Shining Armour's Rowdy Roulette

Shining Armour found himself sat about Ponyville with not really much to do. Cadance had gone fruit shopping at Sweet Apple Acres for a... a cocktail party with Luna and Celestia and wanted to pick up some good apples for the gin. That was something Applejack had made sure to tag along to give Cadance some pointers for which were the best ones. And with how Cadance often spent time with other people, he gave them about thirty minutes before they were eating each other out underneath a tree in the orchard.

So that left him by himself, slightly bored right up until a familiar face made their presence known. He was tapped on the back from behind, turning around to see the yellow-and-red-visage of Apple Bloom standing with an awkward look on her face, blushing slightly as she gave an even more awkward wave.

"Hiya, Shinin'," she cooed quietly.

"Hey, Bloom," he said with a smile. "What's up?"

"Well, uh, I caught word from AJ that you were in town, an', uh, an'..." she stammered, unable to get the words out properly. "I... I, uh... how's Cadance doin'?"

"She's fine," Shining shrugged, crossing his arms over his chest and looking at the college student. "Picking apples for a gin night or something like that."

"That's nice... that's nice..." Apple Bloom said, still unable to get past her initial awkwardness and start a proper conversation.

"Something bothering you, kid?" he asked, looking her up and down as she stood there trembling.

"Well... I had a talk with AJ last night, an' we got to talkin' 'bout you and Mac... which one was the strongest, y'know..." she said, swaying back and forth and trying to appear as innocent as possible. "An' while we was talkin', I dunno how exactly, but we got to talkin' 'bout you can Cadance... an' how she lets you... let's you, uh... fool about with other mares an' stuff..."

"Uh-huh," Shining nodded, knowing exactly where this was going.

"So I got to thinkin'... your wife let's you pal about with other mares an' stuff... an' I'm... I'm grown up good an' proper now..." she said, face burning with embarrassment as she struggled to get the words out. "Maybe there's a chance that... I thought maybe you'd, uh... like to... hang out?"

Shining looked down at the red and yellow mare, seeing her trembling and almost hyperventilating, borderlining on a panic attack at asking for something so out of her element. Shining chuckled quietly, leaning down to the small mare and kissing her. Apple Bloom's eyes widened in shock, lightning crackling through her body at the taste and texture of the older stallion, before she melted into Shining's embrace and allowed his larger tongue to rub against hers.

She had that signature apple flavour, a perfect amount of tangy sourness to her that Applejack had as well. Apple Bloom moaned quietly, standing on her tip toes to close the foot of distance between the two of them as best she could before Shining broke away from her. The college student was left panting and moaning, a hand hovering just over the crotch of the denim jeans she wore and another at her mouth. He wondered if that was the first time she'd ever done that before, but knowing the 'adventures' she and the other Crusaders had been caught having, he imagined it wasn't.

He ruffled the smaller mare's mane, the red-mopped mare rubbing her head into his palm like a dog would on being pet. She seemed a little desperate for affection at this point, probably very pent up and very needy for some 'attention'. Shining crossed his arms again, looking down at the starstruck little mare before asking her a question.

"So... where exactly do you wanna hang out?" he asked.

"Your place sound mighty fine," she said. "I... I've only got a single bed back at the Acres, an' I don't think a fella like you's gonna have an easy time in it."

"Fair enough," Shining nodded, tapping Apple Bloom on the head and teleporting them both back to his bedroom in Canterlot.

Apple Bloom looked around in wonder, eyes widened at the expanse of the room and the size of the bed compared to her little abode back at Sweet Apple Acres. Her amazement turned to arousal rather quickly as Shining stepped up behind her, grabbing hold of her breasts through the red crop top she wore and squeezing them gently.

She'd filled out a lot in the years since he'd last seen her. While not packing the apple-rack Applejack had, nor possessing her sister's powerful muscle and thick thighs, the svelte little apple farmer was nothing to sneeze at. Her breasts were a pleasant handful, soft and warm, and her thin stomach made her decently wide hips look all the more appealing. Shining slid his hands down her body, pulling her top off and casting it aside, quickly disposing of her bra before returning his hands to her breasts.

