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It is five minutes until 6 o’clock on the dot and if there is one thing that Izzy Hands has in common with Stede Bonnet, it’s that they like to be punctual.
Ed and Jack are given ample time to get ready, and yet Izzy and Stede are still left waiting in the foyer for them to emerge. In tempo, Stede’s brogue dress shoe taps against the hardwood floor. Izzy’s is muted by the nice carpet that lines the front walkway, and they huff and wait with their arms crossed in tandem annoyance.
“We’re going to be late, ladies!” Stede checks his watch and shouts upstairs for the third time in seven minutes. “Any day now!”
“Keep your fuckin’ slacks on,” Jack’s voice travels from above the stairs, “or don’t— I know Iz won’t mind.”
“Funny,” Izzy gripes — he wouldn’t, is the problem. They’ve been planning this date for weeks; Stede has secured a reservation at a very nice restaurant with a very expensive menu and is hell bent on treating his partners to a nice dinner.
It is their first time out — this whole dynamic snowballed so quickly, and they amalgamated into one unit almost overnight, a dreadful realization came to one Stede Bonnet that not a single proper date has been shared between the four of them. And an atrocity such as this cannot stand, so—
Antrani’s. Six thirty. Dress to impress.
And god— when Ed emerges from the bedroom, both men at the foot of the staircase audibly gasp.
“Oh?” Ed sticks a tattooed leg out from the slit in her dress. “Is this impressive enough?”
The caveat with tonight is the heavy implication that the post-dinner activities are… intimate in nature.
It’s been three months of heavy petting in pairs; of stolen kisses and hands-down-pants, but nonetheless lots and lots of sexual tension. Sure, Jack has given Ed the most immaculate head known to man and Stede has heard gasps of pleasure from Izzy’s mouth as he fucks into him countlessly, but—
It’s separated, easy. There’s been no cannon boom of all four of them in a tangled mess of limbs and sweat, pleasure encasing them for a whole evening. With each pass around Izzy’s tie, thoughts swim. As Stede cuffs his links to his sleeves, his face heats.
Anticipation bubbles in an over-hot pot, and the pair of them are fit to fucking burst if they’re left waiting a minute longer. That same anticipation turns to annoyance, and is immediately satiated at the sight of Ed when she graces them.
Stede is speechless, mouth hanging open like he’s waiting for something to land on it. Izzy blinks, and he takes a long breath in to exhale a shaky, “Yeah— it’s good. You look…”
Next to him, Stede stutters a weak, “Wow.” It makes Ed smile, which seems to be enough for now.
Her hair slightly swishes as her head turns, expectantly looking at Jack from across the hallway. Posed atop the stairwell, she’s a marvel. Silk lilac sits against Ed’s skin like a second layer of herself, another page of Ed Teach, ready to be turned.
Or ripped off, if the flush on Stede’s face is anything to go by.
What they get from Ed seems to only be a precursor. It’s a warning, a caution; when Jack emerges from their bedroom, another level of awestruck throttles Izzy and Stede nearly to their knees.
Jack “I would rather be caught dead than in a dress” Rackham slips from their bedroom in a skin-tight number akin to Ed’s. Where Ed’s stops mid-calf with a slit, Jack’s goes to mid-thigh. She shows off her tanned, muscled legs from years of physical labor. The straps of both their dresses are thin, nearly slipping off their shoulders as they descend the stairs. Heels click rhythmically together as they giggle, talking to one another in hushed tones as they make their way downstairs to their waiting partners.
It’s obvious that the dress is Ed’s — Izzy knows that Jack couldn’t be paid to step into a boutique, let alone even try a dress on. He loves that about Jack — she feels comfortable in her own skin, that she doesn’t need to dress to impress anyone, nor conform to something she isn’t.
But—
Holy shit—
Jack seems to like being something else entirely, if only for one night.
The heart shape of the dress neckline shows off her cleavage perfectly. Her broad shoulders somehow aren’t broad enough, and the spaghetti strap slips from the edge just as she and Ed land on the ground floor. Jack’s hair is down, as it always is, but it’s obvious that a lot of care went into how she’s presenting herself tonight. Makeup gently accentuates her features; nothing too much, as Jack isn’t one to fuss with that kind of shit.
Ed is, though. And the thought of Ed carefully helping Jack into something more feminine for tonight — almost like she wants to seduce her partners, scandalous as it may be — has Izzy’s heart soaring and his cunt throbbing.
“Hey, Iz,” Jack says it so salaciously because of course she knows exactly what she’s doing. Coy as she may play it most of the time, Izzy knows when Jack knows — he knows when she can see right through him, when she’s got the command of the room.
Right now, Jack has the command of every single one of them.
Still, that bloody strap has fallen off her shoulder.
Izzy carefully reaches a hand out and slips his index finger underneath it. His eyes trail from where the red meets Jack’s tanned skin, over her collarbones to the pendant necklace that carefully rests just above the crease of her breasts. Izzy knows he’s blushing; he’s always been obsessed with Jack’s tits. Before he’s starkly reminded that Jack knows Izzy loves her tits (because Jack always knows— knowing Izzy is what Jack is best at, even), he brings his gaze up to see the red lipstick and the shape it takes as his partner smiles.
Carefully, still, Izzy pulls the strap back onto Jack’s shoulder. He lets his hand mold to her arm, slides it down to rest on her waist. Izzy can have this— he can touch her how he knows she likes (because one thing about Izzy, is that he likewise knows his girlfriend). His fingertips barely rest at the top of her ass, and Jack’s smile grows at the implication of Izzy’s desire from a single touch.
“Ready?” His voice is husky, and he can only spare a few seconds holding onto Jack’s gaze before he tears it to look at Ed. Ed, who is getting her arms into her coat with the assistance of Stede. As she shrugs it on, Stede wraps his arms around Ed’s waist to kiss her cheek and whisper something (probably filthy, by the teasing smile on her face) into her ear.
“Ready,” Jack answers for her; she pulls Izzy’s attention back to her gaze with a single finger on his chin. Izzy can’t stop the helpless way his face minutely contorts, showing his need for Jack’s attention. Eyes are wide, mouth is slightly open — he’s all hers, focus entirely caught in the single move of her finger to his skin. Her eyes, her touch— anything Izzy can get he wants. “You like the dress?”
