waited out in order to avoid the inevitable hostility that was coming toward him. Silence held sway over the stallion with only the punctuation of his reverberating heartbeat and the shift of blankets around his ears to interrupt it. His hunched position and thick covering of comforters and pillows blot out sound and light effectively as hardened steel armor.
But neither could protect him from the emotional munitions fired from within. He shivered in the stuffy heat of his own wallowing and relented to the unending barrage of fire that rained down on himself. Degrading thoughts screamed through the sky like cruise missiles spitting ominous black smoke. Diatribes against his urges blasted apart his Derpy’s foundations and spit white-hot shrapnel in all directions. The warzone of his heart belched the heavy and corroded fog of violent and destructive combat, poisoning the rest of his body until there was no energy left within. Derpy had sat on his bed wrapped in his safety cocoon ever since Anon had discovered him.
“Helloooooo? Derpy? Mr. Derpy?” Knocks and concerned calls had been coming to his door all morning. The sun rose and beckoned the worried toward him, but he paid none of them any mind. His replacement mailmare would be on duty when he failed to clock in for sorting, anyway. There was no reason to make a fuss.
“Should I just leave this on the stoop then, Mr. Derpy?” Rose, his stand-in for that day, stood there with packages and letters hefted onto her back and a box in her hoof. The unicorn never knew Derpy to sleep in, especially until 12 in the afternoon. She couldn’t help but wonder what was going on, as even when he was struck down with the flu Derpy still managed to write a letter of apology and send it to the office. The chocolate-colored mare was prepared to just leave his things there before a familiar voice made her jump clear out of her skin.
“Any luck?”
“EEK!” She squealed and turned about with a huff to find the Princess herself watching closeby. Strawberry strands of mane dangled over her eyes and jut out from beneath her mail cap before she could regain herself.
“Oh my goodness, your Highness!” Rose bowed quickly for the royal and set aside her package to properly address her better.
“No, I’m sorry to say. I’ve come around 3 times this morning and I haven’t heard a word.” Twilight cocked an eyebrow with pensive gears turning behind her eyes. She glowered at the modest home and ruffled her wings trying to decipher exactly how to solve this issue. Her math had bore out and led to one of her many assumed conclusions. A pleasure for her higher mind, but a negative outcome nonetheless.
“Hm… are you sure he’s home?” Rose shrugged and fiddled with the plastic frames sitting atop her nose.
“He didn’t come in to work today. I assumed.”
“Hm. Now I’m slightly concerned.” Twilight had not figured a complete emotional shut down into her equations. She assumed that rejection might lead to sulking and binging with an openness for reconciliation, but then again that model had only been tested on mares. Just for the sake of effort, she jiggled the handle to Derpy’s front door and found it stiffly locked.
“This is not good…” She mumbled to herself.
“Ya think?” Rose huffed under her breath as the supposedly omnipotent and wise Princess struggled with a damned door. Twilight sharpened her gaze for a moment before letting it be.
“I can take his mail and try to talk with him. He might listen to me.” Rose surrendered reluctantly to the authority before her and set the parcels on the stoop. A small box and two official letters were all that needed to be handed over, but the invisible gift of closure sat heavy atop that paper trio.
“Do you know what’s bothering him?” The unicorn asked.
“I have a hypothesis. But it’s… hard to explain. Rest assured, I’m devoting every ounce of my royal effort in solving the issue.” Rose rolled her eyes at the hoity-toity rhetoric of the smartypants Princess. She had heard that same line in speeches and newspaper articles plenty of times before.
“Sure. Right… good luck with that.” Rose huffed and pulled her heavy mailbag up and over her shoulder to resume her work.
“Better not burn the place down again…” She mumbled under her breath as she left the Princess with an impossible task. Twilight agonized for several seconds over how to best approach the situation. Derpy’s home was small enough that one could be heard from almost any room, but she had her doubts about his responsiveness at the moment. Taking to the air, she clumsily hovered about the windows and tried her best to get a peek on the inside. Her vision was met with drawn curtains and unfurled blinds.
“Derpy? Derpy, are you in there?” She said into one of the unmoving and silent windows. Ears on the inside flicked and stood tall at the sound of an authority’s voice, but they refused to heed the call. Derpy simply pulled his blankets tighter over his head and shut out the efforts to assist. He denied and pressed away any invasion of helping hooves and securing notions. They were no longer for him. Derpy deserved this, in his mind.
“Listen… I just want to help, Derpy. We can talk this through and go over my strategies of recovery. In a week, it’ll be like nothing happened!” She waited for seconds on end for him to say something. Anything. But she was met by the still blinds stirring in the slight winds of the home. Cool breezes ran underneath her wings as she descended back to the ground and puzzled in place. Twilight’s tail flicked side to side as she labored over what she could possibly do.
It wasn’t legally right to remove Derpy from his home and FORCE him to take her treatment, but it wasn’t responsible to abandon him in his time of need either. She was stuck in the awful position of diplomacy between herself and a pony totally beyond reason. The Prince rattled through ideas and concepts in her mind as you strode from behind and went right for the door.
“GAH! Anon?!” She squealed in surprise when your hulking figure trot past her.
“Hey, Purple.” You answered curtly before knocking on the door once again. The constant banging on his property was beginning to upset Derpy and draw anger out of his already strained mind, but the coming noise instantly soothed as much as it burned.
“Derpy? Hey! I didn’t get my mail today, man. You alright?” You called out before Twilight tugged sharply on your shorts with assertive magic.
“Anon! I need you to step back and let me handle this!” Twilight huffed with a bossy tone to her voice that immediately incensed you.
“Hey man. I wanna talk to the guy. Ain’t none of your business.” Ponies had yet to really adjust to your disregard for authority. Naturally, being a human, you hadn’t been raised with the tradition of all-powerful royalty that wielded incredible and profound magical powers. To you, the marshmallow equines around you were still rather inoffensive and harmless creatures one and all, even if some could tear you limb from limb with their minds. Twilight pouted and let her wings flare with a defensive, offended posture.
“This is entirely royal business! I have a friendship issue to solve with Derpy and I need his full cooperation!” You snickered at the adorably grumpy look she gave you, both the coffees in your arm sloshing somewhat when you turned to face her.
“And I have a coffee slash mail issue to solve. So get in line, man.” Twilight was prepared to pull her most compelling card. Her deck was stacked high against you in the first place, given your questionable legal status among the population in Equestria. At any moment she could issue a decree and you’d have no choice but to comply, or face fearsome punishment. Under royal jurisdiction, every pony was but a pawn on the board for a player looming high above.
But your affect was impossible to ignore. Only an instant before Twilight decided to pull you away and prevent you from making the situation worse, the door cracked open to reveal a pearly and dull eye looking through. Silence gripped the scene and the tension drew tight as a crossbow’s deadly string. Derpy looked to his Princess first, then to the human standing just before his door. His immediate reaction was to flinch in fear, but that twitchy response was quite short lived. Like a cornered animal relenting and allowing their fate to consume them, Derpy opened his door for you.
“Thanks, Bud.” Your voice was reassuring as it was terrifying. Twilight watched with bated breath as you defied her and stepped inside the home with the stallion she was trying to help. What on Earth would transpire and how it might end, she couldn’t even guess. That lack of knowing made her terribly uneasy, though she chided herself for thinking the worst first and foremost. The best that the Princess could do was wait and see where this went. She would listen intently for mischief and malice, ready to spring in at any time if you so much as raised a finger against her subject.
You, on the other hand, were there to do some talking. Things had been strange since Derpy left you there in the woods soaking with his… or “her” fluids. Even after brushing your teeth and sleeping late this morning, the stallion’s sweet and savory flavor clung to your mouth. There was no way in Hell that you were letting it go, for clarity was finally upon you. Derpy’s feelings had been laid out bare and ripped away right at the most opportune moment. Chasing it was simply a matter of cornering him.
The grey stallion didn’t seem too eager to deny you that satisfaction. He was draped in a cloak of warm blankets and veiled by a sheet of his messy, golden mane. His home was a devastated landscape of plates and cups scattered wherever they would fit, each one coated with some leftover food or half-filled with cider reserves. Derpy didn’t look at you, as he was blinded by both shame and drooping bangs of woven blankets.
“Come on in Mr. Anon… you know. Just uh… make yourself…” He mumbled weakly and trot as if he were afraid of a great predator. Your presence was clearly making him uneasy, even if it were for the best of intentions.
“You feeling alright, Bud?” You tried to ask gently as possible whilst setting your coffees on the kitchen counter. It too was covered with evidence of binge eating that cleared out every sweet and pastry in Derpy’s home.
“I brought you some coffee. I wasn’t sure what you liked so I just got…” You were torn apart looking at the sulking blob Derpy had become. He squatted on the couch with his back crooked by a painful burden resting on his shoulders. Prey-animal responses dominated both his look and actions in response to your imposing and threatening presence.
“If you’re gonna beat me up, just do it.” He whimpered with his face hidden by his hoof.
“I understand…” You raised your eyebrows at him and knew what you had to do. This kind of thing simply couldn’t stand. It was an insult to all things righteous and sweet in the world. Sad puppies without a home were less miserable than the shape cowering in such self-deprecating and honest misery. Each step you took toward him was a blow against his mind that made the stallion’s entire body twitch and dive further into his protective covering. He was convinced that he deserved punishment, but Derpy still feared reprisal like any normal creature. Your warmth and being came close and lorded over him with such dominance and power that he was reduced to little more than a quivering mess of grey fur and purple blankets.
You took a hoof in your hand and sat next to him, making sure that your side rubbed and pressed against his squishy haunch. Derpy twitched and shivered in your grasp, only slowly coming down from his high of fear when your thumbs stroked gently across his polished hoof.
“Why on Earth would I do that?” You asked in the softest tone you could muster. Granted, your large frame and gripping hands normally put ponies ill at-ease from the sight of them alone. You couldn’t be certain that your calming gestures and assuring words would do anything positive. But you WERE certain that it was better than nothing. Derpy had been so bold as to express himself for you- even it wasn’t entirely truthful and upfront. It would be wrong just to ignore and forget sweet sentiments like that. He dragged his gaze up to yours with a huff and quiver that fought back hot tears pooling in his eyes.
“Because I’m a bad pony! I’m a bad stallion and a bad friend!” He yipped and withdrew his hoof sharply from your touch. Derpy buried himself deep in the folds of his protective cocoon to try and banish your image from his mind.
“I tricked you! I was a- a- a big dummy! I was a big old biddy of a pony!” You had to recoil at the use of such language. For ponies, that was perhaps the most vile and intense condemnation one could throw at another. Short of calling someone a “fatso,” Derpy’s diatribe was the most cutting and punishing thing you’d ever heard come out of an equine mouth.
And you could not let it stand.
Refusing his physical signals and request for abuse, both hands reached out to grab tight to the bundle of fur and feather. The stallion whined and struggled as powerful arms braced around him and yanked him from the sludge-pit his mind had buried every bit of reason in. He pulled and pushed in refusal, he thought himself too dirty and naughty to ever warrant affection again.
“No, no! No, leave me be, Mr. Anon! I don’t-” You heard none of his warnings or pleas and took every bit of resistance in stride. He pressed on your face with hoofs, beat on your chest and flapped his wings to try and escape the truth. You couldn’t blame him, but you also couldn’t stop from feeling his silky fur and compelling warmth.
Both your bodies came close and touched with an infectious draw like magnetism begging to connect two needy stones. Derpy’s wiggles and whines grew hushed and pitifully weak as he was encapsulated by your strength, your warmth and your security. Just as he felt the night before, you were a bastion of safety. Your arms were his armor against intrepidation and doubt. The pounding rhythm of your alien heart were the drums to his righteous march toward happiness. And your texture was heaven incarnate. Your chests touched and his snout went right for the crook of your neck like puzzle pieces naturally melding back together after a long and painful separation.
“Mr. Anon… please…” He huffed and moaned into your shoulder as you squeezed his limp body. Derpy couldn’t convince himself that he was worthy to touch such a man. He had stolen your trust and confidence like a jewel thief in the night making off with precious treasure and callously laughing about it. He had violated you and escaped with cowardly hollers chasing him all the way. Huddling under the influence of your human form then seemed like nothing short of heresy.
“Shhhh… just take it in. Relax.” You commanded him with your voice muffled by his mane. Layers of his blanket shell were peeled away to reveal his bare body to your ministrations. Where the folds and crevices refused to give, you snaked gripping fingers and stroking palms. The stallion became a chubby lump of dough the instant fingernails dragged down his back and scratched away the shingles of fear and discomfort piled high there. Derpy sniffled and vented hot breaths into your shirt, biting it out of emotional distress and twisting himself into a tremendous knot of relief.
This couldn’t be real. He rationalized it a million ways in his mind but every possibility came up short. This feel was too familiar, it was too delicious and perfectly welcoming in all ways. He waited for the moment that his eyes would open and find an empty room, no human to be found and the tail of a dream floating off into nothingness. But again and again, when he huffed your scent and touched your chest, he knew it to be true.
You had forgiven him, somehow.
“Snrrk! …Mr. Anon?” He huffed with hot breaths moistening your neck.
“Yeah?” You answered simply, rubbing slight circles into his back with open hands. Possessive hooves dug into your shoulders like hooks wishing to secure you forever. Derpy was strapped tight as a second skin to your body and leeching off the very energy your soul pumped out around him. Trembles and quivers soon became quieted little wiggles as the stallion fed himself off your presence and delighted in your all-encompassing embrace.
