Sissy
25 stories
The Sugar Baby by queenkyliekxo
queenkyliekxo
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Danny needed to make money fast, so he thought of an unusual scheme. It seemed harmless enough at the start but before long it started taking over his life, and he soon found himself questioning everything he thought he knew about his own gender and sexuality.
Crestwood Academy for Young Ladies - Forced Fem Fantasy by ameliamaebarnes
ameliamaebarnes
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After a wild party spirals out of control, a group of teenage boys are forced to attend an elite all-girls school as punishment, where they must learn discipline and respect. While they initially see it as an opportunity to be surrounded by girls and have fun, they quickly realize that the school's strict rules and their female mentors will challenge and change them in unexpected ways.
Tricked Into Feminization by rissrob
rissrob
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This is a story of how Frank got Tricked Into Feminization by his family and other women.
Abandoned Daycare by Frank3678
Frank3678
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⚠️ WARNING ⚠️ This is a horror story. Steve and Ashley get trapped in an abandoned daycare one day. A cursed mannequin mistakes them for toddlers and forces them to stay at the daycare, giving them the same treatment all toddlers would get.
An Unexpected Fate by HereComesIsabella
HereComesIsabella
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Ben has always known he was different from the other boys, but when his school uniform gets swapped with his sisters, his entire life changes into something he had never expected. WARNING: This story contains some transphobia, assault, and some scenes that are sexual in nature. There are no descriptions in the intimate scenes, however it's obvious what they're doing.
Accidentally Feminized by GenderPlay_Books
GenderPlay_Books
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Charlie finds without any freinds at his new univeristy. He is struggling to have anything in common with his dorm, in which he is the only male. Until he meets Krissy, the girl who is lost. Does he know have his chance to make a friend or is his relationship with her going down another path. A path that, due to a seemingly small accidental event, goes somewhere he did not see coming.
Metamorphosis by Peytoncartwright
Peytoncartwright
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"Metamorphosis" follows the life of John Mitchell, a workaholic in his mid-20s who has lost touch with the world outside of his office. During his monotonous commute, John encounters three captivating women-Lily, a skilled beautician; Victoria, a renowned costume designer; and Sarah, a charismatic personal trainer. Intrigued by their costumes and allure, John strikes up a conversation that leads to a life-changing invitation.
Sissy Sam - A tale of feminization  by RondaSmitten
RondaSmitten
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Sam is just starting secondary school. When he sits next to Leah in maths class, his life as he knows it is about to change.. Forever
My Diaper Sissy by Fighter_Jet07
Fighter_Jet07
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This is a story about a Boy Who wants to be a Sissy. (This is All Fake) I Also Use a Capital Letter for each Word, Please Don't Hate me for it. (CONTAINS SEXUAL CONTENT)
Royal Frills by VictoriaTemple7
VictoriaTemple7
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Prince Taylor is just a boy that gets in a lot of trouble. Some say that he is spoiled and some say he has a problem with temper tantrums. His parents are very worried... so worried that they are sending their son to the Victorian Virtue Institute. This school specializes in an old method of raising boys called petticoat discipline. They help improve a boy's behaviour by expressing their feminine side. In other words, they treat boys like sissies How will Prince Taylor deal with this, and since as a royal member he is in the public eye, how will the public react?