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sweetcocopowder · 11 months ago

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Could i have a demon dean fic with the prompts "Are you afraid of me?" And "Take it off" with a male reader please

Prompt 6 | Crossroads Demon!Dean x Male! Reader

Synopsis: You finally bring yourself to summon a crossroads demon to strike a deal. But you quickly find out that this crossroads demon does things a lil differently to seal a deal.

Word Count: 3.7K

Warnings: Smut. Tongue fucking. Size kink. Dean's a big boy. Reader's short. Praise. If i miss anything, please tell me. It's late at night.

Notes: I am so sorry that this took forever to post. This is probably the longest fic for the Milestone. I wanted to get it right since these types of prompts take me forever to write. But, I hope your enjoy hehe

You can’t get your breathing under control. It comes short and shallow that it makes your head dizzy and light. It actually worked. The ritual actually worked. You stumble backwards, your feet catching against each other on the loose gravel as you fall on your ass. So much for first impressions.

The demon stands tall in the middle of the crossroads clad in a pitch black suit. He sweeps a hand through his blonde hair, trying to tame it but some strands still fall over his freckled face. His black eyes scan over his surroundings before they flicker to an intoxicating green. They set upon you, a frown forming deep upon his features.

“You’re a little pipsqueak now aren’t you,” the crossroad’s demon comments.

At that, you’re quick to your feet, dusting yourself off as thoroughly as you can. You puff out your chest and square your shoulders, because you’re in charge. You’re the one that summoned this demon. You’re the one making the deal. How dare he call you that when you’re the only offering him something in return.

“Don’t call me that,” you snap at him, but your voice comes out cracked.

The demon chuckles, a set of fangs showing from behind his lips. He walks towards you, and you quickly realize just how much taller he is than you. You’re short for a man, only coming up to a 5’5. And standing next to someone over 6 feet is always something.

“I can call you whatever I damn well please,” the demon snaps.

You flinch slightly, brows furrowing in anger at the mouth on this hellish creature. He may not have any horns. Or no tail. Or any hooves in those dress shoes he wears. But he sure as hell smells like a demon. Sulphur at its finest.

“I’m here to make a deal,” you get back onto topic, the reason why you even summoned him here in the first place.

The demon rolls his eyes. “Yes, yes. I know why you’re here. Didn’t summon me for a chit chat now did you?”

He pinches your chin between his thumb and pointer, inspecting you. He moves your head back and forth, looking over every inch of you. You swat his hand away at the feeling of your cheeks flushing something hot.

“Is it money you want? You want your girlfriend to love you? Want a promotion at your job you’ve been stuck in for eight years? Or want your boss dead?” The demon lists off on his clawed fingers.

“What!? No!” You bark out.

“A new car? Your partner to be pregnant?” The demon asks a few more things. “I can do that myself if you want. If you’re the one shooting blanks then you’ve come to the right person. Probably the straightest and strongest shooter you’ve met!” He chuckles loudly.

“No! What are you going on about?”

The demon laughs harder, the noise seeming loud out in the open, deserted road. “Then what is it you want, pipsqueak?”

You ignore the comment. “I want to be six foot tall,” you answer with as much confidence as you can muster.

The demon goes silent. He stares at you with wide eyes, as if you’re pulling his demonic leg. But when you stand there in silence, not speaking a punch line, it settles into the demon that you aren’t joking.

As much as you’d like to be joking, you’re not. You’re sick and tired of people belittling you because of how short you are. Treating you like a child even though you’re a grown ass man. It’s humiliating at some points. And this demon is just showing you that it’s all true.

How will you explain it when you come back to your boring office job six feet tall? You’ll get to that afterwards.

“So,” the demon clears his throat. “You want to sell you soul to be six feet tall? Am I correct?” He asks bluntly, gesturing his hands around as he speaks.

You nod with a, “Yes.”

The demon pops a hip out with a hand placed over it. You watch the motion before dragging your eyes back up. You’d be a fool to admit the demon before you isn’t hot. You wonder if this is what he looked like before he became a demon. How does becoming a demon even work?

The demon shrugs. “Well I guess I know people that have done worse.” He sighs. “Do you know how a crossroads deal is made?” The demon asks with a cocked eyebrow. He makes his way towards you again, reaching out and patting down your tie.

“Yes. A kiss to seal to deal,” you say with confidence.

Just a simple kiss.

