1 - 20 of 56 Works in Crossdressing Stiles Stilinski

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  1. Tags
    Summary

    Derek Hale has been crushing on Stiles Stilinski ever since he saw him at freshman orientation. Now as seniors, at Lydia martins annual Halloween bash, Derek is finally able to talk and dance with Stiles thanks to the anonymity of his Robin costume.

    It just wasn’t as anonymous as he thought.

    Language:
    English
    Words:
    3,622
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    203
    Bookmarks:
    18
    Hits:
    2003
  2. Tags
    Summary

    Post Season Two. After spending time with his new friends from Jungle, Stiles realizes things about himself that he never thought possible.

    Language:
    English
    Words:
    9,433
    Chapters:
    1/1
    Collections:
    1
    Comments:
    14
    Kudos:
    168
    Bookmarks:
    26
    Hits:
    2541
  3. Tags
    Summary

    Stiles thought that it was just crush, even more when he heard that Derek was with Kate at that time. But it didn’t stop him from thinking about Derek. It wasn’t later that he realised that his affection is more than just a crush. When Stiles realised that he was pregnant, he was confused, but ultimately, he was happy. He was happy that their baby is living healthily inside of him. But then he realised that for Derek, this baby is an annoyance that would destroy his career instead of a bringer of hope like it does to Stiles.

    However, when they are forced to be together, Stiles could see that Derek is actually making an effort to make them work. Stiles make his mind up there and then. That even if they couldn’t be happily mated, at least his son would be brought to this world in comfort. At the very least, he could help Derek make peace with his families even if their own relationship will still be broken. But then Kate happened, and it broke him to pieces to realise that Derek would believe Kate over him, would choose Kate over him.

    Language:
    English
    Words:
    85,026
    Chapters:
    64/68
    Comments:
    471
    Kudos:
    1856
    Bookmarks:
    359
    Hits:
    67157
  4. Tags
    Summary

    These are just a few smutty requests I've done (a few are my own making)

    1)JohnDave; Top!John
    2)Destiel; Morning Blowjobs
    3)Sterek; Rimming
    4)Sabriel; Riding/Topping from the bottom
    5)DirkJake; Vibrators
    6)Wincest-Dean/Sam; Butt Plugs
    7)JohnDave; Spanking and Bondage
    8)Thorki; Jealous sex
    9)Stackson; Daddy Kink
    10)Destiel; Daddy Kink again
    11)Stucky; Bottom!Steve
    12)Stackson; SluttyBottom!Jackson
    13)DirkJake; Hair Pulling
    14)Scisaac; Daddy Kink the third
    15)DirkJake; Crossdressing
    16)DirkJake; Teacher/Student
    17))SuperBat; Hate Sex
    18)Merthur; After Near Death Experience-IN PROGRESS
    19)Sabriel; Wing kink-IN PROGRESS

    Language:
    English
    Words:
    13,751
    Chapters:
    18/?
    Comments:
    112
    Kudos:
    925
    Bookmarks:
    60
    Hits:
    61654
  5. Tags
    Summary

    Scott wakes Stiles up early enough that he can have a talk with his dad before his big date that night. To say the least it's nice Stilinski family feels.

    Series
    Language:
    English
    Words:
    3,627
    Chapters:
    1/1
    Kudos:
    55
    Bookmarks:
    3
    Hits:
    1255
  6. Tags
    Summary

    There's some new arrivals in Beacon Hills:
    A pair of twin hybrids in desperate need of a pack.
    Stiles begs Derek to keep them and their world is flipped upside down.
    They fall for one of the twins-
    Craziness ensues-

    .....
    Can They Protect The Thing They Want Most?

    Language:
    English
    Words:
    2,170
    Chapters:
    1/?
    Comments:
    4
    Kudos:
    17
    Bookmarks:
    7
    Hits:
    984
  7. Tags
    Summary

    Stiles since he first helped his mother has always loved makeup and dress up. You’d think he’d stop after his mother died when he was young, but instead, he kept on booking through everything. He finds himself though finally leaving his house much less his room for the first time when he runs into a bit of a snag.

    Series
    Language:
    English
    Words:
    4,238
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    148
    Bookmarks:
    14
    Hits:
    3230
  8. Tags
    Summary

    Teil zwölf des Kinktober 2017

    Ich sage nur Statussymbol Caramo!

    Series
    Language:
    Deutsch
    Words:
    1,184
    Chapters:
    1/1
    Kudos:
    4
    Hits:
    274
  9. Tags
    Summary

    Having a mate is meant to be the best thing in the world. It should be easy and fun, normally it's a turning point in someones life; then again I've never been normal. Nothing has ever come easy and right now I really wish my mum was here to help me. I wish Jackson wasnt being such an idiot but what I want most, is for the universe to stop hating me and just make things easy agian...

