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#Sam Winchester Has A Plan
samanddean76 · 9 months
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Chapters: 1/1 Fandom: Supernatural (TV 2005) Rating: Mature Warnings: Rape/Non-Con Relationships: John Winchester/Sam Winchester Characters: Sam Wesson, John Wesson, Zachariah (Supernatural) Additional Tags: Alternate Universe - It's a Terrible Life (Supernatural), Angry Sam Winchester, John Winchester Tries, Sam Winchester Has a Plan, Implied/Referenced Rape/Non-con, but it's not real, Non-Graphic Rape/Non-Con, Still Not Real, Revenge, Or Justice, Mystery to be solved, Prompt Fill Summary:
Sam Wesson is trapped in a dead-end job, all the while supporting his father. Or is he? The only thing he knows for sure is that he's in love with his father, and the dreams are getting worse. But Sam has a plan, that hopefully will earn him the one thing he wants more than anything in this world. His father's admiration.
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mothgardens · 9 months
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sabriel is slowly but surely taking over my entire mind.
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quietwingsinthesky · 11 months
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for your fic prompts, sam taking care of baby jack?
He's so small, and Sam wishes he cried more if only because he'd know what to do to help him, feed him, change him, rock him. At least he knows this, that Jack can't fall asleep, or stay asleep, unless Sam is holding him, and Sam is the only one who can, after Dean tried and nearly dropped Jack on the floor, fingers frostbitten and expression furious while Sam cradled Jack close and stumbled over excuses ("He's a baby, Dean, he wasn't trying to hurt you, he didn't know, he didn't know.")
But even though Sam is sleep deprived and riddled through with anxiety taking care of his- of Jack, he still can't help how much he loves him, how much he'd give for Jack to have a good life, safe and happy and loved, and every day, he gets more and more scared that he's not going to be able to give that to him.
(birthday 3 sentence ficathon! come toss a prompt!)
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cas-ti-els · 1 year
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So was Cas just going to stomp on a fish for no reason? What was the context of Castiel, Angel of the Lord, wanting to jump a fish?
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shannara810 · 11 months
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Luke has a plan, part II
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ladylightning · 9 months
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i am obsessed with ruby supernatural as being one of the most unwaveringly devout characters on the show. so many angels and demons act in their own self-interest, disillusioned by god or lucifer or archangels or the entire structure of the afterlife. fine. but RUBY?!? a human. a witch. sells her soul. dedicates her life to lucifer. in death she is tortured and molded and shaped into a demon. and yet she still worships. she is recruited into the ultimate satanic plan, cast as the delilah of the apocalypse. she spends multiple years publicly siding with the beloathed winchesters, being seen as a traitor to her kind. being hunted. being tortured repeatedly at the hands of her brethren for treason. painstakingly slowly seducing sam, convincing sam. luring sam to enact the plan. she lets sam drink her blood. so much blood. she is the sacrificial lamb. she is the best of those sons of bitches. all to be killed. and she knows this. she has to have known this. and she doesn't care. she's done it, the holy work. incredible character.
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filmologetica · 24 days
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BEHAVIOR — dean winchester
pairing: dean winchester x f!reader.
the one where: you and dean are trying your hardest to have sex but everyone seems to be against it.
warnings: +18. kind of smutty, language, fingering, blue balls king. english is not my first language and it’s 2am here so it might have some incorrect english i plan on checking later.
a/n: this was… something. i’m thinking about a part 2, let me know if you want it <3.
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Dean didn’t know if anyone had ever died from blue balls, but if not, he could easily be the first.
Two weeks. It has been two weeks now that Dean and his girlfriend were trying to get some alone time, but it seemed impossible. Every time someone had something they forgot in the room they were heavily making out in and took too long to head out, killing the mood completely, or something urgent to talk to them, or something that needed to be done. Every damn time. And when they finally had time at night they were exhausted, completely worn out.
The tension was growing between them and they just couldn’t help it. They fought for every stupid reason, everything seeing to be extremely frustrating.
“Did you get the milk I asked you to yesterday?” Y/N’s voice was low. She was tired, frustrated and horny. More than that, she was fucking angry with the life she chose. Walking back to back killing monsters was fucking exhausting. She needed a break.
Everyday something new was getting on her nerves. Ghosts, demons, angels and even Lucifer himself. Jesus Christ, she had no more patience for anything.
“Shit, I forgot. Sorry, babe.” Dean was just as exhausted as her, but he was used to this life. What he was not used to was spending fourteen long days with zero sex.
Zero intimacy. Not even a lazy handjob. Of course he could take care of himself but once he was in a relationship - or sort of - he needed to be deep in the woman he craved. And oh, boy, he was craving her. Everything was enough to make his dick wake up and twitch inside his pants.
Every.
Single.
Thing
made him end up with a boner that he wished you would take care of but there was always something in the way.
Fourteen days. And counting.
“Fucking hell, Dean. Is it too much to ask for you to pay attention to the things I tell you?” You snapped, slamming your mug to the counter.
Sam looked up, rolling his eyes knowing very well you two were about to start another pointless argument. Dean wasn’t exactly helping his situation either, as he raised his voice. “If I pay attention to every single thing you talk about every day, there goes my whole day. You never shut up.”
“I’m really sorry. I forgot the only woman you’re capable of listening to are the stupid whores you fuck at every bar we step into.”
“Yeah, at least I can fuck them.”
“Fuck you, Dean.” Your mug was now forgotten in the counter as you marched out of the kitchen, your face red with anger. You knew Dean didn’t mean it. It has been like this for days now, just pointless arguments about nothing.
“Dude, just- Go talk to her.” It was almost like Sam was stuck in a loop all over again. That’s how he felt. He had now lost count of how many times he had said this exact same thing, the exact same way. “I’ll go buy the fucking milk.”
Sam had no idea what was happening. Your relationship with Dean was a secret and that was a deal that you both made until you figured out what it was. Of course sleeping together every night wasn’t exactly nothing but you agreed in taking things slow.
Dean entered your room without even knocking, closing the door behind him with a kick. “I can’t take it anymore, Y/N.” He sighed, letting his body fall in your bed. “I don’t want to keep fighting, I’m sorry. You know I listen to you, it’s just- It’s been too much.”
“It’s ok. I’m sorry about what I said. I just-” Dean looked at her, knowing exactly what she would say. “I miss you.”
“Yeah?” Tracing an invisible line at her exposed leg, Dean was taking his time feeling how soft her skin was.
“Yeah.”
“Mhmm.” His hand was now not so innocent, getting to her thighs still gently. The touch enough to make her shiver. “What are you missing?”
Opening her legs, Y/N exposed her delicate lingerie. It was red, and Dean could feel his mouth water with the sight. Her tiny lace panties were now making him rock hard. He could see your pussy clearly and he was ready to show you how much he missed it. “I miss you right here.” Your hands entered the fabric, touching your clit gently.
“God, I love it when you act like a cock slut.” Lifting your dress a little more, Dean was taking up the view. You never needed much to make him hard, but this was a whole different level. It was like he was drunk on your smell.
“I love it when you fuck me with your fingers.” You said and Dean now moved the fabric to the side, to get a clearer view, chewing on his bottom lip. “It feels so good when you ease me up with one finger because I’m so fucking tight for you…”
And just to make Dean lose his mind, you add one finger to your drabbling pussy. It took to much of him to not roll his eyes and come undone without even taking off his pants. “And when you add another one… God, feels so good, baby.” One more finger in, another growl from Dean out.
“I’m going to fuck you good. Make you remember what it feels like when I’m filling you up.” With your most innocent face you nodded, more like begging Dean to fuck you.
When you felt his lips on yours in an urgent kiss, it felt like you were dreaming. His tongue sliding into your mouth roughly while you ran your fingers through his hair desperately. Now, he was on top of you and you could feel his bulge.
You could feel his cock while his hips trusted into you trying to make him feel better even with his clothes still on. When your hand found his boner, using enough pressure on it, Dean moaned into your lips. “Fuck. I need to be inside you.”
