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The Gambler, part 2.

Fandom: JoJo’s Bizarre Adventure

Paring: Joseph Joestar x fem! reader x Caesar Zeppeli

CW: 18+(minors & ageless blogs will be blocked), NSFW, smut, sugar daddy scenario, age gap (mid 20's reader, SDC aged Joseph& Caesar), mild power imbalance, mild misogynist language, 3some, exhibitionism

Summary: You and Joseph meet up with one of his oldest friends on a trip to Vegas. You never thought you would see Joseph lose a bet.

Part 1

Part 3 Part 4🎃

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The rhythmic rumble of the jet engine purred against the side of your head. The glare of the sunrise shining off the wing of the plane hit just right, burning lightly onto your closed eyelids, forcing you awake. You shielded your eyes with your hand as you rose from your sleeping position; slumped over against the wall next to the little window, and rolled your neck. Damn, even in a business class seat I still sleep like I’m jammed in economy. The soft pillow that was supposed to rest behind your head rested on the floor by your feet, next to the complimentary cashmere blanket that you must have flung off in your restless sleep. You picked up the items, feeling a knot in your shoulder as you did.

Sleeping on planes was not a preference of yours, but according to Joseph, hopping on this red-eye from New York to Vegas was necessary. He had some kind of business meeting later that morning; something about selling a few of his properties, but he convinced you to join him for the weekend by promising a stay at a luxury hotel with a spa package. You agreed happily, of course, not that you needed any kind of convincing to spend time with him, but it would help make up for the plane ride, which Joseph knew you hated.

You were shook from your intrusive thoughts by the snarl that was Joseph’s snore, looking over at his bulk sleeping peacefully in his seat, head tilted back with his mouth slightly agape. You couldn’t help but giggle at the sight of him, your handsome and strong “boyfriend” lulled in a state that few must have seen him in.

Boyfriend, thinking that word made you cringe inwardly, even though that was what he was really. Such a casual and immature title like that could not come close to describing your relationship with the man sleeping beside you. When you had blurted that phrase out to him a few months ago, he had laughed; not at you per say, but at the fact that he felt “too old” to be called such a thing. After that he had decided to teasingly call you “baby-girl”, which never failed to make your heart twist into a knot of conflict. You knew he was mostly teasing when he said it, mostly. Regardless, you promised yourself to never admit to him that there was a part of you that liked being called that, but only because he was the one doing it. For the most part, he called you “his lady”, and he was “your man”, your Joseph. It always made you smile, to think of him holding you, praising you for just being the person that you were, looking down at your smaller figure that fit perfectly in his large arms.

A loud yawn from the older man rose over the buzzing of the engines, stirring a few of the other passengers for a single moment. He stretched, cracking his back as he turned his hazy gaze over to you, smiling warmly.

“Did I wake you?” You asked in a soft voice, more conscious than he of the other sleeping people around you.

“Nah, ‘don worry about it, dalrin’,” he slurred while rubbing his tired eyes, stretching an arm around your smaller shoulders and leaning to kiss the top of your head. “Man, I slept like a rock.” He glanced at his Rolex on his other arm. “Not too much longer now, about an hour and change. Did you sleep well?”

“Not really,” you whispered, leaning further into him.

“Really? I’m sorry darling. I thought for sure these seats would be comfy enough for you to get a good night's sleep.”

“Don’t be sorry, please,” you cooed while smiling up at him. “These are the best seats I’ve ever had the opportunity to try and sleep in. Sure beats economy class. I just don’t sleep well on airplanes.”

“I know I know,” Joseph drawled, reaching over to pull the shade on the window down. “You can’t blame me for trying though. I feel bad enough draggin’ you on this red-eye with me.”

“Well, that hotel better be worth it,” you teased, making Joseph laugh softly above you. You noticed then where his eyes had drifted after he leaned back in his seat. His green eyes peered down to where your top had shifted in your sleep, revealing the edge of your bralette. Joseph’s curious fingers found their way to your cleavage, poking inside the fabric and peaking at your nipple.

“Didn’t want to wear the new bra I got you in New York?” He whispered, grazing a gloved finger over the sensitive bud, watching it stiffen from his teasing.

“Joseph—” trying to not moan while you shooed his hand away. “I wanted to wear something more comfortable, you know, for the airplane. I’m saving that other one for when we go out to dinner.” He smirked at your comment, no doubt imagining your breasts nearly spilling out of the bra, barely concealed by a low cut dress. His hands wormed their way back under your shirt, bypassing the bralette and giving the hardened bud a quick squeeze, making you squeak. “Joseph,” you huffed, looking around to see if your noise had woken anyone up. “N-not here.”

