Eight Maids A-Milking

by Pillowfight

Rating: mature
Tags: Main 6, Romance, Princess Luna, Original Character, Porn, Comedy, Sex, Profanity, Princess Celestia, My Little Pony: Friendship is Magic, Alternate Universe, Human
Length: 3512

Henry was just trying to teach his husband a fun holiday song from Earth, but Prince Solaris thought he was requesting an epic Hearths Warming gift! Now the poor guy is in the midst of a sexual marathon, and some familiar stallions are here to help…

Henry was just trying to teach his alicorn husband a fun holiday song from Earth, but Prince Solaris thought he was asking for an epic Hearths Warming gift! Now the poor human is in the midst of a 12 day sexual marathon, and the “maids” he’ll be milking today have some familiar faces indeed...

A special R63 M/M treat for those who enjoy tales of human males utterly overwhelmed by powerful, yet adorable stallions. Read onwards for a gay orgy, crossdressing in maid uniforms, impossible insertions, cumflation, cross cultural misunderstandings, and lots of love for one lucky human!

Published 2023-12-25 15:40:00 UTC
Last updated 2023-12-25 15:40:00 UTC

My true love gave to me...

Henry burped and choked as Butterscotch’s tangy and savoury sperm fired down his throat in a thick, delicious slurry. The human’s once taut tummy was already bloated with the gigantic load Dusk Shine had been saving up for him, and he still had so many musky stallion meats to drain! Poor guy!

At least Rainbow Blitz hadn’t been much of a challenge, Henry mused. Ten seconds of vigorous facefucking was much easier to handle than the seeming hour he had just spent on his knees beneath Butterscotch, gently slurping and swallowing the vast expanse of yellow horse cock until the fluffy and adorable femcolt squealed and came in his eager mouth.

Henry’s own dick throbbed in the tight grip of not one but two golden cockrings that had been slipped over his cock and balls, giving his swollen member a look reminiscent of the decorated neck of a zebra. With a final blast of stallion seed down Henry’s throat, Butterscotch sighed with satisfaction, his shaft retreating into its sheath and his aroused tail slowly lowering to conceal once again his often used ponut.

“Mmm, you’re such a good suckslut, Henry,” Butterscotch whispered with a smile, patting the human on the head like one of his beloved pet bunnies. “Oh, and thank you, Elusive, for this adorable maid outfit!” The beautiful, radiant pegasus did a twirl, shaking his well padded flank beneath the lace of his tiny dress, his softening stallionhood flinging the last few drops of his seed about Solaris’ royal fuckchambers.

“Of course, Butterscotch, dear,” Elusive smiled as he swung his own ass in an identical frilly skirt, bumping it playfully against his herdmate’s plot. “How could I pass up the chance to help fulfill Solaris’ dream of the perfect Hearths Warming gift for his husband?”

“G-guys, it’s just a song...” Henry choked, only to have his hair seized by a glittering blue magic aura and have his body dragged across the polished floor until his well exercised form knelt beneath Elusive’s perfumed and musky barrel. Immediately Henry’s lips parted and pressed themselves firmly against another fine, sturdy stallion cock, and he felt his will power diminishing once again, replaced with the urge to worship horse flesh.

Why did pony dicks call out to be fellated, and why couldn’t Henry resist any of the gorgeous stallions in the magical land he now called home? He felt like a cheating tramp, an easy lay who ought to be ashamed to show his face before his loving and trusting husband. Too bad for him that his beloved Prince Solaris was standing right there to the side, watching every detail of Henry’s horsey blow-bang and beaming with utmost approval!

“Tut tut, darling,” Elusive soothed the whining human. “You wished for eight maids a-milking, and your true love provided them. It’s only fair that you take care of the ‘milking’ part.” Helpless to resist Elusive’s confidently effeminate scent, Henry soon found his lips eagerly parting around the taut flesh of the prissy unicorn’s perfectly sculpted flare. Could he fit it all down his throat? Of course he could, and he would — but why rush things? It was so delightful to trace every inch with his tongue, teasing it to ever higher peaks of equine pleasure...

