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Uncle Jack's Enforcement and Enlightenment Program

Notes:

This came about when @phyrric_victory2427 and I started rapid fire dumping into a discord chat about Hucklerabbot so thank you my friend for your encouragement and incredible ideas. I love your incredibly talented, perverted brain!

As you can see by the tags, Dennis is trans in this fic. He and Rabbot refer to his pussy as such, and his clit is referred to as his cock. I would like to note that it's often referred to as his "little cock" which is not meant in any actual physical description, it's just playing into the dynamics in play regarding Dennis being Uncle Jack and Daddy's baby.

I am NOT trans, so I welcome any knowledge or feedback to help make this as accurate as possible!

Work Text:

"Jack you know I trust you but this is feeling...pointed," Robby says from his spot in the cuck chair, chuckling awkwardly (read as: nervously) as Jack tightens the knot on his wrists. The blindfold is soft against his skin, but tied tight behind his head. He's naked, cock hard and bobbing against his stomach.

"Oh good it means I'm doin' this right," Jack says cheerily, patting Robby on the shoulder before stepping away, taking the blindfold with him. Robby's eyes adjust and suddenly the noises he's been hearing the last 15 minutes start making a lot more sense.

Dennis - his sweet, beautiful, soft Dennis - is on their bed, legs spread wide, thrusting the -

"Oh fuck," Robby groans. "Is that...Is that my cock?" he pants - fuck he's panting already, with want and need and desperation. It takes a herculean effort to pull his eyes away from Dennis's greedy pussy, but when he does he sees the smirk on Jack's face

"Now in session, Uncle Jack's Enforcement and Enlightenment Program."

Well fuck. 

Dennis lets out a breathy giggle from the bed and starts to move his hand faster, pushing the replica dildo in and out of his wet pussy faster. "How are you feeling kid?" Jack asks, stripping off his clothes. His leg is still on which gives Robby pause but he's too invested in the sounds Dennis is making in front of him to think too much about why Jack would need full mobility.

"Feels good," Dennis sighs, head thrown back. He's all long lines and sweet, sweet temptation. His pussy is dripping, stuffed full of the rubber version of Robby's own cock and he feels his himself thrust up in the seat, to no avail. 

"Yeah? Feels good having your Daddy's cock inside you?" Jack coos, moving to sit at the end of the bed, facing out to Robby in the chair. Dennis is beside him, long legs open and hips moving as he tries to fuck the dildo deeper inside him. "Want the real thing Uncle Jack," Dennis whines, tipping his head back up. His messy curls are wet against his forehead and his lips are swollen, bitten red for sure. "Oh I bet you do sweet boy," Jack chuckles darkly, head turning to face Robby.

"Bet you want your Daddy's cock, throbbin' and real, instead of that rubber thing isn't that right? But kiddo, you're gonna have to get used to that fake cock, if your Daddy keeps on makin' these bad decisions."

Oh.

Oh.

"Jack, honey-"

"Oh no brother, you don't get to "Jack honey" me. You can't even take care of yourself, you think I'm going to let you handle something as precious as our boy? So no. You're gonna sit down Michael, and watch me ruin him."

There's a soft giggle from Dennis and Robby can't look, lest the way the flush on his skin outs him for how much he loves the embarrassment of being first named at 50-ish.

"Give me that toy Denny," Jack says, still looking at Robby. The wet, suctioning noise of the dildo being pulled from Dennis' pussy and the soft whimper he makes has Robby throwing his head back, groaning loud and tugging at his restraints.

Jack clicks his tongue in disapprovingly, making Robby lift his head back up just as Jack has another few steps to reach him. "Open," he says and Robby has barely a second before the dildo is being pushed past his lips. He lets out a muffled, shocked sound that quickly morphs into a moan at the taste of his sweet boy's pussy. "Wow, what a good cocksucker," Jack purrs, his tone rife with condescension and Robby’s eyes roll to the back of his head.

He’ll never be able to look Myrna in the eyes again.

Jack fucks the dildo in further and further until it doesn’t just hit the back of his throat, but pushes further and Robby gags on it. Spit is being forced out around the dildo and distantly he’s sure he can hear Dennis moaning. It’s only another second - that feels like an eternity - before Jack is ripping the dildo from his fucking throat and suddenly he can breathe again. 

He hears Jack mutter “there we go, all clean” while he’s busy sucking in air again and then there’s a "Can you uh, hold onto this for me brother? Thank you," while Jack grins, smacking the suction cup base down onto the meat of Robby's thigh. Dennis lets out a shocked laugh, followed by soft hiccupy giggles.