Izzy’s other hand finds Jack’s hip, and he runs it up and down her side to feel the cool touch of the silk under his palm. Soon, it’s warm — Jack is warm all over, Izzy realizes.
And the blush on her cheeks isn’t from the makeup — she’s just as keyed up as the rest of them. It spurs Izzy on to touch her more; he’s almost possessive in how he squeezes her hips and has to keep himself at bay from biting a kiss into her long neck right then and there.
“Love it,” Izzy whispers, and he can play games, too. Izzy tilts up and presses a kiss to Jack’s cheek. Before he pulls away, before his hand that moves to the swell of her ass retreats, Izzy whispers, “Can’t wait to fuck you in it later.”
Jack can never lose the upper hand for long, so she retorts with a laugh. “If I knew a dress would get this reaction out of you, I’d have been wearing them the entire time.”
“Oh bullshit,” Ed laughs, and she’s leaning into Stede’s side as Jack gets her own coat on. “You’d rather be dead than in that any other day of the week, Jackie.”
“Good thing tonight is special then,” Jack slides her eyes from Ed’s to Stede’s who stares at her with his own desire clear on his face. “We’re not too late are we?”
Jesus, she knows exactly what she’s doing.
Stede gives her the tiniest smile as he moves to open the door for them, “As if a dinner reservation would have ever stopped you from stealing our attention.”
Jack laughs and leads their charge out the door and to the car.
The whole night, Jack’s foot has been inching up Stede’s pant leg from where they sit across one another. He knows these games, he’s played them himself. The first time he took Izzy out to dinner, he made sure to edge him the entire time—
This is different, though.
Because Ed is leaning into Izzy, definitely not as tipsy as she seems, and keeps giggling and whispering in his ear. There’s an energy surrounding all of them, and the heat under Stede’s collar is like a balloon ready to pop. He’s too hot, and then he’s cold at the retreat of Jack’s foot, only to be reminded of it all over again when the sensation returns and Jack inches higher.
Stede keeps his nonchalant gaze upon the dessert list, and hums to himself.
“See something good, Stede?” Jack’s leaning over the table, showing off her cleavage. The small pendant that Ed got her for her birthday dangles, catching in the light of the restaurant. Their booth is secluded, just as Izzy prefers, and Stede realizes something in this moment—
As Jack has very clearly been coming onto him all night, Stede wants to bend her over the table and make the entire restaurant (and Ed, and Izzy) watch him fuck her into next week. It’s almost a knee-jerk reaction, but a flame that’s been fed all night long by Jack’s small, innocent touches.
Stede slowly closes the menu, and keeps his eyes on hers. Mirth, as it always is, can be found in the kaleidoscope of Jack’s eyes. She really is beautiful, and Stede sees all the things he knows Ed and Izzy love about her in the small look that he shares with her. Ed knows how to work Stede, and it becomes increasingly clear that the flush on Izzy’s face is because Ed is sultry in her words, knowing exactly what to say to get Izzy riled up.
The way Jack does—
“You two are so clever,” when Stede says it casually, with a smile, it pulls Ed’s attention away from Izzy.
“What?” Ed darts her gaze to look at Jack, who only keeps her gentle smile on Stede.
“Oh come on,” she nudges Stede’s shin again. “It took you that long?”
“Well,” Stede lets himself drink in the sight of Jack’s willing body in front of him; her eyes, her breasts, the flirty smile she’s permanently shown him all night long. “I was a bit distracted.”
Izzy clears his throat and asks, “We’re about done, aren’t we?” One of his hands has disappeared under the table, and by the slow rise and fall of Ed’s chest, it doesn’t take much to figure out that it’s quite high on Ed’s inner thigh. If not higher.
Stede suddenly has the urge to drop his fork and plant his face between his girlfriend’s legs. Instead, he allows himself a deep breath.
Ed clocks it, though.
“Fuck,” Ed hisses. “We’re all on the edge, aren’t we?”
It breaks the ice enough for them all to share a laugh, and then Izzy does something with his fingers and Ed bites back a moan and Jack’s foot finds Stede’s crotch and—
“Anything for dessert?” Tom, their waiter, interrupts probably the best moment of the whole dinner. Stede quickly slams his credit card on the table and hands him the valet ticket to ask Tom, as politely as he can, to have the valet bring his car around immediately.
Their waiter disappears into the throngs of a busy restaurant, thankfully. Jack is relentless in her teasing, though, and it has Stede hot in every single inch of his skin.
“I was kind of looking forward to dessert, Stede,” she quips, and casts a smirk at Ed. “I know Eddie has such a sweet tooth— maybe we can find something for her to eat when we get home?”
Stede still has the pressure of Jack’s foot on his clothed cock— something that has him sweating— and he brings his fist to his mouth. Before he can bite down to stifle himself (in public, no less), Jack is quicker.
“You think I’m doing this so you can stay quiet?” Her whisper is a tease, and fucking hell— Stede is so dead. He can feel Ed and Izzy’s eyes on them; sure, Ed has done this before. It’s familiar, but not— fuck, not like this.
Jack continues, and her foot moves slightly as she does so, “Y’know, I never get to do this to Iz when we go out.” And Stede can hear the tiniest of whines from Izzy’s mouth; he’s turned into Ed’s neck and kisses her gently. It’s far gentler than Stede would be right now; he feels fucking feral.
Still, from across the table, Jack says, “Your cock feels good, Stede—”
“Jesus—”
Jack ignores him, and converses, “I haven’t had a cock in me in so long. God— Eddie was going on and on about how big you are. I can see why she’s gagging for it—”
“She is not—” Stede tries to defend Ed’s honor, but she’s quicker than him.
“Oh, I so am,” Ed says at the same time Jack says, “She abso-fucking-lutely is.”
“To be fair,” Izzy pipes up, being the only one out of him and Jack to have the pleasure of Stede’s cock inside him, “it’s a nice fucking cock, Stede.”
And it’s here, when Stede feels like his prick is going to burst out of his trousers, that Tom saunters back with their check and a please tip me well smile as if—
As if Stede isn’t getting a footjob under the table and Ed isn’t (probably) getting fingered and— well yeah, Stede was going to tip him well anyway. That was before Jack decided to jerk his cock over his pants with her foot.
