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Falling Out Of Love | Dean Winchester

His greatest fear was falling out of love with the person he swore to heaven he’d keep loving. Turns out, love doesn’t always last forever, no matter how hard he tries to keep it going. And that terrified him.

Angst Hurt/Comfort Supernatural Hunters Inspired by Supernatural (TV 2005)Sad Heavy Angst Unrequited Love Miscommunication Dean Winchester Angst Hurt Dean Winchester

🥇 270k

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mnijane

Came Back Different || S.W.

If back, why so different? If him, why so cold? Your Sammy was no more, so who was the stranger in his place? — Soulless!Sam has landed, I repeat, Soulless!Sam has landed! I’ve had this idea for a while now but was never super sure how to approach it. Still, I can safely and proudly announce that we’ve (yes, WE) have done it. Finally. So, the plot is probably pretty obvious. Sam is back from the Cage, Dean has to leave Lisa and Ben and get back into the life because, well, it’s his baby brother, User is processing that the man they loved is not the same person as the one standing before them and Cas… Oh, Cas lovers are going to have a blast with this one because he is so, SO bitchy rn. I love it. T.W.: there’s gonna be a few, lemme see: cussing, implied torture, disassociation, manipulation, emotional distress and gaslighting, descriptions of violence, smut and explicit sexual tension, implied trauma from Lucifer’s Cage, etc. With all that being said, try to survive! Yes, the cover picture was 100% on purpose, too. See y’all in the comments!

Soulless Sam Winchester Castiel is So Done (Supernatural)Dean Winchester Angst Sam Winchester-centric Unresolved Sexual Tension Smutty Established Relationship Sam Winchester is So Done

🥈 2.9k

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wayward_soul

Unethical | Dean Winchester

“Tearing off my skin, just to let you in. Isn't it a bit unethical?”

Angst Hurt/Comfort Dean Winchester Angst Supernatural Hunters Hurt Established Relationship Miscommunication Unhealthy Relationships Emotional Hurt

🥉 207.8k

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mnijane

𝐃𝐓

𝐃𝐞𝐦𝐨𝐧𝐬 𝐓𝐨𝐨𝐤 𝐌𝐲 𝐇𝐮𝐬𝐛𝐚𝐧𝐝 | 𝐃.𝐖

He came back changed. Will love be enough? …Till death, right?

Established Relationship Psychological Torture Psychological Trauma Demons Are Assholes Dean Winchester Angst Dean Winchester-centric Dean Winchester In Love Drama Misunderstandings Dark Lovers to Enemies to Lovers Lovers to Enemies

💬 98.1k

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AGoldfish

Trick or Treating Goes Wrong!

Trick or Treat’s night that supposedly to be so fun for Little Y/N, turns out to be the worst night ever happened to The Winchester’s family. This is the Sam’s version! my friend made the Dean’s version so go check it out! i will tag them in the comment.

Angst Hurt/Comfort Supernatural Hunters Inspired by Supernatural (TV 2005)Sam Winchester Angst Dean Winchester Angst Halloween Trick or Treating Kidnapping Horror

💬 8.5k

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mnijane

The Dead Don’t Knock

You. Bobby Singer’s little girl. Deans love. Dead at twenty.

Hurt/Comfort Death Angst Smutty Violence Supernatural Hunters Dean Winchester Angst Mystery

💬 140.2k

cherrybomb4

Painted You Pretty || Dean Winchester

“God painted you pretty, and I bet you've got a heart of gold”

Dean Winchester-centric Dean Winchester Angst Mark of Cain (Supernatural)Hurt/Comfort Romance Angst with a Happy Ending Emotional Hurt/Comfort Slow Burn Idiots in Love

💬 3.9k

xxmoni720xx

I think your daddy would kill me- D.W

You’re Bobby Singers daughter, and you got ordered by him to join dean and sam. He knew they’d keep you safe. The only thing he didn’t know, was how you and dean felt for each other.

Dean Winchester Angst Dean Winchester Needs a Hug Dean Winchester is Loved Supernatural Hunters Angst Fluff Flirting Banter Sexy

💬 2.4k

slvtforbucky

His Favorite Jacket | Dean Winchester

accidentally washed Dean’s favorite leather jacket.

Angst Supernatural Hunters Hurt Dean Winchester Hurt/Comfort Slow Burn Inspired by Supernatural (TV 2005)Dean Winchester Angst Hurt

💬 3.7k

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mnijane

Dean Winchester

After a fifteen-year journey marked by apocalyptic battles, monsters, angels, demons—and even a confrontation with God—you and Dean Winchester finally carved out a fragile sense of peace. Choosing to settle down was a stark departure from the chaos that had defined your lives, a quiet reward after a relationship that had evolved from bitter enemies into something resembling family.

