Lesbian Sissy Maid Stories

230 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Auntie's Panties Ch. 05

by EasilyConfused on Sep 14, 2017
Lesbian Sex

The sight that greeted Susan as the front door was opened surprised, even amazed, her. Before her stood an overly maid up blonde haired woman dressed in a stereotypical French maid's outfit standing on astonishingly high heeled black sandals. It took Susan a brief moment to gain her composure after witnessing what she thought was a very surreal image. "May...

Turning Contest: A Girl Guide's Sis

by silkstockingslover on Apr 17, 2019
Lesbian Sex

Summary: 18-year-old is selling cookies for her younger sister is seduced. Thanks to: Thanks to hfernandez1983 for the story idea suggestion. Thanks to 2: Tex Beethoven, Robert and THE TURNING CONTEST is a week-long competition between five MILF best friends over who can turn the most straight teens, college girls and women. The prize: The winner gets...

Turning Contest: A HIT & LICK

by silkstockingslover on Jun 4, 2019
Lesbian Sex

Turning Contest: A HIT & LICK (OR HIT & SEDUCE) Summary: Car accident leads to MILF seducing two sweet teens. Thanks to: Thanks to hfernandez1983 for the story idea suggestion. Thanks to 2: Tex Beethoven, Robert, THE TURNING CONTEST is a week-long competition between five MILF best friends over who can turn more straight teens, college girls and...

Auntie's Panties Ch. 06

by EasilyConfused on Aug 14, 2018
Lesbian Sex

Hailey's hips bucked slightly as Daisy slid his tongue deeper between her velvet lips. His probing tongue enjoying greater access to her juicy flesh with each thrust his worn and widened butt hole received from the ten inch dildo that hung from Brenda's waist. Brenda's hands rested on the hips of her one time boyfriend as she rhythmically fucked him with the...

The Two Wives

by fermpera on Sep 25, 2017
Lesbian Sex

After two postings of this story being rejected it was suggested to me I used an editor. I did. She is Mariewriter, an exceptional writer, no pun intended, see her in Lit, and more than an exceptional editor. Thank you very much Marie; thanks for your patience and for sharing your knowledge; if this story is any good it is because of you. Muchas gracias de n...

Alexi and Jana

by Sexy_Lisa on Sep 25, 2017
Lesbian Sex

This another story I had previously written. I hope you enjoy reading this as much as I have writing it. Comments are most welcomed. I just hope that I caught all the errors. Sexy_Lisa Collins ***** Setting in my one bedroom apartment, drinking my Bud light, feeling a little down with myself, I sat near the window looking out at the raindrops falling on th...

Ann's Awakening (The Second Letter)

by lustylaurie on Sep 16, 2017
Lesbian Sex

This letter originally appeared in Buxom Beauties magazine on June 9, 1997: Sweet readers, It has been exactly one year since the good editors of this magazine published a letter written by my sexy girlfriend and fellow "research partner", Courtney. Since that time, the publishers have reported to us that they have received a flood of letters from horny ho...

Cursed: Rebirth of the Idol Ch. 03

by AnotherHotWife on Sep 11, 2017
Lesbian Sex

Disclaimer: This is a work of fiction and people need to understand that it is for entertainment purposes only. Note that all characters in the story are over the age of eighteen (18) years old. The term 'teen' or 'teenager' can easily refer to a person who is eighteen or nineteen! I am happy to say that the original story 'Cursed: The Idol of Lesbos' has b...

A Remarkable Phase of My Life Ch. 03

by bdrew86 on Sep 13, 2017
Lesbian Sex

Prologue: After Gopal left, I slept the whole day. It was a Saturday and I was on leave so I didn't have to worry about my professional commitments. Anyways, after such a long, tiring night, all I could think of was sleep. I slept till late afternoon except during lunch and bathroom breaks. I needed rest not just to recover from last night but also to ready...

The Launching of Slave Georgina

by Slave_Georgina on Sep 14, 2017
Lesbian Sex

The following is my best memory of how I came to meet Mistress and commit myself to her service. The events themselves I distinctly remember as they were important episodes in my life and, as such, stamped upon my memory. However I admit to taking some license with conversation and minor details, as I do not remember them exactly, although the general gist i...