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xcherryerim · 6 months

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Double The Fall, Triple The Pleasure

- Billy x Gn!reader x Derek -

“Merrier the more, triple fun that way. Twister on the floor, what do you say?” — 3 by Britney Spears

word count: 3.6k

SMUT ONE SHOT | MDNI | +18 ONLY

Summary: As you work your shift as a casino host Derek Danforth, the son of the co-owner, decides to begin a round of baccarat with a stranger named Billy. Somehow you end up participating in the game and emerge victorious, causing the two players to owe you financial compensation but, they end up repaying you in another way.

(if you want to go directly to the smut section look for the “✦ “ symbol.)

There are two distinct types of gamblers. The rich make hasty decisions with their money, while the desperate lot implore and pray to the machines and chips, hoping for a miraculous windfall of riches.

As a casino host, your responsibility is to ensure that the patrons become loyal to the establishment; however, as a bystander, when a person who isn’t a part of the one percent plays, it’s impossible to hold back the feeling of regret. While you acknowledge you are fulfilling your obligation, you know it is easy to become engulfed by obsessing gambling, and you don’t wish that on anyone.

However, you do not care if the rich pour their monetary possessions into the abyss, and you maintained that sentiment toward Derek Danforth, the son of one of the casino’s co-owners.

He wasn’t a regular at the establishment and gambled a little, but occasionally brought his friends to indulge in excessive drinking, and smoking while toying with machines. However, now he was by himself, which was unusual.

“Mr. Danforth, it is a pleasure to have you back. Would you like your usual?” you inquired. “Huh?” A confused response erupted from his lips, his body lurching forward with a wobbly movement. The apparent intoxication exhibited by him appeared on the edge of his consciousness as he scanned the area once more.

“Yeah, and I want a table,” he uttered the request, with minimal confusion.

“Certainly. Would the others in your group be joining us this time?”

Derek shook his head, his body appearing unsteady as he did so. “No, just me.”

“Oh, how so?” you questioned, your tone of voice maintaining professionalism as it did during work.

“Just bored,” he responded with a shrug, unbothered by the circumstances, even as you detected a hint of inebriation.

“Oh, indeed, a casino is the ideal way to take away boredom,” you remarked with a feigned professional tone, although the sarcasm in your words was all too obvious.

“Why don’t you join me for a round?” he inquired as he seated himself at the velvety green table, awaiting your response.

“I’m here to ensure everyone’s enjoyment and prevent any illegal behavior,” you replied, concealing your hostility and disdain for a facade of civility.

“I am not a participant, but a spectator, Mr. Danforth,” you concluded, using a firm tone with a mild undertone of mockery.

“You don’t seem to have much enjoyment yourself,” Derek said as he inhaled from the vape he held, the vapor surrounding you before dissipating into the atmosphere.

“I’ve said it once, and I’ll repeat it. Drop that professional speech style. We’re around the same age, so why do you still feel the need to communicate with me like this?” he stated, sounding frustrated with continuing your formal conduct.

“If I speak like I do, I will get fired for unprofessionalism.” You retorted as you prepared the negroni and handed it over to him.

“I won’t allow that to happen,” he replied, taking in a generous sip from the glass before continuing his words. “You’re too hot to lose.”

You felt uncertain about whether to offer a genuine response to his flirtation or simply scoff at it, and you began to silently pray that he would not launch into another lecture about cryptocurrency, which had become an irksome topic of conversation during your prior interactions.

“Thank you, Mr. Danforth. It means a lot.” You spoke, avoiding direct visual contact to avoid any implications or insinuations. While you acknowledge that he is a physically attractive man, the irritation he can induce within you is bigger than your attraction for him, or at least that is what you try to tell yourself.

“I’m assuming a solo round?” You mentioned shifting the subject.

