How Cherry Blossomed

by Pillowfight

Horse of ill repute

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Sweet Apple Acres was a spot famous across Equestria, and folks came down to Ponyville with saddlebags bulging with bits just to pay a visit. Some arrived in the daytime, and left toting carts piled high with bushels of apples and barrels of cider, heading back to their home towns with a cargo more precious than gold. Others — all stallions, as it happened — arrived as evening fell, and stayed but a portion of an hour. These lucky males then stepped out the front door of the Apple family farmhouse with a spring in their step, seemingly having spent good bits on nothing more substantial than a lifted mood.

It wasn’t often that a customer for one of the businesses at Sweet Apple Acres encountered a customer for the other. But it happened most fortuitously late one night, as Cherry Jubilee was grumbling and nosing a barrel of cider back down the dirt road to Ponyville.

The quaint apple orchard on either side of the road was quite isolated, not a soul in sight or shouting distance, and the road itself was rough and dusty, scarred with the ruts of the cart Big Mac pulled daily between Ponyville and Sweet Apple Acres. Cherry was muttering some very unladylike opinions about the Apples she’d rather not be heard, when she heard strange hoofsteps striding up behind her and a voice calling out from near above.

“Ma’am?” The tall creature’s accent was strange, yet not totally unfamiliar. “Do you mind if I offer some help?”

Cherry startled and looked back at the... what were they called, “humans?” She’d heard of these visitors to Equestria, but there were right few of them, and most stuck close to Canterlot. Her home town of Dodge Junction had featured none. Nor, as far as she’d known, did any humans call Ponyville their home.

Cherry’s eyes travelled up the tall and alien biped, appreciating him more with every moment. A bit like a minotaur he was overall, but less slapped together. A handsome ape, dressed in fine country clothes after the fashion of his own race: boots dusty with the soil of the road, canvas jeans belted with a prominent silver buckle, a well muscled barrel beneath his flannel shirt, and a string tie knotted elegantly around his powerful neck. Cherry finally completed her journey by contemplating the human’s face, admiring his twinkling brown eyes, his smile, and — the cherry on top, as it were — two slender fingers pinching the brim of his hat and offering a courteous tip in her direction.

“I can carry that barrel for you, ma’am, it’s no trouble,” the human prompted. He was seemingly used to being ogled by ponies who lost their faculties of conversation once they saw him. “Please, allow me.”

Well, ain’t that awful nice? Cherry thought to herself. He may be a stranger to Equestria, but he knows how to treat a lady... unlike some! “I’d be greatly obliged, good sir,” she murmured, returning his smile.

“A lady like you shouldn’t be out so late,” the human opined. He effortlessly lifted the barrel of cider, hoisting it over one shoulder without so much as a grunt of exertion. “Let alone having to handle this huge thing all by yourself. Where are Big Mac’s manners? I see him make deliveries into Ponyville most every day, and I know he wouldn’t pass up the chance to help such a lovely mare as yourself.”

“Well, ain’t you the sweetest thang.” Cherry drawled. This human boy seems to know the town. Strong, too... what’s he doing on the road? “Charmed to make your acquaintance, the name is Cherry Jubilee, and you?”

“Oh, just call me John.” The human chuckled as he let the weight of the full barrel of cider shift across his broad shoulder. “Applejack called me ‘Johnny’ once, but can’t say as I care for that too much.”

“Ah,” Cherry muttered, the gears in her mind turning furiously. He spent the evening with Applejack! ‘John,’ indeed!

“The Apples and I ain’t seen eye to eye, ever since I moved to Ponyville,” Cherry admitted. “They’ll sell me cider, but only at night, and I must needs roll it home myself. Why, I reckon they see me as the competition!”

“They can be a stubborn family, and none too fond of other fruits, I hear,” John agreed. “By your cutie mark, I take it you sell cherries?”

“I’ve sold one or two in my day,” Cherry Jubilee admitted, “but I ran out of that stock yairs ago, if you catch my meaning.”

“I see,” John spoke thoughtfully. “You’re Applejack’s competition.” His powerful brown eyes looked over Cherry again, with an almost appraising look. Again his eyes dropped to the cherry cutie mark that peeked out beneath that frilly dress... and to the large, if hardly youthful, flank it decorated!

