1 - 20 of 172 Works in Pennywise (IT)/Original Character(s)

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  1. Tags
    Summary

    Smut with Penny being the sub and/or the bottom. Genders may vary.

    Language:
    English
    Words:
    14,301
    Chapters:
    8/?
    Comments:
    14
    Kudos:
    235
    Bookmarks:
    21
    Hits:
    8721
  2. Tags
    Summary

    One second, I'm having fun at a carnival that just rolled into town. The next; I'm being attacked continuously, I'm having prophetic dreams, and I'm trying to save my ass from a psychotic clown. I don't know how this is gonna go...but do you care to join me for the ride?
    P.S.-- I'm scared, I don't wanna be alone.
    *I decided to create an account on Wattpad (Gwen Winchester- Grim) and post this story on there as well. I hope it will get more recognition over there. I doubt it though. I wrote this originally on Quotev under Grim- Gwen Winchester. Don't freak out if you see it on those sites too. Love you!*

    Language:
    English
    Words:
    12,668
    Chapters:
    11/?
    Kudos:
    4
    Hits:
    91
  3. Tags
    Summary

    Kill them all.

    Language:
    English
    Words:
    33,809
    Chapters:
    14/?
    Comments:
    39
    Kudos:
    160
    Bookmarks:
    20
    Hits:
    2867
  4. Tags
    Summary

    "You can love a monster, it can even love you back, but that doesn't change its nature."

    __________

     

    When the monster himself becomes obsessed with his prey, and the prey becomes overly curious over the monster. The two clash -- and what happens is irreversible.

    The lion falls for the lamb.

    But little did the lion know that the lamb was a wolf in disguise.

     

    __________
    Book One of the Hauntings Of Derry series.

    --> Hauntings Of Derry: Unhealthy Obsession

     

    (Originally posted on Wattpad. Username: MsTerror)

    Language:
    English
    Words:
    43,534
    Chapters:
    23/?
    Collections:
    2
    Comments:
    52
    Kudos:
    292
    Bookmarks:
    38
    Hits:
    4881
  5. Tags
    Summary

    1x1 discord rp!

    Language:
    English
    Words:
    84
    Chapters:
    1/1
    Hits:
    18
  6. Tags
    Summary

    Iris didn't come back to her childhood home on her own accord but now she can't seem to leave.

    Language:
    English
    Words:
    3,356
    Chapters:
    1/1
    Kudos:
    10
    Hits:
    156
  7. Tags
    Summary

    Pennywise has to deal with a sick V.

    (My friend on Discord wrote this short fic about my OC and Pennywise and it is the cutest thing. I loved it so much, so I decided to share it.)

    Language:
    English
    Words:
    1,233
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    7
    Hits:
    189
  8. Tags
    Summary

    She didn't think it was possible to fall down any further. She was wrong...

    Language:
    English
    Words:
    4,189
    Chapters:
    2/?
    Comments:
    1
    Kudos:
    14
    Bookmarks:
    2
    Hits:
    320
  9. Tags
    Summary

    In the face of it's crumbling destruction, the town of Derry has certainly seen better days with little promise of returning to them ever again. After years away traveling for work, an investigative journalist returns to her childhood home at the strange request of an anonymous source with the promise of intrigue and mystery as the payout. Uncovering the truth of the town she always felt had a second face will also reveal the vein in which evil runs deep, and that nothing in Derry ever stays dead and gone, not really.

    Language:
    English
    Words:
    21,499
    Chapters:
    4/?
    Comments:
    5
    Kudos:
    13
    Bookmarks:
    5
    Hits:
    198
  10. Tags
    Summary

    Nerinda Salvai (OC) recalls a previous incident in meeting Bookywise, only to find that there are more bad memories right around the corner.
    Or right outside the window, to be more accurate.

    Language:
    English
    Words:
    596
    Chapters:
    1/1
    Hits:
    24
  11. Tags
    Summary

    Nerinda Salvai (OC) attempts to escape from Pennywise chasing her.
    It really doesn't go as well as she would have liked it to.

    Language:
    English
    Words:
    583
    Chapters:
    1/1
    Kudos:
    3
    Hits:
    59
  12. Tags
    Summary

    Eliza thought she was lucky to survive the year after her fifth birthday with an all powerful fear demon masquerading as a clown roaming around town.
    Twenty-Seven years later, she isn’t so sure she was lucky. The homicidal clown is back and he has not forgotten about the little girl that got away. He has not forgotten his dear Eliza.