“Why not, sweetheart? Everyone is still asleep. They won’t even notice, as long as you're nice and quiet.” He attempted to slide a hand beneath your yoga pants; from a brand that was too expensive to have gotten such a common garment from, but despite your own arousal you halted him.

“Not now, everyone is going to wake up soon. Can you wait until we get to the hotel?” He pulled back with a disappointed look in his eyes, removing his hands and returning to his former position.

“Whatever you want, you’ve already got me all hard though,” you glanced down to the tent in his pants.

“I didn’t do a thing,” you giggled, giving him a playful shove.

“I can’t help if I have a natural reaction to a gorgeous woman, any man would if he got a peek at you have hidden underneath those clothes.” You were about to scold him again, but a flight attendant poked her head over the crest of Joseph’s seat. She offered hot coffee and a breakfast option, to which Joseph accepted the hot drink and was about to decline the food before you spoke up.

“Actually, I’ll have coffee and some breakfast too, please.”

“Of course ,miss! Here’s the a-la-carte menu, give me a ring when you have decided!” She handed you the menu, followed by two cups of coffee with a handful of cream and sugar packets. Joseph tore open only one of the sugars, setting the others next to your tray, since he preferred his coffee black.

“Are you sure you want to order something on the plane? I’m sure the hotel will still be serving breakfast when we get there, probably much better than whatever they have here,” he asked, blowing cooling breaths on his coffee before taking a sip.

“I know, but I’ve never had food from the business class menu before. I mean, there’s even eggs benedict on here!” You excitedly pointed to the plethora of options on the tiny laminated menu, making the man beside you laugh loudly. A splash of the hot drink landed on his shirt, making him jump and strain to hold back a hushed scream.

“Hot-t, ow!” It was your turn to hold back a loud cackle, your heart beating fast in your chest from bliss. He was a lot older than you, but he still had such a wonderful goofy, youthful side to him that never failed to lift your spirits. You were sure that even if he didn’t have his wealth, you could have still swept you off your feet, and you would still be just as happy with him as you were now.

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The hotel bed you laid on was like what you imagined a cloud would feel like, so soft it felt like you were floating as you drifted off to sleep. Normally you would have done your best to stay up while Joseph attended his meetings, but the moment your head hit the pillow was the moment you realized how tired you truly were. By the time you woke, the neon lights of Vegas were already beginning to decorate the view from the large window.

“Someone slept well,” Joseph’s hand rests tenderly on your waist, as he sits on the edge of the bed and leans down over you. His eyes are tired, but his smile is gentle and warm. He leans down to kiss you softly on your lips, lingering just long enough to make you want more, raising your body with his as he pulls away. “How long were you out, darling?” He brushes his fingers over an indent on your cheek from being pressed into the pillow for so long.

“Um, I think I fell asleep right after you left…” you say sleepily, taking a moment to stretch out your legs and curl your toes.

“Jeez, that long? You didn’t even go to the spa?” Joseph looks at you with mostly sincere concern in his eyes. “I’m the old man here, I thought you young people were supposed to have more energy,” he teases. You yawn loudly, playfully hitting him while stretching your arms over your head.

“At least I don’t snore with my mouth open,” you tease back with a smirk. He chuckles, taking your joke on the chin, like he always does. “By the way, how were your meetings?”

“As boring as always, nothing new, just a bunch of old people talking number’s until someone throws in the towel and gives up the sale.” He rises from the bed, walking over to the closet where his evening clothes were waiting, already hung up from this morning.

“Was it a good sale at least?” You never had much interest in Joseph’s business; trying to think about all the complications of real estate investment always made your head hurt, but you knew he appreciated what little interest you tried to have.

“Yes, indeed. I dare say that we’ve earned the right to celebrate!” He laughs jovially, beginning to disrobe and catching your eyes admiring his toned back.

“We? I didn’t have anything to do with the sale.”

“Yeah yeah, but there’s no point in celebrating alone.” He walks back over to you, shirtless with his slacks still on. You smile up at him with your heavy lidded eyes, feeling warmth radiating up through your chest from between your legs. Joseph leans down and ghosts his lips over your earlobe, whiskers tickling the delicate skin as he whispers.

“You know what the best way to celebrate a big win is?” You feel a silver roll down your spine as your lips part to answer his seemingly obvious question. But as your breath leaves your lips, you feel something drop into your lap. Your eyes dart down to see a fat stack of $100 bills resting on your thighs.