And just when his hands found his belt, a knock was heard on the door. “No!” You cried.
Dean sighed, absolutely frustrated and hiding his face on the crook of your neck. “We can pretend there’s no one here. We put a pillow on your face and you make no sounds while I fuck you.”
You let out a quiet laugh, just as frustrated. “What if it’s important?”
“Y/N, this is important!” Dean was furious. Who wouldn’t be? He refused to add one more day to his blue balls count.
“Open up, guys!” Sam said loudly on the other side of the door.
“What the fuck does this guy want?” Dean got up while you adjusted your dress, trying your best to fix your hair quickly. “Yeah, Sam?”
As Dean opened the door, his face was definitely not friendly but it didn’t scare Sam, who entered the room and sat on the bed.
The bed you thought you were having sex seconds before. “We need to talk about your behavior.” He says.
“My what?” You ask and Dean rolls his eyes, thinking about hitting his head on the door a billion times to end his penalty.
“We’re gonna talk about what’s happening between you and Dean and solve this problem right now.”
“I don’t think that’s something you can fix, Sammy.” You wish you could punch him.
“Well, then I’m not leaving this room.”
And with that, Dean left to take a cold shower in his room after being cockblocked by Sam once again.
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zeppelinlvr · 1 month
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Dating Dean Winchester
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Dean Winchester x Female Reader
Notes: I just wanted to post some head cannons since I don’t have any fic ideas rn. Also thank you guys for all the support, i can’t even begin to express my gratitude, i’m so glad you guys like my work! 💗💗
Warnings: Fluffy, some cursing
✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰
- Protective like no other, if you join him on a hunt he makes sure you stay close and is throwing punches the second anything gets near you
- Dean has trouble saying he loves you but he shows it through his actions and taking care of you.
- Takes him a while to let you get close but when he does you’re his whole world, there’s nothing he wouldn’t do for you or to protect you.
- Loves loves loves taking you out to eat, he always wants to try new foods and restaurants with you, both of you overeating and cuddling while watching a movie until the stomach ache goes away.
- Sam helps you plan surprises for Dean on your anniversary or his birthday
- Opens up to you about wanting a family (Dean is such a girl dad ugh)
- Lots of teasing and playful banter, if you mix words up or say something dumb he’s sure to let you know he heard it.
- Petty arguments over things that definitely don’t need to be argued about
“Dean where are my shoes”
“probably by the door” he said without looking up at you
“i’m standing by the door dumbass” you told him
“i didn’t take them” he responded flatly
“yes you did” you shot back
“why would i take your shoes?”
- Arguments end when one of you finally laughs or you just kiss and make up.
- Both of you asking Sam to take your side in an argument
- Going to bars and laughing at everything after too many drinks
- He LOVES kissing the back and top of your head.
- Def holds the back of your head when you hug him.
- Tries his hardest to make you feel better when you’re upset, he lets you talk through it and tries to make you laugh. He’s not good at helping people with their emotions but he tries his hardest for you.
- Getting a cat with him and he acts like he hates it but you catch him cuddling it and letting it sit on his lap.
- Says he hates the cat even though he babies it big time.
- Calls you a dork but he loves how smart and educated you are in certain areas.
- Singing together in the car and making dumb faces at each other.
- Talking with him about music and gifting him cassettes that you pick up at thrift stores and music shops on the road.
- He let you drive the impala one time and was sweating and twitching the whole time. (no hate to you he just loves his car), he prefers to drive you around.
- Defends you in public, corrects you in private!!
- Telling him everything that comes to your mind and he lets you yap because he’s secretly interested in your leg pain, the people you saw at the gas station and what new perfume you want to buy.
- Will laugh at something for an hour with you even though it’s definitely not funny anymore.
- Feel like he likes Johnny Cash and old country so you make him a mixtape of old country songs.
- He rolls his eyes at your complements but you see the smile playing at his face.
- Calls you sweetheart, sweet cheeks, doll, sweet girl, pretty much anything he can add sweet in front of.
- Both of you eat up the themed motels, trying to find the most ridiculous ones you can.
- Even though you guys bicker and you get on his nerves Dean would do anything for you, he’d literally go to hell and back to keep you safe.
✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰ ✰
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teaboot · 2 years
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I remember being in highschool watching Supernatural and seeing all the imagery of Sam Winchester with snakes and demon blood despite being the "Good brother who eats healthy and makes normal life choices and thinks about ethics and morality"
And of Dean Winchester's association with angels and self-sacrifice despite being the "Simple brother who likes porn and strippers and pie and doesn't mind killing"
And I kept thinking that with all the violent escalation against both heaven and hell that it would be so poetic and inevitable for them to defeat both God and the Devil only to realize that the natural order exists for a reason, and that someone has to fill those roles,
And I thought it was so inevitable that Sam, the good and righteous one with dark impulses would resign himself to ruling Hell while Dean, the brash and violent one so anxious to know that he might be good would rule Heaven, and neither would die but instead remain diametrically opposed yet tied together in eternity in undeath just as they were in life, a master of heaven and a master of hell maintaining the balance of life and death as brothers, equals and opposites
And that seemed like such a foreshadowed and bygone conclusion that I was certain that it was what the writers had planned
And then it....... didn't
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supernaturalistthings · 6 months
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Earlier
Dean Winchester x Female!Reader
Summary: Dean flirts with another girl to make you jealous.
Warnings: +18 contains smut
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You watch from across the bar as Dean shamelessly flirts with the bartender before him. She’s loving it and leaning into every word he says. Your hold on your short glass tightens as Sam mindlessly sips his beer while seated at the table with you. He looks over to you and does a double take then follows your eyes and sighs
“Okay, this is torture” Sam says while tapping his hands on the table
“What?” you snap your head in his direction questioningly
“This..” he gestures his hands at you and Dean, frustrated with the situation before you both. He continues “He's doing this to make you jealous, you know?”
“What?” you say again without taking your eyes off Dean
“He devised this whole plan i wasnt supposed to tell you about …to get your attention… but this is just torture”
“You're lying… trying to be nice” you say, sneaking a quick glance at the younger Winchester trying to get a sense of his sincerity. Ultimately your attention gets laser focused back on the “happy couple”
“I'm not, I swear” he says laughing, putting his hands up in surrender. Truthfully it sounds exactly like something Dean would do, but what was in front of your eyes clouds all sense of rationale or logic. “You know i've always rooted for you guys” he continues
“There's no “you guys”, there’s absolutely nothing between us” you say with an eye roll as you start gathering your jacket and bag from the back of the chair.
“You’re right, this is torture. i’m turning in have a good night sam” he shakes his head and waves you off as you start making your way through the crowded bar. You look back only once at Dean and the bartender and find them in the same exact form they had been previously. She could care less about the aggravated bar patrons looking for drinks and refills, she only wants Dean. He looks over just in time to catch your gaze and his smile falters. You snap your eyes back towards the exit but he continues to watch as you make your way through the bar when the next thing he sees is the exit door closing behind you. He abruptly ends the conversation with the overly flirty bartender and scans the bar looking for his brother. He finally finds Sam who is already waving to get his attention and makes his way over drink in hand.
“You struck out?” Sam says pointing in the direction dean just came from
“I'm not interested” Dean retorts, setting his drink on the table “Where’d she go?” he continues
“Ah you mean the real reason you didn’t take that bartender back to the room? She got sick of your show and went back to the motel” Sam replies, taking a swig of his beer.
Dean's eyes fall to the drink in his hand while contemplating whether or not this will be the night. The night he rushes to your side and confesses how he really feels, how he has felt for a while now. How you’re the only one who can bring him to knees and lift him up at the same time. How he can’t actually be with anyone else without being utterly consumed by the thought of you. All of a sudden The music in this bar seems too loud, too many people are way too drunk, nothing good is on any of the TVs. All of a sudden it seems to be too much for Dean and he realizes this is the night, he can’t take this anymore. He’s yours and he wants you to know it, to give him the chance to have you too.
