221 - 240 of 332 Works in Underage Dean Winchester/Sam Winchester

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  1. Tags
    Summary

    Dean's got a definite kink. This story depicts some of the key highlights to the development of that kink over the years.

    Words:
    3,895
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    47
    Bookmarks:
    5
    Hits:
    1115
  2. Tags
    Summary

    Witches. Dean hates witches. Especially when they turn his brother into a five-year old with a bad fever.

    Words:
    1,855
    Chapters:
    1/?
    Comments:
    5
    Kudos:
    4
    Hits:
    1144
  3. Tags
    Summary

    Written for the anonymous prompt: "I need some weecest with bottom!Dean. Teaching his baby boy how to fuck a girl with his huge cock. Sam is 16-17 maybe?"
    He hears Sam swallow, a little gulping noise in his throat. “Are you… what, are you volunteering yourself for practice?
    Originally posted on tumblr.

    Words:
    3,423
    Chapters:
    1/1
    Comments:
    16
    Kudos:
    273
    Bookmarks:
    32
    Hits:
    6522
  4. Tags
    Summary

    Written for the anonymous prompt: "Can I please have weecest, Sam sitting on Dean's lap with his legs all spread out while Dean fingers him?"
    Dean comes home late to an extremely eager Sammy who's been waiting for hours.
    Originally posted on tumblr.

    Words:
    1,562
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    88
    Bookmarks:
    14
    Hits:
    3608
  5. Tags
    Summary

    A trail of phonecalls, emails, text messages and ephemera tells the love story of Sam and Dean. Dean tries to let Sam start his life at Stanford, struggling to keep their relationship going even as their lives move down separate paths. When the fighting is done and Sam and Dean are retired together, curtains and all, they find a strange package that reminds them of everything they fought for and everything they have.

    Words:
    22,914
    Chapters:
    1/1
    Collections:
    1
    Comments:
    25
    Kudos:
    80
    Bookmarks:
    15
    Hits:
    4381
  6. Tags
    Summary

    Written for rainforever69's prompt: "Weecest where Sam starts crossdressing and then Dean discovers he wears panties and it turns him on like hardcore."
    He’s not obsessed or anything, it’s just that he really goddamn loves the feeling of them, caressing his ass and cradling his dick in soft lace, so maybe, maybe he buys a few more pairs. Okay, maybe it’s a pair every new place they stay.
    Originally posted on tumblr.

    Words:
    2,692
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    166
    Bookmarks:
    26
    Hits:
    3219
  7. Tags
    Summary

    Written for this [very paraphrased] prompt from Ashuka: "Sam joins the debate club at their high school and practices with his partner after school at their house. Dean eventually can't stand the way he looks at Sam, so once they're done, he grabs a happy Sam and fucks him all nice and rough. Dirty talk/praise talk would be lovely too."
    Pretty much sums it up. Pushy!bottom!Sam purposely pushing Dean's buttons, anyone?
    Originally posted on tumblr.

    Words:
    3,068
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    219
    Bookmarks:
    26
    Hits:
    4810
  8. Tags
    Summary

    Written for sebarstian's prompt: "Could I possibly have some weecest with dean rimming sam/teasing slowly?"
    Dean thought Sam tasted like heaven - but there was one place he had yet to sample.
    Originally posted on tumblr.

    Words:
    1,493
    Chapters:
    1/1
    Kudos:
    70
    Bookmarks:
    10
    Hits:
    1732
  9. Tags
    Summary

    Written for the anonymous prompt: "Weecest with an R rating, John finds them/Discovery Kink?"
    In the front seat, the father is snoring resonantly, but in the back there’s movement, quiet whispers of a name.
    Originally posted on tumblr.

    Words:
    1,715
    Chapters:
    1/1
    Kudos:
    95
    Bookmarks:
    10
    Hits:
    2232
  10. Tags
    Summary

    When an asshole at Dean and Sam's high school breaks Dean's amulet, he doesn't react well. But as always, Sam's there to make it better. Written for Anna who asked for "something with the samulet". Originally posted on tumblr.

    Words:
    2,509
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    75
    Bookmarks:
    12
    Hits:
    1349
  11. Tags
    Summary

    Dean, Sam, and a bag full of Dum-Dums.

    Words:
    1,265
    Chapters:
    1/1
    Kudos:
    40
    Bookmarks:
    3
    Hits:
    1170
  12. Tags
    Summary

    In which Dean has some fucked up ideas about what "teaching your brother" entails, Sam turns into a little cock tease, and Dean goes back on his word.

    There is nothing but filthy porn here.

    Words:
    4,037
    Chapters:
    1/1
    Comments:
    13
    Kudos:
    212
    Bookmarks:
    49
    Hits:
    6787
  13. Tags
    Summary

    Sam has a panic attack in the middle of the night, and Dean picks up the pieces.

    Words:
    1,303
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    12
    Bookmarks:
    2
  14. Tags
    Summary

    "They had been in the middle of fooling around that afternoon when their father walked in... they hadn't been expecting him back for at least another day."

    Words:
    4,489
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    44
    Bookmarks:
    6
    Hits:
    2709
  15. Tags
    Words:
    516
    Chapters:
    1/1
    Collections:
    1
    Comments:
    6
    Kudos:
    59
    Bookmarks:
    4
    Hits:
    5123
  16. Tags
    Summary

    There is a charm about the forbidden that makes it unspeakably desirable.

    - Mark Twain.

     

    A melting pot of Wincest drabbles made for some amazing people on tumblr. Rating will vary to each drabble.

    Words:
    8,920
    Chapters:
    104/?
    Comments:
    2
    Kudos:
    21
    Bookmarks:
    3
    Hits:
    948
  17. Tags
    Summary

    How would they have known it was wrong? That it was a sin? That it was against the law? Who would have taught them these things?

    Words:
    1,913
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    21
    Hits:
    435
  18. Tags
    Summary

    What Dean finds Sam doing after school isn’t exactly something as innocently nerdy as joining the chess club.

    Words:
    3,372
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    85
    Bookmarks:
    4
    Hits:
    3122
  19. Tags
    Summary

    Just what did Dean (or Sam) do to Penny Markle in 6th grade? This is how she remembers it.

    Words:
    1,723
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    87
    Bookmarks:
    5
    Hits:
    2075
  20. Tags
    Summary

    When Dean recounts his sexual encounters to Sam, Sam finds that his excitement translates into wet dreams which are inconvenient when sharing a bed with his brother. Dean notices and gives Sam some advice.

    Words:
    3,194
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    37
    Bookmarks:
    3
    Hits:
    1829

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