How Cherry Blossomed

by Pillowfight

The Apple Family Challenge, Round 2: Applejack

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For several minutes, as his head slowly cleared, John found his unflagging cock treated as Apple Bloom’s personal ice cream cone. She dipped her tongue around his frenulum to scoop up globs of sperm, she mouthed and kissed up and down the shaft to clean it. The pool of spit and cum that had run down to gather between John’s balls was carefully slurped up and swallowed with a smile.

Though John was known for his ever readiness, the spicy apple cake he’d been fed had brought him to a level of virility he’d never experienced before. He felt ready to nut again with each scrape of Apple Bloom’s tender tongue, a hairs breadth away from spouting a fresh fountain of protein all over her mane as she cleaned up the mess she’d made with her first blowjob. All John wanted was to rush back to the Cherry Hill Ranch and pledge his love to Cherry Jubilee... but he couldn’t! Not without the barrel of Apple family cider he’d promised to bring back, and he knew he wouldn’t get one drop of that tasty stuff until he gave both of these whorses a dose of his own “tasty stuff!”

Applejack looked on her little sister kindly, letting Apple Bloom enjoy the delicious reward of getting a human off all by herself. Yet as John began to show signs that he was enjoying his cleanup a bit too much, the older mare knew she had to step in. For two weeks now she’d been waiting for her top stud to return — now it was her turn to get some of that hot human lovin’!

“I see Time Turner and Thunderlane an’ Sheriff Oak chattin’ in the parlour,” Applejack interrupted at last. She gave her sister a friendly pat on the wither as Apple Bloom struggled to swallow the last of John’s sticky load. “Why don’t you go give ’em a good sucklin’ ta warm ’em up, while I take John upstairs? I aim ta remind him why Sweet Apple Acres is the best lil’ whorsehouse in Equestria.”

“Mmm-hmm!” Much as she hated to remove John’s rounded head from between her lips, the thought of musky, unsucked penises motivated Apple Bloom to brush a few drops of human sperm from her muzzle and turn towards the door to the parlour. But she stopped in her tracks when Applejack halted her with a word:

“Ain’t yew fergettin’ somethin, sis? Them stallions out there want ta meet a gal who’s real sweet an’ purdy. John’s different, he’s a bit rough and tumble, don’t care for no makeup or frippery.”

“That I do not, ma’am,” John agreed. “A mouth and a marehood, that’s all I ask for.”

“An’ that’s what we love bout ya,” Applejack smiled. “That an’ yer bits, o’ course, an’ yer big monkey shlong that don’t never seem ta go soft. Anyways, AB, yer puttin’ on yer whorsin’ lipstick right now, an’ no excuses.”

With a scowl, Apple Bloom took a stick of lipstick from her saddlebag and swiped it across her lips. Returning to John’s cock, she used its smooth head as an applicator, smearing it against her lips until they glowed a vibrant, sexy red. A vivid kiss mark stood out on the crown of the human’s stiff and leaking dick.

Meanwhile, Applejack worked at her sister’s back end, fussing at her fine ballroom gown, straightening the hoop skirts and petticoats that had become disarrayed as Apple Bloom frantically clopped herself. John’s dick twitched in Apple Bloom’s reddened mouth as the tomboyish mare was transformed before his eyes into a seductive and sophisticated stallion-eater.

“There ya go,” Applejack nodded at last. “Cute as a button, an’ ready ta drain some pipe.” With a naughty wink at the human, Apple Bloom took her mouth from John’s dribbling manhood, and with a sashay of her hips she bumped open the door to the drawing room.

“Thanks fer waitin’, boys,” John heard her drawl sexily to the assembled stallions within. “Mah sister’s busy with another customer, but let me get ya started with a free glass o’ cider an’ mah sweet schoolfilly mouth.”

“Those stallions won’t know what hit ’em,” Applejack smiled with pride. “Come on up ta mah bedroom, John. I know yer good fer another go.”

“Wouldn’t miss it, AJ.” John replaced his dislodged hat atop his head and followed Applejack up the creaking wooden stairs, admiring her swaying plot as he did. But this lustful distraction proved to be his downfall! Without warning, Applejack halted on the stairs above him, abruptly thrusting her rump out towards the human. Before he could stop himself, John took one more fateful step forward, and found himself pitching face first into the Element of Honesty’s butt crack!