“Casino!” Joseph shouts, with a wild gin splitting his face open. You stare up at him, a bit dumb founded, sure that he was trying to initiate a heated session of love-making just a moment ago.

“You’re going to gamble tonight? What about dinner?” you ask, trying not to sound upset.

“We are still doing dinner, we’ll just go to the casino after. It’s been a while since I last got to wet my whistle at the card tables. That huge sale gave me an extra flow of cash, now I'm feeling lucky.” Joseph picks up the sack of bills and jokingly fans himself with them, winking at you while he does it. He stops when he sees your unsure expression. “What’s that face for, sweetheart?”

“Nothing, I’m fine.” You knew in your heart that Joseph had not meant to deny your flirtations, but you couldn’t help the sinking of your heart when he had accidentally rejected you. You had barely seen him all day; not that that was his fault either, and now he was talking about gambling after your dinner date as if that's what he was truly excited about instead.

“I know you’re not the biggest fan of the casinos,” he started to say, reaching his hand over to tilt your chin up to look at him, “but I promise I’ll make it fun for you.”

“Promise? Like for real?” You stick your bottom lip out in an overdramatic puppy pout.

“Of course, darling. Besides, I still need to see you in that new bra I got ‘ya.” Joseph blows a wolf whistle and begins to tear off the paper band around the stack of money. With a heartily laugh he makes a show of flicking the bills at you, while you play along and start to move your body around seductively, catching a bill or two and stuffing them in your sleep shorts. “No doubt I'm gonna have to chase off a few dogs tonight, they’ll get one look at you and howl. But darling, oh baby-girl, you’re all mine.”

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After dinner, the two of you popped into Joseph’s favorite casino, and as he promised you were having fun. Thankfully, it wasn’t your first time at such a place, so you knew somewhat to expect. Since you started dating Joseph, he has made an effort to teach you the ropes of playing cards, and you were getting somewhat of a handle on things. Texas hold’em was the game you had the best handle on so far. You knew there was no way you would ever be as good as Joseph, it was like he was born to gamble. He had a knack for lying just right though his teeth, his opponents were none the wiser. For every hand he lost, he would win the next three or four and walk away with half the pot, as if the loss was all part of his bluff. His ability to manipulate the table had made you nervous at first, if he was so good at bluffing then did that mean he was capable of deceiving you too? Your fears were always quelled, as he never let you go time and time again, using his winnings to take you on more lavish vacations and purchase you more gifts. You always tried to insist that you didn’t need anything else besides his company, but elegantly wrapped gift boxes of jewelry and designer shoes always made their way to your door. To you, the look on Joseph’s face when he saw you wearing his gifts was always worth more than the monetary value of the gifts themselves.

A few hours in, you found yourselves at a roulette table. Both of you had a few drinks in your system, not enough to be drunk, but enough for a pleasant buzz that was making you more prone to giggle fits than usual. You were draping yourself over Joseph’s shoulders, running your hands over his bare arms, revealed by his rolled up sleeves. You honestly didn’t understand why he ever wore a jacket anywhere, considering he always seemed to discard it at some point during the evening. You didn’t mind, you preferred to see as much of his body as possible, and you didn’t care about the wandering eyes of anyone else. As you were whispering sweet nothings into Joseph’s ear, you saw someone approaching out of the corner of your eye.

“Ah, still throwing your money away with these foolish games,” the man spoke in a thick italian accent, “or did they finally kick you from the black-jack tables for counting cards, il mio amico?” You and Joseph turned your attention to the speaker, a familiar face framed by blond hair turned nearly white from aging gracefully. He smiled down at you both amorously, with sparkling green eyes and a face framed by wispy blond whiskers.

“Oh, and why haven't they kicked you to the curb, friend? Don’t they know you’re not here to play cards, just pick up desperate girls? Eh, Caesar?” The men stared each other down, brows furrowed from resentment. Only for the two to break into simultaneous chest rumbling laughter, with Joseph standing to take the other man’s hand into his own for a firm handshake.

“Caesar old friend, what brings you all the way to the city that never sleeps? Trying to find yourself another wife?” He pats his old companion on the shoulder, being a bit rough on purpose, as was usual.

