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Wincest Headcanon Daily

@WincestDailyHC

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I write headcanons about the Winchester brothers, usually theyre fucking, but not always. Gifs arent mine, all headcanons are free to use, just tag me. ❤💙 18+

Joined October 2018
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@WincestDailyHC
Wincest Headcanon Daily
2 years
The entire collection of Wincest Headcanons:
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Jared Padalecki didnt work on Supernatural for 12 hours a day for weeks at a time with a broken wrist and a dislocated shoulder, just to have to deal with negative bullshit from butthurt fans.
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@WincestDailyHC
Wincest Headcanon Daily
1 year
When I say that I've been screaming/crying for days over this, I mean it. I mean cmon look at Sammy and his plushies. Dean being a nice brother. The puppy eyes. THE BOOK. Im in love. Of course this was made by the amazing @Kamidiox . Thank you so much, it's better than I imagined
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@WincestDailyHC
Wincest Headcanon Daily
1 month
Imagine watching all 15 seasons of Supernatural and not realizing Baby is the third lead.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Anyone else got a fandom shelf?
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Supernatural has left a legacy that will outlive the people that are trying to tarnish it. In 20 years, people will still be coming back to this show, and people will be discovering this show for the first time, and theyll see what was always there. A story about two brothers.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
If Sam had died instead of Dean: Sam: You sacrificed everything for me. It's okay, you can go. I'll wait for you. Sam: -talks to Bobby in heaven blah blah.- Think I'll take a drive. -opens the driver side door- Dean: Wrong side Sam: Dude it was a minute Dean: and 32 seconds
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Cas: I love you Dean: I love you too....like a brother. Cas: wha~ Dean: But not like Sam as a brother, more like the other one....uhm.... Cas: Adam? The one that was in Hell for 10 years and was barely mentioned? Dean: Yeah that one! Cas: but.... Dean: Sammy 😍😍
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Not trying to be rude, but if you skipped seasons 1-3 of Supernatural, I really dont care about a single opinion you have on the show or the characters. K, thks, byyyee
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Okay, but, I just realized in Johns Journal it says Sam took his first steps to Dean and Dean was Sams first word. When Sam got back from Hell his first steps were towards Dean, first word, Dean. In heaven, first steps towards Dean, first word, Dean. Im not crying, you're crying.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Wincest Headcanon #347 In 2025 Sam sits in the Impala, and holds his sleeping newborn. "Hey, De. I wanted you to meet someone. I named him after you...I know, youre probably playing pool, but...watch out for him, like you did me, please?" Sam closes his eyes; "God, I miss you.."
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@WincestDailyHC
Wincest Headcanon Daily
2 years
I would have loved to seen soulless Sam just look at Cas and tell him; "It must really get your feathers in a bunch, knowing that even if Im like this, not quite his Sammy, at the end of the day, Dean would still pick me over you."
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Okay, but imagine Sam going into his sons room when hes 6 months old because hes terrified historys gonna repeat itself again, and he finds Miracle in the crib, standing guard over the sleeping baby.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
One year ago today, Jared Padalecki and Jensen Ackles filmed their final scenes for Supernatural. Their final scenes as Sam and Dean Winchester. This show did, does, and will always, mean the world to me. I miss it, but am eternally grateful for what it gave to me.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
I'll admit, Ive never met Jarpad, But Im confident in my assumption hes the type of guy to meet you one time, borrow a pen, forget he borrowed it, and then would run into you 5+ yrs later, remember your name, ask how your dog Mr Sparkle is, and return the pen with an apology note
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@WincestDailyHC
Wincest Headcanon Daily
3 years
How lucky we all were to witness Jared and Jensen, two guys from Texas, be chosen to bring Sam and Dean to life, two guys out of probably hundreds, to tell the story of two brother, and in the end, I dont think anyone else could have done better than them.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
probably not a good time to remind everyone hearing is the last thing to leave the body, so yeah, Dean could hear every heartbreaking sob that came out of Sam even after his heart had stopped
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Just realized the first physical interaction we see between Sam and Dean is when Dean kisses baby Sam's forehead, and the last physical interaction we see before Dean dies is Dean touching Sams forehead with his own.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Hi. Im LGBTQ+. I love and support Jared Padalecki. He did nothing wrong at DenverCon. Have a nice day.