“Let’s get you home,” Jack purrs, “and I can see what all the fuss is about for myself, okay?”
Stede has never driven this fast in his life. It’s a miracle they make it home when they do, because Ed’s hand has been moving up his thigh with every turn Stede makes, and he can feel the tension from the backseat as Izzy keeps his hand still between Jack’s thighs.
From the rearview, he keeps one eye on Jack and the other on the road.
Likewise, Jack keeps her eyes on Stede’s the whole ride.
When they get inside the house, they all carefully put their coats away. Ed and Jack make their way to the couch together, leaving their partners in the foyer with a thick air of promise surrounding them. Everything has been building up to tonight— all of them, together.
Fuck—
Stede grabs Izzy by the arm before they follow their girlfriends into the living room. They face each other, and Izzy lets himself be pulled in closer to Stede, sensing his anxiety.
“Are you sure—”
“Listen,” Izzy cuts him off before he can spiral (too late), “I know you’re probably nervous. And I know Jack puts on a big show, but seriously, your cock is all she’s been talking about for weeks—”
“That’s not helping!” Stede hisses.
“What I’m saying,” Izzy hisses back, likely being eavesdropped on, “is that you can’t disappoint, okay? If you’re worried, or you want to back out, we can— this whole night is about coming together and everyone being comfortable, so—” Izzy puts both his hands on Stede’s arms, leveling him, “if this is too much, say the word. But I guarantee you, it’s going to be fine.”
Stede inhales, exhales. He sees the serious lines in Izzy’s face, and he lets himself be calmed by Izzy’s demeanor.
“How are you so sure?” He has to ask, if only to hear Izzy’s conviction.
“Because,” Izzy gives him a small smile, “I know them— they’ve got something planned for us. Besides, Jack’s easy.”
Stede laughs, and then he’s brought back to reality. In the foyer again, with Izzy. And it’s like, in the flurry of desire, Stede forgets what he pieced together in the restaurant.
“Oh my god,” Stede feels so stupid, is so stupid and echoes Izzy’s words, “they’ve got something planned for us—”
“Yes!” Ed’s voice calls from the living room. “Now please finish your pep talk and come see what it is!”
God fucking dammit, Stede is so in love. And with this budding thing with new partners, he anticipates the new heights that his heart can reach when it comes to loving even more people. Finding more ways to fuel his adoration for Izzy and change his desire for Jack into something more concrete — in all the ways Stede thought they were different, they seem more and more alike, and that itches something else inside him.
There’s a snap to him; the pause on his body’s arousal has become very much unpaused at the reminder of who is waiting, of Izzy in front of him—
Izzy’s blush and the bite of his lip and the laugh lines that Stede now recognizes in his face.
“Fuck,” Stede whispers before he crowds Izzy against the wall with a firm hand planted overhead. Stede kisses him, and it’s fresh, yet old; the feel of Izzy’s tongue immediately asking for permission to lick into Stede’s mouth has lewd sounds pulling out of Stede (similar to how Izzy pulls at Stede— his tie is tight in Izzy’s fist as he yanks him lower for better access). Izzy opens himself so willingly for Stede now; a firm thigh slots between his parting legs and Stede holds his hip securely with the other hand to pull him closer. Their chests are flush, their mouths move together in synchronicity.
“What is taking—” Jack stops short in the doorway. Stede’s already popped the top three buttons of Izzy’s shirt and he’s curling those long fingers around Izzy’s neck, into Izzy’s hair.
For the first time in a while (when Stede reluctantly peels back from where he and Izzy are connected, and a tiny string of spit connects them, still), Jack Rackham is left bereft of words.
“Yeah, no,” she grins, “don’t stop on my account.” Her eyes seem to catch every single obvious notion of their matching arousal. Jack is calculated; with a clever bite to her red bottom lip, she leaves her eyes on Stede’s crotch — he’s still hard, straining against his slacks, trying to get as much friction from Izzy’s body as Izzy is trying to get from him. “Actually—” she looks around the corner and seems to have an unspoken conversation with Ed, still in the living room, “y’know what? Join us upstairs when you’re ready.”
A blink, and Jack is pulling Ed up the stairs and trying not to trip as they remain locked in a kiss.
“But—” Stede starts, but Izzy is quicker.
“Let them go,” he takes on that tone of voice, the one that has Stede’s knees buckling. “They’ll wait for us, love— c’mere.”
His fist is still tightly holding onto the tie, and in another gentle pull Izzy has his mouth back on Stede’s. Frantic kissing from before turns more gentle as Izzy simply luxuriates in the feeling of Stede’s lips against his, the quiet moan of his open mouth when he slips his tongue in again. Stede still rocks into him, and Izzy responds in kind — in the foyer of their home, they grope one another and rut like kids. Amped up and horny and—
“Fuck,” Izzy gasps. His hot mouth moves to suck at Stede’s neck. Laughter can be heard from the open door of the bedroom upstairs, and Izzy moans again. “You ever think about how hot they’d look together?”
“Quite literally all the time,” Stede laughs, and it turns into a breathy whimper as Izzy gets his hand over the front of his pants. “Israel—”
“I think I’m starting to lose it here,” Izzy sucks another kiss into Stede’s skin, and they break apart. For a brief moment, they take a breath to look into one another’s eyes (record the feast that wants to be devoured in the gaze, and the underlying adoration that is dormant at this moment, but ever-present).
“You don’t want to keep making out with me and see what happens?” Stede’s hand is still on Izzy’s hip, and the bastard pulls him in closer to feel the shiver that runs through Izzy at the shock of pleasure. When Izzy pushes Stede back, he’s pleased to find—
“Oh darling,” the small wet patch on his thigh has him groaning in delight, “already soaked for me?”
“Fuck off,” Izzy grabs his hand and pulls him towards the stairs, similar to how Jack brought Ed up mere minutes earlier.
Tumbling into their bedroom is a tale as old as time; clothes are discarded all over along with whatever Ed and Jack deemed unnecessary to keep wearing. Stede trips over a heel, but Izzy catches him by the waist and rights him — it’s with a kiss; his arms keep Stede in his orbit and away from falling as they frantically rid one another of their clothes through bitten kisses.