“Hold it right here, John,” Applejack chuckled. With a tensing of her powerful glutes, she sealed her plot flesh tightly around the human’s head, trapping him in a dark wonderland of humid delights. Though she stood not much taller than the average mare, Applejack boasted an outsized rear capable of utterly encasing the head of a human male! “We gotta talk, an’ this is the most advantageous spot... fer me.”

“Yyyfff, mmmm,” John mumbled politely. Applejack’s fat juicy clit seemed to chase every movement of his tongue, making it impossible to speak clearly. Yet it wasn’t exactly unpleasant down here in the depths... naturally warm and with a sweet, yeasty scent... hell, a man could make himself a home in this comfortable cave!

“Mighty fine ass yer buried in, ain’t it?” Applejack’s voice came through muffled by the sheer volume of her vast orange thiccness. “Finest in Equestria or Earth, I’d warrant.”

“Yyyff, mmm.” Far from boasting, John knew that Applejack was simply stating the honest truth. Even Fifi from Missoula, whose delectable French buns were the toast of Paris, would have to take second place to this priceless pony plot! He blindly reached up his hands and gently squeezed the taut flesh that had him trapped, hoping that a little appreciation would get Applejack to show mercy and allow him his breath.

“20 bits a night fer all o’ this? That’s a bargain, John — why, it’s only 10 bits a buttcheek. Be sensible, now. It’s alright if ya lay with another whorse now an’ agin, fer variety, but ya gotta know all them gals put togethah ain’t as good as me. Nopony is.”

“Nnnn, mmm.” It was difficult to argue the point when John was wearing Applejack’s badonkadonk like a set of fleshy earmuffs. Indeed, it was a proof of John’s love for Cherry Jubilee that he was willing to give this up! His darling only had to ask, and John would stay far away from Sweet Apple Acres and never even peek at Applejack’s ass, ever again!

But she would have to ask, first... John certainly wasn’t going to bring it up!

“A stud like yew deserves mares who’ll treat ya right, an’ yer only gonna find such mares at one location: Sweet Apple Acres.” The tight grip of Applejack’s rump-globes loosened slightly, and at last John was able to pull himself out of the canyon and gasp for air that didn’t come right from a cider scented pony crack. “Are we clear on that?”

“W-well, that’s one mare’s opinion, ma’am,” the flustered John croaked out.

Applejack raised an eyebrow. What had Cherry been feeding this feller, that he was able to stand up to her like this? When it came to misbehaving stallions who didn’t know their place, a brief holiday in Applejack Canyon had never failed to work wonders. King Sombra himself had pledged to surrender and reform, if only Applejack would sit on his face once a month!

“Jes an opinion, John?” Applejack lifted her freckled muzzle and spoke haughtily, trying to hide her bruised ego. “Perhaps so, but one I kin back up with hot, wet facts. Come on up an’ I’ll demonstrate, yew know where the bedroom is.”

John certainly hadn’t forgotten! He drifted up the stairs and smiled as Applejack opened that well oiled door to the place that held so many happy memories for them both. Following the earth pony into her bedroom, John turned to close the door behind him — only to turn back and discover that Applejack’s bed was suddenly occupied!

In no time at all, the eager earth pony had struck a pose which had her laying seductively on her back atop her bed. Her blonde mane was tucked neatly beneath her hat, her head propped on a lace edged pillow. Her powerful legs were lifted and spread wide, framing her juicy and suckable teats, which towered like mountains above a wet and ready gash. A bright pink clit thicker than John’s thumb winked out from its moist home, ready to be sucked by John’s lips and stroked by his fingers. In short, Applejack was sending this simple man a single message — fuck me like one of your human girls!

Back on Earth, certain overly respectable ladies had thought of John as “cute, but dumb” — perhaps so, but he wasn’t *that* dumb! He picked up what Applejack was laying down, immediately! He’d never buttoned his jeans after Apple Bloom’s blowjob, and it took no time at all now to drop them back to his knees as he climbed atop the elder Apple sister’s hardy body.

Gosh, it seemed as if Equestrian mares were built to be put on their backs! Never far from an erection, John was now at maximum rigidity from all the teasing, the fluffing, the magical cake, and of course that full contact faceful of earth pony rump!

Applejack’s lust surged as she felt the familiar weight of John’s body upon hers, his pelvis brushing against her sensitive teats as he blindly humped against her like a stallion in rut. Yet before settling down to enjoy a good plowing, she had one more piece of business to take care of. With John at his mentally weakest, it was time to close the sale once and for all, and make sure John understood the advantages of the Sweet Apple Acres “family meal deal!”