The radiant Prince Solaris stepped forward, his hips swaying in his own custom tailored maid outfit with its jewelled choker. Most gently he brushed his husband’s sweat soaked shoulder with a wing. “You look so beautiful on your knees, Henry, my dearest,” the beaming alicorn whispered lovingly. “After you milk all of us maids completely dry, I’ll be sending in the swans, the geese, the turtledoves, and of course that adorable twink of a partridge, tied to a tree and ready for you.” Solaris giggled. “Who knew my hubby had such a hardon for topping cute griffon boys?”

“Babe, I told you, th-they’re supposed to be birds...” Henry moaned, his tongue involuntarily twirling into the wide and weeping cum slit at the tip of Elusive’s flare. “And I didn’t ask for all of this, I was just teaching you a songlllmmmph!”

With a firm thrust of his magic, Elusive pulled the protesting human over the flare of his cock, and began to buck his elegant hips, forcing himself down the human’s magically elastic throat. “Ahhh... all the way down, there’s a good fleshlight,” the flamboyant fashionista urged. “Oh, how I do enjoy sharing a slut with good friends over the holidays.”

“Ooh! Ooh!” Bubble Berry bounced from leg to leg as he watched the sexy sight. The lace of his maid dress rustled as he raised a hoof high to capture Solaris’ attention — as if that huge pink ass of his wasn’t already on the older stallion’s perverted mind! “Hey, your highness, do you mind if I fuck Henry’s butt?” the young earth pony pleaded, showing off his own stiff and veiny cock. “I really, really, super duper want to!”

Solaris dipped his head playfully to lay a gentle kiss upon his excitable pink subject’s lips — using his magic to steal a shameful grope of the baker’s cake as he did. “I’d be honoured to share my husband’s plot with the noble Element of Laughter,” the Prince assured.

“Aww, thanks! My party pole’s getting mighty lonely watching all this sucking and slutting! If I can’t stuff it into something soon, it might explode on its own, like Rainbow Blitz’s did!”

“H-hey...” Rainbow Blitz blushed as he hovered to hide himself behind a stone pillar. His hooves gently stroked the soft satin on his maid uniform, which was visibly stained by the residue of his first, premature orgasm. “I-I got it back up, so that doesn’t count!”

Henry let out a startled gag on Elusive’s shaft as Bubble Berry straddled his prone body and slipped his flare right up the human’s greased and relaxed booty hole. “Mmmph!” he complained. With a single twitch of his hips, Henry tried to struggle, but the surprising strong earth pony had him pinned down onto the cock he was sucking. Not to mention that at that moment, after drowning in potent musk and sucking three stallions to hearty climaxes, there was nothing Henry wanted more than a second equine dong coring him out from the other end!

In truth, the only source of Henry’s resistance was his consideration for the dignity of the human race, which he felt he had to uphold in this strange and cartoonish dimension... yet all such dignity had long since been swept away, by stiffened cocks and oceans of tasty horse cum!

“Mmm! Ooh, yeah! Now this is a party!” Bubble Berry cheered as he viciously fucked human ass. When Henry had first met Bubble, he’d known the plump pink party planner as a cheek spreading pillowbiter, his mighty frosting hose going limp at the mere thought of being the one on top. Yet after a few months of marriage to the even needier and more submissive bottom known as Dusk Shine, Bubble had blossomed into a confident and versatile switch, capable of spicing up any party with his tight pony pucker and his tummy bloating dick. Nothing made Henry happier about Bubble Berry’s sexual journey to studhood than receiving a hard pounding from the talented stallion himself!

“Ggglllggg...” Henry’s ass seized up around Bubble Berry’s dick and he humped back upon it eagerly. Solaris’ naughty husband tried to gasp for breath around Elusive’s meat, only bringing more of the unicorn’s potent musk into his lungs. It was an unusual day when Henry didn’t get buttfucked to handsfree orgasms by handsome horses, but this was proving to be his biggest challenge yet... though not as intense as the days of Christmas yet to come!