“Jesus,” Jack whispers from the bed, and the duo realize they interrupted something in the haste of their intimacy. “And I thought we were putting on a show.”
When they detach, Stede and Izzy find their partners posed as such:
Side-by-side, they both have their dresses shucked up above their hips. Jack’s is nearly to her tits, almost exposing them, and Ed’s is bunched to her waist — their legs are intertwined as they touch themselves together. Ed has two fingers inside herself, and Jack has been slowly circling her clit with a flat hand. Their lipstick is messy enough to indicate their own filthy kisses, and the way they’re posed currently has the other two at the end of the bed once again dumbstruck.
They’re stunning, they’re perfect— two of the luckiest men watching the insatiable sight of their partners pleasing themselves. Stede’s at Izzy’s back, flush against him with the firm reminder of his arousal. It’s a heady rush, all of it — Jack and Ed and Stede and fuck—
“I think,” Stede whispers in his ear, “I found our dessert tonight, Israel.”
There’s a good reason that the four of them haven’t engaged in sex yet— not like this, at least. Izzy and Ed are both more than happy to submit in bed, but are versatile at best. Stede is simply happy to be there most of the time, but his role is almost always the one in charge. That’s how it started, at least.
And Jack—
Jack has never been known to be good at taking orders. Not unless she’s got a gag in her mouth and is tied up to four posts.
This is something unbeknownst to Stede — which is why they work so well together. Authority comes from them easily, especially in the shake of Izzy’s knees and the heave of Ed’s chest. The two are ready to arrange themselves however Stede and Jack see fit. That’s the understanding, at least.
Jack has a different idea for tonight, though. While they all previously expressed interest in finally crossing this threshold together after dinner, Jack implanted a new idea in Ed’s head as they got ready earlier.
So, when Izzy crawls up the bed between Jack’s legs and Stede pulls Ed into a biting kiss by the cup of her jaw, there’s a game of dominance and submission that gets turned on its head.
Stede’s smart, he’s quick; he pulls back from kissing Ed to ask a question (to crack the code of what they have planned, but Ed is quicker). He doesn’t get a chance to ask about what's happening, about why Ed’s kisses taste the way they do, before he’s being hauled down onto the bed and embraced with fire and need and promise.
Jack lets it go on as normal for now, but she can feel Ed’s eyes on her while they makeout with their respective partners. Soon, Izzy and Stede are down to only their boxers. It’s a bit chaotic; Izzy still has one pantleg around his shin and Stede ripped a button of his dress shirt. Jack makes a point to stay clothed as long as possible with Ed, and soon their rearrangement takes place naturally—
In the throes of their kissing, their heavy petting, Jack has Izzy on his back. Ed straddles Stede, grinding against his cock and moaning onto Stede’s tongue. Lipstick kisses litter their partner’s features; when Jack pulls back to find Ed already leaning in to her, she gives another firm kiss to the mess of makeup on Ed’s lips.
Beneath them, all Izzy and Stede can do is watch. It’s the look on their faces that seals the deal, and it’s with the final flash of filthy tongue in their kiss when their partners clock it.
“Oh—” Stede gasps, “you both—” he looks at Izzy, who is equally shocked and aroused. “Did you know about this?”
“No!” Izzy has a lapful of Jack, who grinds down onto him again — it pulls a sharp cry from him, wet and sensitive and wanting. “They— Christ— how long have you two had those in?”
Jack and Ed pull apart with one final kiss; a dirty one that clearly shows the twin, silver tongue studs they’re wearing. They weren’t in earlier, especially not at dinner. Stede knows Ed has a piercing, but he’s never seen a stud in it. And Jack— maybe once or twice he’s seen a flash, but—
The sight of them kissing and the flash of metal in their mouths as they do so sends a new streak of hedonic want through the entire room, the tension so thick it’s unbearable.
“Iz, you remember that question I asked you about a week ago?” Jack directs her attention back to her partner; straddling him and running her hands all over Izzy’s chest.
Izzy moans, pulls Jack back down with no room for resistance and licks into her mouth again. He must feel the ball on her tongue, must have a deep need to taste it on his own. Ed’s kissing his chest, and with one swift move, Stede is pulling her back to feel the stud against his own tongue again.
“You asked—” Izzy pants against Jack’s mouth, “how good it would feel to get eaten out while wearing a piercing.”
“And what was the verdict we came to?” Jack looks to her right and sees Stede and Ed watching them with rapt attention.
There’s hardly any light in the bedroom; it mostly spills in from the en suite bathroom and hallway. The double doors of their bedroom are still wide open and backlighting Ed and Stede as they face and watch the other two. Their features are shadowed, but even in the low light Jack can see every inch of desire in the expressions they wear.
“Fucking incredible,” Izzy huffs a laugh, “but I don’t—”
“See I knew that it would feel great,” Jack interrupts. “I mean, I eat pussy like a champ, but—” she leaves her gaze on Ed, and matches the smile on the other’s face. “When I was telling Eddie about it earlier, we got to thinking. We know how good a tongue stud feels on Izzy, of course,” Jack slides her gaze to Stede’s wide-eyes, “but we’re not sure how good it’d feel on Stede’s cock.”
“Oh my god,” Stede gasps when Ed’s hand finds the elastic of his underwear. It’s a miracle his boxers are still on, and he quickly gets them off with Ed’s help.
That is, of course until Ed decides to move across the bed and trade places with Jack.
“I want to let you in on something,” Jack whispers it, but there’s no real point. Ed and Izzy are kissing, but they’re clearly listening to what she’s saying. “Eddie and I have a bet.”
“Do you?” Stede’s hands find the smooth silk of her dress, and the touch alone as Jack arching into him. “What’s that?”
“We want to know which feels better,” she lowers herself even more, brushing her lips against Stede’s, “Ed’s tongue on Iz, or my tongue on you?”
Ed leans back to flash a smile at Izzy. “We want to see who can come first,” she winks at Stede. “Whoever does, loses.”
No one seems to account for the possibility that none of them make it out of tonight alive, since Jack and Ed seem hell bent on killing them all in the hedonistic concupiscence. In motion, Jack and Stede roll together to build friction and slick between them— his cock slides against the wet front of her. They moan together, and Jack is on Stede’s mouth with renewed fervency.
