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shelbgrey · 9 months

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Being in a love triangle with Dean and Cas

Paring: Dean winchester x reader x Castile (not destile!)

Summary: headcanons about an angel and a hunter fall in love with you.

A/n: this won the newest voting thing :)

MasterList

“They're both in love with her” Sam sighed.

“my money is on Dean” Bobby said drinking his beer.

Okay... So, get ready for every single thing to be a contest. they're both extremely stubborn and even the simplest of things will be turned into a competition of who can do it better, even if Cas doesn't understand.

Since Cas is clueless about most human actions, he usually tries to copy Dean but ends up doing it in a more goofy or messed up way.

Cas wasn't supposed to fall in love with you, he's your Gardian Angel and the rules in heaven are pretty strict. He couldn't help but fall in love with your compassion and goofy personality.

You and Dean had always been on and off, he deeply cares about you and would even say he loves you, but with you both being hunters he's always afraid to lose you or he thinks he's not good enough.

Cas didn't know how to handle the feeling he's never had to deal with, every time he'd see Dean put his arm on you or flirt with you, cas would feel his fist clinch and he'd get so angry.

“I don't know what's wrong with me, my chest is heaving and... I just feel so pissed” Cas said to Sam one day.

“your either jealous or...” Sam stoped. “your not in love with y/n, are you?”

Cas didn't know, but he realized his change in adatued and thoughts. As your Gardian Angel he'd would often go with you to protect you beacuse that was his job, now he would literally push Dean to the side to go on a hunt with you.

Remember when I said you and Dean would often be off and on again? Well Cass has seen two break-ups, and this would be the only time he'd put his feelings aside. He's your best friend and he dose know when you need a shoulder to cry on.

Anyway, Dean would catch on quickly, he cares about Cas but he cares about you more. So challenge accepted.

He wasn't gonna lose you to a baby in a trench coat.

Dean is often very forward and flirty, you were used to his complements and dirty jokes. But when he realized he could use you to Cas he'd turn up the flirting to 100%, which would often make you uncomfortable... You weren't used to him acting like that.

But underneath all the flirting, he's genuine and what he's saying is true.

Suprisenly Cas would become very charming. He wears his heart on his sleeve. He loves he can easily express himself around you and learn about human life without being judged.

I also think Cas is good at knowing when to pump the brakes if he ever steps a line or goes too far. Dean sometimes doesn't and sometimes he forgets that he doesn't need to use the same tactics he used to use bar girls.

If you get hurt Cas will warp his coat around you and heal you up, if it's really bad Cas and Dean will literally start arguing.

One time it got so bad you probably wouldn't still be in this damn triangle if Sam didn't take you to the hospital.

That's when they realized that they really need to put their differences aside, it wasn't just about them, it was about you too.

“she means everything to me... I want her to be happy” Dean says to Sam. “and what if she's chooses Cas?”

“she won't... Just because he's her guardian angel doesn't mean he can make her happy”

Dean was so scared to lose you while Cass just didn't know how to express himself, there been many opportunities for Cas but he'd always chicken out.

What you hated most about this whole situation is that Cas and Dean were turning on each other. You knew they were best friends and you couldn't help but think this, no girl is worth losing your best friend over.

As it went on you got more and more attention, you didn't want that. Then Sam and Bobby's secret poll only grew more bets as time went on.

Jack was so confused, he saw you as a mom and Cas as his dad. So he really just wants you two to be together. He watched the parent trap and used some of the tactics, Sam gently told him to stay out of it.

If Dean would make you a mix tape, Cas would find an even more romantic gesture. During the time you and Dean did date he learned that you were a simple girl and didn't like fancy stuff.

Cas would go to Sam or Jody for advice. Sam would suggest flowers, expensive places while Jody would remind him to just be himself and remember the stuff your actually interested in.

He's been your Gardian Angel for years, so he knows your likes and dislikes. He was so happy when he found a copy of a novel you've been surching for, he loved the feeling of you wrapping your arms around him and cheering that you finally got the book.

“thank you Cas, your the best!”

Gabriel, who liked to stir the pot in the situation was on cas' side. He would sometimes mess somthing up for one of them or just watch one of their planes fail. This was a better love story than twilight in his opinion.