“I do things differently,” he says as he hooks a finger into the tie.

“What?” You utter out weakly before you can control yourself.

With the smell of burning fabric, the fabric touching the demon’s finger burns a neat line. It falls off, flopping to the ground. His green eyes land on you and you find yourself unable to speak. A hand hooks into your belt and you stiffen up greatly, your face burning a bright red once again.

“My deals are struck a lil’ more intimately. A little more hands on,” the demon grins, his lips only mere inches away from yours.

You can smell the demon better than before now. The smell of sulphur still lingers, but there’s something else that lingers. Something much sweeter. It’s not a pleasant combination of smells though. But what else did you expect a demon to smell like. Rainbows and unicorns?

But you know what the demon is talking about. You summoned a cross roads demon. Not a fucking succubus.

Yet at the same time, you don’t want to have to do the entire ritual again just to get an ugly demon. It would be a shame to pass up on an opportunity like this. Yes? Maybe you are a little messed up in the head. But those green, green eyes. You can’t seem to look away from them.

“Do you still want to be six foot tall?” The demon all but growls out right in your ear.

You swallow thickly. What harm could getting fucked by a demon to be a little bit taller do? You’re just selling your soul.

“Y-yes,” you utter out.

The grin that spreads across the demon’s face is devious. “Are you afraid of me?” He asks, his voice low and even.

It goes straight to your crotch though. You’ve never had anyone come onto you like this but you’re quickly realizing you might be more into it than you may have first realized. You swallow thickly, not being able to look away from the demon’s piercing gaze.

“No,” you squeak out.

The crossroads demon takes a large step away from you with a hearty laugh spilling from his lips. You’re confused. You can’t help but stand there dumbstruck at the sudden change. With the demon’s back turned, you quickly adjust yourself in your suit pants. Don’t tell yourself that he was joking?

The demon turns back around to you, his eyes looking you up and down as if you’re a piece of meat. You can’t help but step from one foot to the other under the watchful, dark gaze.

“Take it off,” the demon suddenly says.

“W-what?” You utter.

“I said,” the demon makes his way back towards you, placing a finger on your chest. “Take this fucking suit off or otherwise you’ll be walking home in nothing but your birthday suit.”

Oh. Oh. Oh my lord. You can feel yourself become as bright as a tomato and yet, you follow the command instantly. You begin stripping, starting with your coat and button up, then to kicking off your shoes. With only a split second of hesitant, you take off your suit pants and hesitate at your underwear. You look to the demon before you who only cocks an eyebrow your way. You swallow thickly again, butterflies coming to your chest as you strip everything. You cover yourself subconsciously with your hands in front of yourself, trying to hide your bulge.

You flinch at the warm hand splayed across your chest suddenly. You can’t drag your eyes away from the crossroads demon. He licks his lips in anticipation, liking what he sees before him.

His hand glides up your neck to the back of your hair, gripping in to tug your face upwards to him. He’s so much taller than you it’s almost intoxicating. You’re almost standing on your toes as he comes down for a kiss, capturing your lips with teeth and tongue. You can’t help but moan into the kiss as the demon grabs onto your sides tightly. His sharp nails dig into your soft skin causing a harsh shiver to run down your naked back.

The demon pulls away, looking down at you with devious green eyes. A string of saliva connects your flush lips to his and all you find yourself doing is staring.

“Now,” the demon purrs, “Did you want to take this on the hard gravel or do you want to try and stand and take it?” He asks lowly.

You swallow thickly, thinking it over. The thought of your back or stomach getting scuffed up doesn’t sound all that pleasant in your eyes.

“I’ll be alright standing,” you say, a slight shake in your voice.

The demon shrugs with a cocky expression on his face. “Alright,” he mumbles, “It’s your deal.”

He then drop to his knees in the loose gravel, his eyes never leaving yours. He grabs onto your thighs and spins you around. Definitely not the direction you thought this was heading, but you don’t complain otherwise. You can’t help the shaky exhale that leaves your lips at the sudden direction this is turning. This is not what you thought would be happening tonight, but you can’t remember the last time you were properly laid. So may as well take this as it is.

Large hands spread your cheeks open and you suddenly feel very, very exposed. You try and hold back the whimper that tries to escapes your throat as hot breath touches your skin. You bite down on your knuckles as you bend over just a little, giving the demon a better look.

