Archive of Our Own ^beta

Purgatory is dark and desolate - quiet and malevolent.

An unlikely trio tromp through the dried, crunching leaves that cover the forest floor. It seems to be a set up to a crappy joke - A human, a vampire, and an angel walk into God’s garbage dump…

Yet here they are, odds stacked against them, fighting on anyway.

With feet covered in blisters from sweat-dampened socks rubbing against their skin within their boots, and their muscles twisted and sore from the nonstop attacks from Leviathans and other forsaken beasts, they are all exhausted, hungry, and run down. As muggy day fades to chilly night, they find a place to make camp, before inevitably continuing on with their journey in the morning.

Not many words are spoken by this time of night - they can't find the energy. Dean builds a small fire, Benny sneaks off to find a meal, and Castiel is hyper focused on keeping watch for monsters. It happens on rare occasions - like tonight for example, where some higher power blesses them with zero company of any kind, and the wayward trio can actually rest. The Seraph scans the area around them one last time, humming in approval when he doesn't sense any monsters nearby. He shifts his gaze down towards his human friend.

Dean looked worse for wear, the hollows of his eyes heavy with bags from the lack of sleep, face gaunt from inconsistent calorie intake, and eyes dead from the constant beat down and hoplessness that Purgatory gives them day in and day out. Castiel tentatively kneels besides Dean, resting a hand on his shoulder as the hunter stares blankly into the dancing flames.

"Dean?" He addresses in a gravely tone.

Dean's expression doesn't change. "Hmm?"

"Are you alright?"

Dean ponders for a moment, finally peeling his empty eyes from the fire to look at the angel. "I uh…I don't think so, Cas. I'm pretty far from alright." His voice cracks towards the end. It's unclear if it's from his emotions, or his dry throat.

Castiel frowns. "Can I do anything for you?"

Dean shakes his head. Just as he opens his mouth to respond, Benny materializes from the dense bushes behind him, a limp and bloodied rabbit in his grasp, hanging by the back feet. He holds it up with an exasperated smirk, nodding Dean's way.

Angel’s don't eat, but humans and vampire's do.

The crackling fire alongside gnashing teeth and greasy squelches of cooked rabbit meat fill the Seraph’s ears, as he stares deep into the flames, searching. Always searching. Benny greedily slurps up the animal's blood from a carved wooden bowl, eyeing the hunter as he devours the kill. Cas tosses Benny a knowing glance, to which Benny furrows his brow.

They know something is wrong with their friend.

"You been real quiet today, Chief. Care sharin' wit the class?" Benny says in a thick Cajun drawl that vibrates up through his sternum.

Dean tosses a cleaned bone to the side, wiping his mouth on his sleeve. "Not really, no."

Benny and Cas say nothing, just stare back at Dean like hungry wolves, their faces underlit by an orange hue.

Dean scoffs in annoyance. "What? Fucking what?"

"You're a terrible liar." Castiel says in his deadpan tone.

"I'm not lying." Dean shrugs.

"Exactly what someone who's lyin' would say." Benny laughs through a smirk.

Dean glares at him, just before he rolls his eyes with a sigh. "God what the Hell has gotten into you two? First you wanna kill each other, now you're the marriage counseling fire squad? Knock it off!" He shoves himself up off the log he's sitting on and paces, trying to look busy as he rummages through the duffel bag.

Benny prods at the fire, stirring the embers as he continues to poke fun at the human.

He loved pushing buttons.

"Sounds like somebody needs to get laid." He says nonchalantly.

And then it's dead silence. Both Benny and Cas look up at Dean, who's face has gone pale, eyes like he's seen a ghost.

Benny’s face twists in confusion. "You horny, Chief?" His tone is surprised and accusing.

Dean feels heat rush to his freckle dusted cheeks. He back pedals. "What? No…man. Gross. No."

Castiel and Benny still sit there and just study the hunter, Dean can't make any kind of rational observation of what they may be thinking. He feels like an ant under a magnifying glass, writhing uncomfortably beneath their gaze.

"Okay so what if I am? Huh? It's been - what, damn close to a year? You're talking to someone who picks up chicks almost weekly, and then I gotta go cold turkey and be expected to keep quiet about it?" His tone is whiney, much like a teenager who was caught in the act.

He sits back down at the log, spiraling as he explains himself. "Anything that even looks remotely lay-able down here wants to kill you, can't exactly jerk off when you're in constant close quarters with two other dudes. If you're gone too long they start looking for you, and I will be damned if either of you sorry assholes catch me with my dick in my hands…So yeah, I'm fucking horny as Hell, and I'm pissed off about it, okay? Fuck!"

