64Paint Me a Monster » by theMarvelousTolkienJob
Sam's a freak. He knows that and, after everything that happened with Ruby and the demon blood, Dean finally does too. Not that they actually talk about it or confront the issue. No, they wait around for Sam to be kidnapped and tortured before they do that.Supernatural, T, English, Angst & Hurt/Comfort, chapters: 9, words: 62k+, favs: 22, follows: 42, updated: 23h published: 5/3, Sam W., Dean W., Bobby S.
17Smells Like Teen Spirit by Menthol Pixie
Dean says that the world outside the bunker is far too dangerous for a thirteen year old Sam Winchester to wander about in but thirteen year old Sam is dying of boredom and honestly, what's the worst that could happen?Supernatural, T, English, Hurt/Comfort & Family, words: 2k+, favs: 12, follows: 26, 6/18, Sam W., Dean W., Castiel
254Frostbite » by abcdefuk-off
Dean had failed to protect his kid brother once, and Sam had been left to live with the consequences, he wasn't about to do it again. Not ever. Set in Season 1. Teenchester flashbacks. Hurt/Sam and Protective/Dean.Supernatural, T, English, Hurt/Comfort, chapters: 15, words: 110k+, favs: 311, follows: 284, updated: 1/2 published: 12/9/2013, Sam W., Dean W.
110Gray » by RaisingAmara
Sam opens a cleverly disguised curse box for his birthday.Supernatural, T, English, Angst & Hurt/Comfort, chapters: 10, words: 18k+, favs: 56, follows: 128, updated: 9/20/2021 published: 5/4/2017, Sam W., Dean W., John W., OC
40
Ameliorate » by Obsidian Skin
set pre-series. A kidnapped Sam is reunited with his family after two years, damaged beyond Dean or John's imaginations. hurt!Sam and caring!protective!Dean.Supernatural, T, English, Angst & Hurt/Comfort, chapters: 8, words: 17k+, favs: 62, follows: 85, updated: 8/28/2021 published: 4/15/2020, Sam W., Dean W., John W.
188Snatch » by Marianna Morgan
Pre-Series – 12-year-old Sam, 16-year-old Dean, Abusive John – His little brother's behavior is freaking him out, causing his mind to buzz with stomach-churning possibilities. Did John do something to Sam? Did he hurt Dean's kid?Supernatural, K+, English, Hurt/Comfort & Angst, chapters: 6, words: 8k+, favs: 131, follows: 167, updated: 7/19/2021 published: 2/12/2021, Sam W., Dean W., John W., Caleb
253Desolation » by Mango Marbles
Dean's focused on his own survival for so long, he's forgotten how to take care of someone else. An End!verse AU.Supernatural, T, English, Angst & Hurt/Comfort, chapters: 25, words: 88k+, favs: 87, follows: 153, updated: 5/24/2021 published: 7/8/2017, Sam W., Dean W., Castiel
63 Homesick Yet, Darlin? » by LodestarJumper
When Dean arrives back at the Bunker after Amara, it's to a distinct lack of Sam and Cas. When Sam wakes up, miles away, it's to the realization that the Men of Letters are not just librarians, and he and Cas are in deep water now. Series of connected prompts for whumptober 2020. S12 AU.Supernatural, T, English, Hurt/Comfort & Family, chapters: 26, words: 93k+, favs: 44, follows: 42, updated: 2/25/2021 published: 10/1/2020, Sam W., Dean W., Castiel, Crowley
2 Necrophobia by Lilac Letter
Sam is fighting a lamp. Dean is fighting his worst nightmare. Angsty tag to 1x9.Supernatural, T, English, Angst & Hurt/Comfort, words: 3k+, favs: 25, follows: 5, 1/23/2021, Sam W., Dean W.
371Fifty Miles Uphill Both Ways » by Noxbait
Life isn't easy and, for the Winchesters, it's always been an uphill struggle. Good times or bad, one thing never changed: they were brothers. Everyone and everything that had ever attempted to change that had failed. And always would. A collection of 50 varied short(ish) stories of the Winchester Brothers through the years. **Chapter 18 now posted**Supernatural, K+, English, Family, chapters: 20, words: 46k+, favs: 105, follows: 89, updated: 1/4/2021 published: 6/9/2018, Sam W., Dean W.
