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1. Public Bookmark 38

   Feels Like The First Time by xPurdyGlambertx

   Fandoms: Supernatural (TV 2005)  

   • Explicit
   • Underage Sex
   • M/M
   • Complete Work

   31 Oct 2025

   Tags

   • Underage Sex
   • Dean Winchester/Sam Winchester
   • Dean Winchester
   • Sam Winchester
   • FFWotSPNF Kinktober Writing Challenge
   • Physically De-Aged Dean Winchester
   • Episode: s10e12 About a Boy (Supernatural)
   • Size Difference
   • Size Kink
   • Size Queen Dean Winchester
   • Top Sam Winchester
   • Bottom Dean Winchester
   • Bottom Dean Winchester/Top Sam Winchester
   • Anal Sex
   • Anal Fingering
   • Roleplay
   • Age Play
   • Sex in/on the Impala (Supernatural)
   • Cocky Dean Winchester
   • Bossy Dean Winchester
   • Dean Winchester Loves Sam Winchester
   • Sam Winchester Loves Dean Winchester
   • Established Dean Winchester/Sam Winchester
   • Sibling Incest

   Summary

   Dean apparently wasn't the first of the two brothers to have less-than-holy thoughts regarding his newly de-aged body.

   OR

   My smutty take on the Season 10 episode, “About A Boy”

   Series

   • Part 31 of xpurdyglambertx's 31 days of SPN kinktober 2025

   Language:

   English

   Words:

   2,236

   Chapters:

   1/1

   Collections:

   1

   Comments:

   6

   Kudos:

   202

   Bookmarks:

   38

   Hits:

   3,347

   Bookmarked by ultimateIdiot

   01 Feb 2026

2. Public Bookmark 13

   Dean Catches Sam Watching Porn, Then Helps Him Get Off by Anonymous

   Fandoms: Supernatural (TV 2005)  

   • Explicit
   • Underage Sex
   • M/M
   • Complete Work

   08 Jul 2025

   Tags

   • Underage Sex
   • Dean Winchester/Sam Winchester
   • Dean Winchester
   • Sam Winchester
   • Trans Male Sam Winchester
   • Vaginal Fingering
   • Consent
   • loads of consent
   • Explicit Consent
   • but sam is 16
   • Underage Masturbation
   • Guilty Dean Winchester
   • But also
   • Good Older Sibling Dean Winchester
   • wee bit of praise
   • Virgin Sam Winchester

   Summary

   What it says on the tin.

   Series

   • Part 1 of when you need the job done, you can call me baby

   Language:

   English

   Words:

   5,304

   Chapters:

   1/1

   Collections:

   1

   Comments:

   11

   Kudos:

   136

   Bookmarks:

   13

   Hits:

   2,201

   Bookmarked by ultimateIdiot

   19 Jan 2026

3. Public Bookmark 1

   you break it, you (won’t) buy it by Anonymous

   Fandoms: Supernatural (TV 2005)  

   • Not Rated
   • Creator Chose Not To Use Archive Warnings, Underage Sex
   • M/M
   • Complete Work

   30 Nov 2025

   Tags

   • Creator Chose Not To Use Archive Warnings
   • Underage Sex
   • Dean Winchester/Sam Winchester
   • Molestation
   • Dead Dove: Do Not Eat

   Language:

   English

   Words:

   582

   Chapters:

   1/1

   Collections:

   1

   Kudos:

   22

   Bookmarks:

   1

   Hits:

   256

   Bookmarked by ultimateIdiot

   27 Dec 2025

4. Public Bookmark 15

   All Yours by purplesafetypin

   Fandoms: Supernatural (TV 2005)  

   • Explicit
   • No Archive Warnings Apply
   • M/M
   • Complete Work

   26 Dec 2025

   Tags

   • No Archive Warnings Apply
   • Dean Winchester/Sam Winchester
   • Dean Winchester & Sam Winchester
   • Dean Winchester
   • Sam Winchester
   • Season/Series 03
   • Pre-Hell Dean Winchester
   • First Time
   • Getting Together
   • Top Sam Winchester
   • Bottom Dean Winchester

   Summary

   Nothing says "going to hell" like having sex dreams about your brother.

   Language:

   English

   Words:

   4,524

   Chapters:

   1/1

   Comments:

   18

   Kudos:

   124

   Bookmarks:

   15

   Hits:

   1,359

   Bookmarked by ultimateIdiot

   27 Dec 2025

5. Public Bookmark 20

   PLAYTHINXXX [NSFW comic] by hellhoundsprey

   Fandoms: Supernatural (TV 2005)  

   • Explicit
   • No Archive Warnings Apply
   • M/M
   • Work in Progress

   29 Jun 2025

   Tags

   • No Archive Warnings Apply
   • Dean Winchester/Sam Winchester
   • Dean Winchester
   • Sam Winchester
   • Graphic Novel
   • Episode: s02e11 Playthings (Supernatural)
   • Plot What Plot/Porn Without Plot
   • first time in a long time
   • Bottom Sam Winchester
   • Top Dean Winchester
   • Drunk Sex

   Summary

   Well, let me guess. You guys are here antiquing?

   Language:

   English

   Words:

   0

   Chapters:

   3/20

   Comments:

   37

   Kudos:

   224

   Bookmarks:

   20

   Hits:

   4,833

   Bookmarked by ultimateIdiot

   15 Jun 2025