Dean Angst - Tumblr Posts

Secrets Suck, Man

Sam Winchester x fem!reader

With Dean being heavily against the idea of dating while on the job, Sam and you figure out secret ways to be together without Dean knowing. Except, here’s the thing, he already knows.

Angst, fluff, cute stuff with Sam. Takes place during Season 12.

Third Person Pov

"Sam, how many times do I need to tell ya that it's a bad idea. Hunters don't get a normal life and if they did, they ain't hunters no more." Dean lectured Sam who sat in the passenger seat of their 1967 Chevrolet Impala.

"Dean, all I'm saying is maybe it's not a bad idea to be with a hunter. At least you both understand the life and the risks." Sam pleated with Dean trying to get him to see his point of view on the situation.

"Dude, you really want to watch the person you love die because you were busy saving someone else?" Dean asks seriously.

"No, I wouldn't want that even if I wasn't a hunter, Dean. But at some point, I think it's okay as long as both parties understand the risk." Sam spoke with coming off harsher than before.

"Drop it, you know my thoughts on it Sam. It's not a good idea." Dean jabbed back as he turned up the radio to some 80's rock song.

"Fine." Sam sighed in defeat knowing that his plan to try to tell Dean that he already had a girlfriend and that person happened to be you.

Two hours later...

Sam and Dean made their way into the bunker where you were. Sam saw you and gave you a quick, but loving smile. While you waited on them to return, you read the same lore books hoping to find something new in them only to be disappointed again. You smiled back at him making sure that Dean didn't notice you looking at Sam. Speaking of Dean he said a quick hello and sat down on the chair in front of you kicking his muddy boots up on the table.

"Hey, I'm glad your back and everything Dean, but take your shoes off the table please." You asked him rolling your eyes.

"Whatever, did you find anything in the lore about Nephilim" He questioned doing what you asked.

"Same as before, I still only know what I've read for the millionth time and Cas's knowledge." you sighed rubbing your hand around your sore neck. This caught Sam's attention and he made a mental note to himself to help you out later.

"Don't worry we'll figure it out, we've just got to keep looking." Sam reassured putting his hand on your shoulder and giving it a reassuring squeeze.

"Yeah, don't worry about it Y/n, we've delt with worse and won." Dean butted in.

"Yeah, I think the apocalypse and the darkness are a lot worse than this by far. I'd still rather deal with a nest of vamps than this though." You half joked.

"You and me both." Dean sighed getting up out of his seat and walking towards the hallway. "I'm gonna take a much-needed shower see you guys at dinner." Dean spoke walking away to the showers.

As soon as he was gone you rushed towards Sam and gave him a hug. Breathing him in and feeling his body against yours invited instant comfort and happiness to your stressed-out body and mind. And to Sam, he found the same comfort as his arms immediately wrapped around you as he placed his left check on the top of your head. He took a deep breath and closed his eyes allowing himself to be in the moment with you and forget all of the shit that is piled on them once again. He loved you and even having a little time alone was worth the world to him. After some time of just being there with him, your curiosity became too much and the elephant in the room needed to be addressed.

"Baby, what did Dean say?" You asked him raising your head while still holding Sam in your arms. He looked at you with a sad but loving gaze as you waited on his response.

"Same thing as before, he's against it." Sam sighed sadly. "But I don't care he can just deal with it. Secrets suck and I'm tired of keeping our feelings for one another away from Dean. I mean even Cass knows." Sam spoke trying to convince you.

"Yeah, I get that, I just really don't want an angry Dean top of the shit pile that we already have. I really want to tell him, don't get me wrong, I'm just scared to see how he'll react. Hell, I'd rather face Amara again than tell Dean, but I think it's important that we do." You pleaded with him trying to get him to see your point of view.

"Baby, if Dean gets mad that's on him. We are both adults and I think it'll be okay. I know your nervous, but trust me Dean at his core is a really big softie." He reassured rubbing your arms up and down.