"Gotta say, kid, puberty was more than kind to you," Shining said softly.

"Was kinder to Sweetie Belle," Apple Bloom said in a jealous tone.

"Oh?" he asked, cocking an eyebrow.

"She grew up to be just like her older sister," she said in a scorned voice. "Not as tall as Rarity, but got a body just like her: tits big as her head, ass can't fit in a damn thing she wears. Grew her mane out too, all long and curly, looking like a prize... then there's me, who don't look a damn thing like my sister or what Granny Smith used to be."

"I still think you're beautiful," Shining said, kissing her on the neck as she spoke.

"But... but I ain't got tits like Applejack or Sweetie does..." she pouted.

"And a painting isn't as well-carved as a marble statue," Shining shrugged. "Just because you don't have the same qualities as somebody else, doesn't mean you're not beautiful in your own way."

"Ya'll mean that?" she asked, looking over her shoulder at him with eyes wide and sparkling. "Really?"

"Of course I mean it. If you weren't as gorgeous as I say you are, do you really think I'd be stripping you down in my bedroom and getting ready to fuck you?" he asked with a smirk.

"No... I guess you wouldn't..." she said, nodding with a small smile on her lips. "Thanks, Shinin'."

"Don't mention it, suga'," Shining winked, mimicking Apple Bloom's drawl in an affectionate tone that made the little mare smile. "Now then... let's see what we've got down here..."

He slid his hands down to her jeans, unbuttoning the rugged pants and pulling them down to her knees. His eyes were drawn to the hidden curve of her ass he'd just unleashed, the rather sizeable booty being compressed and hidden by her jeans. He leaned forwards and kissed her cutie mark, a surprised yelp coming from the yellow mare as she began to grope her own breasts, biting down on her lip as Shining's large hands examined her svelte form.

He moved his hands to the red thong she was wearing, gently tugging it upwards and watching the string disappear into the crack of her ass, smirking casually as he did so. He relaxed the thong before pulling it downwards, hearing Apple Bloom suck in a breath as he pulled it down to her ankles, along with her jeans, and placed his muzzle against it. He slid his tongue out, sliding it across the crack of her ass and getting a quiet moan from the red-maned mare.

He licked his lips hungrily as he moved her forwards, walking her over to the bed before lying her down on her front on it. He removed her shoes and her lower clothing entirely, leaving the gorgeous mare nude and beautiful on the bed.

"Spread yourself for me, honey," he said.

She did as asked, blushing harder than ever as her small fingers pried apart her large asscheeks, revealing her hidden treasures to Shining's hungry gaze. He went for her ass immediately, tongue rolling over her puckered hole and getting a surprised, then pleasured, moan from Apple Bloom.

"Ah..." she whimpered as she bit down on her bottom lip. "Yes..."

Shining winked at her when she looked back at him, burying his muzzle into her ass and hungrily lapping at her asshole, his long, strong tongue soaking her sphincter in a matter of moments, sending shivers of excitement up and down Apple Bloom's relaxed body. She gave up propping herself on her elbows, merely lying flat on her chest and closing her eyes as the extremely-experienced stallion continued to pleasure her back end, tongue eventually putting enough pressure on her asshole to push inside.

She gasped loudly, head shooting up and hand rocketing back to Shining's scalp, fingers gripping his head and trying to push him deeper inside her. His laugh came out as a snort, blowing how air against Apple Bloom's wet asshole and creating a tickling feeling for the mare currently having the time of her life.

Shining marvelled at how much fun the little apple farmer was having before he'd even put his cock inside her. He sized her up briefly, knowing that Apple Bloom was slightly shorter than Twilight was, meaning that he'd need to be careful when pushing inside her for the first time. On top of that, if Apple Bloom was a virgin, that meant she'd be much tighter than a lot of the mares he'd fucked recently.

