Casino Night

"I trust that everything has been arranged in accordance with my wishes, Spades?"

"Of course, sir. She was reluctant at first, but a bit of the rag did her just fine."

"Now Spades..."

"I...I had to, sir. She was wigglin' right outta my hooves. B-but it wasn't forced this time, I promise! I gave her the ol' handkerchief trick."

"Shame, really. We have standards here. Even during my more unorthodox ventures, I expect my staff to conform to my expectations at any level. Next time, when one of my table staff performs a transfer to management, Hearts will perform any 'hookup' that I require. I am sure her magic will bind with far more grace than your sloppy hooves. Traumatizing my most valuable prize will be the swiftest way to find yourself back on the gutters you've crawled out of." you adjusted the cuff of your suit, flexing your fingers. "Now, get back to the cameras and leave me to my winnings."

"Y-yes, sir. Sorry, sir."

With a curt nod, the violet pegasus left you to your thoughts. You waited in the hallway outside of your penthouse office until you head a satisfactory 'click' of the nearby door closing. Even with the entire top floor devoted to your personal use, you still took great lengths to ensure your privacy.

"If you want anything done right..." you grunted, placing a hand on a gilded handle and opening the door to your spacious office. The motion itself relaxed you; familiar feelings of stepping away from the pseudo-glitz of the casino and into a willing seclusion brought you peace. Your sharp eyes inspected every detail of your private oasis. A walnut desk sat smartly to the left, flanked by a rather expensive crystal globe of your newfound homeworld on one side, and a rather ornate roulette wheel on the other. Paintings deemed unworthy enough for your estate yet sill deserving of some transient emotional attachment decorated the late-deco walls. A sandy, dry Appleloosan desert at sunset, a steamy, wet Crystal Kingdom bog, an oil-brushed Canterlot worthy of King's throne room...

All paled in comparison to the little masterpiece hanging from her forehooves in the center of your room.

A delicate solid silver chain trickled gracefully from the ceiling and attached to a smart system of pulleys. The filly's hooves were bound together with a set of manacles that resembled anything but; they were plush and comfortable in every silken way your money could buy. Her rear hooves touched the ground, yet her position was made to be quite upright. It certainly accented her figure; your eyes traced the filly's features as she still wore every piece of the elegant blue ensemble you remembered her in. A custom griffon-down chair was placed hardly a foot or two away. Its plush features didn't matter as you would not be using it for long.

For sitting, at least.

Walking over to the seat, you sat yourself down with an intentional "pomf". The noise seemed to startle the adorable foal from her state of twilight, and she blinked twice before coming-to.

"Ohhh...what...happened? S-so hot and dizzy..."

"You're in my private office, my dear. Safe and sound." you sat tall and proud, presenting an image of friendly authority that the foal immediately latched onto.

"Hey! You...you're Mister-" she said your name with a squeak. "I sang for you and the record label ponies tonight. What am I doing here?"

"It would appear that your 'friend' has wagered you away. Clearly she has no eye for talent. Considering the circumstances, this would have been a lovely time to discuss our future working relationship, given my casinos prepared to expand throughout all of Equestria...if you hadn't give me cause to question your self-discipline." you calmly stated, flicking a wrist to emphasize your points. Sweetie Belle's eyes snapped open.

"Fl-fluttershy...wait, where's that other pony? The pegasus, he gave me a napkin to wipe my drippi-, uh, face and I felt so dizzy and I-"

You held up a hand to silence the foal. The result was immediate. "His name was Spades. He was an affiliate of mine who deals my more unconventional winnings. Don't worry about him. You won't be seeing him again anytime soon."

"Oh. Okay." she stared into your confident eyes, suddenly and mysteriously placated. As if an afterthought, she realized that she was standing with only one set of hooves. You witnessed a slight panic on her face when she realized she couldn't lower herself down. Her eyes silently pleaded with you in an attempt to understand. You didn't wait for the question.

"Reports say that you were acting quite rowdy when you were unconscious. My staff took certain precautions to ensure that you did not harm them, but most importantly, yourself." you reached out a hand, yet not quite close enough to touch her well-styled mane.

