An Unwanted Surprise

Dean Winchester Drabble  

Characters: Reader, Dean, Sam (Mentioned)  

Word count:  585

Trigger warnings: Suicidal talk, self-harm scars, Depression, Panic attack (tell me if I missed anything)  

(Do not read this if any of this triggers you please)  

(I based this off of things that I have gone through myself which made this somewhat easier to write. This is my first Fan Fic and I just want to thank @just-a-touch-of-sass-and-fandoms, @ilostmyshoe-79 , @chelsea072498 for letting me read their fucking fantastic works and inspire me to finally put something I wrote onto here. Thank you guys so much so much)  

Hearing an audible sharp intake a breath from the door way you curse to yourself for not closing the door before you started changing. Quickly pulling on your pants you shove down the panic that Dean just saw your old self-harm scars.  

“Y/N what were those?” He nearly yelled as he stepped into the room. Turning to him your face void of emption so he doesn’t see the panic you’re feeling you mutter the lie you always tell yourself.  

“Nothing. They were nothing.” You can see the rage, hurt, confusion on his face.  

“Those were not nothing Y/N. They looked like scars a lot of scars. More than a hunter should have in one place.” You took a deep breath trying to force down the panic but failing miserably. Clearly shaking you answer him with a small trembling voice.  

“T-They’re old self-harm scars from a few years ago” It felt like you had stopped breathing and in reality you had. The next thing you know Dean is holding you to him trying to get you to calm down and breathe.  

“Sweetheart breath. C'mon Y/N breathe with me.” Running a hand along your back while your ear is on his chest focusing on his hear beat you slowly begin to breathe in time with him. Soon you’ve calm down enough to speak but he beats you too it with a question.  

“Why?” He sits you and him down on your bead waiting patiently for you to answer him.  

“A-as a teenager I was depressed.” You start out slowly. “I wasn’t well liked in school and I couldn’t seem to do anything right in my mother’s eyes so I really started to hate myself. At first it was just on my arms with a paper clip, not enough to do damage, but soon that wasn’t enough and I started using pencil sharpener blades on my arms. It just got to the point where I did it on my legs. I stopped after 3 years I think but the damage was done” you finish shaking softly.  

Through all of this Dean was quiet and listening closely and wiped away a couple tears that you hadn’t noticed fell from your eyes. Scared to look into his eyes you buried your face into his chest. He gently placed his fingers on your chin motioning you to look at him.  

“This isn’t something you have to hide or be afraid of Y/N. You aren’t alone in this world anymore. You have Sam and I and If you ever feel like harming yourself or any self-destroying thought please come to me or Sam. We are willing to listen to you and not judge. We love you Y/N you’re family. Please don’t hide anymore sweetheart.” He gently kisses your forehead and rests his chin on top of your head.  

Fighting back tears you bury your face into his neck as he rubs his hand up and down your back. “Thank you Dean…thank you so much. I love you too. You guys are my family too and I wouldn’t trade you two for anything in this world. ”  

“Us either sweetheart.” He smiled softly into your hair.  

For the first time in a long time you felt at piece with who you are and that there are people in this world that love you.  

Simple Man (Part 2)

Originally posted by frozen-delight

Summary: Reader finds out she isn’t the only one in town that Officer Winchester rubs the wrong way…

Part 1

Pairing: cop!Dean x reader

Word Count: 2,200ish

Warnings: language

A/N: Third and fourth parts tomorrow!…

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source: (q)

Yeah, yeah, I know this is a Team Free Will piece of art, but what part of this is not incredible and utterly fabulous?

When you least expect it - Part 8: Perfect in your eyes

Characters (AU: first names are as in the show renaming a few last names to fit my story): Reader (Y/N Mills), Dean Winchester, Sam Winchester, Castiel Harvelle Singer, Bobby Singer, Jody Mills, Mildred Mills, Charlie Mills

Pairings: Reader/Dean, 

Warnings: some angst, unplanned pregnacy, smut (not a lot this time)

Wordcount: 3800ish

A/N: This is my newest series. It is a Mechanic!Dean AU and it is mostly written from the readers POV but it will have a few from Dean’s as well. It is an emotional rollercoaster so consider yourselves warned. It will have smut, fluff and angst. It will get pretty dark at some point too.