All the more pleasurable, but all the more dangerous...

He used his magic to conjure up a bottle of lube beside him, not showing it off to Apple Bloom just yet as he felt she'd get a little worried if he needed lubricant, heavy duty lubricant on top of that, to penetrate her vagina...

He closed his eyes, shaking away the idea of vaginal with a mare as young as Apple Bloom. She was nineteen years old, in her second year at college, and trying to secure a proper education and future for herself and her family. He couldn't make her throw all that away with an eleven month pregnancy and at least eighteen years of raising his foal. He'd be some kind of monster to force that future on a mare who was only looking for a good time.

Normally he'd just consider pulling out of her pussy before he came... if he wasn't a walking sperm god. Shining knew himself that he leaked like you wouldn't believe during sex, often times drooling a river of pre-cum down his shaft after a few simple sucks on his cock. Torrent or not, putting that inside Apple Bloom presented too much of a risk. Normally he'd just get Cadance or somebody else to cast a contraceptive spell... but she wasn't here, he didn't know any, and Apple Bloom wasn't a unicorn.

So if he wanted to get his rocks off here... he'd have to fuck her in the ass. He didn't have a problem with going in the back door. He had his tongue in it right now, so he clearly wasn't a stallion to complain about it... but his sheer size mixed in with Apple Bloom's smaller body, lack of experience, and possible anal virginity meant that it would be as tight a fit as he could get in a mare.

Normally, that concept would excite him beyond belief... but not this time. She was too cute, too innocent, for him to break in half with his dick. He had to make sure that she was okay with doing this before he just lubed up and rammed it inside her, because a bad experience here could be dangerous and damaging. So he retracted his tongue from her ass and looking at her with a serious expression, something Apple Bloom seemed rather confused about.

"Somethin' wrong, Shinin'?" she asked.

"Yeah... I just need to run something by you real quick," he said, standing up and unzipping his pants.

As he dropped them and revealed his cock, Apple Bloom's jaw hit the floor at the same time his pants did. He gritted his teeth in annoyance, noting the fact that he was already leaking pre from his tip from doing nothing more than eating ass, getting much too excited over it. He didn't grab hold of it with both hands, as he wanted nothing to obscure its true size from Apple Bloom's vision as she made the decision. He placed the tip of his finger on the head of his cock and lifted it up, pinning it just below his pectoral muscle and looking at Apple Bloom.

"Do you wanna try and make it fit?" he asked in a gentle tone.

"I... that's... will it even if I try?" she asked, a mix of fear and bewilderment in her eyes.

"You're a pony, which means that most every hole you've got on you is designed to take dick this big without splitting or tearing... only issue is, I'm a lot bigger than average," Shining said, looking down at the black beast he kept between his legs and sighing. "You won't break, but it might be big enough to hurt. And... there's one other thing..."

"Which is?"

"If we're gonna do this... it's gotta go up your ass," he said in an almost-guilty tone.

"My ass?" she asked in shock, nearly physically recoiling at the thought of it. "Why?"

"Look here," Shining said, scooping a line of the river of pre he was leaking down his shaft, coating his enormous balls with the reflective liquid. "This has a risk of getting you pregnant. Even if I pull out before I cum, I'll end up leaking more than enough in your womb to knock you up."

"I... I don't wanna be no mamma, Shinin'," Apple Bloom said, shaking her head fervently. "No way."

"So that's why it has to go in your ass," Shining said, looking down at Apple Bloom with soft eyes. "I've already got a bottle of lube, and I promise I'll be as gentle as I have to be to make sure I don't hurt you. But if you don't want it, then I'll make sure you cum with something else."

"N-No!" Apple Bloom exclaimed, shaking her head and holding her hand out, pressing it against Shining's cock when she meant to grab his chest. "I... I mean... can't hurt to try, right?"

"Are you sure?" he asked.

"Yeah, course I'm sure," she nodded, winking and trying to come off as confident.

