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Jack gets the text around nine. “Bored.”
He smirks to himself, sends a thumbs up emoji in response and showers.
Dressed in comfy black pants and a simple white t-shirt that shows off his arms and clings to his built frame just right, he takes the short drive to Sugar & Spice, the high end BDSM club at which he likes to look for casual company, where he knows most of the other regulars on a first name basis.
The entry fee paid, he makes his way to the bar to have a late Saturday evening coffee.
Surveying the clean, dimly lit bar room, he spots a few couples sitting together to enjoy a drink before they head to the rooms in the back that have all the gear for rent, the sauna, or go home and have some fun there after coming here for inspiration.
Jack expects to have to wander the open swinger rooms to find somebody willing to come with him, using his good reputation in the scene to work his silver tongue magic.
What he doesn’t expect is you showing up in a skintight little something, black and blood red lace from your chest to the middle of your bare thighs, heels that make you a few inches taller.
“Evening, Doc,” you greet him in a saccharine tone, sliding into the seat next to him, crossing your legs atop the cushioned barstool, “on the prowl again?”
“Evening, love. Indeed I am. You busy?” he asks casually, taking a sip of his rich, delicious coffee. The drinks here are almost as good as the entertainment and the company.
“Nope. Nothing to do. I’m actually quite bored,” you sigh, elbow on the bar, resting your chin in your palm.
Jack sizes you up, takes in the soft curves of your body that he’s already familiar with, licks his lips, then quickly looks up into your eyes again.
“Got my friend Robby waiting for me to bring someone home. Interested in a repeat of last time? He’d be so happy to see you again,” he offers, giving you a genuine smile.
You return his smile in kind, pretending to have to consider the offer, finally nodding.
Jack’s elated at your answer, smiles even wider and orders you a cocktail of your choice.
You spend some time just talking, catching up; he tells you about work, the stress, the long hours. Needing to take the edge off after a long week. You tell him about your own job, similarly stressful.
“And your shitty ex, he hasn’t tried to contact you again?” he checks in curiously as you sip on the delicious, fruity drink through the sturdy pressed cardboard straw.
“No, he’s left me alone now. Thank you for… for setting him straight on the phone. You didn’t have to do that. But I appreciate it.”
Once you’ve both finished your drinks, you link your arms together and head out, picking up your coat at the wardrobe on your way.
He holds open the passenger door of his reliable hybrid Toyota for you, ever the gentleman, and you give him a kiss on the cheek and slide your hand down his chest as you move to climb into the seat.
You’ve accompanied Jack several times before, only met his friend Robby once, but it was a very pleasant acquaintance to make, so you’re excited for what’s waiting for you.
When you’re sitting on Jack’s couch and he’s handed you some water, he texts Robby to come over. The affirmative response comes almost immediately, which tells him that his friend’s really eager to get this going.
“So… what are you craving tonight?” he asks you, scooting closer and putting his arm around your shoulders, absentmindedly toying with a strand of your hair and looking at you with simmering heat in his pretty, hazel eyes.
“Oh, I don’t know… the usual? Just wanna switch my brain off for a while. Let you two take care of me,” you flirt and steal a quick kiss, brushing your lips against his, “is that okay?”
“Of course it is. Always your choice. You know that, don’t you, sweet girl? You know you’re the one who’s really in charge here,” he purrs, runs his fingers through your hair and gently holds you close by the back of your neck.
As he leans in to mouth at your throat, slowly kissing his way to your ear, you melt into his touch with a shaky whimper and nod.
He’s just about to softly chastise you for not using your words when Robby rings the doorbell, and he gets up to let his friend in, giving him a quick, fraternal hug.
You stand up and follow Jack to the door, give Robby a quick kiss on the cheek and a light hug.
“So good to see you again,” you greet him, looking him up and down. He looks handsome in his sweater and casual pants, smells incredible too. Just like Jack.