He says nothing and simply smiles, grabs Sam's shoulder, and laughs and disbelief at what he was about to do. He stands and starts hastily making his way towards the exit and to his car. The engine roars to life and he peels out of the parking lot and starts the short drive to the motel. The rundown and very reasonably priced place enters his vision and he finds a parking spot nearest your room.
He throws open his car door and nearly runs to your room to knock repeatedly, until you answer. You slightly open the door and make eye contact with a smiling and breathless Dean. You immediately groan and go to shut the door in one swift motion, he jams his boot between the door and its frame preventing you from shutting him out.
“Well hello to you too” he says still breathless and with a smile as he shoves himself through the opening and past you so he’s safely in the room and it’s not likely you could force him out
You sigh and shut the door behind you, latching it, and then turn to face the man you had fallen for. Who had no idea. The man you were trying your hardest to stay annoyed at. You cross your arms over your chest and plainly ask
“What are you doing here Dean? You looked plenty occupied last time i saw you”
“I was trying to get under your skin..” he retorts
“Well congratulations Dean. you succeeded. You can get back to whatever or whoever you were doi-“
“Will you stop talking and listen to me? i’m not going anywhere until you do” he interjects leaving you agape. His bluntness has always stirred something inside you. It makes you shift on your feet. You’re nervous for what he’s about to say but still give him a look that grants him permission to continue.
“I've cared about you for a long time…” he says, taking a few steps forward until you're face to face. He continues, “and I'm tired of pretending that I don't… I'm tired of pretending like your laugh isn't my favorite sound, like i don't want to run my hands through your hair everytime you look at me, like you talking to other guys doesnt send me into a damn spiral… and most of all i'm tired of pretending that i want anyone other than you”
You're in shock and silence fills the room. Your arms are now uncrossed and the intense eye contact that's happening right now is making you feel like you could pass out. You don't know if you've ever seen his eyes look this green. You try to muster any of the million thoughts that are racing through your head but the shock has completely taken over your ability to actually speak them. All you can say is
“But earlier..”
“I was just trying to get your attention…” he brushes some hair out of your face, and gathers your face in both hands. He holds you in that moment like you might break. He looks desperately into your eyes for some sort of answer, some future. “I'm sorry..” he continues while leaning in even further so his lips feel like a whisper against yours. All of a sudden you could care less about earlier and can only think of what his lips would feel like moving against yours. You slowly bring your arms up and wrap them around his neck. You're looking deeply into his eyes while he scans your face for any signs of doubt. There isn't any.
You both lean in and seal your lips together. Your mouths move slowly and hesitantly, wanting to savor every second. It feels like you're both breathing for the first time in years, it comes easy to you both, natural even. He pulls back slowly and almost painfully as his eyes flutter open and meet yours.
“I've waited so long..” you say while keeping his gaze. He softly smiles and readjusts his hands on the sides of your face before sealing your lips once again, but this time it's different. This kiss is passionate, possessive even. You're his and he's yours, and he wants you to know that without a doubt. Every single second with his lips on yours reinforces that. His hands travel down to the sides of your waist and he pulls you flush against him. Your hands trail to his broad chest and every touch from him is electrifying your body. You desperately need to feel him, all of him. But you can't help but to think
“Are we moving too fast?...” you say breathlessly between kisses
“Probably…” he whispers back into the kiss “should we stop?” he continues still without breaking the kiss
You pull back in shock and look at him with a smile “absolutely not” His lips turn into a jackpot grin of his own and you both collide again.
HIs hands tighten on your waist and he effortlessly pulls you up to wrap your legs around him. His hands move over your rear to the back of your thighs and without breaking the kiss he walks you over to the bed. He leans himself forward and lays you gently on the bed. He steadies himself over you and says “I've waited for this for so long too” while looking deeply and passionately into your eyes.
You can't help but roll the both of you over so you're straddling him beneath you. You take the sides of his face into your hands and say “You have no idea” before taking your top off over your head, you swear you could have seen literal hearts in his eyes from the way he was looking at you. He relishes this moment and runs his hands up your half naked torso until he reaches the bra clasp on your back. He expertly undoes it and slides your bra off your shoulders he runs his hands over your now bare breasts and starts breathing heavier at the touch. “Even damn better than I'd imagined.”
He leans himself forward and puts a hand on the back of your neck to reconnect your kiss. It only breaks for a second while you pull his shirt over his head. It joins yours on the floor and your hands move down his toned chest to the button on his jeans. At the friction of pulling his zipper down he takes your bottom lip in between his teeth and pulls possessively. Its taking everything within himself to restrain himself from taking you and fucking you dirty. He wants this to be perfect, he never wants you to think about another man but him ever again.
He flips the both of you so once again you’re beneath him and he gazes down at you like you're the only woman on earth. Like you’re a dream that's about to come true. He starts slowly taking your pants off and your panties with them and as soon as he gets them past your ankles he throws them to join the rest of your clothes on the ground. He's staring again but this time you are completely bared in front of him, he can't help himself really. You're way more beautiful than any dream he's had. He stays there for a second and you don't know whether to feel self conscious or not, he notices and softly grabs your thighs.
“You're so beautiful…”. You smile in return and lace your fingers through his. Your hands fit perfectly together. You pull him down onto you and whisper against his lips
“You know this is starting to feel a little unfair” you say as you flick your eyes down to his jeans and then back up to those beautiful green eyes. He smiles brightly and kisses you while bringing one hand to push his jeans and boxers down while you help them the rest of the way down and he kicks them off. Your lips reconnect and you're both smiling into the kiss.
Your hands are all over each other's bodies and you're moving yours down to where he wants you most. He's already fully hard and is shaking at any form of contact. He's big, bigger than you've ever had and this only pools the wetness between your thighs. The room is filled with both of your moans and praises. You're pumping him steadily and he's loving every second. His breathing is starting to get labored when he says
“If i'm not inside you soon this is going to get really embarrassing, really quickly…” It comes out as a whisper against the nape of your neck. You throw your head back in laughter. You can see his cheeks flush as he smiles sheepishly. You kiss him once again and help him align himself with your entrance. He thrusts deeply and it has you gasping into his mouth and clawing at his shoulders. He buries his head into your shoulder and breathes deeply to steady himself.
“Fuck this feels so good” he groans out. He starts moving slowly, all the way out and all the way in. This lasts for a few minutes until he begins fucking you feverishly. He's absolutely ravishing you. It feels euphoric and you can't stop screaming his name while he kisses your neck. You wrap your legs tightly around him and he starts thrusting deeper and harder if that's even possible. He's looking directly into your eyes and moaning over your lips. His hand is running all along your thigh.
“Are you close?” he grunts out
All you can manage is a enthusiastic nod and a string of reassuring moans and pants. You’re hanging onto his shoulders for dear life when you finally feel him spilling out of you which is enough to send you over the edge. You cum hard and fast around him, your walls tightening around his long member.
He kisses you quickly and then pulls back and says
“How could you think I would ever want anyone else other than you?” You both smile simultaneously at his words and you lean up to place a loving kiss on his lips. A kiss that held years of unspoken words and missed conversations and Dean feels it, every syllable.
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godjustkys · 4 months
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| mndi 18+
| What a perv.
please give requests.
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Pairing: Top!dom!AMAB!reader x bottom!sub!Dean Winchester.
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Genre: smut.
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Word count: 2,357
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Warning(s): slight feminisation, use of pet names, reader being a cocky asshole (just a lil bit), unprotected sex, reader has clothes on/character does not, bratty Dean >:)
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Request: "can i req perv dean winchester x top male reader? possibly where dean’s jerking off to something that correlates to the reader (like a picture/boxers/whatever works really), but ends up getting caught? he’d usually use his glib tongue to get away, but poor princess is so embarrassed he’s caught jerking off to a guy."
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A/n: i think about dean a lot, putting my headcanons to use here. i need him so badly,,
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You had just gotten back from a grocery trip, putting the bags on the kitchen table. “Fuckin' hell, it's quiet.” You murmured to yourself, your hands on your hips.