“Not quite...” he replied, his gaze examining the environment until he managed to pinpoint the individual of interest, a man around his same height, adorned with dark-toned hair and a jean jacket, giving an out-of-place demeanor compared to the ambiance of this prestigious gambling establishment, thus providing a vulnerable and susceptible target.

Derek walked with confidence as he had already won the game. “Hello, I’m Derek, Derek Danforth,” he proclaimed, displaying his self-assured attitude and firm grip as he shook hands with the stranger, showcasing his superiority complex.

“Billy, and yeah, I will join you.” The individual stated this with assertiveness, grasping tightly onto his gold necklace, an item he viewed as his lucky charm.

In your inner thoughts, you were fervently hoping that the gentleman with the cowboy-esque appearance would end up victorious and leave the premises swiftly and promptly. You were aware that the significant bets Derek had made in the past were so large that they could obliterate the finances of a person with the speed of light.

“Billy would join me for a game,” Derek proclaimed as he settled into his designated seat.

“Billy, we’re delighted to have you here with us,” you uttered, the corners of your mouth rising into a pitiful smile, yet the individual seemed to have construed your gesture as a sign of flirtatious intent as he provided a subtle wink in response.

A palpable aura of awkwardness permeated the atmosphere between you and Derek, his displeasure at the sight of another man attempting to flirt with you becoming evident despite every attempt to mask his emotions on the matter. Regardless of the discomfort of the situation, it was undeniable that you experienced a certain degree of gratification and joy as you had the attention of both men.

“So, shall we begin?” you spoke, skillfully shuffling the deck with precision, as well as showcasing a few unique tricks you had acquired throughout your time spent working at the casino. You felt their eyes taking in every choreographed performance, their minds filled with various ideas and fantasies of what else someone with such masterful hands might also possess the aptitude for.

As the game began, your eyes were filled with anxiousness as you carefully followed the steps and maneuvers that had taken place in the game of Baccarat. The interior sound of your mind urges Billy to take all the appropriate actions to win, but unfortunately, he falls short in his efforts.

Derek chuckled in mockery. “Maybe next round you can win.”

Billy groaned in annoyance at Derek’s comment, his attention quickly turning towards you. “Why don’t you play with us?” Billy asked.

“I don’t,” you started to say, but Derek interrupted your response by uttering, “Do as I say and play.”

The harsh look delivered by the wealthy individual in question prompted a sense of apprehension and caution within you, but you were compelled to oblige the order.

Despite never playing, you were sure that you had a chance of winning, as you had taken the time to observe numerous matches, making you able to identify and comprehend the various mistakes and errors that tended to occur, as well as what appeared to be successful. However, the extreme bets that Derek was making and Billy’s persistent attempts to one-up them caused you a moderate degree of concern, but you tried to maintain a state of composure.

✦

When the game came to a close, seeing both men so sure of your failure just for you to end up winning at the end was ecstatic. Now you understand why people loved gambling in the first place. Your smirk quickly fades as you let go of the cards as if holding them down would make you more intoxicated with the high these activities had to offer.

Derek grunted, a sound oozing with a subtle tinge of frustration as he pulled out his lousy Gucci wallet. “Is cash fine or a check?” He asked slightly annoyed. Billy, on the other hand, looked at the table, his eyes darting back and forward.

“I don’t; I don’t have that type of money.” He stuttered as he looked at you.

“Mmh,” You leaned closer. “Maybe you could pay in another way.” You teased playfully, indicating your intent to pursue a physical means of compensation.

“And suddenly I have no money either. How sad.” Derek said, hiding his wallet, hoping to provide you with a similar recompense as the one you sought from Billy.

“The expression goes: save a horse, ride a cowboy, not: save a Ferrari, ride a rich man.” You chuckled in response.

“But wouldn’t both be great to ride?” Derek replied, his expression exuding self-assurance as he took a swig from his beverage.

You quickly looked at Billy, who didn’t seem to mind the offer. You, on the other hand, were skeptical, but how many people win a game and have the opportunity to be fucked by two attractive guys?