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@WincestDailyHC
Wincest Headcanon Daily
3 months
Jared: Hello! The Boys cast/crew: HOLY FUCK HES HUGE! Kripke/JDM/Jim Beaver: Told you! Jensen: And he's tall. Hope Amazon has extra tape in the budget...
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@WincestDailyHC
Wincest Headcanon Daily
3 years
How come people wanna say Dr Sexy was confirming canon bisexual Dean, BUT TOTALLY IGNORE THE FACT THE MAN LOOKED EXACTLY LIKE SAM???
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@WincestDailyHC
Wincest Headcanon Daily
1 year
Okay, but John and Mary tell Dean he's gonna be a big brother, and the babys name is gonna be Sam. And every single day for 6 months, sometimes multiple times a day, Dean asks; "Sammy coming today?" "Not today." When Sam's born Dean kisses his head; "The heck took you so long?"
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Sam Winchester deserves better.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Dont think about Sam tucking little Dean in, and little Dean asking; "Daddy, will you tell me about Uncle Dean again?" and this Dean has inherited Sams puppy eyes, but unlike his fathers, his eyes are a bright green, and Sam smiles; "Your uncle Dean was a hero..."
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@WincestDailyHC
Wincest Headcanon Daily
2 years
I dont care if it was a cameo. Jensen Ackles is officially part of the Walker cast.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Hellers: Dean could have kept going without Sam, but not without Cas. Dean 2.5 seconds after every time Cas died:
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@WincestDailyHC
Wincest Headcanon Daily
2 years
We had 15 years of one of the greatest shows, with perfect casting of the two leads, and with one of the best finales, in TV history. And NOTHING can ever take that away from us.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
We will never miss Sam and Dean Winchester like Jared and Jensen will miss them. Thanks for everything guys. Kick it in the ass one last time.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Honestly, the worst part for me is that the changing of canon makes it so John knew about the supernatural world like Mary did. Which means both of them failed to lift a finger to try to save Sam from Azazel.
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@WincestDailyHC
Wincest Headcanon Daily
1 year
A friendly reminder. Jensen said Dean is straight. Destiel ain't real. Have a great weekend besties.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Wincest Headcanon #258 Sam loves it when Dean manhandles him, when he grabs Sams hand, pulls it away from his hip and pins him down, growling in his ear; "Want me deeper in that tight ass dont you, like being filled and stretched out? My perfect, greedy little fucking cockslut"
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@WincestDailyHC
Wincest Headcanon Daily
2 years
I dont care if Soldier Boy has an all male orgy, Dean Winchester is still canonically straight.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Thank you Jared and Jensen for never giving a fucking inch on doing what was right by your characters. Thank you both for crossing the finish line in a way that Sam and Dean deserved.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Okay, but, Sam and Dean in the helicopter after the Impala is hit by the semi, and Dean's unconscious, but Sam believes his brother can hear him, so he reaches over and takes Deans hand, humming, because Deans afraid of flying, and Metallica calms him down...
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@WincestDailyHC
Wincest Headcanon Daily
2 years
In case y'all were wondering, I did, in fact, know that they were brothers. The entire time.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
You think at some point Deans gonna be fucking Sams brains out, making him scream; "Oh god!" over and over and jacks just gonna pop up like "Hello dads, you called?"
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Thank you.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Since Sam and Dean are trending I just wanna remind everyone that canonically Sam and Dean Winchester are psychotically, irrationally, erotically codependent on each other.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Death: Adam or Sam Dean: Sam Chuck: The world or Sam Dean: Sam Anyone: Anything/anyone or Sam Dean: Sam Some restaurant worker: Chicken or beef? Dean: Sam
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@WincestDailyHC
Wincest Headcanon Daily
2 months
The "shit, did I leave the stove on?" look
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OThingstodo
2 months
What's the worst response to "I love you"?
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@WincestDailyHC
Wincest Headcanon Daily
8 months
Cant believe these actually happened on Supernatural. Now, I'm sure people will say theyre manips, but they're not, they totally happened. source: trust me bro
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Hellers know Jensens entire pannel is just gonna be about him getting to work with Jared again and that he wishes Jared was there, right?