“You too, sweetheart,” Robby says with a warm smile that makes a heat creep into your cheeks.
Over the next half hour or so, you sit between the two men on Jack’s couch, let their little touches get to you, flirting back and kissing them more and more needily.
They seem so practiced and in tune, like they do this together all the time, know just what to say to make you blush and whimper just with words.
“You’re so beautiful,” Robby whispers, pawing at the plush of your thigh.
“Such a sweet little toy,” Jack purrs, hand on your waist inching up closer to your chest.
You melt into a puddle at their flattery and attention, soon letting them lead you to the bedroom.
It’s neat and tidy like always, fresh linen, an array of restraints and toys in the open storage cases in the corner.
“Pick your poison,” Jack says, gesturing toward his collection–this is always exciting.
You’re feeling more like pleasure and less like pain tonight, choose some silky red rope, a rechargable wand and the waterproof blanket folded neatly on top of the case.
Jack spreads the blanket over the bed and you slip out of your heels, turning your back to Robby.
“Help me with the zipper, big guy?”
Robby steps close to you, presses a series of kisses along your bare shoulder as he unzips your little dress, deliberately taking his time, teasing and letting his warm, minty breath fan across your shoulders.
His beard tickles your skin, makes a pleasant shiver run through you and coaxes a soft little gasp from your lips.
Jack winks at you as he takes his own shirt off. That always has a magnetic effect on you–you need to put your hands on him, as long as you still have freedom of movement.
A moment later, you’re standing sandwiched between the two doms, Robby’s hands on your bare hips, Jack’s cupping your tits, thumbs ghosting over your nipples–your dress pooling around your ankles and your bra discarded.
“Lay down for us, pet,” Jack purrs, can tell that Robby needs to put his mouth on you elsewhere by the way he keeps pressing noisy, wet kisses to your shoulders.
He takes his shoes, prosthetic and pants off as he gets into bed with you, sits back against the headboard and lays you down with your back pressed to his chest.
The way he lets his hands wander from your hips over your stomach and your breasts, featherlight touches to your soft skin, has you relaxing into him quickly with a quiet hum.
Both of you watch as Robby undresses to his boxer briefs, makes a show of unbuckling his belt, remembering you telling him last time that the sound of the metallic clinking makes your mouth water.
“Nnnnn,” you whine as Jack toys with your sensitive nipples again, more and more intense touches, making you soak your flimsy little panties and seek friction by rubbing your thighs together.
“She’s misbehaving,” Robby points out, and Jack clicks his tongue in disapproval.
“Sorry,” you apologize breathily–and then you squeak as Robby crawls over you, yanks your underwear down your legs with a chuckle and lifts your feet over Jack’s knees, who spreads your thighs apart, exposing your drooling pussy to his friend.
“Do you need to be tied up already? Or can you be a good girl and let Robby take care of you first?” Jack asks, pinching your nipples between his thumbs and forefingers, rolling them, making you moan, “Don’t you want him to kiss your pretty little pussy?”
“Yes–I’ll be good, I promise,” you pant, placing your hands on Jack’s thighs to each side of you, drawing shapes across his soft skin, light colored, soft smattering of hair tickling your fingertips.
“Ohh, she promises,” Robby says teasingly as he settles on his stomach and rubs his big, warm hands in wide circles over your inner thighs, from your knees to the apex, tickling the crease of your hip, “We’ll see if you can keep it this time, hm?”
As he traces the tip of his index finger along your labia, slow and careful to avoid touching your clit for now, he keeps his big brown eyes fixed on your face and watches you begin to lose it already.
He’s so frustratingly close to where you want him to touch you, makes you want to grab his wrist and plant his hand right there, but you know you have to be patient, know it’ll pay off in the end, just like last time.
Jack keeps toying with your nipples and petting your chest and arms, pressing kisses to your cheek, temple and the side of your neck, noses at your ear and nips at the sensitive skin below, driving you to the brink of your patience faltering as you slowly get taut like a bowstring.