Humiliation burns through Robby like a wildfire. His own cock so ruefully ignored, while his fucking replacement is branded onto him so haphazardly. He's bombarded suddenly with images of Dennis, long legs straddling the fake cock on his leg, bouncing and rutting back and forth to get himself off. Using Robby, without actually using Robby. His own cock - the flesh one pulsing between his legs - gives a kick and the older man lets out a whine.

Jack has made his way back to the bed now, laying himself down so his head is towards the end of the bed, towards Robby, and his legs are at the top. Dennis looks at him with a small frown and Jack rumbles out a, "Change of plans kiddo. Get your sweet pussy up here and sit on my face."

Robby lets out a loud moan, chest heaving as Dennis moves to straddle Jack's face. 

Jack's murmuring, "That's it, right up there kiddo. Let Uncle Jack get his mouth on you sweet thing," and shifting slightly underneath their lover. 

Then Robby gets to watch the moment Jack's tongue meets Dennis' little cock and the boy's whole body trembles. "Fuuuck," Dennis cries, thighs shaking. His hands come down to grip at the grey curls of Jack's head, pulling as he starts to move his hips back and forth. 

"You look so good baby boy," Robby murmurs, eyes locked onto the rock of Dennis' hips, the bliss on his face. "So good up there, like a fucking God. Look at you, Dennis. Baby. Look at you." Dennis cries out, either at Robby's words or whatever Jack is doing to him and the sound, mixed with the vision that is Dennis Whitaker face fucking Jack Abbot, has him leaking precome. 

Suddenly Dennis lurches forward, hands landing on the bedspread behind Jack's head. Robby can't see everything properly, just the fucking rebound of Dennis' ass and the jerking motions of Jack's hand, but the sounds are fucking phenomenal. It’s wet and Robby can hear Jack moaning, groaning, sucking and Dennis is keening.

Jack is murmuring underneath the boy, the sounds muffled by the pretty pussy currently occupying his mouth and Robby is writhing from where he's tied to the chair.

It's not their normal one - that one sits in the corner of the room and is big enough for Dennis to curl up in while he reads - but instead one of the wooden living room ones. Just another aspect of Jack's punishment…sorry enforcement and enlightenment program.

Prick.

Robby sees the second Dennis comes. His whole body goes taught, mouth agape in a soundless scream before letting out the most guttural moan. His chest is heaving, beads of sweat falling down the marble of his skin like rain on a window. Jack's own moan underneath Dennis is hearty and deep, somehow full of awe and then he's got his hands back on the boy's hips to tug him off his face. 

Next thing he knows, Jack is sauntering over to Robby, cock free and hard between his legs, with a wet, tight lipped smile. Dennis' come is all over his face and it makes Robby lose his head.

"Come on brother, kiss me. Please. I wanna taste him. Please let me-"

Robby's begging is cut off by Jack using one hand to push his cheeks together, fingers dripping into the meat of his cheeks to force his mouth open.

Then he spits.

The gush of liquid - of Dennis' fucking squirt holyfuckingshit - shocks Robby, almost chokes him. Some dribbles down the corner of his mouth, his beard soaking it up. Robby swallows, because of course he fucking does. He's already pissed he's wasted his boy's beautiful gift on the scruff on his face and whatever else is dripping down Jack's neck. 

"You two are so fucking hot," Dennis whines from the bed, grabbing both of their attention. Jack pats Robby's cheek once, twice and a third time, a little harder than normal and it leaves Robby breathless. 

"Gotta go brother," Jack grins and if Robby had his hands free he'd strangle him. Instead, he has to watch as Jack strolls back to their bed, to their boy. Dennis is still sitting on the bed, spread out and supple where Jack left him to terrorise Robby. Once Jack is back on the bed, he slots himself behind Dennis and then hauls him up. Their boy lets out a squeal and Robby gets to watch as his two loves laugh, Jack pressing a kiss into Dennis' smiling mouth.

And then it's over. Jack is pulling Dennis back by his hips, then moving to lean forward and press his chest against the boy's back. He has one hand caressing his sweaty hair, pressing soft kisses to his head and temple. "Keep your eyes on your Daddy okay kiddo? Want him to see your face as I take you apart on my cock."

Dennis nods a few times in quick succession as Jack pulls himself back up, skin gleaming with sweat and his grey chest hair darkened with it.

"I can't hear you Denny," Jack tsks disappointedly, his hand smacking Dennis's ass so loud it almost drowns out the boy's cry. Almost.

"Fuck!" Dennis sobs. "Fuck. Yes Uncle Jack," he whimpers, bottom lip pulled between his teeth. Jack, so graciously starts narrating whatever it is he's doing to make Dennis start to shake.

"'m just playin' with our boy's little cock. He's all sensitive still I think, but I've got it between my fingers now. Fuck brother, I wish you could feel how wet he is. Fucking dripping. I haven't even put my cock in yet, haven't fucked him full of my come."

