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Tender Trespasses by JoannieWinchester for Hopper_Bopper, Izchel95, PERFECTMVCHINE, Keos16, TantalizingTeapot, LadyAnne78, NovaNara
Fandoms: Supernatural (TV 2005)
16 Aug 2026
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Summary
What if, on that hundredth Tuesday, Sam and Dean don't crack the case, and Sam cracks instead? He never makes it to Phil’s Diner, or realizes what's behind the time loop. What if the despair and loneliness finally make him give in to his long-repressed, most fucked-up feelings? It's not like Dean is going to remember what Sam does to his body… right?
Or:
Even though Dean is the only one who's tied up and unconscious, Sam is just as helpless in the face of his darkest desires.Sample:
“Rise and shine, Sammy!” Dean greets him from the other bed (yet again), all cocksure cheer (as always).
Blithely unaware of his rinse-and-repeat resurrections, he doesn't know that he's Sam's own private, modern-day, all-American messiah. Unlike the famous Nazarene, however, Dean’s clothes are perma-cleaned; all that blood neatly squeegeed back into his ziplocked veins, and not even so much as a dirty-rag relic left over for Sam’s sanity to cling to.
Dean’s wounds are gone too, so it’s a good thing Sam’s no doubting Thomas.
Nevertheless, the messed-up thought creeps in: Wouldn’t mind getting just one finger in him, though…Set during Season 3,episode 11,”Mystery Spot”, so beware the spoilers.