Sissy Brothel Stories

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Infinite Scroll

Julie is Sold to Mistress Amanda

by Pretty_Sissy_Julie on Apr 1, 2020
BDSM

Julie followed behind her beloved Madame as they walked up the steps. Julie had worked at Madame's brothel since she turned 18. She remembered how she went to Madame after she was thrown out of her house. Julie's mum caught her in bed with her father and was furious and made Julie leave. After a brief stint as a street walker Julie was brought to Madame and...

Julie is a Whore Ch. 05

by Pretty_Sissy_Julie on Jul 14, 2020
Fetish

Ch. 5 I am a sissy cross dresser that has been living as a woman in Madame's brothel for about 3 years now. During that time I have perfected my skills as a cock sucker and a top notch prostitute. I have my own room in the brothel where I live and entertain clients in other parts of the House. My sister, Becca, does not live in the brothel, but whenever she...

Julie is a Whore Ch. 08

by Pretty_Sissy_Julie on Sep 14, 2020
Fetish

My name is julie. I am a sissy CD that has been working in a brothel for years now. During the week I am a male teacher named Julian, but on week ends and vacations I am a sissy whore that is the property of the owner of the brothel, "Madame." My sister, Becca, also works in the brothel. Since I am a slave there, Madame has given me my own room. Madame has...

Julie is a Whore Ch. 06

by Pretty_Sissy_Julie on Jul 14, 2020
Fetish

Ch 6 Hello, my name is julie and I am a sissy CD. I am very passable and by the time of the events in this story took place and I had a nice bra size of 34B. This is a difficult story for me to write because I am going to write it in 3 parts. The first 2 parts will seem to be unrelated, but hopefully the third part will tie it all together. Just as a warnin...

Julie is a Whore Ch. 10

by Pretty_Sissy_Julie on Sep 14, 2020
BDSM

This is a story about BDSM and pleasure. Please understand everything done was consensual The scenes are no worse than you might see in the movies. There is no actual "snuffing." All of the women involved savored the experienced and had intense orgasms. This story is for your entertainment only. My name is julie, I have been living as a sissy whore for year...

Julie is a Whore Ch. 09

by Pretty_Sissy_Julie on Sep 14, 2020
Fetish

This is the follow up to the events that happened in Ch 8. It would be a good idea if you read that chapter before starting this one. There are 2 things that I need the readers to understand. Everything that was done in this story was done willingly. All of my Incest and Brothel stories are based on real events that happened to me, but I took part in them wi...

Sissy Shopping

by Candour on Sep 25, 2017
BDSM

My first story, finally edited and tidied up. I hope you enjoy it, I enjoyed writing it. --------- You were standing in your local department store in the make up section, looking for foundation. Not too sure what you are doing, and must have looked a little lost as one of the sales girls came up quietly behind you. She was a delightfully pretty 18 year ol...

Sissy Plays the Game of Thrones Pt. 02

by SissyKelly on Dec 1, 2017
Sci-Fi & Fantasy

The small man stood in front of me, I was sat on the bed, the last thing I wanted was to stand and make him feel small. Being small was for girls, not boys, I thought to myself. "Miss Waters, it is such a pleasure to meet you. My oh my are you beautiful." Lord Tyrion said. I blushed. I was sat in a black corset, my cock flicked up and hidden in my black un...

Sissy Plays the Game of Thrones

by SissyKelly on Dec 1, 2017
Celebrities & Fan Fiction

Kelly Waters, fucking Waters I thought to myself as I shook my head. I think the worst part of being a bastard is knowing you could choose any last name, but having it dictated still by birth. I knew not who my parents were, in fact I only knew I was Kelly Waters thanks to the man who raised me, Lord Petyr Baelish. I was born in his house, his whore house,...

Sissy Prince: Origin Ch. 03

by SatinSlip on Feb 13, 2018
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** Olivia pulled off his scratchy wool tunic. It had covered him to just below his cute girly ass. It was uncomfortable to wear, made by Orcs. Yet for some reason it turned him on. His tiny sissy bump was now revealed to the world. It was erect, yet not quite two inches long. He...