“I’m sorry.” Was all that the stallion could choke out before remorse got the better of him. Human hands could not hold any more securely, yet ambitious fingers tried their very best to do the impossible. Derpy snugged himself deep into your shirt and huffed the comforting scent of a friend he dearly desired. You did the same through his mane and tasted his sugary sweetness and undeniably male form. Some products left over from the night before polluted his amber-colored fluff with ultra-sugary and synthetic aroma that offended your senses. You wanted his familiar taste and were forced to dig right down to his head to find it.
"You don't have to say a thing.” You answered into his skull. The stallion whined at your reply and pulled back to meet your gaze. Just the slightest retracting away from your form felt as if he were ripping the very skin off his belly.
“I just-... I like you, Mr. Anon. I like you like a mare does! But I can’t be a mare for you… I dunno what I’m supposed to do.” A sigh left your lips as both hands came to hold his cheeks. The weight of his shapely and heavy head rested on both palms in a dreamy stasis punctuated by unfocused and needy eyes.
“I wanna make you happy. I wanna be with you! But I can’t. I can’t if we’re both stallions!” If you were a more diplomatic person with better control over your own dryness, perhaps a smile wouldn’t have crossed your lips. A wry and knowing little grin that put Derpy on the back foot in his moment of vulnerability. He stared aghast whilst you had a little laugh at his expense, though he consistently leaned himself into your hands for the satisfaction of their touch.
“Heh. You ponies are a riot, man.” You pulled him into you as a blackhole pulls a star into its inky fold. Powerful, unyielding and hot strength compelled him to meet your lips in a steamy exchange.
“MMP! Nnnph…” Derpy’s eyes widened into saucers of shock before lowering their lids into a deep slumber of delight. Stiffness was blasted apart into sluggish slag that bent Derpy’s spine and made him fold across your broad front. He became a pillow of warm muscle and soft pudge that all ten of your fingers eagerly saw to worshipping and examining. Your hearts were but an inch apart in this position, their proximity such that either one of you could feel the increased pulse of the other. Derpy let go of every inhibition he felt before hand in favor of mashing his lips to yours.
That sensation, that warmth and that unreal satisfaction were just too good. He had tasted them the night before, but now he was getting another helping of the precious nectar. You barely had to move in order to melt him down into a helpless and wiggly mess of gripping limbs and adorable noises. His soft and rubbery lips mushed and molded and suckled on your mouth in greedy nibbles. The stallion explored every facet of your body with his sensitive and mobile lips. Such a simple action in concept, but the kiss was made complicated through your interactions. Derpy pressed and pulled and twisted himself about on you in a wild effort to take in any last bit of information he missed the night before.
The passion was clear, as tongues were yet to tangle. Half of his enjoyment was being held so safe in such strong arms. Kissing and slurping and slobbering on you until his spittle slathered your chin and ran down your neck was only the hot cream atop the wonderful pie of cuddling. He yipped into your mouth and squealed quietly as both hands gripped his wide hips and satiated his desperate need to be touched. He had been so alone and so confused for so long that there was simply no way to stop him from losing his simple mind then and there.
“Sllp, sllrp, hhmf! Hmmmph! Nnnaaahn!” He groaned and broke the contact with a sticky flourish that left a thick strand of drool between both your mouths.
“Mmmwauh! Hah!” He gasped and sucked for breath whilst staring into your cocky expression. What was for him a swirling void of confusing arousal and neediness was a well-understood and beautiful process for you. His eyes were derped beyond believe, as it seemed both were now thrown out of focus and twitching all around.
“Hah- hhn! Y- you- we-”
“Shhhh…” You coaxed him with a nuzzle against his neck that quickly evolved into dangerous nibbles. Sharp incisors and gnarly canines pulled at the twitching and quivering network of delicate pipes and thick channels hidden just beneath his thin layer of silky soft and warm skin. He whined and curled his neck to meet the contours of your face perfectly as a mask.
“I know, Derpy. I feel the same way.” You confided in him sacred information that put him into a strange ease. He couldn’t be happier to hear you return his sentiments, but he simultaneously couldn’t imagine how this could be.
“But we’re-” You silenced him with a long and considerate lick that dragged hot and sticky wetness from his collar bone straight up to his cheek. The stallion stopped his unreasonable protests and rewarded you with the sweetest moan an equine could make.
“Relax, Chief. Just take it easy. Do what feels natural.” You welcomed him to your body with a loosening grip. He was free to move as he needed, free to adjust and find his proper roost on you. Derpy took his time to peel away, as even when sitting in the lap of another stallion he was VERY comfortable. Your spread however, demanded he satisfy his long-ignored needs. Blinded by steamy affection and driven mad by satisfaction, the sad-sack stallion bent and wiggled and nestled himself around to try and discover what position gave him the most delightful feedback.
Sooner than later, the very most wonderful combination was found. He ground himself into you with his back pressed to your chest and butt sat squarely in your lap. His legs kicked away the blanket he had used to hide his shame, for there wasn’t an ounce of emotion in him that wasn’t pure bliss. You leaned back into the couch and wrapped both arms about his barrel to keep the comfy stallion firmly locked into his cushy, grinding and tight embrace.
It was infuriating as it was intoxicatingly cute, as Derpy’s warm assets pressed against the thin fabric of your intrusive shorts. The soft and rubbery seal of his asshole kissed and suckled on your groin just as readily as his mouth did on your face, albeit with a much more musky and lurid touch. Placed right on your burgeoning erection, his soft and ultra-hot flesh simply begged to be penetrated and taken for a wild ride. It didn’t help that he was submitting so readily for you and simply grinding his wide ass against you.
“Unf, that’s how you like it, eh?” You grunted into his ear and listened to the stallion lather himself with your love. Derpy’s belly was so full with butterflies and fiery heat that he couldn’t sit still. Manly weight pressed and jabbed and humped his backside and shot hot spires of lightning through him. Things he had never felt before were somehow so wonderfully right and encouraging, like eating or sleeping. Feeling you try to breed him fruitlessly and hold him close like he were a precious treasure triggered things dormant in his mind. The submissive and girly portions of his being came to life and made him a soft pillow ready and willing to pleasure a stronger male. He couldn’t put it into words, but his insides squeezed and kneaded at the nothingness within him to try and communicate just what he needed.
“Aaahng… this- this feels… so weird. But it feels good! Hff, is this how stallions make foals?” You laughed again and squeezed his chest tight. Every fiber of your being was being put into not ravishing his ass then and there with the same furiously pent-up need he was suffering from. Your eyes caught the black spire jutting from his hips and standing tall in the air. Chubby thighs complimented the thick and veiny shaft of ebony quite well and made it stand out all the more readily in the room. It was then that his raunchy scent hit your nose, like masculine sweat and needy sweetness combined. His cocktail of thick pheromones and smooth movements screamed out in obvious language what Derpy desired.
A service you were more than willing to provide.
Capable fingers wrapped about the base of his prick and squeezed the monumental thickness therein. Of course, the very instant your fingers made contact with his sensitive genitals, Derpy nearly had a heart attack.
“GHK- aahng! NNF! ANON! That’s my- OH!” Derpy kicked his legs and flared his wings in a panicked stimulation. The voice you had known for so long reached new levels of strained, high-pitched cries when the firm flesh between your fingers was squished and tugged and pulled with only minimal strength. He was sensitive as a joystick and so easily influenced, you thought him more of a puppet than a living pony.
“Mmph, that feel good, Derpy? You like it?” You asked as he pushed against your arm with a desperate hoof. He wasn’t sure what he was feeling in that moment, as it was so incredibly intense. He was shocked that the slightest little grip on him was enough to inspire such a reaction. Normally when he was hard like this, he did his best to ignore his bobbing erection and try not to touch anything with it. A foot-long penis on a 3-foot pony was inconvenient at best and a social nightmare waiting to happen at worst. Given how clumsy he could be, Derpy always feared it would knock things over or get caught in a tree.
But now? Now he was very happy to have this size. He could feel you marvel at him and just how girthy he was in both thickness and length. Your fingers could just about close around the very base of his standing rod, though the more they squeezed the easier that became. Strokes and slight tickles went up and down his shaft as your fingers danced across him and explored his body. You stared down from above and watched him struggle with you, for it was clear that this was a virgin pleasure for Derpy. Just touching him turned both eyes into rolling orbs that simultaneously spun lazily backwards into his head.
“Haaaaaaahng…” Derpy wrapped his hooves about the arm braced across his chest in total trust of your abilities. Fires raged in his belly and churning oceans of desire sloshed in his heavy nuts. The stallion had to fight in order to watch you jerk and slide over his cock in such pleasurable and fluid motions. Human hands had never handled pony maleness before, so this was a momentous occasion worthy of celebration. You took it slow, just trying to feel him out and give him an introduction to the sacred hand-job.
“I’ll take that as a ‘yes.’” You kissed his cheek and moved from his base to his rubbery ring. The slight hill squished and squirked against your hand as the raining lubricration of pre-cum oozed down Derpy’s rounded shaft. Matte black very slowly morphed into a polished ebony as you spread around his sticky cream and turned his penis into a steamy spire of throbbing pleasure. Veins inflated and pulsed with strained desire finally coming to a climatic head under your influence. Gasps and groans and desperate breaths were flying from his mouth and reacting dynamically to the times you stopped at his middle and twisted your grip to further decimate his composure.
“Annnnnnnon…” He gasped and pushed back into your with his heavy backside like a mare in heat. Feeling you touch and squish against his soft and chubby pucker made the rivers of fire flowing through him spit hot and satisfied embers high into the air time and time again. Especially with your pace increasing and the lewd noises filling his home, Derpy was quickly becoming intoxicated and loopy off the musky atmosphere of the exchange.
“Fwip, fwip, fwip, slack- slrp!” Wet droplets were flung off his cock as your pace increased. Smeared marks of gooey pre-cum made the going all the easier as things rolled further and further along. Your hand slurped from top to bottom in fluid and easy motions that worshiped each inch of Derpy’s pride. You stopped just below his flaring head before plunging back down to his thick base. A powerful grip squeezed the pulsing veins criss-crossing his girth and fired shock waves through his body. Shot-gun blasts of pleasure were making him helplessly wiggly and needy for your love, each wave of delight adding more furious heat to melt his mind. He couldn’t even think as you worked him like this. His mind could only exist in intervals of a few seconds, as each moment was shockingly better than the last.
His pleasure climbed higher and higher on every stroke. You brought him such intense and unreal sensations that he couldn’t hardly do anything other than grasp and groan and silently beg for mercy.
“MMPH- RRPH! ANON- GUH! I feel so funny!” He huffed and moaned your name in an almost pained volume of crushing pleasure. The stallion’s head rolled back and covered your vision with a veil of his sweet mane to conceal the finer details of your work. Still, even as he bucked upwards and bred the air around you two, the wet slides and harsh jerks didn’t stop. He needed to be expended and relieved, not played with. Your hand was a machine jerking back and forth at a blurred pace that stole away both his inexperience and hunger for climax.
Geysers inside of Derpy were welling up and screaming with escaping pressure. His heavy and dark balls churned and gurgled with an enormous load stored up for years on end for this very moment. Orgasm hit him like a titanic bomb destroying a helpless city that stood no chance against it, the blast alone rocketing throughout the young stallion in fluid waves hellbent on sucking away his reason and ability to think.
“Easy, Chief! I gotcha, just-”
“EEK!!!” Derpy’s very first jet of hot and creamy batter launched from his flaring end with a thickness so incredibly dense and aggressive it almost seemed like an arrow was shot out rather than seed. Hot lines of alabaster fired far across the room and crossed into the nearby kitchen a full 3 yards away. Your eyes widened as the stallion’s cock became a firehouse of ridiculous output that demanded you control it.
“JESUS.” You huffed in surprise as one goopy blast after another tumbled out of the flabbergasted stallion. He rolled in your arms and bit his lip in the backlash of thick ropes stretching his prick from the sheer volume alone. Flaring veins and passageways expressed the delightful and musky load in bolts so straight and pressurized they could punch through drywall. Derpy orgasmed with force rarely seen outside of dangerous weaponry purpose-built for warfare and combat. It was hard to believe that the sharp tremors and almost mechanical twitches hopping in his cock were simply from his intense pleasure, rather than a hydraulic mechanism that could easily shatter your hand if you weren’t respectful of its power.
“You just- oh shit! Okay? Still going!” 15 seconds of endless, constant orgasm would drain any normal stallion surely as a river drying under the sun. But Derpy’s years of missing relief and never feeling a mare’s touch left him pumped to the brim with excess. You simply gave it the proper outlet for escape through stroking and squeezing and pleasuring the poor stallion so well. Derpy himself had long since retired from being a lively and aware figure in favor of a new life as a pillow. He was lifeless and staring into the heavens with an expression so bereft of cognition you worried maybe he squirt his brains out as well.
“Is it ever gonna stop?!” You grunted and felt the burn of exhaustion in your arm one the 30th second of uninterrupted and wild orgasm. Derpy turned his coffee table into a syrupy mess of strewn dishes and fresh cum, his kitchen counter on the other side of the room subjected to a paint job in much the same style. He must’ve lost 5 pounds in that one release, his testes shrank down to a normal-sized set of plump orbs hanging low in his warm and sweaty sack. You had not only blasted 20 years of strain away, but taken his cherry along the way.
His very first climax was in your hands, in your lap, in your care. Derpy was in a blissful state of absolute confusion he wished could last until the end of all time. Melding with you and watching your magic, trained hands work him like this was a treat that tasted sweeter than any divine nectar. He smiled ear to ear and licked on your chin as the very last squirts and bubbles of frothing, messy seed splattered down onto his legs and messied the couch below you both. Even you were panting by the end of it all and tasting the excessive flavor of horse seed in the air. Windows fogged up into glassy and impenetrable barriers from the warm and sludgy air condensing down into a heavy fog across them.
