Sissy Brothel Stories

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Cheap Sissy Whore To Call Girl Ch. 02

by HardSoft on Sep 15, 2017
Transsexuals & Crossdressers

The day I woke up after being knocked out was a strange one. I didn't know how long I had been missing but I felt my body had been completely transformed. My skin felt softer, I had breasts, my lips were filled with collagen. I remember waking up in a what seemed like a hospital room and walking up to a mirror and looking at a gorgeous bald woman with a peni...

Few of My Ultra-Perverted Fantasies

by whiteboibbclicker on Sep 16, 2017
Transsexuals & Crossdressers

Hello, I am a white boi who's addicted to sissy porn and have a lot of wicked and perverted fantasies. In this list, I will enumerate some of them. I would ask the readers to name the one that they like the most in the comments section so I can write a story about it. Authors are more than welcome if they want to write about any of the themes mentioned here...

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...

Forced Femme

by Mrfriskay on Aug 11, 2018
BDSM

You've always been kind of a nancy boy. A little afraid of women, and awkward. The attraction has always been strong though, especially to dominant women. It was always obvious that you were a little different, but things changed when you met her. She wasn't typical in any sense of the word, and you find out the hard way.What's next? Annabel Lee, 6'1&q...

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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...

Cheap Sissy Whore To Call Girl

by HardSoft on Sep 15, 2017
Transsexuals & Crossdressers

I looked at the throbbing red cock within inches of my face, split seconds before I was to be showered with thick musty spunk on the back alley streets while I thought back to what had happened 24 hours ago when I was a normal 22 year old male living a normal heterosexual life. It all started when my girl friend of the time, Doreen, had filmed us having sex...

Afro Stress Relief Ch. 08

by llts1970 on Nov 11, 2019
Transgender & Crossdressers

It was Monday evening, again, and I hurried home from work to get ready for my shift at 'Babes With Asstitude' (BWA). My new Afro-boyfriend, Drake, rang to chat about our new venture as soon-to-be Brothel-keepers and tell me not to work 'too hard' on my shift as a whore at Drake's uncle, Leroy's, place, BWAs! Drake wanted to come over but I said I wouldn't b...

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...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

Cheap Sissy Whore To Call Girl Ch. 03

by HardSoft on Sep 15, 2017
Transsexuals & Crossdressers

My first few days at the hospital wasn't the typical hospital stay. I'd get fucked by everyone who worked there. Most of the time I was too dazed to realize what was happening but there was always a cock or a pussy that needed attention. The doctors would come in during their breaks to ass fuck me. The nurses would make me lick their pussies clean. I didn't...