121 A Prison of One's Own Making » by Lustiel's Journal
AU for 5.3 Free to Be You and Me and 5.4 The End. Turns out Tim and Reggie meant it when they told Sam they'd be back. They had a demon-killing weapon at their fingertips and weren't going to miss the opportunity to use it! Dean thinks Sam is still sulking when he doesn't return his calls. Will Dean figure out something is wrong before Sam is pushed beyond his breaking point?Supernatural, T, English, Hurt/Comfort & Angst, chapters: 28, words: 126k+, favs: 100, follows: 141, updated: 11/23/2020 published: 9/4/2018, Sam W., Dean W., Bobby S., Lucifer
355 Noxbait's Whumptober 2020 » by Noxbait
31 days of WHUMP! The poor Winchester boys are in for it! A mix of seasons, episode tags, pre-series prompts. A mix of Sam and Dean whump. Some humor, some angst, some pain to be had by all! Happy Whumptober 2020!Supernatural, T, English, Hurt/Comfort & Family, chapters: 31, words: 43k+, favs: 75, follows: 55, updated: 11/2/2020 published: 10/1/2020, Sam W., Dean W.
8 Take My Arms That I Might Reach You by authoressnebula
"Like Silent Raindrops Fell" remix: Dean stumbles out of a hunt and into a world where everyone's gone. Only his little brother seems to remain, distant and separated but still leaving voicemail after voicemail. Even though they're probably better apart, there's no one Dean would rather be with when the world's ending. Because losing his little brother isn't worth thinking about.Supernatural, T, English, Hurt/Comfort & Family, words: 14k+, favs: 36, follows: 4, 10/25/2020, Sam W., Dean W., Bobby S., Castiel
361 Crash and Burn » by Marianna Morgan
AU Story – Hurt Sam (17) / Big Brother Dean (21) / Likeable John / Awesome Bobby – It's one of Dean's worst nightmares: his little brother trapped in a burning car.Supernatural, K+, English, Hurt/Comfort & Angst, chapters: 17, words: 56k+, favs: 201, follows: 207, updated: 10/23/2020 published: 9/27/2019, Sam W., Dean W., John W., Bobby S.
4 Tapped by Lilac Letter
9x19 tag and missing scene. 'Dean winced at how bad off Sam was – it seemed like his little brother always drew the short straw on hunts, being the monsters' favorite chew toy.'Supernatural, T, English, Hurt/Comfort & Family, words: 3k+, favs: 18, follows: 3, 10/22/2020, Sam W., Dean W.
38 Suddenly by supernaturalsammy67
Challenge fic 'all of a sudden'. Uriel's threat to Sam isn't unnoticed by Dean. Limp/angst. Dean looking out for Sam. Multi-chapter now merged story.Supernatural, T, English, Suspense & Angst, words: 5k+, favs: 52, follows: 42, updated: 10/17/2020 published: 11/29/2008, Sam W., Dean W.
7 Reminder by supernaturalsammy67
Tag to 13x12 Various and Sundry Visions. Inspired by Sam and Rowena's conversation in the Impala about still fearing Lucifer. Sam being a former vessel. Lucy can sense that weakness and he exploits it to his advantage. A power up. What else is the devil for? Protective Dean. Hurt/scared Sam.Supernatural, T, English, Hurt/Comfort & Angst, words: 3k+, favs: 31, follows: 4, 9/25/2020, Sam W., Dean W.
8 Safety In Distance by LodestarJumper
The Mark of Cain is a brand of violence. Sam was an idiot to think that he'd be exempt from that just because he and Dean are siblings. (No slash, no smut) (One-shot)Supernatural, T, English, Hurt/Comfort & Drama, words: 11k+, favs: 25, follows: 10, 9/6/2020, Sam W., Dean W., Castiel
134 Heart's Desire » by Jadey's World
Jack is trying to help Sam which results in a rift being opened. Jessica is brought from a world in which Lilith was never killed and now she and the demons reign while they work to break Sam down. Unable to leave Jessica to that life and pain, Sam and his family go to her world to save it.Supernatural, T, English, Hurt/Comfort & Family, chapters: 23, words: 67k+, favs: 42, follows: 37, updated: 8/22/2020 published: 2/6/2020, Sam W., Dean W., Jessica M./Jess
1k+Trialculosis Sam » by fogsrollingin
The long, dragged-out, unpredictable, emotional, let's-nearly-kill-'im version of Sam dealing with the trials (setting S08) */* Hard gen (no slash), sick Sam, hurt Sam, big bro Dean, shmoop, brotherly love, platonic hugs & cuddles, recovery. */* Complete rewrites/revisions of this fic were completed on 8/20/2019. Posting brand new chapters as of 8/20/2020!Supernatural, T, English, Hurt/Comfort & Drama, chapters: 41, words: 115k+, favs: 727, follows: 661, updated: 8/20/2020 published: 4/30/2013, Sam W., Dean W.