Benny is almost rolling in the dirt because he is laughing so hard. Castiel finds trouble looking at Dean, eyes awkwardly shifting to the side. Dean hides his face in his hands, the sound of the vamp's boisterous laughter fills his ears.

"Holy Hell, Dean. I was just pokin' fun at ya, boy…but you," Benny wipes a stray tear from the corner of his eye, patting Dean hard on the shoulder in appreciation. "You took the cake on that one. Thanks for that kid, I needed a good laugh."

Dean groans in embarrassment, looking up at the sky almost like he's in prayer. Mentally he's pleading 'End me please. Right here and now.'

There's a pregnant pause, and Benny clears his throat. "Ya know, I been down here 'bout fifty years. Believe me, I get it."

Dean and Cas shift their gaze to look at Benny, who nods in reminiscing memories.

"How the Hell do you not go mad?" Dean asks.

Benny shrugs. "Can't be real picky. For me, it's easy. A hole is a hole, beggars can't be choosers, I s'pose. But you, bein'...human and all. I can see how you would find trouble. But, can't say I'd have that same problem, even if I was human again."

Cas furrows his brows and squints his eyes. He knows there's an underlying motive in the story here. Dean is clueless, looking at Cas for help.

When the Seraph doesn't speak, Dean scoots closer to Benny, leaning in inquisitively. "What the Hell are you going on about, Twilight?"

Benny’s eyes bear down deep into the hunter’s - they hold within them a dangerous heat that makes the Winchester's insides squirm. "I'm just sayin' maybe, you just gotta be less picky. Then, you wouldn't have this lil' problem of yours."

Benny places one of his large and thick hands on Dean's knee, and suddenly all the pieces fall together in Dean's head. He stood up just as fast as Benny touched him - like he had been burned by the fire itself.

"Woah…Benny. No. No I can't- I won't." Dean finds himself stammering, hesitantly stepping backward as the vampire stands and follows him. Close and predatory like.

Benny hushes him with a hand just inches from his chest. "Now, it's jus' a suggestion, Dean. Ain't nothing to get all bent over." Benny smirks with a small shrug of the shoulder. "Unless you want to. Get bent, that is."

Dean's back suddenly hits a solid force, making him jump as he glances over his shoulder. It's just Cas, who rests a hand protectively on Dean’s arm, stepping beside him like a shield.

His face stern as he glares towards the vampire. "You will not harm Dean." His tone comes off as more of a warning.

Benny’s jaw ticks in angst. "Who said anything 'bout harmin' him?"

Dean steps between them, a hand firm in each of their chests as he holds them apart. "Guys! Guys! Cool it, okay? Let's all just take a breather here."

Benny gently prys Dean’s hand away. “You can take your breather, or whatnot. I’m hittin’ the sack.”

Dean closes his eyes in defeat as Benny wanders over to a patch of dewey moss, leans into the ground and huddles up to sleep against the base of a large and gnarled tree. He then looks back at the Seraph, who has taken back to stirring the fire. Dean sits beside him, but he isn’t seated long before the angel dismisses him.

“Go sleep, Dean. I’m fine by myself.”

Dean raises his eyebrows at Castiel’s stern tone, but says nothing as he heads to his own corner of the woods, and lays down to rest.

It was going to be a long night.

- - - - - - - -

Today was hot. Like sitting in the middle of a swamp in ninety degree heat in the middle of summer - humid, muggy, hot. Dean scowls as his clothes stick to his sweaty body, and the monster blood that is splattered into his shirt stinks as if it were cooked - which in all technicality, it was. They’ve sat to rest by this time, along the bank of a river. It’s been a long journey, they haven’t had many monsters after them today, which was probably a blessing. Dean thinks he may pass out if he had to fight off anything in this condition.

Cas has wandered out into a deeper part of the river, he’s submerged up to mid thigh level as he leans lover, splashing the cold water up his arms and onto the back of his neck, before dipping the top of his head in, soaking his hair. Dean watches him from the bank, the Seraph’s trench coat is in a crumpled mess beside him in the pebbles. When Cas pulls his head back up, he shakes his head, expelling glittering water droplets out in all directions, their abstract pattern backlit by the glaring sun. Dean can’t look away when Castiel starts unbuttoning his shirt, wadding it up and hurling it to the river edge before dipping fully under the water, the top of his head quickly swallowed by the surface. When he emerges, Dean shifts uncomfortably, a hand lingering over his crotch as his gaze quickly devours the angel’s torso. Cas wasn’t small by any means - not skinny, not buff…just beautiful. The water trickles down his pecks from doused hair tendrils, and it continues to cascade downward in slow paths along his alabaster skin as he makes his way out of the water. His pants looked way too fucking tight because of how soaked they were, clinging to every curve, bump, and - well, bulge, that his body had to offer. His core temp is now much cooler, he is much more relaxed as he begins dressing himself in slightly damp clothes right beside Dean.

