Still flushed and damp from much needed showers, Jack towels off with Sam and Dean. As usual they stay within arm’s reach of each other. The trio is visibly worn but feeling better. Aches and bruises from the recent hunt soothed by the bunker’s endless hot water. Light touches, gentle nudges, and wry smiles fill the quiet room as soft towels soak up fatigue along with remaining water droplets.
Dean runs a hand over Sam’s bare hip, casual, propriatary as he one-hand scrubs a towel over his own wet hair, eyes crinkling. Sam catches Jack’s eye, soft smile, easy dimples. Something about being in the bunker lifts them up, pulls them in, fits them back together like nowhere else. The cavernous underground concrete should be dank and cold but warmth floods the place in a feedback loop sustained by soft sighs and heated glances rather than ancient mechanics.
Protected, loose, free to be together.
“You ok, kid?” Jack’s shaken from his thoughts by Dean’s low voice, looks up to two sets of concerned eyes.
He took a couple of hits during the hunt and has already been checked and rechecked by both Sam and Dean. Apparently his silence has them worried again but he’s fine and has much better other things on his mind. Sly grin pops across his face as he turns to the nearest pedestal sink lining the shower room wall, deliberately drops his elbows to the porcelain, spreads his legs and blinks wide faux-innocent eyes over his shoulder. “Fuck me, Daddy?”
Jesus
Dual inhales signal that he has the brothers’ full attention. Hunt forgotten. Soft rustle of hastily dropped wet towels and then a rough, large hand play-slaps his naughty, upturned, baby-soft bottom turning it cotton-candy pink and eliciting a delighted gasp. “Little minx,” Sam admonishes with an indulgent smile. Big tan hands circle small pale hips lightly pulling Jack back to nestle against his crotch, grinding skin on skin. Sweet hips sway and circle, pink tongue dances between pouty lips as Jack reaches for Dean’s arm to pull him closer too.
Dean’s heart isn’t the only thing that swells at the sight of his brother’s arms full of their sweet boy. He reaches up to cup Sam’s face and slides his other arm loosely around Jack’s bent waist, wedges himself against the sharp cut of his brother’s hip fitting snug against both his boys. Gentle nibbles across Sam’s shoulder before bending to lick-kiss Jack’s neck.
“Arch your back, sweetheart,” Dean whispers, running his hands over Jack’s back, presenting the kid’s ass like a gift.
Little brother catches Dean’s heated eyes, “Always taking care of me.”
Pink tongue swirls over parted lips leaving a glistening trail Dean has been following for decades. He swoops up to capture Sam’s slicked lips with a groan while Jack whimpers, rucks back needy. The brothers pull back to enjoy the view of their boy’s slit and pretty pink dick hanging full. Soak in filthy moans when Sam’s thumb finds Jack’s hole pushing in, teasing.
Dean leans forward spits sloppy dripping slick enough for Sam to push two fingers past the fluttering rim. Gun-roughened hand reaches underneath to softly fist Jack’s slender cock. In sync, they work Jack together, more spit, more fingers, pausing for an occasional long breathy kiss while Jack shakes, whines, works his hips.
Jack’s riding high already near tipping over the edge. Loves the feel of Winchester hands holding him down, holding him open, stuffing him full. Dean shuffles closer to Jack’s head, calloused fingers run across petal soft lips. “So pretty like this,” he praises. “Gonna take both our cocks.”
It’s not a question.
Cheek down against the sink, Jack’s dewy pink mouth turns eager, throat opens fully for Dean’s thick dick as Sam pushes into his ass. Eyes roll, panting and whimpering as Jack takes both cocks. Sam hooks big hand around Dean’s neck pulling him in for sloppy kisses, bites into his brother’s mouth in between thrusts.
“Fuck, he’s always so tight.”
Hard breathing and harder pounding. Jack opens wider - chokes, grunts, loves it. Dean pushes past spit-sloppy lips deeper into twitching, moaning throat. “That’s it, baby,” he murmurs, buries himself and holds, running a finger around the circle of pretty stretched lips.
Jack gazes up dazed and loving, mouth full of Dean as Sam splits him open. Strong thrusts from behind punch the air out of him in the best possible way. Throat stuffed full, ass stretched obscenely by Winchester cock, it’s his own version of Heaven.
Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.
âś“ Live Streamingâś“ Interactive Chatâś“ Private Showsâś“ HD Qualityâś“ Free Actions
Free to watch • No registration required • HD streaming
There’s almost nothing Jack misses about being human now that his powers are back. He hasn’t forgotten the horror and overwhelming helplessness of not being able to protect the people he loves and he won’t ever let it happen again.
But still.
