Sissy Lesbian Stories

25,865 results
Orientation
Length
Source
Infinite Scroll

Futanari Academy Ch. 14

by TheOrcKing on Jun 10, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Halloween Special, 2018 Danielle walked up the steps to her friend Maddie's house, still wearing her Westbrook school uniform which now consisted...

Hades University for Men

by Testytesterton on Mar 15, 2020
Fantasy

Welcome to Hades University, a place of myth, magic, and potent masculinity. You are a first year student, enrolled without your knowledge, by a father you have never known. As you were raised by your human mother, you had no knowledge of you mystical, possibly infernal legacy from your father's side. Suddenly, on your 18th birthday, you started developing i...

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Interracial Extravaganza

by Yelawolf on Nov 26, 2018
Interracial

All stories in here should be about people of different races, anything else goes, you may have a single couples or contain multiple partners as long as one is of a different race to the rest. Human, Monster or Furries will be allowed if you want to start a story concerning them. Remember; all stories contained in here are fiction and the author does not con...

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Who Killed Jenny Schecter? Ch. Adden. 1

by OGSalli on Jul 15, 2020
Humor & Satire

DJ La Pica (Carmen Morales) broadcast her first Top 10 Lesbian Country and Western Tunes list near the end of Chapter 34 of Who Killed Jenny Schecter (see below in case you missed them). Without further ado: "Good afternoooooon, San Francisco! This is your besty former convict galpal, Alice Pieszecki, broadcasting live from the Tower of Power here at Stati...

Backdoor Man - The Missing Chapter

by SevMax2 on Jul 14, 2020
Group Sex

Having settled the matter of who owns whom by everyone agreeing that I owned them all, I was very much engaged in what turned into the Orgy To End All Orgies, or so it seemed that evening, as we fucked our way far enough into the evening that by the time that we were all hungry, we didn't have time to cook. It was partly the fault of those blue pills, which...

End Scene

by felicia_rene on Sep 28, 2020
Transgender & Crossdressers

This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy Description: When a rich wife discovers that her husband married her for her money and to add insult he turned out to be gay. ROLL CAMERA My rich wife had me over a barrel after finding out about my affair with my handsome boy toy assistant. She took a...

Tonight, You Will

by trixie_leigh on Mar 3, 2020
Transgender & Crossdressers

Yes, you should be on your knees for this. Definitely. That's what you like isn't? To serve me? To submit? To be my little bitch? You look awful cute in that chemise, although it does keep falling down your left shoulder doesn't it? Too bad you don't have actual tits to hold it up. That's okay, we can pretend. I mean, I know you pretend all the time. But I...

Roommate Dress-Up

by silkstockingslover on Oct 26, 2020
Transgender & Crossdressers

Summary: Straight guy is feminized by female beauty. Note 1: This story is dedicated to the real Mike who requested this story. Note 2: This is a 2020 Halloween Contest Story so please vote. Note 3: Thanks to Tex Beethoven and Robert for editing this story. Roommate Dress-Up "Shit," I sighed, as I saw my outfit for the wedding... I should have guessed s...

My Girlfriend's Sissy Roommate Ch. 04

by SEVERUSMAX on Nov 21, 2017
First Time

"So, you softened up faster than I expected on the issues of fellatio and vaginal sex, babe. Not that I mind, as it's between you and Rain, and I think that it's rather sexy, anyway, but what prompted that? Just the knowledge that Rain has meekly accepted his lot and will be a loyal husband to you? I wouldn't go so far as to call him a cuckold in the typical...

Brothel Reviewer's

by kieiei on Oct 29, 2020
Fetish

'Before the great civil war, technology reached advances in genetics to the point where a person could become a hermaphrodite with both functioning genitalia, grow cat's ears, shark tails, fur, ext. with no side effects. After the civil war, the USA funded projects to figure out how to prevent a future self inflicted war, a project was pushed to allow brothe...

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