One day Cas found a ring in Dean's room, it's literally not what you guys think. Dean was his mom's and he just wanted to look at it.

Cas watched enough movies with you and thought it was an engagement ring. He felt his heart pounded, he also relized he's watched way too much TV with you. He remembered watching Grey's anatomy with you, he remembered you crying with Mark Sloan died and gave his 'if you love someone' speach.

“I wish I could experience that... A guy not caring about the consequences and just expressing he loves someone” you told him way back when.

That's when he had enough, he didn't care if Dean was there or not he's was gonna tell you. “I love you y/n... I love everything about you, even things I don't understand... I still love”

He told you to think everything through. As much as he loved you, he didn't want you making any hasty decisions or let what he said cloud your mind.

A couple of days later, Dean came to you with the same heart filled love speach after a rough hunt. “I love you... I know I don't show it much or express it, but belive me when I say your the best thing that's ever happened to me”

You had so much to think about and during that time you never felt so overwhelmed, your heart would always pound when you thought about them.

You spent almost three nights just laying awake in bed thinking about them, there was logic and there was reason.

The logical choice would be Dean, you could grow old with him and have a family. After Jack, Cas was terrified to have children with a human. Just because Dean was haman didn't make it a logical choice, but you guys been through so much. There been many night you guys spent patching up wounded parts of your bodies or cleaning up blood after a hunt.

Logically, Cas would be safer. Castile can protect you and heal you with just a brush of his thumb. Just because he was clueless doesn't mean he didn't know how to make a woman's heart pound in the best way possible. Cas knew your deepest fears and kept secrets for years, he knew everything about you.

Positive reasons would bring up the way Dean would make you laugh. Or how he could make you smile no matter how mad you were.

You though about how warm his bear hugs were and how good he smelled.

Dean was a worrior and he would take a bullet for you. You were always his main priority and you never felt that with someone before him.

Even if he didn't know how to interact with humans, he knew how to take care of you. He knew when you need to talk or need a hug. He would catch on to your Quirks, like how you'll nibble on your lip when your doing research or reading.

He'd notice the little wrinks on your forehead when your mad or laughing. He'd know all your different smiles and the meanings of them.

You love whem you hug him you'd feel his wings wrap around you.

What you might not know is Cas would give up immortality for you, he'd become human if it meant spending What humans thought forever was.

“I don't know what to do Sammy” you sighed.

“stop using your brain, what dose your heart say?” he asked. “you'll know the right decision when the time comes”

The next day you took a deep breath and walked down the bunker hallway, Cas and Dean's were right across from each other. Dean's door was beaten up and had band stickers on it. Cas was newer and had 'Cas' place' carved in it.

If you chose Castile:

If you chose him, you didn't go directly to him. You knew he was the one you just didn't know how to do it. When you finally got the courage, Sam interrupted with a paranormal case.

It was hard, you got whipped around like crazy and thrown through windows, the vengeful spirit wasn't gonna let up.

The spirit through your blade at you and it went straight to the gut. You were already bleeding and weak, so this wasn't helping.

You crumbed in Castile's arms and he started to panic. He used his trench coat to applie presher to your wounds.

“Sam! Dean! Help me!”

You coughed and placed your hand on his cheek making him look at you. His watery blue eyes looked at you with so much panic.

You smiled and pulled him closer to you. “I love you Cas... So much”

“I love you too... Hold still, I got you” he placed his lips on yours while his hands healed all your cuts and bruises.

Side note... You also adopt Jack, he finally had parents and he couldn't be happier.

-a week later...

“Balls! I lost $200” Bobby grumbled, you gave the boys a questioning look.

“you beted on us?” you asked Sam, He shrugged. “hey, at least you got $600 for your honeymoon” Sam joked, you took the notebook with all the bets written down and hit him in the head.

If you chose Dean:

You knocked on his door, he when whipped it open a smile immediately formed on his face. “hey, sweetheart”

“can we talk?�� you asked softly. Dean nodded as his heart pounded, he didn't know what to expect.

“if this this about what I sa-”

“I love you” you said cutting him off.