“Apple Bloom’s taken quite a shine to ya, John,” Applejack informed in a sultry tone, snorting hot pony breath up into his savage face. “I know there weren’t much deepthroat action downstairs, but she‘s learnin’ fast. Every time ya come here, she’s gonna suck ya a lil’ bit better. Jes remember that when yew lay out yer whorsin’ budget, alright?”

“You seem to think I’m here for your sister,” John observed. His dick brushed against Applejack’s clit, seemingly seeking out her hole and making her gasp. “My little feller likes marehoods, and he won’t be satisfied without a taste of yours.”

“Oh, is that so?” Applejack raised a naughty eyebrow. “Then why are ya still talkin’ bout it? We Apples don’t hold fer a lot o’ yak, yak, yak, ya know. Though them tourists from Yakyakistan was mighty good lays—ooof!”

Applejack grinned, her teasing had paid off in spades! With one smooth motion John slid his cock past Applejack’s well used cunt lips and buried himself deep in her womb with a loud, wet squelch. “Oh, fuck, I need this so bad,” he groaned.

“You ain’t the only one,” Applejack responded breathily. As John began to take his pleasure, a battle of strengths commenced at their joined crotches. Applejack’s cunt gripped tightly on John’s cock as he slowly, blissfully pulled out, only to push himself back in, balls deep.

John had to admit Applejack was right about one thing: woman or mare, this pussy was the finest he’d had ever felt! The old in-and-out of lovemaking had never been so fine as when John was atop this fine orange lady. Of course, lovemaking wasn’t the right word — there was no love in any of this, which spoiled the fun somewhat. For that truly intimate feeling, John would have to go see his good friend Cherry Jubilee. Oh, Cherry... those beautiful eyes... those soft lips... not that Applejack wasn’t a great lay as well!

Having settled into his work, John plowed his cock down that wet furrow, back and forth. His reward was a genuine moan and an uninhibited grin from the mare beneath her. John’s hips moved in a rough and unpredictable rhythm, his ass lifting up before suddenly plunging down, his balls kissing Applejack’s taut ass with every thrust. His jeans slowly slid down his legs and his thighs trembled as his lithe, powerful body met that of the beautiful cowgirl from another world.

His plan was simple: he aimed to move like this, over and over again, til both were satisfied. Though his activities with Equestria’s ponies differed greatly from his duties on Earth’s ranches, the lessons he’d learned on the range had served him well in bed. Learn your mare. Listen to her needs. Never, ever hurt her.

“Oh, gosh,” Applejack moaned as she was at last reunited with the lengthy humanhood and the hard, unyielding wombfucking she’d been missing. “That’s mah stallion. That’s mah John. Oh, yer so good, so big, an’ ya last ferever.

“I don’t hold for a lot of yak, yak, yak,” John growled playfully. “I’m here to fuck.” Their roles reversed, John took control atop Applejack’s small yet powerful form, sluicing his dick in and out of her grasping cunt. “Now, if you wanna talk, what was that naughty thing you used to say to me?”

Applejack stifled a giggle. He’d remembered her little kink! Maybe Cherry didn’t have such a hold on him, after all. “Oh, daddy...” she moaned theatrically. “Take me, human daddy... yer so big an’ strong...”

In truth, Applejack was stronger than John, but just barely! Of all the creatures in Equestria, only Celestia herself was better fitted to Applejack’s secret fantasies of being overpowered and conquered!

“That’s my girl.” John reached down and gently wrapped his large, powerful hand around Applejack’s throat — just the way she liked it! She knew she had nothing to fear from this gentle male. Every bit of his strength was oriented towards her pleasure. It was so much fun to let John take control, feel all the stress melt away, and be a good little filly for her human daddy...

Again and again human cock pummelled pony insides, roughly popping in and out of Applejack’s womb. Applejack’s once languid eyes became wild and feral as her body galloped towards her biggest maregasm in weeks. The first time John had hilted himself inside her without instantly succumbing to her earth pony magic, Applejack had been so shocked she’d forgotten to cum. Now she expected that blissful, repeated stretching of her cervix... needed it... craved it!