Twelve drummers, eleven pipers, ten lords... unless Henry missed his guess, he was about to lay half of the Royal Guard, and every noblestallion in Canterlot! All thanks to his big mouth — a mouth currently and unrepentantly occupied by Elusive’s largest and most exclusive “fashion accessory!”

“Haha, my dick’s where Solaris’ dick goes!” Bubble laughed cheerfully as he rolled his hips with firm, plot wobbling thrusts. “They’d never believe this back on the ole rock farm!” Henry simply grunted around Elusive’s cock, his legs shaking and his hindquarters quivering from this merciless pummelling of his P-spot. Though Bubble Berry’s cock was of merely average size, “average” in this land of lust meant a potent pink humanwrecker, half a metre long and as thick as Henry’s wrist!

As Henry’s arousal grew despite himself, Bubble Berry reached forward across the horny human’s back, and eagerly and sloppily lay kisses on the unicorn who was deep dicking Henry’s throat. Festive green lipstick smeared across Bubble Berry’s pink muzzle as Elusive tenderly kissed his herdmate back with an air of bemusement.

Meanwhile, Prince Solaris trotted back to the side of his brother Artemis, who was watching the scene with a most indulgent smile. The two royal siblings were content to let Dusk Shine and his husbands have their fun. Once Henry had satisfied the entire Herd of Harmony, the two princes could join the fray, and show Solaris’ new consort a good time indeed!

Each prince was dressed in his own alicorn sized maid uniform, of course. Frilly caps topped handsome muzzles, fishnet stockings framed sturdy royal legs, chokers outlined regal necks, and tiny black dresses rode up in the back to expose two thicc, princely butts. Utterly aroused by the sight of the human hottie servicing Equestria’s new heroes, Henry’s 7th and 8th “maids” sported heavy hardons that brushed white aprons to the side and reached to the ground, practically mopping the floor with their involuntary twitching and leaking. Ironically, the number of real maids Solaris would have to call in to clean up this mess was far more than eight!

“It does my heart good to see Henry so happy,” Solaris confessed to his brother. “Have you arranged the nine dancing ‘ladies’ for tomorrow?”

The Prince of the Night nodded, his ponut pulsing at the thought of the even more debauched orgy planned for the following day. “Verily, brother, such feisty ‘fillies’ as Canterlot’s drag scene hath never seen. Even now, each is being trained in the human ritual of the lap dance.”

A low groaning noise came from deep within Henry’s body as two stallions came inside him at once. Henry’s stomach was already bloated from hefty, delicious loads from Dusk Shine and Butterscotch (and, technically, Rainbow Blitz), but now his cum-gut seemed to expand even further as Elusive and Bubble Berry pumped him full from both ends. Elusive daintily whinnied and dabbed the smeared lipstick from his lips with a hoofkerchief, while Bubble Berry simply whooped and cheered, tossing confetti about the royal fuckchambers even as he blew his load. Every orgasm was a cause for celebration, where this pink cutie was concerned!

Henry’s gargled voice suddenly sounded around Elusive’s stomach flooding dick, and a spray of human sperm echoing loudly as it splattered to the once pristine floor showed that good old Henry was truly enjoying his time in a two stallion spitroast. Bubble Berry just smiled even wider, he was so glad that his friend was having a good time with his Hearths Warming gift! Bubble knew firsthoof how fun it was to take a truly big one up the butt, and topping Solaris’ hubby to an epic orgasm was all in a day’s work for the hyperactive bear!

“Yay! I made you cum too!” Bubble cheered. “That means you win another ring!”

“Well done, Bubble Berry and Elusive.” Dusk Shine smiled and hovered the third of 5 golden rings off of his own cock and onto Henry’s shaft, constricting the human meat-treat even more tightly and keeping it stiff with blood despite its recent workout. “I’m certain we can get all five of these onto Henry’s cock before he begins his time with the griffons.”

“It’s a song, guys...” Henry moaned, yet all hope of mercy was swept away from his overwhelmed soul. There was nothing he could do now but submit to glorious, invincible horsedick.