Dean shakes his head of any and all thoughts as he pushes himself to his feet, and goes to the water’s edge. He squats down, cupping small handfuls up to his lips as he drinks, eyes fluttering shut as the liquid quenches his undying thirst. He then uses the water to wet his head down as well, wiping his face in his coat sleeves to catch any residual water droplets as he looks around. His eyes now land on Benny, who is wringing out freshly washed clothes about twenty feet down the bank from where Dean is now. And oh my, if his eyes didn’t bug out of his head at the sight.

Benny - freshly washed, burly, Benny…is fully in the nude. He is clueless to Dean’s prying eyes, which only encourages the hunter to keep looking. Benny’s chest is thick with dark, almost ginger colored hair, that blooms out thinner across his back and shoulders, and cascades in a gorgeous ‘V’ that pools around his proud cock. Dean feels saliva pool in the back of his mouth at the sight of it - Benny isn’t even erect, and it’s huge. He could only imagine the sheer size of it if the vamp was excited, and the idea of…touching it, Hell - tasting it…

Dean is startled, heart stopping ice cold in his chest when Benny meets his gaze, offering a proud smirk that makes Dean blush madly as he turns and walks away. He notices his own pants tented in arousal, and scans the tree line for somewhere to duck out of sight while the other two are occupied. It’s starting to get dark, so if he’s fast, he may be able to squeeze a fast orgasm out under the radar.

Dean tucks into a nest of thick bushes just off from the trail, and quickly unbuttons his pants, eyes scanning his surroundings as he grasps his aching erection. He gasps slightly at the touch of his own cold fingers, as he starts stroking in firm, long passes. It’s good, but not enough - he’s too worried about watching for his friends or other monsters to truly enjoy this. He sighs deep, bracing one hand into a tree trunk as he leans into it, closing his eyes and focusing on his own pleasure. It’s been so long since Dean has seen a woman, that any he tries to conjure in his fantasies are fuzzy - just out of reach, they aren’t getting the job done. Reluctantly, his mind drifts back to a sexy, soaking wet Castiel, and Benny’s massive physique. The arousal he gains from this is all new, like when he’d discovered porn for the first time - the excitement of exploring, it was damn near virginal.

That was getting him there.

Small huffs and whispering moans fall from his lips, alongside the slightly wet sounds of his cock sliding in and out of his closed fist with each pass of his calloused hand. He feels his dick becoming more and more sensitive, and a tight knot forming in his gut just below the navel, signaling that his release was close. His thighs tremble in anticipation, but no matter how much he strokes, climax is just out of his reach - something is missing.

“Fuck…Cas.” Dean moans as quiet as he possibly can. The words feel foreign as they leave his lips, and he’s slightly embarrassed for even trying it. But he reminds himself he’s alone, and pushes on.

“Please, fuck please Cas…just like that…”

This time around, his pleas felt more genuine, and his hip jerk involuntarily into his own touch.

“Benny!” He now whines, his mind and lust terribly conflicted.

He’s so damn close, just a couple more strokes and he’s there. Dean can’t find it within himself to stop when he hears something approaching through the dense vegetation - he’s too far in, there’s no going back. He hasn’t had an orgasm in a year, whoever the intruder was would just have to deal with it. Dean is finally taken over in a blissful climax, face twisting in pure pleasure as he shoots his load messily into the grass below, stray ropes faltering and dripping down his hand as he gives himself a few more pumps in earnest. And then he’s left there braced into the tree, trembling and catching his breath, heart pounding in his ears.

“Well I’ll be damned.” Benny says in a low voice behind Dean.

Dean doesn’t turn around, he just wipes his hand on his pants and starts to resituate his junk into its correct position within his jeans.

Benny takes a step closer, his chest slightly brushing against Dean’s back, his breath hot on the hunter’s earlobe. “You sure do cum pretty, Mon Cher.”

Dean feels goosebumps race across his skin, blood pumping back down into his nether regions as he turns to Benny.

“Benny…” Dean says in a stern, warning tone.

Benny snaps, shoving Dean with an aggressive force back into the tree, quickly closing the distance between them with his own body, pinning the human there. Dean gasps in surprise, but says nothing.

Benny’s eyes search through Dean’s emerald greens for any sign of fear, or anger. He finds none of it, there’s almost an odd cloud of calmness behind them - acceptance, perhaps.

