Servicing The Warden Literotica Stories

369,465 results
Orientation
Length
Source
Infinite Scroll

A Worried Warden

by justincbenedict on Aug 7, 2019
BDSM

I think I knew that my career as an associate warden of a major state prison was going to end the night that I passed Turk's cell for the first time. I had a habit of wandering up and down the cellblocks, day and night, just to let the inmates know I was tough and was ready to rumble if they were. It's true, I'm a hardass. Well, not at home. When I'm at h...

New Women's Prison Warden Pt. 02

by Gamahooch on Jun 5, 2018
BDSM

Walt Conner, the new warden at Abbotsville state institution for women, had just arrived at his new job. Miss Jenkins, the chief guard, was showing him the Disciplinary Unit. A sobbing inmate, Anna Gaines, lay secured face down on a punishment table, her ass red with the paddling she had just received. There was a realistic looking dildo protruding from her...

A New Life for Debbie Ch. 08

by dan57 on Sep 14, 2017
Erotic Couplings

From an idea by my gorgeous friend Dee Debbie had gathered her three daughters for a small party to celebrate the third anniversary of the invasion of their home in South England by a gang of kidnappers led by Abbie. The four men had been quite surprised to discover that instead of four shrieking, screaming and crying victims, they faced a close knit grou...

Is This What You Want?

by ElyssaCousland on Nov 26, 2017
Celebrities & Fan Fiction

Ruthless Aeducan Warden; Alistair, hardened, exiled after the Landsmeet; Zevran, rejected and sent away after freeing him from the Crows. Alistair has had it with being abused, mocked, and disregarded, and watching the fallout of the Warden's decisions is enough to make him sick. You know you're in trouble when an assassin has more scruples than the man le...

Lady In The House Ch. 09

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Synopsis: Michele tried to use her feminine charms on the Warden at Chelmsford Prison. He rebuked her and sent her packing back to work in the prison brothel. Now Eddie has introduced her to a powerful friend of his called Davy... Can Michele seduce Dave and persuade him to help her escape the brothel where she works as a transvestite prostitute? From Part...

AFS Driver

by oggbashan on Jun 22, 2020
Erotic Couplings

Copyright Oggbashan June 2020 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. +++ I had just enough energy left to change into my pyjamas and cl...

The Prisoner Pt. 04

by Jamie77917 on Mar 3, 2020
BDSM

Martin is in trouble! Left naked and bound spread eagle on top of a table in a dark room, he can do nothing but await the return of Warden. Left there by Warden naked on the table, exposed and vulnerable, Martin just couldn't help it... he was getting hard. Martin tried desperately to think of other things. Anything other than his current situation. He was...

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...

The Vita Tanks

by sarahstone on Sep 14, 2017
Exhibitionist & Voyeur

Background: In the year 2014, the Universal Criminal Reform Act had been ratified as a response to ever growing crime rates around the country. New and unusual punishments had been contrived and the time-consuming court system done away with. Police could arrest without warrants and for various breaches which before would have been considered only minor. Ju...

The Warden and the Prisoners

by ddwriter on Sep 17, 2017
BDSM

After the US Congress repealed the constitutional separation of church and state, the United States officially became a Christian Nation. One of the consequences of this change has been the severe crackdown on sexual activity in prisons. Even masturbation is now forbidden, and severe punishment is rendered to offenders who fail to control their sexual impuls...