Bubble Berry tugged his massive shlong from between Henry’s toned ass cheeks with a loud pop, and a final litre of semen poured forth from the party pony’s spent prong to glaze the human’s buns like a batch of protein packed cinnamon rolls... Solaris’ favourite treat! Elusive slowly moved back as well, dragging his own sheathing prick past Henry’s tongue, murmuring his thanks for the use of the human’s generous throat. All at once Henry’s holes were devoid of cock... but not for long. Applejack had been patiently awaiting his turn with the horny human, but with all of his friends satisfied, he could wait no longer.

Brusquely snorting at the musk filled air and the ludicrous maid cap that adorned his shimmering blond mane, the stud of Sweet Apple Acres stepped forward through the royal fuckchambers with powerful hoofsteps that shook Henry to the core. Applejack’s swollen, apple sized balls were supported by a bikini sling with a cow print, and his vast cock protruded past his front legs, brushing against the satin and lace of his uniform, angry and purple from the arousing sights and scents he’d been patiently waiting through.

“P-please, Applejack, let me rest a minute...” Henry begged, his face red and his body quivering from the intense orgasm Bubble Berry had just wrung out of him. Yet even as he spoke, he found himself shuffling forwards on his knees and elbows, ass in the air, eager to submit once again to the stallion who seemed to effortlessly conquer him each time they met.

“None o’ that, ‘master.’” Applejack sternly slapped Henry across the face with the impossibly broad flare of his dick, instantly drenching the human with a facial of precum. Henry’s eyes rolled back in his head and he obediently began to nurse on the nourishing horsecock of his most muscular maid. His jaw stretched beyond belief, and inch after inch of gullet swelling dick descended easily past his lips, silencing his half hearted protests and soothing his sore throat with a potent, healing musk.

“That’s right,” Applejack nodded firmly. “Elusive went through the trouble o’ sewin’ these dumb girly outfits, an’ I wore one jes fer yew, so yer gonna milk me!”

“Yeah, be grateful!” Rainbow Blitz agreed forcefully. “Do you think I like wearing dresses? This outfit makes me look like a soft and feminine mare!” The pegasus blushed even as his tiny blue and pink cock unsheathed yet again and protruded from beneath his lace covered dress. “Waaah, I look like I need a b-big strong stallion to hop on my plot and put me in my place!”

“Oh, it’s OK, Blitzy,” Butterscotch tenderly flapped up and nuzzled his fellow pegasus’ neck. “You’re perfect just the way you are. Just suck me stiff again, and I’ll pound those feelings of inadequacy right out of your awesome body.”

“Th-thank you, butter-daddy...” Rainbow Blitz melted beneath his lover’s caress, his full and feminine lips parting as he pressed them against Butterscotch’s sheath.

His own lips surmounting at last the final inch of Applejack’s shaft, the thick medial ring buried deep in his throat, Henry reached up his hands as a gesture of supplication. One hand he slipped into Applejack’s nut sling, squeezing and playing with the earth pony’s almighty seed tanks. The other he moved back and upwards, between Applejack’s rock solid plot cheeks. Firmly he pushed three fingers into the adonic stallion’s warm and eager ponut, reaching and stroking for his powerful cum-button.

“That’s right, ya lil’ human slut...” Applejack moaned, squeezing his ponut tightly around the base of Henry’s fingers as his tense P-spot thrilled to the human’s exotic touch. “Get in real deep, an’ rub it good. Ya’ll do jes as I say, ‘master,’ an’ I’ll serve mah special applesauce fer dinner, right down yer throat.”

Though Henry found these words of command arousing enough, they were quite unnecessary. Applejack’s no nonsense honesty made him a strict, if gentle dom, and Henry could never dare to disobey the powerful apple farmer. Of course, such dominance was completely relative. One kiss from his beloved Dusk Shine could reduce the powerful Applejack to a whining submissive top, pleading for a purple unicorn booty in which he might sheath his unworthy meat!

Solaris frowned suddenly as doubt clouded his mind, and he turned to Artemis, away from the sight of his cum bloated husband and the inter-species orgy he was enjoying. “I-it’s not too much, right?” he asked his brother for reassurance. “Should I have just gotten Henry a gift card like last year? I only want to show how much I love him!”