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Wincest Headcanon Daily
3 years
#Wincest Headcanon #602 When Sam was in elementary school he would make Mothers Day crafts with everyone else, except he would scratch out the "M" in Mother and replace it with a "Br", before giving it to Dean. Sam would tell the teacher; "I dont have a mom, but I have Dean."
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@WincestDailyHC
Wincest Headcanon Daily
3 years
1. I dont care if Jared has a couple drinks every night, or only on special occasions, or never. Hes a grown ass man who made a mistake over 2 years ago and paid for it. 2. He had every right to be mad. Spn was a show he worked on for 15 years. It was a big part of his life
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Anyone just stop and think about how Deans SOUL wasnt completely happy in HEAVEN until Sam arrived? That without having said why "It's (heaven) almost perfect" Bobby knew Dean meant he wished Sam was there too? And then Deans soul sensed Sams arrival? Cause I do. Alot.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Jared: Okay, how would Cordell Walker react to being kidnapped, water thrown on him...? Jareds inner Sam Winchester: HA! THAT THE BEST YOU GOT?? PLEASE, DO YOU KNOW WHO THE FUCK I AM? IM SAM WINCHESTER NOT SAM BITCHESTER Jared: Shit, wrong character.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Canon: Dean asked Sam to be his Valentine
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@WincestDailyHC
Wincest Headcanon Daily
3 years
I wouldn't be the least bit surprised if Jarpad had an entire room hidden in his house thats just all the stuff he stole from the SPN set 😂
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@WincestDailyHC
Wincest Headcanon Daily
1 year
Dean Winchester's happy ending was that he didn't have to build his brothers pyre.
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@WincestDailyHC
Wincest Headcanon Daily
1 year
Dean: Sammy, just tell me his name. Sam: No, Dean. It didnt mean anything. Dean: I deserve to know. Sam: I am not gonna tell you the name of some kid that picked on me in 2nd grade Dean! Its been almost 30 years! Dean: I just wanna talk to him! Sam: No you dont, you liar!
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@WincestDailyHC
Wincest Headcanon Daily
1 year
We can make jokes about how well trained Jared is and blah blah but can we appreciate that even though Jensen's talking about something, he's still focused on Jared, and without breaking conversation still lets Jared know 'Hey, man, your chewing your nails again'
@rowwyaboat
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1 year
Once again I am thinking about this insane moment
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@WincestDailyHC
Wincest Headcanon Daily
6 months
"Stay with me. Can you stay with me, please?"
@holyaches
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6 months
promise me one thing ... stay with me 'till the end.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Let me take off my shipper glasses for a minute. Hi. Supernatural was never a romance. The show was never about ships. It was a story about two brothers against the world. Quit seeking validation and personal meaning in works of fiction thats not created for that.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Jared Padalecki is my favorite because despite how terribly hes been treated by others, hes still one of the most caring and giving persons, even to those that dont deserve it, that Ive ever seen.
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@WincestDailyHC
Wincest Headcanon Daily
4 months
I dont care how many times youve watched Supernatural, how many fics you've read or written, or how many conventions you've gone to, you will never understand Sam and Dean like Jared and Jensen understand Sam and Dean. Sorry not sorry, go argue with the wall, have a great day.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Okay, but, little Sammy wearing a Batman mask in the Impala, and John asks; "Sam, what do you want for lunch?" Sam ignores him. "Sam!" Dean turns to Sam; "Batman, Dad needs to talk to Sam." Sam lifts the mask; "Yes, Daddy?" Dean always had more patience for Sam's shenanigans
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@WincestDailyHC
Wincest Headcanon Daily
1 year
Happy 18th birthday to the epic love story of Sam and Dean. #HappyBirthdaySupernatural
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@WincestDailyHC
Wincest Headcanon Daily
1 year
Im fucking crying, help meeeee
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Wincest Headcanon Daily
3 years
No idea why Sam Winchester is trending, but just wanted to say he means the world to me, I love him, and Im happy hes in heaven chilling with his big bro
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@WincestDailyHC
Wincest Headcanon Daily
2 years
My sister finally watched season 15 and she said during the confession scene after Cas says "I love you" Dean looks like hes trying to remember if he left the stove on, and Ive been dying ever since.
