Lesbian Jail Stories

426 results
Orientation
Length
Source
Infinite Scroll

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...

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...

Quinns

by Dotrice1 on Sep 14, 2017
Lesbian Sex

I walked into Quinn’s like I always do. Gayle, the bartender looked up and said, “Harri, I don’t want any trouble.” I said, “Look, Gayle, thirty days in jail and fifty stitches taught me a lesson. You won’t have any problems with me. Promise. Now gimme two drafts and a Guinness.” She drew the beers, and I sucked the first down as she was putting the Guinne...

Caught in a Spider's Web

by Kansas on Sep 25, 2017
Lesbian Sex

"I've got a wild one for you tonight, Bel!" "Hi, Margie!" The black jailer looked up from the novel she had only just started reading but was already bored with. "What have you got for me?" "Public intoxication. Her boyfriend was pulled over for D.U.I. He's being booked next door." At that point the female police officer pulled into view her protesting fem...

Sweet, Sweet Heather Ch. 04

by Cre8tiveBliss on Sep 18, 2017
Lesbian Sex

We walked, hand-in-hand, to Heather's kitchen, both of us wearing nothing but our smiles. I felt, in a strange way, a little more shyness than I normally felt. Heather seemed totally at home with our little nude jaunt. She carried herself well, walking smoothly and giggling most of the way. Her breasts, due mostly to their diminutive size, hardly bounced at...

When It Rains Pt. 07

by MarzScorpion on Sep 25, 2017
Lesbian Sex

Kymona POV When I opened the door there stood Montell. We stood eye to eye so we were about the height, but weight wise he probably weighed 185. His hair was slicked back like Billy Dee Williams and he was wearing an old school pinstripe suit with the hat and shoes to match. He might have been something to look at back in the day, but right now he just look...

The Thief Pt. 01

by domfun on Dec 17, 2017
Lesbian Sex

Lisa hit "Play" and stared at the monitor. It showed her employee, Keisha Wilson, taking money from a customer and then, instead of ringing up the sale, putting the cash in her pocket. She then wrote on a piece of paper and handed the paper to the customer, along with a bag containing the blouse the woman had purchased. Thirty eight years old, Lisa was the...

Somewhere in the Badlands

by SeedyK on Sep 12, 2017
Lesbian Sex

"A gift for my beautiful, bisexual fiancé Cici, a story devoted to her dark and magnificent desires." * "I don't understand Officer, what's the problem?" Cici shifted nervously. It didn't help that the cop was so hot. A little taller than herself, the officer's tan outfit clung to her lithe frame and small, perfectly formed breasts. The shock of platinu...

Nilofar Pt. 01

by Deceptivedomain on May 15, 2018
Lesbian Sex

Welcome, dear readers, firstly I want to apologize to all my followers for the long delay in between my first story and the present one. Anyways, this is the first part of 'NILOFAR', another long lesbian romance and I hope you find it interesting enough to read till the end. Thanks, as always, to 'Old naked dad' for his skillful (and phenomenally speedy!...

When Lyssa met Joanna Ch. 08

by RavenSSS on Sep 15, 2017
Lesbian Sex

Joanna took Lyssa everywhere in town. Everyone seemed to be talking about the two beautiful women and the huge dog who went everywhere together. They really were the talk of Mackey. The slit skirts that Lyssa wore and the heavy dog leash attached to those skirts were whispered about also; no one had the nerve to ask the two women about it. On a warm spring...