    Language:
    English
    Words:
    32,481
    Chapters:
    10/?
    Comments:
    29
    Kudos:
    80
    Bookmarks:
    21
    Hits:
    872
  13. Tags
    Summary

    PREVIOUSLY THIS NOW FULL LENGTH NOVEL WAS THE ONE SHOT 'THE ONE HE LOVED.'

    Pennywise wasn't always a monster. Once upon a time, many, many hundreds of years ago he was simply a man born into the harsh life of Carnival.

    A young, gentle and kind man who was willing to go further than the ends of the earth to bring back the one he loved...

    At a huge personal sacrifice.

    UPDATED 20th JANUARY 2020!! CHAPTER FOUR!!!!!

    Language:
    English
    Words:
    7,695
    Chapters:
    5/?
    Comments:
    3
    Kudos:
    90
    Bookmarks:
    3
    Hits:
    929
  14. Tags
    Summary

    **Sequel to 'Eternal'.**
    Pennywise and Ana wake up from their long rest, and an unwelcome intruder threatens to disrupt their lives.
    Pennywise/OFC, Pennywise/OC

    Series
    Language:
    English
    Words:
    63,679
    Chapters:
    19/19
    Comments:
    91
    Kudos:
    131
    Bookmarks:
    10
    Hits:
    1584
  15. Tags
    Summary

    "Of all the bright cruel lies they tell you, the cruelest is the one called love."

    George R.R. Martin

     

     

     This story is inspired by floatingwithpennywise

    This imagine is created by fandomscreenshots

    Series
    Language:
    English
    Words:
    7,281
    Chapters:
    2/?
    Comments:
    1
    Kudos:
    9
    Bookmarks:
    3
    Hits:
    98
  16. Tags
    Summary

    Walking home drunk from a party, Cassandra catches the eyes of a particular child-killing clown. He kidnaps her and keeps her for his own purposes.

    And by purposes, I mean just to fuck.

    This is literally just "I want Pennywise to raw me, so have a fic, I guess."

    Language:
    English
    Words:
    3,856
    Chapters:
    1/?
    Comments:
    2
    Kudos:
    41
    Bookmarks:
    2
    Hits:
    824
  17. Tags
    Summary

    Pennywise has caught the attention of the famous Winchester brother's. While investigating he meets a vampire/angel hybrid that happens to be helping the boys on the case and be the spawn of Satan. Being the only non human in town Pennywise becomes obsessed and tries to win her over.
    I wasn't really happy with how the first version of this was coming along, so I decided to scrap it entirely and start again. I don't know how often I will update and post new chapters but hopefully it won't be long!

    Language:
    English
    Words:
    3,438
    Chapters:
    3/?
    Kudos:
    5
    Bookmarks:
    1
    Hits:
    119
  18. Tags
    Summary

    AU set slightly prior and during 2017's IT (Chapter One) film.
    It's 1989 and 17 year old Carol Flint is having a tough go. Moving to a new town can be hard especially when you're always the 'weird-psychic-girl', to say nothing of her amnesia she's had ever since summer vacation. She can barely remember to take her pills and now she has to adapt to a new school, a new house, and a new town. A new town with a bunch of missing kids and teens, talk about freaky. Things go from weird to downright bizarre once she meets some wacko guy dressed as a clown who insists that he knows her, which she would write off as some crazy nutcase, except that he knows a little too much about her personal secrets - even somethings that she had forgotten about herself. Things get even worse when Carol realizes that the clown has no plans of letting her go. But with no intentions of murder, what IT has planned for her, she'll soon be begging for death. +Trigger Warnings+

    Language:
    English
    Words:
    1,832
    Chapters:
    1/?
    Kudos:
    19
    Bookmarks:
    5
    Hits:
    308
  19. Tags
    Summary

    The family is growing and the eater of worlds and children is going to be a father. Pennywise tries to balance being a good mate and his vicious and cruel nature. Leech learns what it means the queen of Derry, and everyone in town has to deal with the side effects of eldritch hormones.

    Language:
    English
    Words:
    27,230
    Chapters:
    9/?
    Comments:
    26
    Kudos:
    45
    Bookmarks:
    12
    Hits:
    2160
  20. Tags
    Summary

    Pennywise narrowly escapes his death at the hands of the losers (It Chapter 2 -2019 specific) into the multiverse, finding itself in an alternate Derry, Maine. It receives help from OC Jessie, an abuse survivor who resides in the well house on Neibolt St.
    Pennywise

    Language:
    English
    Words:
    49,494
    Chapters:
    11/?
    Comments:
    9
    Kudos:
    49
    Bookmarks:
    15
    Hits:
    886

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