Finally, when Robby has you gasping and whimpering with need, subtly circling your hips to chase his touch, he gives in and drags his knuckle through your folds, discovers how wet you are by now, pussy drooling all over his fingers as he starts to draw tight circles around your clit.
“Hnnnnn,” you whine quietly at all the overwhelming sensations, Jack’s touches and kisses and his strong arms keeping you in place, Robby’s hand softly petting your inner thigh and his two fingers spreading your slick all over your cunt.
“Such a pretty little pussy,” Robby purrs, leaning in without warning to flatten his tongue against your pink, sensitive flesh. His fingers keep your pussy spread open like a book with an unbroken spine, fresh from the store.
He groans as he gives you a long lick from your entrance to your clit, tasting your sweetness and drinking you down, repeating the motion and deepening it into a filthy kiss, starting to make out with your cunt.
His beard tickles you, scratches your tender skin just right, adding to the dizzying combination of sensations they both provide with their skilled hands and mouths.
“That’s a good girl… yeah, let him eat you just like that. Feels good?” Jack asks in a whisper by your ear, sending a pleasant shiver through your body and drawing a whimper from your slightly open mouth as you nod.
This time, when you don’t use your words, Jack pinches your nipples a little more harshly and clicks his tongue in disapproval again.
“Need to tell us in your own words, sweetheart, remember?” he coos as you moan, Robby now sucking on your puffy clit, flicking his tongue against the bud, then licking through your folds again.
“Sorry; nnngh, yeah–feels so good, Jack, he’s so good,” you respond, gasping when his tight grip on your nipples eases up and he moves on to draw gentle circles around the pebbled peaks of your soft tits and knead the weight of them in his hands.
“Attagirl. There you go–yeah, that’s it.”
You get a bit louder with each passing minute that Robby’s diving between your legs, devouring you, his voice vibrating against your clit as he responds to each of your pretty moans with a sound of his own, grinding his clothed cock against the mattress.
You feel two fingers teasing your entrance and steel yourself for the intensity of what’s about to happen, but you still gasp and make a surprised little sound when Robby pushes them inside you, your copious slick making it easy for him.
The way he curls them immediately to massage your g-spot, having no issue whatsoever to remember where it’s located inside your quivering hole, makes you mewl pathetically and dig your nails into Jack’s thighs, who winces and groans into your ear with approval.
Robby continues to eat your pussy like it sustains him, noisy and greedy as he works you up and up and up until you reach the edge–and then some, making you tumble over and catching you with his open mouth and hands, keeping you safe and guiding you through every wave of your climax.
“Ohhh, mmmnnh; yeah–yes, ohh my god, thank you,” you moan obscenely, holding on to Jack’s forearms now as he wraps himself around you and holds you tight, hums with his face pressed against the side of yours, his cock throbbing against your lower back.
Robby never lets up–not until you’re finished and safely back down on the ground, your first high of the night having passed. He peels away from you with a few more soft pecks to your pulsing clit, gently pulling his fingers out of your cunt and licking them clean.
The two doms work together then; Jack slips away from behind you to lay you down on your back and they tie your wrists together and to the headboard above the pillow you’ve melted into, then bend your knees to your chest and fix them in place with a few practiced loops and knots, leaving you helplessly subjected to them.
But you trust them. Primarily Jack, whom you’ve known for a long time now, and by extension his friend Robby too. They would never do anything to hurt you, to violate your trust or boundaries, and you feel completely safe and respected in their presence.
You have a system to easily let them know when you want to stop completely or take a break, regroup, figure something else out entirely. There’s nothing weighing on your mind when you test the restraints and find that they’re holding up.
The soft rope slung around your legs to keep them folded, spread apart with a loop around under the bed, you’re now reduced to nothing more than a plaything, fixed into place, held safely in their trustworthy, open hands.