"Please Uncle Jack, please please please," Dennis murmurs. He's still got his eyes on Robby's face, but they're glazed over and filling with tears. He's always been softer on Dennis than Jack and while he knows Dennis will safeword if he needs to, he can't help but want to do anything he can to get rid of his baby's tears. "Please put your cock in him, please Jack," Robby begs for Dennis, over Dennis’s own muttering.

"You think you're fit to make demands over there?" Jack scoffs, his hand moving from behind Dennis and then Robby hears him slap his cock against Dennis, watches him move his hips back and forth as he coats his cock in Dennis's sweetness.

“Our boy has been so good tonight though, takin’ everything I’ve given him. It’s not his punishment after all,” Jack says, before his cock is pushing in and in and in and Dennis’s back is bowing, a moan stuck in his throat the feeling of being utterly full. 

Both of their cocks are beautiful. Robby’s has the length, a decent width, and while Jack’s isn’t quite as long oh boy does he make up for it in girth. The man is thick. Everywhere, of course but his cock is full and meaty and right now it’s carving a home out inside of Dennis.

Robby can hear the wet sounds of Jack fucking into their boy. Can see the bliss on Dennis’ face at finally being filled again, their precious little thing, so needy for something inside him. “Not gonna last long,” Jack huffs out, throwing his head back as he groans, hips still snapping forward. “This pussy feels so good Denny. You gonna milk me baby? Gonna let me pump you full of my come?” Dennis lets out a moan, nodding his head as he keeps looking at Robby. His brows are furrowed, cheeks red with exertion as Jack pulls him up by the scruff of his neck, like Robby does on shift, so his back is to Jack's front when he delivers the final blow.

“You gonna let Uncle Jack put a baby in you kiddo?”

Dennis cries out an “oh fuck!” as his orgasm rips through him, and then Robby watches as Jack follows him right over the edge. He’s got one hand branded onto Dennis’ hip, the other wrapped around his shoulders to tug him as close to him as he can. Dennis’ back pressed against Jack’s front. From the angle, Robby can see the pulse in Jack’s cock as he comes and that, mixed with Dennis’ soft little cries, sends him over the edge. Robby comes untouched, jerking and moaning in his restrains as he pants his belly and chest in ropes of thick, hot come.

It takes them all a moment to come down. Dennis breathing heavy, Jack resting his head into the crook of the boy's neck and Robby, all alone in his fucking cuck chair. "Come on Jack. Untie me please, please." He feels desperate now, tugging harder than he should be. He can feel the hair on his forearms tugging and twisting but the pain is secondary to the longing he feels just looking at his partners. "Yeah yeah, give me a second," Jack huffs, like Robby is inconveniencing him - which should not be as hot as it is but he'll unpack that later (he won't) - and then Jack is pulling out of Dennis, the young doctor whimpering and whining something fierce as Jack lays him down. 

Robby is transfixed by the sight. Dennis, used and open. Jack's come dripping from his messy, puffy pussy. Thighs trembling slightly, either from the most recent orgasm or from having to hold them open. 

Jack's moving off the bed now, his own legs a little shaky as he grabs something from the top of the dresser beside Robby and then the tied man gasps as the cold sting of Jack's knife is against his skin, cutting the rope as smooth as butter. Another thing to unpack later, the way his heart jumped and his core tightened. 

"Alright Robby, time for a location change," Jack is saying and then Robby gasps as he's pulled up, and pushed forward, wrists tingling from the ties. He's stumbling into the bed, all but falling face first into Nirvana - his baby boy's sweet, messy pussy. He can’t help but wince at the sting of his spent cock rubbing against the bedspread and then Robby lets out a yelp as someone - Jack - gets his hands in his hair and tugs forcefully. He feels the sting of pain in his scalp and swallows forcefully as he tries to pull his head forward, only to be tugged back.

"Oh ho no brother. You want to get your mouth on our boy? We should warm up that tongue of yours I reckon'. How about telling Denny here about the change of heart I'm sure you've had by now about that fucking helmet?"

"I'm sorry. I'm so sorry Denny baby," Robby sobs, wincing as Jack tugs again on his hair to keep him just out of reach. Dennis looks beautiful above him, chest still heaving. His thighs wet with his own juices, pussy dripping Jack's come and glistening with the remnants of his wet orgasm earlier. "Can't live without you. Without this fucking pussy. Daddy's sorry baby, he'll be good. I'll be good, I promise."

"What do you think kiddo?" Jack asks from behind him and all Dennis does is nod, just the once.

"Alright. I'm gonna let go now Michael, and you're going to wait until you've got permission to move you hear?"

"Yes Jack, yes fuck. I understand."