"B-but I wouldn't hurt anypony, honest. I just must have been really scared. I've never been, uh, gambled before. I don't really know the rules here..." her nervous emeralds danced between your outstretched hand and your calm smile. Wiggling slightly, the bound foal craned her neck forwards and instinctively sought your masculine comfort. You felt warmth as the young mare gently rubbed the plush fur of her neck along your entire hand.

'Such a submissive little foal. How promising.'

"Oh, I'm not too sure about that. You'd be surprised how many mares my security guards need to escort from the premises during their estrus. This could pose a problem, if you cannot reliably control yourself while on stage. Even though you're too young to gamble, it certainly would appear that you're old enough to experience heat." you gestured to her dripping crotch. You watched on with great amusement as the foal observed her little "mess" puddling on the carpet. Her face was redder than the five of hearts.

"OhmygoshI'msosorrypleasepleasepleaseIjustgetthiswaywhenIthinkofcertainthingsandrightnowI'mREALLYthinkingofthemandyou're really-"

You placed a finger over her mouth to stem the river of words as you stood from your chair.

"You know, my little filly, it is quite improper to present so lewdly. Especially in front of the man who's helping to decide your musical fate. Certainly you can control your urges, no?" you began to circle around the foal; a curator admiring his finest acquired sculpture. "Do you even realize how quickly you were just speaking? Or what you even said? That mental filter of yours must receive quite the break during estrus. Perhaps this will lead to further roughhousing over some stallion, hmm?"

The foal cast her gaze to the floor, pinning her ears back in self-disappointment. She remembered the moment you both met, how her nostrils flared and her tail twitched, and the subsequent chiding of her sister for failing to control herself. She remembered how not even stallions from her sister's "borrowed" 'Playcolts' would elicit such an immediate response. But how could she help it? It was if she'd been struck with an unexplainable heat that whipped her behavior into that of a lusty mare.

"N-no. But it isn't my fault!"

"Then did you strike one of my employees? How can a foal be such a brawler?"

"No! I promise! I'd never do that, even if I am in estrus!" Sweetie Belle rolled her head back, pleading with you once more with her eyes for you to understand her woes, "Life used to be so much easier, but sometimes, my brain gets so dizzy and hot and...and..." the foal silenced herself as she realized you were swooping her off the ground. With one hand to prevent the lose chain from flailing about, your other easily caressed the petite filly in the couch of your arm.

"...and what, my precious little prize?"

"...and...and..."

You smiled softly as she squeaked, her voice softer and softer with each annunciation. So confused, so warm; the foal's only great comfort came from your masculine scent. You saw it in her eyes. Her young, emerald eyes full of instinct and longing. Hot air, sweet as nectar bathed your face in a quick burst. Leaning in, you knew just how to respond to such an invitation.

Pushing your lips to hers, Sweetie Belle immediately yielded. Gently, you sucked against her shivering orifice, still holding her chain taut. Your arm squeezed her close; your tongue surged forward. The delirious foal subconsciously welcomed your firmness; you tasted the very flavor of her submission along each taste bud. Suddenly, there was warmth. Growing, spreading...covering the length of your forearm in a slick wetness that soaked through your suit and shirt.

You broke the kiss; Sweetie Belle whimpered at your departure.

'...a very submissive little foal.'

"Seems my prize enjoys her special grown-up kisses. Feel any better?"

"I...I...dizzy. Yours? But...prize...?" she looked down at your arm in a haze. You felt her filly rump sliding along the wetness of her stained dress. Slowly, her face dawned in realization. "Oh...oh, Celestia, I leaked all over your fancy clothes! I'm so sorry!"

You saw the sincerity and desperation in her pout.

"No harm done. I have plenty more." letting go of the silver links, you pulled your custom chair close.Gently, you let the dripping filly down, her restrained front hooves hanging over the chair's lowered back as she stood atop the cushion. The resulting height gave you quite the opportunity as you undid your jacket and shirt, discarding them with a toss towards your desk.

"I've never been kissed befo-uh, like t-that before." Sweetie Belle shivered as you slowly brushed aside her tail and dress. Already, you were becoming painfully erect within your trousers. You shifted to allow your organ to expand further down your thigh as you knelt before the foal.