Still a sweet farm gal beneath her jaded attitude, Applejack had a genuine appreciation for stallions, and usually managed to climax even beneath a lover other mares might find disappointing. But John... what a champion! With his firm body, kind smile, and unrelenting stallionhood, John brought her to peaks she’d never thought possible! And the filthy things he said for her, pressing her hot buttons with utmost skill. John had his own absent father and his own daddy issues, and he knew exactly what poor lonely Applejack wanted to hear.

“Daddy loves you, AJ,” he murmured alongside his slow, powerful mare-mating. “Daddy never wanted to leave you. He’s gonna stay with you and protect you from now on.”

“Aw, fuck... aw, fuck! Fuck me, daddy! FUCK ME, JOHN!” Which part of what Applejack felt was real, what was fantasy, and which was a mixture of the two, the strange alchemy by which a whorse extracted her customer’s bits? To be honest, AJ no longer had a clue!

“Cum for daddy, now,” John ordered in his gentle, horse-soothing voice, taking control as Applejack’s power over herself dwindled. “John wants to see some nice, juicy applesauce squirted on his dick. Show me who owns this marehood. Show me who tamed this wild horse.”

Applejack gasped for breath, losing all control as John powered into her. He was moving slower, staying inside her for several seconds between thrusts. One more pounding slap of his hips to hers, his large human meat taking possession of her clenching insides. “Yes, John, I’m all yers, I’m almost there, jes keep—”

One last thrust.

One final pussy stretching, cock squeezing thrust!

“UNNNGHHH!”

At the very moment of her climax, Applejack tossed her mane and crossed her mighty hind legs around John’s ass, pulling him forward and cramming his dick DEEP inside her! Trapped between applebucking thighs and utterly unable to pull out, John grunted with surprise as the tight seizing of Applejack’s powerful pussy muscles pulled him over the edge along with her, drawing a second load from his balls in record time.

Gasps and snorting, stallion-like exhalations erupted from John’s mouth as his dick was squeezed and mangled like a nearly empty toothpaste tube. He hadn’t expect to cum so soon, nor so hard, but at the moment he didn’t have a single regret! His bubbling seed surged forth into Applejack’s joyous cunt, frothing and pooling in her womb, seeking what every stallion dreams of: an egg to subdue and conquer, mixing Apple family DNA with his own!

Every lovestruck stallion in Ponyville agreed that the lucky male to swell Applejack’s belly would find the sassy courtesan instantly transformed into a sweet and submissive country tradwife, baking pies and sucking hubby’s cock with equal skill. Naturally, such suppositions were nothing but ludicrous male fantasies. Applejack was a career mare through and through, and her birth control was completely foolproof, a mighty spell of protection cast by Princess Twilight herself.

But... you couldn’t blame a guy for trying! Every day, dozens of stallions took their shot at breeding Applejack, and it must be said that John’s attempt came closer than most. By the time Applejack’s human lover had finished gushing his copious load into her cum hungry cunt, that spell of Twilight’s was hanging by a veritable thread!

“Whew, I forgot how fine this pussy was, AJ.” John was barely able to prop himself up by his palms as he knelt atop his lover, her once perfect mane now arrayed around her head, his salty sweat drizzling deliciously over her lips like honey over apples. “Has she learned a new trick since I saw her last?”

“Naw, she’s jes happy ta see her favourite human again.” With a playful squeeze of her hind legs, Applejack pulled her stud’s body down onto her own. Their cowboy hats touched tenderly, Applejack’s sweaty barrel rubbed against John’s flannel shirt, and even their lips brushed together briefly. Yet for some reason John seemed to turn away from the kiss, as if distracted.

Applejack frowned but decided to forge ahead with her un-subtle seduction of the human. “Now, I ain‘t lettin’ ya get away,” she ordered playfully. “Ya’ll have a good think bout what I said, an’ yer gonna find that Sweet Apple Acres — an’ specifically, mah marehood — is yer natural home. Yer spendin’ the night inside me, an’ I won’t bear any argument.”

“AJ, I-I can’t, I promised Cherry I’d be back with the cider—”

Eenope.” Applejack’s eyes flashed dangerously at the mention of her rival, and the grip of her hind legs tightened even further — not to mention that cockring of a cervix she had, strangling his shaft like there was no tomorrow! “How ya gonna leave the house when ya can’t even leave mah pussy? I reckon I’ll keep ya inside til Apple Bloom’s done entertainin’ them gentlecolts downstairs, an’ then we’ll see if ya can juggle two Apples at once.”