This chapter: How will Dean react to finding out Y/N is pregnant?

Read Part 1 Part 2 Part 3 Part 4 Part 5 Part 6 Part 7

Tagging: If you want to be tagged let me know and I will do my best to remember! @blacktithe7 @ashleymalfoy @harley7509 @dear-claudia @ohmydean @faith-in-dean @beautifulfound  @whovianwholikesgirls @ilostmyshoe-79 @deanreaderreblog  @k20wn @lilyoflothlorien @phoenixia67 @torn-and-frayed @teepartyy @mcdoyle22 and @hermitsofthewhoniverse


You put the pregnancy test down on the table next to the other five and let yourself fall to the ground with your back against the wall. Yeah you were defiantly pregnant. Tears were streaming down your face and you felt as if you couldn’t breathe. You had never even thought about having a kid much less ever talked to Dean about having one. You had barely lived together for more than a month and now you were pregnant. What if he was going to leave you? You couldn’t do this on your own and just the thought of life without him was enough to send you flying towards the toilet bowl emptying your stomach of what little you had managed to squeeze down this morning.

When you felt the air finally starting to return to your lungs and your stomach stop convulsing you fell back against the wall and reached for your phone. It only rang once before you heard his voice, “Hey Y/N.” You couldn’t think clearly and the tears ran down your cheeks as you sobbed into the phone, “I’m pregnant!” There was a short pause before you heard his voice again, “you’re what?” You were too busy trying to steady your breathing to even try and answer him so he spoke again, “Y/N calm down. Just breathe. I take it you haven’t told Dean?”

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Not A Day to Be Shy

Pairing: Dean x reader

Song: Extraordinary Girl - Green Day. Or listen to the version by Frank Iero, it’s also good :)

Request: Can you do a one shot where the reader meets the boys on a hunt where you save them while being a total badass? And afterwards, all of you go out for drinks and they realize you are super shy?? Dean x reader fluff afterwards???That would be the best! 

Words: 1832 

Warnings: swearing, concept of a person being tortured, implications of plans to have sex. 

A/N: this was really cool to write because all I wear is band t shirts, skinny jeans, DM boots and a leather jacket (or sometimes a hoodie and trainers if I’m not feeling as cool)! Literally, the description of the leather jacket is exactly what mine is like! I also grew up listening to classic rock, metal and since a few years ago, punk because of my dad, so it’s great to write about someone who’s into those sort of things. Btw, I can do a part 2 at some point if you guys want it. Tell me if you do :) 

Set in: season 1 because I wanted to write it in a time where Sam and Dean had much less experience, and things didn’t come as easy to them in terms of hunting.

Your name: submit What is this?


“A demon?!” One of the men snapped. “You couldn’t have told me about this before?!”

“Dean, shut up!” the man in his company replied in a whisper. “They’ll hear us. And if I had known myself, I would have told you, but I didn’t I thought it was some salt and burn case.”

“Guys… have you not learned that salting and burning the bones hardly ever works?”

The two men jumped in unison as they heard your voice. They were crouching around a corner from the demon at hand, who seemed to be questioning someone. Well, more like torturing them… Fortunately, the sounds of the interrogator yelling and the person being interrogated screaming allowed quiet talking without the fear of being heard coming along with it.

“Who… Who are you?” the shorter, snappy one asked, appearing to be slightly astounded. His gaze roamed over your body and you felt yourself going red as the intensely good looking man analysed you.

“You don’t need to know.” you shrugged nonchalantly.

“Ooh, mysterious… I like that in a woman” the man who had previously asked who you are smirked and nodded his head slightly.