He slides quiet as a mouse into Sam’s darkened room. In the early hours of the morning, several hours until daylight, the stillness of the bunker is a living presence. It amplifies the easy breathing between Sam and Dean sprawled together across a bed that looks ridiculously tiny with two Winchesters in it. Dean’s on his stomach with an arm thrown across his brother’s naked chest. Ingrained protectiveness that would earn an eye roll from Sam if he was awake but here, in darkness, he curls into it.
Jack gazes down at them wistfully.  He mulls over searing memories of hours spent giving and getting hot touches, blistering kisses eventually ending in dreamy, sticky exhaustion. Easy slide into deep sleep, fucked out and glued together. He misses lazy morning wake-ups, still slick ass stretched by Dean before he’s completely awake. Two firm mouths sucking marks of belonging into his sleep-flushed skin. Sam’s teeth and tongue working puffy sensitive tits, big hand wrapped around Jack’s slender cock jerking him in rhythm with Dean’s thrusts until he seizes and spills to the growly sound of feel so good sweetheart, come for us baby.
Fully powered, he doesn’t need sleep and grows restless quickly. No more drifting off to sleep with possessive fingers buried in his sloppy fucked-out hole. No more waking to strong hands firmly turning him on his stomach, large cock splitting him open before his senses fully come on line. His instinctive whine at the sudden intrusion answered with a whispered spread your legs and be a good for daddy.
It’s enough to make a needy nephilim pout. Never mind that he got fucked within an inch of his life not more than a couple of hours ago, which is why Sam and Dean are sleeping so soundly at present. He can’t stop a dramatic sigh of longing from escaping his pink lips as he stands at the edge of the bed lost in thought.
He squeals in surprise when a large hand wraps around his thin wrist and unceremoniously yanks him over onto the bed and into the very limited space between the two prone bodies. Delighted giggles erupt as four hands eagerly swirl all over, Sam rucking up his thin t-shirt while Dean works off his plaid lounge pants. Beard scruff rubs his sensitive skin on all sides. Jack is all wiggles and smug preening when he hears an exasperated but loving he’s gonna be the death of us, Sam.
Summary: Training is the key to developing and mastering new skills and Jack’s powers are no different. Sam and Dean help Jack improve his concentration and control through regular practice O.O
Tonight it’s a favorite training game. Naked, half-standing, sandwiched so tight he’s nearly weightless between them. Jack’s head tilting back rests on Dean’s shoulder behind him. Sam presses along his front holding the kid’s right leg under bent knee, pushed up nearly to Jack’s flat chest and out wide giving them full access to his smooth body.
Warm lights and soft shadows play over the tangled bodies in the library where five books shift, hover mid-air as Jack consciously directs and spins them in intricate patterns while strong fingers pluck and pinch his sensitive nipples and others thrust and twist into his wet, stretched hole.
Dean pulls back just enough to admire the view of his rough hands circling Jack’s waist. Nods at his brother while murmuring into their boy’s ear, “Concentrate, sweetheart.”
Sam softly smiles, pushes Jack’s bangs out of his eyes and sweetly kisses open pink lips. “You ready, baby?” he whispers, not waiting for a reply.  He hooks a large hand under Jack’s other knee, effortlessly lifting, bending him fully in half, and spreading him wide.
“Nnnghh,” sharp, panted breaths escape nostrils flared in anticipation, books in air stutter and nearly drop as Dean slides the tip of his fat cock into Jack’s ass. Everyone feels the boy’s power flicker when Sam let’s Jack’s weight drop just enough for Dean to push fully into his tight heat.
Sam holds the writhing boy steady, open mouth watches where Dean fucks into slippery pink. Books tumble, recover, tumble again mirroring the up and down motion of Dean’s cock spliting Jack open. “Steady,” Dean rasps, pulling completely out before pushing back in making all of them moan.Â
Jack’s arms reach over head, clasp around Dean’s neck while turning greedy lips against Sam’s neck.  High desperate whine, books forgotten when Dean wraps his arms fully around the tiny waist, pulling the boy down, grinding in deeper and biting Sam’s lips over Jack’s shoulder.
Jack’s close, humps and rocks more desperately, friction from Sam’s stomach pets the underside of the kid’s pretty dick.  Groaning, Sam’s arms bulge holding Jack’s weight. Carefully he ruts the flushed head of his large cock around the slick rim Dean fucks into. Kiss-touches his brother’s cock as it slides in and out, catches Jack’s eye and deliberately pushes his cockhead snug against the thin skin protecting the boy’s tender young insides.Â
Wide-eyed, Jack hitches, hips writhing as he imagines Sam forcing his big cock into the same tight hole with his brother.  Sweaty young body nearly slips out of Sam’s arms as the boy bucks, clenches, riding the orgasm that rips through him, one arm gripping Sam’s shoulder, the other viselike around Dean’s neck. Shoots sticky mess over his flat tummy and heaving chest. Sam and Dean work him through the aftershocks.