Sam was out. Somewhere. Said he had business to attend to. He took Cas with him, so the only one that should be home right now was Dean. At first you thought you'd come home to Dean sitting in the kitchen and drinking, or simply watching the TV.
Neither of those were the case. You slowly walked to Dean's room, thinking to yourself. Just as you reached the door to his bedroom, you opened it immediately, figuring it'd be pointless to knock at this point.
“Dean, will y- woah—” you were in the doorway, standing still, your hand on the door handle.
Dean scrambled to sit up, getting a blanket to cover himself up. “What the hell! Knock, you moron!” He yelled at you, his facial expression clearly offended. Dean swallowed hard, eyebrows furrowed.
“Jesus Christ, okay, sorry-” you thought it was funny, how you caught him jerking off. You had a grin on your face, taking in the surroundings for a little while as you took a small step back, planning to close the door and leave Dean alone. Your smile dropped in a matter of seconds when you noticed your shirt — your dirty, bloody shirt that was supposed to be in the laundry,, in the grasp of Dean's hand.
“S'that..” you inquired slowly, squinting your eyes. “Is that my shirt?” You tilted your head to the side, your shoulders slumping. Why would Dean have your shirt in the first place?
“wh—” he looked down at his hand, practically baffled. Once Dean realized you had seen the piece of clothing, his grip tightened. “What? N— no, no that's mine.” He tried hiding it behind his back slowly.
“Dean, that's my shirt.” You pointed out, your facial expression going blank. “Were you-” you paused mid sentence, trying to take in the new information. “Were you jerking off to me?” Your tone had gotten a tad bit more serious.
“Huh?” He turned his head to look at you, wondering if he heard your question right. “No! No way! What in the world are you talking about?” His tone was defensive as he sat up more straight.
“Wait, scratch that. You were jerking off to a guy?” The look on your face was priceless, absolutely stunned. You knew you caught him, he was in a pinch. He wouldn't get out of this easily. ��Since when are you so accepting of your attraction to men?”
“Hold on, does that mean you find me attractive? Am I attractive to you, Dean?” You fixed up your shirt, trying your best to look presentable. “Am I hot enough to get you off? Hm?” That same grin crept back on your face. Being friends with Dean was one thing, annoying and teasing the absolute shit out of him was another. You loved every minute of it.
Dean's gaze shifted to the floor, the feeling of heat cursing through him. Was he getting embarrassed? No, he had to come up with something to derail this conversation.
“You're being fucking ridiculous, [Name], get the hell out.” Dean made eye contact with you, trying to keep his poker face up.
“Awh, is my poor princess embarrassed to be caught jerking off to a guy?” You cooed, walking into the room and closing the door behind you. “You know damn well that it is my shirt.” You spoke, making your way towards Dean. Before the other could respond, you reached around and snatched the shirt.
You held it up, taking a proper look. “Yep,” You nodded with an affirming tone. “It is, in fact, my shirt.” Dean looked away from you, eyebrows furrowed as he huffed, clearly annoyed or even embarrassed. “Fuck off, out of my room, now.” He commanded, his voice ever-so slightly shaky.
“Ay, what the hell? I caught you jerking off to me, and now you're trynna kick me out?” You tilted your head to the side, throwing the shirt onto the ground. “Come on, I gotta know if you're in love with me or not,” you pushed further, your tone firm.
Dean scoffed as he laid back down with a small thud, the blanket still covering his lower half. He brought his arm up to his face, covering his eyes. “No. M'not. Get out,” Even though Dean denied it, his tone didn't seem that confident or convincing.
“You want me to get out and leave my shirt so you can continue jerking off to me? Orrr,, perhaps, there's a chance you want me to stay and get the real deal?” You didn't give it up, how could you? Dean Winchester, an absolute ladies man, trying to get off to his friend, a guy.
“What are you talking about??” He asked in an almost offended tone, taking his arm off of his face to look at you.
-----------------------------
Deep breaths and groans filled the silent room, your hands gripping his firm thighs as you slowly pushed your cock in. Both of Dean's legs were over your shoulders. “Shit.. t'feels weird,” He breathed out, his left hand resting atop of yours, right hand freely on the bed itself.
“Yeah, well, now you know how a woman feels when you fuck her ass.” You said in a taunting tone, not taking your eyes away from your lower half. The sight of your cock slowly disappearing in his entrance - god.
Dean muttered something out that was followed by a grunt, his hand gripping the sheets underneath the two of you a little. “Jesus Chr— ist..” His voice faltered mid-word, eyelids fluttering shut. “Relax, Dean, relax. You're doin' good,” You encouraged him in a gentle manner, rubbing circles on his thighs with your thumbs to soothe him - calm him down.
“I am- relaxed.” He grumbled out, letting out a small wince. “Wouldn't say it feels like that,” You leaned down a bit, pushing on Dean's legs. Soon enough, you fully bottomed out. “Need a moment?” You asked, eyes flickering all over Dean's torso. “You take me for a wimp?” He said breathily, opening his eyes to make eye contact with you.
Once you looked into Dean's eyes, you got so lost. He looked breathtaking like this, the look in his eyes - full of lust, neediness and want, the glossiness of them. His slightly furrowed eyebrows, clenched jaw, his hand on yours,, the hand gripping the sheets.. so perfect. All of him was perfect. “Fuckin' hell..” You muttered out, moving your left hand to Dean's cock, very slowly jerking him off.
“Mff-..mm.” Soft noises escaped his mouth, followed by a sigh of content. Your touch stimulated him to no end. “You never got to cum, right? I interrupted you,” You spoke in a delighted tone, a smirk plastered on your face. “Why don't we finish off what you started, huh?” Your hand's pace had quickened with your sentence as Dean tilted his head back, his blinking getting more frequent and excessive.
“Fuckkkk..” He said, his voice quiet and low. His breath hitched in his throat for a short moment as you started slowly thrusting in and out. Agonizingly slowly. “Did you grab my shirt from the laundry?” You questioned suddenly, looking down at him with half-lidded eyes. “Cause it was dirty, you know, I'm curious.” You added, a grin flashing across your face.
“Mmh— nhgggh!—” Dean breathed out simple whines and whimpers. You were not sure if he even heard you, your thrusting getting more rhythmic and deeper. It was all new to the other - he'd usually do the fucking. “Hey Dean-oooo, I asked you a question baby,” You cooed, thumb rubbing over the slit of his dick, putting pressure on it. “Son of a bitch— shit!” He pressed his head back into the pillow, hand gripping the sheets so hard his knuckles turned white. Dean had a hard time not squeezing your hand as well.
You moved your hand, intertwining your fingers together as you pushed his arm, making his forearm rest beside his head, pressing his hand into the mattress a bit as you propped yourself up. “Breathe Dean, jeez,” You said with a small breathless scoff, your other hand pumping his cock continuously. “Sh— shut up,, I hate y..you, hhgg!-” Dean managed to speak, his sentence truly holding no malice or hostility behind his tone of voice, moving his head to the side and letting out a hiss at the feeling of your cock inside him. “Do you?” The grin never left your face. “Not only did I catch you jerking off to me, or my clothes rather, but you're letting me fuck you as well. That speaks volumes to me baby,” You shifted on your knees, finding a completely new angle. You pushed in, reaching deep. With that, Dean choked out a gasp, his eyes shooting open as he arched his back off of the bed slightly.
Almost immediately Dean let go of the sheets, bringing his hand to his mouth, covering it. He let out a couple muffled moans, really starting to sweat. Your thrusting pace quickened. It was harsh and deep. “You feelin' shy? We're alone, no one's gonna hear you, Dean.” You mumbled, looking down at your hand jerking him off. His cock twitched, leaking precum. You let out a groan at the feeling of Dean clenching around you.
At this point Dean was seeing stars behind his eyes, the feeling was entirely new to him yet it felt so good. Too good, maybe. He whimpered against his hand, his thighs tensing as they shuddered. You clicked your tongue in annoyance, not exactly directed towards him. You removed your hand from his cock and grasped his wrist, removing his own hand from his mouth so he wouldn't muffle his moans anymore. You pinned it next to his head on the mattress, almost the same as his other hand.