"I still feel weird about it, but I think I'm just scared of his reaction, mostly." You whispered putting your forehead on the center of his chest.

"We don't need to tell him right now, we can wait as long as you need." Sam

“Thank you Sammy, that means a lot.” You say smiling at his sweetness.

Just as you two were about to break your hugs out comes Dean wearing his grey robe with an annoyed expression on his face. You were nervous and could tell that had whenever was wrong was serious.

“Dammit, If you two are gonna be together be fucking careful because this life ain’t pretty for us. I’ll support it if you guys do that. I guess some of us should have something good in this shit show.” Dean quickly said before a leaking away. As he did he did a double take. “And you two need to get better at whispering because I could hear everything.” He said annoyed as he walked away.

You both stood there dumbfounded at what just happened. You looked at each other and laughed at the situation. Sam then leaned down and captured your lips into a soft and sweet kiss. He broke the kiss giving you another big smile as he chuckled.

“Well I guess the secrets out.” Sam joked

“Yeah, and by what he said I guess he’s known for awhile now.” You say letting out a deep breath hugging Sam closer relieved that you don’t need to hide out of fear.

“Yeah, I’m just glad that with all of the shit that’s been happening that I still have you by my side. And no matter what I’ll be there for you.” He reassured

“Aww Sammy me too, I love you. And Dean’s right we should be careful about all of this.” You told Sammy nearly sounding like Dean.

“You’re right about that. And Deans right about another thing too. That it’s good that we’ve found happiness in this shit show.” Sam smiled.

“Yeah, we really did. I love you Sammy Winchester.” You proclaimed

“I love you too Y/n L/n.” Sam responded hugging you tighter.

Thank you so much for reading 💜

Please feel free to comment, request, and reblog

Click here to see what I’ll write for and HERE for my master list.

•I do NOT own any characters except y/n•

-L.W.L

Say You Won’t Let Go

Summary: What does Dean feel when the woman he loves is dying?

Pairing: Dean x Reader

Word Count: 1198 (with song lyrics)

Warnings: Slight language and angsty angst. Sorry!

A/N: This is for @katymacsupernatural‘s Writing Gif Challenge. My gif is below. I got inspired by the song “Say You Won’t Let Go” by James Arthur, so it’s included in the fic. The lyrics are italicized. It’s a bit of sweet angst from Dean’s POV. It’s unbetaed, so all mistakes are mine!

Keep reading

Dean Winchester Masterlist

Dean Drabble Masterlist | Back to the full Supernatural Masterlist Oneshots and Drabbles under the Read More

💖 - Fluff | 💔 - Angst | ✅ - Done | ▶ - Ongoing | ❌ - Cancelled | 🔞 - Smut | 💬 - Social Media

Charity Heist Masterlist 💖▶ The reader works as a retrieval expert (aka. thief) for Singer & Winchester Retrieval Agency, the best group of con artists in the world. But even though she's the best in the biz, she's no better than a bumbling fool when dealing with her all-consuming feelings for the group’s hitter; Dean Winchester.

Chick Flicks - Part 2 💖▶ (ON HIATUS) Gabriel decides to play wingman the way only he can as the reader and Dean go on a different kind of movie date.

Choices - A CYOA Fic 💔✅Choices is an interactive Supernatural choose your own adventure story where your choices determine the outcome and whether it’s a Dean x Reader or Sam x Reader.

Come Home - Part 2 - Part 3 💔✅ The reader struggles through heartbreak, unaware of Dean doing the same.

Dream on - Part 2 💔✅ The reader gets cursed by a witch and can’t fall asleep. She tries to hide it from the Winchesters, but they find out.

Hunter/Hunted - Masterlist - A Flash Fiction Series 🔞 ✅ Dean has grown tired of your game of cat and mouse. He’s ready to show you he’s a hunter. And tonight, you’re his prey.