Burning hands fell to the side in the wake of this explosive climax, yet Derpy couldn’t let you get away. He turned himself about in your lap in sluggish grunts and giggles before kissing you once more with satisfaction hanging heavy on his breath. Your eyes met his skewed peepers the moment before a syrupy and sticky contact was made between your huffing and puffing lips. A half-hard horse cock pushed and nudged against your belly as it rapidly softened and painted you with the unique mark of a pleased stallion wishing to keep their favorite herd-mate around.
“Anon, mmph! I can’t even- that was so wonderful!” He struggled to find the words when staring into your eyes and feeling the very touch of your soul. Giggles were just about all he could let out when you wrapped both arms about his barrel and squeezed him tight.
“It was pretty righteous, yeah.” You added, standing up with stallion in tow. He struggled somewhat when you hoisted him into your grasp with such startling ease, but sooner than later Derpy was more relaxed than a kitten with their mother.
“Now then. Am I gonna hear about you being a big sad-sack anymore?” You asked from millimeters away. Derpy shook his head emphatically and allowed himself to be carried off toward his bedroom. Or at least what you assumed to be his bedroom. Following the scattered trail of ice cream boxes and cookie crumbs gave you a pretty good idea which door led to his private nest.
“Am I gonna have to worry about you?” Derpy shook his head again with his smile widening in glee.
“Good. Now you oughta’ get some rest. I don’t think I’ve ever seen a stallion do that.” He huffed and relented when you set him on his bed, the blanket stolen away replaced by a spare thrown callously across the floor. He was tucked in like a well-behaved child who was clearly decimated from their busy day. Derpy whimpered when you touched and nestled him into place, his comfort seemingly at maximum when you saw to it. He stared at you all the while and invited you in for one last kiss before you presumably left him to get some proper sleep.
“We can do that again? Right, Mr. Anon?” You snickered and ran fingers through his mane in careful combs of warm intent.
“Why don’t you come by my place tomorrow and I’ll show you how stallions get along?” If his heart were a drum, its wild beat would’ve deafened you. His chest heaved and thumped with the rhythm of unfathomable, wild joy. He somehow knew that his human love would make all things clear. There were hiccups, for sure. But it was finally coming to fruition. Derpy was swimming in his excitement as it pooled in his heart, yet a night spent weeping and an afternoon spent cumming had left him unable to see it through. He gave you a lick on the nose to show his last affection before submitting to his body’s needs.
“I wanna do that, Mr. Anon.” His very last words were more a huff than a statement, allowing you to slink away and let him do what came naturally. You yourself were left at full mast, but a lack of fulfillment was the least of your concerns. Things were now rolling in the proper direction and soon to be repaired into an acceptable state. Soon, Derpy and you would be right where you belonged.
But first you would need to find a way to remove a gallon of hot sperm from the living room floor. And the countertops. And portions of the ceiling.
Author's Note
Shout outs to ShadowWolf for his help. Couldn't have done it without him. I hope it pleases you all.
Step 4: Strike Hot Iron
Step 4: Strike Hot Iron
Dressed in your best looking, casual clothes and waiting throughout the evening for a pony was surprisingly stressful. Naturally there wasn’t a hint of worry on your face or in your actions, but that twinge of doubt in your heart was still there. Derpy had yet to show up when the sun began to dip below the horizon and light the sky ablaze with brilliant colors. Your rather cozy home was scrubbed clean and made neat as a pin for his arrival despite the fact you know for certain he wouldn’t care.
Derpy was latched tight like a leech feeding off human energy, but there was still a concern for optics. In a way you wanted to impress him with your tidiness and not appear like a slob carelessly slinging trash and clothes wherever they wished. It took hours to make the place sparkle and for each little knick-knack Derpy had bought you to be properly set in place for maximum exposure.
The many hats you had gotten were all piled onto the same rak, as were hanging scarves and socks. Leather bands crossed over your wrists and a necklace of a bronze tear-drop hung from your neck, each one personally chosen by the grey pudge. Even the bags of coffee and the custom candies were set out on the counter in a starkly visible manner so he would see your appreciation for his efforts.
Dressing and gussying up the house most likely wasn’t worth the effort given the “things” you planned for tonight. If anything, Derpy would be too excited and giddy to pay half a mind to the jewelry on you. But that’s what anticipation had commanded of your time. The longer he took to come knocking at your front door, the more intrepid and skittish you became. Thusly, when real knocks rattled the oaken barrier the pressure of your blood soared. Rivers of life morphed into screaming rapids of violence churning through your body like a mad pump of brash excitement.
One last inspection was all you needed to confirm everything was right. Collared shirt, shorts sans-belt for easy removal, styled hair with minimal product- everything seemed in order. All that was left was to welcome him into your home and let nature take its course. Embarrassingly, the grip you took on the door knob was tight enough to cut the blood flow to your fingers and directly transfer the rattling terror taking over you.
Derpy, likewise, was shaken to his core. He stood out in the open in his work uniform, trousers and shirt and hat all whimpering in the moments before things got serious. He breathed deeply to try and calm himself, but there was no such success in relieving the fires burning within his very soul. Derpy knew you would show him nothing short of a wonderful time, but that was all he knew. What was going to happen, how and what things he would learn were all total mysteries to the ignorant stallion.
After his and your last “exchange,” his mind had been racing with wild and depraved thoughts. Neither of you had seen each other since that incident and neither of you could banish the thoughts from your mind. Derpy especially, for the stallion never knew the sensation of climax before you showed it to him. When he closed his eyes he could still feel your weight, your strength and that thumping beat of a human heart against his back. Warmth of a real and powerful man kept his wings fluttering and bushy all morning and throughout the workday. Nasty thoughts of your body and what mysteries your clothes concealed swirled between the memories of addresses and quotas and mail-room drama had was normally so used to.
Most startling of all was his constant erection. Since he had woken up groggy and satisfied from your treatment, his hefty shaft showed no mercy. It remained at the very least half-inflated with excited eagerness and throbbed with painful need at its worst. Derpy considered skipping work and finding where you were hiding, at times. The sheer agony of his desire was such that the stallion found himself pressing and grinding his hoof against the intrusive bulge just to try and force that bubbling soup of lust back into himself.
Even now, when the pegasus was flooded with a confusing sort of excitement that saturated his thoughts with dread, his penis was simply begging to get free of his khaki shorts and show off just how proud and well-bred he was. Derpy’s eyes shifted quickly from side to side over the gifts he had brought you, chocolate and flowers were all he could imagine an affectionate other would want. Mares apparently enjoyed these things, but whatever stallions wanted he couldn’t say. Especially a human stallion.
The door cracked open and showered him with that familiar scent of human masculinity that built up in your home. Billows of that raw and savory taste made his body tremble and his tail lift in a most suggestive and vulnerable fashion. Never had the stallion felt so small, yet so precious. He was going where no pony had ever gone before. Not only that, but he was invited specially to come and be with you. Derpy alone was the pony that had earned his place in your good graces. When you revealed yourself and cast such a welcoming smile down on him, the stallion could only try and swallow the bowling ball in his throat.
“Those for me?” You asked coyly, making Derpy stumble and spit over his words.
“I- ehm- yes! Yes, but it’s okay if you don’t want ‘em. I don’t know what stallions like from their colt-friends. OH! I’m sorry! Did I say ‘colt-friend?’ I didn’t mean it like that! We don’t have to be-” Silencing him was the very best option. Taking hold of his shirt with hungry fingers, you pulled the stammering horse into your lair for a debauched and wild night. Dense and squishy as he might’ve been, the pony’s mass couldn’t fight your power. He slid on hooves still smoothed and polished from his manicures into a beartrap hug that lifted him off the floor.
“HLK! Mhn!” Hooves just barely held tight to his gifts before letting them fall where they would. Derpy exchanged a box and flower stems for two steady hocks of warm and powerful human flesh. He wiggled somewhat in your grasp before settling himself right into your slow rhythm. The trap had been sprung so quick that Derpy had to pull himself back to reality before he could properly take in and enjoy the feel of a man’s overwhelming touch.
But when he did, he bathed in ecstasy.
“I love chocolate.” You said simply, the words muffled through the billowing gold of his mane. Fingers migrated down to hold him by the thighs, and allow him the most movement possible in that position. Each chubby hock of pony leg molded between your fingers and created gloves of grey warmth that simply begged to be felt and worshiped for their brilliant shape. The naturally gourd-like shape of his body fit snugly against your own fit and healthy shape like the incompatible bodies were truly manufactured for one another. Tight tolerances didn’t allow for a single bit of air between your bellies or chests so the vacuum of sticky affection could bind the both of you together. Of course, that was aided by the stallion’s ultra-clingy grip on you with all 4 hooves flexing to pinch and grab the ruffles of your shirt.
“Haaahn…” Derpy huffed into your shirt with an aggressive burying of his snout. The soft and rubbery end pressed and nudged into your shoulder and neck with smearing and kissing forces trying to suck in every last particle of your delightful scent. He took nothing for granted, the texture and weight and aroma of human masculinity simply too rich and decadent to ignore. Draws of deep breath pulled cool air over your skin and made you quiver, only for hot exhalations to quickly warm and wet the area with Derpy’s heated desire. You returned that favor as best you could with kisses and sniffs and huffs against his rotund head.
While you two got to know one another more intimately, your hands immediately encountered something insidiously wretched among the tangling limbs. Soft flesh and even softer fur was shrouded beneath an itchy and rough canvas greedily trying to protect some false pretense of decency. Your brow furrowed upon feeling the expanse of fabric, even if touching and gripping Derpy’s ample cheeks made him whine and squirm in delight.
“Wha- pants? What’re these for?” You growled with a nasty grin and immediately began to fiddle with Derpy’s useless belt-line. The natural reaction of the pony was to wiggle and try to resist this impromptu disrobing, but his trust in you soon returned and allowed him to relax. All this was still so new and so shocking. It would take time for him to adjust and properly submit to your whims.
“Just- mmph! Just keeping it tucked in. It’s rude to walk around with your dingdong flopping!” You blushed at the mention of such a childish euphemism, that familiar image of Derpy’s girthy maleness coming back into your mind. Higher parts of your brain easily understood his concern when even a half hard horsecock was 6 inches of flopping, lurid meat filling the breeze with heady stallion musk. Almost every stallion you knew had to keep a tight control over themselves to prevent such an embarrassment, though for some reason it appeared that their low-hanging “fruit” wasn’t such a concern.
That being said, it was an insult to you personally. Derpy was not meant to be constrained by foul clothing. His body and his personality demanded freedom and expression, something that stiff khaki would never accommodate properly. Seeing him bulge and grind and warm inside of that scratchy oven enraged you and drove each finger to a wild and aggressive action.
“Unf! Yes. Yes Anon. Take ‘em off, please. Please, I want you to touch me. I don’t know why, but this feels so good!” Derpy made adorable and high-pitched music as you undressed his beautiful behind. Snaking fingers beneath the elastic and pressing downwards, you ground against his plush seat all the way down.
“You’re so soft. Derpy why do you hide this perfect butt?” You hissed into his ear and rocked him gently back and forth as one would a precious babe. Derpy’s eyes lazily rolled about beneath hooded lids that simply screamed pleasure. His teeth gnashed and nibbled at your shirt until drool seeped into the fabric and marked you with his agonizing release. A human hand gliding down his round ass, pushing away his motley attempt at modesty and the perverse squeezes that were sprinkled throughout simply ruined whatever focus he could’ve mustered. Now, his whole world was you and the magic your fingers worked.
“I- ooh. Oooh by the sun! Please touch my butt, Anon. It feels so good when you squeeze my butt!” He didn’t know what he was saying, he couldn’t have. When grinding his now bare and eager girth against your belly, what could the stallion possibly say? His simple mind was awash with startling pleasure and lightning bolts of delight that pilfered his composure like bandits in the night. The most complex and considered move the stallion could make was a pitiful little kick to toss off his forsaken trousers. Stubby shorts fell to the ground and a plume of heady musk rolled up the small of his back to slap your nose with that beautiful and warm aroma of a ready stallion.
“Nnf. Derpy, I can’t get enough of your ass. It’s so goddamned soft I just can’t stop squeezing it.” The pony delighted in hearing you praise him with such a dirty tone. He cuddled up tight and rolled his hips into your body whilst 10 mashing fingers explored his backside. In an effort to eliminate all distractions, you sat on the nearby couch and sent Derpy’s throw-pillows careening to the floor. Pretty as they were, everything outside of the stallion was a distraction.
“Augh, OOH! Right there! Squeeze me again, Mr. Anon!” Derpy just about climbed on you to make his ass more prominent in the air. His chest ground and pressed into your face with a plumage of soft fuzz standing on end. Both wings shuttered off of his back and fluttered helplessly in the house, feathers and fur alike spreading around with his twitchy and stiff motions.
You found that the closer to his winking, hot and puckered hole you got, the more he enjoyed your efforts. Rubs on his lower half were jiggly with a combination of thigh and buttock melding into a pudgy roll, but that only made him press backwards and present more cheek. Rolling nudges and scratches above his tail turned him into a hot jelly, but his heart rate wouldn’t pound like a diesel engine screaming out of control. Right in the middle, spreading his pillowy butt and mushing it back together, was the magic combination. From the very tips of your adventurous fingers, you could feel his needy contractions and his lusty squeezes. The young and aroused stallion was nursing for something, anything to slide inside and scratch his long-dormant itch.
It was a sensation beyond words that he knew. It was a feeling that almost no stallion in Equestria could emulate. That need- not only to breed- but to be bred. To have another dominate and control with nothing but warm trust put into them. Derpy flopped over you because he knew you would give him the very best. Since the moment he had laid his eyes- or eye- on you, it was inevitable that you would take care of him and his needs. Now, you two were making up for lost time.