Of course Dean tried resisting being pinned, but you did all of that while fucking him mercilessly and relentlessly. “oh- ah! fucckk—” He bit down on his bottom lip to try and suppress his moaning. You suddenly hit his prostate with a harsh thrust, earning a loud whine from Dean, his one hand clenching into a fist, the other squeezing yours. “Nnh! Shit! Yes yes yes, just like that-” he rambled out, his chest rising and falling with each breath that he took, his lips parted.
His legs started trembling over your shoulders, toes curling. You let a soft groan leave your lips, leaning your body down again, Dean's knees inches away from his chest. He seemed more flexible than you thought. “Yeah? Feels good, doesn't it?” You said in a confident tone, letting out a soft sigh of content, your thrusts ever so slightly losing rhythm.
“Ghhh— pleaseee, pleasepleaseplease,” He whined, his muscles tensed visibly as his body spasmed, shaking his head. You abused his prostate, most likely bruised it as well. Dean squirmed underneath you, his arms aching - couldn't put his hands where he wanted with you pinning him to the bed. His cock throbbed as it was lightly pressed between the both of your abdomens. “w- I'm close! shit! i'm so close!-”
“Go on, cum for me, you've been so good,” You praised him in a softer voice, trying to keep up the same fast pace just to push Dean over the edge. His eyes shut tight, pushing his arms up in an attempt to free himself. As you noticed this, you let go of both of his hands and he almost instinctively wrapped them around your neck, pulling you in as close as possible. Without any further warning, Dean came, making a mess on his own stomach. He choked out a breath he didn't even know he was holding, panting afterwards, eyebrows only stitching together further.
“There we go, good boy,” You murmured, gasping softly as Dean's walls tightened around you. He was starting to get a bit overstimulated with the way you continued pounding into him after he came. One hand of Dean's gripped your shirt, the other holding onto the back of your neck. You felt your own climax nearing.
“Mmhhh,” You hummed out, placing open-mouthed kisses on Dean's neck as a way to distract yourself a little. You ended up only chasing your own orgasm, your cock twitching inside Dean's hole. He shuddered, fingers tangling in your hair, slightly pulling on the locks. “There- there, right there-” Dean moaned out, his voice hoarse and raspy, trying to ride down his own orgasm.
Your hips stuttered, slowly breaking the pace. You were close, almost ready to pull out. Dean felt slight emptiness near his prostate due to you not pushing back in and he whined. “N— no, no, inside, come inside.” Dean rasped out, holding you close to him. You raised an eyebrow at this, nonetheless complying with the other's request. “Fuck Dean, you're kinky,” you joked, pushing your cock all the way in.
His legs continued to shake, burying his head in the crook of your neck. “g-god,” Dean managed to speak through the string of moans and whimpers he let out. With one harsh final thrust and a groan, you came inside Dean, the warm liquid pooling inside him. He let out a shaky sigh, his grip on you loosening. You dropped your head down and leaned your forehead on Dean's shoulder, relaxing. “This fulfilled your expectations of me?” you asked, clearly out of breath. “Or do you wanna go again?” You whispered, your hands moving to remove Dean's legs from your shoulders, lowering them and making them wrap around your waist.
Dean paused as you lifted your head back up again, looking down at him. He made eye contact with you, his eyes ever so slightly teary. “You think you got enough stamina for another round?” He mocked you, his panting very audible, voice quieter than usual. “You're a little shit,” You chuckled, shifting your position to a sitting one. “You're getting what you asked for,” with a tight grip on his hips, you started moving again.
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samanddean76 · 9 months
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Chapters: 1/1 Fandom: Supernatural (TV 2005) Rating: Mature Warnings: No Archive Warnings Apply Relationships: John Winchester/Sam Winchester Characters: Sam Winchester, John Winchester Additional Tags: Established John Winchester/Sam Winchester, Hunt Gone Wrong, John Driving The Hell Out Of The Impala, Dean's Gonna Be Pissed, Sam Winchester Has a Plan, John Winchester Not Being an Asshole, swear to god, There's A Serious Story In Here, Non-Explicit, Very fond memories Summary:
Sam and John were out hunting werewolves, but they quickly found themselves outnumbered and fleeing for their lives. Caught up in a blizzard, Sam comes up with a plan on the fly to save the day. And reap the rewards.
@dadfuckerfest
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Better Late Than Never
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Title: Better Late Than Never
Pairing: Dean Winchester x female reader
Word Count: ~2,143
In which the reader’s love language is physical touch, but has never touched Dean…in public.
A/N: I really hope you guys like this one! Thanks so much for reading and for your support. If you have any requests for a fic, feel free to give me a character and a prompt/explanation for what you’d like!
Your love language has always been physical touch. A quick brush of hands here, an innocent kiss to the cheek there. Whether it was your friend or your significant other, touch was just something you used to show that you cared.
So it meant a lot to you when, after you moved in with the Winchesters, Sam had quickly picked up on your love language and allowed you to give him occasional hugs. He’d also gone out of his way to hug you, or even just put a reassuring hand on your shoulder once in a while.
But even though you felt more than comfortable with Sam, you were the first to admit that you’d never so much as given Dean a high five.
In front of others.
In the privacy of an empty bunker or motel room, you and Dean had no problem brushing against each other and exchanging brief touches. Eventually, the brief touches had turned into longer ones, and hands drifted from your shoulder to the small of your back. Then those touches turned into sitting right beside each other, your head resting on his shoulder as he peppered kisses on the top of your head. And after that, kisses on your head turned to kisses on your lips, while hands on your back turned into hands grasping your hips.
But as soon as Sam, Cas, Charlie, or anyone else walked through the door, you would revert back to no touches at all.
It’s not that you didn’t want to. He truly meant the world to you. But every time someone would walk into the room, he would pull away. And you never wanted to make Dean feel uncomfortable, even if it was killing you inside. So, to respect his space, you’d never so much as given Dean a high five in front of other people.
Until today.
A hunt had gone sideways when a djinn had outsmarted the three of you and gotten its hands on Dean while you and Sam had been out getting dinner.
When you got back to the motel room to see that Dean was gone and not answering his phone, you and Sam had come up with a plan. A questionable plan, for sure, but it was all that you could come up with in the limited time that you were allowed.
Now, the two of you sat in Baby, reviewing the plan before you burst into the abandoned warehouse where Dean was being kept.
“Whatever you do, don’t engage with the djinn, got it? I’ll take care of him, you take care of Dean.”
You nodded stiffly, your eyes on the building ahead. “I hear you, I got it. But if you’re in any trouble-”
Sam sighed in exasperation. “Would you just listen to me for a second-”
You looked up at him, fury in your gaze. “I will not let that djinn take you, too.”
Sam’s gaze softened. For all of the sweet touches that you passed around, you were still a hunter, willing to hurt anything that came between you and your family.
He placed a comforting hand on your shoulder and leaned towards you. “Hey. We’re going to be okay, alright? Us and Dean, we’re getting out of here. And that djinn isn’t gonna know what hit him.”
He kept his hand on your shoulder until you finally nodded in agreement, a half smile taking shape on your lips. You took a deep breath and checked the bullets in your gun and the knife hidden in your jacket as Sam checked the knife dipped in lamb’s blood and the colt in his holster one last time.
As you went through your mental checklist, you couldn’t help the bolt of fear that shot through you when you realized that the djinn could have easily killed Dean hours ago.
You shook your head at the thought. Dean was tough, and if the djinn was probably desperate to make his life force last as long as possible.
You shook out your nerves one last time before you straightened up and looked towards Sam. “Alright,” you muttered. “Let’s get this thing.”
The two of you got out of the car quietly before making your way to the door of the warehouse. Sam put a finger to his lips as he tried the door. You both made a face of surprise when the door gave way easily. Sam led the way as you crept inside, hoping against all odds that the rest of the revue would go this smoothly.
But of course, it wouldn’t really be a Winchester hunt if nothing went wrong.
As soon as you and Sam entered the building, you were ambushed by the waiting djinn. With the advantage of surprise on its side, it quickly overpowered Sam and tossed him to the side before it turned its attention toward you.