Rough fucking turns to soft touches, loving whispers, and affectionate teasing of their boy about the books now littering the floor. Hard cocks still rub his soft skin with intent, Jack sighs happily knowing this lesson is far from over.
Dean’s not sure what the Men of Letters had in mind when the huge telescope was installed just off the library but he’s fairly certain creating an intriguing space for bending over the spawn of Lucifer wasn’t it. Although, he’s always suspected they were kinky fuckers so who’s to say for sure.
It’s awkward. Angles are a little difficult and Dean’s not completely positive the whole thing won’t fall down and possibly kill them both. Jesus, he can already visualize Sam’s - you broke what? - bitchface. But -
Sam would give him a pass if he could see the sight in front of Dean right now. Jack bent in half over the counterweight at the bottom of the telescope, one pale leg propped up so Dean can get in deep, writhing and moaning with every slicked up thrust into his cute little ass. Sweet puckered lips pant Dean’s name. Slender arm reaches behind to pull Dean closer. Oh yeah - Sam would absolutely understand.
Jack pulls off nearly to the end of the thick dick splitting him open, slams back harder - grunting, chasing. Telltale wobble and erratic breathing signal he’s desperately close. Dean gets a grip on one of Jack’s shoulders, the other vise-like on skinny hip. He changes the angle slightly and pounds the boy’s insides hard enough to shake the thousand pound metal contraption in rhythm to Jack’s strangled cries.
“Yeah, fuck yeah, right there.”
Jack’s hips push out taking as much as he’s giving, fist frantically working his cock as he finally explodes. His flushed, greedy hole wrecks Dean. Strangling, sucking heat pulls a startled climax out of him, crazy tight pulse of Jack’s insides milk him dry with every deep push-pull. Breathless, boneless pleasure. Christ.
Still coming down, Dean knows there’s an obvious cliche about seeing stars just itching to be said but he’s too distracted pulling Jack’s hole open so that he can rub the head of his still hard, now sticky, cockhead through the come trying to escape and pushing it back inside where it belongs.
Shuffling unhurried socked feet into the bunker kitchen, Dean glances up to see Sam and Jack standing across the room making some concoction, cooking lesson maybe. Their triumphant grins make Dean smile too. Teacher and pupil celebrating a random lesson taught and learned. But then.
Dean stutter steps. Watches fascinated by the transition from adoration to hungry on Jack’s upturned face when Sam’s big hand pats the kid’s shoulder then slides innocently up to give his neck a proud little squeeze. Sam’s deep dimples completely oblivious to the open mouthed, pink-lipped, slower-than-slow shaky exhale and soft gaze of their boy. Dean notices because it’s Sam and of course he does.
Jack blushes, slides quickly under Sam’s arm until he’s plastered all along the front of solid, warm flannel. Earns a surprised “Ooof, okay then,” and quick chuckle as Sam awkwardly pats his back with a grin. Breathy sigh, dilated pupils, little monkey clinging to Dean’s brother like it would take a crow bar to pry him off and... Okay, that’s just about enough for fuck’s sake.
Dean’s eyes narrow. He tamps down his desire to physically grab the kid and separate him from HIS Sammy, barely.
Sam catches his eye over the top of the boy’s head. Good natured, slightly exasperated grin on his face with Jack still clinging before he notices Dean’s dark look. Sam’s seen that look countless times in unnamed bars when someone gets a little too close to him for Dean’s liking. Usually it ends in mind-blowing sex as they both eagerly affirm just who belongs to whom. Sam puts two and two together. Smirks and raises a questioning eyebrow. Really?
Keeps eye contact with his brother, challenging as he drops his hands lower, precariously close to the faded blue seat of Jack’s tight jeans and snugs him up closer. Sweet boy sighs as Sam considers. This could get interesting.
Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.
âś“ Live Streamingâś“ Interactive Chatâś“ Private Showsâś“ HD Qualityâś“ Free Actions
Free to watch • No registration required • HD streaming
Jack’s jaw aches in the best way, head straight back hanging over the side of his bed, giving Sam the perfect angle to work his long cock through slick mouth and into willing throat. Â
Pale arms look tiny wrapped around Sam’s muscular thighs, big body straddling the boy’s silky blonde head.  Every fifth or sixth slide, Dean’s hand presses into Sam’s tailbone, big dick stays deep, throbs for long seconds against the walls of Jack’s throat, choking off air and making the kid buck like his cock is the one getting sucked.
