Sissyboy Stories

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24 Stories

  • About the love to be me by Downthestreet22
    Downthestreet22
    • WpView
      Reads 3,084
    • WpPart
      Parts 5
    Adam is an ordinary high school student with no special characteristics at all. In his happy, same-old routine, life's treasures pass him silently. But that will change on his 18th birthday, as fate has other plans for him/(her).
  • Just Admit It, Mikey! by AndlatFox
    AndlatFox
    • WpView
      Reads 4,925
    • WpPart
      Parts 1
    Bored cousins come up with the strangest ways to pass the time at grandma's
  • The new Sissy Academy by Downthestreet22
    Downthestreet22
    • WpView
      Reads 125,076
    • 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...
  • David x Bandu (FNF Dave & Bambi) by Badamb
    Badamb
    • WpView
      Reads 6,284
    • 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
  • A Feminine West by Drdougout
    Drdougout
    • WpView
      Reads 946
    • 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.
  • Double Down 'N' Cream by TheYaoiGuy
    TheYaoiGuy
    • WpView
      Reads 10,382
    • 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 4,187
    • 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.
  • Nandini - The Seeta by MsNandini25
    MsNandini25
    • WpView
      Reads 887
    • WpPart
      Parts 1
    Newlywed Ruchi discovers old photos of Naveen dressed as female characters for Ramlila. Enchanted by his beautiful alter ego, she playfully names her Nandini. After persistent yet loving persuasion, Naveen overcomes his hesitation. He finally recreates the look for her. The transformation is stunning, revealing a vulnerable, graceful side of himself. This intimate experience deepens their bond, fostering a new layer of acceptance and romance in their marriage.
  • The Hidden Sissy by RondaSmitten
    RondaSmitten
    • WpView
      Reads 29,873
    • 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.
  • Part-Time Job Turned Into Something Else. by boywholovestodance
    boywholovestodance
    • WpView
      Reads 773
    • 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.
  • Becoming, for her.  by theNovelNavigator67
    theNovelNavigator67
    • WpView
      Reads 10,320
    • 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."