Itsy Bitsy Spider - Part 2 Part 3 Part 4 Epilogue ✅ The reader helps the Winchesters in a case involving a particularly nasty arachnoid. Not really angst or fluff, more like a "case"

Limelight - Masterlist 💖 💬 The workaholic and media shy CEO of Winchester Inc, Dean Winchester, is forced to try online dating by his friends. What will happen when he swipes right on (Y/N), who is working on a series on online dating for her magazine?

Logged in - Masterlist 💖✅ Sam tells Dean and the reader about a new online community for hunters and they both scoff at him, but secretly use it and end up drawn to each other.

Lost - Masterlist 💔✅You ran away from a silent unrequited love and got captured. But Dean thinks you left by your own choice. Will he ever realise that you’re in danger?

Missing in Action - Masterlist 💔 ✅ Dean is hit by a spell cast by an apparently lovesick witch. And though your little group tries to keep him from her, he breaks free. Breaking your heart along the way.

My Funny Valentine - Part 2💖✅Dean takes the reader out on a “friend date” after her latest boyfriend blows her off for Valentine. Not knowing that the reader sees him as so much more than a friend.

Night at the museum - Part 2 💖✅ A greek god of alcohol messes with the readers judgement during a hunt, causing both Dean and her to act like drunken fools.

Reverence - Masterlist 💔❌ The reader comes into Dean’s life, and flips it up-side down.

Sleeping Awake - Masterlist 💔✅The Winchesters and the reader is hunting a creature that’s been killing women in their sleep when it comes to them instead.

The Man in Apartment 43 - Masterlist 💔✅ Neighbours AU - Dean and the reader live next door to each other and can’t stand each other. Will things change once circumstances bring this bartender and business man duo closer together?

The Mirror People - Part 2 - Part 3 ✅ The reader and the Winchesters investigate a strange case in a small town in Arizona. Not really angst or fluff, more like a "case"

Well, Hello There Stranger - Part 2 💔💖✅ Sam informs you that Dean’s suffering from temporary memory loss and has forgotten you. Yet, when you meet your boyfriend, it isn’t the cold eyes of a stranger that meets yours.

A Day Off Your stubborn boyfriend never takes a day off, even when he’s feeling under the weather. Luckily Dean Winchester has you around to make sure he takes care of himself.

Building a nest The reader worries as Dean starts acting a little out of character after you find the Men of Letters bunker.

Date Night - Dean Dean & the reader decides to confuse a bunch of strangers as they test out some bad pickup lines at a fancy jazz bar.

Friendzoned The reader has to go undercover with Dean, but pretending to be the girlfriend of the man she secretly loves is a lot harder than she thought it would be.

Flexibility Dean walks in on the reader doing yoga and challenges her when she is steadfast in it helping her be a better hunter.

Flushed Cheeks The reader plays a poker game with rising stakes against Dean.

His Rock Dean finds comfort in the reader’s arms after a hard day. COMFORT FIC

Meet the Family Dean is nervous about meeting the reader’s family, but everything is going great, until a simple misunderstanding makes all hell break lose.

Morning Person The reader tries their hardest to get the sleepy hunter out of bed at a reasonable time as he tries just as hard to keep them there, snuggled up to him.

Pickup Lines Dean tries to stump the reader who is the self-proclaimed champion of anti-pickup lines with the cheesiest, cringeworthy lines he can think of.

Secret Love The reader is secretly dating a tattooed Dean behind Sam’s back since Dean doesn’t want anyone to know he can be soft hearted.

Seduction The reader shows Dean that she knows the art of seduction when he doubts her skills.

Stupid Choices The reader is angry and worried after Dean gets arrested during a hunt and she has to bail him out.

Stupid Cupid Dean tries to keep the reader from joining them in an interrogation of a Cupid.

Tag, You’re It The reader challenges Dean to a round of laser tag, to see who’s really the best shot.

The Costume Party Dean and the reader go on a hunt at a costume party, where Dean has to deal with his jealousy as the guys can’t seem to keep their eyes off the reader.

The Raid Dean and the reader goes on a Halloween candy raid to stock up their sugar arsenal.