Let’s see if I can work this... Cherry thought to herself. Any of my gals would be happy to have him as a “customer,” but how can I get him away from that darn Applejack? He seems a sensible sort, so perhaps he’ll take to a little business talk.

“I used to put down in Dodge Junction,” Cherry revealed, “but it got a mite too ‘civilized,’ shall we say. The business I’m in requires flexibility and understanding from the law. Cain’t say I appreciate moralistic bluemuzzles coming in, with their outdated opinions of how mares ought to earn bits, and how stallions should be allowed to spend them. As far as I’m concerned, between consenting adults, it’s strictly laissez faire.

“I’m none too familiar with them legal terms,” John nodded, “but I reckon I agree with you. Be a mite inconsistent if I tried to take the high and mighty road. Of course, a little inconsistency never did stop a man before.” Smiling lightly, the human began a reminiscence from his past. “I knew a preacher once who’d clutch his Bible of a Sunday morning and rail against the very ladies he’d been enjoying not two hours past! Why, them professional sinners was all sitting in the front pew with his seed running down their legs, and everyone knew it!”

Cherry chuckled along, knowing well the hypocrisies of the loud and powerful. “As a businessmare, I confess to an idle curiousity,” she asked John. “What’s the going rate for a roll in the hay with Applejack?”

“Well,” John hedged, “I hope I won’t reveal any feminine secrets by saying AJ and I agreed a sum of 15 bits is more than fair.”

Well, well! A big spender! I cain’t get him on quality, but I can beat that price. “And, if I may inquire a bit further, what exactly do you get for ya’lls 15 bits? Call it market research.”

“Well, I get Applejack,” John admitted with an adorable, coltish blush. “Not in no hay, like you said, but on a soft bed, and in a lovely dress like the one you’re wearing now.” John paused to appreciate the older mare’s frilly garb. In truth, this was only Cherry’s “going out to roll a barrel of cider over a dirt road for hours” dress, but it did feel nice to be looked at! Why, it seemed as if years had passed since a stallion had eyed her with such hunger behind his smile!

“After we finish, she draws a hot bath and scrubs me down,” John continued, “and we usually go another round in the bath. Or she’ll just give me a BJ, if she’s feeling tired.”

“I-if Applejack is feeling tired?” Cherry Jubilee whinnied nervously and shied away from the large, seemingly insatiable biped.

“Well, sure.” John shrugged. “Classy ladies like Applejack are delicate little angels. Just one can’t be expected to completely satisfy a guy. Once in Edmonton, back on Earth, I paid for three women, all night long.” The human smiled wide. “Best I’ve ever felt!”

“And, erm, what happens after ya‘ll’s bath?” Cherry interrupted John’s reverie even as she sank into her own, thinking of the human’s tall form emerging from a white clawed tub, water running down his bare chest like delicious sweat, his undoubtedly huge cock already swelling once again...

“Not much worth mentioning,” John recalled. “I settle my account with Granny Smith, and I walk back home to clear my head. Ain’t usually got no company on the way, though.”

John yawned and stretched his arms. “Yeah, tonight’s been real nice, but I’m starting to feel ready again. I reckon I’ll end up spending myself into a rag once or twice, before I can get to sleep.” Hearing what he’d just blurted out, the human chuckled and turned away, trying to hide his embarrassed smile.

“I’m sorry, ma’am, but talking with you comes so easy, I just about forget you’re a girl! I imagine in your business you hear quite enough about males and their needs.”

I wouldn’t mind hearing a little more from this male! Cherry thought. “How long have you been, erm, ‘seeing’ Applejack like this?” she asked.

“Oh, every night for two weeks now, I’d say. Ever since I came over to Ponyville and started at the mill.” The human thought back to the early days of his arrival in Equestria. “That first day, I counted up my pay packet and asked the guys where I could find a good lay. They all said AJ serves up the finest marehood in town.” With a wry smile, the human once again deferentially tipped his hat. “No offence to you or your business, ma’am, but that’s what they said.”

“And you do this every night? At 15 bits a night?”