John opened his mouth to object, but was silenced by the firm touch of a hoof to his lips. “I’m wise ta yer tricks, John, ya handsome, nice smellin’ devil. Yew ain‘t leavin’ til ya promise...” Yet whatever promise John was supposed to make remained unspoken, for Applejack’s head fell back on her pillow and the well fucked mare dropped into a deep sleep in mid lecture.

John gazed tenderly down at Applejack’s snoring muzzle and caressed his lover’s golden mane. “This really was a wonderful surprise,” he whispered, feeling the earth pony’s powerful muscles slowly relax as her sleep deepened. “Golly, AJ, you’d make one hell of a wife. But I swear something’s happening between me and Cherry Jubilee, and I can’t keep patronizing another mare’s brothel. A man ought to stay faithful, after all!”

Although she was unquestionably honest in her intention to trap John between her hind legs, after a good 10 minutes of vigorous snoring and gentle cuddling, Applejack loosened her grip enough to allow John’s still stiff cock to be pulled from her clasping cunt. He had to proceed slowly, as Applejack’s powerful muscles were milking him even as she slept. With every inch he slid out of her, he felt his pleasure mount to a near orgasmic intensity, mere minutes after his first climax inside her.

For the first time in his life John cursed the length of his dick, which ensured a long and arduous process of careful extraction from Applejack’s gratefully seeded and intensely tight horsepussy. Desperately John tried to focus his thoughts on the decidedly un-sexy Mr. Broadbeam, his cigar smoking boss at the Ponyville Mill, hoping that would keep him from the peak of a second climax. But then his thoughts strayed, and he found himself picturing Mrs. Broadbeam instead!

Mrs. Broadbeam was not a pretty mare, in fact she was quite plain. But oh, the look of love she gave her husband when she brought his lunch each day! As she turned to leave she always lifted her tail for him, just a fraction of an inch, hinting at the delights her gruff husband would be enjoying after supper. Golly, if John could only get Miss Jubilee to look at him that way...!

“UNNNGGGH!”

At the thought of Cherry Jubilee bringing him lunch like a proper marefriend, John’s concentration faltered fatally. His dick bucked like a bronco, and he rammed himself right back into Applejack’s snatch, erasing every bit of his progress with one blissful thrust. John bit his hand to avoid crying out and waking his lover as his out of control cock began spewing another load of pearly cream into the sleeping whorse’s already laden womb. Yet before the bubbling pleasure could entirely overtake his mind, he somehow had the sense to pull out of Applejack’s heavenly marehood with a loud slurp and a painful squeeze, definitively putting an end to the night’s second breeding attempt.

Vigorously stroking his sensitive dick, finding his hand a poor substitute for high class Apple-cunt, John decorated Applejack’s mound with the final streamers of his climax, burying that pert lipped pussy beneath a thick glazing of well earned human seed. Dripping down her clit as it slowly winked in her sleep, the waterfall of human sperm quickly soaked Applejack’s already stained bedsheets. That’d need a couple of washes to get the smell out, John reckoned. (Little did John know, Applejack didn’t want to get his smell out!)

“Gol damn, AJ, you got a grip!” the human grunted through gritted teeth. “You can’t let Cherry have any of this, can ya?” Fortunately, as the last bursts of nut dribbled over his fingers, it seemed as if John’s dick were now finally softening. With Applejack well and truly asleep, he reckoned the time was right for him to grab a barrel of cider and beat a hasty retreat from Sweet Apple Acres.

John wiped the last of his seed beneath Applejack’s sensitive nose, making her shift and smile in her sleep. Rubbing the sensation back into his cramped legs, he was pulling up his jeans when he heard a quiet hoofstep from the hallway and watched Applejack’s well used bedroom door silently swing open.

Naturally, John had nothing to be ashamed of, being caught in the act. Fucking Applejack into a pleasure nap was one of the least shameful things he’d ever done! But if this was one of Applejack’s other customers, they were simply out of luck. The lady was catching her 40 winks, and all business was on hold until she awoke. John would stand by and guard Applejack’s sleep personally, if necessary!

But the sight John saw was not some boorish stallion come to take his turn at “taming” Applejack’s marehood... even worse! The red bow that peeked through the doorway told him that young Apple Bloom had trotted upstairs... and the look in her eyes could only mean one thing:

Little sister wanted what big sister was having!

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