“Ahng, mmph! Yes! Mr. Anon?” Derpy whined whilst his fore-arms nearly strangled the life out of you. It was especially hard to answer him when he leaned against your face and prodded at your chin with a flaring and oozing shaft of veiny ebony, but you had managed worse.
“Yeah?” You huffed through mouthfuls of fur and handfuls of plush cheeks.
“I wanna make you do that thing I did! Guh- w-where I squirt? That felt so good, Mr. Anon! I want you to do it too!” Such words were like the songs of angels raining down. Beautiful almost to a fault, since it was nearly inconceivable to hear.
It had been so long since you had felt proper release. The dam was near-bursting for weeks now without a single soul to provide help. You couldn’t do the act justice and simply wasted your time trying to relieve that uniquely male stress on lonely nights. The absence of another warm and caring body simply robbed the experience of every joy and pleasure that used to come with it… yet here was one offering himself for your scrutiny. A selfless and eager student who had never even seen you naked, yet wanted to explore so badly that his heart skipped beats against your face. Perhaps aware that he was smothering you, Derpy pulled himself back with great difficulty. It was as if someone were trying to drag a sunken ship from its eternal resting ground, the process alone enough to shred the metal hide into pieces and destroy the cargo. Your face was covered in strands of his grey fluff, but that didn’t stop him from kissing it the moment you were exposed to his ministrations.
“Mhmnnnn, mwuah! I’m ready, Anon. Just show me what I gotta do. I’ll do anything for you!” Derpy was piling on the aggressive lust from years spent confused. You were nearly thrown off your seat from his powerful kisses, the desire rushing through him screaming like a fire burning your meager house down in a singular belch of strength. There was trepidation in accepting his offer, as there wasn’t any precedent for this momentous occasion. You had no idea how he might react, what he might do or where this would even end up. A man’s repressed urges could be violent and destructive even when the proverbial reigns were pulled taut and held with all one’s strength.
But you accepted that gamble anyway. A turn of your head diverted his kisses down your neck so he was forced to nibble your shoulder and allow you just enough air to think. Pants and gasps tickled across his cheeks and ears like wispy dances of hot human affection venting from the deepest reaches of your boiling heart.
“Alright, alright! Just- nnf! Just gimme a sec…” Shaking hands fiddled and pulled at the crude buttoning of your shorts. Rarity had crafted them to be easily removed, thinking that you would perhaps over-heat in the tight confines of boxers and pants like most ponies would. It was a simple process, but one that your failing fingers could just barely handle. Derpy didn’t give you much aid, for his thick snout glided down your front and sniffed hungrily at your groin. The olfactory sensations of masculinity throbbing at its maximum level of desire was delicious like divine nectar pouring from the sky just for him to sample in greedy sips and raunchy huffs. Musky wafts of warm, venting goodness saturated his nose and made Derpy’s wings stand tall in towers of pleased desire. Parts of your flavor condensed onto his tongue and sat heavily in the back of his throat to continuously infect his simple mind with a new and bold flavor he felt an immediate addiction to.
“Snnnf, snf, hhaahn… Mr. Anon smells so wonderful…” Derpy mumbled to himself and pressed his head tight against your barrel, listening to your heartbeat and obstructing the process of your disrobing. You’d pulled the button free and expose the slit of brightly-colored underwear below, only for a thick and hungry snout to dive right in and conceal everything beneath wheat-colored mane.
“FWUH- DERPY!” You gasped and took hold of his head in a trembling state of absolute bliss. Kisses and sniffs and nibbles attacked your manhood as it pulsed and bulged against the thin prison keeping it from pleasing the stallion. The feel enraged your ultra-sensitive nerves who had laid dormant and deprived of love for so very long, especially when Derpy mouthed and slathered your shaft with rubbery lips warmed by loving energy.
“Mmmlem- sllp, mwuah! So good- snnnnff!” Derpy shuffled and buried his snout into your groin in sheer deviance of your pulling grip. You wanted to keep him away, or at least release yourself before he made a gooey burst sully your boxers. But the curious stallion was far too busy exploring your shape and examining your size with his mouth. Sensitive and hungry lips tickled up and down and across your cock with squeezes and rubs figuring out the intricate and unique form you had. Derpy could detect everything from slight ridges and valleys to pulsing veins running rivers of hot blood. He was especially enchanted by your end, however, for it “flared” and throbbed like a stallion would at the height of his pleasure.
While you worried beforehand that your diminutive size (compared to his) would put the stallion off, it turned out to be a foolish assumption. Derpy could never be so vain and heartless when dealing with his beloved human. You quickly discovered that whatever detail he came across, be it a flavor or a shape or a size, was immediately put high on a pedestal for endless worship. The pony was dedicated to you no matter how unusual or strange you felt in his mouth, for that initially bizarre touch you gave him quickly melted away into a delicious and alluring beauty for the stallion.
“Stop- GHK! DERPY!” Grabbing him by both cheeks was just the thing that pried him off your cock. You removed his hungry maw from your dick just before things spiralled out of control, though he still took you with him. A tremendous twitch flopped your manhood up and out of the opening of your underwear, exposing your turgid spire to the world of Equestria and letting golden eyes drink in its color. Derpy’s stare was wide and fantastic in the fascinated stupor you and your intense musk put him into.
“Agh, mmph! Y- you gotta listen to me, Chief! It’s been a while!” You tried to warn him, but Derpy was somewhere off in a lost tangle of arousal and delight. His eyes focused into laser points skewering your dick with a most fascinated stare that couldn’t pull away no matter what. Things that had never been activated inside of Derpy’s mind were suddenly clicking and whirring and grinding together like screaming machines finally meshing their old gears together and getting to business. The stallion’s heart pounded inside his heaving chest at the gorgeous, handsome and lurid details of your unusual and delicious-looking girth.
True, it wasn’t shocking or mare-busting as Derpy’s own pride. You weren’t even in the same ball-park as the vast majority of stallions in Equestria. But you were YOU. The human shape was utterly unique and special in this world and no pony had ever touched it. Whatever history you might’ve had up unto this point was null and void in Derpy’s mind, as this was an unexploited treasure for all ponykind. Subtle pride swelled up in his belly when he became the very first stallion to kiss and sniff and touch a human’s erect and ready cock.
“Hff, hng!” Fingers pulled at his mane and nearly jerked out handfuls of his lovely amber color in the midst of his adoring exploration. Derpy was struck speechless by your maleness, yet he wanted to speak volumes about what he saw. Like you felt ownership over your own body, the grey pony suddenly felt quite a possessive and greedy spark in the very dregs of his mind. This was HIS. His own special, sexy, one-of-a-kind thing that no pony would ever get a hold of. It was revealed to him first and foremost, bestowing both a confidence and an importance unto him that would never be given again. He took on this role with a shuddering grunt and a slight kiss on your shaft confirming his now eternal loyalty to you and your dick.
“Anon… I want you. I want you so bad.” Derpy whined into your sensitive rod, tickling with both breath and lips like he was purposely trying to make blood vessels burst in your brain. It was a strenuous and taxing thing resisting the urge to lay him out and have your animalistic way with him, even if the stallion probably wouldn’t have minded.
“Can I suck it? Would that make you feel good?” Derpy asked with total innocence behind his curious and rolling eyes. A tremendous wave moved throughout you that attacked every dam and levie of self-restraint you had built up over the years. Arousal bubbled and hissed in a molten lava rushing between synapses and connections in your mind and ate away at any modicum of sense still left within you.
Those words, spoken so simply, were the key to a relief long sought. You went forward with the explicit knowledge that Derpy had zero idea of what he was getting into. Then and there, you knew that once something warm and wet touched you, there was no stopping the floodwater-rush of aggression. The stallion would just have to bide his time and wait until you were finished whether he liked it or not. It seemed cruel at first… but your lower head was making decisions by this point. And he had no consideration for such minor concerns.
“Yeah, yeah. Just gimme a sec…” You pulled off the couch and turned about with a stiffness Derpy never saw in you before. Casting aside your shorts and peeling off your boxers, the sensation of two gorgeous eyes molesting you filled your belly like warm milk sloshing in a glass.
“Oh! Mr. Anon!” Derpy giggled and covered his snout when hefty and swinging testes slapped against your inner thigh with the same lazy momentum as a clock’s pendulum.
“They’re pretty full, that’s for sure.” You understated whilst absentmindedly grabbing your shaft and pointing toward the intended target. Your stallion boyfriend didn’t pull away or even hesitate to stand his front legs on the arm of your couch. Derpy stacked himself properly for the experience, his lack of knowledge compensated for by a readiness to learn.
“Do I do something special, Mr. Anon? Is there a thing that’ll make it feel REALLY good?” Derpy questioned as you stepped forward and pressed the end of yourself against his soft nose. The equine naturally went cross-eyed starting at your throbbing end, his scrunched expression communicating just how nervous and excited he was.
“Just relax. I really need this.” You warned him with an exasperated and desperate tone of voice that shattered his pitiful endurance. Such a husky, gruff and ragged tone reverberated with the most masculine of all sounds Derpy had ever heard. He wanted you more than ever, he wanted to taste your pleasure and give you what you had so generously given him.
Dreams the night before were soaked with the sweaty and nasty atmosphere of sexual exploration. Derpy’s realm of sleep was populated by the taste of your body, the warmth of another’s affection and your then-unknown assets begging for his attention. Mouthing your cock was a natural thing for him to do since he had felt your hand expertly take away his worries. If simple fingers greased by pre-cum could make him explode like an atom bomb, who knew what his mouth could do? He knew it from the moment that he woke that morning that he was destined to slobber and groan around you like this. A submissive, soft and horny stallion slurping and suckling with all his heart couldn’t be anything other than a mind melting experience that would forever bond you and him as boyfriends.
“Yessum, Mr. Anon. Anything for y-mmph!” He snickered and giggled as your poking rod slipped between his speaking lips and found itself nestled in his mouth. Just a tiny intrusion blasted relief through you like lightning destroying a helpless tree. His insides were immediately white-hot and enthrallingly soft to the touch. Silky wetness shrouded your sensitive and engorged glans the entire time Derpy mouthed and nursed and nurtured your girth between his cheeks.
“Mmlk? Pffpph… sllp, sllrp, sllp.” His hooves firmly pressed to the couch, your pudgy boyfriend went to work milking his human. The stallion’s thick and broad snout gave him ample room to slurp and slosh and move you around, even if it were only the first few inches of your cock he had to contend with. The flavor of human was instantly salty and savory, a most maddening and rare taste for a pony to encounter. When combined with the soft and unique texture of living flesh, Derpy was hooked. Immediately he was convinced that your erection sliding and slipping across his tongue was his favorite thing in all the world. Feeling you throb, knowing you loved it, and watching you struggle from his slightest moves floored the stallion to no end.
“Gah! RRRG! FUCKIN-” Arteries throbbed in your neck with hot blood racing throughout your system. Bursting pressure was created by the slightest contact on your pulsing shaft that had gone ignored for so long. At first, you resist the urge to grab Derpy’s face with both your trembling hands, as you knew exactly what they’d do. Curled fingers would instantly latch tight to his ears and jerk him forward to choke the poor thing on your rod. His adorable expression, soft features and high-pitched noises demanded you be gentle. Derpy demanded by his very nature that you at least show him SOME manner of affection. He wasn’t a toy, he was a stallion. A loving, loyal stallion that had waited so long for you. It was only fair that you took your time and gave him the attention he needed.
But when the pegasus pushed himself deeper on your cock and touched the back of his throat, all bets were off. His eyes locked to your own and stared with unparalleled focus. He knew you enjoyed his touch, his love and his ability. He watched your face contort and twist into expressions of exasperated love that no other creature had ever given you. Staring you in the face and feeling the ease with which an elongated snout helped him suckle you, Derpy thought himself quite the sex-freak. He couldn’t believe how good he was doing already without a hint of experience to guide him! Sliding his tongue across you, slurping and sucking with gentle waves of pressure and marinating your shaft with his slobber came naturally to the girly and needy stallion.
Moans and giggles sent trembling shockwaves down your shaft and rattled every organ and bone within you. The shattering pleasure of his humming grunts and whines rattled up each vertebrae and destroyed the concrete walls of shame or resistance with ease. Derpy had you in his hooves like one would hold putty ready for molding. He could do anything and it would please you. His tongue slathered and swirled around your penis in worming and wet slurps. His cheeks pulled inwards to create a vacuum-seal of affection that preyed on your sensitive cock and made the blood within swell with excitement. His ass hovered from side to side, an especially sharp lightning bolt of satisfaction shooting through the stallion when he caught you staring at his plump seat. It was all so natural, so easy and so deliciously wonderful. The stallion felt as if he were flying or walking or sleeping, like he were bred from the very beginning to be a human’s favorite, precious and adorable cock-sleeve.
He was quite pleased with himself… until your crushing hands took hold of his head. Fingers locked like braces around each hemisphere and just about enclosed the pony’s face in a cage of muscle and bone from which there was no escape. You caught him mid-glide up the length of your dick, bulging and puckered lips stopped just above a throbbing vein and nostrils flaring for your aroma.
“I’m- GHK! I’m real sorry but-!” The words failed you when the process began and instantly spiraled out of control. A wild and deep thrusting effort took over your hips so your shaft could grind and slurp and slide across the entirety of Derpy’s mouth. His cheeks puffed and his lips clung tight to your cock as it moved in an altogether uncontrollable and startling fashion. Locks of mane swished back and forth and tangled together in tatters of thrashing gold that followed the uneven and sharp rhythm you took with the defenseless stallion’s face. The very first plunge filled his entire mouth with human cock and buried his nose straight into your pubis like a violent crash landing.
