1 - 20 of 36 Works in Wingman Sam Winchester
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Summary
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"And you’re terrified that making love to a man you actually care about would feel too good to keep ignoring."
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Wedding Invitation by SPN_Bee
Fandoms: Supernatural, Supernatural (TV 2005), Supernatural (TV 2005) RPF
26 Aug 2025
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"My memory's a little hazy. You're gonna have to be specific."
When Dean finds the wedding invitation you tried to hide, you're forced to take a trip down memory lane to Ellen and Bobby's wedding day. A day of chaos, a red dress, a dusty storage shed, and a pair of handcuffs prove that some memories are too hot to forget.
Series
- Part 12 of Dean Winchester Smut
- Language:
- English
- Words:
- 3,587
- Chapters:
- 1/1
- Kudos:
- 6
- Hits:
- 489
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Summary
Before he’s completely gone, he glances back—just enough to look at you over his shoulder. His hair falls into his eyes again, breath fogging in the cold between you. He hesitates, like he might say something more, then just gives a small nod.
“See ya,” he says, soft and quick, like it means more than he wants it to.
Then he disappears through the doorway, the light from inside swallowing him up, and you’re left standing under the quiet sky with only the river, the snow, and the faint trace of smoke where he used to be.
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Is it tomorrow, (or just the end of time?) by softwisp
Fandoms: Stardew Valley (Video Game)
07 Jul 2025
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LAST UPDATED: 7/8/25
Everyone loves the farmer. It’s starting to drive Sebastian a little a mad. Why does everyone care about a stupid farmer? Even his best friends are acting funny, his MOM pays the farmer compliments when he’s not even around!
It’s ridiculous, maybe he’s a stalker. Sebastian knows he’s running around town, buttering everyone up, everyone except him.
It’s fine, it’s better that way. Sebastian is content without ever meeting that creep. Maybe creep is too harsh, No- no it’s not. Anyone who figures out everyone’s favorite gift and talks to them every single day is a creep! Even if he has beautiful eyes, long flowing hair, strong arms— no. He’s a stalker creep who Sebastian does not like!
MAINLY SEBASTIAN POV
Title from Purple Haze - Jimi Hendrix
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Cas has been hovering around Dean more than usual, silently watching him with growing intensity. Dean’s been patching up Baby and trading snark with Sam. Cas doesn’t understand the ache in his chest when Dean laughs or when Dean wipes grease on his jeans.
After a particularly flustering encounter (Dean tossing Cas a wrench with a wink), Cas appears in the kitchen with a grave expression and solemnly asks Sam and Bobby:
“How does one... court a human?”
Sam spits out his drink. Bobby drops his newspaper. Chaos begins. -
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When he introduces his quiet, sharp-eyed best friend to his little brother Sam, he doesn’t expect Sam to light up every time Cas is in the room—or for Cas to find it so amusing. What starts as a harmless crush spirals into awkward tension, unexpected jealousy, and Dean finally being forced to face what everyone else already knows: he’s in love with Cas
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Dean has this awful, sickly, syrupy-sweet nightmare at what started as an usually scarce rate. The life of a hunter comes with a steady subscription to recurring bad dreams, so nothing about a nightmare tearing him from the sheets, sweaty and writhing at four in the morning is new. What is new, is how significant it quickly becomes.
or, Dean is incredibly confused as to why he feels like the only thing that saves him after a nightmare is a prayer or a smoke break.
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Sebastian and his friends need to get to a concert a Zuzu city when same thinks of the only person he knows that can drive.
This is completely from Sebastian’s perspective.- Language:
- English
- Words:
- 4,971
- Chapters:
- 1/1
- Kudos:
- 28
- Hits:
- 952
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Summary
Sam finds himself frustrated by the tension between Dean and Cas and urges Dean to take action. Aware of his struggle with words, Dean attempts to convey his feelings to Cas through the language of music. However, not all songs are straightforward, and sometimes Dean finds it challenging to select songs that truly capture what he feels ...