“No, mi amico, just a short trip away for leisure.” Caesar turns away from the other man and towards you, holding out his hand. “Wonderful to see you again as well, signorina.” You give him a bashful smile, and take his hand. His lips press gently to your knuckles, before clasping his hands over yours. “How is it that you become more radiant each time I see you. Is this buffoon still treating you well, cara mia?” You giggle and pull away, always feeling a bit awkward by Caesar’s flirting, though you chalked it up to his age and perhaps some cultural differences. It was clear that part of the reason he did it was to get on Joseph’s nerves, but you could never quite shake the feeling that he wouldn’t hesitate to scoop you up from under Joseph’s nose if given the chance. And though you tried to shove your intrusive thoughts aside, you knew that if it wasn’t for your loyalty to Joseph, it would be incredibly difficult to resist the charms of this man. He was handsome, much in the same way Joseph was; around the same age as well, but he had more of an elegance about him, less rough around the edges. And that accent of his, it never failed to bring heat to your cheeks. You understood why the man had been married a few times, and a small army of children.

“Yes, she’s very well taken care of,” Joseph said while pushing Caesar’s hands away from you, wrapping his own arm around your smaller shoulders. “Now if you’ll excuse us, we were in the middle of something?” Joseph sits down, pulling you flush to his side, letting his hand drift down to where your waist meets the swell of your ass. He shoots a glare at the other man, a clear warning to watch how friendly he was with you, his lady.

“Oh? Mind if I sit for a round or two then?” The italian slides a handful of bills to the dealer, getting a stack of chips in exchange. He takes a seat on the other side of Joseph, tossing a few chips onto one of the number slots. Your man scoffs at his gesture, taking a larger amount of chips and tossing them onto a number of the opposing color.

“Fine by me, friend. I can always do with some extra cash, don’t think I mind taking it from you of all people.” Caesar crosses his legs, side eyeing you and Joseph with a smug grin painted on his face.

“We will see about that, won’t we.”

“You’re on, asshole.” Joseph says while giving you a tight squeeze. Then all your eyes are on the roulette wheel as it begins to spin.

The wheel spins, the ball is let loose in the bowl, all faces around the table are focused and silent. As it slows to a stop, the dealer calls out “4 black.” Joseph hugs you to him and pumps his fist, one win for him.

“Ha, that’s what I’m talking about.” He nudges Caesar with his arm as the winning pot is pushed over in front of him. “Try all you want Cae, but I’ve got my good luck charm with me tonight.” He kisses you loudly, as a show of dominance, giving you a playful smack on his ass that makes you jump.

“Joseph!” You feel embrassessed, but laugh along regardless. He leans into your neck and whispers.

“Couldn’t help myself babe. Man, I gotta get you some diamonds for this. You always make me feel lucky.” Your heart flutters in your chest, hugging Joseph to you tighter, not caring about the narrowed eyes of Caesar darting in your direction. Your embrace relaxes when the dealer calls for the next round of bets. Joseph slides his chips onto the same slot, Caesar does the same.

The wheel spins again, and the ball travels around the bowl. As it rolls around, Caesar leans over to Joseph. “Since you’re feeling so lucky, mi amico, why don’t we make a much more tempting bet?” Joseph scoffs at his friend before responding with a confident drawl.

“Like what?”

“You know, we’ve discussed it before.” Joseph quirks a bushy eyebrow at him, looking confused. The other man whisper’s something inaudible into Joseph’s ear, something that makes his eyes go wide.

“Tch, fine. You’re on Caesarino,” Joseph chides, punching him in the arm playfully. “Prepare to eat those words.” What did he say, you question in your head. What kind of bet would they be discussing beforehand? Joseph’s eyes are now trained back on the spinning wheel. He takes a nervous gulp as the ball slots into one of the numbers, a bead of sweat running down his face as it creeks to a stop.

“13 Red,” the dealer calls out. It’s right on the money for Caesar.

“You gotta be kidding me!’ Joseph shouts, making you and the other people around the table jump in surprise. Caesar cackles to himself, collecting his chips before standing up.

“Bad luck, friend?” He mocks, looking down at Joseph seething with rage. He locks eyes with you and gives you a sly smile as you give Joseph a pat on the shoulder to calm him down. “No need to be such a sore loser now, Joseph,” he teases, giving the both of you a knowing wink. “Come now, let’s go somewhere for a chat.”

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You cling to Joseph’s large arm as the three of you walk through the casino floor, arriving at a dimly lit club/cocktail bar and taking a seat together at a small booth near the back. Pink and purple neon lights are the only thing illuminating the space, with the exception of the bar counter itself, backlit by the tall wall of expensive liquors. The table in front of you has a small lamp with a blue light bulb, providing just enough light to see a small tapas menu with a list of specialty cocktails resting on a black tablecloth. As you sit down, you note the position you had been put into. Joseph and Caesar flank you on both sides, the booth barely able to fit you and the two muscular older men.