Dean relaxes under Benny’s forceful grasp, his expression softens along with his tone. “Benny, I’ve uh…I’ve never been with-”

“Shh,” Benny hushes him softly, his eyes encouraging and bright in a youthful excitement. “Ill show ya how, you’ll be a’ight. I’ll take care of you.”

Dean nods, eyes quickly shifting down to Benny’s lips. The vamp takes note, leaning in and pressing them to Dean’s.

It was strange, Dean is used to lipstick, tacky gloss, soft lips, and smooth skin when it comes to kissing. He was used to the fact that him being the man, meant he had to bring the force, the assertiveness, the dominance. Benny was none of that, his lips are dry and thin, paired with abrasive stubble that would surely leave rug burn on Dean’s face if they got too carried away. He controls the pace of everything, tongue demanding entrance with forceful prodding along Dean's lower lip, and his hands groping hungrily across the hunter's willing body. It was different - completely foreign.

But Dean loved it. He loves all of it.

Dean parts his lips just enough so that Benny shoves inside, their tongues gliding along one another in exploration as Benny grinds his knee into Dean’s crotch. The hunter moans in approval, his hips grinding down into Benny’s leg to increase the friction. Benny smirks, never breaking his lips away as he whips his jacket off, and tosses it to the side carelessly while he works at his shirt buttons.

"Dean?"

A different voice addresses him from the left. Both the hunter and the vampire turn to look at Cas, who stares back at them in shock.

"Cas…I uh-" Benny stammers out, taking a step back from Dean, who winces at the lack of touch. "I'll just, um…I'll just go set up camp." Benny says as he starts to walk away, bending to pick up his shirt and jacket.

"Wait!" Dean says almost in a panic, grabbing Benny by the arm. "Just wait, please."

Benny glances nervously at Cas, whose eyes are glued to Dean.

Dean steps forward tentatively. "I am freaked the Hell out that I'm even…willing to do this. But I'm desperate, okay? Cas, I trust him, you don't need to protect me." He says the last part softly, almost pleading.

Castiel shifts uncomfortably glancing down at the ground.

"You could always join in, Feathers." Benny offers with a wicked smile.

Dean’s stomach flutters, Castiel’s eyes widen.

"What?" They both say, almost in unison.

Benny wraps an arm respectively around each of their shoulders, leading them back to the comfy spot next to the tree. "C'mon…you two are familiar enough. Cas could keep an eye on you, make sure I'm treatin' you like the classy lady you are, and you have your guardian angel watchin' over you. How's that sound?" Benny leans in, practically purring into Dean's ear. "A little menage a trois?"

Dean groans as his erection grows uncomfortable. "Fuck…yes, fine. Let's do it. Cas, please just do it."

Cas hesitantly slouches off his trenchcoat, eyes glued to Benny who starts to passionately kiss Dean, wet sounds exchanging between their hungry mouths. Benny is still shirtless, and begins pawing at the layers Dean still has on. Cas unbuttons his shirt, stepping up behind Dean as he peels off the hunter's jacket and flannel, leaving him in just a henley shirt. Cas just as quickly tosses his own shirt to the side and begins placing soft and warm kisses into the skin of Dean's beck and shoulders from behind, his palms caressing up the hunter's trembling sides. Dean tips his head back into Cas' shoulder, brows downturned and mouth agape as a lustful moan echoes up through his throat. Benny takes advantage of the newly exposed skin of his neck, and sucks a dark purple hickey into the tender tissue, gently nipping it with his human teeth in the aftermath.

The enthusiastic jingle of someone's belt buckle has Dean's face lighting up as he glances down. It's Cas from behind him, he's clumsily undoing his pants, face flush in nervousness. Dean turns to him, tipping his face up as he steals a kiss, making the Seraph raise his brows in surprise alongside a childlike gasp. Dean reaches down and flicks his belt open, quickly unbuttoning his trousers and tugging at the zipper - all with one hand in expert fashion. Benny laughs quietly to himself as he paces around the two other men, reaching his hand into his own pants to palm his member. Then he stops behind Cas, sliding two fingers into the waistline of his pants and underwear, tugging them down. Cas breaks the kiss between him and Dean so that he may look down to step out of his clothes, leaving him completely exposed. Dean glances briefly at Benny who is stripping his bottom half as well, and he suddenly feels way too overdressed for the occasion. He steps back and rips his shirt off over his head in a hurry, fumbling with his pants as he wrestles them off of his legs, hopping on one foot as the pant leg catches on the other. By the time he's ready to ditch the boxers, he looks up to see Cas on his back in the damp earth, with Benny on top of him - devouring.