He pulled you to his chest and immediately slammed his lips on yours, he pulled away and rested his forehead on yours. “thank God... I love you too”

#Supernatural #Supernatural headcanons #Dean winchester #Jensen Ackles #Dean winchester headcanons #Castiel #Misha Collins #Castiel x reader #Castiel headcanons #Supernatural imagines #Dean winchester x reader

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gabriels-wings-of-freedom · 1 year

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Imma see a match I had on Bumble in person on Wednesday and.. 😖😖😖 I‘m so nervous like, I‘m a bit above average weight wise right now cause I recovered from my Eating disorder, and a few days ago my father pinched me in the stomach mocking my weight (which I had a panic attack over yay) and I‘m jusssst.. yknow? How would Cas, Crowley and Gabriel react to Reader being insecure about their weight before a date? Like they like Reader without realizing it’s romantic and see her struggle?

(totally fine if you don’t wanna do that tho, I also don’t mean to dump my troubles on you like that. Your writing just brings me a lot of comfort and I love your interpretations of the guys a lot)

There is no right for anyone to say any comments about a person's weight! I'm sorry you had to listen to that! Hope these make things better!💖

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Castiel, Crowley, and Gabriel React to a Reader Being Insecure About Their Weight Before a Date

Castiel

-The angel would be so confused. He doesn't understand why weight would matter when it comes to seeing another human. But with the time he has spent on Earth, he starts to understand that looks matter. But he's just confused as to why you yourself would worry.

-In his perspective, you were a kind, decent, and empathetic person. That makes you beautiful no matter what. Castiel struggles with understanding other people emotions, but he knows you well enough to see you struggle.

-He doesn't really know how to make you feel better. The angel just knows that he should.

-"I don't really understand why you feel this way...but I want you to know that you're beautiful no matter what anyone else says...even yourself." Castiel may struggle with human relationships, but he seems to know what to say most of the time. It's easier for him when he speaks the truth, which he was.

-You were nervous, you were insecure, but your friend was there to help you like always. Castiel was truly an angel perched on your shoulder, whispering to you the good words that you needed to hear about yourself, especially when a date was on the horizon.

-One thing Castiel will never understand though is why he himself felt so bitter when you left for that date, leaving him all alone. Almost like he wishes he was going with you, so he could tell you how beautiful you truly are.

Crowley

-The demon would be furious. Not at you, but at everyone around you. The other demons would especially face Crowley's wrath. Humans are so tasteless when it comes to what they do to one another. Sure, sex and torture are great, but insults about a person's image is low.

-Crowley has been insulted and beaten all his life, and now he's finally on top. He's not gonna let you feel down with a date coming up. You should be glowing! On top of the world! You are a queen he would tell you, and you should start acting like one. Come on, we all know how brutally honest he can be.

-He complains on how he still has feelings, and this was definitely his time to show for it, even if it was hard for the King of Hell.

-"C'mon love, I like you, and I don't like everyone...that must mean there's something very special about you." Crowley may keep details out, but he never lies, and that's the truth. Because he really doesn't like everybody. He prefers to spend time with you because he actually enjoys your company.

-You know looks shouldn't matter, but it's hard to look in the mirror and ignore the words that people have said to you, even yourself. That's why Crowley has gotten rid of (absolutely destroyed) every single mirror that you own. "I'm the only mirror that you need, darling."

-Crowley is never for prayer, but he actually hopes your date goes well, for your own happiness and sense of well-being. But on the other hand, he also kind of hopes that it's shitty enough that you will allow him to take you out on a date. He would make sure you got treated like the queen you are.

Gabriel

-Out of all of them, Gabriel is probably the most understanding because he's been on Earth the longest and relates to humans better even though he doesn't admit it. It makes him angry that you feel that way, that he needs to worry about seeing you smile again. But he's placed himself as your guardian angel for a reason.

-He has two things on his mind. One being covering you in hugs and giving you plenty of reasons why you don't need to worry about your weight. The other being going to obliterate the loving hell out of everyone who ever made you feel this way, even yourself. Yes, Gabriel is willing to use his angel magic on you even if he knows it's wrong.

-Gabriel is an archangel and is capable of much more than people think. However, it's hard for even him sometimes to relate.

