Lesbian Sissy Stories

253 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

Elle & Laura

by SierraMyst on Sep 12, 2017
Lesbian Sex

Pam had just left to meet her 1:00 curfew, leaving Laura and I alone together in my room, playing truth or dare. "Okay, Elle, truth or dare?" asked Laura. "Truth," I responded immediately. Laura was definitely the wilder of the two of us, and I didn't know what she'd dare me to do. I admit it, I'm a sissy. "Okay. Hmm," said Laura. She had to think for a m...

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...

Guestbedroom Fun

by osienna on Sep 16, 2017
Lesbian Sex

Sheila couldn't believe what she was doing. Her mouth was pressed firmly against a moist bare pussy and her tongue licking in and out with passionate need. She flattened her tongue and took long licks before flicking the clit several times and returned to long licking again. Above her, Sissy sat astride her face and enjoyed this younger woman's delightful t...

Faro Summer

by Belle_in_south on Mar 25, 2019
Lesbian Sex

The new owner of the Faro Ranch was unlike anyone that Emily Wilder had ever met in her twenty-two years of life. Her world did not extend far beyond the slat fences of the Faro. Her father had managed the ranch for Mr. Donavon for twenty-six years. When the old man had died, his son had auctioned off the cattle and sold the property. Emily's poppa had worri...

Shade's Destiny Ch. 03

by AVixenLiterally on Sep 19, 2017
Lesbian Sex

On we go to the next jolly tale. The auction! The grand prize (me!) had brought quite a haul for the sorority. It was oddly pleasing too. Shade informed me the date was set: the last Saturday in September. It seemed unusual being so long after the event itself. Stacy put the date into my calendar when I gave to her. A raised eyebrow. A nod in response. This...

Slope

by cactusjuggler on Sep 12, 2017
Lesbian Sex

"I'm surprised you guys haven't tried it," Sondra said. My neighbor friend could talk about bondage as if it was nothing unusual. She had a tendency to drag our conversations into the gutter, so it wasn't that shocking. I usually pretended to be surprised by her crude banter, but the truth was that I enjoyed it. Since we'd moved into the neighborhood she wa...

Holly Joins The Team

by jessijessi34 on Sep 13, 2017
Lesbian Sex

It was a big day for Holly Anderson. She had been in college for about a month, but today was the first official day of practice with the basketball team. She was attending a very prestigious university, known both for its excellent academics as well as its athletics. Holly was on a "full-ride" scholarship, based on the fact that she was all-State in two spo...

Daphne Green: A Beginning Journey

by silkstockingslover on Oct 10, 2017
Lesbian Sex

Daphne Greene: A Beginning Journey Summary: At an all-girl college, an 18-year-old discovers lesbian sex. Note 1: This is dedicated to Strange Buddy who suggested the idea. Note 2: I have been asked for years to write an original story focused on Daphne Greene. You can read about her as a minor character in a few stories, starting with the Bedding the Bab...

Affairs Assistant Ch. 05

by missgirlonwire on Nov 20, 2018
Lesbian Sex

I was alone with my daughter's boss, Lynnae, in her childhood bedroom. She was panting after running up the stairs to escape a fight that had broken out in front of us. She smiled at me. "That was pretty wild, huh?" "Your dad punched that guy," I breathed. "He had to protect all of this," she said, gesturing to her toned naked body. "My dad lets people loo...

Black Spanking Queen

by BlackManWins on Jan 8, 2019
Lesbian Sex

Mistresses Melba the Black Spanking Queen My name is Melba and I am a 46 year old single black woman living in Oakland, California. My husband left me 14 years ago for another woman. Turned out she was a good looking young white girl with big knockers that he had been fucking for over two years on the side. I am a big woman tipping the scales at 240 lbs. I...