1 - 20 of 198 Works in Dean Winchester in Heaven
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What if Season 15 Episode 20 wasn't the end of everything? What if we were given just one more season? What would happen....
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Heaven was supposed to be a place of eternal peace, but when Dean Winchester arrives he learns that it’s far from what he imagined. Castiel had changed, and was no longer the angel who once loved Dean. Agreeing to become an angel, Dean fights to rekindle the love that had once been between them. But when angels start turning up dead, Dean is faced with something much worse than he ever imagined.
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Time moves on.
More and more family and friends arrive everyday in Heaven. But, the one person (well, angel) Dean is praying for is, for lack of a better term, ghosting him.
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One night changed everything for Castiel and Jack Vaught. One minute they had the picture perfect family, and the next it went up in flames.
Literally.
Read on, and find out how Dean Winchester and Castiel Vaught are connected...
WIP.
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word of the week:- sky.
Sam has a question for his big brother.Series
- Part 156 of SPN Drabble Challenge
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A brief glimpse at Sam's life post-finale, seen through his adopted son, his son's nanny (the blurry woman from the finale) and then through Sam when he is finally reunited in heaven with Dean.
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Dean didn't think going to Heaven would only be the beginning...
"And now? Well, now he was dead. And his best friend, who was in love with him, wasn’t lost in the abyss. And all he had was time. So, Dean went for a drive, turned up the music, and tried to think. He tried to imagine it, to go back in time and tell Cas I love you too. To go back further, to long nights in the bunker, but instead of sipping whiskey and poring over ancient texts, there were calloused fingers and hot mouths and—"
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Dean is in Heaven, and he's finding it hard to settle down. He couch surfs for a while, until he figures out what he wants out of forever.
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Even in Arcadia (You walk beside me still..) by Sparkleshudson
Fandoms: Supernatural (TV 2005)
19 Jun 2025
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After dying and arriving in Heaven, Dean expects peace—but instead, he’s haunted by the absence of the one soul he needs most: Castiel. The pain of Cas’s final declaration of love still lingers, not because of what was said, but because Dean never got to respond. He searches for Cas through Heaven’s quiet roads and golden fields, unable to let go, tormented by everything left unresolved.
AKA - These two idiots finally get their shit together.
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What if Dean's seeming acceptance of death wasn't resignation, but a choice?
Maybe he was given an ultimatum: continue his life as a hunter with Sam, or sacrifice himself to give his brother a chance at happiness and normalcy, allowing Dean to reunite with Castiel in the afterlife.
This perspective adds depth to Dean's character, suggesting his decision to "give up" was actually a selfless act of love for Sam's future and a plan to reunite with his angel.
The relationship between Dean and Cas is only mentioned in part 1, this is just a small fix it/prequel of sorts. Part 1 ends with Dean’s death and part 2 will start with him in heaven.
Also the dialogue between Sam and Dean is the exact dialogue that happens in the show, word for word, I simply added context behind them.
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Sam and Dean have just been reunited in Heaven. Sam decides to finally tell Dean how he feels about him.
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16.01 Five People You Piss Off in Heaven by xandromedovna
Fandoms: Supernatural (TV 2005)
01 Jun 2025
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Dean wakes up in Heaven and tries to figure out what to do with himself, and also where the hell Cas is.
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Scenes of Sam and Dean in Heaven.
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Once in Heaven, Dean has to find Castiel. Now, that he knows he's alive, there's no way he's letting his cowardice win.
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- Part 24 of Destiel Diary
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(Spoilers for 15x20)
Dean drives the highways of Heaven, mourning his life on Earth until he's reunited with Cas. Dean and Cas come to terms with recent events and decide to take the next steps on their path together, wherever it may take them. -
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Sam and Dean live happily ever after in Heaven.
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Civilian life is quiet, slow, lonely. Until two new characters land in Sam's yard and demand to know where Castiel. So begins a freaking weird day that crosses all the realms and just maybe the best people in his life can have another chance. Also, maybe Sam has to Google "how to tell a God to stop flirting with me." Like Sam said, weird.
Happy endings all around 🍪
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Dean Winchester was gone, but even in Heaven, Castiel couldn't ignore him for long, though it wasn't like he wanted to. They need to sort out their feelings even if it hurts.
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- Part 10 of Destiel Oneshots.
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Dean's internal monologue during the fireworks scene in s5e16, with Sam. Dean thinks it's a dream, or a nightmare, until Cas sets him straight. So I decided to explore what that means for Dean specifically, to believe he's dreaming about that memory, and to find out that he isn't really dreaming it at all.
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Dean is grieving after Castiel was taken by the Empty. While researching a way to get Cas back, he stumbles across a ritual that looks promising, but there's a catch. While Sam, Dean, and Jack are transported into Sam and Dean's memories, they must confront the true emotions behind each pivotal moment via song therapy. Will Dean ever see Castiel again? Or will the ritual reveal the truth that will break apart their small family?
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Dean is in Heaven and everything is almost perfect. Then he finds a certain Angel and says what he should have years ago.