Two bodies writhing and grinding against each other. Touching, feeling, moaning…God, it's exactly what Dean needed. He is pulled towards them by an invisible force as he drops to his knees beside them, running a quivering palm along the muscled plains of Benny's back. The vamp breaks away from the angel, leaving him laying there with swollen lips, and a heaving chest as his dick twitches in anticipation. Dean's eyes zero in on it, and damn it if Cas wasn't blessed too. He shifts his gaze slightly past it, and he focuses on Benny's monstrous appendage. Dean felt secure in seeing that he and Cas were pretty similar in size, but Benny's cock came in easily at eight or nine inches, and was comparable in girth to Dean's wrist. It was huge, like how they write them in smut novels. Except it was real - here in front of him and all Dean wanted to do was take, in whatever sense he was allowed by the vamp.

Castiel seems to be on a mission, pushing himself to his knees beside Dean, adamantly pulling the Winchester back in for another make-out session, which quickly becomes heated as wet sounds seep between their open mouths. Cas pushes Dean's boxers down just enough to free his cock, and aimlessly begins stroking the hunter off in lazy motions. Dean bucks his hips forward into the angel's grasp, blissfully relieved to have touch on his dick that wasn't his own hands. It's been too long - he needed this. Benny quietly shifts behind Cas, wetting two fingers down in his mouth before trailing them to tease between the Seraph’s asscheeks. Cas doesn't react, he's too focused on Dean - neither of them seem to notice, they're in their own little world. Benny hums to himself in approval.

"Comin' in, Feathers." Benny mumbles into Cas' shoulder, placing a quick kiss into the skin there before pushing two fingers into his hole.

Now Cas breaks away, eyes closing as a surprised moan forces itself out. The sudden jolt causes him to grip Dean's cock harder than intended, earning a whine from the hunter in response.

"Jesus Christ, Benny. Slow down." Dean scolds through puffs of breath, touching himself in the absence of Castiel’s touch.

Benny shakes his head. "Don't need to, Dean. Look at him, he's lovin' it."

Dean watches as Cas grinds his hips back into Benny's hand face slack in pure bliss while the vamp works him open. Cas fights to open his eyes, they're glassy and needy, peering straight through Dean.

Dean knows what the angel wants, and comes to his aid, replacing his lips as he huddles up close and comforting, hands exploring all across the Seraph’s skin. Castiel grasps Dean's face within both of his hands, fingers tracing lovingly along his skin as he rides Benny's fingers, dipping his head into the crook of the hunter’s neck when the vamp slides in a third digit.

"Benny..!" He moans into Dean's skin.

Dean starts to stroke Castiel’s dick as he watches Benny's hand twist and thrust into Castiel, his fingers playing the Seraph like a fiddle to his own tune. Before long Dean feels seed shooting across the skin of his lower stomach and thighs - it's all from Cas. He moans in relief as he reaches his climax, clinging onto Dean to keep himself upright as Benny continues to finger fuck him. Dean watches helplessly, he's never seen a man so overtaken in pleasure before, it was mesmerizing. Just as fast as Benny removes his fingers, he sits forward and begins lining his cock up to the angel’s entrance.

Dean's face twists in concern. "Woah, Benny, should you give him a moment?"

"Benny, do it!" Cas pleads in a husky tone, still draped in Dean's chest.

Benny nods with a prideful smirk. "You got it, darlin'."

Benny penetrates slowly, savoring the way the angel’s body conforms to his girth, swallowing him greedily. Dean feels Cas push himself off of his chest, allowing him to lean back into Benny as the vamp fully seats himself inside - balls deep. Dean watches in awe at the beautiful show before him. Two beasts connected as one, working together as a fine tuned machine in languid motions - sweaty and raw. Cas catches Benny's lips from over his shoulder as he bounces in the vamps lap, breaking away as he shamelessly moans into the night sky. Benny is lost in his own arousal, murmuring praises to the Seraph in French. Dean sits helpless, stroking himself as his eyes plead for the two men before him.

Benny eventually pushes the angel so that his front half is in the grass, face pressed firmly into the earth to allow the vampire to drill into him with violent thrusts from behind. He growls and groans, leaning across the angel’s back and places harsh bites and hickeys into his skin - a claim for all to see.

Dean and Cas orgasm almost in unison, their sounds of unbridled pleasure fill the vamp's ears as he spills deep into the Seraph, reaching his own bliss at last. Cas sinks into the ground, exhausted for the time being as the vamp nods towards Dean.

"Get over here, Dean. Now." His tone is firm alongside being out of breath. Dean doesn't even try to deny the request as he crawls closer.