“What do you drink, signorina?” Caesar asks, producing his wallet from his trousers.

“Oh, um, anything really. I guess I like wine?” He smiles down at you in a devilish way, rubbing his chin.

“Very well, my choice for the lady then. I’ll go order our drinks for us, mi perdoni.” He rises from the table and makes his way over to the bar, leaving you and Joseph alone for a moment. You place your hand on his arm again, peering up into his eyes, narrowed with concern.

“Joseph, is everything ok? You look upset?” He stays motionless, staring off in the direction of Caesar at the bar, leaning against it while he waits for the bartender to be available. What’s going on, is he mad that he lost that roulette round?

“(Y/N),” you are surprised that he used your name, rather than one of his favorite pet names. “Do you trust me?” You tilt your head at his question. Of course you trust him, he had never given you a reason not to. Where was this all coming from so suddenly?

“Yes, Joseph. Of course I do.” You comb your fingers through his coarse beard hair, urging him to turn his head to face you. “What’s this all about? You’re acting strange all of a sudden. Please tell me, I won’t judge you, I promise. You can tell me anything.” He captures your hand in his, face relaxing into a warm smile. The colored lights of the club make his eyes look like they’re sparkling so handsomely. You feel safe beside him, leaning up to press a tender kiss on his lips. He breaks the kiss too soon, holding your chin still in his large hand as he moves his head to murmur close to your ear.

“I lost that bet, against Caesar. So, I need you to try something for me, if you can.” Your heart skips a beat, the mystery of Joseph’s words formulating in your mind. So the bet wasn’t about money? Then what was it all for, what is it that’s making him act so different?

“Try something? Like what?” you whisper back to him, not sure if you’re ready for the answer.

“Something that’s supposed to make you feel good,” he says breathlessly, before rustling around in his pockets for something. “Do you trust me?” he repeats, pressing a foreign object into your other palm, something smooth like silicone. You peel away from Joseph to inspect the new object, eyes going wide open seeing what it was he had given you.

“Is this,” your eyes dart around frantically, “is this a vibrator? Is this what the bet was about?”

“Yes, that perverted bastard got it in his head that I wouldn’t mind putting on a show for him,” Joseph huffs, glaring over at Caesar who was looking over his shoulder in your direction, that same devious smile splitting across his face. Joseph takes your face in both his hands, looking deeply into your eyes. “I want to make you feel good, that’s what I really want. I want to do it here, and look into that egotistical ass-hat’s eyes while I do it.” He sucks in a large breath through gritted teeth, straining to keep his dark arousal contained. “But if it’s too much, I’ll tell him to fuck off. I don’t want you to do something like this if you’re not interested.”

“Um, wow,” you said quietly, breaking away from Joseph’s intense stare to look at the small vibrator, turning it in your hands as you ponder. This was a situation you never thought you would find yourself in. You had the feeling that Joseph had a bit of an exhibitionism kink, from all the times he had tried to feel you up so bravely in public. Your mind flickered to the eager way his hand’s groped you on the plane earlier that day, just one incident from a dozen over the months you had been together. Part of you knew something like this was going to happen; wanted for it even, but in your lewdest of imaginary scenarios Caesar had not been a part of it. Your heart thumped wildly at the thought of it, two gorgeous older men drinking in your hushed moaning, watching your body writhe while you tried to avoid being seen. It was; though you didn’t want to admit it to yourself, making you wet just thinking about it.

“(Y/N), what are you thinking about?” Joseph asked, seeing your eyes begin to glaze over with a sense of neediness.

“Um,” you started to say, looking around the club again for wandering eyes you were sure must be on you. “Are you– I mean won’t people see us, see me?” Joseph let out a low chuckle and placed hand on your upper thigh, his mood clearly lifted from your seeming interest.

“It’s so dark in here I can barely see a few feet in front of me, and don’t say it’s because my eyes are old.” He hooked a thumb underneath the hem of your dress, massaging your thigh with it. “I won’t let a stranger see you, you have my word, darling,” he reassures, pecking you on your warm cheek. “So, do you want to try? Will you do this for me?” You bury your head in the crook of his shoulder, trying to make sense of the mess your mind is becoming. Do you want this? Pieces of your mind try to reason with you, tell you it’s too risky, too dirty to do something like this. With two men? Though your rational side does what it can to make you back out, you can feel the growing wetness between your thighs clouding your judgment. Do you want this...you know you do.