“Is that okay, you’re not in pain or uncomfortable, sweet girl?” Jack asks, checking if you have enough wiggle room so the rope doesn’t cut off your circulation as he sits beside you on the comfortable bed.
“Yeah, it’s okay, I’m good,” you answer, giving him a soft smile, your face flushed as you look back and forth between Jack and his friend, who now hands him the wand.
Jack gets on his knees between your spread legs, laying the wand down on your chest as he taps your drenched, swollen clit with the weight of his thick shaft, letting it come down in a few heavy slaps that have you tugging at the rope binding your wrists and gasping for air.
“Nnngh, you need it badly, don’t you?” Jack asks in a low voice, laced with desire, slowly rocking against you and letting the underside of his cock slide through your slick, keeping a grip on the base as Robby reaches into the drawer of the bedside table and passes him a condom.
You nod again, remembering just in time to add a quiet little whisper of “Yes, I need it-” and watch as he rips open the wrapper and rolls the condom down over his cock like he’s done it plenty of times before.
Robby meanwhile comes to kneel beside your head, slowly stroking his own cock, his impressive girth demanding your attention almost as much as Jack is as he notches himself at your entrance and slowly inches inside, feeding the entirety of his shaft into the warm, welcoming embrace of your walls.
The sound he makes as he’s finally flush with you, completely buried inside you and making you feel so full you think you might burst, is beyond arousing. A rough little groan, turning you on even more than you already are just from watching him.
Robby puts his free hand on your cheek and drags the pad of his thumb across the seam of your lips, tugging your bottom one down and pressing the digit into your wet, hot mouth, grunting thickly with approval as you turn your face toward him, focus your big, needy eyes on him and suck.
Just as Jack starts to move inside you–slowly pulling out almost all the way only to press in again, over and over, starting to fuck you tenderly–Robby scoots closer and replaces his thumb with the head of his cock, smearing your saliva all over your lips.
“Open up,” he purrs softly, pressing down on your chin with his spit slick thumb, making you open wide to let him in, interrupting the filthy moan escaping you as Jack hits a spot particularly deep inside your cunt, making your thighs tremble slightly.
Your cheek pressed against your arm, mouth open and lips suctioned around Robby’s cock, you let him thrust shallowly, gradually conquering more ground and working himself deeper down, to the back of your throat.
You want to focus on the feeling of Jack fucking you as he picks up his pace with soft little grunts and the sexiest look of deep pleasure on his handsome face, but Robby demands your attention, keeps your head in place with a firm grip in your hair until he’s slowly fucking your throat.
The feeling is overwhelming, being stuffed so completely full at both ends, firm, masculine hands and skillfully fastened ropes keeping you locked in place like that’s where you belong, but that’s all nothing compared to when Jack grabs the wand off your chest and clicks it on, the anticipation of the added pleasure almost too much to handle by itself.
Robby pulls out and gives you a moment to breathe and prepare yourself; you bat your lashes at him and give him a grateful look, which is quickly wiped off your face when Jack holds the head of the wand against your mound, just above your overstimulated clit, close enough to make you feel the vibration a little bit.
“Ohhh–fuck,” you moan and curse, lifting your head to look down at Jack, his broad hand holding the shaft of the toy firmly in his hand as he dips it lower, getting it slick with your juices and finally circling your clit with it.
Slow, agonizing loops around the throbbing bud have you clenching around his cock as he continues to fuck you, drawing a loud, filthy sound from you that almost makes his rhythm waver–almost.
It’s fucking torture, watching the handsome, muscular, older doctor between your legs take you apart with ease, feeling all the nerve endings in your cunt stimulated perfectly, inside and out, but thankfully it’s not one of those nights where he requires you to ask for permission to cum.
“Mmmnn, aaahh, ooohh,” you moan as he builds you up to your second climax of the night, effortless, stuffing you so full of his cock that you can barely breathe and pressing the vibrating toy tighter against your clit, increasing the intensity with a single click of a button at the side.