“Just about.” John scratched the back of his neck. “Last Friday night I paid extra for the ‘marefriend experience.’ Sleeping overnight, breakfast in bed, kissing... all that good stuff. That was a good ’un.”

With a sigh, the human looked up at the night sky. “AJ knows how to makes a guy feel, well, not quite so lonely. Earth seems mighty far away out here... even further than Dodge Junction, if I might be so bold.”

“John, may I offer some sincere advice?” Cherry Jubilee spoke thoughtfully. “Not as a businessmare, but as a friend?”

John chuckled. “I know, I know.” He waved his powerful hand dismissively, still keeping the other firmly clasped against the sloshing barrel of cider. “I’m spending too much on girls, and ain’t saving as much as a feller ought to. I’m still young, though, and Mr. Broadbeam says there might be a promotion for me at the mill, before too long.”

“That ain’t but half of what I have to tell you,” Cherry Jubilee stated firmly. “If you was married to Applejack, I’d say you was oversexed. I’d tell you to give your poor wife a break, and come see my gals once in a while. But you ain’t married to her, and ain’t never gonna be. If Applejack does settle down, which don’t seem likely, I reckon it’ll be with another mare.”

For the first time, John seemed surprised, and even shocked. “A-another mare? Why, that ain’t natural!”

“I’m simply stating facts, John. Take them or leave them, but notice where your pay packet’s going. You’re on your way to support the Apple family to the lively tune of 450 bits each and every moon. Now, that’s mighty generous — more than some stallions bring home to their wives. But Applejack ain’t your wife, she don’t love you, and she ain’t even finishing the job. What the heck are you paying her for? You might as well save yourself the walk, and stop by my place instead — or head to Sugarcube Corner for one of Mrs. Cake’s 5 bit quickies.”

“Mrs. Cake?” John burst out. “She... but... I mean... golly, she’s got a husband, and two little foals!”

Why, this human feller’s as naive as they come... “Foals need to eat, John, just like the rest of us. Mrs. Cake’s horny little holes put food on the table, and bless her for it. Celestia knows there’s enough stiff cocks in Ponyville for any mare who wants to earn an honest bit making ’em go limp.”

“B-but what about her husband — ain’t he ashamed? How can he show his face?”

“What’s to be ashamed of?” Cherry asked quizzically. “Why, Mr. Cake’s proud, John. Proud that other stallions can see the beauty in the mare he married. Proud that they’ll part with their hard earned bits just to feel the smallest share of the love he shares with her.”

“Well, I never,” John muttered, working his stubbled chin with his free hand. “A man proud because his wife... Equestria’s a mighty strange place, alright!”

Cherry cleared her throat and began her sales pitch. “Now, John, once your head’s done reeling, I’d like to put a business proposition to you. When you consider my offer, keep in mind that you’re on the path to spend 450 bits at Sweet Apple Acres, each and every moon.”

“I suppose I am... Sounds like a mighty big sum, when you add it all up like that.”

“It’s dreadful big, but I aim to make sure you get your money’s worth.” Cherry Jubilee smiled gently, her merchant’s instinct tingling. “Supposing you take just 400 of those bits and spend them at my humble establishment instead. Four hundred up front, the first of every month, just like paying your rent. You’ll save money, and we’ll set up sort of a... subscription for you.”

“Subscription, eh? Like some kinda magazine?”

“This will be much better than any magazine you might buy, John. Your 400 bits will give you unlimited access to the mares at my ‘boarding house.’ All of my girls will be yours, so long as they ain’t with another customer. Stay polite and behave yourself, and you can have any and all of them, as often as you want — during business hours, of course.”

“Well, I... golly!” Something much like a lead pipe stuffed down John’s trousers began to twitch, and Cherry Jubilee’s nose detected the distinct scent of a stallion’s burning arousal... a scent that meant BITS! for the business savvy mare. “But what’s in it for you?” the human asked her.

“Your 400 bits are what’s in it for me, John. That many bits makes a mighty large pile, and getting it from you makes it all reliable, like. The business I’m in can be ‘cum and go,’ as they say. Having regular customers makes me happy, cause I know I can pay my gals’ salaries each month. And you’ll get to enjoy a different cunt — pardon me, ‘marehood’ — every time you can get it up.”

