that one time sam and dean turned into brad and angelina

Broke My Dream

Characters: Sam x Reader

Word count: 4442 - sorry not sorry blame @a-sea-of-fandoms

Warnings: fluffy fluff, smutty smut, a bit of angst if you squint

A/N: Anon Requested: “Can you write one about Sam x reader. Reader is shy quiet bookworm who is in love with Sam. She knows he would never feel the same way. So she fantasizes about him seducing her. Then it really happens. Thank you” Hope this is OK!

You couldn’t focus on the book in front of you. The bunker was quiet enough, the light warm enough, your legs comfortably resting over the arm of the armchair you were laid in, but you just couldn’t stop thinking about him. It was an uncharacteristically quiet day, and it was supposed to be the day you finished this book you’d been trying to finish for weeks. But every time the main character was mentioned, your mind wandered and you thought back to the tall, long haired, broad shouldered man you knew in real life. You weren’t even halfway through this thing, but you wouldn’t give up on it. You’d never given up halfway through a book and you didn’t plan on starting now.

Clearing your throat, you tried to refocus.

You felt your eyes growing heavy and before you knew it you were drifting off to sleep, your head resting on the other arm of the chair, the book still open and perched against your thighs. You felt yourself smile as you saw Sam move towards you, his hand coming up to hold your face before he crashed his lips to yours. You were suddenly against a wall, his hands on your waist holding you in place as he deepened the kiss. You gripped the fabric of his shirt as he let his hands wander down, his lips moving to suck a mark under your ear.

A moan rumbled past your lips as you felt his fingers slip under the top of your jeans and you suddenly started awake.

You jumped up, sitting up in the chair, realising you’d fallen asleep and were having one of your not-so-infrequent fantasies about the younger Winchester. It had been a long couple of weeks and sleep had been severely lacking for all of you as you worked the case.

“Dude you were out,” you heard Dean’s voice and laughed. “And making some serious happy noises,” he winked, and you instantly cringed, your cheeks flushing pink.

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Love on the Road: Dean Winchester Imagine.

Pairing: Dean x Reader 

Word Count: 1,717

Warnings:Something resembling smut, pent up sexual tension

A/N: This is my first time doing one of these things. I wrote it down and I just really wanted to show it with someone. So, I thought “Hey why not Tumblr?” So, I’m just kind of winging it here, sorry about the awful grammar and run on sentences, hence why I’m not an English major. 

Description: After Sam has made the ultimate sacrifice to save the world from the wrath of Lucifer and Michael and the impending Apocalypse, by sacrificing himself and jumping in the cage. Ever since Dean and Sam’s would be fiance have been traveling all over the continent to find some way to help get Sam out of the cage. But, along the way Dean and Sam’s fiance soon find that after traveling together all these months they start to realize that their feelings for each other are starting to deepen into something more than just friends.

Btw: This is in First person point of view.


The road through Arizona’s deserts seemed endless. The road itself was cracked and bumpy in most places, making the impala jolt every now and again. i watched as Dean stared out onto the open road, tapping his fingers along with the beat of Tom Petty’s Mary Jane’s Last Dance. His green eyes seemed brighter than usual with the glare of the sun shining off the dashboard. I hadn’t ever noticed just how…beautiful he was before, since I love Sam, and always have. But, since the time that he’s been stuck in the cage and all these months of traveling around with Dean trying to find a way to break him out. I’ve noticed I’ve been having more of these moments, when we’re out on the road, and we have these long periods of comfortable silence, with none of us talking and only the sounds are the songs on the radio. And sometimes I look over at Dean and catch a glimpse of this ethereal beauty that he has, like his long eyelashes, or his soft rose lips. So, different from the rock hard exterior that he puts on every day in front of everyone, including me. And especially since Sam’s…. since Sam has been gone. But these quiet moments when he’s driving, and focusing on only the twist and turns of the open road, I see the soft beauty sneak out. 