“GHLRK?! GLRK- GLP- ULK!” Derpy’s eyes flared wide and stared at the base of your dick in utter surprise as he pistoned back and forth. The staccato pace tossed mane into his eyes and threw gobs of spittle from his mouth with violent force he couldn’t compensate for. What was once a manageable girth that only occupied half the space in his mouth was now a missile of destruction and wild speed that jammed wherever it pleased. Cheeks bulged and his tongue slurped across a thrusting underside unconcerned by whatever input Derpy might’ve had. The stallion could barely even suckle on you, for each move you made broke the seal of his lips and injected another gagging wave of air into his throat.
“ACK- SLRP- SLP- GLURK!” The stallion’s cries and groans quickly became wetter and less coherent. Swinging balls swollen from months of restraint beat on his chin and kept his entire world a dizzy and unfocused mess of particles taunting the stallion. Both hooves scratched and stomped on the sofa, yet they refused to try an escape. Derpy was stuck where he was by choice, not just by your shackling hands holding his ears like he were a misbehaving dog. His eyes shook so violently he couldn’t focus on your face as it turned and contorted into strange expressions of release. It drove him mad to think he was being used, to realize that he was indeed a soft pocket for your lewd and repressed desires.
But there wasn’t a hint of displeasure in such notions.
“Uung! Fffuck! Can’t stop! RRRG- DERPY! GAH!” You weren’t in a much better state than the flabbergasted and slobbering pony. Only thoughts of wild softness, circling warmth and enthralling texture filled your mind. Pumping and pushing and slamming into Derpy’s face, you adored the full sensation of his mouth enclosing around your cock. From your very base right up to the end of your pulsing head, the tremendous pleasure rocketed up your spine in agonizing waves of energy that built high on top of one another to form a wicked and screaming spire of ecstasy.
The very tip of your cock plunged into the pony’s throat and felt the squeeze of such a tight tunnel again and again. Virgin depths unexplored by anyone before you were catalogued and exploited heartlessly on each syrupy and frothy thrust into the stallion’s depths. Derpy quivered and moaned around you when he could, driving further vibrations through your body and making the situation so much worse for himself. It drove you mad to feel him try and keep up with your animalistic and ridiculous pace. The stallion lifted his snout to try a new angle, only for your cock to plow forward and slurp tightly against the roof of his mouth. His mouth would open wider to change position, but that would only invite you to bulge out one of his cheeks and allow a river of slobber to drip free. Worst of all was when Derpy twisted his head, thereby allowing your slamming hips to smother him with more of your musky muscle.
The goopy froth pouring from his mouth splattered all across your hips and balls, soaking you with his complimentary scent of minty toothpaste and natural pony flavors. Lost in the realm of climbing delight and fiery passion, you could’ve cared less about the wet creep rushing between your legs. What was important was release. That precious peak you climbed toward came closer and closer, taunting you with its sharp and climatic end that you so desperately desired. Every aspect of your mind that was male screamed and whipped you further in a flurry of blinding haze. Derpy was so soft, so warm and so submissive that it was impossible to NOT cream in his mouth. He had foolishly submitted himself to your whims, silently welcoming the very worst of your aggression.
“Gah- NNG! Can’t hold it! Derpy! You’re doin’ good just- GHK! Hang in there!” The grip sustained around his ears nearly tore them clean off. The pony was braced tightly in place and jerked back and forth as if he were little more than an unfeeling machine purpose built for this borderline rape. Hooded eyes dripped with exasperated tears as you took him to the final steps of this grueling process, neither of them focused and neither able to clearly see what was going on. Derpy could no longer detect individual throbs or pulses in your cock, only the presence of its heat crashing into his mouth and grinding to a stiff halt. Right in the middle of his maw, your head positioned over his tongue, the first ejection of orgasm flooding his senses.
Fires shrieked from the cracks in the Earth and bellowed hot, toxic ash high into the air. The blue sky of your composure morphed into an aggravated and aggressive crimson pocked with thick blackness. Everything changed all at once, your muscles contracting and pulling you into several unusual stances. Back arched, crooked and bent, your body pumped and surged with the ultra-fertile and virile potion of masculine life for Derpy to forcibly indulge in.
Creamy ropes burst from your head in heavy slugs of destructive strength. The curling globs of seed swished and swirled in the stallion’s mouth, sticking to every side of his cheeks and saturating his tongue with a most wonderful taste. He was so out of his own mind that he hardly responded outside of heavy, deep and lusty gulps of your delicious seed. He knew it to be your orgasm, your height of absolute pleasure and your approval of him. Nothing tasted better than the verification of his trial, especially when you gave him so much to work with. He lacked names for what he was feeling, tasting and seeing, but it didn’t matter. Like an animal acting on pure instinct, he knew simply by merit of knowing what was going on. The implications were all clear as the blue sky and perhaps a hundred times more beautiful.
Aside from his sharp and ragged breaths through his nose, there was hardly a sound in the room. Hiccuping and throbbing squirts were muffled inside his hungry mouth as each soupy load of cum bubbled between his cheeks before quickly funneling down to his belly. The stallion couldn’t possibly describe why he felt the need to swallow, but the compulsion was too intense to ignore. 4 healthy, fertile and hot volleys of cum fired into his mouth before you felt the need to take his loving to another level. Ripping from his loose and flopping jaw, your hard cock painted his face in ample doses of drippy cream. The lines of alabaster leapt up and across his snout to drench everything you saw in the mark of ownership. From the tip of his nose to the top of his forehead and everything in between, there was hardly a patch of fur not soaked with hot human cum.
“Oh- MMPH! Eugh… Yes…” Derpy groaned and drooled slimy bubbles down his chin that swirled with a combination of his own spit and your fertility. Satisfaction unlike any other danced down his spine and burst in his heart as you claimed him in such a dirty, disrespectful and masculine way. He felt owned, demeaned and used. You were the master not only of his love and mind, but his very body. It was clear that his new boyfriend had no issue smothering the stallion in his power to remind him exactly where he stood. A normal stallion would’ve been humiliated to have been used so roughly and then squirted in the face by another male, but Derpy accepted it with a readiness rarely seen. In fact, he wanted nothing more than for you to use his body however best pleased your deep and intense needs. So long as he was there to witness it, to feel your ecstasy, nothing was off the table. That carnal duty to please and to be there for you was fulfilled in no better way.
You could see the swell of purpose and satisfaction in him. Behind his tired eyes and huffing pants, the stallion communicated that his work was the most sacred of all. Pleasuring his boyfriend, being there for him to unload and unwind, was now his prerogative in life. Even if it meant that his little uniform was now wrinkled and stained with sticky evidence. His body, though wracked with exhaustion and an all new manner of discomfort, was strong and confident from a job well done. His legs shuddered somewhat and his head was held low to continue nursing more sperm from you, but there wasn’t an inkling of shame in the pony. He was an acclaimed and accomplished lover of his handsome boyfriend, now.
“Hff, haahn… sorry, Chief.” You hissed whilst Derpy nuzzled the base of your cock. You assumed he would want a break after such a powerful exchange, but the stallion proved himself more than willing to take on the endless burden of your repressed needs. He tucked his face just beneath the base of your prick and cupped your hefty sack with his curling tongue. Pink-to-pink contact made drips and oozing droplets fall from you both in the drunken mixture of pleasure, exhaustion and absolute loyalty. Derpy was lost in the void of new and shocking feelings you had given him, the reason made clear as day below his heaving belly.
Your wandering eyes caught sight of the unseamly and steaming puddle formed below in thick splatter marks. The poor couch had become a firing range for Derpy’s bouncing and pulsing erection as it bobbed and swung below in the fray. Just as he had done the day prior, Derpy had let a massive volume of his pleasure free and soaked your cushions with his excitement. One could drown a hand in the depth and breadth of his expulsion, such a heavy and gooey load clearly one borne from a lifetime of celibacy. Naturally, you couldn’t help but harbor some pride in pulling off such an unusual feat. Derpy didn’t even need the touch of a hand to draw out his orgasm, just the licking wafts of air and the occasional brush from his belly to spark the wild fires inside him.
WIthout hesitation, you scooped up the panting pony and forced his face away from your now sloppy gonads. Meandering yourself appropriately on the couch let you dodge the spreading mess of seed on the other side and still let Derpy relax against your chest like he were a sack of limp, helpless potatoes. Naturally, his painted face spread uncomfortable marks of sticky paint across your shirt, but that was a matter so tiny in the moment that it was easy to ignore. He lay across you as a pile of laundry lays across the floor and comforts to its shape. Pony muscles and limbs flopped over you and hugged lazily to the contours of humanity they felt.
His breath was tinged with your flavor, his face matted by hot seed and his body heaving with pleasure. Derpy was a mess of a stallion, so much so that his kiss on your jawline was just barely strong enough to even be felt. You coyly removed the little hat from his head and set it aside, giving his face the most sincere and real appearance he had. Nothing stood in the way of his handsome, adorable and soft appearance besides that additional liter of cum spreading across it.
“I love you.” He confessed with a flabbergasted tone. Derpy kissed on your neck, inadvertently smearing slick sperm across your face. There was no point in minding the somewhat itchy addition of your own mess, as the dutiful boyfriend quickly licked it back up and swallowed the heady liquor of his man’s love.
“I love you, I love you! Mmph, Mr. Anon I can’t even think. I wanna be with you forever. I wanna do this with you every night! Every day!” Derpy whined almost as if the emotions swirling within him were enough to bring out tears. The power of his feelings and the wildfires in his heart detonated atom bombs of lust inside him, driving the pony to more and more dangerous ends of extremity.
“C’mere, then.” You accepted his offer and wrapped your arms tightly about his hips to help both your wet, flopping cocks grind together.
“C’mere, you pudgy little cutie. I ain’t never lettin’ you go. Don’t you worry about that.” You assured him up and down that the relationship between you two was nothing short of eternally guaranteed by the ebb and flow of the universe. Just as he felt natural with you, every portion of the stallion’s body comforted the aches and pains built inside of your mind. His affection, so wild and pure and undiluted, assured your tired thoughts. He was a maypole for all things in life to center around and dance about in honor. Derpy was suddenly the reason for everything you did and thought. His softness compelled you to touch. His loyalty compelled you to be strong. And his body demanded you show nothing short of divine love. He brought out the most powerful emotions that a man could show simply by being his very honest self. You rewarded him again and again a million-billion times over with hands molding his buttocks and lips melding with his own.
“Mmmhn, hhhmmmmn. Anon, you’re so handsome. You make me feel so good. I wanna stay with you. Forever and ever.” Derpy lost himself in the diatribes of worship he piled on you. His back arched and pressed his ass upwards again to let you know the effectiveness of the groping rubs applied to it. Bubbly buttcheeks bounced and squished between your fingers and palms like molded rubber jiggling in energetic waves. It pleased you to see his rotund and firm ass rise up like a monolith of sexual beauty carved from pristine and wonderful equine flesh.
“You’ve got such a pretty ass, Derpy. I could rub it forever.” You told him no lies and assured him the very truth. His addictive nature was hard to deny, especially when he caught on and shook his rump from side to side for you. His weight was tremendous in adding an entirely different layer of satisfaction. Not only was he soft and warm, but massive. Pony muscles were thick and sinewy hocks of meat that gave his ass an almost spherical quality that could torment artists with its mathematical perfection. Derpy just about purred when you pulled his cheeks apart with enhanced interest, testing how far they could go.
“Aaaaugh… w- why does it feel so good when you touch me there, Anon?” Derpy whined and huffed breathlessly into your chest whilst his cummy lips nibbled at your shirt. He pulled at buttons and undid what he could, trying to expose the bare fields of firmness below. You grunted in return and snickered in response.
“You don’t know?” Derpy shook his head, both his eyes closing in satisfaction when his pink tongue was finally able to drag between your pectorals.
“Can you do something with it? Can I make you feel good with my butt, too?” The devious and dirty smile crossing your face was proof enough that he could. Derpy didn’t even wait for an answer before his mind began to put the pieces together.
If you could feel good sliding in his mouth… his butt would probably be even better. His tight and soft opening could most likely milk such delight that you’d never want to be away from it. You must’ve known that his ass was the highest treasure since you had been together, as he felt you gripping it for minutes on end. How it would feel, how bad it might hurt however, Derpy couldn’t tell. He initially thought that it would be terribly uncomfortable and awkward, as even the silly and ignorant stallion knew that wasn’t what his hole was made for. His confusion and intense thinking let you steal a fat blob of cum from his nose, the heavy touch of lubrication still warm when it touched to his doughnut-shaped opening and shocked the absolute hell out of him.
“EEK!” He squealed and squeezed against you as the creeping feeling tickled his backside. It was a shocking and new feeling, one he was completely defenseless against. His teeth gnashed tightly into your shirt and just about ripped through the thin fabric as you painted and slathered his black asshole with white paint.
“Ah! O- OH! It feels so weird, Mr. Anon!” Whilst one hand rubbed gentle circles over the musky surface and wrinkles of his doughnut, the other kept his cheeks open. You spread his ass halfway to keep bubbly buttocks from stealing your lubrication, both of them trembling in needy spasms trying to crush your hand into place.
“We can stop if it’s too much. It’s okay. Just say the word-”
“Mmmmmmwaaaaugh!” He silenced you with a deep and drawn out moan of absolute bliss. His body was trembling and shaking as your fingers slowly became more adventurous inside of his hot and creamy ass. The stallion pressed back on you and nearly slurped two of your digits into his hungry, squeezing butthole with one clumsy press.
“NO! No, no! I just- it’s- don’t stop! Don’t ever stop, Anon!” He begged you with another erection beginning to press against yours. His ass was grinding backwards to try and increase the pleasure, to heat up the scene and make everything even more lusty and syrupy. It tickled you to death feeling his warm hole squeeze and wink in slurping motions that were genuinely trying to consume your fingers. He was literally hungry for you, a desperate and needy tunnel ready and willing to grab hold of your digits and fuck itself if that’s what orgasm demanded.
