1 - 20 of 780 Works in Soft Dean Winchester
Navigation
Listing Works
-
Tags
Summary
Dean's ready to take another, sexy sexy, step with Castiel. Too bad their new parents and need to be quiet...
Series
- Part 2 of What Remains After The End
-
Tags
Summary
When Castiel's wings were broken and he was left on the Bunker's doorstep as a mortal, Dean Winchester couldn't find the words to send him away. Instead of the cold streets, Dean offers him the only thing he has left: a home.
But a human Castiel is a puzzle of biological needs that Dean isn't prepared for.As Dean teaches him everything from the importance of bacon to the art of surviving the flu, he realizes that his protective instincts are transforming into something much deeper.
Between late-night conversations in the kitchen and shared blankets to ward off the cold, Sam watches as the Bunker finally becomes a home—and as Dean realizes that, for the first time, he doesn't want to save the world; he just wants to keep Castiel safe.
-
The Innocent Act: Dean Winchester, His Sex-Bot, and the Real Boy by serad23
Fandoms: Supernatural (TV 2005)
15 Feb 2026
Tags
Summary
Dean Winchester is a 39-year-old porn star who thinks he's seen everything—until 16-year-old Sam Wesson walks onto set. Beautiful, damaged, and way too young, Sam is hiding much more than just his age.
Sam grew up forced to play the role of a sex-bot for anyone that wanted him. So, porn was his awful but natural next step.
Dean wants to help. Sam doesn't want to be helped. Both will discover the risks of falling in love in a transactional world.
Note: Age of consent in NV where story takes place is 16
-
Tags
Summary
When Professor Castiel Novak's world is turned upside down by betrayal, he must find a new place to call home. A chance encounter leads him to an available room in a student's home - but there's a catch. The student, Sam Winchester, lives with his irresistibly handsome older brother, Dean, whose mysterious charm leaves him wondering: is he interested or just a distraction?
A story of heartbreak, love, and unexpected connections.
-
Tags
Summary
“If Dean were anyone else, it would’ve been the most beautiful thing he’s ever seen.”
-
Tags
Summary
The kisses resumed a moment later; butterfly kisses dotted to the back of Cas’ neck. The touches were so feather soft it made Cas’ head spin.
“Do you,” kiss, “know,” another kiss, “what day,” three kisses in a row, “it is,” two more chaste kisses, “today?” Dean asked, ending with a long lingering kiss against Cas’ pulse point in Cas’ neck.
Cas nodded, gasping a breath against the overwhelming onslaught of tender touches, unable to utter the words. Of course he knew. How could he ever forget? Their first kiss with bands wrapped around their fingers. Their first dance as one. The first whispered ‘husband’ against each other's lips. Five years to the day and Cas was more in love than ever.
Series
- Part 26 of 50 Types of Kisses: Destiel Edition
-
Tags
Summary
The Beckett's are the best thing that have ever happened to Dean Winchester. Or they should have been.
So why is Sammy acting like that?
And why does Dean get the feeling they know a little more about him than they should?Weechesters AU
Heavy on the protective big brother Dean -
Tags
Summary
Starts during season 1, continues on through season 5. Loosely follows the show.
Dean meets someone who piques his interest while visiting Sam at Stanford before tragedy strikes and their lives as they know them begin to unravel.
-
Tags
Summary
Benny has jumped after Sam to try and save him, but at this point, is there any saving Sam Winchester? Who could even do it? Who could be bothered?
Series
- Part 2 of Southern Hurt
-
Tags
Summary
It's been a few months since you'd seen the Winchesters, but when you find yourself stuck between a rock and hard place, you roll the dice and give Dean a call.
Through the ensuing mess, you learn what it means to put yourself first, how it feels to have something worth losing, and maybe even discover a beautiful truth that's been right in front of your eyes this whole time.
Because, after all, what's the point in living if you don't treasure every moment like it's the last?
-
Wintertide Supernatural Bang 2025 - Healing Hearts by Masoena - Illustrations by Masoena, tallula03
Fandoms: Supernatural (TV 2005)
03 Feb 2026
Tags
Series
- Part 95 of Books and Fanfics Illustrations - 2020-now
- Part 55 of Supernatural Fanarts - 2013-now
-
Tags
Summary
Prompt: Sam calls Dean 'Dad' when they fuck.
-
Tags
Summary
He watches you spin in the sun.
-
Tags
Summary
John sends a 17 year old Dean Winchester on his first solo hunt as a birthday present. It doesn't go the way Dean expected. The hunt haunts him for years, until it doesn't.
-
Tags
Summary
Benny kills Martin. He had no choice, but he doesn't think that will matter to a man like Dean Winchester.
-
Tags
Summary
Max just needed out.
Dean just needed a reason to run.
A car. A road trip. Two people pretending not to fall apart.He’s trying not to ruin it.
She’s trying not to beg.Slow burn Dean x OC, with grief, guilt, filth, and everything Dean is not allowed to want.
If you want Dean Winchester wrecked and reverent, you're in the right place ;) -
Tags
Summary
Yellow slime clung to the walls of the toilet bowl, and Sam’s stomach dropped in an entirely new way.
Now it made sense.
What coursed through his body wasn’t an overt pain, but pressure—spreading, dividing, duplicating, like something was growing within him.
The fluid from the rat hadn’t been blood.
It was a parasite, and it had found its host.
————————————
Or: Sam is bad at asking Dean for help, especially when he needs it most.
-
Tags
Summary
Human genders wasn't exactly something angels usually had to concern themselves with. Neither primary or secondary gender was of any importance to them.
Castiel thought he had been lucky enough to have a beta as his vessel. Little did he know he was wrong about said vessel's designation.
Very wrong.
Series
- Part 1 of Deancas stuff
-
You can say we are nothing, but you know the truth by MangaBitch
Fandoms: Supernatural (TV 2005)
12 Jan 2026
Tags
Summary
Dina had been repressing and running from her sexuality for years, internalised Biphobia and the steel fists of her father John. Lying to herself of how she felt about women. But she couldn't pretend that she wasn't drawn to you. And Sam could sense it too.
-
"Blood On The Mirror (Your Eyes Can't Fake It)" by MoonchildFlannelAndFandoms
Fandoms: Supernatural (TV 2005)
11 Jan 2026
Tags
Summary
Who is Dean Winchester?
And why is Sam Winchester so important to his soul?Turns out, losing your memories can help find the most important one.
Or the most important Someone.