Dean glanced at me, his soft brown hair is longer than it usually is, and the top of his head was spiked up, where he’d been running his fingers through it constantly. Dean smiled at me.

“What’s on your mind Y/N?” 

I snapped out of my reverie and looked into his eyes. “Nothing.” I smiled back. 

“Well you look like you’re having one hell of a daydream and you’re looking at me like I’m the star of it.” he smirked. I laughed and smacked his arm.

“Dean Winchester always so modest.”

“Of course. I’m nothing if not a humble man.” he smiled, looking back at the road. and I did the same, but out of the corner of my eye I saw him look back at me with this intense look. His mouth parted like he wanted to say something but he closed his mouth and looked back at the road. 

We drove through the desert until Dean was too tired to keep driving and was too stubborn to let me drive. So, we pulled over for the night at a nearby seedy motel. I waited by the impala as Dean checked us in. He came out of the lobby with a room key spinning around his finger. 

“Okay so who are we this time?” 

Dean smirked at me. “Brad and Angelina.” He chuckled.

“You do know their not together anymore right?”

“A man can dream Y/N” 

“So, Brad do you want the shower first?”

“Nah, you go ahead, just don’t hog all the hot water again would ya?” He asked, turning the key in the lock and opening the door for us.

“I can’t make any promises Winchester.” I said as we walked inside.


Twenty minutes later i heard Dean banging on the bathroom door.

“Y/N! i really meant it when i said don’t take all the hot water!” He shouted through the door.

“Alright, alright. I’m coming!” I shouted back and turned off the shower, and stepped out. I wrapped a towel around myself and opened the door and came face to face with Dean. 

“Oh. I didn’t know you were right at the door.” I blushed, and clutched my towel a bit tighter.

“Oh, I, Umm. Sorry Y/N.” 

“It’s okay.” I said meekly, and looked into his jade green eyes. My breathing became shaky as Dean looked down at my body, as if really noticing it for the first time. I cleared my throat. “Did you want to use the shower now?”

Dean’s eyes snapped back up to mine, and there was that intense look again. The one he thought I didn’t see in the car. 

“Y/N.” he whispered to me, as he reached his hand out towards my face, taking a stray wet hair and tucked it behind my ear. I felt the blush in my cheeks rise again and looked away from Dean’s intense gaze. “I shouldn’t.” He whispered so softly, I almost didn’t hear him and he was standing right in front of me. He took the pad of his thumb and traced the edge of my jaw, lifting my eyes up to meet his once again. “You’re not mine to have. You’re Sammy’s girl. We’re trying to get him back, and this-” His thumb moved it’s way to my lips and traced my bottom lip. “This would be the ultimate betrayal to Sam, after everything he sacrificed to save us both.” He paused and let out a deep sigh, still not breaking contact with me. “But, damn it Y/N, if you feel the same way that I’m feeling right now, and just say the word. I’ll forget every thing i just said and consequences be damned.” 

I could feel my heart pound in my chest as it was yanked in two different directions, one in the direction of Sam, my fiance; who I love with everything i have left in this shit hole of a world. But, then there’s Dean, my best friend, Sam’s brother, and someone who has been by my side ever since Sam jumped. I let out a steady breath and I could already see the understanding in Dean’s eyes, but just as he was about to pull away; I let my towel fall to the floor, and took Dean’s beautiful face in his and kissed him.

Dean wasted no time, as he pulled my naked body into his, and deepened the kiss. “Oh, Y/N” He moaned against my lips as his tongue slipped past my lips and battled mine for dominance over the kiss. Dean won, hands down, and he picked me up and wrapped my legs around his waist, without breaking the kiss and led us to the bed. 

I let out a chuckled as we flopped onto the bed, and I watched as Dean took his shirt off, and threw it across the room, like it was his fucking profession.

“Damn, that was hot.” I smiled, biting my bottom lip.