He doesn't fight the vamp when he grasps Dean around the throat, shoving him into the earth below with an animalistic hunger in his ocean blue eyes. Benny gives one firm push into his throat with his hand - a silent command to stay put, or else. Dean does as he's asked, laying there even once the vamp's hand has traveled lower. He grasps both of the hunter's legs, laying them out to the sides to gaze over his sex. Dean blushes, turning away as he feels the shame of vulnerability bearing down on him. Benny ignores this, doing the same with the human as he had with the angel, inserting fingers to prepare him for his length. Dean's legs spring up in a feeble attempt to close on the vamp's forearm, and just like a crack of lightning, his hand is back on Dean’s throat, shoving him down again.

"Non!" Benny breaks out the native tongue again, making Dean's cock twitch in excitement. "Stay where I put you." He growls out. Dean nods weakly, trembling in anticipation as Benny pushes three fingers into him this time, exciting a slight burn around his entrance at the extra stretch.

Dean's back arches ever so slightly. "Ahh! Benny…fuck, Benny!" He whines like a needy child.

He doesn't know what has gotten into him - it's like he's possessed.

"I'm gettin' there, baby. Hang in there. Doin' so good for me." Benny now praises, satisfied with the hunter’s cries of pleasure.

Dean pushes his head back into the ground, heart fluttering at the vamp's words. He's pretty sure there's four fingers in him now, stretching him open in all directions. Benny’s fingers curl in a very specific, practiced motion, and then -

Jackpot.

Dean yelps in surprise when Benny massages repeatedly over a bundle of sensitive tissue, hitting it over and over, excited at the hunter’s reaction. He knew what he was doing to Dean, and he was loving every moment of watching all the muscles in his body tense up, lit up in sex driven bliss as the hunter cums once again. Dean has tears streaming down his face by the time Benny is climbing atop of him, body warm against his own as the vamp places soft kisses across his face. Dean whimpers when he sits back up, craving that intimate closeness of another body.

Castiel hears the pleas of his human, and forces himself to go to his aid. He kneels beside Dean, kissing him passionately as he wipes away his tears with the pads of his thumbs in soft strokes across the hunter’s freckled skin. Benny gently nudges Castiel back ever so slightly.

"Hold up, Feathers. I want you to watch his face for a minute. You need to see what I see." Benny quickly pets the angel’s sweaty bangs off of his forehead as a sign of affection, before turning his focus back to Dean.

Dean knows what's coming already, and pushes himself up onto his elbows to watch the vampire in front of him. Dean spreads his legs open for Benny, eyes widening as the vamp spits into his palm to lubricate his thick member. Dean mindlessly reaches to grab one of Cas' hands, bringing it to his lips and kissing his fingers as a form of self soothing, while Benny nestles comfortably between the hunter’s legs.

Benny gets all lined up, and glances back at the Seraph one last time. "Make sure you watch his face, angel. Watch him."

Cas gulps as he stares down at Dean, whose eyes roll back alongside furrowing brows, his mouth falling slack as the vamp slowly pushes into him. The hunter pushes the back of his head down into the dirt once more, back arching into the ache as his entrance stretches and accommodates to the vamp's girth. He squeezes the angel’s hand tighter within his own, and it's actually quite comforting - something he didn't know he'd like and now didn't want to live without. Benny feels the tightness of Dean’s hole choking out his dick just a bit too much, and decides to pull out before trying to thrust back in slowly. Finally able to sink himself down to the base, he excites a deep, guttural moan from Dean.

Dean's inner thighs and belly tremble uncontrolled, almost as if his body is going into a state of shock. Benny stays still, running a hand along Dean's leg to soothe him. Dean has never had sex with a man before - he has definitely thought about it, but never followed through. His own homophobia had always gotten the best of him, but that seems far away now, as the sweet fullness he feels from Benny’s cock overtakes him. Benny feels the hunter’s body start to relax into the foreign sensation, and he pulls out about halfway, earning a hiss from Dean at the sensation.

"If I'm hurtin' you, ya gotta tell me." Benny says in a husky tone.

Dean nods breathlessly. "It's okay." He slurs out, mind foggy in pleasure. "I'm good, do it. I'm ready."

Benny pushes back in slowly, and Dean groans in response, pressing his face into Castiel’s leg. Benny repeats the slow and tentative thrusts, watching in anticipation as the hunter's body eventually softens, and his face turns from discomfort to something else entirely - something softer, more vulnerable and willing.

"Cas!" Dean whines, which makes Benny chuckle as he finally nods to the Seraph, giving him permission to come to the Winchester's aid.