“Yeah, I’ll try it,” you breathe against Joseph’s collar bone. He groans and shifts his body when you answer, letting out a low growl as he takes the vibrator from you hand.

“That’s my girl,” he murmurs against your ear. You can feel his smile against your skin as he hurriedly hikes your dress up, pushing the vibrator into you gently, grinding himself against the booth seat when he feels that you’re already soaked. Part of the device sticks out, hovering just barely above your clit.

“Scusa, that took longer than I thought it would.” Caesar was now back over at the table, sliding into the booth next to you like nothing had happened.

“Where are the drinks?” Joseph asked in a husky voice, peeling away from you so that only his arm draped over your shoulders.

“They will be brought over, it seems the bar is backed up a bit.” His words made you shudder nervously. You hadn’t taken count of how many people exactly were in the club. Was there really that many people here?

“Tch, you just had to make this whole night harder, didn’t you?” Joseph feels around his in pocket again, withdrawing a small rectangular remote with three buttons, two arrows and red power button. He tosses it over you and Caesar catches it skillfully, winking at you as he stuffs it in his own pocket.

“Mi amico, don’t be so rude. It’s all in the name of fun.” He slides closer to you, looking down at you with dark eyes, pressing you comfortably between the two larger men. “You like to have fun, don’t you (Y/N)?” Before you can attempt to answer, the vibrator springs to life, stronger than you had though such a small device could be. You slap your hand over your mouth to stifle a gasp, squeezing your legs together tightly. Caesar laughs to himself, his arm moving against your torso slightly as he clicks the remote again. “Scusa, cara mia. I didn’t think it would start on such a high setting.” The vibrations slowed enough for you to relax your body, leaning back into the booth seat and letting out a breath you didn’t know you were holding. You had to remind yourself to close your mouth, for fear that your lewd acts would be too obvious to any onlookers. Joseph hummed next to you, pressing his side against you and letting the hand on your shoulder travel down slowly to the strap of your dress. His fingers wove underneath the strap, swiping delicately over the swell of your cleavage. Caesar nudged your knee with his, leaning in to whisper in your ear, burning from the thrill of your current position. “I bet you didn’t know, did you? That the man beside you could be so shameful, such a dirty old man asking a beautiful woman like you to act so dirty in a place like this?” His words are dripping with excitement, who knew his rivalry with Joseph would extend so far as this? But his breath felt so warm, prickling the sensitive skin of your neck sweetly, making you let a soft moan escape between your lips.

“You’re the shameful one,” Joseph groans lowly next to you, looking past you to settle his dangerous gape at Caesar. “Even I wouldn’t have come up with something like this by myself.” Through your racing mind, you see the way they look at one another. You see the neediness for each other as well as you hidden behind their eyes, neither man willing to say what they feel towards each other. Each unwilling to admit what was so clear from where you sat, breathing hot and heavy between their muscular bodies.

“C-Can you two, not tear each other apart over this, p-please,” you murmured, doing your best to keep your tone even with the vibrator pulsing inside you. “T-This is meant to be f-fun, right?” The men looked at each other, and nodded in tandem, turning their attention back to your squirming body between them.

“Forgive me, I didn’t mean to act so selfishly.” Caesar coos against your cheek, pecking it lightly.

“Yes darlin’, I’m sorry,” Joseph murmurs, craning his neck down to look at your thighs clenched together, trembling ever so subtly. “How are you feeling?” You can only manage muffled “yes” before Joseph is working his hand between your legs and prying them apart, eyes trained on the mess you’re quickly making of the seat underneath you.

“Mmm, deliziosa,” Caesar groans, your face feeling far too hot from both men’s gazes glued to between your legs. Then they move themselves upright suddenly, making you moan out of frustration before you see a waitress approaching your table with a tray of drinks. You hurriedly shuffle to straighten yourself out, pressing your thighs back together in an effort to act as normal as you can.

The waitress sets the drinks down on the table, what looks like whisky and a flute of sparkling wine for you. You mumble a soft “thank you” along with the men beside you.

“Can I get you anything else?” As you reach to grab your glass to taste the drink, you feel the vibrator’s pulse increase dramatically, letting out a small gasp when the sensation hits you like a truck. Caesar cracks a falsely innocent smile in your direction as you struggle to stay in control of your body.