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Dean spent a little too much time watching romance movies and listening to love songs while being in a small and freakishly romantic mountain town during the fall. So when Sam calls for a case that requires him elsewhere, the gold rush and slow motion double visions in a rose blush become too much for Dean as he dances around around his feelings for Castiel.
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“Hey Cas, you look like a million bucks today.” Dean grinned.
Castiel furrowed his brows in confusion. “I fail to see how I could resemble a large sum of money, Dean.”
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we're all equal (in the face of what we're most afraid of) by acertainenby
Fandoms: Supergirl (TV 2015)
09 Jan 2023
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"I’m worried you’re lonely, and I think that it might make you less lonely if you sit on that hot blonde’s face.”
Lena tries not to picture that. “I’m not interested in pursuing anything right now, okay?”
“It’s June, babe,” Sam reminds Lena almost desperately. “Nothing that happens in June counts for queers. Last year I wore a shirt that read LGBTQ MILF and let a nineteen-year-old in a sequin bikini finger me behind a 7-11.”
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Lena Luthor is lonely and trying to avoid falling back into bed with her ex; Kara Danvers is a kind, sweet fifth wheel in her friend group. They happen to meet in a queer bar in early June for a one-night stand that takes on a life of its own.
OR OR
The “oh no we’re both single during Pride I guess we should spend it together then accidentally fall in love?” AU
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Castiel just doesn't get human traditions- and New Year's Eve is full of them. Luckily, he's got the whole night- and the Winchesters- to figure the whole thing out.
Series
- Part 2 of Destiel Oneshots
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Dean and Castiel's relationship reaches a honest tipping point after Cas grows tired of the hunting life. Set after Amara and the Darkness, but before British Men of Letters because I generally don't like that plot line. Pretty much smut lol.
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Chasing Tail on the Freedom Trail by bendingsignpost for verdant_fire
Fandoms: Supernatural
24 May 2021
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Look, Dean might be proud of Sam going full Lawyer Boy to the point of being invited to a thing at Harvard. And he might be cool tagging along (read: driving Sam to the city) and doing some touristy stuff for a couple days after Sam wraps that up. But he is not here for the educational angle, and that means none of the dumb reenactment tours.
...Unless the tour guide happens to look amazing in the outfit, that is.
Series
- Part 40 of Tumblr Fic
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A witch has cursed Castiel. Instead of healing people’s injuries with merely a touch of his fingers as everyone had grown accustomed to, Castiel must now directly kiss the injured area with his lips to transfer his healing powers. Not just any short, gentle, quick kiss would do either, as Sam and Dean would soon discover- the worse the injury, the longer and more passionate of a kiss is required for the injury to be completely healed. Bratty Dean can’t resist pushing his own boundaries while tempting Cas and his repressed inhibitions quickly dissolve. Meanwhile Sam, the ever so helpful wingman and number one Destiel shipper, assists in setting them up by taking advantage of this curse.
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Post break-up, Riven realises maybe he sort of loves her.
Series
- Part 2 of Winx Stories
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A collection series of Destiel (Dean Winchester/Castiel) drabbles and ficlets written in 2020 centered around different prompts/ideas ranging from fluffy to angsty to smutty, canon to AU, and anything in between.
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When Sam and Dean arrive in Evergreen, Vermont to investigate a string of disappearances, Dean is not exactly in the holiday spirit. Disillusioned by his stint in hell and recent conflict with angels--not to mention missing people--he feels like there just isn't much to celebrate. Well, that is until he meets Castiel, a local who exudes the Christamas spirit, and Dean's cold heart begins to melt with sip after sip of the local hot cocoa. What Dean doesn't know is that Cas has been hurt before and is shy to give his heart to someone just passing through. It will take all of Cas' best friend, Libby, and Sam's ingenuity--and maybe a little Christmas miracle--to unwrap all the hidden feelings the two are hiding from each other.
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Summary
Dean Is lost without Cas. Sam makes a deal with Jack who brings Cas home. Dean did not die at the end of S15