Benny begins to slowly and deeply fuck Dean, his body gently rocking into the ground while Cas devours him in lustful kisses, his hand drifting down to stroke Dean to match Benny’s pace. Dean can hardly stand it, having both Castiel and Benny at the same time - this is what dreams are made of. Dean contorts onto his side with some clumsy struggle while the vamp continues his lazy thrusts. This gives the hunter better access to Castiel, as he begins to stroke the Seraph once more, aiming to please his neglected member. Cas sits back and watches as Dean jerks him off - it felt amazing. Castiel is as close to worship as he can get at this moment. He knew every curve, contour, scar, bump and mole on the hunter's body - he meticulously pieced him back together after raising him from Hell, so this was no surprise. But to have Dean touch him, and allow himself to be touched this way in return by the angel, it was better than heaven. It was beautiful, and Cas was savoring every moment Dean allowed him.

The hunter glances up at him through half lidded, plush lashes with soft moans drifting from his lips. Eventually, Dean kisses the tip of the angel’s cock, and Castiel bucks his hips involuntarily in response. Benny thrusts faster, driven mad as he watches Dean begin to greedily suck down the angel’s dick, eyes closed as he focuses on his task. Cas' mouth has fallen open, head lulled back past his shoulders as he brings a sweaty palm to rest on the crown of the hunter’s head, running dull fingernails along his scalp. Dean groans around Castiel’s cock, the vibrations sending the Serpah past his breaking point as he climaxes, shooting his load into Dean's mouth without warning. Surprised, Dean chokes, before breaking his mouth away with an amused snort. Benny pulls out, leaning down to sloppily kiss Dean, just to get a taste of the angel. Cas watches wide eyed and in shock.

Benny hums in approval, still holding Dean firmly by the jaw. "God damn. You taste good, angel."

Can gasps at the lewd compliment, and before he can fully process anything Dean is climbing into his lap, tenderly pulling him in for a kiss. Castiel sighs in content, hands quickly finding themselves resting on the tender skin of Dean’s soft waist, the sensation making the human shiver. Benny climbs onto his knees behind Dean, quickly reinserting himself only to begin fucking him again, all while still straddling the angel’s lap. Dean whines in the Seraph’s face as he takes the vamp's massive appendage, and Cas reaches down to stroke off Dean, matching Benny’s thrusts yet again. Cas nips and sucks purple hickeys into Dean's neck alongside Benny’s, exciting guttural and lusty moans to tumble up through his sternum. Benny growls like a wild animal, pumping in hard a few more times before he is taken over in his orgasm, seed quickly dripping down Dean’s legs and onto Castiel’s thighs. As soon as Benny’s member is gone, the vamp helps aim the angel’s re-hardened cock to Dean's dripping wet hole, and the hunter instinctively sinks down to the base. Cas groans as the heat of Dean’s insides envelopes him, gazing into his hunter’s eyes that are so dilated, the emerald green hardly shows. He breathes heavily while holding eye contact with Cas, grinding and riding his cock in slow and intoxicating motions.

Dean was savoring the new sensation, another unfamiliar insertion that somehow felt just perfect. Benny leans across Dean’s shoulder, kissing the Seraph deeply all the while Dean continues to fuck himself on the angel’s cock. Dean can hardly take it as he watches his angel and vamp make out. He felt like a little kid watching something taboo - something he shouldn't be seeing. It felt so right and so wrong all at the same time. Dean whimpers and moans in pure sex driven bliss, his body twitching and convulsing in a huge orgasm that makes his vision block out in splotches of color. Dean's body erratically pulsing around Castiel's cock made the Seraph cum once more, before Dean slumped down between his lovers, breathing heavily through a toothy grin.

They all just lay there - spent. The scent of sweat hangs loosely in the air, as Benny mindlessly pets Dean's wet hair, his other arm draped lazily over Castiel’s shoulders.

- - - - - - - -

Dean wakes in a sudden jolt - there's a warm heat enveloping his dick. It's still dark out, but the moonlight that seeps down through the treetops allows him to meet the piercing gaze of Castiel, who stares back up at Dean with a mouthful of his cock. Benny is scooched up right beside Dean, hard and ready for a round two after a couple hours of rest. Benny leans down and kisses a still drowsy Winchester, who moans encouragingly at the angel who sucks him off in expert fashion. Cas was better than any hooker Dean has ever had, the thought made him wonder if maybe his friend has done this a time or two in the past. That doesn't matter much when Benny brings him back down to Earth, gently manipulating him to sit up.

"Get on my cock, Dean. C'mon baby." Benny coos at the hunter in a lust hazed tone, to which Dean quickly complies once Cas takes his mouth away with a wet 'pop' as he pulls from Dean’s tip.