So you obliged the horny stallion. Your fingers pressed on the loose, rubbery ponut of his backdoor and found entry remarkably easy. Though his ass was quite muscular and very handsomely formed, the equine nature of Derpy’s body made his insides relatively loose and relaxed compared to that of a human’s. Entering him then, was hardly an issue. If anything, it was a perfectly greased and noisy entry that made you quite eager to feel him.
“Schlurrrrp…”
“OOOH! A- ANON! You’re in my- NNF! You’re in my butt?! Are you really putting your fingers in my butt?!” He gasped and wiggled in absolute shock. One could’ve easily assumed Derpy had just been in an explosion or had been thrown off a cliff, for his speech was both desperate and absolutely panicked. The pleasure rocketing through him was unreal, it was unprecedented and beautiful. His body was discovering what it was meant to do, like finding his cutie mark all over again. The glee inside him rivaled the inferno of sexual release that the simple addition to his insides created. Stretching guts and squeezing contractions made him feel not only full and satisfied, but absolutely gorgeous.
“Feels good, huh? You like it when I finger your big, squishy butthole, Babygirl?” That name trickled across Derpy’s mind like a fat slug of cum rolling down his lips. He showed his teeth and snorted in hot pleasure as you worked his rubbery opening. Those words put together were like an arrow piercing his heart and shredding the very last vestiges of restraint he could muster.
They spoke truth and poignant beauty all in 3 gorgeous syllables. He was your special baby AND your sexy girl, a combination he wouldn’t trade for anything in all Equestria.
“Ooooooooh, Anon! Yes, yes, yes! It feels so weird- but I love it! I love your fingers! I love you!” He spoke quickly and kicked his helpless legs as your hand and arm put more power into your simple strokes. Pumping fingers simulated a minor male intrusion, stretching the very end of his butt and giving him a feel for the basics. But through gentle pulling, rolling and pushing, you gave his thick doughnut quite the workout. His ultra-soft and hot pucker molded and moved with each movement like you two were perfectly connected puppets bound together. His hips moved somewhat as well, but Derpy was mostly pleased to sit perfectly still and allow his hole to do all the real movement.
“Fffffuck… this ass is so nice. Babygirl, you’re gonna look so cute with me stretchin’ your fat butt.” You growled into his ear and listened to him whine at that name. Much as you respected and loved Derpy, degrading him was clearly a way to his heart. The submissive, warm and gentle nature of the name spoke to him on a level he couldn’t quite explain. Thinking of himself as your baby, your sweet and precious little girl, made him furiously aroused. You had dominion and authority over him, the weaker and helpless party. You loved him like a girl and treated him like a girl as well. Submitting, devoting and offering himself to you was his highest desire. Being yours, your baby and your mare, was his purpose in life.
“You want that, huh? You want a big, strong man buried in your butthole? Babygirl?” That offering, that desire, went right to Derpy’s brain. Straight from the ears to his thoughts, the stallion knew exactly what you were asking.
Through a rare moment of assertiveness, your boyfriend rose to his hooves and slid your fingers out of his now sloppy and quivering asshole. Another slurp echoed off the walls, the gooey drippings of human cum and pony flavor creeping down the smoothness of his taint before pooling around his balls like a creamy and musky broth. His eyes were unfocused and tangled in the web of strange pleasures he felt, yet they showed the depth of his serious intentions. His high-pitched and girly voice spoke with quiet notes that perfectly conveyed his intentions.
“Babygirl will do anything for you. If it makes you feel good, Babygirl will do it!” You grinned and brought him down for a kiss to assure him of your unyielding affection. He was fulfilling your desires, but it wasn’t going to be a repeat of last time. You were now in a position and a state of mind to give him the sugary, sweet love he deserved. The stiff and twitching rods below scrubbed and leaked against one another, but Derpy was quick to move himself into the proper and rather lusty position. He squat right over your cock and clumsily tried to find it through sitting himself on your lap and thighs. One could never fault his energy, but the inaccuracy of his sitting was admittedly humorous from a certain perspective. You helped him happily by holding your shaft up and letting him get a firm, sticky and wet grip.
“Nnhg! Ah! It feels so funny, Anon. This will make you feel good, right? My butt will feel good for you?” He huffed and pressed hooves to your chest for support, a thick and pulsing monolith of black flesh jutting out from between his forelegs. Supportive hands gripped his hips and squeezed the chubby handles therein, a perfect reassurance for the giddy pony.
“Babygirl, It’ll feel amazing.” You only had to say such a simple promise to convince your horny boyfriend. He believed you like one believes their own parents.
Though, that excitement and eagerness to please may have been a wee bit too high. Derpy thought not for himself, but only for you. If his tight and musky asshole would make you cum again, then he’d give all of it. ALL of it. Nothing would be held back, no restraint or shame would be shown. He stared into your eyes as he let his weight down and swallowed your entire girth in one fluid sit.
“OOOOAUGH! GHK!” Both of you had quite the same reaction to the rush of gooey, hot and slimy penetration.
“AH- OOH- HAH! HOT, HOT, HOT!” Derpy squealed and wiggled his hips as your sudden presence inside of him erupted like boilers inside his belly. The pressure of his stretching guts wasn’t just deep and dull like a bruise, but punching and aggressive. Though only seven inches or so of his butt were used, he felt as if a giant stake had been driven through his backside until it burst into his chest cavity. You took up every last little bit of his internal volume, commanding control and dominance over his body such that he couldn’t even move. Derpy was rendered totally immobile by your throbbing, pulsing and ecstatic cock.
You, on the other hand, were drowning in pleasure too thick and gooey to escape. The dirty sensation of sliding so effortlessly into a horny and needy ass caught you off guard, squeezing and churning walls morphing and moving all around you like a million hands pleasuring you all at once. Derpy’s insides immediately locked around you like bands of iron that were heated to almost painful levels of enjoyable. All of this piled on top of your insane sensitivity and raw flesh made it so that his heart beat alone was enough to draw you within spitting distance of orgasm.
“BABY- WHOA! Fuck, fuck- okay! Okay, just be easy!” You and him both panted and sucked for panicked breaths in the melee of affection. Derpy was so shocked he couldn’t think, his only response being to barf hungry thoughts into his internal monologue.
“He’s inside me, he’s really in me! I can feel him moving in my butt! It feels so weird, it hurts, but I love it! I want this! I love this so much! Anon belongs inside me!” Derpy drooled down his chin as you got a grip under his arms and attempted to lift him off. That effort was in vain the moment void space was made inside of Derpy’s tight ass. He refused to give up an inch of your cock, even if it meant the continuation of this strange discomfort. The stallion was driven to have you buried inside, to have you firmly planted within him so he could care for your needs and demonstrate his loyalty. So for the first time, he resisted you.
“N-no, no! Mr. Anon, no! Please!” He wiggled and pushed your hands away from him, inviting them to instead rest on his legs as he bounced and squirmed around your throbbing manhood. It was spectacular to feel each muscle and ridge and wrinkle crush your sensitive rod, but it wasn’t right. You felt the urge to do something and help him relax. But the stallion was beyond reason now. When getting bred by his loving boyfriend, Derpy could only tolerate things going exactly as he wanted them to.
“Derpy you-” He silenced you with a particularly loud slap of his hips slamming into yours, driving your cock even deeper than before inside of him. The thick and turgid mass was entirely encapsulated inside kneading, and pulsing depths of pony rectum, nothing but the top of your balls still left to see the waning light of the early evening. It made your blood boil, each minute detail of your manhood worshiped and perfectly pleasured by this loyal stallion ass that was apparently more than willing to handle a little extra strain.
“Just stay inside- please! It’s okay, Mr. Anon! I’ve got it! I just need to- mmph! I need you inside me. I need you to stay inside like this!” Derpy rubbed and scraped at your chest with his hooves as his body adjusted and morphed around you. Muscles and tunnels took in your shape, they examined your form and began to understand it. The new pains and the aches of unusual stimulation slowly became absolutely delicious, dirty and unusual pleasure. Before too long, Derpy was grinding and smearing and gyrating his ass against your hips to make you move about inside of him. You thought he was trying to suck your soul out, simply judging from the wild tightness of his insides. His body went through stages of squeezing and nursing, the loosening and active tunnels educated themselves and quickly learned exactly how to handle you. Before too long, Derpy was beginning to make his own slurping and noisy rhythm of comfortable, hot mating.
“Aah, hahn, mmph! Does it feel good, Anon? Does my Babygirl butt feel good? It feels good to sit on you, like this! It feels REALLY good!” He squeaked and moaned into your face, taunting with kissable lips still caked with cum and slobber. You gasped and groaned for him, never having to exaggerate the Earth-shattering delight he was giving.
“Ugh- guh! Yes, holy shit yes! You’re doin’ so good, Baby. I love your ass!” He giggled and drooled onto his chest, trying his best to look sexy for you. Of course, the most wonderful thing he did was bend down to meet your lips. Kisses and suckles and muffled whines kept your upper-halves busy as Derpy’s butt went to work.
“H- hump me. Hump me, Anon. Make your Babygirl happy and give her humps!” His rocks back and forth were uneven and untrained, especially since the squatting posture sapped his energy rather quickly. Derpy operated on feel alone, as he was after maximum depth and angle to pleasure you best. His winking and thick doughnut stretched about you and suckled all the way with soupy slurps that dropped hot seed and creamy excess down your legs. Sliding motions morphed his soft and musky lips back and forth from one state to the other in a repeating rhythm that flooded his brain with reward compounds of the most potent mixture.
He drove backwards and pressed you inside such that his normally bulging asshole almost totally disappeared in the dark fold between his cheeks. Then when pulling forward, the tight sleeve would hug your cock with a vacuum seal and slurp outwards with a shiny and lurid stretch. Especially when he sat back and held you inside of him, moving features inside his body would clamber to hug tight to your shaft and kiss the presence of his sweet boyfriend. He delighted in exploring you in such a strange and backwards way. Feeling you, pleasuring you and making you suffer the whims of his body was all so dirty and wrong, yet perfectly right. Soon enough, Derpy was grinning ear to ear in satisfaction of his abilities.
“Mmmmh, oooh… Anon? You feel so good in my butt, Anon. You can put it in me whenever you want, I don’t care. I just want you in me, Anon. I want you inside my big, soft butt every day from now on!” Derpy spoke into your straining and grunting face the entire time he rode your cock. His insides were growing more skilled and more adventurous as you two coupled together. Though definitely quite strenuous before, the settling and relaxing muscles of Derpy’s bottomless ass soon found themselves perfectly suited for pleasuring humans. The rounded end and the relatively minor size gave his loose and powerful insides plenty of room to maneuver and work.
“Gah- ung! Fuck! Fuck it feels so good! Babygirl, your ass- GHK!” You lost your composure when Derpy gyrated in circles against your hips. He was suddenly a master of anal, or perhaps just so motivated he could pay no mind to the strange pain of such stretching. His ass gaped and slurped and gurgled around your pumping dick, wanting nothing more than to feel it climax within his embrace. Pressing his nose to your face and watching you succumb to him, the naughty pony indulged in his desires of pleasure and masculine satisfaction.
“Are you gonna squirt inside me? Babygirl’s butt is good? Does my butt really feel that good?” He giggled and huffed stiff breaths into your face as things fell out of your control. The most you could do was bounce him on your hips with sharp and quick pumps up into his body, but even that hardly disturbed the heavy and content stallion. One final plunge locked you inside of him and forced your throbbing and sensitive glans right against his bulging prostate. You were left wordless and groaning when nuzzling such a firm button inside this realm of pleasure, the theft of your senses quick as Derpy earned a 2nd orgasm from his new boyfriend.
“Aaaah fuck! FUCK!” Fingernails nearly pierced the soft skin of Derpy’s silky ass as you leapt high over your peak and fell helplessly into the void of orgasm. His soft and kneading insides didn’t stop, they didn’t heed your warnings and relax in the slightest. Derpy deviously continued to milk and nurse you with all the effort he could muster. He gasped and moaned into your face as loads of hot cum splattered and rushed inside of him like a river screaming down a sharp mountain side. His mouth hung open near your own, lips and teeth touching in drifting groans of pleasure.
“Aaaaahng! Yes, Mr. Anon. Squirt in your Babygirl! Put your cream in my butt, Mr. Anon! I wanna be full of your cream!” He encouraged your orgasm with bounces and jiggles of his ass, purposely trying to be the most enraging hole you had ever bred. Everything up unto this point was kindly shown what the pinnacle of sex was. The very best in pleasure, warmth and softness dominated everything without question. You, plugged up to your nuts in Derpy’s hot and creamy butthole was unparalleled.
His belly was full as his soul, the delightful sensation making up for his own lack of an orgasm. Derpy didn’t need one, as he was more than content to simply watch you lose parts of your sanity inside him. You held him tight in the aftershock of such a tremendous release, the throbbing pulses and heavy volume expressed from your cock reverberating like the sonic boom of a shotgun blast. It left you sucking for breath and spooning with his goopy hole, the loose and massaging tube greedily squeezing whenever Derpy suspected you might leave. Mashing lips and tangling tongues made doubly sure that neither of you could escape the sticky love mess you had made.
“Hff, whoooooooooooa Baby…” Derpy buried his face into the side of yours and licked your cheek with an adoration so sweet and true that you suspected you were his very first and most desired crush.
“Leave it inside. Don’t ever take it out. Mr. Anon, I want you in my butt forever. I wanna feel you humping me forever!” Derpy whispered and whined his needs into your ear, his wings flared and his heart still pounding like a wardrum in his chest.