The human seemed understandably moved at the idea of finally feeling his raging erection go limp with satisfaction. Yet he couldn’t escape the idea that this offer was too good to be true! “Erm, are you sure you realize what you’re saying?” he stuttered. “All the mares I want? As many times as I want?”

“I mean every word of what I said. My girls ain’t shy, not at all. Why, if you even think of making love to your hand from now on, I reckon you’ll find a wet mouth on your cock before you can say ‘Elements of Harmony.’”

John stumbled over the unfamiliar words. “Elements of—”

Slurp! That quick, John.” Cherry blushed as she realized that she had actually lunged her drooling muzzle towards the bulge in the human’s canvas trousers. The oddly shaped, enormous bulge! Her lips hadn’t touched him, through that thick fabric... but she wanted them to! Oh, how she longed to be the lucky mare who sucked that monster dry!

The human scratched his head through his hat. “Well now, I’d be a liar if I said that ain’t got a mighty appeal... but what about Applejack?”

“Applejack will be fine.” Cherry Jubilee waved a hoof dismissively. “Did you ever wonder who taught her the ‘business’ in the first place? It was me!”

“Oh, lands sakes! Is that the honest truth?”

“Eeyup, back in Dodge Junction a few yairs back. I helped her through some trouble, and set her on the right path. Now she’s doing better than I am. Much better, if I’m honest. I could really use those 400 bits every month, John. Why, my pegasus gal is working two jobs... I think some of the others are even eyeing the exits!

“I certainly wouldn’t want an upstanding businessmare like you going bankrupt,” John admitted. “And a mare working two jobs, just to eat... what kind of a man would I be if I let that happen?”

“That’s the spirit. Now, it’s about a mile yet to my boarding house, the Cherry Hill Ranch. That’ll give you time to mull it over and consider the advantages. You’ll need to come inside to deliver that cider, and that’ll be your chance to meet the girls... at least the ones who ain’t currently ‘occupied.’ You’ll see that I hire beautiful mares and treat them real nice. They all get good wages and regular checkups, with time off and a retirement plan to boot.”

“R-retirement plan?”

“Well, sure, shug. If a stallion takes a shine to one of my girls, and he’s got the wherewithal to support her, I don’t mind putting her on an ‘exclusive contract,’ if you get my drift. I’ll even pay for the wedding!” Cherry Jubilee slyly dug a hoof into John’s leg, only to find herself quivering in her horseshoes at the feel of his powerful muscles. “Why, the way you earn at that mill job, you could be standing in front of the Mayor before long, saying ‘I do’ to some lovely young mare who knows exactly what you want in bed.”

“Well, golly gee!” John mused. “Little old me, with a pretty pony wife to call my own...”

“Think of this as an investment in your future. A gilt edged investment it is, and one you won’t find at Sweet Apple Acres. Come on, John: you and me, working together to make a better future for the both of us.”

John smiled, his decision seemingly already made. Through his jeans he lightly patted the solid length of meat that ran down his leg. “These trousers can’t hold no secrets, ma’am,” he confessed. “It’s obvious you’ve got me stiff and ready once again, with your sexy voice and your fancy talk about tender marehoods a-plenty. So, if it ain’t too forward to ask, what say we begin this partnership with me lifting your skirts and slipping into your marehood?”

Under other circumstances, I wouldn’t say no! Cherry thought to herself. Outwardly, she summoned a blush and waved a dismissive hoof. “John, my good sir,” she tittered, “I’d love to try you on for size, but you’ve got quite the wrong idea. I am the proprietor of the Cherry Hill Ranch, not an item of the merchandise.”

W-wait... I didn’t say no! Cherry suddenly realized. I said I’d love to!

John looked down and winked in the moonlight, a twinkle in his eye. “Correct me if I’m wrong, Miss Jubilee, but if I’m to join your newfangled subscription scheme, then every time I bed one of your girls it won’t cost me nothing extra.”

“Then you can see the considerable advantages,” Cherry’s voice rattled excitedly, “especially for a virile stallion like—”

“Which means, each time you do me the honour of taking care of me personally, your busy girls can be spending time with some other stallion who pays by the nut — which comes out to more money for you.”