“Did you say something, signorina?” He teases, clicking the remote until the pulsing is almost too much to bear. The waitress turns her attention to you, waiting for a response. That bastard, is he trying to get us caught? You swallow thickly, gritting your teeth as you speak.

“No thank you, I’m fine,” you say curtly, feeling a little bad for unintentionally sounding so angry with the waitress. But she just shrugs, and walks back towards the bar. Caesar lets out a laugh that shakes the table, raising his drink to his lips with a snide smirk.

“My my, are you usually so short with wait-staff?” Joseph rolls his eyes at his friend, taking a sip of his own drink. You want to chastise the italian for almost outing your scheme, but the pulsing in your core makes you bow your head to the table, body shaking like a tree in a windstorm. Stars are dancing in the corners of your vision, your jaw lulled open as you pant uncontrollably. Oh god, oh god, I’m going to cum right now, you scream internally. You clench the table cloth and grind your hips into the seat, not bothering to care about the mess you’ve already made, body tensing as you prepare for your release.

“Ah ah, not yet,” Caesar croons, before clicking the remote once again, making the sweet vibrations cease entirely.

“Ah, why, you asshole!” you grunt, instinctively slapping your hand against Caesar’s chest as you collapse back against the seat, your body quivering violently from your orgasm being cruelly torn away from you. The impact of your hand makes Caesar cough, and that makes Joseph cackle loudly, slapping his own hand on the table and he cries laughing.

“Ha, you can’t say you didn’t deserve that Caesar, after that stunt you just tried to pull,” Joseph says, whipping a tear from his eye. You huff, grabbing your drink and taking a large gulp out of annoyance, glaring in Caesar’s direction.

“No need to be so mean, cara mia,” he says, whipping his mouth from the cough.

“Mean? Me? You’re the one who–” you start to scold him, but just then the lights in the club drop even lower, shrouding the whole space in near total darkness. Loud music starts to boom from the speakers above your head. Various couples you hadn’t noticed rise front their seats and floor the dance floor near the bar, none of them wise to the activities being performed at your table. In an instant, Caesar ducks below the table, his body completely cloaked by the black table cloth. “What are you doing–” your question is proven pointless when you feel the man’s large hand on your thighs, the cold metal of his rings making you squeak in surprise. His fingers find their way around your panties, moving them to the side, now coated in your slick. You squeeze your eyes shut as the vibrator is pulled from you, replaced quickly by two of his fingers. Joseph takes this as an opportunity to snake his wandering hands under your clothes, groping your flesh wantonly and pushing the tent in his pants against you.

You’re darting your eyes around the darkened room in a hazy panic, sure that someone must be watching you, but through the soft glow of the colored lights you see only silhouettes of moving bodies. The light from the bar is shielded by their shadows, the music drowning out the sounds of your haggard moaning. It’s as if no one else even knows you’re there, tucked away in the back of the club with two men manipulating your body. Joseph murmurs something you can’t quite hear.

“W-Wha, did you say something?” You can barely form sentences in your wallowed state, legs shaking as you feel Caesar’s tongue prodding your sopping entrance from underneath the table.

“I said, relax,” Joseph grunts, lips mashed against your ear lobe. “No one can see what’s going on, you're safe with us.” You take his suggestion to heart, sinking into the plush seats of the booth and widening the spread of your legs with a heaving sigh. You can feel Caesar smiling at your acceptance, dragging his tongue painfully slow all the way up from the base of your slit. Joseph rushes to unfacine your bra, tossing it to the side before capturing your mouth in a feverish kiss. You’re moaning into each other's open mouths while he massages your breasts with one hand, unbuttoning his pants with the other. You bite Joseph’s lip as you feel the other man’s wet tongue flick over your swollen clit. He has his arms wrapped around your thighs now, making it impossible to squeeze them around his head like your body is telling you to.

“God, if I had known you would be this sexy in this position,” Joseph huskily whispers, “I would have asked you to do this much sooner.” He palms his fully erect cock headily, giving your hair a gentle tug towards his crotch. It doesn’t feel natural for your body to twist in the way you're forcing it too, bending at the waist while your legs are held open, but you happily do it to take Joseph’s cock into your mouth. He tosses his head back when you close your lips around the head, swirling your tongue around and gulping down the taste of his pre-cum with a greedy suck. You open your eyes to peak at Caesar under the table, meeting your hungry gaze as he thrusts his tongue inside you. Joseph growls like a wild animal when you mewl around his length, bravely bobbing your head until the head of his cock jabs the back of your throat.