Artemis set a gentle hoof on his brother’s shoulder to calm his worries. “Neigh, brother,” he smiled, “all of Equestria rejoices that thy soul hath found its mate. Verily, if thou didst not spoil thine consort, the public would grumble most mightily! I trust that Henry’s gift to thee was as thoughtful as yours, if less lavish?”

“Oh, quite thoughtful, and so romantic!” Solaris blushed as he thought back to the morning of Hearths Warming Day itself. “You see, first he cut a hole in a box.”

“Hmph.” Artemis sniffed. “A box hardly seems an appropriate gift, with or without a hole.”

“So it would seem, but then Henry put... well, he put his cute little prince-pleaser in the box. Through the hole, you see.”

“Ah!” At last Artemis grasped the playful human’s mind at work. “Hiding it from its proper owner!”

“Yes, and then... oh, what bliss!... he told me to open the box!”

“Making a symbolic gift of his very stallionhood!” Artemis smiled widely at the human’s light hearted generosity. “How droll!”

“Oh, yes! Many a kiss did I give my ‘gift’ that day!” Solaris chortled. “And many more gifts did it deliver creamily to my tongue...” Solaris’ thigh width horsedick twitched and belched forth a torrent of precum at the thought of Henry’s much more modest, yet equally tasty human loads. “Oooh!” he moaned, nearly swooning. “The memory of that loving romp has me worked up enough to bust a royal nut indeed!”

“Indeed, brother.” Artemis flexed a muscle and sent his own mighty dong soaring upwards to slap against his barrel, sending out a spray of royal fluid. “Methinks our heroes have enjoyed your husband long enough. Tis time now to share him with thine own kin.” The dark and mysterious prince trotted over to Henry’s cum soaked form. Sticking out his warm tongue, he eagerly lapped rivers of Bubble Berry’s cum as they spilled from Henry’s broadened asshole, even as Applejack cried out with pleasure and the fortunate human choked down a hefty meal of homegrown stud-seed.

“Do be gentle, Artemis,” Solaris urged his brother. “If you break him, I don’t know where I’ll find another.”

Artemis nodded nobly. “I shall treat him as if he were my very own onahole,” he assured. Rearing up upon his hind legs, he slapped his dark, veiny cock against Henry’s blasted open anus. Pushing gently forward as the satisfied Applejack took his leave, Artemis soon straightened out his human fucktoy’s plumbing and began to thrust. Both stallion and man were grateful as always for Solaris’ magical protection, which preserved Henry’s innards from any negative effects of taking such impossibly huge shafts.

As Henry’s helpless legs quivered and he moaned with pleasure, Solaris lowered his elegant neck to tenderly kiss his husband, the alien male who brought happiness to his every waking moment... and who seemingly couldn’t keep his glorious hands to himself even as Solaris slept! It was so wonderful to be loved and desired by one who had not been raised to see Solaris as a distant and untouchable demigod, but who perceived him as merely a kind and lovable talking horse. The six Elements of Harmony smiled and hugged each other at the romantic sight of their ruler and his consort enjoying a holiday kiss... though some of the young stallions’ “hugs” were more intimate than others!

With a hitch of his hips, Solaris eagerly slipped his cock down the throat of the man he loved, joining his brother’s equally impressive shlong to stretch Henry’s body like never before. Solaris stood proudly in his dress and frilly cap as his husband began to eagerly worship his stallionhood. On this wondrous day, he was no harried ruler, burdened with princely duties, but a humble housemaid — a sexy housemaid who bore two round pitchers full of “milk” for his ever thirsty Master! What a joy, to submit to his lover in this way!

And as for Henry?

As two godlike alicorn dongs ravaged his body, readying yet another mind blowing orgasm to blast forth from his tightly bound cock, Henry was wondering whether he could convince Solaris that he’d forgotten a verse, and there were actually 13 days of Christmas. After all, “Thirteen stallions presenting” had quite a festive ring to it...