Noise sounds from them all in discordance; Stede with a moan into Jack’s mouth as he slaps his hard cock against the wet echo of her cunt. Ed is circling a curious finger around Izzy’s own hole with the sounds of his wetness against Ed’s teasing finger.
“Okay, okay,” Izzy gasps against Ed’s mouth, “don’t you have a bet to win?”
“Pushy,” Jack mumbles, her kisses pressing into Stede’s jaw and neck with tongue and teeth. “‘S what I love about you, Iz, baby.” She feels the head of Stede’s cock on her entrance, feels the give of her body to open up for Stede and reprimands him on his eagerness. “You’re fuckin’ greedy, huh?”
Stede has her dress in bunches of his fists, and he pulls her closer with sheer strength, moving her pussy along his cock, “Yes,” it’s all he grunts as he moves Jack over the underside of his thick, hard shaft. “You— you’re so wet for me.”
"Don't get a big head," she gripes, and the double entrendre is there, but she's too caught up in the sex of it all to joke anymore. It takes every ounce of willpower to not sink down onto Bonnet’s insane cock (to prove his point and then some), and Jack should really be awarded for her restraint — ideally, with Bonnet’s cock, but—
She slinks her way down between his legs and watches from the corner of her eye as Ed mirrors her. Stede and Izzy are mostly bare (in all the ways that matter). Their partners both still have their dresses on, in a state of disarray one way or another. Jack has a whole idea of being bent over and railed in this thing, but she knows there’s plenty of time for that later.
Tonight is important, and she wants to make it memorable. With all the talk that she gives, there is a small thrum of nerves throughout her body. She’s excited, she’s fucking wet— she wants Stede’s cock in her and Ed’s cunt on her tongue and, shit.
“You going to watch me eat box all night or actually try to win this bet?” Ed asks her from where she’s been giving Izzy’s hole kitten licks; Jack realizes she’s been staring.
Heavy lids make her eyes droop as she fixes her attention back on Stede, his prick in front of her. She hasn’t sucked dick in a while, but she knows she’s no slouch. It’s like riding a bike… sort of. One of Stede’s hands finds its way into her long brown hair, bunching it up for her so sweetly so it doesn’t get in the way. Jack imagines how many times Stede has done this for Ed— the thought of Ed between Stede’s legs and the hard thrust of Stede’s hips as he fucks her throat and—
She distracts herself by teasing Stede, and that satiates her needs enough at the strangely pitched sound that he whines. Her lips suck along his length; not playing with the tongue stud just yet, but reminding him of what’s to come.
Ideally Stede, and ideally on her face. Jack has a thing for facials.
Unfortunately, she’s given Stede enough time to reboot his brain and get his mouth working again. As it’s their first time together, Jack isn’t aware of the utter filth one Stede Bonnet is known to espouse in the throes of passion.
She finds out, and her cunt throbs as he says the following:
“God, look at you,” Stede tightens his grip in her hair, and Jack’s eyes flutter. “I knew you’d look good with your lips on my cock, but fucking hell, Jaqueline—”
She moans; her full name doesn’t really do it for her (unless it’s Izzy, unless it’s a very specific fantasy that she rarely lets him enact wherein she wears heels to bed, much like tonight—). There’s something about the dry huskiness of Stede’s voice, the white in his beard, the precome that she suckles at. It’s the weight of him against her lips and the pleasure so evident on his face (she did that, she is about to take his cock and make him see god).
Stede picks up on it, and he pushes further.
“Come on, darling,” she finds herself submitting more and more under Stede’s gaze, beckoned by his words, “take me in your mouth, sweetheart. Show me how good that tongue feels.”
“Stede—” Izzy keeps it clipped; it turns quickly from a single syllable, short and to the point, to a high keening moan as Ed moves her tongue over Izzy’s entrance. Next to him, blond hair lolls to the side as Stede focuses on what Izzy’s trying to say to him. “You— you want to know something?”
A hand reaches out and finds Stede’s in the mess of sheets; Izzy must understand the wonders of Jack’s mouth so well that he’s trying everything to keep Stede’s attention on him. It’s easy to get distracted, especially when she wets Stede’s cock and makes the most obscene noises. Izzy has to fight for Stede’s attention, and he keeps it with Stede’s hand in his.
Dazed, Stede watches Izzy and it’s enough focus for Izzy to continue, “She’s got a certain kink—”
Jack doesn’t necessarily interrupt with “Iz,” but she makes a noise similar to it. Her lips move south, sucking on Stede’s balls (the stud making it’s debut, running lightly over the sensitive skin and Stede whimpers) and at the sound of Izzy’s voice, a secret within it, her attention is snapped to their conversation.
But, Izzy knows Jack well enough that if she doesn’t want him to say anything, she will put up a fight and tell him to knock it off. In the security of this bedroom, sheets and lowlight surrounding them, Jack stays transfixed between Stede’s legs.
“Tell me,” Stede’s eyes are fire. He brings Izzy’s hand up to his lips and gives it a chaste kiss, “and I just might have some special information to share about our darling Ed.”
Ed responds to this comment with her own sound, but it’s high and throaty in approval. She likes the attention, likes to be shared. Jack, though, seems less eager about what Izzy wants to whisper to Stede in the shroud of pleasure, tangled in bed together.
“Tell him, Jack,” Izzy elects to goad her, because he knows just how much the shame of it turns her on. “Tell Stede what you want.”
In protest, Jack whines with her lips teasing Stede’s cockhead, and Izzy isn’t having any of it.
“Don’t be a brat,” he says, and has to grip onto Ed’s mess of hair for dear life as she slips two fingers into Izzy’s wet heat. “Come on, love. Tell him what you’ve always— fuck, Ed— wanted.”
This whine is different from the first. Jack drops her head to rest on Stede’s naked thigh and croaks out a desperate, “I want your cock,” and she lifts her gaze up just enough to catch Stede’s watchful eye when she adds, “I want you to—“ they flicker to Izzy before Jack finishes her thought with, “ breed me.”
“Oh fucking Christ,” Stede can’t take it anymore; his knee-jerk reaction at the title has him jumping into action. He grabs the base of his cock and Jack’s chin at the same time. “You— you’ll get just that, sweetheart, c’mon. Open up.”
