Lesbian Jail Stories

426 results
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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...

Big House

by colonelstiffy on Sep 13, 2017
Lesbian Sex

I was only twenty three when my identity was stolen. They used it to buy illegal things. I got charged for it. I had no way to prove that I wasn't the one buying all this shit that they said that I did. I don't even fully no what I "bought", because of security issues. The judge was a hard-ass dyke with no mercy. I didn't have a chance. I was charged with th...

Unpaid Tickets

by lustful on Sep 16, 2017
Lesbian Sex

As I was driving home from work on the 405 freeway my favorite song flashlight came on. It's an oldie but I love it. Anyway as I got carried away into the music I suddenly notice red lights flashing behind me. Oh shit I thought, as I looked at my speedometer. I was going 80 M.P.H. and hadn't realized it. As I pulled over a black female officer stepped out of...

A Bad Night for Brandi

by Kansas on Sep 25, 2017
Lesbian Sex

Brandi knew she was in trouble. The 18-year old college student had been out partying at her friend Jessica's house to celebrate the start of spring break, and as was often the case she'd consumed one wine cooler too many. Her friend Naomi had offered to drive her home but Brandi had refused, knowing she'd be needing her car the next day. When she first saw...

Coming Clean Ch. 05

by TE999 on Sep 14, 2017
Lesbian Sex

Chapter. 5 'Friends In Need' Hello and welcome to my readers. Thanks for your votes, PC's and e-mails on my previous stories. In this chapter: Learning that Kat, Kitten and Jo are in jail, Melodie, Tiffany and Courtney come to their rescue. Enjoy. ------------------------------------------------ Gamma House was quiet. It was the week before final exams. M...

Lesbian Blackmail Sex

by SheldonPennwell on Nov 23, 2017
Lesbian Sex

Things were finally going Cory's way. It's been one year since she moved to San Francisco, and up to this point, it has been one struggle after another. Her problems were mostly financial, finding it hard to make ends meet. Cory's job as a Judge's clerk paid reasonable well, but the high cost of rent took most of it. So, when a job performance review gained...

Detention Center FNG

by IntrovertedDyke on May 4, 2020
Lesbian Sex

Here is my first short story, hope you all enjoy. Thanks to SS03 for the help with the editing! ******* Jillian slid her gun into her holster and double checked her duty belt. She sighed thinking of another long 12 hour shift working at the jail; most people who knew her assumed since she was a lesbian she enjoyed working in booking and getting to strip s...

Cell Mates

by sexy_mama_09 on Sep 13, 2017
Lesbian Sex

Veronica was a hardened criminal, she'd been arrested at least twenty times in the past four years. She was currently doing a three year sentence. Today she was getting a new roommate. She couldn't wait, she'd been aching for a new cell mate so she could finally satisfy someone besides herself. Coraline was only nineteen, she'd been arrested for shopliftin...

Cheerleader at the Mall

by flaborn1957 on Sep 12, 2017
Lesbian Sex

Warning: this story involves the submission of a young girl to older women. If you do not care to read about such things, then better go elsewhere. This story is a pure work of fiction. None of the characters are real. ---------------------------------- The red Miata sped down the line of parked cars until it reached the handicapped spot at the end of the...

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...