The Natural Sissy
  • Reads 24,487
  • Votes 101
  • Parts 14
  • Time 3h 50m
  • Reads 24,487
  • Votes 101
  • Parts 14
  • Time 3h 50m
Complete, First published Jan 02, 2023
Sebastian is on his way home after his first term at boarding school, a difficult term at a very special school, and he doesn't know what awaits him. He knows he has let his mother down, and he knows that he is in trouble, but he hopes he has survived the worst of his punishment and that things will be back to normal over Christmas. His new friends think otherwise, but educational petticoating is not for him, and he thinks his mother will agree...
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Kate's College Struggles by Kittylyn209
5 parts Complete
Kate is a small, shy girl who's starting college after barely graduating high school. She didn't want to go to college initially because she didn't feel like she could handle it, both academically and mentally. However, when her one and only friend Megan decided to go with her, Kate agreed. The small girl has anxiety issues due to being bullied for her childish appearance and behavior. Kate was born with permanent incontinence, making her have to wear diapers her whole life, something she was bullied for in school. It also didn't help things that she had a growth hormone deficiency, causing her to stop growing at only 4'5 tall. The bullying was only exaggerated further due to her childish mannerisms, always carrying around a stuffed animal and drinking out of sippy cups. The onset of her first college semester caused her anxiety to skyrocket to new levels, which in turn, caused her to become even more childish. Megan, Kate's only friend, was a 6'1 tall girl who had great grades through all of school, taking all advanced classes in high school and entering college with a year's worth of credits already. Her much better grades caused her to be in different classes than Kate through all of high school, but Megan used her status as the smartest student in her class to choose her schedule so that she always had lunches and study halls with Kate. The two girls became friends all the way back in kindergarten. Even back then, Megan was the smart one. She realized that Kate always needed extra help with work and would go into the teacher's office with the teacher for diaper changes. Megan felt bad for the poor girl, having stopped wearing any kind of protective underwear herself soon after she turned 2. So Megan introduced herself to Kate and they quickly became friends, Kate becoming clingy even towards Megan. How will Kate's first semester of college go? Will she be able to handle it, or will she end up flunking out or dropping out?
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Slide 1 of 10
SISSY & FAMILY  -  1 cover
DROP OUT cover
Little Sister cover
Daffodil amongst Thorns cover
Royal Frills cover
Kate's College Struggles cover
Nanny Diaries 2 - The New Litter cover
A brats Territory cover
Beautiful Delight cover
Emily's journey to happiness cover

SISSY & FAMILY - 1

18 parts Complete Mature

He thought he was living a normal life, a good son, a devoted brother. He was wrong. Deep inside him, a hidden desire simmered, a yearning for something more, something forbidden. And when he stumbles into the world of sissy submission, his life takes a sharp, delicious turn into the realm of silk, lace, and utter surrender. Under the guidance of his captivating Mistress, he embarks on a journey of transformation, embracing his femininity with a fervor that shocks even him. But as he delves deeper into this intoxicating world, a web of family secrets unravels, exposing the dark underbelly of those he thought he knew. His younger sister, a wild child with a thirst for power, discovers his secret and uses it to fuel her own twisted games. His seemingly perfect MIDDLE sister struggles to reconcile her brother's transformation with the world she thought she understood. And his parents... well, let's just say they have secrets of their own. This story is a wild ride of sissy training, family drama, and the intoxicating thrill of forbidden desires. It's a story that will challenge your perceptions, ignite your fantasies, and leave you craving more. Are you ready to surrender? (Warning: This story contains mature themes, including sissyfication, domination/submission, crossdressing, and explicit sexual content. Reader discretion is advised.)