Stede squeezes her chin in his hand enough that she drops her mouth open, tongue flat and piercing shining in the little light they have in the room. It catches on the exterior light they have from the hallway; Stede sees it as a bullseye and slaps his hard prick against the silver stud. Her eyes roll back, groaning at the feeling of Stede using her mouth, and Stede pants in heady want at the feeling of the stud on the underside of his cock.
“That’s it, Angel,” Stede grunts. “Open up for me, be a good girl and let me fill you up. I know that’s what you want, I’ve got so much to give you.” Stede grips her hair tighter as he works her mouth, “What a tease you were tonight— should— should’ve bent you over and had you there in the restaurant, hm?”
“Jesus, Stede,” Izzy gasps. Stede sneaks a glance to see him nearly riding Ed’s face as she fucks him with two fingers and slides her tongue over Izzy’s clit.
“And look at you,” Stede says to Ed, ignoring the death grip Jack has on Stede’s thighs. “Ready to be used, aren’t you, Ed?” Ed moans onto Izzy’s pussy, and then Stede is directing his next words into Izzy’s ear as best as he can. “Now our dear Ed here has a fetish for objectification, as we know. But I recently discovered it goes a little deeper than that.”
A muffled “Stede” sounds out from between Izzy’s legs as Ed whines.
“Why don’t you go ahead and tell Izzy what you like, Dove?” Stede grins as he says it. He reaches up to brush those loose hairs that fall into Izzy’s eyes away and back, “What do you want to say, sweetheart? Tell him all the things you beg me for, what makes you wet. Let it out, Lovely.”
“What the fuck—” Izzy groans in pleasure, “who the fuck are you right now!?”
Ed pulls off Izzy’s cunt long enough to rasp a wet, sassy, “Daddy,” in the heat of it all. Izzy moans, and Ed licks a fat stripe over his hole again. “Like that, Iz? Wanna be my Daddy tonight?”
Izzy nods frantically, and Jack catches Stede’s attention again. She slaps his cock against her tongue before taking him in her mouth once more.
“Oh that—” Stede groans, “that’s it, fuck. Feels so good, Love.” She licks at him eagerly, gathering as much precome and drool back into her mouth as she can, only to sloppily bob her head back on his cock and make a mess again. “You make me feel so good, Jack. That slutty fucking tongue…” he drifts off into another moan as Jack shows her appreciation for the praise. The stud runs over the vein on his cock, and Stede jerks his hips further into her mouth.
Izzy moans beside Stede, and Ed laps at his cunt with an equal amount of vigor. She and Jack are battling it out, trying to get one to climax first, but Stede—
Stede is hell bent on not losing this bet, if only to bury deep inside Jack’s cunt for the first time. Stede craves it, and wants to feel the difference in each hole between Jack, Ed, and Izzy.
There’s a deep fantasy of fucking each of their holes one right after the other, but that’s a dream to bring up another time.
“Ed, I’m—” Izzy writhes, and he’s jerking his head back and forth so much that Stede thinks he’s going to grind a hole into the pillowcase. “I can’t— I’m going to—”
“Yeah, yeah,” Jack pops off Stede’s cock to goad him (to win), “come on, baby— come for Ed, sweetheart—”
“Shut—” Izzy grits his teeth, fists clutching at the sheets, “shut your mouth, Jack. Don’t say a word—”
“You don’t wanna come for me, Daddy? I’m trying so hard,” Ed is three fingers deep, sliding her piercing back and forth over Izzy’s clit. She feels the pulse of Izzy’s walls around her fingers, the throb of her cock under Ed’s insistent tongue. “Please,” she whispers, “come for me, Daddy— make you feel so good, I want you to come on my fingers.”
Even if it means a loss (and really, who is keeping track at this point? The game isn’t even important; Ed shows how little she cares about winning by the eager fingering on Izzy’s sensitive walls. An orgasm is a win either way, and her mouth is heaven), Ed doubles her efforts. The stud of her piercing flicks over Izzy’s clit with just enough pressure that he’s coming; a hand grips Ed’s hair and pulls her further into her cunt. Jack watches the motion, seeing Ed willfully be yanked closer and slips her tongue happily between Izzy’s lips and laps into her wet hole.
“Good, good, good— fuck,” Izzy chants. His hips rock up and down on Ed’s tongue as he starts to lose it; his body unwinds and tightens up three times over before he’s shouting pleasure into the muggy air of the bedroom. “Ed—” he clutches onto her face as he continues to ride, using the ball of Ed’s tongue piercing as a toy on his clit, “that’s it— fuck, you feel— your tongue—”
It’s incoherent nonsense, but Izzy goes from babbling to pure noise as he drags out a moan. Maybe it’s another orgasm, Ed can’t really tell if only one is ending or a second one begins (good for Iz either way). Ed keeps her fingers inside, tongue on his cock, still sliding in and out before Izzy’s cunt pulses — his muscles push Ed out of his body as he gushes. In a lower cry, he reaches out to grab the sheets in a desperate fist. Ed moans against him, the lower half of her face soaked. She pulls back, placing gentle kisses on Izzy’s thighs as the other still quakes and whimpers from the intensity of his orgasm.
“Well,” Ed declares, “guess we lost, sweetheart.” She pats Izzy’s thigh consolingly, but she doesn’t seem to beat up about it. She smiles, kissing the other naked parts of Izzy’s body as he comes down from the high.
“Jesus, Iz. You’re like a super soaker.” Jack laughs. At their obvious win of the bet, Jack is more than eager to execute the final phase of the plan. They won (she knew they’d win; Izzy’s pussy is so sensitive and Jack knows how Stede is a sore loser), so now she lurches up to kiss Stede full on and finally, finally—
Get that fucking monster cock inside her. Jack intends on coming three times tonight, two of which are due to the hard work of one Stede Bonnet’s prick.
“Romantic,” Stede mumbles against her mouth; his hands grip her hips as she rocks back and forth, his cock brushing the wet heart of her core. Jack responds with a throaty whine, gripping from behind herself to guide Stede’s cockhead through her folds.
“Hell yes,” she teases. “I’m very romantic.” Jack swivels her hips, teasing his tip with her own juice. Stede has to hold on tight, hissing and giving himself over to her hand. She jerks him at an awkward angle, and it only makes him more desperate to feel her tender heat wrapped around his length. “I think it’s very romantic of me,” she whispers, “to fuck down on your cock, Stede.”
