Lesbian Jail Stories

426 results
Orientation
Length
Source
Infinite Scroll

Protective Custody

by Dumpington on Sep 25, 2017
Lesbian Sex

As soon as Luke Carlito saw the dark figure enter his club he knew it had to be a cop. Luke was the manager here at the Palomino Gentlemen's Lounge, and he also acted as bouncer when the need arose. He always kept an eye on the door, both to keep out the riff-raff and to size up potential troublemakers. Plainclothes cops he could also spot, but he generally...

My First Lesbian Experience

by lesbian_luvr on Sep 16, 2017
Lesbian Sex

One day, I was shopping at a high-end department store and saw this lovely jacket I wanted to get for some time. I was excited until I saw the price $350! That was way more than I could afford, especially with college costs always rising. I really wanted the jacket, though, so I got risky. I went to a corner out of security cameras and people's views and put...

Her Daughter's Friend Ch. 02

by mmumbles on Jul 14, 2020
Lesbian Sex

Angela awoke the next day with a bad taste in her mouth. She flushed with shame as she remembered what that taste was. A little thrill of excitement made her shiver. No, she was cold. She was nude and not covered. Her rumpled bed had been stripped of blankets. She was reaching down to get a blanket off the floor when Bobbie appeared in the doorway. She was...

Captain of Her Heart Ch. 08

by velvetpie on Sep 19, 2017
Lesbian Sex

Another sleepless night and not even coating my fingers with pussy cream three times could bring it. This time, it wasn't simply a question of what I was feeling but the knowledge that she possibly felt the same way and had left the ball in my court. I had no idea what I was going to do. The lone wolf in me wanted things to remain the same. Part of me wanted...

Justice For Dawn Ch. 01

by SplitLicker69 on Sep 15, 2017
Lesbian Sex

LONG LIVE THE KINKY FINALE a 4 PART SERIES Note: For better understanding of this story please read TRANSSEXUAL SISTERS Part 4 and 5 and LONG LIVE THE KINKY Chapter 5 page 7. A REUNION It was like a class reunion as old friends gathered for the weekend at Dawn and Gwen's spacious home. Michelle and Nicole flew in from New York where they were featu...

A Shower's Digression

by trebonus on Sep 16, 2017
Lesbian Sex

Oh! how trying a workout may be when frustrations require such a forum for expression. I, for the unknowing reader, am a female of tall stature, golden blonde hair, and sky blue eyes highlight fair features and sweet accents, of 18 years. My frame is slender but not frail, as I stand nigh on 5'8", and my bra measures 34b. Returning to the story, I shal...

Tiny Dancer

by CorbinC on Feb 19, 2018
Lesbian Sex

This is a work of fiction. All characters are 18 or older. "Jerry, what are we going to do for Valentine's Day?" I was suddenly reminded Valentine's Day was a week away. But I was surprised by the reminder since Karen and I have been deemphasizing that day more and more each year. During the two years we were "courting", as a typical male I assumed it was...

Sea Worthy Ch. 01

by trappedinside on Mar 2, 2020
Lesbian Sex

Her hair was cut short and without any obvious intention. White was the only word one might use to describe it. Even with its limited length, it somehow found a way to escape from beneath her ball cap. She was tanned in a way that screamed 'I have nothing else to do but lay beside my pool.' But, her jeans, knee-bare and faded, and the un-ironed plaid shirt c...

Sex Ed Ch. 04

by heatherrrrr on Sep 16, 2017
Lesbian Sex

I was consumed by panic as I looked at Kenzie who was in my bed. My heart felt like it was going to fall out of my chest. Flashes of the future raced through my mind: I'd lose my job, get sued by Kenzie's parents, end up in jail, get raped in jail, and when I leave jail I'd have nothing, no one, and I'll be scarred as a sexual predator for the rest of my lif...

2 Ladies in Scottsdale Ch. 01: Do You Want That?

by ExperiencedStoryteller on Sep 25, 2018
Lesbian Sex

This is an NSFW story. If you are under 18, go away. I started this as an outline for an author I was editing stories. When they rejected the idea for themselves to write, I decided to see where it would take me. ***** "Do you want that?" she asked, clearly surprised. "No, I don't. I mean, this is as far as I know I can go. But..." she stopped me again,...