    Language:
    English
    Words:
    7,238
    Chapters:
    3/?
    Comments:
    17
    Kudos:
    97
    Bookmarks:
    21
    Hits:
    3046
  10. Tags
    Summary

    Stiles likes to be comfortable in his own house, ok? It isn't his fault that his new neighbor keeps catching him in awkward positions

    Or

    Five Times Derek Catches Stiles In Various States Of Undress, And The One Time Stiles Catches Him Instead

    Language:
    English
    Words:
    5,601
    Chapters:
    1/1
    Collections:
    1
    Comments:
    24
    Kudos:
    975
    Bookmarks:
    109
    Hits:
    9368
  11. Tags
    Summary

    Bucky doesn't understand.

    Really.

    All he knows is that Stiles is gorgeous and in a dress and he's hard.

    God.

    Series
    Language:
    English
    Words:
    826
    Chapters:
    1/1
    Comments:
    29
    Kudos:
    390
    Bookmarks:
    44
    Hits:
    4592
  12. Tags
    Summary

    Stiles has been abandoned (once again) by Scott. So while sipping on his cocktail he meets....a few interesting friends who help him to find himself and realise his true potential. With some added new wardrobe options....

    Language:
    English
    Words:
    4,222
    Chapters:
    2/?
    Comments:
    28
    Kudos:
    663
    Bookmarks:
    136
    Hits:
    12981
  13. Tags
    Summary

    A one-shot of one couple playing dress-up to catch a criminal, and another couple catching an eye-full.

    --OR--

    Why sheriffs should never be short, contacts and claws don't mix, tall men and muscles with a side order of booty should be a permanent menu item, and dresses don't turn a boyfriend into a girlfriend.

    Summaries, man. Never make sense.

    Series
    Language:
    English
    Words:
    2,232
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    30
    Hits:
    1102
  14. Tags
    Summary

    “Darling, have you been carrying a throw-away comment I made in your mind for almost four months?”

    Stiles’s face felt like it was one with fire now.

    Series
    Language:
    English
    Words:
    1,068
    Chapters:
    1/1
    Comments:
    18
    Kudos:
    639
    Bookmarks:
    52
    Hits:
    7091
  15. Tags
    Summary

    Стайлза завораживает инаковость. Он знает, откуда берётся этот его интерес, достаточно часто смотрит в зеркало, чтобы понимать, почему его завораживают другие: левши, рыжие, карлики, моральные уроды – привет, Джексон, – эпилептики, серийные убийцы, немного Кейт Арджент, бородатые женщины, оборотни, парни с неровной челюстью и астмой и мужчины в женской одежде.

    Language:
    Русский
    Words:
    6,047
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    202
    Bookmarks:
    14
    Hits:
    1475
  16. Tags
    Summary

    Halloween + Drag queen friends = Crossdressing!Stiles fic! Throw in a miscast spell that has woodland creatures and our resident weres trailing behind Stiles a-la-fairytale-logic and you’ve got a recipe for disaster...and love.

    Series
    Language:
    English
    Words:
    20,235
    Chapters:
    1/1
    Comments:
    44
    Kudos:
    895
    Bookmarks:
    193
    Hits:
    9333
  17. Tags
    Summary

    It's not that Stiles despised men's clothing, it's just that he didn't feel all that pretty wearing them. Not as pretty as Lydia with her perfect hair and gorgeous eyes and... Stiles was just going to try it out.

    Or the fic where Stiles finds himself and batman headscarves along the way.

    Series
    Language:
    English
    Words:
    10,173
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    148
    Bookmarks:
    28
    Hits:
    2296
  18. Tags
    Summary

    "He knew he shouldn’t have. Daddy said the credit card was only for emergencies, but when Stiles had seen it, dripping with Swarovski crystals, he hadn’t been able to stop himself from clicking 'add to cart.' Usually, Daddy liked to pick out all his jewelry, but Stiles knew he would like this."

    Language:
    English
    Words:
    9,192
    Chapters:
    1/1
    Collections:
    1
    Comments:
    18
    Kudos:
    475
    Bookmarks:
    75
    Hits:
    9739
  19. Tags
    Summary

    Stiles sometimes feel as if Derek doesn't notice him on equal standing with the wolves, so when a friend of his suggests dressing up as a girl for Halloween, Stiles figures 'why not?'. If that doesn't get Derek's attention, Stiles might as well just give up.

    Language:
    English
    Words:
    5,974
    Chapters:
    1/1
    Comments:
    18
    Kudos:
    594
    Bookmarks:
    92
    Hits:
    7276
  20. Tags
    Summary

    It's been 2 months since the two hooligans graduated high school, the sexual tension between Scott and Stiles has been tense. They play it off like its just them being bros and all, but Scott was the first to open up his feelings. Scott had been saving up for a new car for himself but he ended up deciding to spend his money on a car for Stiles. Stiles has been thinking of a way to pay him back...

    Language:
    English
    Words:
    1,874
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    68
    Bookmarks:
    8
    Hits:
    4707

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