“I agree—” Stede loosely gathers up her hair in one hand, holding tight onto the mass of fabric her unzipped dress pools, “I agree, Sweetheart, now let me— fuck, let me fuck you.”
“Yeah?” She teases him onto her hole again, but doesn’t sit down. “You wanna fuck me, Daddy?”
Ed’s been whispering into Izzy’s ear this whole time, still teasing the less sensitive parts of Izzy’s pussy, but Jack’s comment pulls them both out of the haze of private lust. They lick into one another’s mouths with a moan as Jack pulls Stede’s cock back and forth over her hole.
Stede is at his wits end, and decides to show as much. In an impressively aggressive move (and in no way, does this turn Jack on more and she does not moan at Stede’s brute force), he pulls her hips close as he shifts. Stede is on top of her, dress bunched up around her waist and pussy on display for him.
His hand finds her throat, and Stede leans in close to chastise her.
“I think,” he growls, “it’s romantic if I get you pregnant tonight, what do you think of that, Angel?” Jack moans and writhes under Stede, who presses up into her jawline tighter, starting to actually choke her with precision. Stede guides his cock in between her lips, pressing the tip in to show her how much she’ll have to take of him in girth. “Do you think they know you’re gagging for it? Are you going to beg for my come?”
Jack groans, a raspy, “Yes!” clawing its way out of her throat. Stede moves to release her, but she holds his wrist in place. Her eyes water slightly, and her other hand finds her clit easily. “Just—” she begs, “keep it right there.” Her voice is jagged, and Stede allows her this moment of pleasure as he keeps only the tip of himself just inside her hole.
Her fingers fly over her clit in a blur, and in a short time her eyes are rolling back into her skull with a groan. Stede keeps his hand in a gentle pressure on the column of her neck. There’s a familiar pulse of the cunt below him that tells Stede she’s using him for an orgasm, and it makes his balls ache. They’re full, heavy—
Ready to unload inside her and really put this kink to use. It takes no effort at all to slide home inside Jack. Buried to the hilt, joined with her as one cohesive unit. They both moan into the other’s mouth as they kiss again; Jack’s makeup smears on Stede’s face and he starts to fuck her in earnest.
“Can’t believe you just came from that alone,” Stede groans. “Christ— that was so— fuck, you’re insatiable.”
Jack laughs, dry and raspy and Stede pulls her in for another kiss. He’s flush to her, feeling every inch of her around his prick and it’s like coming home. It’s like Ed, like Izzy, but Stede knows the differences from the feeling of his dick alone. Izzy’s sensitive, Ed can take anything — Jack is a mystery to be discovered.
“Holy fuck,” Jack groans, “fill— fill me up just right, yeah, Stede?” Stede’s hand slips from her neck and plants itself by her head, and he leans down to moan into her ear again. “I want to feel you in my fucking thoughts— every time I close my eyes, I’m going to think about how f—fuck my pussy so well.”
“Oh, he can go harder than that,” Ed teases from beside them. She’s only a voice; Jack and Stede are too caught up in one another to focus on anything else other than the movement of in, out—
“Well c’mon then, Daddy,” Jack’s voice is wrecked, but it doesn’t make her any less of a brat, “show me what you got.”
Stede leans back, a mere shadow of the bashful man Jack once knew. He’s all muscle and hard lines now— he stares down at her with a pinch to his brow.
Then, he says, “Is that any way to speak to the father of your children?”
Jack laughs, but there’s no indication that Stede is joking. He squeezes her hips, and pulls her up and back onto his cock with force. She feels him in every part of her cunt— in her fucking stomach, in her lungs—
“I don’t appreciate that tone, Jacqueline,” his disapproval makes her writhe, as does his fat cock inside her. “I don’t think—” Stede thrusts with just about every ounce of power Jack didn’t know he possessed, she moves up the bed, clawing for the sheets to hold onto, but all she can do is be at Stede’s mercy, “I like your tone.” He thrusts again. “Nor do I appreciate,” and why is his voice, his towering figure, his damp fucking blond curls— why is it all doing it for her? “How little fucking work you do— do you have any idea how much effort I put in to breeding your cunt?”
“Stede—” Jack and Ed moan in unison, and from her periphery, it looks like Izzy is digging teeth marks into his fist.
“You hardly do any work— you just lay there and let me fuck your hole.” Stede squeezes her hips, pulls her onto his cock in a rhythm. “It’d be nice if you weren’t so fucking mouthy— god, who wants to breed a bitch?”
It’s so hot, it’s so degrading— Jack doesn’t realize she’s crying until the first sob breaks apart inside her mouth; half-cry, half-moan.
“I’m sorry!” She reaches for Stede, who gives her one hand and squeezes it in reassurance. She knows it’s a facade, but it doesn’t make it feel any less real. Which is the point— she wants this, and Stede knows as much. She cries again, “I— I’m sorry.”
“Go on,” Stede coos. “Cry for me, darling,” he smiles down at her, one hand now planted just below her stomach as he still fucks into her. “I want to hear you sob when I get you dripping with my come.”
Jack sobs, he screams with tears falling down her cheeks (her makeup with streaks of it running down, completely ruined with mascara that follows in black, watery streaks after). She’s a mess, she’s in pieces, but she’s made whole with every piercing word Stede says to her, and every unrelenting thrust he gives.
One hand grips the headboard so tight she thinks she might splinter it. Stede picks up the pace; he doesn’t thrust as deep as he does quick, and she thinks he might be close.
“You,” she gasps, catching Stede’s eye, “you gonna come?” She says it innocently, and Stede breaks the bravado and nods; his hair flaps, his chest is a sheen of sweat and a deep flush. “Please—” her voice is a broken noise, but Stede fixes his dark hazel eyes in her when she says it, “please, Stede— come inside me, come on.”