"Hmmm. Looks like you've only become more aroused. You aren't doing a very good job of convincing me that you won't attempt to force yourself upon a male." her well-combed tail felt light as you held it aloft, almost as light as her elegant dress. However, the real treat was the soft pink slit, barely running the length of her puffed onyx lips. Your heart thumped as a tiny clit dared to show itself; you'd take care of that little button soon enough.

"I said I can't help it. You're making me too hot." she panted.

"Oh?" you decided to tease her. "My, my. Does that mean you might even force yourself upon me? A foal overpowering a man in pursuit of her lust? How could we have a working relationship if you can't resist dashing off the stage and rutting with me during your performances?" your lips drew nearer with every sentence until you could feel the blistering heat radiating from Sweetie's fillyhood.

"No! B-but I thought I was...wait, I-I want to sing, but I'm just, you're just..." she bit her lower lip and let out a violent whinny. You planted your lips firmly against her virgin heat, teasing the little pink nub that winked furiously against your tongue. You set your hands against the foal's bare flanks. You massaged them roughtly, digging your fingers into her young flesh as if a lion at his feast. A youthful scream loud enough to shatter glass sounded throughout your soundproofed penthouse. Poor Sweetie must not have been used to such pleasures, as she quickly climaxed and sent waves of spicy foal-soup into your demanding maw. Sweetie Belle was perhaps the tastiest filly in all of Equestria, sweet as if the finest syrup mixed with fresh cinnamon. With a restrained hunger, you lapped her spurting fillyhood clean and palmed her developing teats.

'Delicious.'

"Ahh...ahh....!" Sweetie's whimpers rang like beautiful bells. You pulled your head away from her dripping slit long enough to give her a chiding look. Tears sparkled at the corners of her eyes like the gems within her maneband.

"So loud. So unrestrained. You're even still winking at me. Truly, we must take care of this self-control issue before it becomes worse." you rose and walked over to your desk, licking the corners of your lips while out of sight. Reaching inside of your personal roulette wheel, you gave the ball a flick of your wrist. A huffing, gasping Sweetie Belle glanced over at the clatter, still quite lost in a post-orgasmic cloud. "Now let's see how we're going to solve this little problem."

You took your place behind your desk, watching the little ball fall into place. Your peripheral vision caught Sweetie Belle devouring your half-naked form as her gaze settled on the bulge of your pants. Eventually the indecisive orb found its home within the pocket of...

"Nine, red." a drawer magically clicked open and revealed one of your many "tools" for disciplining horny fillies. "What a lucky number."

You reached in and took the spherical object from its home. Walking back towards your foal, you stood close, showing her what you palmed.

"We'll need to use this to keep those screams from being too loud, hmm? Can't have my ears ringing as I focus."

Sweetie's eyes darted nervously from the bridle-gag to your own. A thousand questions swirled inside her mind. You placed your hand near her neck, and once again she leaned to reach it. You pushed back against her in a equine symbol of trust. Sweetie Belle let out a single snort of air, her instincts deciding for her.

"A-alright."

"That didn't sound serious enough. You're a big-filly now. You need to be earnest to be professional." you teased while unfastening your belt. Sweetie Belle watched with an intensity only an in-heat mare could possess. You saw her nostrils flare as your trousers fell to the floor.

"I...I want your help with my estrus."

You merely smirked as she observed your anatomy with a sexual fascination. Sweetie's youthful musk hung heavily in the air.

"I want to be a good singer, just for you!"

"Mmm, you can still do better." your thumbs danced along the waistline of your underwear, the final garment yet to be removed. "After all, a naughty little foal should know how to beg for cock."

Sweetie gasped at the dirty word, silently mouthing it as her equine tongue licked her lips. Even just whispering it made her feel hot. She wondered if this was how grown-ups felt all the time during estrus. Sweetie thought back to every lesson in etiquette her sister made her sit through as she formulated a reply.

"Please, sir, I'm so wet. I can't think. I can't focus. I can't even control my screams. I'm only a foal, and estrus is so hard, so hot...please, help me." she finished with a voice crack. Sweetie's large emerald eyes flashed with desperation, hoping that her performance would satisfy you. You pondered it over in mock-thought, quietly enjoying every moment the filly squirmed with need. Her manacles clanged against the chair impatiently.