The Shower The reader decides to pamper herself when the boys are away, not expecting Dean to return so soon.

This is Halloween The reader and the Winchesters have to go undercover at a Halloween party to catch the demon they’re hunting.

Try Not To… Dean challenges the reader to a try not to laugh challenge using pickup lines, but for her the challenge turns into a bit more of a try not to fall deeper in love with the lovable dork.

A Second too Late Dean realises he loves you, but he’s too late as you already love someone else.

Bloodlust Dean helps the reader fight against her demon blood addiction.

Changed Traditions Dean deals with the first Halloween alone, taking care of your daughter.

Complications Dean stays by your bedside after a hunt leaves you in a medically induced coma.

Creep Dean learns about the reader’s self hatred and tries to help her through it.

Hiraeth – Home is where the heart is Dean’s looking back on the summer he spent with you in his arms. A year has passed, summer is here again. But it’s a summer without you and, even in the sweltering heat of the bunker, he’s freezing to the bone.

I Just Called to Say I Love You As Dean realises he’s only got minutes left to live and no way to get help, he calls you; so he can hear your voice and have one last normal, happy moment.

Meet Me Back Here in a Year Dean and the reader take a break for a year to sort out their heads and hearts.

Mementos Dean looks back on all the treasured memories he’s shared through a life lived by your side; lived loving you.

Nicotine Dean has his vices, but they all pale in comparison to how he craves you. Yet he pushed you away, leaving him gasping for air.

Phone Call The reader calls Dean from a solo hunt (angst).

Side by Side You go looking for Dean on the eve of another hunter’s death anniversary. Knowing he’s lost, and needing to comfort him.

Soldiers The reader and Dean find themselves surrounded by demons, knowing they’ll have to go out there again, to be soldiers, even if it could mean the end of everything.

Sunshine Dean thinks back on all the great times he’s shared with the reader and how much he loves them. With You - The reader realises she has died and has become a ghost as she tries in vain to comfort her boyfriend Dean.

The Classifieds What lengths will Dean Winchester go to when he runs out of options to save the people he cares about? Is he willing to let go of a part of himself to save his family?

After Hours Dean Smith asks the reader to work overtime to clean up a mess she made, and things get heated after hours when Dean catches her in his office, indulging in something other than paperwork.

Homeless Hearts Dean and the reader seek shelter in each others skin a year after she left the bunker to save herself from heartbreak.

Eavesdropping The reader hears Dean through the motel room wall and decides to have a little fun herself.

Playing dress up The reader has to go undercover with Dean to find a cursed object. But as they have to hide from a guard things start heating up.

Tension/Passion The reader and Dean fight after a hunt, before making up in the best way possible.

A Measure of Worth Dean cannot stop the protective rage building in his after a hunt that nearly went wrong. But when she questions her self worth, Dean is left questioning everything'

Bad Dreams The reader wakes up after a pre-hunt nightmare and takes a late night stroll through the bunker to make sure Dean is ok.

Daddy’s Little Girl Adoptive father Bobby tells the reader that Dean and Sam are coming to visit. The reader is happy, as she secretly loves Dean.

Halloween Surprise You’re out trick or treating with your son when you run into someone from your past. Someone with the same green eyes as your son.

Home Dean has tried and failed to make a home for himself and his brother. Until she walked into his life.

In the neighbourhood Dean shows up out of nowhere after being gone for 8 years, the day before the reader’s son’s birthday. A son who also happens to be Dean’s.

It was always you After hunting alone for three years the reader meets Dean again and realises they have always loved him.

The way he kisses The reader avoids Dean after drunkenly making out with him the night before.

To be her hero Dean can’t fight the demons in his girlfriend’s mind. But he can still be there for her, comforting her.

Trick or Treat It’s Halloween, and the reader wants a different kind of treat. Luckily, she knows exactly where to find it.

Unexpected The reader finds out she’s pregnant and goes to break the news to her boyfriend, Dean.