The bed moves with the force of it all, and one look over at Ed and Izzy, they see why it’s suddenly amped up even more. Ed is on top of him, Izzy’s slacks are back on and Ed is riding his thigh. Her hair is bunched into one of Izzy’s fists and he pulls; Ed grinds down onto him and uses the fine material of his slacks as a toy to jerk off on. There’s gentle whimpers from Ed and a deep, rumbling from Izzy as he goads her into an orgasm. Izzy praises her, begs her to get him all wet with her come—
“I want to think of your gorgeous cunt every time I get dressed for work, Eddie,” he says it so desperately, like he’s ready to come again from the mere pressure of Ed’s pussy on his clothed leg. “Do I feel good under you? You like the feeling of your kept men all done up? Get us all pr—pretty before you make a mess? That’s what you’re doing, Eddie— making a mess of your Daddy.”
Ed nods, a bitten back “Mhm” behind her teeth. She starts shaking at the same time Jack does, both of them coming closer and closer to climax in unison. Ed’s is quick, some burst of ecstasy that has her shouting Izzy’s praises from the depths of herself.
“Perfect, Eddie,” Izzy keeps his hands on her hips, now gently rocking her on his thigh. “Riding me— look so beautiful when you come like that.”
“Stunning,” Stede says. He can’t focus on just one face— Ed has that fucked-out expression that Stede loves and Jack keeps making his noises beneath him as he fucks into her. It’s exquisite, he’s so close to the edge it’s driving him insane. “Going to fill you— breed you so well, darling. I’m sure if I fuck you hard enough, it’ll even take tonight.”
“Stede—” Jack claws at his back, pulling him closer. “Do— do it, please.”
“I will, I will. You have to come again with me, Jack. I need to feel you coming and it just might send me over the edge— get you full and dripping of me, is that what you want?”
She nods, body tensing and Stede reaches a hand between them to thumb at her clit. The urgent touch of him has her careening, Stede feels her cunt pulse on his prick again as she barrels towards her orgasm.
“There you are, my good— my sweet girl. Coming— coming so good, fuck,” Stede picks up his pace, throws himself hip-first into his own orgasm so he can say, “So good— you know it’s better when we both come, Angel? Helps with— with—”
Jack moans, nodding her head jerkily as Stede groans and comes inside her. Jack clutches onto him, weakly begging for "more, more, I can take more, Stede." He still fucks her as he collapses down, burying his face into the crook of her neck.
“—conception,” he finishes, and gives her a sweet (yet sloppy) kiss on her neck.
Beside them, all is mostly quiet. Save for the sound of Ed fingering Izzy again, and Izzy trying to get the best angle to play with Ed’s clit.
“You two are ridiculous,” Jack says, incredulous. “Fuckin’ horn dogs, oh my god.”
“Mh, really,” Stede agrees. “Absolutely insatiable.” He leans back far enough to catch Jack’s eye before quickly asking, “Would you care to sit on my face, darling?”
What a fucking animal. Jack might be in love with him.
Jack laughs, pats Stede’s face and tries to wipe away some of the smudges of her makeup that’s left on him. There’s a desire, yes, but she’s a bit content to just lay there for a minute. Two orgasms in a row takes a lot out of a girl. When he looks down at her, his smile softens. Stede reaches out, cups her chip and mirrors the action — her mascara-stained tear streaks come off with the swipe of his thumb.
“Aren’t you just beautiful?”
“Fuck off,” she says it nonchalantly, trying to look away, but Stede keeps her facing him with the slight nudge of his hand. She blinks, looks back at him and—
“Can I kiss you?” Stede whispers, and Jack can only nod in a haze.
Stede is careful with her, angling her head so their lips can mold together easily. Beside them, Izzy’s shout is muffled on Ed’s lips as he comes again. As Stede slowly takes his time kissing Jack (sensually, carefully — like the way he handled her was a foggy memory and not a solid event, not something that has clear signs in the way Stede is still stuffing her full with his cock, blocking the come from seeping out), Ed shakes apart above Izzy, on his hand. On his fingers, she comes again—
“Fuck, fuck—” she groans. Stede and Jack break apart from their kissing to see Ed fall forward onto Izzy, both hands planted on either side of his head. She shakes, Izzy fucking into her cunt with three fingers. Ed is a sight; shaking, fingers tightening into fists on the sheets by Izzy’s mess of hair, mouth agape and silent cries falling on her tongue.
“That’s it,” Izzy has his free hand in Ed’s hair, pulling her into her climax. “There you go, love— come on my fingers, Eddie, that’s a good—”
“Iz!” She shoots wet, hot over Izzy’s fingers and onto the bed. It’s a mess; squirt and sweat. Ed collapses onto her partner; Izzy still keeps a hand in her hair, but he soothingly strokes and scratches at her scalp.
“God,” Izzy rasps, and Stede chuckles beside him. “Oh yeah? You have a good time over there, Daddy?”
“Oh fuck off like that didn’t do something for you too,” Stede teases him, and it’s easy. It’s familiar — both Izzy and Stede leave their partners briefly to get their aftercare supplies. Water, PJs, a poor excuse for a shower in the form of a damp washcloth.
Ed and Jack groan about having to get off the bed so they can change the sheets, and after an excruciating five whole minutes of not being horizontal, they are all back under the covers of the enormous California King that takes up the bedroom. The lights are off, but there’s a blue hue from the moon that spills in from the window.
It’s quiet for a moment. There’s distant ambient noise from the house; the fridge whirring from downstairs, the grandfather clock in the study ticking faintly. Jack is in Stede’s arms and he travels hands up and down her back. Ed has Izzy flush against her chest, kissing him every once in a while and running her fingers through his hair.
“Well,” Stede whispers. “What do we think? Worth the wait?”
“Oh fuck no,” Ed grumbles. “If I knew we could have been having sex like that all this time, I wouldn’t have suggested waiting in the first place.”
“Oh yeah,” Jack is sleepy when she responds, “this is your fault—”
“Fuck off,” Ed smiles as she kisses Izzy, though. “Maybe it was worth it, all the build up made it pretty hot.”
“And the fucking— the tongue studs—” Izzy laughs, “fuck both of you.”
“You did,” they respond in unison, and the group lapse into gentle laughter. Jack and Ed tangle their fingers together, and sleep comes to them easily. They fall asleep one-by one; Ed spoons Izzy and Stede holds Jack’s back to his chest. They face each other, Ed and Izzy to Jack and Stede.
When it’s dark and silent, Izzy whispers into the night, “Stede?”
He responds with an answering hum.
“It was worth it,” Izzy says. “All of it.”