“I’m gonna loosen you up a bit,” you hear the grin on the demon’s voice, his face buried under you. “Don’t want this to be unpleasant is all. May be a demon but I’m not a monster.��

“Who would hav- AH!”

You don’t get much warming than that before a hot tongue licks from the base of your balls all the way to your hole. You shiver violently at the feeling. Does his tongue feel much stickier and thicker than a normal humans or is that just your imagination? He licks a long strip from your balls to your ass again, this time slower than the last. And this time you can’t help the sound that comes from your mouth. You place both of your hands on your knees with your head bowed between your shoulders. This might be a little harder than you thought.

“Don’t hold back, pipsqueak. I love hearing those beautiful noises,” the demon says huskily. “It’s like a reward.”

You go to say something, but everything and anything you were going to do is thrown away as a thick tongue is pushed past the tight rim of your ass. You let out a startled cry at the odd sensation of the hot, sticky tongue within you. It’s as thick as at least three fingers and feels longer than such. It prods and seeps deeper within you, as if searching for something. It stretches you oddly, the strange feeling earning a whimpered moan from your lips.

You bend over a little more, fisting your hands on your knees as they begin to shake. You shudder an exhale as the demon’s tongue curls within you, folding on top of itself to make itself thicker before coiling back out. This is not what you had in mind, but you must admit it does feel amazing. If he keeps this up, you might have to take it to the gravel because your legs might just give way.

You can’t help but keen and gasp at the warm tongue prodding and pushing against your prostate. Your legs shake as it only feels like he goes deeper, and deeper. A sheen of sweat starts to cover your skin that’s quickly cooled in the cold night air.

Your cock sits half hard between your legs, but it wouldn’t take much more to get yourself to full length. You wrap a hand around your cock, giving yourself a few dry strokes. You can’t help the groans and whines that slip through your parted lips as the demon seems content in eating you out for the time being.

After another minute of prodding and twisting, you feel yourself already coming close. This is all so new and blissful that you can’t help yourself. You’re coming in your hand before you even know it. You gasp and groan, clenching your jaw as the tongue retracts from within you. A little shame rids into your gut, but the satisfaction out weights it for now.

A dark chuckle comes from behind you, “You lasted a little longer than some of the other fellas that come to me.”

“Nice to know,” you pant out.

You don’t think you can stand much longer. You return your hands to your knees, trying to catch your breath.

“But we ain’t done, pipsqueak,” the demon rumbles as he stands to his feet.

You peer over your shoulder with wide eyes to catch the demon wiping his mouth with the back of his sleeve. His blonde hair is ruffled, and those green eyes only watch you with a hunger that’s on the verge of starving.

“Deal isn’t struck until I come in you,” he says bluntly.

“W-what?” You stutter.

The demon leans into your back, wrapping his arms around your middle and hooking his chin on top of your head. He engulfs you fully, holding on tight so that you can’t leave. He leans down and breathes into your ear, and you can’t help but freeze up and become ridged.

He speaks slower and gruffer this time, his voice rough in your ear, “I’m going to fuck you until you come again from just my cock. And nothing else. And then I’m going to fill you up so that you, a little pipsqueak like yourself can become nice and tall to impress everyone around you.”

Goosebumps run across your cool skin at the thought of such. You’ve never had anyone talk to you like this. You’ve never let anyone talk to you like this, but oh my do you like it a little bit too much. The rough words go straight to your soft cock, making it twitch.

“Do you want me to do that?” The demon asks as one of his hands slides back around to your ass, giving the soft flesh a squeeze. “Can you do that for me? Hmm?”

You breath out shakily, “Y-yes, please.”

You can feel him grin again against your neck before giving your flushed skin a kiss. He moves away but just enough so that he can undo his belt. The clinking of the buckle is loud on the open road, and you suddenly become very aware of where you are. You glance around at the empty fields that surround the gravel crossroads. No one comes down here and you bloody hope that no one decides to spontaneously come down a deserted road. But all of that is quickly washed away as a thumb prods into your saliva slicked ass. You grit your teeth at the wet sound and the feel of the cool saliva running down your legs.

The demon hums behind you, almost satisfied with what he’s inspecting. “I think I over did it a little, but you’ll be perfect all the same.”

The thumb disappears to only be replaced by the warmth of the demon’s cock. From what you can feel, he’s big. You can’t help but tense up as you suddenly over think everything. But a hand comes around your front, resting over your heart.