“I suppose that logic cain’t be faulted,” Cherry admitted. “But I repeat, I am a madam, not a whorse.”

“And I respect that,” John nodded. “Respect it mightily. But what’s a whorse, Miss Jubilee? Some say it’s a woman who gives out her love for money — but ain’t one bit moved between us yet. Some say it’s a gal who does her business in a brothel, but I don’t see no brothel round here, do you?

“N-no, it’s over the ridge...” Cherry admitted.

“Exactly. We’re outside and alone under Luna’s bright moon, where romance blooms. Finally, some shameful devils say a whorse is a lady who’s had so many lovers that the physical deed has lost its excitement — but that ain’t you either, is it?”

“I—I thought it was,” Cherry Jubilee confessed. “But no, that ain’t me... not tonight, anyways. N-not under Luna’s moon, not with you.”

“Well, now, Miss Jubilee.” The human stooped at the side of the road, set Cherry’s cider barrel down and rolled it against a nearby tree. “I consider the issue good and settled. Unless you object, I’d like to lay you atop this here barrel for some extra height, and bed you right here on the side of this here road.”

At this kinky proposition, Cherry Jubilee’s poor unloved pussy let out a wet and dribbling wink that watered the dusty road and seemed to echo through the night. The best sex of her life had been with a minotaur, and John was more handsome, better mannered, taller and bigger than any minotaur she’d seen. The carefree filly who’d seduced that minotaur was long gone, her flawless face subdued by a beauty mark and worry lines, her pert body fleshed out beneath a layer of fat. But tonight, fortune had smiled upon this middle aged mare — why couldn’t she accept this impossible gift?

Finding her voice, Cherry stuttered as John scooped a mound of dirt to stop the cider barrel rolling away. “J-John, by my soul, you’re powerful handsome, but... I’ve never lain with a human, I-I wouldn’t know—”

John flashed a naughty smile that made Cherry Jubilee wink again. “You want to see what you’re working with, is that it?” he surmised. “Well, fair’s fair. I’ve seen enough of your sweet teardrop, the way you keep that lovely flyswatter of yours at the perfect stallion-teasing height.”

Cherry gasped and looked back at her own plot to see that her tail was fully flagged, raising her billowing skirts, exposing the full roundness of her rump and the wet strings of mess between her thighs. She’d been showing this entire time, like a horny schoolfilly! No wonder John was so big!

So very, VERY big...

John wiped his palms on his trousers, then unbuckled his belt and swiftly undid his fly. Businesslike, as if standing before a urinal, he tugged his trousers past his hips. Then from out of the cotton garment beneath he HOISTED that thick, solid column of mare-pleasure!

Cherry Jubilee whinnied involuntarily as her first glimpse of human cock was forever seared into her mind, providing her with a delicious memory that she would recall from now on whenever she closed her eyes. John’s stallionhood seemed to be all shaft, no sheath. There wasn’t a medial ring to be seen, yet the length was covered with veins that were so thick they would feel like exciting bumps and ridges inside her. The head had the girth and shape of an Appleloosa cactus, with the taut and perfect smoothness of cherry skin. His balls were still in his underwear, but she could sense their round fullness as they shifted behind the cloth. A drop of silver liquid at the very tip of that engorged spear of meat gleamed in the moonlight like a diamond.

This was the beast which had conquered Applejack, that unfailing destroyer of dicks! Twice tonight, Ponyville’s foremost courtesan had drained this monster, and still it roared and twitched! What hope had poor, used up Cherry Jubilee? It was best simply to surrender, to serve...

“Ah, nice to let him breathe.” John held the head of his cock in one palm, bouncing it lightly up and down. The drop of precum nestled in the tip of that crown beaded and began to slowly descend towards the dirt like a spider descending from its web.

I want to suck it! Cherry thought — I must suck it! In a lifetime of skilful fellatio, the urge to succumb to the blissful feeling of cock in her mouth had never been stronger. Her lips would stretch over that mighty flare, that string of delicious pre would nestle on her curled tongue, seducing her taste buds. She would make it good for him, she would deepthroat as much of his length as she could, fondle his balls with the frog of a hoof and drink John’s cum until her belly swelled.