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@WincestDailyHC
Wincest Headcanon Daily
1 year
Seriously. SPNs just a tv show Its not real. The characters arent real. The actors are real Their families are real If youre threatening people over a character, a fictional ship, or who they are in real life married to, reevaluate your life because the consequences are very real
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Oh you dont like Sam? Well, youre allowed to be wrong. But, hey, Dean loves his baby brother so much and hes so proud of him and doesn't know what he would have done if he didnt have Sam. So, yeah, Dean loves Sam. And to be honest his opinion is the only one that really matters.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
#Wincest Headcanon #707 Sam was severely injured in a crash 3 years after Dean died. He blinked and everything went dark, blinked again, and he was in the passenger seat, Dean in the drivers Dean smiled; "Not yet Sammy" The next thing he heard was a distant voice "We got a pulse"
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@WincestDailyHC
Wincest Headcanon Daily
4 years
Dean: Im trying to save the world! -Only saves Sam- Dean: Like I said, the world.
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@WincestDailyHC
Wincest Headcanon Daily
2 months
I love how people are discovering that Dean was supposed to have tattoos, but they took it out to save money on the budget. So, here's a behind the scenes picture of Dean with one of said tattoos.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Dean: I love you so much, my baby brother. Sam:🥺🥺🥺🥺😥😥😭😭😭 Adam: You know, technically Im actually your ba~ Dean: WHO ARE YOU I DONT KNOW YOU???
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Okay, but, can you imagine if Dean could actually read his death book, and it just says; "Impailed in a barn by something long and thick, dies while telling brother how much he loves him." And Deans just "Psh, aint no way Sam's gonna fuck me in a barn. 'Dean its too dusty!'"
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Dean stood outside Sams door for hours, asking himself; "What am I going to do if I dont have him?" Sam stood by Deans pyre for hours, holding a lighter, asking himself; "What am I supposed to do without him?"
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Wincest Headcanon #100 Sam and Dean Winchester are soulmates, no matter what version of themselves they are, brothers, friends, or whatever, they will always find, and choose, eachother.
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Wincest Headcanon Daily
11 months
Okay, but, soulless Sam just randomly showing Cas a picture of Dean naked on his phone, and Cas gets all red faced and embarrassed and he asks Sam; "Why did you show me that?" "Because I wanted to remind you that this is as close to Dean as you're ever gonna get."
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@WincestDailyHC
Wincest Headcanon Daily
10 months
Now, some of you don't want to hear this, but you need to hear it. Dean Winchester loved Sam more than he loved anyone else.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
#Wincest Headcanon #775 When theyre in motel rooms, Dean sleeps on whichever side of the bed is closest to the door going outside. Sam asked why once. Dean shrugged, thinking Sam hadn't noticed; "Anything comes through the door its gotta go through me first to get to you."
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Wincest Headcanon #395 Since Dean died, Sam only prayed to Jack once. He asked for a sign that Dean wasnt in Hell. The next day Sam found the amulet sitting on the dashboard of the Impala. Sam smiled for the first time in weeks, and hung it up on the rearview mirror.
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@WincestDailyHC
Wincest Headcanon Daily
3 years
You ever stop and think about Sam having not had anyone call him "Sammy" for decades until hes in heaven, and thats the first thing Dean calls him? 🥺🥺🥺🥺
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Wincest Headcanon #146 A few short years can make alot of difference. When Sam left, he was tall, yeah, but kid was scrawny and awkward. Now though, after seeing Sam step out of the shower; Sam was all strength, muscle, and power. Dean hadn't bottomed before. For Sam though...
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Wincest Headcanon Daily
3 years
A complete list of people Dean would choose over Sam every single time . . . . . . . . . . . . Alright, I think thats everyone, good talk.
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Wincest Headcanon Daily
6 months
How fucked would it be if on the last episode of Walker Liam looks at Cordell and says; "Hey, Sammy, wake up." and Cordell is all confused, and Liam flashes between himself and Dean, and its revealed that the whole Walker universe was created by a djinn after it had caught Sam?
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Wincest Headcanon Daily
1 year
Cant believe its only Wednesday and I, a pansexual woman, got called homophobic and a bitch, just cause I said Dean Winchester in canon is straight. People out here really offended by cold hard facts. 🤣🤣🤣 Anyways, heres a FANON gif of Sam/Dean for your viewing pleasure.
