Shemale Aunt Erotica Stories

17,990 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Arms Of A Woman

by Samuelx on Sep 13, 2017
Transsexuals & Crossdressers

San Francisco. Mariah walked out of the Bordello. She was getting sick and tired of that place. Sick and tired of working endlessly to satisfy the depraved desires of those people. How she loathed them. Since she began working at the Bordello, she had seen a side of humanity she had never thought was possible. The worst imaginable side. She was just anoth...

Erotic Dreams

by NewHere123 on Apr 22, 2025

Hi everyone, This isn’t so much a story as it is a dream diary. Sometimes I wake up from really intense, vivid dreams. And sometimes I spend five minutes writing down the details I remember from the dream (in an effort to increase lucid dreaming). Sometimes these dreams are pretty epic, with dinosaurs and robots and stuff. Other times, they can be pretty ero...

Open in Reader

Mommy's Slave

by Futafan567 on Dec 7, 2019
Transsexual

You are Jim. You are 18 years old and live in an average sized home with your mother Jennifer (Jen for short). Being homeschooled for most of your life, you never went outside very often. In fact your only “friends” are the two girls Amy and Mary who live across the street. You are really only friends with them because they live so close but you were never t...

Open in Reader

Room service

by Rookiegag on Jan 10, 2015
Miscellaneous

You´ve been driving all day on the highway. Fear of flying has its massive downsides, like incredibly boring days spent driving to get to your aunt in Chicago for Christmas. You check the GPS app on your iPhone and it alerts you of a motel a few miles ahead. It´s not cheap but not expensive either. Feeling weary to the bone, you decide to get a bed for the...

Open in Reader

Sheena's New Girlfriend

by Writer345 on Sep 16, 2017
Transsexuals & Crossdressers

Okay, here's my second attempt at a story for this site: it starts slowly, so if you are after instant gratification: look elsewhere. Thank you to the people who advised me about story classification after "Plaything": I'm pretty sure that I have got this one right, though! Please let my have your constructive comments as they will help me to improve. Please...

Twenty Questions

by silkstockingslover on Jan 7, 2018
Reviews & Essays

Summary: Jasmine responds to most common questions asked by readers. Thanks to: Tex Beethoven, thor_ph, Robert, and Wayne for editing. 20 Questions I get asked a lot of questions about myself and my writing. There was even an article by Bob_Aganoush called Literotica Authors 02: silkstockingslover. This makes me think I should go into more detail. So her...

By the Beach

by RjThoughts on Sep 13, 2017
Erotic Couplings

Prologue I needed to get away, needed a change of scenery. Though it's small, Beverwyck still had its distractions and annoying noises. Moreover, it was too close to the malls and cafes that would take my precious time away from finishing my latest novel, an action/adventure tale starring my most favorite character, Thierry Prud'homme IV. I called an aunt...

Surfer Dude and Beach Babe

by bi_justin on Sep 16, 2017
Transsexuals & Crossdressers

Contains male-on-male sex It had been a relaxing but uneventful vacation. Most of the small resort's guests had departed after New Year's Day and only a handful remained. There was a conspicuous dearth of talent, with the exception of a few sun-kissed honeys vacationing with their families and perhaps three or four cute couples on a holiday getaway. One of...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

A Pornographer's Apocalypse

by eneo on Sep 1, 2017
Humor & Satire

[Inspired by and dedicated to a very lovely Swedish woman The screenplay was submitted separately] Director's Diary 12.1.2011: We're waiting for Moi and Soi to get here, they're the asian ladyboys we've booked to play Toi and Noi. From their pictures they seem super hot and I think we'll get a boxcover that people will love. I picture Soi sucking off Moi...