“Shut up, Dean!” the taller man, who was also intensely attractive, vigorously elbowed who you took to be Dean, at this point. “Sorry about my brother” the absolute giant of a man continued in hushed tones, after a pause. “I’m Sam, and this is my brother, Dean, as you may have gathered from my last little…” he trailed off. “Yeah, sorry about him.”

“No worries. I like a man who speaks his mind” you grinned. “Anyway, sorry, but I can’t stick around to exchange compliments. This mother’s going down like a lead balloon.” you motioned to the demon around the corner. “You can peek round, now, by the way, boys… It’s not like he’ll have the time to look around and notice you.” You gave them a wink, stood up, smoothed down your leather jacket (which was covered in badges of skulls with mohicans and Foo Fighters logos) and sauntered out into the open space where the demon was, the heels on your boots clacking all the while.

Dean got in a good stare at your ass - one which was so obvious his brother cringed for him. “Now, that” he shook his head, “is my type.”


“Hey, bitch” you called, causing the demon to whip round. “Drink this!” rather ungracefully, you sloshed holy water in the demon’s face. “I would have said son of a bitch, but I don’t follow gender stereotypes. Anyone an be a bitch.” you muttered while the man hissed in pain. 

“A feminist… I like it” Sam admitted.

“Shut up, dude. She is so mine.” Dean shot the younger Winchester brother a look.

“Cliché move, I know…” you commented, criticising your own attack technique. “Now, it’s going to get even more cliché.” you made a face. “Come on, boys! Come free the innocent dude from the chair so I can-”

The demon decided to get cocky whilst Sam and Dean were rushing to untie the man who had been tortured. “You know I can just run away, right? I’m probably faster than you.”

“I know I’m so metal magnets are attracted to me, but I’m not that heavy because of it” you smirked. 

“I swear to God, I’m in love” Dean muttered under his breath while untying a rope on the chair.

“… And anyway, you wouldn’t be able to run if you tried.” you kicked the edge of the carpet so a fraction of the devil’s trap you’d put there earlier in the day could be seen.

“You motherfucker” the demon muttered under his breath. At the same time, Sam and Dean ran off with the man that had been in the chair, taking him somewhere safer.

“Told you this was gonna be cliché” you smiled. “Now, let’s get down to business." 

You took a deep breath, and projected the first word of the exorcism ritual.


"That was really, really cool, you know” Sam muttered when the vessel of the demon was safe and so was the tortured man. Suddenly, the floor seemed extremely fascinating to him.

“Yeah, we barely have any… experience with demons” Dean confessed, giving you an awkward laugh.

“Who knew two muscly, handsome guys who could win in a fight against a professional boxer could be so jittery?” You smiled.

“Do you wanna get a drink with us?” Dean blurted.

“Another night of third wheeling…” Sam sighed. “But, yeah, come to the bar with us?”

“Why not?" 


"So” Dean returned to his seat, having downed a beer or four and a few shots. “Sexual experiences. The best ones. Go.”

“Deeean” Sam groaned. “Seriously? You think I really wanna hear about you doing that? I’m pretty sure you wouldn’t wanna hear about my ones, either…”

“Come on, man! It’s only a bit of fun!” Dean made a lame attempt to convince his brother to join in with him.

When it was perfectly clear that Sam was nothing if not unfazed, he turned to you. “Maybe you can tell us some, then… It’s not like you’re related to us, so it should be cool.”

“Wait… You never told us your name!” Sam exclaimed. As Dean facepalmed, you mouthed a silent ‘thank you’ to Sam; he had seen you were uncomfortable and taken action, trying to change the subject.

“I’m y/n” you told your two new friends, in a low voice. “Anyway, I don’t really have any, uh… Legendary sexual experiences, as such. They’ve all been kind of ordinary standard. So, yeah… nothing to see here.” you went bright red as you said this. 

Over the course of the evening, you’d developed a little bit of a crush on Dean. You felt extremely self conscious by this time, though, because in any situation where you weren’t on a hunt, you were generally quite a shy girl. Hunting felt different to you… It gave you confidence and assurance, in a weird and unexplainable way. Unfortunately, you could see the two men you’d recently encountered catching on to your natural reserved manner. You were worried Dean wouldn’t like you like he seemed to earlier in the day when you acted like normal. For that very reason, you decided to wrap it up and head back to the place you were staying in, before you embarrassed yourself to the point of no return.