You cursed under your breath and raised your gun, knowing full well that it and your knife would do nothing to save you, since the plan had been that you would never have to face the djinn. The djinn smiled at your panic, pacing towards you swiftly.
Suddenly, Sam appeared once again behind the djinn. The djinn whirled around and just barely managed to dodge the knife that Sam swung its way.
Sam risked a glance over to you. “Go! Get Dean!”
You nodded, though he had already turned back to face the djinn.
You looked around wildly, hoping for some kind of sign as to where Dean could be. You startled when you heard faint gasping coming from one of the rooms to your right.
Dean. You sighed in relief as you followed the sound. He had probably saved himself from his fantasy world. You shuddered as you remembered what he’d had to do to escape his dream, and started moving faster.
You entered the room cautiously, gun in hand. From your left, a weak voice croaked out your name.
You whirled around to find Dean weak and bound, but utterly alive. You felt tears well up in your eyes as you ran over to him, shoving your gun back in its holster so that you could grab your knife and cut through his bindings.
Dean looked up at you and smiled weakly. “Hey, sweetheart.”
You ignored him, focused solely on setting him free. Your hands were shaking, making it harder to cut through the ropes. Finally, with an extra push, your knife cut through. You dropped it so that you could catch Dean, who slumped forward as soon as he was able to move again.
You slowly lowered the two of you to the ground, allowing him to catch his breath. “Are you okay?” you asked, a slight tremor in your voice.
Dean looked up at you, his eyes soft as he searched your face. “I’m alright.”
His gaze sharpened suddenly, and he looked around the room. “Where’s Sammy?”
Your head snapped over to the door, through which you could hear sounds of a fight. You cursed lightly under your breath as you stood.
Dean moved to stand as well, but you placed your hands on his shoulders and pushed him back lightly. “Stay here,” you ordered. “I’ll help Sam.”
“I’m not gonna-”
“Stay. Here.”
Dean eyed you stubbornly, but seemed to think better of himself, and nodded once for you to go on. He watched as you picked up your knife and handed it to him before you exited the room, jumping straight into the fight.
He sighed and leaned back against the wall behind him. Normally, he wouldn’t have stayed behind, regardless of what you or Sam said. But as he lay still against the wall, he couldn’t help but remember the dream that he’d been forced into.
You, him, and Sam. There’d been no more monsters. No fighting, no war. Just the three of you, living peacefully.
Jess had been there. She and Sam had gotten married, and Sam was the happiest man around. Or maybe not the happiest. Dean himself had been pretty happy too, with you by his side, through sickness and health. Finally free to hug and love each other freely, regardless of who was around.
He smiled as he looked back on it, but immediately broke out of his memory and jerked to attention as he heard footsteps enter the room.
Panic filled his body. Was it the djinn? Had he gotten to you and Sam? He clutched the knife you had given him in his hand, ready to make good use of it.
He heard Sam call out his name, relief filling his body. Dean opened his eyes and stood slowly, smiling at the two hunters watching him with concerned eyes. “Hey, Sammy.”
You heard Sam laugh breathlessly in relief while your eyes raked over Dean’s body, making sure that he wasn’t hiding an injury.
Dean tilted his head slightly, meeting your eyes. “I’m fine. Honest.”
You nodded, not trusting yourself to speak. You were aware of Sam saying something next to you, but you couldn’t focus on his words, your attention solely on Dean.
When Dean looked over at you again, a small smile on his lips and concern in his eyes, you couldn’t help yourself. You threw down your weapon and ran over, throwing yourself into his arms.
You’d never been hugged like that before.
His arms wound themselves around your body and tightened, pressing you against him. His hands were open, one resting on your shoulder and one on your side, both tugging you closer than you thought possible. His head rested on top of yours, and he murmured reassurances into your ear as he slowly rocked you side to side.
Through it all, you could faintly hear the sound of Sam leaving the room, giving the two of you some space.
When you finally pulled back, Dean’s hands didn’t leave you, instead resting on your hips as he pressed his forehead to yours.
Your hands fluttered between his shoulders, his neck, and his face as you closed your eyes and inhaled a shaky breath. “I thought you were dead.”
Dean chuckled and gave the barest shake of his head, bringing his hands up to rest them on yours where they sat cradling his face. “I wouldn’t do that to you.”
You laughed. “Because my life revolves around you?”
“Because then we’d never be able to tell Sam about us.”
You felt your face change, your smile dropping as you stepped away from Dean.
He looked back at you as his arms dropped down to his sides, hurt evident on his face. “What did I do? Are we not…?”
“No!” You exclaimed, shaking your head quickly.
You saw disappointment and shame flit across his features. You shook your head again. “I didn’t mean it like that. I meant…I just…I wasn’t sure.”
“Sure about what?”
“It’s just…” You steeled yourself. “You always pull away from me. I thought maybe you were embarrassed or something. Or maybe you just wanted me to help you feel better-”
Dean’s whole body jerked with surprise and he stepped towards you, arms outstretched. “No, sweetheart, that’s not it at all. I’m just…” He hesitated, only a step away from you as his arms dropped. “I’m not good with mushy gushy crap. You know that.”
You smiled cautiously. “I know. Nothing wrong with that.”
He nodded, unmoving.
You took a step towards him. “Maybe we could…work on it together?”
A smirk crossed his face as he reached an arm around your back and pulled you closer. “Oh, yeah?”
A laugh crossed your lips. “I didn’t mean it like that.”
Dean leaned his head down to softly brush his lips against yours. “I know.”
You felt him stiffen as you both heard footsteps re-enter the room, with Sam loudly complaining, “You guys good to go?”
You moved to pull away, muscle memory taking over, when Dean suddenly cupped your face with one hand and pressed his other hand against your back. His eyes searched yours. “Is this okay?”
Your heart was hammering against your chest, the knowledge that what you said could determine your whole relationship with both Winchesters weighing on your brain.
You heard Sam’s footsteps moving closer and smiled breathlessly. “Yeah,” you managed to say before he connected his lips to yours.
“Guys,” Sam repeated as he stepped into the room. His eyes landed on the two of you, your hands cupping Dean’s face as he pulled you closer still. He chuckled and turned away, but not before shouting, “It’s about time!”
He could hear Dean telling him where to shove it as he walked away, and he couldn’t help but laugh at the fact that the two of you genuinely believed that nobody had noticed your secret relationship these past two years.
Oh well, he thought to himself. Better late than never.
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calthinez · 1 year
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Pie kinda guy
Pairing: Dean Winchester x reader
Summary: Dean loves all pies. He loves apple pie on festive holidays like thanksgiving, and cherry pie in the summer. But Deans all time favorite pie... is cream pie ;)
A/N: Have you guys watched 'The boys'? I think it's so weird watching Jensen play Soldier boy after watching him play Dean for so long. Also, I have no idea if somebody came up with this idea before me. If there has been a post like this before, let me know. I hope you guys enjoy this <3 This could also be summarized as "a collection of times Dean has nutted in you" but I think my wordplay is much more fun.
Warnings: smut (obvi) creampie, fingering, quickeys, unprotected sex,
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The first of many times is when you and Dean are at the bunker alone. Neither of you felt like going out into town to shop for groceries, so you both volunteered Sam to go out.
After seeing Sam out, you and Dean ventured into the 'dean cave' to watch some stupid hospital drama show about sexy doctors. "What's your deal, huh? What did Dr. Sexy ever do to you?" Dean asked you, accusatively. You rolled your eyes at his childish behavior, the both of you walking to the two-seater lazy boy couches. This show was Deans ride-or-die, and Chuck forbid anybody had anything negative to say about it.
You sat down in the seat next to him with your blanket and curled your legs into your body while Dean pulled the lever to recline his seat back. "Nothing, I shouldn't have said anything." You knew Dean would die defending the honor of this show, and you really didn't want to go back and forth with him. "Mhm yeah." He's being smug now. Smug because he knows you'll stay and watch his doctor show, even though you think its stupid.