"Alright... but just gimme a minute to soak it, okay?" he asked. "And I wanna use the lube inside your ass as well, not just on the outside. Try to get you as ready as possible."

"Sure thing, stud," she nodded, leaning back and taking a shaky breath, giving away how nervous she was about this whole thing.

Shining pulled the lid off the lube and began squirting it through the nozzle onto his cock. Normally, he tried to be stingy with it, as this heavy duty stuff was rather expensive to just blaze through. But this time, he didn't care. He slopped it onto his cock, slathering every inch with it, even spilling globules of it onto the floor as he made sure that his cock was as thoroughly covered in it before he even started rubbing it in.

Once he was satisfied with how soaked his dick was, he began pumping his hand up and down his shaft, essentially masturbating the lubricant all over his dick, trying to mimic how it would spread once inside Apple Bloom to make sure that it was as evenly spread to all the right areas as possible.

He groaned quietly, knowing that he needed to keep a lid on the stroking as he'd end up getting himself off rubbing the lube in, so he forced his hand back down to his side and moved back over to Apple Bloom. She got back onto her stomach, crossing her arms and resting her chin on her forearms as Shining lubed her both inside and out, a shiver running down her spine at the low temperature of the thick gel and the rather thorough fingering her back end received to make sure she was lubricated.

"Now, if at any point it feels too much," he said, aiming his cock at the entrance to her asshole, Apple Bloom looking back over her shoulder and biting down hard on her bottom lip. "Just tell me, and I'll stop."

"R-Right... go ahead, suga'," she nodded, returning to staring in front of her and screwing her eyes shut.

Shining nodded, placing one hand on Apple Bloom's hips and another on the head of his cock, applying pressure with his powerful hips as he attempted to push inside her. The resistance was immediate, like pressing his cock against a wall with a crack in it. Apple Bloom fidgeted for a brief moment, Shining not wanting to hurt her but knowing he needed to be a bit more forceful to get inside her. He used his thumb to pry her back end open just a little, aiming his cock at the gap it created and using it as an entry point.

It worked, but not as easily as he'd have liked. Apple Bloom's sphincter was spread open by Shining's monstrous size, her eyes widening and a heavy gasp falling from her mouth as the head of his cock pushed inside her. He was too big and he knew it. Luna was taller than Apple Bloom was in her teenager form and she'd barely managed to make him fit inside her. Apple Bloom had almost no chance... but he at least had to try.

He took his hand off his slicked cock, placing both of them on Apple Bloom's hips and pulling her back as he pushed forwards, gritting his teeth harder as he felt his cock beginning to bend in a slightly painful fashion as it failed to slide in deeper. He performed the same trick again, spreading her asshole with his thumbs and then pushing with more force.

Apple Bloom's face was buried in the bed sheets at this point, eyes screwed shut as tight as they could be and toes digging into the bedroom carpet. But the effort was working, as inch after inch slowly began to slide inside the yellow mare's tight cavern. Shining sighed in relief as he felt the initial resistance be replace by the overwhelming tightness of Apple Bloom's virgin asshole.

He panted quietly, soon having buried seven inches into her back end before coming to a stop, running a hand over the curve where her back met her ass, leaning down and kissing her on the shoulder.

"You alright?" he asked, wanting to make sure she was still good to go.

"Y-Yeah..." she nodded in a strained tone, the stretching going on in her back end clearly causing some discomfort.

It would pass, but he needed to make sure the entirety of her got used to his size. He kept pushing, deeper and deeper, feeling his cock pressing against her belly and making it bulge out into the bed sheets. Apple Bloom's eyes rolled back slightly, tongue hanging out of her mouth as the bulge continued to grow larger and larger, stretching her innards more and more as she accommodated this monstrous foreign object in her petite little form.

Eventually, after what felt like an eternity of struggle, Shining hilted himself inside her. His balls rested against her dripping cunt, the two of them panting quietly, already sweating and seemingly exhausted from the penetration alone. Apple Bloom looked back at Shining, eyes as innocent and beautiful as possible as she spoke:

"That it?" she groaned.