“Don’t you worry, Babygirl.” You grunted in return, spreading his voluminous ass once again to feel his blown-out asshole stretch and gape around your base. Not a single drop of your alabaster load was able to escape the greedy, hungry and squishy depths of Derpy’s butt even after it had been shown the brutal affection of masculinity.
“I got you now… I got you.” Derpy smiled and kissed your cheek once again, his love ready for an entire night of this sexual expedition.
“I love you, Anon.” He cooed and let you hold him close, the warmth of two bodies feeding one another with energy that would last all eternity. Derpy wrapped tight around you, his goopy and warm ass still slurping and pulling on your manhood, you could hardly think of anything better to top off such an eventful week.
Things were finally right in Equestria, as the puzzle pieces had landed firmly in the spaces they belonged. You and him were meshed together both physically and affectionately, earning you some peace that the land had yet to provide. And given that it was only a young Friday night, the very beginning of a weekend that you and Derpy would not be working on, the potential stacked high like a tower of polished gold.
“I love you, Derpy.” Was all you could say in the aftershock as the stallion began to rock himself back and forth already to try and revive your masterful breeding.
Twilight certainly hoped that you’d take the offer and give her another show on the couch, her purple eyes fixed tightly through a slit between your blinds. The darkness and the bushes concealed her oozing backside and gave her perfect contrast when looking into the well-lit home now stinking with manly, nasty love.
“C’mon… c’mon! Do him again! Do it, you wienie!” She goaded in a hushed whisper, the sight of a stretching stallion gripping another melting her sensible brain into a lusty camera hell-bent on recording each sticky detail.
“Mmph! Now THIS is how you solve a friendship equation!”
Author's Note
I hope you all enjoy this chapter. I will be working as best I can to have more come out in a timely manner. Thank you for reading.
Step 1: Discovery
Step 1: Discovery
This time of year was unrivaled in its pure appeal to the eye. Fall came with such wonderful colors and a vibrancy that perfectly contrasted the slumber of coming winter. Winds carried the scent of wet leaves and the cold snap of the mountains high above. Ponyville was shrouded in the cooling embrace that let everything be more energetic, warmer and more alive. The change in climate made some sluggish and irritable, but not Derpy.
Derpy’s routine trek through the village was his chance to patrol his territory. The grey stallion’s eyes struggled to focus on any one thing for too long, thus it always paid for him to be moving. Mornings in the fall were his favorite of all, for the nightmare night decorations were going up and the brilliant leaves coming down. He could snug his uniform a little tighter about his body and walk around comfortably in his trousers, for once. It was the most drastic change all year and brought him immense comfort as he scanned through his pack. Addresses weren’t necessary in his mind anymore- partially because he could never remember numbers that large and because of his familiarity. He knew each house by shape and color, each face of a home attached to the face of a friend.
The homesteads were all special in their own way and wore mnemonic devices on their fronts. Berry’s house was always so dramatically lit on the inside. Carrottop put out small banners for each holiday. Twilight’s house was taller than anything Derpy had ever seen apart from the peaks of Cloudsdale. But none of them stood out quite as sharply as one particular home in the very center of it. A single place that Derpy knew by its owner, its look and its aroma.
A smile drew across his brick-shaped snout when he spotted your cottage. A small abode, even for a pony. The wheat-colored building sat between two newer cottages that squeezed in on it like the trunks of mighty trees. It seemed such an unfitting place for such a large creature. Derpy saw you as a towering behemoth with long and slender limbs that needed much more room. He imagined that a castle, or perhaps a barn would befit a human better than some dinky shack. Sometimes when he came to your door, he couldn’t help but harbor some distinctly resentful thoughts for the Princess that had given you this place.
If he had it HIS way, you’d have a wonderful hangar of wide-open space for your giant form to stretch in. If Derpy could build or design, he would’ve happily crafted a home to rival the Sweet Apple Acres barn in sheer size, just for you. The stallion was too soft to ever bring such a sentiment up, of course. Few ponies took him very seriously at all to begin with. Any and all complaints he had about ponyville revolved around the singular human living there. His fixation had begun the moment you started getting mail and talking together. Derpy was keen to make your deliveries a top priority and your comfort just below that.
He voiced complaints at Ponyville councils about the height of door frames, for you hadn’t adjusted to the much lower height and constantly knocked your face against them. He had anonymously written letters to Twilight demanding your home to be renovated and gussied up with gardens and new construction at no charge to you. And, whenever he could, Derpy brought you gifts and tokens of Ponyville’s “welcome.” It had been months since you had come, but apparently there were still “welcome to our town” presents to be distributed. You got blankets, coffee, plates, books, spices and greeting cards every other day in the mail. Yet, not one of the packages had a return address. Derpy flooded your home with warmth and secret affection… yet he could never really say why.
Seeing your home now, as he did every morning, once again brought an avalanche of warmth to his belly. He stirred with glee in his uniform and made sure his hat was on straight. His mane was combed and tied back with bands to keep it neat and handsome. His hooves were polished and trimmed with the utmost care and his rump was covered in his pressed, clean khakis. An unusual addition for any pony, but the stallion passed it off as an addition to his uniform with some admirable form to the ensemble.
Normally he let his gilded mane hang naturally and blow comfortably in the breeze. But for you, nothing short of perfect properness was acceptable. He trot onto your stoop and knocked soundly on your door with confidence in his heart. Normally, letters just went into the slot and that was that. But you got each parcel hand/mouth delivered to you. The stallion always wanted to talk as well, though the topics were as confused and goofy as his eyes.
But for some reason, there wasn’t a stir in the home. Derpy waited and waited for just the slightest shuffle or shift inside the tiny house. He could always hear your heavy and soft footfalls coming from the next room, for the floorboards creaked terribly and your human weight put more strain than normal on them. He continued to stand there with such concentrated stillness that orange sheets of falling leaves fell and rested on his back. He knew you didn’t always wake up on time. He was well aware that at other times, you were bathing and unable to get to him right away. Some days, he would stand there and wait contently for 10 minutes or more. Or at least he did when he could tell you were home.
It was far too quiet for you to be here, today. No shifts from the bed, no creaks from the floor, no bubbles from the coffee maker. He couldn’t even detect your manly scent in the air, for this morning it was insultingly fresh and clear. Without a hint of your presence, he was gone. He eschewed his normal path for an immediate trot toward your potential hiding space. His compulsion to deliver your mail personally drove him to search the market high and low for a hint of you. He sniffed the air for that unique and savory taste of human, for both his eyes could never focus long enough to catch your distinct appearance. Thankfully, with you standing a good 3 feet over every other pony there, he discovered you soon enough.
“Mr. Anon! Mr. Anon!” Derpy exclaimed when he was much too far away for a proper greeting. You and your slight posse looked up from your coffee and busted cart to spot the girly stallion literally jumping toward you in glee. He bobbed and dodged through the crowd, an action you saw as nothing less than adorable. Big Mac and Caramel were less impressed, though they saw no reason for alarm in Derpy being so eccentric.
“Here he comes…” You said whilst sipping from your mug. Your expression strayed little from the normal deadpan, but Derpy was never fazed by a lack of reciprocation. Something about the stallion must’ve simply fed off of your presence and made the poor pony giddy like a sugar high. He couldn't stay still or talk straight when he delivered your parcels. Some mornings you went through two whole mugs of coffee just listening to him ramble about this and that or whatever came to his mind. Seemingly anything that would buy him more time to sit there on his pudgy haunches and stare at you, he would do.
“Ain’t he a perky colt?” Caramel interjected when Derpy tripped and planted himself face first in the ground. You shrugged and pulled the cart back up to level, allowing Mac and Caramel to finish putting the wheel back on it.
“Nothin’ wrong with loving your job.” The grey blur finally jumbled his way up to you with a dopey grip across his face and sprigs of grass hanging from his cheek.
“Hey, Old Boy. Whatcha got for me?” You asked the mail pony. He bounced and jiggled in place whilst he pulled your immaculately cared-for and clean letters from his breast pocket. Your things never went in the mailbag to get squished and tossed around with the normal stock, for your stuff was apparently far too important.
“Mmg- pph gph!” He proclaimed through a mouthful of letters that bulged with a particularly fat envelope. Puffy cheeks and glowing eyes beamed with such energy and youth and potential that your human mind couldn’t deny giving him whatever his goofy heart so desired. Even your hardened heart gave way under his charms. A smile crossed your face as you took the letters and ever so gently brushed a finger tip against his lips. Derpy, like most ponies, was eye-level with your belt. Ponies never seemed to mind staring at your groin whilst they talked to you, but you couldn’t ever get it out of your mind. Things had progressed such that you weren’t wearing so much clothing anymore, for ponies considered it rather stuffy and strange.
Standing there in bare feet, a sleeveless shirt and shorts left you rather exposed to both the cold and needy stallion eyes. Derpy stared like a puppy would. Wide eyes, pursed lips and the most hopeful expression one could possibly wear. The grey pony never left your side until each letter was opened and inspected, for that was often when he’d strike up a long-winded conversation. So, whilst you opened each paper parcel with a pocket knife, he rode the high of your brush against his mouth. So warm and firm you were, he could’ve fed off the positivity from a pat on the head for weeks.
“Get anything good, Mr. Anon?” He asked with chipper glee in his voice. You smirked and combed through the boring and dull documents for his amusement. Though it aggravated your friends to be so distracted, it was worth it if the nicest pony in town was happy.
“Let’s see…” Each letter was inspected and fawned over for Derpy’s required duration. His mail was like personal gifts for you, each bill and notice of changing local laws a tiny string connected right to his soul. You simply nodded and passed them off until the fat envelope was next.
“Oh wow! You got another gift!” Derpy chimed in with such mirth that his hat went askew atop his head.
“It’s been 5 months. There’s more presents in my house than there are ponies in Ponyville.” The pudgy mail-stallion giggled and waited eagerly for you to enjoy the new thing he had gotten you. Derpy could never put into words what compelled him to buy you so many things, especially when he couldn’t ever admit that it was him. Something just stirred and screamed inside him whenever he saw you wearing a hat he had picked just for you. Butterflies kicked and knocked around his belly when you finished a bag of coffee he had agonized over at the shop. And now, you were opening yet another token of his mysterious feelings.
“It’s good stuff, right? You like the gifts?” Derpy couldn’t physically drop his smile when you pulled a woven bracelet from the sloppily packed paper interior. His eyes sharpened and almost focused entirely on the piece when you held in your hand. Black and brown leather was bound together by loose knots and accented with slight beads of metal. It shone bright with a masculine charm to it, albeit one that you would’ve considered slightly douche-baggish back home. You regardless accepted it right away, sliding it over your hand and discovering that its fit to your body was nearly skin-tight.
“Wow. These gifts keep gettin’ better and better. You think this is real leather?” Derpy never recoiled when you offered a hand for closer inspection. Unlike the vast majority of ponies who wanted to avoid your “spider-like” fingers, as Rarity put it, he was eager as an itchy cat to touch them. He cupped your hand in a hoof and closely inspected the jewelry he had made just the week before.
“It looks great on you, Mr. Anon!” He huffed with a not-so subtle touch of his cheek to your palm. You knew it to the very bottom of your heart from the very beginning. Derpy was not a complex soul that was clouded by mystery or deceit. In a way, that’s why you appreciate him so much. He was soft to the touch and so suggestable, that sometimes you couldn’t help but tease him. A brush against his face or hoof shake would turn him into a warm milkshake every time without fail. Purposely petting him on his jaw-line then, was like taking the wheels out from underneath a speeding train. He pressed into you without realizing, though he soon pulled back. His rear legs pinched together like a spring trap snapping shut and shudders rocked his rotund backside.
“Looks really good on you...” He chirped and fluttered his wings as you stuffed away the packaging he had brought, your friends shooting him looks that goaded him to get a move on.
“Well… bye Mr. Anon!” Derpy spoke with his first sheepish tone of the day when he realized that your friends were in no mood for a conversation. It didn’t make him move very fast of course, but you weren’t in any rush yourself.
“I’ll see you tomorrow, Derps.” You assured him of another meeting that would most assuredly be more pleasant. Somehow your voice communicated everything he needed to know in those short words clearer than anything in all Equestria could’ve. Derpy knew he’d see you again, he would feel this again and that moment would come soon enough if he was patient. He trot backwards and hit many things on his way out of your sight, but his good eye could never leave your face. The boys got the wheel back on Big Mac’s cart, though it certainly wasn’t thanks to your help.
“Why do you humor him?” Caramel asked.
“Whatcha mean?”
“You said he’s always giving you stuff and always wants to talk. So why don’t you just tell him to stop? Or invite him for drinks?” You snickered and adjusted the fresh leather trinket strapped about your arm.
“I dunno. I think it’s kinda cute.” Both stallions in your company cocked their eyebrows in expressions of befuddlement. Your friends were the nicest guys you knew, but neither were particularly quick on the draw.
“Ya’ll thinkin’ a stallion’s… ‘cute?’” Big Mac quipped, his heavy yoke strapped back onto the cart so he could haul the morning’s product. You returned their puzzled look when neither understood what you were getting at.
“Yeah. I mean, it’s pretty clear he likes me. I don’t see anything wrong with that.”
“Course he likes you. But if he wants a friend, how come he never comes and plays cards? Or goes out drinkin’ with us? Derpy gets weekends off, doesn’t he?” Big Mac nodded in agreement with Caramel’s case, but you only stood there and sipped from your coffee further.
“Not that way, man. He doesn’t wanna be friendly so we’ll hang out.” Now your friends were truly lost. The pair exchanged frustrated glances to one another in efforts to filter through what you had said. The gears and cogs turned inside their minds in grinding rotations that refused to properly interpret your point.