Robby just watches, enraptured with the sight of you convulsing and straining against the rope keeping you in place, stroking his cock with slow twists of his wrist and losing soft little grunts.
“Yeah, give it to her,” he tells Jack, who throws him a smirk and promptly fucks you a little faster still, harder too, making you cry out as you fall over the edge and gush all over his cock.
He’s used to this, and Robby’s seen it too, the way you let go for Jack when he’s got you pinned in place like this with a toy torturing your sensitive clit and his cock damn near hammering your cervix–your warm, liquid release flows out of you in a soft, steady trickle and you soak the safety blanket underneath you.
The sound of Jack pounding you gets incredibly wet in the process, filthy and loud, just like his aroused groan as he watches you cream all over him, relentlessly fucking you through it.
Menace that he is, he just keeps going even after you’ve stopped cumming, keeping you on the edge and turning up the vibration even more, until you’re sobbing with the overwhelming pleasure that’s almost too much.
“Holy shit, Jack,” Robby comments, watching still, running his hand gently through your hair, given up on pleasuring himself for now, “you’re gonna make her cry.”
“That’s–nngh, that’s the goal,” Jack groans, gives you a wink and a devilish smirk, “Don’t worry, she loves it. Don’t you, baby?”
“Y-yeeah, I love it, Ifuckingloveit, mmmnnh-”
Robby seems satisfied with that answer, sits back on his heels and looks back and forth between your face, as you actually do shed some thick tears among your sobs, and what his friend’s doing to you between your legs.
Your third orgasm comes soon after, not exactly unexpected but you’re not quite prepared for it either; it hits you pretty hard initially, but the warm, pleasant waves of it rolling through your body are less intense than the previous two, which is natural for the third climax in such a short time.
Jack fucks you through it roughly, heavy thrusts followed by a handful of slower, deeper ones accompanied by a guttural groan as he follows you over the edge, spilling into the condom as he’s buried deep inside you and the vibrator stays in place against the side of your clit.
He switches the thing off finally when he’s finished, out of breath as he falls forward and covers you with his weight, grabbing your face in his hand and kissing you greedily, tasting Robby on your tongue but not giving a fuck.
“Such a good girl; yeah, you are… want some more? Yeah, you want Robby next, huh? Greedy little slut,” Jack teases, nipping at your lip and your chin, leaving a big, wet smooch on your throat before he pulls out, tosses his condom into the bin and switches places with his taller friend, who’s more than ready to get balls deep inside your fucked out hole next.
“Give me a color,” Robby asks as he holds up the wand; you’ve barely recovered, are still intensely overstimulated and whimpering after what Jack gave to you, so you shake your head and breathe a quiet “Yellow.”
“Alright, keeping it here for now,” Robby says, dropping the toy next to you within reach. Jack sits beside and pets you gently, caresses your skin with featherlight touches, keeping you in the moment and making you feel cared for and loved, exactly what you need through the final round of the night.
“Be nice to her,” Jack tells Robby, more in jest than earnestly, leans down to kiss you some more, stroking your cheek and loving on you as his friend presses his thumb against your clit and draws circles around it, making you whine.
Jack only breaks the kiss to hand Robby a condom–team work’s important to both of them–which quickly makes it into place on his cock, a size bigger than Jack’s.
“Let’s give her some room to stretch,” the younger dom says, making the decision to loosen the rope around your legs, proceeding to massage your knees gently as you plant your feet on the mattress, then lets you stretch them out all spread apart to accommodate Robby still.
You’re grateful for the freedom, but you’re a well behaved toy, so you stay still for Robby anyway as he scoots close and lifts your thighs over his, kneeling at your center and pressing his thick, blunt cockhead into your stretched, dripping cunt.
He groans thickly just like Jack did when he entered you before–the tight squeeze and heat of your walls must feel fucking divine to them, sent from the heavens, soft and welcoming.