“Oh my,” the demon hums. “Now now, that won’t do. Relaaax, pipsqueak. I ain’t going to do this if you don’t want to. It’s your deal after all.”

The statement does in fact calm you down. You’re here to make a deal. He may be a demon, but he hasn’t hurt you as of yet. Which is reassuring to you right now.

“L-Let’s seal the deal,” you shakily utter out. Not out of fear, but more anticipation and need.

A low chuckle in your ear has your soft dick twitching. The demon pushes past the rim of your ass, the head of his girthy cock slipping in easily. You gasp loudly as he pushes in a little further before pulling out and slamming his hips flush against your ass. He bottom’s out quickly, the entire length of his dick sitting snuggling inside of you. He worked you open well enough to do so, a deep chuckle emitting from his flushed lips. He curves in just the right way that hits against your prostate almost perfectly. The way that has your knees becoming weak and leaves you breathless. He stretches you a little painfully, more so than his tongue but you find yourself only wanting more. The pleasure that courses through your gut fizzles your head and you find yourself not thinking straight.

The demon begins a quick pace, using the hand on your chest to keep you in position as he thrusts into you. He more or less towers over you, being able to hold you up if your legs decided they didn’t want to support you any longer.

The noises that comes from your mouth are ones of pure bliss. You don’t know where to put your hands and after a while you end up placing a one on top of the demon’s on your chest. He chuckles at that, low and deep into the nape of your neck before grabbing a hold of both of your wrists. He crosses your arms in front of your chest, holding onto you tightly as he pounds his hips into your ass. The wet plap of the demon’s hips is numbed out by just how loud you are. You whine and keen and moan with every thrust and every inch he gives you.

You try to catch your breath but every time it’s knocked out of you with each thrust. You’re unable to keep yourself quiet at the closeness and the fulfilment of the demon. He breathes into your neck, mouthing words and kisses into your sweaty skin. Your once soft dick now bounces between your legs half hard. You don’t think you could handle anything touching your dick at the moment. Everything buzzes and trembles in all the right ways.

“You’re probably the best one yet,” the demon grins in your ear. “Taking my cock like a good lil’ boy.”

The praise makes you feel high. You get lost in everything, the constant stretch and pull of the demon pounding without tiredness into your ass. You hunch over, allowing better access for the demon and he follows you. Towering over you, holding you close to his chest. Engulfed in his arms that could wrap around your entirely.

You come a second time, this time being much harsher than the first. You forget how to breath and forget where you are for a second. The demon lets up. Even when you’ve tightened around him, it only makes his movements even more driven. He pumps once, twice before driving his cock deep within you. The warm sensation of him filling you makes your entire body shudder. Makes your dick twitch, expelling a little more cum before once again softening between your legs.

Your legs tremble and shake and if it weren’t for the demon holding onto you, you would have fallen on your face by now in the gravel. You breath heavily, trying to catch your breath as the demon makes sure every last drop of him is expelled inside of you. Sealing the deal.

He pulls out and you whine at the sudden loss. It’s a pathetic noise that you can’t stop. You never knew you could make so many noises until tonight. Nothing that has ever been drawn from you before. And find yourself having loved every moment.

“Can you stand?” The demon chuckles.

You lick your lips and swallow thickly. After a while, you nod sharply as you drag your feet under you. The demon lets you go but keeps his hands on you, afraid you may fall to your knees. But you don’t, you shake a little, but you stand all the same.

You can feel the demon’s cum drippling down your leg and you already know it’s going to be a fun five hour drive home. You might have to grab a motel because five hours sounds like five days right now.

When you turn to face the demon, you now stand eye to eye with his green gaze. He grins from ear to ear with a cocked eyebrow. The deal has been struck.

You don’t feel any different, but the ground does now look as if it’s further away. You’ve gotten your extra inches. Just like that.

“Th-thank you,” you manage to get out.

This makes the crossroads demon laugh, covering his mouth with a hand. Crow’s feet scratch at the corner of his eyes. He points to you with a toothy smile.

“You know, if you ever want to make another deal, call on me personally,” the demon chuckles deeply, “This was fun.”

That, actually sounds like a good idea. You work in an office. You’re digging yourself an early grave anyways.

“And how should I-“ you have to lick your lips, your entire mouth dry. “How should I do that?” You ask.

“Dean,” the demon finally greets himself. “The name’s Dean.”

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