"I suppose I could," you began as you lowered your underwear, flashing the root of your member for the foal. "But we'll need to take it slow. I'd hate to damage my investment." Finally, your underwear was removed and your manhood sprung forth. It bobbed in the air, drooling a thick strand of precum down to the floor. Sweetie Belle's eyes dilated as she wet the chair once more with yellowish squirts.

"Wo-...fu-...big."

It was understandable that the young mare's vocabulary faltered. It was the standard reaction for most inexperienced foals.

"Really big."

"Now for your bridle-toy." you ignored her statement as you gently but firmly set the gag and straps within her jaw. She accepted it eagerly, excited to move onto the next step of the dance which would waltz her into becoming a grown-mare.

"Comfy?"

"Mmmhmm." she mumbled behind her bridle, nodding her head in an exaggerated motion. You smiled warmly, imparting your confidence once again. Underneath the surface, however, your lust was threatening to boil over. This foal was an absolute masterpiece. Still wearing her hiked-up dress and headband, she looked every bit of a miniature princess. Mane still neatly coiffed, vocals submissively knickering behind her bridle, and all the while her sapphire-heart choker glistened in the light against her throat.

It was simply too much to resist; you reached down and palmed your shaft.

"Eyes front."

Sweetie Belle instantly obeyed your command, rustling the silver chain above. You took your place behind her, savoring each squelch of her presenting fillyhood. Her tail flicked to the left, almost as if daring you to split her in twain.

"Spread those legs."

She complied with a marish snort. You easily closed the distance between her petite sex and your shapely crown. Her little pink gash dripped endlessly, belying her innocence. So petite, so delicate...you ached to stretch her.

"Sexy fucking foal," you growled as your manhood was bathed in a quick spurt of her wetness. "Shamelessly begging for cock. Let's hope you're ready." your fingers dug into her rump once more, eliciting a feral whinny of encouragement. Pressing your head to her sex, the angle of her stance and height was perfect. You didn't need to stoop much as you prepared to rut. It would probably be a struggle.

...just the way you liked it.

"Mmph-MMPPHH!!!" Sweetie Belle cried out, clenching her eyes as she felt the width of your glans begin to split her fillyhood.

"Damn...so tight..." you panted, feeling the blistering heat of her untouched slit teasing your cock. One hand flew to her tail dock, wrenching it upwards as the other forced her hips back onto your thrust. You bucked your hips, lust-drunk and unwilling to allow the foal's tightness to overcome your much-needed entry.

'So close...'

"Thooo fffiikkk! Uuk eee..." you felt Sweetie Belle dilate her fillyhood enough for your manhood to finally penetrate. From the sounds below, it was nearly too much for the foal to handle. Instantly, a gush of wetness splashed your taut thighs and it was all Sweetie Belle could do but bite her bridle-gag and screech out her orgasm. Filly juice poured onto the chair, and you felt her sex expand.

It was the only chance you needed. With a fierce thrust, you shoved the rest of what your could into the young mare. The popping of her hymen was no surprise; it was shoved aside with ease as was with most mares. Her searing warmth welcomed your girth and you felt her whole bodice shake in ecstasy.

"Hah...came already? Looks like you're in for a long ride, my little filly."

Sweetie Belle snorted a blast of hot air, you snorted aggressively right back.

So much for taking things slow...

Sliding nearly out, you greedily dove forward for another helping and were rewarded with another series of worshipful squeals. She blubbered behind her gag for the rough treatment, and gladly submitted to each powerful thrust. Her marish reactions sent you into sexual overdrive and her fillyhood massaged as only an equine could.

"Fucking little filly," you snarled during your feverish mating, "So hungry for a grown man's cock! I'll bet you were thinking about rutting from the moment we've met."

Sweetie Belle was cumming once again. The sounds of her fillyhood lewdly schlicking in climax along your cock sounded through the room. She occasionally lifted her neck to sound out a muffled scream and whinny, her mind surrendering to a more feral inclination. She slammed her manacles against the back of the chair over and over again. It only served to encourage you further.

"That's it, isn't it? The entire reason you've even come to perform, was all a guise to ride my human cock. Typical foal. Shame your eyes were bigger than your pussy." you accentuated your point with a sharp thrust, keeping Sweetie Belle's fillyhood constantly quivering. You ran a hand up to the base of her mane to manipulate her motions.