“Alright!” you exhale, a hint of satisfaction coloring your voice as you reach into your pocket and retrieve the keys entrusted to you by the establishment. With a decisive click, you lock the door to the cleaning supply room behind you, effectively sealing off the space from prying eyes.

When you turned in their direction, you felt their hands roaming against your body. Their fingers traveled the contours of your figure, triggering sensations that surged down the length of your spine, evoking chills and shivers. Billy pulls your head, capturing your lips in a passionate kiss, his tongue dancing with yours in a sensual duet. His hands slide beneath your shirt, exploring the warmth of your bare skin, while Derek’s lips trail down your neck, nibbling as he leaves a trail of goosebumps in their wake.

Derek’s hands work swiftly to unfasten the buttons of your uniform, revealing more of your body with every movement. He does this with a sense of urgency as if he cannot get enough of touching you. The sound of fabric rustling fills the air, accompanied by soft moans escaping your lips as their touches become more intimate and bold.

With Billy’s assistance, you manage to wriggle out of your dress pants, your legs quivering with anticipation as they continue to explore every inch of your exposed skin. Derek moves lower, his lips brushing against your belly button before trailing further south, stopping briefly at the waistband of your underwear. He looks up at you, seeking permission with his eyes alone. You nod, unable to resist the intense desire that is building within you.

With renewed determination, Derek hooks his thumbs under the elastic band and slides them downward. His eyes widen in surprise at what he sees—you’re dripping and ready for him. Without waiting for confirmation, he leans forward, planting a series of open-mouthed kisses along your inner thighs. Then, his tongue starts to trace slow circles around your sensitive flesh. His actions send waves of euphoria coursing through your body, making you squirm in delight.

While Derek worships your body, making sure to not leave any part of you without licks and sucks, Billy takes matters into his own hands quite literally. He expertly undoes his belt, wrapping it around your neck and tightening it just enough to heighten your senses without cutting off your airway entirely, adding an edge of danger to this already erotic encounter.

Billy then proceeds to remove his red boxers, revealing his rigid erection pulsating with need. It jumps slightly at the sudden exposure, eager to be touched. He grasps your hand and places it around his twitching cock, guiding your movements as he leans in for a brief, passionate kiss.

“Get your money’s worth,” he whispers against your lips, his smirk widening as he watches you.

With urgency, you begin to tease the head of Billy’s cock with your thumb, tracing its ridges and veins as if mapping out every inch. Your other hand teases Billy’s shaft rhythmically, setting a pace that pleases both of you. The room fills with the sounds of your whimpers and his groans, a testament to the intense fulfillment coursing through your bodies.

At the same time, Derek’s hunger grows as he feasts on the throbbing between your legs, his skilled tongue and lips working together to bring you to the brink of ecstasy. His light whimpers echo throughout the small space, punctuating the air with his insatiable craving.

“You’d better be quiet if you don’t want to get caught,” Derek warns, concerned about someone hearing their explicit activities. With a swift motion, he yanks the belt tied around your neck, causing you to cry out in surprise and pain.

Your breath catches in your throat as the sudden pressure cuts off your oxygen flow. When he releases the hold, you gasp heavily.

“You liked that, huh?” he asks with a sinister smirk, reading your flushed cheeks and labored breathing.

“Maybe I should get you a collar so you don’t forget who you belong to.” His words carry an underlying threat as if claiming ownership over you. Without waiting for a verbal response, he stands up, towering over you menacingly.

Derek reaches out, grabbing your chin forcefully, tilting your head back so your eyes meet his. “Because you fucking belong to me, remember that.”

Despite the fear and uncertainty swirling within you, there’s also a strange thrill running through you at his possessiveness, causing you to let out a whine.

Your weak sound made Derek smirk in amusement. His teeth were barely visible. Then, he resumes to his past attitude.