Dean straddles Benny’s lap just how had had earlier with Cas - they're chest to chest, with Dean's knees seated on either side of Benny's thighs as the angel aims Benny's cock to Dean's now swollen and slightly bruised hole. Dean grimaces at the slight ache of the insertion as he sinks his body down onto it, but he's still loose enough that he can take it. He gives a few long, drawn out rises and drops of his pelvis, and Benny grips Dean's asscheeks within his large hands in approval, using them as a handhold to help lift and push the human's ass along his shaft. Dean runs his hands along Benny's hairy chest, marveling at just how solid the vamp really was - like a brick wall, burly and strong.

And then Dean feels an added cool hand on the small of his back, tipping his pelvis forward ever so slightly. Cas runs his cock alongside Benny's as the vamp holds Dean's hips in a raised position, giving the angel better access for the task at hand. Dean quickly puts two and two together, figuring out what the two men have planned for him.

"Holy Hell." He whispers in disbelief. "Guys, be gentle…go slow, please." He begs, a slight hint of fear in his voice.

Benny leans forward to kiss Dean's peck reassuringly. "You know we will, Dean. We wouldn't hurt ya, ever."

"We love you, Dean." Cas assures, finally pressing the tip of his cock to Dean's entrance.

Before Dean can even process their words, Cas is applying forward pressure, and he involuntarily tenses up in anticipation.

"Relax, Dean. Just breath, baby. We've got'chu." Benny rubs his hand along the side of Dean's face as the hunter leans into his touch, wincing in discomfort at the sensation he feels from behind.

He's a little scared, yes, but God it sure would be something to take both of these gorgeous men within him at once. He wants it - Dean wants them both inside of him more than anything. He pushes down into the sensation, helping as Cas clumsily slides along Dean's wetness for a moment, and then his head just pops in suddenly, making both him and the angel gasp in surprise. It burns, alongside an ache that just radiates, but Dean is quickly learning that this is just part of the anal experience, and to not be a bitch and deal with it, because something so fucking good was coming his way once he's used to it.

They sit there, kissing, touching, breathing…allowing Dean's body as much time as it needed to accommodate both men. When Dean finally nods, Cas sinks in fully, all of them moaning or groaning at the sheer tightness they all feel at the point where they are connected through. Benny and Cas clumsily take turns in slow and languid thrusts, their slimy cocks grinding and sliding along one another within Dean's hot walls. Dean can feel it too - every sudden slip and slide they do within him, every jolt and twitch of excitement…Hell, his own dick was thrilled at the sensation and it wasn't getting touched at all. It all felt good, too good.

Cas takes the reins and begins to fuck Dean faster, the sheer force of his thrusts making Dean's body rock along Benny's body, which consequently ends up fucking Dean on both cocks simultaneously. He can't take it any longer, the sensation is all too much and a phantom orgasm takes him by surprise, as he twists and presses into Benny's chest like a mewling school girl. Castiel doesn't stop however, and changes his angel slightly so that he is punching at Dean's prostate relentlessly - like a piston. Benny clears air from below with his hips, driving up like a wild animal as he begins to roughly fuck Dean from below, his thrusts not even remotely close to matching the angel's pace. Two cocks relentlessly running in and out of his thoroughly fucked hole sends Dean into sensory overload, and is shamlessly moaning and crying in pleasure for all to hear. Purgatory didn't seem so bad anymore, as they all embrace the feral hunger within, taking what they want when they want it.

Benny cums first, thrusts falling sloppy before he drops into the ground - exhausted. Then Dean follows, he struggles for any kind of sound as his throat is sore from all the vocalizations, and blowing off the angel earlier. Finally Cas spills inside, triggered by the wet squelches of cum and bodily fluids being mixed around within Dean's body, alongside the sporadic way his hole clenches the angel’s shaft through his orgasm.

When Cas pulls out, a mass amount of semen spills out of Dean, dripping down his own cock and the insides of his thighs - thick and slow like molasses. There's a slight tinge of blood in it as well, but considering today's adventures, that was to be expected.

Now they all lay huddled together, naked and yet again, drenched in sweat. Dean is sandwiched between Benny and Cas, body crying out in exhaustion. His whole pelvis ached inside and out, but it was a blissful and beautiful ache that he welcomed proudly. Benny is already snoring against Dean's skin, and Dean feels his own sleep close behind, as he struggles to hold his eyes open.

"Sleep now, Dean. I will watch over you two, always." Cas whispers, leaning to place a loving kiss into Dean's lips.

Dean nods, allowing his eyes to flutter shut as he falls fast asleep.

Angel’s don't sleep, but Cas feels a different type of exhaustion as he stares up into the night sky. Suddenly everything seemed so peaceful, as if they all had found everything they'd ever wanted. This would be the start of a lifelong companionship that none of them would ever forget. And boy, if it wasn't going to be a chore to explain to everyone once they make it topside.

John Winchester had to be rolling in his grave.