“You could always have a couple with me…” Dean’s voice seemed huskier, and even sexier than it was before. “You’ll definitely come out the other end with some legendary ones under your belt.” he looked extremely smug, but he didn’t seem like the type to come onto you when you didn’t want him to… Was it really that obvious?

You giggled and turned away, not wanting to leave any more, just as you heard Sam tut, more to himself than anyone else.

“That’s it. I’m going back to the motel.” Sam sounded resigned. It was lovely of him to want to give the both of you some privacy, you noted. “Oh, and y/n” Sam leaned over so he could whisper in your ear. “Remember, don’t feel like you have to do anything you don’t want to do. Dean wouldn’t dream of making you uncomfortable, alright? It’s okay to tell him to back off if you want to do that. He seems all tough and my-way-or-the-high-way-like, but really, he’s a goodhearted man with a bundle of feelings and a need for cuddles. Trust me… Okay, that sounded weird coming from me. I should stop talking, now.” He stood up and addressed both you and Dean. “Dean, I’ll see you later. Y/n, I’ll see you… Whenever.” he gave you a warm, genuine smile.

Once he left, Dean asked: “hey, sweetheart, you’ve been really quiet all night… are you okay? Is something up?” He looked slightly worried.

“No, no… It isn’t that. Thanks for the concern, though” you began, ready to explain. “The thing is, I’m usually really shy and I don’t talk too much, but I’m really confident and easy-going on hunts. You know, when you get that adrenaline rush, and it makes you feel like you can do anything… No?” you questioned, when you’d got no response from the man in your company.

“Kind of… I guess I’m not too used to hunting, yet. My dad let me start a few years ago, but I’m not an expert… Not like you seem to be, anyway” he teased. His intentions didn’t seem malicious, though. 

“I’m not an expert, as such… Just been doing it longer than I should have.” you smiled meekly. “you say ‘let you’? You wanted to do this?” you were a little shocked about that, actually.

“No, it’s just been the only life I can picture myself having. I guess I could have been a mechanic, but, me, my dad and Sammy travelled around our whole childhood and settling down seemed weird.” it was his turn to shrug. “I probably couldn’t afford a home, even if I wanted to get one, anyway.” he added, sounding reluctant.

“Hey, me too… but if we scraped all our credit card scam money together we might just be able to get a small place. For the satisfaction, if nothing else” you joked, coming out of your shell a bit now you had come clean with Dean about your normal attitude. 

All of a sudden, your companion seemed a lot more distant than he had for the rest of the conversation. “Yeah” he agreed absent mindedly, his face going soft.

“I really like you, y/n” Dean started after a couple of moments of silence. “I really do. When you’re hunting and when you aren’t. And, sorry if this is too forward, but” he was hesitant to make his next point. “I haven’t stopped thinking about your lips all day, if I’m honest. I bet they’d feel good on mine, you know?” Now the cheesy pick up lines were back, he was evidently more at ease.

You stood up, taking the hint. “Wanna test the theory?” you broke out of your shy shell for a second.

Before you could say “salting and burning never works”, Dean was stood up and his lips were on yours. He was gentle but meaningful with the way he kissed you, his hands tightening their grip on your waist every so often. You slid your hands into his back pockets and kissed him back, deciding today was not a day to be shy.

“This is totally not a one night stand kind of deal - God, I want to see you again - but do you wanna take this somewhere else?” Dean asked. “Please tell me to back off if you don’t. I’d never dream of making you uncomfortable.

"Yeah. That’d be really cool, Dean” you gave him a small smile.

“You do feel good, by the way” Dean beamed, taking your hand and leading you out of the bar.

Save Me

Requested?: No

Summary: You are an angel. And being close to the Winchesters often proved a difficult task. You were prepared. Prepared to fight for them, for him. But nothing prepared you for this. This time, you needed him.