"Mmmphmmmhmm...!"

Sweetie's heat-addled brain didn't fully understand, but she didn't care. Every claim you made might as well have been true; all she longed for was your hard, passionate mating that kept the insanity of estrus at bay. And what mating it was! Your masculine scent, your dominant grip, your assertive commands, all ran together within her young psyche. Again and again, Sweetie Belle climaxed and turned lose her juices upon your turgid cock. You lost count of her succulent orgasms as you descended into a primal need for release, seeking to whelp the sexy bitch below who bayed for your seed.

"Take it all," you growled, seizing your foal tightly, "Don't waste a fucking drop."

Sweetie Belle knew what was coming. Instinctively, she tensed her burning slit as her freshly-deflowered tunnel dilated to make room for it's reward. Little tears of pleasure and pain ran down her cheeks as she braced herself against your erratic thrusts. One day, she'd have you to the root; your simmering orgasm threatened to boil over. A pleading, desperate whinny from below was all it took for you to lose control.

'Do it! Finish inside!'

"You're fucking mine." you bucked against her womb. You saved up for too long, and the first pangs of orgasm nearly caused your legs to buckle.Your exhaustion was instantly replaced with elation; you sprayed the foal's clenching insides with spurt after spurt of hot sperm. You couldn't release the intolerable pressure fast enough and a string of swears exploded from your throat. How dare she be so perfect? How a filly's blistering heat could coax such a voluminous release? Your mind breathed relief from a testosterone-driven equine lust; you momentarily questioned if it was you or her who was really in "heat".

The attention was stolen from your spurting manhood by the intense quivers of the skewered foal coming alight with electricity. Her small horn sparked from the pseudo-impregnation, sending immature fireworks of perridot exploding towards the ceiling. Her manacles and chain contrasted the light, providing a whole new image of the foal climaxing for the umpteenth time. The command that she retain your seed was impossible. Mound after mound, each white load of cum overran her overstuffed sex; the foal only bayed for more from behind her bridle-gag as if a wanton whore. Her reddish-pink gash constricted, unwilling to let you depart until it had pulled out every drop of sperm.

"Naughty little foal...wasting her Rider's cum...." you finally finished with a gasp, giving her flanks a quick spank. You withdrew your cock, and Sweetie's sore fillyhood quickly swelled shut. Unable to stand, you slid back onto your butt as steady trail of pearly cum oozed out from your foal. Finally coming down from the heights, you admired your work. "I trust that your estrus will be abated, for a time."

Sweetie Belle was nearly limp, overwhelmed by the experience. In a half-lidded stupor, she panted for breath. Her fur was slightly matted down from the sweat of exertion. Her mane was disheveled from the once-professional coif. Even Sweetie's tail was flayed at the ends, no doubt a result of your rough groping. Truly, she was the very picture of a willing Europa to your foal-addicted bull.

"Mmm..." Sweetie Belle groaned. Her jaw must've been getting quite sore.

"Allow me to help, my dear." your cool demeanor returned upon the routing of your lust. You made your way to her maw, avoiding small pools of lover's fluid atop the saturated carpeting. Gingerly, you removed her bridle-gag as her snout tipped upward in an attempt to catch your attention. Leaning down, you met her in a gentle kiss before pressing your hand to her neck, signaling trust once again. Her petite tongue darted to meet yours.

'Like nectar...'

Truly, your search was done.

"Well then," you whispered, breaking the oral embrace, " I'd ask if you enjoyed yourself, although it would appear quite self-evident." you gestured towards her fillyhood as her tail twitched aside once more. You smirked in disbelief at Sweetie's willingness to continue. "So very, very lewd. I suppose this must become a regular event, should I expect adequate concentration on your performances rather than my own temptations. After all, you are my responsibility now that you belong to me. Do you have anything to say for yourself, my new little filly?"

Sweetie Belle breathed deep, thinking hard. Her mind struggled to spark, finally clear for the first time in what felt like an eternity. An errant hand played with her manacles as another caressed her cheek. She cooed at your touch and leaned into your palm, looking at you with an emotion she'd come to understand with time. Suddenly, her heart's response was realized. In this instance, you would be happy to oblige.

"Please, sir...spin the wheel again."

'Such a submissive little filly...'