Not even ten minutes into the show you're bored out of your mind. If you were to make a list of 100 things you could do with Dean to occupy your time, this show would be at the bottom of the list. After a while of daydreaming of all your could-be activities, you come up with a devious plan.
"I'm cold." You whine to Dean, scootching and snuggling up close to him. He coos at you as he slings his arm around your back, his hand resting just above your ass. "Well, I'll warm you right up, sweetheart."
He was completely oblivious to your plans.
A few minutes later and you start resting your hand on his upper-thigh, dangerously close to his crotch. He doesn't say anything about it though, thinking maybe that's just where you hand coincidentally landed. Towards the halfway mark of the episode, you move your hand from his thigh to directly on his groin. He looks at you with a devious glint in his eyes. "Watcha doing there, Y/N." You smirk and don't respond, instead, you gently squeeze his cock through his jeans.
Dean is now completely ignoring the show playing on the TV. He's got you on his lap. your legs straddling his thighs. Both of your pants long discarded. He's kissing you so fast and forcefully you think your lips might bruise.
You slide your hand up and down his bare chest a few times before you finally reach down to his ignored cock. You wrap your hand around the head of his cock. Softly dragging your thumb to collect the precum you start to pump his shaft.
Dean has always been vocal when it comes to having sex with you. Anytime you fuck or you suck his sock he's always moaning like a whore. Hell, even when he eats you out its like its just as enjoyable for him as it is for you.
This time is no exception, he's moaning into your mouth through kisses. "I want- I want to be inside of you." He says in-between kisses.
You smile against his lips and nod your head. Dean pushes your panties to the side as you hoist yourself up with the help of his shoulders. After positioning his cock into the enterance of your pussy you sink down, letting out a high-pitched mewl into his open mouth.
"Thats it.. that's it, pretty" Dean encourages you as you're getting adjusted to the stretch of his large cock. You take him balls deep, the burn from the stretch is familiar and welcomed.
One of Deans hands rests on your hip, the other makes its way to your clit to rub fast tight circles. You moan into his mouth as the heat creeps its way into your belly. "You're drenching my cock, sweetheart." He mumbles into your ear, his gruff voice sending shivers down your spine.
You can feel your orgasm quickly approaching. "You close, Y/N? I'm close." Dean moans. You known neither of you are going to last much longer. You lay your head onto his shoulder, no longer holding in your moans. "I'm gonna cum- can I cum in you, sweetheart, please?" He begs as he erratically kisses your jaw and neck.
You nod your head and squeak out a few 'yes's. Deans movements quicken as he hums sweet praises into your ear. The tight coil in your belly abruptly snaps, you cum hard around Deans cock. He isn't long after you. He releases into you, the both of you now panting from your orgasm.
*
The next time is at one of the dingy motels during a hunt. It was definitely more risky than before. You Sam and Dean all decided to share one motel room. The three of you drawing straws to see who would have to sleep on the crusty couch.
In the middle of the night, while Sam is fast asleep, Dean comes to your bed. "Bathroom quicky?" He asks you in a hushed tone. Dean smirks when you nod your head and follow him to the bathroom.
He shuts the door and you hop up on the sink. Dean stands in-between your legs. "We cant be loud, Dean," you tell him. "What? I'm never loud." He lies to you. You shake your head and lightly laugh at him, "Mhm, yeah." You say to him just before he kisses you.
You've been hunting with the boys for maybe two and a half years, sleeping with Dean for a year. Never once have you guys had sex in the same "room" as Sam, you always thought it was too risky. Dean was definitely getting more needy for you. He even lets you sit up front in Baby with him.
You dont have the chance to think too much more about the nature of your relationship with him because soon enough Deans hands roughly grab at your boobs over your shirt. The kiss is messy, also. Tongues meeting together in a slobbery mess. The hand not occupied by groping you is wrapped around your waist, pulling you into his body. You can feel his hard-on through his pajama pants, staining against the fabric.
Dean abruptly stops kissing you for only a moment to pull both your pants and panties from your body, letting them fall to the floor. "You're so wet already." Dean praises to you as he feels you with his middle finger. "Do I make you like this?" He teases, his middle finger slowly circling over your clit. You eagerly nod your head.
"Just fuck me already, Dean." You're sick of his teasing and want to feel him already. He smirks and drops his pants. He sets one of his hands on your thigh and the other grips the base of his cock to pump it a few times. He lines himself up with the entrance of your pussy and teasingly slowly bottoms out. Dean grabs your jaw and brings your face to his to kiss you again.
Its an awkward position to be fucking in but you don't really care, with his cock inside of you and his thumb circling your clit you don't focus on the face that your ass is going slightly numb from sitting on the resin top. Trying to be as quiet and as quick as possible Dean starts pounding into you.
The only sound coming from the small bathroom was both of your held-in moans and exasperated breathing along with the wet sloppy sounds of skin meeting skin. You were sure that is Sam woke up he would her you, you hoped he was still passed out on the bed. Because that would be very awkward for all three of you.
Soon enough you feel the familiar tightness in your belly. You're sure Dean feels it too, with his stuttering hips and his jumpy breathing. "You wanna cum with me?" He asks in your ear. You nod and pull him back into a kiss. He rubs circles on your clit faster, bringing you closer to cumming.
It all suddenly snaps, the coil in your belly shatters and your legs shake around Deans waist. Dean cums not even a second after you, the squeeze from your orgasm brought him to his. He cums inside of you and he stays inside for a few moments. Collecting himself.
He kisses you on the mouth as he pulls out of you and pulls his pants back up. "I think I'm gonna shower." You say softly, breaking the silence. Dean smirks. "Without me?"
* Yet another time is in the back seat of Baby. You were honestly shocked when he brought it up to you. You never thought he'd ask you to get back seat freaky in Baby, that's his- well- baby.
He was on top of you, your legs were wrapped around his waist as he pumped into you in a slow speed. His mouth is on your tits, his tongue flicking over your nipples. The sensation was fueling the fire in your belly. The car windows actually started to fog from the released breaths of you too.
This time was much more drawn out. You guessed he was making up for the quicky that took place just a few days prior. He moves his head to your other breast to lick that one and massage the one he just had his mouth using his free hand.
Your moans are much louder than before, there isn't anything around where Dean parked the car. He kisses his way up to your lips from your chest, paying special attention to your collarbone to suck a light hickey onto your skin. Your nails scrape against the skin of his back.
Once he gets to your lips he speeds his pace up. Both of your mouths melting together. You whine into his mouth.
"There you go, sweetheart." he says as you grind your hips up to meet him mid thrust.
His hand reaches down in-between your bodies to rub circles on your clit. You feel the fire in your belly once again. Dean kisses you like he's a dying man, licking and nipping at your bottom lip.
The both of your bodies are slowly moving in sync. Your hand traces up his bicep to hold onto him. You squeeze his right bicep and he flexes his muscle against your hand. His scruffy cheeks tickle your face. All of these sensations are like a drug to you, you cannot get enough of Dean Winchester.
You cum first this time. It takes Dean a little while longer, desperate to make you finish first. He moans into your mouth when he finishes. Singing you quiet praises. He pulls out of you and he takes a moment to look as his cum seeps out of your pussy.
Dean pinches your cheek after he helps you clean up the mess between your legs. "You ready to head back?"
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marvelfanfn2187a113 · 8 months
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Auntie Row
Rowena & Winchester little sister!reader, team free will & Winchester!reader
Requested by anonymous
Synopsis: Rowena has a soft spot for the Winchester’s little sister, and they get into lots of trouble together (I suck at synopsis, just read the fic it’s better)
Warnings: honestly nothing, time frame makes no sense with reader’s age but 🤷‍♀️
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“Rowena, what do you think you’re doing?”
The witch looked up in surprise when the Winchester brothers entered.
“Sammy!” You, the brothers’ six-year-old sister, ran straight to your big brother and giggled when he lifted you into his arms.
“Oh, you’re back,” Rowena said, cringing. “That was quick.”
“Auntie Row is teaching me how to do magic, like Hermione!” You babbled excitedly.
