Lesbian Jail Stories

426 results
Orientation
Length
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Infinite Scroll

Abigail's Awakening

by JAGARTH on Apr 3, 2019
Lesbian Sex

"So, Abigail how does it feel to be 19?" her mother asked. "No different than 18, Mom, and thanks for getting me those writing pads for school." "Well, a young lady must be prepared to enter her second year of college. You must plan for when you grow up and enter the world of business." "Mom... really? I told you a million times that I've grown already. I...

Breaking Up Pt. 01

by Shaima32 on May 4, 2020
Lesbian Sex

JULIE'S STORY Ilona and Julie were mentioned in Seducing Zoe Part Four and as promised, I've penned a two-part short story about these two women. The other characters in the abovementioned story don't make an appearance though, so without delay let me introduce you to Ilona and Julie, the story is set in the Melbourne suburb of Mooroolbark, 2012 and begins...

A Kitty for Santa Ch. 03

by monamante on Sep 18, 2017
Lesbian Sex

Once I arrived in Mexico, I was asked to stay on the plane by one of the flight attendants. I sat in my seat until the whole plane cleared out, from there a gentleman in a black suit boarded the plane and said the key words only I would know, "Captain America awaits for you in his car." My biological father was known as Captain America because of his striki...

Emily's Home - Ginger's Out Ch. 03

by AVixenLiterally on Sep 15, 2017
Lesbian Sex

*** Week Three *** I was slinky, sexy and ready for Monday. I think I forgot to mention that I had done some reading over the weekend. I did what the story had mentioned - I 'ribboned' myself. What the hell. It hurts no one. Just the walk from my front door to my car left me shivering. Yum! I had the biggest smile on my face and the wettest panties as I wal...

The Protégé Pt. 04

by rimaday on Oct 8, 2019
Lesbian Sex

The grueling, exhilarating, trip of a lifetime continued with no end in sight. I toured the European offices of LVMH with their Vice President of Human resources, Mr. Renaud. He had become rather fun to be with despite being a handsy old letch at times. He really was quite harmless and easy to manipulate with a wink and a smile and some harmless flirting. A...

New Job Explorations

by Flawless_Interaction on Jul 30, 2019
Lesbian Sex

Deal breaker A day of firsts The train of metro 51 to Amsterdam south station arriving at Wibautstraat was more than usually overcrowded due to earlier delays. Normally I'd wait for the next one, assuming that would be less crowded. I knew I had to get in today, not wanting to be late the first day on my new job. So I strategically positioned myself next...

Competition Ch. 05

by Talusmanic on Apr 14, 2020
Lesbian Sex

Ronnie waited patiently at home for the phone to ring. She was lounging in Jolene's living room, scrolling through the few cable channels that Jolene had on her service. Ronnie had her mind made up that there were going to be a few changes once she moved in. She was waiting to hear how she did at the latest competition out in Austin. It made her nervous tha...

Madelaine's War

by krr1957 on Sep 13, 2017
Lesbian Sex

This story deals with themes of reluctance and coercion in a lesbian setting. If you feel you might be offended please try another story. Chapter 1 She looked so innocent, and I was going to ask her to give her life. Neither the drab grey of her prison uniform nor the harsh overhead lights of the interview room could detract from her natural beauty. The f...

Scandalous

by Stephanie_Rose on Sep 16, 2017
Lesbian Sex

Publication of any and all trademarks contained herein are not authorized by, associated with, nor sponsored by the trademark owners. ~~~ "Oh God, Kira! Kira, please! Please don't stop!" Kira Summers grinned as she pressed her soft lips to her lover's thick, dark nipples. She groaned as she drew the stiff peak into her mouth. The Monday morning Miami sun...

Book 01: A Match Made Ch. 04

by AVixenLiterally on Sep 25, 2017
Lesbian Sex

** July 11th ** We met in the lobby Thursday afternoon. There had been some back and forth over the last couple of days as we talked about what we wanted to accomplish today. The first decision had been to not tell Bette that you were coming. I agreed but did so reluctantly. I understood your thinking. “I don’t want her to have time to prepare a defens...