“I’m tired of you bitching and moaning.” Derek said, “Get on your knees.” His command is firm, leaving no room for negotiation. You obey without question, kneeling before him and Billy. Their cocks are mere inches from your face, and the lines between reality and fantasy blur even further.

Their presence looms large over you; their virility and masculinity are intoxicating in this dimly lit room. Your mouth waters at the sight of their hardened members, yearning to taste them and to please them in any way possible.

Both men watch you intently, their eyes filled with expectation and fascination. You can practically see the thought process playing out in their minds: who will you serve first? Who will you satisfy last?

With a deep, shaky inhale, you lean forward, your lips brushing softly against the tip of Billy’s erect member. Your tongue darts out to taste the salty droplets of pre-cum glistening on its surface, savoring the flavor while your hand wraps firmly around Derek’s shaft, moving up and down with increasing speed, this motion is both a show of submission and a subtle act of rebellion, aiming to push him closer to the edge.

Derek’s moans increase in volume, his hips bucking involuntarily in response to your aggressive stroke as his eyes roll back. The pain of overstimulation mingles with satisfaction, creating a complex mix of emotions that only adds to the overall experience.

Meanwhile, Billy’s gaze is a mix of awe and hunger, his breath coming in quick, shallow gasps. The contrast between your two lovers couldn’t be more apparent—one nearing orgasm, the other waiting with bated panting for his chance. But Billy isn’t content with waiting; he wants to join in the action too.

Suddenly, he grabs the collar around your neck, tugging it firmly and forcing your mouth wide open to accept his entire length. You struggle to accommodate Billy’s girth, your throat adjusting to the invasion as best it can. Saliva drips from your chin, coating your neck and body as you fight to keep up with his demands.

“You know, for such a professional-looking host, you’re taking it like a fucking slut.”

You want to answer back at Billy’s words but, the sensation of being mouthful by his engorged member is overwhelming, but you refuse to give up. Determined to please both men, you focus on taking him deeper, and your efforts are rewarded by his low growls of approval. Meanwhile, Derek watches with a mix of jealousy and admiration, pulsating in anticipation as your strokes become sloppier on him.

“Touch yourself,” Billy commands. Without hesitation, you use your free left hand to explore your own body, mirroring the sensations he experiences.

Your eyes lock with his, reflecting your admiration for this astounding man standing before you, dominating and directing your every move.

Your fingers caress your sensitive skin, discovering the wetness left by Derek’s earlier attentions. You moan around Billy’s shaft, the sensation intensifying as you stroke yourself in sync with your mouth’s movements.

Billy’s eyes darken with desire, his grip on your ‘collar’ tightening slightly. “That’s it,” he encourages, spurring you on.

“Swallow every fucking drop,” he orders, his words sending a shiver down your spine. Sweat glistens on your brow, and your gasps come in ragged as you redouble your efforts, eager to satisfy him and prove your loyalty while you pleasure yourself and bob your head on Billy’s dick.

Derek watches hungrily, his length pulsating in your hand, as he impatiently awaits his turn. His grip on your hair tightens, demanding your attention. “Please!” he begs, his voice tinted with desperation. “Give it to me!”

Your eyes lock with Derek’s, and with a nod, you move towards him, ready to grant his wish. He quickly guides your mouth towards his member, and you eagerly obey, wrapping your lips around his dick, feeling him twitch in excitement at the first touch of your warm, wet mouth. His scent fills your nostrils, mingling with the musk of sex and sweat, creating an intoxicating blend.

“Fuck, you’re better than I imagined.” Derek cries out.

Billy watches the exchange as he searches for a condom among the scattered clothing on the floor. Once it’s located, he rolls it onto his shaft, preparing himself for what’s to come.

Moving behind you, he gently fingers your entrance, seeking silent consent. You pause momentarily, breaking contact with Derek’s length long enough to respond to Billy with a yes. As soon as your sentence ends, Derek responds by thrusting harder, face-fucking you relentlessly.