Pairing: Dean Winchester x Angel!Reader

Word Count: 2564

Warnings: Fallen angels, wounded reader.

(A/N): So I had just finished rewatching the Season 8 finale and this little idea popped into my mind. And so, I wrote it! Took me a few hours, but I hope you guys liked it. Oh, and because it 12 a.m where I’m at…. HAPPY THANKSGIVING!!! (And if you don’t celebrate Thanksgiving, then happy Thursday and I hope you have a nice, lovely day.)

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“Damn it, (y/n), you shouldn’t have done that!”

“What else was I supposed to do, Dean? Kill you? Let you die?”

“Yes! That’s exactly what you were supposed to do.”

“What? Why the hell would I do that!?”

“Because your life is more valuable than mine, and now I only have so much time with you, and once you’re gone… I don’t know what I’m going to do.”

Alive - Dean x Reader

Originally posted by bennylafitte

A/N: Part Two! I tried posting it earlier, and nothing. Not sure why, but alrighty. Anyways, this is the final part. Another request checked off the list. Hope the requester, and all of you, enjoy!

Previous Part Here

Warnings: Smut

Word Count: Roughly 1900

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It was the innocent, pink flowered dress mixed with your too-sweet demeanor that threw Dean off.  The way you watched him play pool, sipping your drink, biting your lip, drove him crazy.  So when you asked him to play he couldn’t help but say:

“No, I couldn’t take money from a pretty girl like you.”  You’d batted your eyelashes, acting so naive and persistent he finally gave in.  Half way through the game he realized it was an act and he’d been had.  

“You just got played,” Sam laughed, elbowing his brother as you walked away, Dean’s cash still in hand.  You looked over your shoulder, winking as Dean stared after you.  He smirked, holding up the piece of paper you’d slid into his hand.

“You sure?”  He asked.  Sam grabbed the slip of paper, reading off your phone number, the paper’s decorated with a imprint of your lipstick.

Hot For Teacher: Part 2

Summary: Now you and Dean have finally met in the most intimate way possible, it is now the start of something wonderful. But the struggle of being a teacher and student is getting to them.

Warning: Smut, and a bit of something else.

A/N: Back by popular demand! PS: PLEASE DONT HATE ME!!!


Originally posted by ohmysupernatural

Trying to wake Dean up is about as hard as, well… him. No amount of poking, talking, yelling, or hitting could get him up. He will just hold your wrists or put a pillow over his head.

“Dean, get up! You are going to be late!” you shake him, trying to get him out of bed. It’s a rainy Wednesday and going to school was the last thing on your mind. “Dean, please?” you ask, using the sweetest voice you have.

When he made no attempt to get up, you took matters into your own hands. Literally. Removing the blanket from his body and tugging the band of his boxers down, his beautiful, red, leaking cock sprang out and hit his stomach. You wrap your hand around the base, giving it a rough tug. Nothing.

You tug a few more times, finally getting a moan out of him. You smirk in satisfaction and lean your head down, kitten licking his tip. He shifted his hips, flexing them for you to take him. Your tongue circles his crown, teasing his slit before you open your mouth and take him in.

Dean was massive, he was long and thick, the perfect size to wreck you in the most perfect way. What you couldn’t take in your mouth, you used your hand, stroking and sucking him the way he loves.

“Jesus Christ, babe.” He moans, threading his fingers through your hair, pushing himself deeper into your wanting mouth. “Fuck, feels so good.” Jutting his hips quicker, he fills your mouth.

When you pull your mouth off him, you tug him a bit more, making sure to milk him completely. A few more ribbons came out and you are more then happy to lick them off him.

Dean helps you crawl up his body, running his finger through your hair. “Good morning.” You smile, wiggling your aching pussy over his sensitive cock.

“That’s one hell of a wake up call.” He grabs your ass and rolls you over, returning the favor.

Threading your fingers through his hair, you chant his name as he eats you out, finding your release rather quickly.

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