Lesbian Jail Stories

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Jail Bait

by kellygirlaj on Sep 13, 2017
Lesbian Sex

Cargill Women's Prison: the one place you wouldn't send your worst enemy. This is the closest to hell I ever want to be, but here I am, all because I'd listened to my boyfriend when he said, "All you have to do is sit in the car, baby, and wait for me. I won't be long. I love you." Well, here I am, waiting, and serving out my sentence of 5-10 years for acces...

Little Jail Bird

by darthkytten on Sep 26, 2017
Lesbian Sex

Cold steel. It's the feel of restriction, of futile struggle. It's around my wrists and barring my access to freedom. It cuts the shafts of sunlight into pale ribbons that lie uselessly across the concrete floor. All this for a little public disturbance? Give me a break. They should be out there catching real criminals. Clang Clang Clangety Clang. Some co...

Linda Morris - Lesbian Jailer Ch. 02

by Dumpington on Sep 26, 2017
Lesbian Sex

We were competing for girls. Yes, I know that sounds terrible, but it is what it is. I apologize in advance for being so politically incorrect & sexist. Hi, it's me, Linda Morris, female jailer at the San Mateo County women's correctional facility, with yet another behind-the-scenes account of what occasionally happens to pretty young women who end up spen...

Linda Morris - Lesbian Jailer Ch. 03

by Dumpington on Sep 26, 2017
Lesbian Sex

A lot of the people who have read about my 'adventures' as a lesbian jailer working inside a women's correctional facility mistakenly believe that all I ever do is molest the pretty girls locked up here, but that's complete nonsense. I'm actually very good at my job, and even if my superiors doesn't always take notice, my fellow jailers and a lot of the inma...

Linda Morris - Lesbian Jailer

by Dumpington on Sep 26, 2017
Lesbian Sex

My name is Linda Morris, and I live in Redwood City, California... AND I'm an employee of the San Mateo County Women's Correctional Center on Maple Street. Oh yeah, and I'm also a lesbian. No, this isn't going to be an inspirational story about my life... you know what I mean, a tale about a girl born on the wrong side of the tracks who pulls herself up by...

Spanked in Jail

by happytobehere16 on Sep 14, 2017
Lesbian Sex

(Author): Some years ago, a girlfriend of mine did time in the county jail and, after her release, told me she had been spanked by a female guard while incarcerated! This was a tremendous turn on for me and, eventually, I persuaded her to put it in writing. I have it to this day (still turns me on!), so I pass along "Lauren's jail spanking" and hope you enjo...

In the Jailhouse Now

by Jabeebee on Sep 12, 2017
Lesbian Sex

I did not really intend to kill my boss; I still maintain it was self-defense. I would have gone crazy if I would have had to keep working for him. So I killed him instead. The jury, while mesmerized by the cute little blue-eyed blonde girl that sat in front of them, still convicted me and that’s how I landed in prison. The judge was lenient and I only got 7...

A Bad Day At The Jail: Lesbian Version

by sexygirl76 on Sep 25, 2017
Lesbian Sex

This story actually has two different versions, a gay version between two men and a lesbian version between two women. Since there are categories for each, I thought I would write a version for each. This is the lesbian version. Andrea gagged as Vicki pushed her pussy against her face. "Suck me if you want to breathe." Vicki said above her as she mashed her...

Within Horizon

by CosmicMission on Sep 16, 2017
Lesbian Sex

She sat in her jail cell, uncertain what to do next and where she even was. She couldn't believe it. She had been arrested. Again. She had already called her mother. Bail would be $300 cash. Her mother arrived over an hour after receiving the call. "I'm Mary Anderson. I'm here to get my daughter," explained Mrs. Anderson. "Brittany Anderson?" asked the cl...

Prisoner Punished

by laffytaffy69 on Sep 13, 2017
Lesbian Sex

My first full day in jail was like nothing I'd ever been through. I woke up and put on my jail uniform which consisted of a black and white striped mini skirt and matching tank top. This was no ordinary jail uniform but then again, this was no ordinary prison. In my cell there was nothing but a bed with handcuffs, a vibrator, a few chains and a mattress on t...