-"Cupcake, you are perfect in every way! No tricks this time, I'm telling you the honest truth." Gabriel may be a trickster, but he's a real sweetheart when he wants to be. He'll deny it, but when he cares about someone, he's very sweet. He knows your nervous for a date, but he also knows you need a confidence booster.

-You know Gabriel is a good friend to you, making you smile and laugh during your down times. He'll hug you, tell you that you have nothing to worry about because he's always watching over you even when you don't know it.

-Seriously, he is. You were curious as to why your waiter at the restaurant looked a lot like Gabriel. He was always complimenting you and telling your date how lucky they were to have you, and if they mess up, he might just have to step in.

#supernatural #supernatural imagines #supernatural headcanons #supernatural castiel #supernatural crowley #supernatural gabriel #castiel #castiel x reader #castiel imagine #castiel headcanons #crowley #crowley x reader #crowley imagine #crowley headcanons #gabriel #gabriel x reader #gabriel imagine #gabriel headcanons

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mychem1calbr0mance · 2 years

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sastiel headcanons because yeah!! them!!

-Castiel used to be the most oblivious person ever whenever it came to flirting but over the years he’s gotten quite good at it and can be really fuckin smooth when he wants to be so sometimes he’ll spend hours just teasing and flirting with Sam just to mess with him

-Sam and Castiel make each other mixtapes of songs they think the other would like often

-Castiel is only truly comfortable with Sam seeing his wings (later on he’s fine with Jack seeing em but I digress), and often has them out whenever it’s just him and Sam because he knows how much Sam loves his wings

-Speaking of wings, Castiel is also only comfortable with Sam touching his wings

-They try (and fail) to bake together, it normally ends with a giant mess and something being burnt

-They share a bed and have a bunch of fluffy pillows and blankets since Castiel loves fluffy things (so does Sam but you’ll never catch him admitting it)

-They are proud plant parents (seriously, the bunker is full of house plants)

-Sam will sometimes pick Castiel up whenever he hugs/kisses him

-They have coffee together in the mornings, leaning on each other and just enjoying each other’s company, sometimes they’ll talk but most of the time they just sit there in silence, needing no words to express how they feel

-Castiel helps Sam paint his nails and sometimes paints his own as well

#sastiel #samcas #sassy #sam winchester #castiel #sammy sunday #headcanons #sam winchester headcanons #castiel headcanons #sastiel headcanons

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destiel-wings · 25 days

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the craziest thing about the mixtape is it sets up a precedent, we had no idea dean gave it to him because it didn't happen onscreen, we only knew about it because we saw castiel trying to return it.

so how many other gifts may dean have given castiel that he just kept?? whose gifting or returning wasn't crucial to the main plot and so we didn't get to see??

how many destiel scenes happened offscreen during all those years?? another example of this is them watching tombstone. so many little throwaway lines or moments here and there that basically confirm that for as much insane couple behavior we saw onscreen, there was a whole other level of offscreen insanity going on

#spn #destiel #deancas #dean winchester #castiel #dean x castiel #supernatural #destiel headcanon #destiel studies #the mixtape

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strawlessandbraless · 1 month

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Possessive Castiel with a marking kink makes me feral

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casdeans-pie · 3 months

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I just think a late seasons Cas-centric episode would have slapped so hard.

It would have been so interesting to see life in and around the Bunker from his perspective

Like c’mon there are so many possibilities:

He gets a phone call from Claire. He spends time with Jack. Watches. movies. with. Dean!!! He has an existential crisis when he looks in the mirror while everyone in the bunker is asleep. Cleans his angel blade (it doesn't need cleaning). He listens to Angel Radio for a while. He casually heals Dean's heartburn from his bacon pancake breakfast (he has no idea how often Cas does this) (did he really think he wouldn't be suffering with indigestion regularly with the diet he eats at his age). Tries on all sorts of other clothes in a 90s style montage before he puts the suit and coat back on and nobody will ever know.

