Sissy Glory Hole Stories

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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...

The Ex's New Toy

by Urtoy2be on Sep 15, 2017
Fetish

A special thanks to Camilla for helping me realize my hidden desires and giving me the courage to put them into words. This is a story about fantasy but based on actual people. Some events are real some are wishful thinking. I hope you enjoy. As always comments are welcome and appreciated. ***** I am a divorced man of sixteen years. I still see my ex-wife...

X-Change

by Noah_Peal on May 15, 2015
Miscellaneous

Pills Pink pills change males to females. Blue pills change females to males. Purple pills (X-Trans) change males or females into transgenders, can be combined with pink or blue. X-Change (Formula subject to change) Acquired from unlicensed "street" vendors. Changed (defective/in testing) formula. Cheapest. High pregnancy risk. Can lead to mental a...

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Birth of a Slut Pt. 03

by Njcdslutgina on Oct 6, 2020
Transgender & Crossdressers

As I laid in bed listening to them fight I was torn from being excited about last night and worried about where her panties I wore the night before were. Then I heard the door slam and it became quiet. I was curious yet scared. I decided to get dressed and go downstairs. Eileen was at the table with the panties! But she saw me and hid them. She asked me what...

AliExpress and Sissy Downfall Pt. 05

by His_fag_wife on Feb 6, 2018
Transsexuals & Crossdressers

Charlie was deep in it now, being assessed by Miss Bell the beautician before she started work on removing all of Charlies hair below her soon to be plucked eye line. Candice the young pretty petite receptionist was also looking on to deepen Charlies humiliation. "Miss Bell, I'm really tight, but even my little pussy couldn't be satisfied by that little cli...

Introduced to Black Dick

by Phantom8JMF on Sep 16, 2017
Transsexuals & Crossdressers

This is a story that is one of many in which it is time for me to share. In a nutshell, my name is Dean, my mother had a thing for Dean Martin it seems, but I go by Dina. I am a 26 year old white pre-op transsexual that has no interest in switching my outside in, if you know what I mean. I was born to a single mother, never knowing who my father was. Conside...

Quenching Thirst

by PutItInMyMouth420 on Jun 19, 2018
Transsexuals & Crossdressers

Warning this story is about gay interracial sex. It borders on sexually deviant and if this offends you I'm warning you ahead of time so you are not reading anything you don't want to. *** I had just turned 19 and was completely in a slutty phase in my life. I was good at pullin bitches, but at the same time, with men, I was the bitch, and I LOVED it. At...

Cross Dresser Dominated Ch. 01

by johnfell69 on Sep 16, 2017
Transsexuals & Crossdressers

I never knew his name. I did remember him, however. He had the thickest cock I have ever seen and probably will ever see. To say it was beautiful was an understatement. It was majestic! Let me backup to the ad I placed on the internet. Where do I start? Well, I have to confess to everyone my deep desire, no, my deep fetish, about wearing women's clothing....

The Backpack

by ~Etoile~ on Jul 31, 2011
Fetish

Moving to a new place is always rough, but it can be rewarding as well. The Nuwisha Design College in Seaside City is a smallish school, but is known for its art and design classes. A lot of literature and word-of-mouth shows that graduates from this school often get very lucrative and popular jobs. Lucky for you, you were able to get in with some of your gr...

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Wishful Thinking

by Artican on Dec 20, 2001
Fantasy

The day is bright and sunny. You are on your way to school, taking your time to appreciate the sights of the bustling people moving around to get to where they might need to be. Upon passing an alleyway, you are alerted by a muffled scream of distress. You move in to investigate. You discover a girl. Her clothes are shredded and there is a large thug looking...

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