Romance Angst Dean Winchester Angst Soulmates

💬 54.4k

XxSweetDreamzxX

Dean and Sam winchester

Skin - S1E6 - Supernatural, dealing with a shapeshifter

Fluff Angst Protective Sam Winchester Dean Winchester Angst Developing Relationship Misunderstandings Blood Supernatural Hunters

💬 3.5k

loserxbunny

Hunter’s Distance

You’re Bobby Singer’s daughter, raised in the world of hunting but kept hidden from Sam and Dean Winchester. When they finally arrive at Bobby’s house, nothing goes smoothly—especially with Dean. He doesn’t trust you, and you don’t like him much either. Two hunters, same world, completely different instincts. But in a life built on monsters and secrets, forced proximity has a way of turning tension into something harder to ignore.

Alternate Universe - Supernatural (TV 2005) Fusion Dean Winchester Angst Slow Burn Enemies to Lovers Supernatural Elements Hunters & Hunting Trust Issues Supernatural Hunters

💬 15.7k

pxperwounds

Panic Room

~he freaks out when the two of you get trapped in a room~

Panic Attacks Claustrophobia Post-Traumatic Stress Disorder - PTSD Comfort Trapped Trauma Dean Winchester Angst Flashbacks

💬 4.3k

lena_winchester

The Winchester brothers

Playing games with the brothers. Y/n has knows the Winchester brothers since forever. Y/n and Dean were old friends, they hunted together and just goofed around together. Y/n’s the same age as Sam, the younger brother who’s been developing a secret crush on Y/n, but his brother being so flirty and such a womanizer, he didn’t dare to act on it. Now they’re in a crappy motel room, Y/n sandwitched between them on the couch as they try to decide what to do in their boredom. Eventually Dean comes up with the idea of playing spin the bottle.

Fun Love Triangles Spin the Bottle Truth Serum Secret Crush Brothers Sam Winchester Angst Dean Winchester Angst

💬 1.2k

HarryJamesP

Winchesters

Y/n navigates being the daughter of a hunter and living with the winchesters as a teenage girl

Angst Hurt/Comfort Supernatural Hunters Dean Winchester Angst Dean Winchester is Bad at Feelings Child Soldiers Emotional Hurt/Comfort Slow Burn

💬 361

eve278

72 Hours

Experienced hunter (y/n) meets Dean Winchester, and they immediately hate each other. A spell magically binds them together for 72 hours, forcing them to stay close and share pain and emotions. As they race to break the curse, hatred slowly turns into attraction—just as they realize the bond will erase the memory of each other when it ends.

Angst Romance Enemies to Lovers Dean Winchester Angst Dean Winchester is Bad at Feelings Dean Winchester Being an Asshole Pining Crack Slow Burn Fast Burn

💬 1k

annicole

Getaway Car || Dean Winchester

“You were drivin' the getaway car We were flyin', but we'd never get far” Y/N is a witch making her name in Hollywood when the Winchester brothers discover her and assume she is behind the murders happening. To clear her name, she has no choice but to join forces and find the person setting her up.

Dean Winchester-centric Dean Winchester Angst Protective Dean Winchester Dean Winchester Being an Asshole Enemies to Lovers Mutual Pining Romance Slow Burn Getting Together First Kiss

💬 3.3k

xxmoni720xx

Young hunters

You meet 2 hunters one your age one younger

Young Dean Winchester Angst Alternate Universe - Canon Divergence Alternate Universe Cute Fluff and Angst Humor Pre-Canon

💬 4.8k

Spider_man2

Never Grow Up || Dean Winchester

Y/N has kept Lizzie a secret from dean for the last four years, especially with the threat that he would kill Y/N if he ever saw her again. So when a mistake causes Sam and Dean to come to her hometown, Y/N does what she can to keep Lizzie away from Dean, until it comes down to the moment Y/N has a knife to her throat.

Protective Dean Winchester Dean Winchester Angst Dean Winchester Has Issues Romance Hurt/Comfort Getting Together Lovers to Enemies to Lovers

💬 5.1k

xxmoni720xx

Sorry bout your baby!!

Y/N is having the kind of day where everything that can go wrong does go wrong. She’s running late, has somewhere she absolutely cannot miss, and is driving her pride and joy—a beautifully restored 1967 Ford Mustang Fastback Soft Top.

Supernatural Hunters Dean Winchester Angst

💬 160

Classyb_tch99

It’s like no time has passed| Dean Winchester

You ran into Dean while he and Sam were on a case while you were on vacation in Connecticut

Alternate Universe - Canon Divergence Alternate Universe Supernatural Hunters Season/Series 01 Dean Winchester Angst

💬 202

lia22248