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@WincestDailyHC
Wincest Headcanon Daily
4 years
#Wincest Headcanon #227 Sam kissed Dean first
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Wincest Headcanon Daily
3 years
Sorry, not sorry, if you think you know a character that youve watched for 45 mins a week for 20-23 weeks in a year, better than the person who played the character for 12 hours + a day, for 9/12 months a year, I think youre a joke.
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Wincest Headcanon Daily
4 years
Okay, but how fucked would it have been if it was revealed that Dean had actually killed John and the whole "Dads on a hunting trip." was just an excuse to get Sam to leave with him?
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Story idea: Sam thinks its cute when Jess wants to try a love spell. Its a harmless spell, and honestly, Sam doesn't see it actually working. "Okay, Sam, according to the book you should see a glowing blue light around your true love." Sam looks at Jess, and pretends to see a
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Wincest Headcanon Daily
2 years
Probably what would have happened if Dean had been alive to help raise Dean jr Sam: Dean, can you grab the trash? Dean:... Sam: Dean? Dean:... Sam: DEAN Dean:... Sam: Babe? Dean: What? Sam: Trash? Dean: Oh, sorry, I thought you were talking to little Dean. Sam: Hes 2 months old!
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@WincestDailyHC
Wincest Headcanon Daily
3 years
Okay but imagine for weeks after Deans death Sam finds Miracle with Deans jacket, just sitting by the door, and Sam does the spell so he can communicate with Miracle. Miracle brings Sam Deans jacket. "Whens Daddy coming home? He needs his jacket, its getting cold, he'll get sick"
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@WincestDailyHC
Wincest Headcanon Daily
2 years
OKAY BUT HOW MUCH WOULD IT HAVE HURT IF IT WAS SAM THAT HAD DIED IN THE BARN AND HE DOES HIS WHOLE SPEECH AND THEN TELLS DEAN "I HAVE..I HAVE TO GIVE YOU SOMETHING, DONT BE MAD AT ME" AND THATS WHEN IT WAS REVEALED THAT SAM AND THE SAMULET EVERYDAY FOR THE LAST FUCKING DECADE?
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@WincestDailyHC
Wincest Headcanon Daily
2 years
the finale heaven scene when Dean talks to Bobby is hilarious when you remember he told Dean they were all waiting for him like they were all inside with balloons and cake with congrats on dying written on it, and Deans just I aint socializing with any of you without Sam byyyyee
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@WincestDailyHC
Wincest Headcanon Daily
4 years
"Are you gonna hype Jensen up like you did Jared?" Some of you dont get it, Either J can be in a movie for 5 seconds and Id watch the fuck out it. So, youre goddamn right when the boys comes out Im gonna be singing jensens praises just as loud as jareds.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
light around her. She beams, satisfied, and kisses him. 6 months later someone has him pinned to the floor of his dorm and Sam has to squint past the odd blue light around the person. "Whoa! Easy Tiger." Sam blinks; "Dean?" Dean grins at him, the light gets a little brighter...
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@WincestDailyHC
Wincest Headcanon Daily
11 months
My favorite moments of Jared acting. 1. The reveal of Sam not having a soul. He is trying so hard to pull off the puppy eyes. He knows the expression, but he can't get the look into his eyes. 2. "I was just messing with you. Sammy's long gone." Jared played Lucifer, pretending to
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@WincestDailyHC
Wincest Headcanon Daily
2 years
I dont know who needs to hear this, but youre not obligated to watch the prequel if you dont want to. You dont need to justify it. But above all, for whatever reason you decide you dont want to watch, that does not make you a bad fan of the original show or of the actors involved
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Wincest Headcanon Daily
3 years
#Wincest Headcanon #844 "What if Sammy doesn't like me?" Dean asked, looking at the newborn in his mother's arms. She ruffled his hair; "All you have to do is love him." Dean smiled as he placed his finger in the babys palm, earning a little squeeze. "I can do that."
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Can we talk about how Jared played each of these versions of Sam that through tone and body language were easily distinguishable from our Sam? Aka JP cant act, my ass. He didnt need a terrible accent to be a different version of the same character.
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@WincestDailyHC
Wincest Headcanon Daily
2 years
Sorry, any jokes people wanna make about Jared getting arrested, the Padalecki's got yours beat. Game over. They win. Everyone else go home.
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