You moan with him, quickly reminded of how stuffed and full to the limit Robby’s cock makes you feel, a pleasure that’s indescribable radiating out from your cunt through your entire body, has you whimpering and panting as he lets you get used to it.
It takes him a moment to feed the entirety of his shaft into your waiting hole, stretches your walls around him as Jack watches and gently pets your hair and face and continues to pepper little kisses all over.
“That’s a good little fucktoy… yeah, there you go, let him use you, hmm? That’s what you want, baby?” Jack whispers into your ear and you nod again; he lets it slide this time, knowing you’re already overwhelmed, just keeps being gentle with you.
Robby thinks he’s let you adjust for long enough after a minute and begins to move just like Jack, slowly at first and gradually increasing his pace. He rolls his hips a little less smoothly, more abrupt and harsh and selfish, but it feels fucking amazing, draws obscene moans from your lips, which Jack swiftly kisses away and muffles in his mouth.
He’s always so sweet with you on nights like this, when you’re not in the mood for punishment, when you just need to be taken care of. You think he might be your favorite out of all the men you’ve ever gone home with from the Sugar and Spice–no, he definitely is.
You drown a long, filthy moan in his kisses as Robby picks up his pace and fucks you properly, low little grunts and thick groans falling from his lips as he grabs your ankles and lifts them over his shoulders, keeps your legs hugged close to his chest and gives it to you.
Fastened wrists keep you in place above and his firm hold around your legs gives him leverage to let you bounce against him with the force of his powerful thrusts, fucking you senseless quickly so you have to turn away from Jack to breathe and cry out freely.
“O-oohhh fuck; ohh yeah, yes, yesyesyes, fuck me,” you mewl, adding a squeaky little “Green; so fucking green!” when Robby holds up the wand again with a sick smirk.
He immediately chooses a high intensity as he tucks the head of the toy between your thighs, crossing your legs over his chest, both feet on one shoulder. The friction feels incredible, it’s everywhere, the vibration sending little shockwaves through you, making you almost instantly fall apart on Robby’s thick cock as he rams it inside your greedy pussy.
It doesn’t take him long to follow; he tosses the toy aside pretty much as soon as your walls cease to clench so tightly around him that it makes him growl, fucks you hard and fast as he chases his own climax, reaching it inside you and spilling his load into the condom with a handful more deep thrusts.
The sound of your pretty moans and his low groans combining with the wet slap of his hips colliding with you one last time fills the room, and then there’s just your heavy breathing as he lets your legs down and gently pulls out of you.
He discards his condom all tied with a single knot in the same bin where Jack’s already sits, so much cum you would have loved to feel running out of you–but you’re used to Jack wanting to be exceptionally safe, so you quickly forget about it, especially when he unties your wrists and you’re once again tucked against him.
Robby goes to get cleaned up and grab some water for all three of you, returning from the bathroom with a warm, wet washcloth and cleaning you up, your slick and puddle of your cum having you all sticky and wet.
Jack slips his residual leg into his prosthetic and takes care of the waterproof blanket while you go and pee, tosses it into the laundry and returns with a protein bar for each of you.
You all rehydrate wordlessly, munching on your little midnight snack, sated and relaxed, fucked out and exhausted–blissful.
Robby kisses you softly just before he gets dressed again and Jack pulls you back into his arms, tucking you in with him under the blankets.
“Good night, Robinavitch,” Jack hums as you rest your head on his chest, turning your face and giving Robby a happy little smile.
“Good night, you two… see you soon, darling; I hope.”
“Night, handsome-”
He leaves then, finds his way out the door and drives home while you stay with Jack, enjoying his warmth and comforting presence, his gentle touches and soft kisses as he guides you back down to earth, stays by your side even after you get all sleepy and your limbs get heavy, eyes falling shut.
“You wanna stay over, love? Get some sleep, it’s okay. My favorite girl.”
“Hnnn, my favorite guy.”