Your eyes water and tears stream down your face as his pace increases. In the meantime, Billy positions himself at your entrance. With a single confident thrust, he enters you, filling you up.

As he begins to thrust in and out of you, matching Derek’s pulls on your head, you lose track of time and space. All that exists is the combined sensation of two cocks inside you, stretching and filling you. The sounds of flesh slapping against flesh, grunts, and moans drowning the room, creating a primal symphony of desire and satisfaction.

Your hands grasp Derek’s thighs, your nails digging into them as your body aches. Sweat trickles down your forehead, staining your face, and you don’t care. Nothing matters but the sense of belonging to these two men.

Derek hisses at the sudden attack from your nails before he speaks. “I know I’m big, but you can take more than that,” Derek growls, forcing more of him into your mouth, attacking your throat mercilessly, while Billy picks up the pace, pounding into you faster and harder.

His thrusts became more erratic, his hips slamming against your ass with reckless abandon. You cry out, your voice hoarse from the constant stimulation, feeling your body tense up, preparing for your orgasm.

Just as you think you can’t handle it anymore, Billy pulls out suddenly, leaving you panting and empty. Before you can recover, he spits on your entrance, lubricating it again. Then, with one swift motion, he re-enters you, filling you up once more. His size stretches you wider than ever, causing you to scream in both agony and gratification.

“I love the sounds you make when I'm destroying you," Billy mumbles as he slaps your ass a few times before he speaks again. “So much better than the last person I was with.”

Derek, sensing your imminent climax, speeds up his pace even more. His thrusts become faster and harder, hitting your uvula. His movements are deliberate, designed to send you spiraling over the edge. Billy, aware of the approaching orgasm, matches Derek’s intensity. Together, they push you to your limits, each thrust bringing you closer to the peak.

The combination of their movements is too much to bear. Your body convulses, shaking uncontrollably as you near the edge. You cry out incoherently, your voice a mix of pleas and curses. Finally, it happens. A wave of pure bliss washes over you, starting from your core and radiating outward. Your muscles clenched around Billy’s cock, which came undone, Derek following right after as you swallowed him entirely.

For a moment, all three of you remain frozen in time, basking in the afterglow of your shared orgasm. Sweat covers your body, mixing with the evidence of your passions and dedication.

Then, Derek proceeds to pick you up, ensuring you’re okay and still able to walk, as Billy quickly goes to dress up again.

“Wanna do aftercare?” Derek asks. This is different; this isn’t the usual Derek you’re accustomed to, but there’s something special about him at this moment.

“I’d love to,” you reply, unable to resist his newfound vulnerability. For a brief moment, you both stare at Billy, unsure whether to include the stranger in this intimate moment. But he speaks up, breaking the silence.

“I’m fine; I need to go anyway.” And with that, Billy abandons the room, leaving the two of you alone together.

Now it’s just the two of you, stripped bare emotionally and physically. You look at each other, unsure of how to proceed. Should you clean up? Talk about what happened. Or simply cuddle and rest in each other’s arms?

“That was weird,” Derek says, slightly confused by Billy’s sudden departure but dismissing it. He’s glad that the two of you are alone now.

“Get dressed up. We’ll go back to my place, and...” As Derek reaches for his pants, they feel unusually light. You exchange a confused glance, picking up your clothes and finding them similarly lacking.

Realization dawns on you both—your wallets are gone. It seems Billy took advantage of the situation to steal from you when you guys thought he was looking for a condom earlier on. You share a look of disbelief.

“Fucking Billy,” you mutter.

Hope you guys liked it, it’s my first time writing this sort of thing but I wanted to write something special for having 100+ followers 🫶🏻 Thank you so much for reading my stuff! (If you only want to see my smut writing consider following my side blog @xxxcherryerim where I reblog my work!)

tags: @freak-accident419 (hand in marriage, NOW /j) @joshhutchersonsgf @joshfutturman @jhutchismyl0verb0y @lile6969 @savvyotakuqueen

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