Shemale Aunt Stories

702 results
Orientation
Length
Category
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Infinite Scroll

Just as I like it.

by Revan on Apr 18, 2017
Miscellaneous

Important Notice: On my vacation just now, I found out that I lost some of my fun at writing ever since posting what I created, because I always thought about what would be good for the readers. Something I never did in the years before. I wrote a story just as it came to my mind once again and can tell, that it does far more to relax me than what I did in t...

Wendy Wallin

by Musictaker on Apr 22, 2025

My name is Wendy Wallin and I am a Shemale. I've always been a bit on the heavier side and not just my ass and titties. Calling me chubby in high-school would have been generous, and oh boy were the girls of an all girls high school not kind to the only Shemale and person with a penis in the school. After everyone saw me pop a stiffy during gym class being c...

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...

The Third Gender

by thbwcm on Apr 22, 2025

In this story, you are allowed to play as a lot of different characters who live in this world (or outside it), like: Arthur, an 18 years old boy who is trying to have a comfortable life, while sharing a house with his futanari mother and sisters, also survives the end of high school, a place with dozens of horny futa teachers and bullies. Lilith, an 18 year...

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...

Sprung Ch. 12

by jmmj5 on Feb 11, 2019
Loving Wives

For those of you that provided feedback, even negative, on the previous two Sprung endings. Thank you. I do appreciate that. Since this one is longer than either of the other two, I'm going to give a very short preview, so no one wastes their time on something they won't enjoy. Having said that, this is NOT a RaaC. While Sarah does have her affair and is pu...

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Sex Zoo 2.2: Entry 04

by JMaxwell69 on Sep 13, 2017
Sci-Fi & Fantasy

I was walking down a bright white arc of corridor absent-mindedly fingering the scar on the back of my head. It had to have occurred since I arrived here, but my hair had been much longer and my memories of my past life were fuzzy. I was trying to recall whether it could have happened during that vaguely remembered period that I continued to think of as my r...

Christian College Sex Comedy Ch. 18

by FinalStand on Sep 25, 2017
Erotic Couplings

*If you make one person happy, you save the World. Make a million people happy and you become a politician* (Thanks for Fortima's presence fixing so many of my mistaks (Oddly there is no sex in this chapter; just prepping for the next rollercoaster) (Yes, this tale is supposed to be somewhat humorous and outrageous too. While not always comedic, I'd lik...

Cabin Fever

by mutterguffin2 on Sep 13, 2017
Illustrated

For the past few months I have been been having an incestuous relationship with my two older sisters Becky and Lisa. The last weekend with my sister Lisa left me with mixed emotions. We both confessed to having developed strong feelings for each other that went beyond normal sibling affection. It even went beyond the amazing physical connection that she and...