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A Psychopath's Paradise

by Samuelx on Aug 31, 2017
Group Sex

My name is Keith Ray. A tall, good-looking black man in his early twenties. I have a secret to share with you. I've got no conscience whatsoever. People don't understand me. I've been called everything from functional psychopath to cunning sociopath. I call myself a Free Spirit. A man who does what he wants and lets no one hold him back. Currently, I'm imper...

Prison Woman

by nancyvasquez on Sep 19, 2017
Transsexuals & Crossdressers

I get a lot of questions from men that I meet. Not all of them want to have sex with me; some just are curious about what I'm all about. A lot of people who know me know that I am an extremely feminized male who became a Queen when I went to prison due to alcohol related offenses. I always say that I became a woman in prison - and that is true. But I guess...

Queen Jezebel Women's Prison Intl.

by DemocraticRepublicofBigBreastedWomen on Sep 17, 2017
BDSM

There exists a number of international corporate (private) prisons that were built and are owned by a bio-tech company for the incarceration of big breasted women; or small breasted women who were forced to have large bra cup sizes via surgery once they were committed to one of the penitentiaries within the organized corporate prison system. Queen Jezebel...

New Women's Prison Warden Pt. 01

by Gamahooch on May 29, 2018
BDSM

It was 1954 in a poor midwestern state. Small town lawyer Walt Conner had connections with a powerful politician and was able to be appointed the new warden of Abbotville state correctional institution for women. He was kidded by his friends that he would not have to look hard for pussy from now on. On his first day he drove up to the front gate of Abbotsvi...

Minimum Security Prison Bitch

by JonThomas_ on Dec 19, 2018
Transgender & Crossdressers

Greetings all; in my stories my characters exist in my head, but there might be real life inspirations for some of them. Who knows? As my regular readers are aware, I enjoy writing about the transgender experience from different perspectives. Here I write about a transgender woman whose experiences in prison were quite different than she expected them to...

Incipiunt Vitae Novae Pt. 01: Ginny Awakens

by bondanon on Aug 1, 2018
BDSM

This is the beginning of a series describing Virginia Wentworth's journey as she embraces her inner Domme. We first met Ginny in Executrix Khalidah, which describes the fantasy execution scene leading to the events taking place in part one. I hope that you find time to read and enjoy that story at some point, but I've tried to make this one stand on its own...

When and Where?

by MsSandra on Dec 12, 2018
Interracial Love

My first day as a correctional officer was to say the least an eye opener. I had been told by a former co-worker, whom had actually been incarcerated, what to expect. Like the fact that all the inmates would try to get over on me in some way. They would try their best to get me to do something that would eventually give them something to hold over my head so...

A Halloween Prisoner Pt. 02

by sfsdada on Jul 6, 2020
Fetish

Allison led Jennifer by her leash out of the door, into her New York apartment building hallway. Jennifer suddenly felt extremely exposed now she was out in the open, even though there was no one to be seen thus far. "Follow me inmate, the car is in the garage," said Allison as she tugged on her leash, walking towards the elevator. Jennifer felt her eyes d...

Lady In The House Ch. 01

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended up in one the States high security prison? Well it had a lo...

Sweet Gwendoline Ch. 10

by Schlank on Sep 18, 2017
BDSM

I was naked, my legs were spread indecently far apart and my bottom was pushed out towards Doctor Riemen. This would have been quite humiliating all by itself, however Doctor Riemen increased my mortification by spearing my asshole with her fingers and probing deep and mercilessly into my anus. "Now Gwendoline, I am going to ask you some questions," Doctor...