"Yeah... you did great," he nodded. "I just need... need to wear you for a while until you get used to it."

He made micro-adjustments to his position, gentle, minuscule thrusts and movements, tensing his cock to get it to balloon slightly, or giving small bucks of his hips to thrust it in ever so slightly further. Apple Bloom would eventually get used to his size, would get stretched out enough to be able for him to fuck her without the risk of tearing something, but it would just take a few minutes.

He leaned down, his much larger body pinning her to the bed as he kissed her neck, Apple Bloom moaning in pleasure as Shining's wet tongue danced across her sensitive neck, licking and lapping around her ear, chin, and collarbone to really get the goosebumps up on the little beauty's skin. It took a good minute or two for Shining to be able to get some movement, but once he got going, the rest of Apple Bloom's asshole soon stretched out enough to deal with it.

His hands returned to her hips, gently gripping her soft, supple skin as he bucked in and out of her. Apple Bloom's low weight made each thrust knock her forward, Shining's powerful hips slamming against her back end, squashing that fat ass against his hips like the thick pillow it was, soft and supple as it needed to be. He exhaled slowly as he continued to fuck her, his ears and his pride being stroked by her adorable little moans, listening to the beautiful mare spit out moans, groans, and curses, all decorated with that adorable twang she spoke with.

He smiled quietly as he watched her back tense, her muscle straining to keep her steady and accommodate the movements from his heavy, hard thrusts. She was much too small for a stallion like him, but fuck did her ass feel good. It was everything it needed to be after the initial warm up: tight, jiggly, each and every inch of her warm, lubed insides gripping to his monster cock with tenderness and affection all while he ploughed the soul of it. Her ass bounced slightly, but not enough to satisfy the stallion inside it.

He picked her up, setting her position to have her on her hands and knees, desperate to see her ass shake as it took each and every thrust that hit deep into her core. He could feel the tip of his cock stretching her belly out, pounding into her stomach and sending waves and waves of pleasure through Apple Bloom's delicate form. She moaned loudly, throwing her head back as his cock pleasured the nerves inside her, tongue lolling out of her maw and drooling onto the bed as a heavy blush coated her cheeks.

She kept herself in rather good form for a virgin, especially one taking somebody of Shining's side. Kept her elbows locked, her back arched, and even started thrusting back against his asshole-destroying cock, desperate and eager to get as much friction from it as possible, needing his thick meat to stroke and caress the nerves of her insides until she was ready to cum from it.

In the times he'd seen her before, he'd never have taken her for as much of a butt slut as she was now. Sweet, little, innocent Apple Bloom had grown up to be a major cockhound with a desire for big, fat dick right in her tight little ass. He felt quite privileged to know he was he first choice for something like this. To see all that lust she had for dick, the dumb smile on her face as she drooled down her chin and onto the bed giving away every whorish thought she had, being focused entirely on his cock was enough to make any stallion get an ego boost.

He cracked her on the ass, just as he did to so many mares, leaving a stinging handprint on her cutie mark and stealing a loud, pleasured moan from the little whore. He did it again, repeatedly slapping the naughty little mare across the ass, getting giggles and moans of pure bliss from her as he tanned her hide, several handprints from the slaps now dancing across her ass as she continued to ride his cock with desperation and, dare he say it, natural talent.

Not only did Apple Bloom seem to have a wonder ass that was capable of performing above and beyond what an asshole belonging to a mare of her size should be able to, she also seemed to be naturally good with it. Maybe sluttiness was a natural trait in the Apple Family, that seemed to be a believable thing judging by how much Applejack and Big Mac threw their sexes about with pretty much anybody willing to get into bed with them.

So if he was initiating a newly-crowned slut into the world of sex, then he needed to make sure that she was a regular for him. Her beauty, her body, and her asshole were definitely something he was desperate to get his cock in more than once... maybe he should try out the other Crusaders... could possibly wrangle that into a foursome where he got to have fun with all three of them.