“God damn it, you’re amazing,” he gasps, watching you devour him like you’re starving. You release his cock from your mouth so that you can say something, but Joseph is grabbing you roughly by your waist, pulling you out of Caesar’s vice grip easily. “Come here, baby-girl,” you don’t have time to scold him for using that pet name, because before you can even open your mouth he places you into his lap, spearing you with his cock in a single motion.

“J-Joseph!” You scream, feeling your walls easily stretch around him like a perfect sleeve. He rakes his teeth across your neck, smiling from your lack of shame as his cock twitches inside you.

“Like hell I’m going to let Caesar be the one to make you cum,” he grumbles against your neck, keeping himself still for only a moment before lifting your body up and slamming you back down. You try to cover your mouth with your hand but it is snatched by Caesar, who is emerging from underneath the table, the mess of arousal dripping down his chin. He laps it up with a few quick swipes of his tongue as he takes his seat back down next to you, wrapping your hand around his cock, that you hadn’t noticed was already poking out from his pants. The thought that someone could see you in your fucked out state doesn’t cross you mind anymore, lost in the feeling of Joseph impaling you on his cock while you eagerly pump Caesar’s length. He hums lowly as you peel back the foreskin, drinking in the sight of the swollen head with your glazed over eyes. With your thumb you spread a thick bead of pre cum around it, your jaw lulled open, continuously gasping from the pressure of Joseph pushing against your cervix roughly.

“Don’t stop, cara mia,” Caesar coos, grabbing your agape jaw and petting your tongue with his own. Your eyes roll back in your head from the rush, the taste of your own slick mixed with saliva, making a shiver roll through your whole body. Joseph yanks your head backwards to take your mouth, groaning at the lingering essence of you and Caesar left on your lips.

You can feel Joseph’s pace increase, you match it with your hand, the three of you inhaling each other’s moans and hot breaths. The two men panting out your name can’t keep their hands off you, squeezing and caressing every bit of flesh available to them. You aren’t sure if they notice they’re lips grazing over the other’s as your bodies writhe in tandem, but you do. The sight was enough to push you near the edge of sanity, tensing up suddenly as you fell to pieces in their arms.

“I-I can’t,” you moan out, feeling your body begin to tense up. “I c-can’t go any longer, I want to cum, please,” you beg, your body feeling like you might burst without warning. Joseph reaches down to rub your clit in hasty circles, making you grip Caesar so tight that he arches his body into yours, pressing your breasts flush against his hard chest.

“Then cum, darling. Cum for us.” Joseph sends a familiar ripple of energy through your body, sending you over the edge, letting out a silent scream as your release gushed around him. The ripple traveled through your hand around Caesar’s cock, making him groan through a clenched jaw, swiftly painting your hand with thick ropes of cum. Joseph cries out your name as he bursts inside you, filling you up to the point that you can feel his hot seed leak out onto his slacks, making a complete mess of plush seats beneath your quivering bodies.

“W-Wow, oh my god,” you gasp, swallowing as much air as you can while white spots dance in the corners of your vision. I can’t believe I– we just did that.

Your body goes limp from exhaustion, staring to fall forward onto the table. You were caught by the steady arms of Joseph and Caesar together, both men sharing a look of pride. They pull your slack body back against the seat between them, Joseph grabbing your useless bra and stuffing it into his pocket. Caesar wipes the sweat from his brow with a pale blue handkerchief, before using the cloth to wipe his release from your hand. Joseph does the same, but tenderly pats at the remaining mix of fluids beginning to stain the hem of your dress.

“Well, (Y/N), was that fun?” the italian man says, handing you your forgotten drink while he picks up his own.

“It was...fun, more so than I was expecting” you say while your body starts to regain a bit of strength. You rub your eyes while Joseph gives you a gentle kiss on the top of your head.

“You did amazing, darling. I have no words to describe how hot that was,” he murmurs against your sweat soaked skin, nuzzling in the crook of your neck for a few peaceful moments. You press your lips against his forehead with a satisfied hum, while he whispers “thank you” against your cheek.

“Well, Caesar,” Joseph says while he reaches for his glass. “Does this make us square then?” The other man’s chest rumbles with quiet, tired laughter.

“I would say it does, mi amico. Though, I wouldn’t mind doing this again, at some other point in time.” This makes you laugh warmly. You raise your glass up, prompting the two men beside you to clink their glasses with yours. You all take a well deserved gulp, as you lean into Joseph’s waiting arms. You turn to Caesar and give him a sly wink.

“We’ll think about it.”

#old caesar

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