The human would be proud of her, so proud that he’d keep her for himself! He wouldn’t want any of her girls! He’d think he would, he’d pay Cherry a fortune to have them at his beck and call like a Zebrican harem, but when it came time to take a mare to bed, John’s powerful hand would quiver and he’d always point at her...

Cherry Jubilee’s fantasy was dispelled as she realized John was still talking. What’s more, John was discussing Cherry’s favourite subject of all — his own penis! The chastened mare strained to listen, hoping to find out something about the human’s preferences and wishes.

“Now, I’m afraid my friend ain’t much of a gentleman,” John was saying, “but he would very much appreciate it if you would settle yourself over that barrel and keep your pretty tail reaching for the stars.”

B-but I wanted to suck! whined part of Cherry Jubilee’s brain. Yet a much larger, and more primal part held full control of her body. She practically scampered atop the barrel of cider she’d been pushing when she met John. Her silly needs for mouthfuls of human cock didn’t matter, because John required pussy. Submission meant obedience above all. If Cherry was good, if her human master felt she was worthy, he would reward her by slapping his undiminished marebreaker against her muzzle and allowing her to serve again.

She grasped the cider barrel, and hiked her hips. She shook her mature butt and wiggled her tail alluringly. Such actions felt good, and right. Cherry Jubilee’s reward was a firm hand on her cushy plot, and the heavenly feel of John’s nether flesh on hers. She was so close to fulfillment! Yet as the burning hot head of his cock rubbed against her vulva, she bit her lip and one last bit of shameful dignity flared up like the embers of a dying fire.

“John, you must believe me, I ain’t a whorse no more,” she nearly sobbed.

“Of course you ain’t, ma’am,” John agreed gently, “but I only know the one way of fucking, so I fear I will be treating you like one.”

She came before he even fit it in. The firm grip of his hands on her plot, the insistent spreading of her lips by the wedge of his head, the gentle touch and the feelings of once again being with a stallion who cared for her enough to ruin her. It was all too much — like some tale of wild romance, like the life she’d once had, so long ago...

“Aaaagggh!” she cried out, her high pitched yelp ending in a cute little squeak. The shudders of her maregasm gave John the extra space he needed to slowly push himself inside her. Inch after clit scraping, cunt widening, pleasure giving inch. He began to thrust, back and forth, gently, yet insistently, never letting her think he would leave any bit of her insides untouched. John had made his decision, and Cherry Jubilee was properly a sheath for human cock.

Sometimes the mass plunging inside her felt too big, like giving birth in reverse, yet John never went too far or too fast. With tender caresses of his thumbs upon her plot, this young, hung stud was treating the experienced madam like a fragile filly on her first date... and Cherry Jubilee was loving it! His length reached deep inside her, unlocking emotions she’d kept bottled up for years. She’d grown bored and jaded, as only a retired whorse can be... but was this merely a reawakening of her natural lust? Or was Cherry discovering that sex had never been as good as it could have been, with a kind and powerful human lover?

“There we go,” John whispered as he sank ever deeper into her. “There we are, there’s a good mare.” His voice was deep and sweet like molasses, and it comforted and calmed her on a subconscious level. Cherry had heard of this gentle brand of human magic before: John had learned these soothing tones while working with the distinctly un-sapient equines of Earth. (Though most likely as he guided them to food or to the hitching post, not while he stuffed them with cock!) Nothing could go wrong, with John in charge... only joy and happiness were in store for Cherry Jubilee this night!

“Deep breaths, now. Focus on your own feminine pleasure,” John’s voice ordered. It was impossible to disobey a male who spoke like this, even if Cherry had wished to balk at such a luscious command. “Don’t you worry bout me none. I’m a simple man, all I need is a wet hole to stroke and cum in. Wet, and tight... oh, Miss Jubilee, you are something else — unnnf!”

Both man and mare let out a gasp simultaneously as the head of John’s cock pressed insistently against Cherry Jubilee’s puckered cervix. Was he really so far inside her? Why, his cock must be visible beneath her barrel, as a huge bulge in her belly!