The tension is suddenly gone as Jack lets go of his hair and Robby lets his head hang forward for a minute, the ache in his neck persistent but the least of his fucking problems right now. He hears Jack walk around, hears the creak in the mattress as he gets on it and finally Robby lifts his head to see Jack sitting behind Dennis, the boy in between his open legs. He's cooing gently into their boy's ear, grey stubble being rubbed back and forth along his flushed cheek. "Shh shh, you're okay kiddo. That's it, open up for Uncle Jack, there you go. Good boy." 

Jack's hands - fuck, Jack's hands - grip into Dennis' thighs, holding him open, making the boy whimper and whine and squirm, to show off where he's leaking. Jack meets Robby's eyes over Dennis' shoulder, and nods. 

"Clean up your boy brother."

Robby pounces. 

He feels feral. Like he’s been deprived of this beautiful, fulfilling thing and now he needs to consume and own and burrow into his boy’s sweet, sweet pussy. Robby licks and sucks, letting Jack’s constant stream of praise and communication wash over him as he sinks deeper into this pit that his lover has been slowly edging him towards all night. He feels like his thoughts are slow, this lethargic gummy feeling washing over him every second he spends with his face pressed into Dennis’ most intimate parts. He lets out a moan as the pressure over his mouth and nose intensifies, because Dennis has started to push into the feeling and is rocking against Robby’s face, setting a punishing pace. 

“Just can’t help it can you kiddo? Look at you, all needy, fucking your Daddy’s face just like you did mine. How’s that feel? Daddy sucking on your little cock.”

Daddy fuck!” Dennis cries, arms up and wrapped around Jack’s neck. Jack has his own arms covering Dennis’, trapping the boy. Robby has his hands wrapped around the boys thighs, keeping him wide open so he can keep working him.

Dennis’ hips are working, up and down as he moves between pushing closer and pulling back when it feels like it’s too much. “‘m sensitive,” the boy whimpers, shaking his head back and forth and his sweet Daddy unwraps his lips from little dick, instead pressing soft kisses against it. “So pretty Denny baby,” Robby coos, eyes looking up at him as he lets his tongue sweep through Dennis’ pussy. “Gonna clean you out baby, don’t wanna waste any of Uncle Jack’s come do we?”

"Anymore of it gets on this bed and the two of you are gonna be lickin' it up," Jack affirms, teeth biting into the young doctor's neck playfully. He whimpers and Robby meets his eyes again, moving slightly to press a soft kiss to one of the boy's thighs. "Just one more baby. Give us one more orgasm and we'll be done. I'm so proud of you Denny, been taking it so well tonight. Showing me everything I'd be missing. I love you baby, love you so much."

"Love you Daddy," Dennis sighs, blinking a few times as if he's trying to let Robby's words pass through the fog. "Love you too Uncle Jack. Taking such good care of me," he says, leaning his head to the side and pouting his lips. Jack gets the hint, leaning down to slowly kiss and lick his way into the mouth's mouth. Robby stares for only a minute, loving watching his guys together before the slow roll of the hips in front of his face bring him back to task.

He's got his lips back on Dennis then, two fingers pressing into his pretty, dripping pussy as he sucks and tongues at his baby's cock. He moves his other hand off the thigh it's holding, and then suddenly his head is trapped between two deceptively strong thighs and he can't her much except the own drumming of his heart in his eyes and the schlick schlick schlick of his fingers inside the boy. He feels - and hears - when Dennis orgasms for the last time. The clench around his fingers, the extra tight press of his thighs over his ears and the most devastating sob of pleasure.

Suddenly the pressure is off his ears and outside sounds start to filter back in. Jack's soft voice, Dennis definitely sniffling above him and then he feels two firm taps to the top of his head and he pulls off the boy instantly. He's proud of Dennis for using his nonverbal stop and instead moves to press soft kisses against his thighs.

"So proud of you baby. You did so good for us," Robby is murmuring.

"You're our best boy," Jack is saying.

It takes another little while, but soon enough Dennis is whining for a shower and Jack mutters about having to take care of his leg and Robby jumps into action. His boys have just taken such good care in him, shown him how much they love him - how much they need him to be better and do better - the least he can do is care for them now.

"Don't take this the wrong way," Dennis is saying a little while later, having been washed off in the shower and now soaking in their tub. Both Robby and Jack look at him, Robby from where he's sat on the stool beside the bath and Jack from shower bench, "If I found out you're not wearing a helmet again, I will take genuine action to fuck you up Michael, but this whole scene was super fucking hot and I want to do it again. Just like...not because you're acting on some stupid suicidal ideation and we're too fucked up to deal with that in a healthy way."

The two older men stare at each other and then to him, Jack with a small smirk and Robby with his jaw open. He had been sure that Jack had planned this whole thing and to find out it was Dennis? 

Well it looks like their boy is starting to grow up a little bit.

Lucky them.

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