Sam’s shaking, prickles of sweat at his temples and into the swell between his collar bones.  Groans, turning his head into his brother’s neck as he pulls out of Jack’s mouth. Bites desperate into Dean’s jaw when his brother’s fist closes around wet cock as soon as it’s free.  Dean smears tendrils of thick spit clinging to Sam’s wet dick all over the boy’s lips and chin.  Smiling as Jack chases it, baby bird mouth.
“Spread your legs,” Dean growls, getting two immediate responses.  Sam sinks lower, spreads his knees, and arches his back.  Balls hang close enough for pretty pink tongue to kitten-lick around each one.  Little brother jerks, hisses while Jack opens his knees, lifts his legs to his chest happily slurping.
Good boys.
Sam gets both hands behind Jack’s bouncing knees, pulls his lower half perpendicular over bony shoulders ass up, hole open, wriggling.  Gives Sam something to lean on as he stays bent awkwardly, knees apart.  Jack squeals, begs, unapologetically pouts when his needy flushed slit stays empty too long, clenching around air.
“Sweet little slut.  Fuckin loves it,” Dean chuckles, graciously presses the fat tip of a large black dildo to Jack’s entrance.  More lube and brother’s groan as pretty pink opens and sucks at the plastic head.  Still fisting Sam’s cock, Dean feeds the purple  tip back into open, eager lips.  Sam naturally picks up the rhythm, mimicking Dean’s thrusts into Jack’s ass. Â
“Fuck. So good,” Sam’s eyes glaze, rumbles from his chest.
“Greedy. Fucking. Hole,” awed compliment spilling from Dean as he pushes the dildo deeper, watching more of the toy disappear into Jack’s upturned ass.  Grunts punch out of the bent boy as he gets pounded.  Nearly delirious and completely insatiable.
Dean easily switches one of Sam’s hands with his own working the toy.  Slides around Sam, seeks maximum skin contact.  Slowly nibbles strong tan shoulders his dick rubbing slick circles over taut muscle.  Slots in behind his brother, firm grip on sharp hip bones.  Grinds his cock low into the meat of Sam’s ass. Thumbs slide lower, pull Sam apart.  Breath hitches as Dean nudges his swollen cockhead against the tiny opening of his giant brother.
Sudden, relentless, hard push all the way in, “Dean!” Sam’s stutters forward from the force pushing his length fully into Jack’s fucked-out throat.  Pelvis immediately auto rocks back into Dean, opens fully and pushes his brother deeper into winchester-reserved space.  Frantically works his hips back and forth, barely remembering to hold onto the dildo buried in Jack, overwhelmed. Â
He’s trembling and already close when Dean chants, “Come on. Give Jack your load Sweetheart.  Wanna feel you clench around me while you shoot down his throat.”. Dean’s hands work Sam’s bent chest, tugging nipples, “Gonna fuck Jack’s tight hole next.  Make him hold your come in his open sluttly mouth, while I pound him.  Wanna watch your come dripping over the sides of his pretty lips while he takes my cock.”
“Jesus. FUCK!” Â
Sam bellows his release, spurting thick into slick puckered lips below him.  Chest heaving, hips bucking he rides waves of pleasure from Jack’s hot mouth to Dean’s hard cock pushed over the edge by his brother’s filthy mouth.  “Fuck!” he says again because it’s the only word his brain can form.
Dean buries himself in Sam clenched ass.  Locks his arms around tight abs.  Grunts and grinds while Sam spurts into their boy.  Dean’s confident Jack will do his best to hold it all in his sweet mouth.  Hard cock mercilessly jabs Sam’s wet hole until he pulls sensitive cock out of Jack’s mouth and reaches back to weakly push against Dean’s stomach with a small whimper.  Dean pushes in a couple more times just to hear that little brother whine then slowly pulls out, dark eyes gleaming.  Satisfied, possessive growl tumbles from him as his rough fingers feel along Sam’s hot, wrecked hole.
Sam lets the dildo slide out of Jack’s ass, needy boy closed-mouth whines at the empty.  Sam floats down onto the bed a sticky, sated mess.  Still catching his breath, Sam rolls onto his side toward the pouting boy.  Softly glides his hand over Jack’s chest smiling at his puffed cheeks and gurgling whimpers.
“Show me.” Sam says.  Obedient pink mouth opens displaying rich cream-filled inside. Panting, eager blue eyes locked on him.  Sam runs a finger across fucked-pink lips, dips inside wetting a finger and bringing it to his own mouth to suck it clean.
“Jesus Christ!” Deep moan from above.  Impatient, big hand gently pushes hair from Jack’s sweaty forehead, grips the boy’s jaw turning him to the hard cock jutting towards him, “You ready?”