“Rowena…” Dean growled in warning.
“Now now, she’s a growing girl!” Rowena defended herself. “Learning magic is a perfectly natural part of growing up.”
“Yeah, I don’t think so,” Sam scoffed.
“But Sammy!” You whined.
“Nu-uh,” Sam shook his head. “C’mon, it’s about time you had a nap.” He carried you out without another word to Rowena, who huffed dramatically and started to gather her belongings.
“When we said you could watch Y/N—“ Dean began, but Rowena cut him off.
“I know you didn’t mean this, but honestly Dean Winchester, how d’you expect the girl to defend herself if she can’t use magic?”
“She doesn’t have to,” Dean insisted. “We’ll protect her.”
“Oh honestly, you can’t be around her all the time! If she had magic, she could—“
“For the last time Rowena; no.” Dean’s tone left no room for argument.
“Uh, guys.” Sam returned to the room with a slight frown on his face. “Y/N said she wants Rowena to continue her story from last night. She’s refusing to sleep without it.”
“Well,” Rowena smirked. “Duty calls.”
“Hey.” Dean caught Rowena by the arm, and she glared at him. “Magic always comes with a price. I don’t want her to have to pay it.”
Rowena softened.
“I understand, Dean Winchester.”
His grip slackened, and Rowena left to go to you.
“I have a little something for you,” Rowena said as she stepped into your room.
“Can we finish the story?” You asked.
“Of course, sweet girl, of course. But first, I want to show you something. You remember that cursed necklace from the story? The one that protected the witch from the angry mob?”
“Uh-huh.” You nodded excitedly.
“Well, I think it’s time it protected someone else.” Rowena grinned, unclasping the necklace that was hidden behind her shirt and carefully putting it on you.
“Really?” Your eyes went wide as you stared up at the witch.
“Yes. That will protect you from anyone who wants to harm you. That way you don’t have to use any magic, just like your brothers said.”
“Thank you, Auntie Row,” you breathed sincerely, reverence painting your tone as you admired the glowing red jewel.
Rowena leaned forward and kissed your forehead.
“You’re very welcome, sweet thing. Now, let’s finish that story, shall we?”
“Kiddo, please, it’s just for a few days,” Sam tried to soothe you, but you still wouldn’t let go of his leg and continued to cry. “Mary’s gonna take good care of you, I promise.”
“I could really help you guys on this one,” Mary argued.
“She needs someone to watch her,” Dean reasoned.
“And why am I the automatic choice?” Mary countered.
“You two are not helping,” Sam said through gritted teeth as he picked you up, letting you lay your head on his shoulder. He hated Mary’s distance from you; you were John’s, but not hers. He understood her reason for not getting close to you, but you were just a little kid, and you didn’t deserve that. Sam just rubbed your back, still trying to soothe you as you continued to sniffle.
“If you boys needed help, you could’ve just asked.”
The three adults turned in surprise at the sound of Rowena’s voice.
“I mean honestly, it’s not like I haven’t babysat before.”
Dean was hesitant. “I don’t know if—“
“Sounds like a plan,” Mary said, going to grab her duffel. She tossed over her shoulder, “now I can help on the hunt!”
“Am I gonna stay with Auntie Row?” You asked Sam, your eyes wide and pleading.
“I…yeah honey, you are,” Sam sighed.
“Yay!” You grinned, wiping your tears away and squirming in Sam’s grip.
“Ok, ok,” Sam chuckled, lowering you to the ground so you could run to Rowena for a hug. “It’s probably best that you guys don’t stay in the bunker.” Sam directed his next words at the witch holding his little sister. “The bunker’s system still goes a little wonky with a witch inside, so one of your safe houses is probably a better idea.”
“That works for me.” Rowena grinned. “How would you like to go to Paris, sweet thing?” She asked you.
“This is a horrible idea,” Dean sighed. But he still grabbed his bag and headed out to Baby anyway.
“We’re back!” Sam called as he stepped into the bunker.
“Sammy! De!” You squealed, running to your big brothers and reaching them just as they came down the stairs. Dean scooped you into his arms and held you tight, comforted to see such a happy sight after such a grueling hunt.
“Hey, what’s this?” Sam asked, noticing your outfit.
“Auntie Row took me to shops in Paris, and we got a lot of clothes!” You babbled excitedly as Dean let Sam pull you into his arms.
“You’re spoiling her, Rowena,” Dean chuckled, no longer quite so hesitant about the witch now that he saw how happy you were.
“And she deserves every bit of it,” Rowena said.
“Ow!”
“I’m sorry darling, but you must sit still!”
“What’s going on in here?” Sam asked curiously as he stepped into your room to see you and Rowena sitting in front of your vanity.
“I’m trying to do her hair, but she won’t stop squirming,” Rowena explained, running a little pink brush through your hair.
“It’s all knotty!” You whined.
“Well it won’t be in a minute,” Rowena said.
Sam just smiled as he watched you, finally getting experiences that you’d never had before; motherly experiences.
The more he watched, though, the more he noticed how much you were squirming, and how much you seemed to be whining.
“Hey, you seem kinda grumpy, kid. Did you get a nap today?” He asked, coming to stand beside you and Rowena.
“Yeah,” you sniffled.
“You’re kinda pale,” he muttered under his breath, getting on one knee and reaching the back of his hand out to touch your forehead. “Jeez kid, you’re burning up.”
“She’s ill?” Rowena put the brush down and turned your chair around so you were facing her, repeating Sam’s gesture and checking your temperature. “She is quite hot.”
“Hey, let’s get you into some pjs, ok?” Sam suggested, lifting you into his arms. “You should get some sleep.”
“I already had a nap!” You insisted, squirming in Sam’s arms.
“Hey Sammy, I think I found us a case,” Dean said, stepping into your room. “Something wrong?”
“She’s got a fever,” Sam sighed. “You should go without me.”
“Oh nonsense,” Rowena spoke up. “Just leave her with me.”
“I don’t want to leave her when she’s sick,” Sam argued.
“Oh she’ll be fine,” Rowena insisted. “I’ll give her some herbs and she’ll be out like a light, she’ll sleep until you get back.”
“I don’t know…” Sam sighed.
“How about this,” Rowena said. “You put her to bed, and leave once she’s asleep. I’ll watch over her, and I’ll call you if she worsens.”
“Alright.” Sam looked at you. “Is that ok kiddo?”
You nodded sleepily, suddenly not so eager to fight another nap.
“Sammy, my tummy hurts,” you whimpered.
Sam nearly melted at this, more reluctant than ever to leave you.
“I know sweetheart, c’mon let’s get you into some pjs and then you can go to sleep, ok?”
Sam helped you get dressed while Dean packed for the hunt. It didn’t take long to have you tucked into bed, and you fell asleep almost as soon as your head hit the pillow.
Sam lingered in your doorway, unsure about leaving you like this.
“She’ll be fine,” Rowena soothed the Winchester brother. “She’s asleep, and I’ll call you if anything changes.”
“Alright,” Sam sighed, grabbing the bag that Dean had packed him. “Just…take care of her, ok?”
“Always,” Rowena responded.
And she did. When the Winchester brothers returned, your fever had broken and you were resting on the couch with Rowena, some cartoon playing on the tv.
“Hello boys,” she greeted when she saw them.
“Hey kid.” Sam went straight to you, brushing your hair away from your face. “Are you feeling any better?”
Rowena went to speak to Dean while you answered Sam with a distracted “yeah,” continuing to watch your cartoon.
“Her fever broke,” she explained to him. “I think it’s best if she rests a bit more, though.”
“Thank you, Rowena,” Dean said sincerely. “She really seems to like you.”
Rowena smiled. “She does, doesn’t she?”
“Did you have fun?” Sam asked you.
You nodded, finally pulling your gaze from the cartoon.
“Yeah, I like Auntie Row!”
Sam smiled softly.
“I’m glad.”
Taglist:
@nyotamalfoy @mrvlxgrl
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shannara810 · 11 months
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Luke has a plan, part I 🤔
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