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1. On the Wings of Maybe by peanutbutterjelly-pie (Aleakim)

   Fandoms: Supernatural (TV 2005)  

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

   05 Oct 2025

   Tags

   • No Archive Warnings Apply
   • Castiel/Dean Winchester
   • Dean Winchester
   • Castiel (Supernatural)
   • Sam Winchester
   • Rowena MacLeod
   • Alternate Universe
   • Medieval Fantasy
   • Hunter Dean Winchester
   • Porn With Plot
   • Angst
   • Eventual Romance
   • at least the beginning of one
   • Hook-Up
   • Strangers to Lovers
   • Bottom Castiel/Top Dean Winchester
   • Getting to Know Each Other
   • Falling In Love
   • Ambiguous/Open Ending
   • mainly because this is the first part of a series
   • Hopeful Ending

   Summary

   -

   The life of a monster hunter is a lonely one.

   So when Dean one day meets the enticing innkeeper with those ridiculously blue eyes, he figures that the man would just be the right guy to chase that sensation away for at least a little while.

   It should have been as easy as that, merely a simple hook-up. Or two.

   But there is much more to the story and soon enough Dean is in too deep.

   -

   Series

   • Part 1 of The Wings of Maybe

   Language:

   English

   Words:

   19,448

   Chapters:

   7/7

   Comments:

   104

   Kudos:

   74

   Bookmarks:

   17

   Hits:

   1,333