Alas, Cherry, mused, the fun time was surely over now. The merest kiss of an earth pony’s cervix never failed to trigger a stallion’s primitive breeding instinct. The result was a guaranteed instant orgasm which ensured that the best hung stallions actually performed worst in bed. Such was the cruel irony of earth pony magic, yet it was one that balanced the sexual scales somewhat, ensuring that less endowed stallions were never overlooked by the mares of Equestria’s thirstiest tribe.

Yet instead of a quick gushing of sperm, Cherry’s disappointed reverie was broken by John’s insistent whisper. “If you’ll pardon me, ma’am, I’ll just slip into your womb right quick. Don’t you worry none, AJ always loves this part.”

John wasn’t cumming! He wasn’t even close! Seemingly resistant to the natural magic of Cherry’s earth pony body, the human was simply pushing further forward — as it seemed he’d done with the even more magical Applejack! With a deep male groan, he pressed that oddly shaped head past her eagerly yawning cervix, only to find Cherry’s innermost ring of muscle closing around him, squeezing hungrily upon his shaft as he began to gently fuck himself in and out of her womb.

Cherry screamed her lungs ragged with pleasure as John finally hilted his vastness inside her and the joyous punishment of her insides picked up speed. The second maregasm spiralled through her body, and when the ringing of blood in her ears and the thumping of her heart quieted like the eye of a hurricane, she heard John’s gentle voice once again. Amazingly, he still hadn’t climaxed! He was still stiff, still pumping impossibly deep within her.

“Your cervix gives mighty good head, ma’am,” he complimented her. “I daresay there was once a French hooker down in Missoula who sucked me off nearly as good, but that’s apples and oranges, ain’t it?”

How was this possible? Earth pony magic aside, Equestria’s most vigorous stallions inevitably sprayed their goo, went floppy and retreated into their sheaths within a minute at most. True, John was technically no stallion, but even Cherry’s minotaur lover had lost control long before this! If any other male had failed to cum inside her by now, she would have worried that her cunt was finally used up, her once prized marehood no longer a tool of pleasure. Yet John was different. John would cum when he was good and ready. When he was done making use of her.

His thrusts filled her, then his pulling out denied her. Throughout it all, new pleasures consumed her. Against this anonymous tree halfway between Sweet Apple Acres and her home, Cherry Jubilee was rejuvenated from a tired old nag into a once more lustful and eager mare. As the years of loneliness lifted from her shoulders, she felt once again the carefree life she’d known in Dodge City...

A society mare of sorts she’d been, wandering the town with a fine hat and twirling a charming parasol. She was desired by grizzled magicslingers and otherwise honest sheriffs, craved by henpecked shopkeeps and their domineering wives, yet available for purchase only by the wealthiest and most sophisticated. The best parts of that past now came pouring back, and it was John who brought it all back, brought it back with the torrent of his desire for her — not to mention his invincible dick!

Above her, the human stud panted and snorted with every thrust like the raging minotaur he was. “Ma’am, I’m sorry, but I can’t last!” he burst out. “Y-you’re just so wonderful! I’m gonna cum!”

You cain’t last? Cherry thought as a third maregasm obliterated her conscious mind. At the very peak of her pleasure she startled and remembered a horrible fact. “Wait! John, WAIT!” she screamed. “I ain’t taken no potion, you gotta pull out!”

“SHIT, ma’am, you really ain’t no whorse! You shoulda said something earlier!” Desperately John yanked his shaft from out of her, popping the head past her throbbing cervix, racing his hips against the powerful beam of semen Cherry already felt running up the centre of the meat.

Would he pull out in time? Some part of Cherry — every bit of Cherry except the utmost tip of her consciousness — wanted him to fail. Wanted to feel that life giving seed rushing deep inside her, to feel her belly swell with the foal of this creature she’d just met, to see the look of love on his face as he realized he’d just become a father. Then she could pledge herself to John, forever and—

“UNNNGH!” John screamed as his knot-like head tugged free of Cherry Jubilee’s clinging labia, shattering the night with a bestial yell more fit for the depths of the Everfree Forest than Equestria’s civilized roads. Cherry felt a vast jet of warm goo land directly on her back, like a warm snowdrift dropping from the eave of a roof. She sighed with relief and disappointment, and rolled onto her back, her teats jiggling, only to catch sight of John working that vast shaft with both hands. He humped his hips forward, as a second jet of semen erupted from his urethral slit like a magical spell going off in her face. The rocket of sperm flew up the length of her body to splatter across her muzzle. Cherry’s long tongue involuntarily darted from her mouth, instantly becoming hooked on the salty thickness of human foal-batter.