“So… he don’t like you?” Big Mac finally said, making you stand there in utter astonishment.
“Neither of you numb-skulls understand what I’m saying?” The stallions shook their heads in unison.
“You’re being confusing, again. If he doesn’t wanna be your friend, why is he being nice to you? And why do you think another stallion’s cute?”
Sometimes ponies' gaps in knowledge were surprising to you. Despite being a perfectly civilized race that had vast reserves of power in the arcane and storied histories, you found that rural ponies could be incredibly ignorant. Initially you assumed it was just Derpy, but the longer you stayed the more you learned that nearly every soul in Ponyville was quite innocent compared to you. Ponies didn’t swear, they didn’t shout obscene insults and they most certainly didn’t discuss lewd things out in the open. If it weren’t for the massive nuts hanging off of stallions and the exposed backsides of mares around town, you’d swear they didn’t even have a concept of sexuality. So there you stood, trying to think of a proper way to explain what it meant to be gay to a pair of stallions that had probably never heard the term before.
“Ehm… you’re serious, right? You guys aren’t just messing with me?” Most of the time, this is where they’d start laughing at a prank of a social faux pa you had made. They would reveal the big secret about touching mare wings or whatever thing you had no way of ever figuring out and you’d all laugh it off. But here, you could sense their genuine confusion.
“I mean he likes me. Really likes me. Or he probably does, anyway.” Caramel tried to talk, but his mouth snapped shut when his mind failed to conjure the proper words to rationalize what you were saying. Big Mac stared dumbly forward like he always did when a thought beyond basic responses drifted through his mind.
“He thinks you’re a mare?” He finally guessed, making your hand clap tight to your forehead.
“Lord you guys are thick.” You groaned, accepting that this would be a topic best brought up later when you weren’t late for work.
Contrary to the weary weight pressing on your shoulders, Derpy was just about hovering three inches off the ground. His wings beat at a steady and gleeful rhythm to match his bouncy trot of undiluted happiness. His taste of you had been short, but just sweet enough to keep him going. Absence made the heart within him grow fonder of your mysterious essence. The way you made him feel surpassed all other priorities and memories with consistency and ecstasy. Lingering tingles of your finger caressing his lip would dance like lightning bolts blasting soil apart in his mind for hours to come. His trot caught the eyes of some who simply smiled and waved on a happy friend.
Some greeted while others got out of his speedy way. The grey stallion spread positivity on his mail route after each encounter with you, albeit never at the same rate that the masterful Pinkie Pie could. His was a simple and joyous smile that clouded his gaze on each and every mailbox and door slot. Twilight happened upon him when the starry-eyed stallion was mindlessly trying to jam a box through a door’s brass letter slot. The silly stallion’s vision had been stolen by strange and twisting images of warmth and comfort that was buried beneath a mountain of safety and security. His hooves rested on packed dirt and stone stoops, yet felt as if clouds cushioned every step. Twilight saw he was in a world of his own… again. The flighty mail-stallion could genuinely just stand there unconsciously smiling and staring for minutes on end if someone didn’t offer him a hand.
“Derpy? Derrrrrpyyyyy?” She cooed softly to avoid startling the distracted horse. Her hoof waved about in his face to stir his mind back into action with invisible results. Derpy was transfixed by nothing in particular so much that his eyes rolled like rotating planets.
“Hmmm… hehe…” Another wave proved fruitless when such a shroud had rolled over Derpy. He shifted on his giddy hooves before something within his package finally cracked loudly within its cardboard container. Whatever contents were inside had been crushed under Derpy’s negligence and made such a sharp noise that it finally ripped him from whatever strange realm he had been stuck in. His eyes re-focused for a brief moment until they returned to their usual rotation of goofy randomness. One rolled about and discovered the purple princess waiting for him with a patient, if not somewhat frustrated smile.
“Oh! Hi Princess!” He yipped with a childish tone before bowing to his better. Twilight accepted his show of respect, but never demanded the full bow that Celestia or Luna required. A small curtsy was more than enough.
“Derpy, I’m glad to see you’re doing well today. Did you talk with Anon?” She asked with full knowledge that you were Derpy’s favorite thing to talk about. He nodded energetically with flutters in both wings.
“Yessum! I had to chase him down in the market, but he got his mail. Another pony sent him a gift, too!” Derpy shone bright with pride that he had no reason to earn if his story was true.
“You think he’s doing well, in Ponyville?” Twilight asked more out of consideration than interest. Derpy always had something to say about your accommodations, which aided her somewhat in helping your stoic and quiet ass to talk.
“I think so. Ponies really like him around here. He’s got friends and he’s got a good job, Mr. Anon seems really happy!” The grey stallion danced somewhat on his hoofs in unreasonable joy. Twilight knew the signs just as you did, but she never confronted Derpy about it. In all her years of reading steamy novels and texts forbidden to fillies, she had picked up a thing or two about unusual sexualities. Derpy clearly didn’t know what he was feeling, especially when he was so “silly,” to put it kindly. Her role as the Princess of Friendship put love out of her jurisdiction, but the matter of a confused Derpy pining for a sensation he could never understand kept her up at night. She had tried to subtly hint to Derpy what his body was telling him through questions and conversation, but he always missed the point.
“Derpy? May I ask you something?” The stallion held tight to his smile, for it was still tingling with your mythical touch.
“Sure! Whatcha need?” His eyes spoke of such innocence and warmth. Twilight wasn’t skilled in reading ponies, but even her socially ignorant mind knew that face. Derpy’s heart was filled top to bottom with nothing less than the purest and incorruptible emotion.
“Is there a reason you’ve started wearing pants?” She asked bluntly and almost immediately regretted it. Derpy peered over his shoulder to view his own shapely rear where a most unusual pair of cargo shorts covered his haunches.
Ponies were adverse to clothing in their casual life. As you had come to find out, a stallion wearing pants was extremely unusual and often invited questions about his health. Derpy had been no different before you showed up, but the khaki cover had appeared only a few weeks after. Ponies had asked him about it, but Derpy never spoke up with a consistent answer. Mail ponies already wore far more clothing than the average villager with a shirt and a hat, but pants were a step too far into odd territory.
And clearly, he was well aware of that fact. His smile faded somewhat when Twilight asked him in such an upfront manner and his tail tucked in against his rotund rump. His eyes became even more shifty and unfocused than usual in an inadvertent display of his unease.
“Those? Oh, well- they uhm… it gets cold in the…” Twilight wanted to drop it then and there for the awkwardness clear on his face. Derpy squirmed on his hooves and tried to hide the weirdness of his bubbly butt behind his slung over mail bag. She knew, however, that there wasn’t any other real way. If she was going to find out the true depth of the matter, things would have to get weird. Soon enough, Derpy found that his lies weren’t going to cut it. Twilight knew more than she let on and skewered him with a kind face that assured him that his “issue” would never be heard by another ear.
“Promise not to tell anypony?” His voice became a gentle whisper when he leaned in to speak privately. Twilight met his serious expression with her own and offered a dutiful ear.
“I won’t say a word, Derpy.” Her royal demeanor gave the simple stallion just enough security to cough up the truth. It embarrassed him to each and every syllable still, so his voice remained meek and tiny. One could assume from the sheer quietness of his voice that he was afraid the very wind itself might reveal the truth of his dilemma.
“I don’t like pants. I don’t like them at all. They make my rump itchy and they squeeze my… you-know-whats.” Twilight nodded and thanked Celestia that her purple fur hid the blush on her cheeks.
“But whenever I get around Mr. Anon, my ding-dong starts… I don’t want him to see. It’s so rude of me! But I just can’t help it! I don’t know why it keeps happening.” His lips pursed tight at the mention of such a naughty body part. His heart stirred in uncomfortable warmth whenever his floppy and dark colored shaft brushed against the inside of his rough trousers. Twilight’s ears perked at the revelation.
“You get an erection? Near Anon?” She asked in a tone and volume that matched Derpy’s. He whimpered somewhat and looked around just to make sure someone or something was listening.
“What’s an erection?” He asked, earning a slight sigh of frustration from Twilight.
“Do you like Anon, Derpy?” She asked with a raised eyebrow. Derpy was rather taken aback when his own question was answered with another. His mind ground to a halt and paused whilst he turned his thought process around.
“Yessum. He’s my friend.” Derpy answered immediately and pridefully.
“Do you ‘like’ Anon?” She asked again with proper emphasis. Derpy blanked out with an obvious display of grinding thought. His processing mind struggled to wrap around the concept of liking another stallion in such a way. It was a notion completely new to Derpy and something that seemed entirely impossible. A stallion liking another was like snow in the summer, water flowing uphill or ponies with two heads. He couldn’t even imagine how such a concept worked within his limited understanding of relations. But when he imagined you and him within that framework, it made more sense than he was willing to admit. Suddenly, that unique combination was making his legs shake and his heart flutter in uncertain rhythms.
“I don’t… I mean- I don’t think so? He’s a stallion, isn’t he?” Derpy huffed with hot breaths of utter ignorance. His mind was spinning so fast and pushing so hard to understand that bits and pieces of it were shot off into the darkness with lightning speed. Another wave of that strange and icky feeling rocketed down his spine and danced inside his rump, forcing his penis to pump and pulse inside of his uncomfortable pants again.
“It might be unusual. But it seems that you do.” The stallion seemed to disagree with his antsy and strange movements.
“But- but- we’re stallions! How can I like-like another stallion? I don’t even know how that would work! If he’s a stallion too, he likes mares! I’m not a mare!” Derpy immediately spun out of control when his reasoning guided him to darker and darker depths. Twilight knew all too well that feeling of falling into one’s own mind, so she took the proper steps to reel the huffy mail-stallion back into reality.
“It’s okay, it’s okay. Derpy, you need to relax.” She spoke with motherly and warm reason, just as the Princesses had taught her. He huffed deep breaths and eventually brought himself down to a point where he could at least listen.
“I want to help you, Derpy. It hurts me to see my subject struggle like this.” She said, despite the fact that his intense angst was freshly created from this realization.
“You think that I really like-like Anon, Princess? Am I really… that way?” He asked with a hard blush shining through his fur. Twilight sighed and patted his back with a wing in the most comforting gesture she could manage.
“Are you still buying him gifts?” She questioned, earning a bashful aversion of his gaze to the ground.
“Maybe?” He answered with his hooves pressing together in embarrassment.
“Do you care about him? Really, really care?” Derpy’s ears pressed to his bundled mane of wheat-gold despite the steamy heat pouring out of them. He scratched at the ground below them both with his tail flicking side to side.
“Yessum. Goodness gracious, Princess? What if Anon isn’t like me? If he likes mares then… then what am I gonna do?” Twilight pulled him close to try and reassure the worried stallion. She could feel his heart pounding within his barrel and the fiery heat surging through his blood.
“It’s okay, Derpy. If you want Anon, I have a way.” He perked at the promise of fulfilling this previously unknown desire. Golden eyes tried to focus on Twilight’s face, but his bad eye only got half-way toward her before zeroing back onto a distant cloud.
“You do?”
“Yes. But it’s not a simple change. You’ll need to be 100 percent sure of this before we go through with it.”
“Tell me!” He whined the instant her words hit his ears. Desperation was setting in as the pieces of the puzzle were finally aligning in his mind.
“You MUST be sure. This isn’t something we can do twice.” Derpy stepped forward with the first display of true confidence he had demonstrated since starting this conversation.
“Yes, yes! Princess please tell me! I want these weird feelings to stop! I wanna make him happy! I don’t care how I do it!” Finally Twilight stepped away from him and gestured with a turn of her head.
“I have a spell to make you a mare… but it doesn’t last forever. Come with me, we’ll do some tests and get you that human.” Bells and whistles clashed in Derpy’s mind at the mention of such a transformation. These feelings, this heat, all the days spent thinking about you- if he were a mare, it would all make sense. No longer would it be a unique friendship defined by unusually intense affection. No longer would Derpy lay there at night wondering why you continuously drifted through his restless mind. No longer would he struggle to rationalize why he wanted your touch so bad. Never again would he stare shamefully at his throbbing, tall and stiff penis that had no one to care for it.
“I could be a mare? For Anon? You could do that for me?” He said, taking after her with an excited trot that kept him right by the Princess’ side.
“We need to test it first. Celestia only knows how long it might last or what the side effects could be. But if it’ll help you, then I’m all for it.”
Derpy followed closely after her and shirked his duties for the morning. His soul caught fire in the slight walk toward the castle on the outskirts of ponyville. Things seemed to move at a tiny fraction of their normal speed, as if he were flying headlong into something new and frightening. If it were any other unicorn promising him a solution to this problem, he’d never have trusted them. Magic was not Derpy’s strong suit, especially when it often conjured up strange and ridiculous results.
But Twilight was his Princess. Twilight was the smartest unicorn he’d ever known and one of the few mares that seemed to really care about his problems. If any pony could really help, it would be the purple sperg. All he could do then was put his trust in her, wonder how he’d earn your love and think securitous thoughts about you. In this whirlwind of emotions, the proverbial eye of the storm were his dreams of you as his affection and finally putting an end to the discomfort within him.
“A mare… I could be a mare for Anon.” He thought to himself again and again with the steadiness of a clock. He chewed on the idea of being your girl, being your loyal and loving mare that would be such a natural fit for you. In his and Twilight’s mind, it was the only way that such a relationship could work. Neither could conceive of two stallions finding such affection between one another, as it simply never happened in Ponyville. Tradition dictated the matters of love and courtship in rural Equestria and was held close to every pony’s heart. Derpy was no different, but that didn’t hold him back from exploiting a loophole once he discovered it.
Though he was totally uncertain about what he was getting into, he was comforted by his singleness of mind. If he really were so helplessly in love with you, then he would make it happen. One way or another.