It's like, he's got this whole other life going on parallel to Sam and Dean's and they just, have no idea what he gets up to all day when he's not actively working with them on a case or researching with them and it is Fascinating

#I needed another Cas episode why didnt they do it ???!!!!#castiel #castiel headcanon

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wolfstarisswag · 3 months

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Headcanon that cas does not understand human pet-names in the slightest. Sure he knows about ‘darling’, ‘honey’, ‘sugar’, but he doesn’t understand why those words are chosen specifically. One day, Dean and Cas are in the kitchen, Dean’s making dinner and Cas is watching him, and Dean’s like, “Hey Cas, can you pass me the rice?” And Cas, wanting to impress Dean with his knowledge of human interaction/emotion, responds with “of course, Milk.”

#“Cas thats not how it works”#“but milk is sweet and whole Dean just as I see you—“#coming from someone who despises pet names #I think the only suitable one for Dean to use is Sweetheart #and ofc cas only uses Dean because everything else feels wrong #Dean is just so right #and the way he says it #it’s sknthem and so perfect #spn #supernatural #destiel #dean winchester #castiel #Headcanon

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5sospenguinqueen · 11 days

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Castiel: When does the soap sing?

Y/N: What?

Castiel: I've watched eight seasons of this show, and the soap hasn't started singing yet.

Y/N: (baffled) That's- that's not what 'soap opera' means.

#supernatural #supernatural incorrect quotes #supernatural imagine #supernatural drabble #supernatural prompt #supernatural headcanons #supernatural one shot #supernatural funny #supernatural fluff #supernatural castiel #castiel imagine #castiel drabble #castiel headcanons #castiel funny #castiel fluff #castiel x reader

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munsonshire · 24 days

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Castiel Masterlist

Cas x reader

Sleepless nights

Main Masterlist and Navigation Post

#castiel x you #castiel x reader #castiel fluff #castiel supernatural #castiel headcanons

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shelbgrey · 9 months

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#Supernatural #Once upon a time #Headcanons #Polls #Vote #Castiel headcanons #Dean winchester headcanons #Robin hood #Ouat robin hood #Killian Jones headcanons #Emma Swan #Supernatural headcanons #Once upon a time headcanons

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gabriels-wings-of-freedom · 1 year

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Castiel Falling in Love with a Reader Who is the Goddess of Life Headcanons

@slayingyourmomrn

-To be honest, Castiel doesn’t think he deserves to fall in love with anyone, let alone a goddess. He’ll probably mope around a while, talk about how he can’t do this, how it’ll all go wrong, and just make a little depression nest as he goes through the motions.

-He’ll have probably met you during one of the many times that he, Sam, or Dean has died. In place of a reaper or Death, it was you, the Goddess of Life here to save the heroes who take care of the world. Your viewpoint was different from the other entities that they’ve encountered. You cared.

-Perhaps Castiel is just a hopeless little fallen angel who sees every good being as a beacon of hope, but when he starts to fall in love, he tells himself to stop. He knows it can only end in pain, like everything else has for him.

-The boys, Dean especially, would encourage him to follow his heart. Perhaps it wasn’t worded as nicely as that, but the Winchesters would definitely look at this from a standpoint of “the Goddess of Life is dating our angel buddy. Now we have a powerful ally.” Of course, they want their friend to be happy as well, but with all the dying they do, it’d be nice to have you.

-You and Castiel would bond through an experience when you were trying to make him feel better. Cue hopeless Cas talking about how the world is doomed and there is nothing he can do to help. You would show him your powers of life, explaining how nothing really ever dies around you. So, he should show a smile, there is an abundance of life around him all the time.

-Gabriel would pop in to help his brother out here. I mean, the archangel would hit up the Goddess of Life if it wasn’t so clear that Castiel wanted you. If anything, the fake Loki here would get on your nerves.

-Castiel gets those little nervous jitters when you’re around, like a schoolboy with a crush. He would stutter a bit, get all red in the face, and his wings would flutter in excitement. Dean teases him all the time, which makes Cas do his disappointed face.

-The angel doesn’t know if he’ll ever be able to say how he feels about you because this life he has never allows good things to stick around. He wouldn’t want anything bad to happen to you. So, perhaps he’ll keep things to himself in order to keep you safe. Unless you say something first.

#supernatural #supernatural imagine #supernatural headcanons #supernatural castiel #castiel #castiel imagine #castiel x reader #castiel headcanons

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