“Oh, Y/N you haven’t seen nothing yet.” He growled at me, and I felt a delicious shiver go down my back all the way to my toes. I watched as Dean towered above me, both of his knees rested on either side of my thighs. He took his index and middle finger and began to trace from the column of my neck to the valley of my breasts, earning a shiver from me, as he traced his rough fingers around both of my nipples. He watched my every reaction as he fingers traced all over my body, as if he was sizing up the feast he was about to eat. I was panting by the time his fingers, traced around my belly button, and eventually found their way to my center. 

I let out a loud moan as Dean swirled around my clit.”Does that feel good Y/N?” He asked with an evil smirk on his face. I only moaned in response.

“Come on Y/N. Tell me how it feels or I’ll stop.”

“It feels fucking fantastic you son of a bitch!” I growled out, and this made Dean laugh. 

“That’s much better.” He smiled and placed his other hand on my breast, massaging it and matching the rhythm of his fingers. “I have to admit to you Y/N I’ve been thinking, that I’ve been thinking about what I’d do to you if I ever got you naked in my bed. Would I go slow with you? Tease you? Or would i just fuck you savagely like I’ve been dreaming about for months?” 

I let out a moan as his fingers,drove deeper in me and he took his thumb and rubbed my clit, while his other two fingers pumped in and out of me. “I-I think i prefer the second option.” I moaned out. 

“I thought you might.” Dean said as without another word, he removed his fingers and started unbuckling his pants, and quickly brought them done far enough so he could free himself. He grabbed my calves and pulled me down to him and positioned  himself at my entrance and thrusted inside me, earning a moan from the both of us. I wrapped my legs around his waist bringing deeper inside me, and raked my nails down his taunt back as he moved inside me He went slow at first getting the groove of it, then he moved faster, our bodies becoming one as he moved inside in me. He growled as my nails bit down harder on his back as he pounded into me. 

“Fuck.” He ground out. I tangled my fingers in his soft hair, pulling on it slightly, earning another groan from Dean. He wrapped his arms around my waist and pulled me up to his chest as he continued thrusting, and kissed me deeply, his tongue plundering my senses as we reached the edge of our climax and fell off together. We both let out a sigh of relief and flopped back down on the bed together. Dean was still inside of me as he tried to steady himself over me, by propping his elbows on either side of me. 

“How was that?” He chuckled. 

“Not, bad. Had better, but not bad Winchester.” I smirked. 

“Oh, you are a cruel wicked thing Y/N.” 

Dean removed himself from me and helped me underneath the sheets, and removed his pants only, leaving him in his boxers. He wrapped his arms around me and rested his head in the crook of my neck. We laid there for hours, not speaking, both of us no doubt starting to feel the weight of what we had done, start to creep on us. I let out a sigh and tried to push away the thoughts of seeing Sam heart broken knowing what we’d done, and snuggled deeper into Dean’s warm body. I pushed away the weight of the consequences from my chest till morning and tried to enjoy the unregretful bliss of the night as i felt my eyes begin to close, as i listened to the steady breathing of Dean.

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Fandom: Supernatural

Pairing: Dean x Reader

Word Count: 1661

Warnings: smut, self-ridicule, people are jerks, Dean is not

Summary: chubby!reader is dating Dean and he tries to make you forget all your self doubt

Originally posted by transparenthipsta

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More Than Friends


Request:  Can u do a fanfic where the reader and Dean are like best friend and the reader is younger like 5-8 years and is bobby’s niece and they fall in love and start a relationship and r nervous to tell everyone because of the age difference and they have to tell Bobby and sam(who is like a very protective older brother) so they hide it for a while but get caught making out by Sam and end up telling every one but it all ends happy and fluffy sorry this is so long

{I also apologize for quoting Gilmore Girls, but I had to because I’m obsessed and it seem necessary for the situation. Oh yeah, this also takes place during season 6.}

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