Sissyboy Stories

Refine by tag:
sissyboy
WpAddfemboy
WpAddsissy
WpAddcrossdressing
sissyboy
WpAddfemboy
WpAddsissy
WpAddcrossdressing

21 Stories

  • David x Bandu (FNF Dave & Bambi) by Badamb
    Badamb
    • WpView
      Reads 6,249
    • WpPart
      Parts 2
    Oi, who says trans people can't have a member? Bandu is finally a dominant, don't like it? Don't read it. David is a sissy while Bandu is the casual phone lover, but what better than to watch the stripper on your phone known as David! Bandu x David, what a story
  • Double Down 'N' Cream by TheYaoiGuy
    TheYaoiGuy
    • WpView
      Reads 9,668
    • WpPart
      Parts 1
    Some white guy finds himself in jail and gets a lot more than what he deserves
  • A Boy Dress by AndlatFox
    AndlatFox
    • WpView
      Reads 3,558
    • WpPart
      Parts 1
    Being grounded is no fun, especially when your sister insists on going dress shopping! Still, Little Miss Priss is known to cater to all sorts of sartorial appetites.
  • The Hidden Sissy by RondaSmitten
    RondaSmitten
    • WpView
      Reads 31,261
    • WpPart
      Parts 3
    This is a story about how a young boy starts his sissy journey with the pressure from his step mum and step sister once his secret is revealed.
  • Just Admit It, Mikey! by AndlatFox
    AndlatFox
    • WpView
      Reads 4,309
    • WpPart
      Parts 1
    Bored cousins come up with the strangest ways to pass the time at grandma's
  • 𝐒𝐈𝐒𝐒𝐘 (Boy×Boy) by Thway_Ni1005
    Thway_Ni1005
    • WpView
      Reads 10,950
    • WpPart
      Parts 3
    In love with a SISSY boy. Paid story
  • A Feminine West by Drdougout
    Drdougout
    • WpView
      Reads 587
    • WpPart
      Parts 2
    A lone prankster needs money, fast. Luckily there's a man with a job offer... An insane man with an insane job offer.
  • The new Sissy Academy by Downthestreet22
    Downthestreet22
    • WpView
      Reads 113,461
    • WpPart
      Parts 8
    Paul drops out of his high school due to bullying from his classmates; However, before he can look for a new high school himself, a confirmation of acceptance for the "Superior International States School of Indiana" (SISI) is in his mailbox that same day. Without really realizing what is happening, he suddenly finds himself in the said institute, which is supposed to help him to his true (new) identity, which he is discovering bit by bit for himself...
  • DEVIN (short-series) mpreg/sci-fi/stepdadxson by erostikaprince
    erostikaprince
    • WpView
      Reads 5,564
    • WpPart
      Parts 1
    WARNING Intended for 18+ audience only. This book contains material that may be offensive to some and intended for a mature, adult audience. It contains graphic languages, explicit sexual content, and adult situations. This book is work of fiction. Names, characters, places, and incidents are products of author's imagination. Any resemblance to actual persons, living or dead, events, are just a coincidence. Plagiarism is a crime. My works can't be publish in other sites without the consent of the author. Thank you!
  • Becoming, for her.  by theNovelNavigator67
    theNovelNavigator67
    • WpView
      Reads 7,904
    • WpPart
      Parts 6
    "When his heart couldn't bear to miss Keerthi's big day, he became someone else-grace in disguise, love beneath a veil."
  • Part-Time Job Turned Into Something Else. by boywholovestodance
    boywholovestodance
    • WpView
      Reads 557
    • WpPart
      Parts 1
    What started as a simple part-time job turned into something far more intense. Tasked with helping a bossy, dominant woman pack her things before a flight, I quickly realized she was in complete control. From laundry to unexpected orders, she made sure I followed her every command. And when she handed me a beautiful gown, I knew this job was about to change me in ways I never imagined... A journey of obedience, dominance, and unexpected desires begins.
  • A Reluctant Schoolgirl by xp64rs
    xp64rs
    • WpView
      Reads 271,312
    • WpPart
      Parts 30
    Joe was 13 years old when he was caught upkirting at school. Not even in his wildest imagination could he have forseen how it was going to affect his life. Part 2 revisits Jo's life three years on to assess how life goes on. . .