John’s shaft dripped with Cherry’s fluids as he furiously worked his hands up and down, bringing forth more human cum with each pump. One spurt hit her muzzle, two more flew into her eagerly open mouth, then a final half dozen soiled and matted the front of her lacey petticoats, each gush progressing further and further down her barrel as Cherry struggled to swallow that first sloshing mouthful. As John’s senses slowly returned, he shook the last few drops of his seed upon the ground, not wanting to make more of a mess than he already had.

“Gol damn, Miss Jubilee, that was close!” The human reached for his hat, which had tumbled to the dirt as he pounded Cherry against the cider barrel. “We’re lucky AJ took most of it out of me!”

“I cain’t believe th-that was your third climax!”

John nodded, wheezing loudly, squatting with his hands upon his knees. “I’m real sorry bout the mess,” he groaned, “but you don’t want one drop of that stuff inside you if you ain’t on no potion!”

Cherry eagerly slid off the barrel of cider, her eyes on the juicy, dripping head of John’s prick. “Please, John, let me clean you up,” she urged. Her mouth hungrily sealed itself upon the fat head, tasting their mixture of juices, and she began to lightly suck him clean.

The joy of human cock in her mouth filled Cherry with contentment like that of a foal on the teat, and John’s dick twitched delightfully against Cherry’s tongue. Her nostrils widened to take in the heavenly aroma: a mixture of her own juices, cooling sperm and freshly churned pre that dribbled out from the already restiffening pipe. It was if her mareish tastes were made to sample this salty ambrosia! Oh, she could drink from him forever... but then his cruel hand pushed her away!

“Miss Jubilee,” John panted, “I can’t say nothing against your attentions, but only as I’ve got every one of a stallion’s weaknesses, and my own besides. If you keep that up, you’re like to bring me off again, and make yourself an even bigger mess. I beg you, let’s head to your boarding house and get you cleaned up. Then we’ll see about round four.”

“V-very well, sir,” Cherry Jubilee stated primly, forcing her lips and tongue to part from Equestria’s most addictive salt lick. She gazed lustfully at the reluctant buckling of flesh as John forced his wet and persistent stiffy back into his jeans. “The customer is always right, after all. If you’d be so good as to let me rest my hooves a bit—whoa!”

Rest was the last thing on John’s mind! With a grunt he picked up the cider barrel and positioned it on his right wither. Then he carefully scooped up Cherry Jubilee herself with his free hand, comfortably positioning her body against his, holding by the plot as she sprawled over his wither in an orgasmic daze, her muzzle dangling down his muscular back and her conquered rump sticking up rudely in the centre of an utterly soiled dress.

“We’ll get there much faster with me carrying you,” John explained. “We can’t have no early risers seeing you covered in human goo, and starting up their gossip. Oh, I forgot to ask the most important thing — are you comfortable up here?”

Ever so comfortable, John. But I’d be a bit better off if you’d move your finger—oooh, just there!”

The human male laughed and obediently pressed one of his fingers between Cherry’s hind legs, pressing against her swampy slit, sliding into her oh so slightly. As she moaned, John impulsively turned his head towards his lover and planted a gentle peck on the cutie mark atop her bare and pudgy flank. How romantic, our first kiss... she thought dreamily.

Satisfied that Cherry’s needs were met, the human resumed his long stride, carrying his earth pony lover towards her boarding house with unheard of speed. His body jostled with each step, pumping his finger in and out of her like a cock no smaller than some stallions she’d taken. Clinging to John’s body, her quivering marehood squeezing upon his masterful digit, Cherry Jubilee let out a sigh of contentment. Just hours ago, her personal life and her business prospects had been in the dumps, but now both were finally looking up. My girls will never quit their jobs, she thought to herself, so long as they have this generous stud to look after!

I’ll just have to make sure he always has something left over for me...

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