Shining shook his head, his little fantasy proving to be a bit too much for him to handle. Apple Bloom's pussy was already squirting into the bed sheets, reaching and orgasm from getting that sweet little ass fucked good and hard, and the expression on her face as she moaned into the heavens was enough to drive him over the edge.

He whinnied almost as loudly as he blew his load, firing it off like a cannon that caused Apple Bloom's belly to expand almost instantly. He was lubed up, overly horny, and had fucked one of the tightest things he'd ever put his cock into, so it was no surprise that the torrent he unleashed on the poor little thing was more than any virgin was expected to handle. Her belly rested flat on the bed, cum gurgling and sloshing inside her as she stretched out wider and wider, past the point of pregnancy and even further beyond.

She was too tight for any of the load to leak out the back, and Shining had locked himself in place and was pumping the little slut fuller and fuller... seemingly too full, after a certain amount. Apple Bloom's eyes widened in surprise, staring down at her stomach as she felt her belly reach its max loud, a shudder running up her body before a miracle happened.

The pressure was too much and the load was too big, Shining grunting loudly as his cum overflowed Apple Bloom's body, jetting out of her throat and spilling out onto the bed. She clapped a hand to her mouth in a horrified manner, hot, white cum spilling through her fingers, eager to stop it before losing her mental functions to another, body-rocking orgasm.

She came again, her mouth open wide as each pump of cum Shining's monster balls sprayed into Apple Bloom's asshole launched another volley out of her mouth. It spilled down her chin, eyes rolling back into her skull as the viscous torrent of fuck muck stained the bed in front of her, loudly slopping onto the sheets and forming a pool of its own.

Shining watched the entire ordeal with amazement plastered on his face, reaching a level of cum-filling he'd never done with any other mare. He grabbed her hips once again, slamming his cock into Apple Bloom's back end once again and, much like a waterwell, the thrust caused more of his cum to spray out of her mouth. With a grin, he decided to empty her well this way.

He began to power blast his cock in and out of her back end, thrust after thrust at such a high speed causing Apple Bloom to jet cum out of her mouth like a fire hydrant, spilling more and more of the gallons of hot, sticky spunk onto the bed, coating the headboard, and staining her own body with it as the pressure finally died down once her belly had been fucked empty yet again.

Shining pulled out of her asshole just as Apple Bloom collapsed into a pool of cum, her tongue idly lapping at the steaming pile of it while Shining gently rubbed her leg. Her eyes turned to him, looking into his with a post-orgasm haze and a sense of fulfilment the likes of which he had never seen before. He cradled her in his arms, kissing the cum-soaked little slut on the cheek before she returned the gesture with a brief peck on the lips.

"I have to say..." a familiar voice said from the doorway. "That was just as pleasant as it was unexpected..."

Shining turned his head to see his wife standing in the doorway to the bedroom, two bags of apples down by her sides as she leaned against the wooden frame with her eyes crossed.

"If you can do that to a mare her size with that volume... d'you think you can do it to me if I make you cum more?" she asked in a giddy fashion.

"Depends... won't it hurt the two you've got in your womb?" he asked.

"Probably," she said, a little put out by the realisation. "Oh, and it's three now. Big Mac made a hearty donation to the gene pool after I got done shopping. Says you can do the same thing to Sugarbelle whenever you get the time to go visit."

"I figure I can make time eventually," Shining said, looking down at Apple Bloom who had fallen asleep after the visceral fucking she'd received.

"She took it like a champ, I must say," Cadance nodded, looking over the sleeping teenager with an almost motherly gaze. "You gonna go for the other two?"

"Of fucking course I am," he nodded, kissing Apple Bloom on the cheek once more. "If they're anywhere near as tight as this beauty, I'm gonna be paying all three of them a lot of attention."

"Only on one condition," Cadance said, holding up a finger.

"Which is?" he asked.

"I get to watch you do it and I get to drink your cum from them when you're done," she said, licking her lips hornily with her eyes flashing bright, sexual pink.