Shemale Seduction Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

Shemale Stories: A MILF Fucked

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Lonely MILF walks in on teen girl masturbating and.... Note 1: Thanks to Hernandez for doing the photos for this story as well as the plot bunny that led to the final story. Note 2: This is a 2017 April Fool's Day Contest story so please vote. Note 3: Thanks Tex Beethoven, Robert, goamz, With my daughter Simone away at band camp as a counsello...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Jasmine Fantasies: Nylon Seduction

by silkstockingslover on Mar 31, 2020
Illustrated

All characters are 18 years of age or older. Summary: Jasmine is seduced by secret admirer in nylons. Note 1: This is an April Fools 2020 Contest Story due to not one, but two plot twists. Note 2: Thanks to NYLONSKITTY/NYLONSKITTEN for permission to use her photos. She really is a gorgeous woman and worth checking out. Plus, one old pic of me (I mean real...

A Chance Encounter Ch. 02

by grover10 on Sep 14, 2017
Celebrities & Fan Fiction

Chapter 2 (Pornstars, Fan-based, Transsexual, Shemale and Female, Seduction, Creampie, Fantasy-based, Masturbation, Lesbian, Threesome, Orgy) Characters (in order of appearance): Julia Ann, Vaniity, Alina Li, Rachel Starr (Non-Sex), Randy Spears (Non-Sex), Elsa Jean, Diamond Jackson, Alura Jensen, Heather Hunter, Simone Sonay, Venus Lux, Brandi Love (Non-Se...

A Transforming Invention

by TransforMaster on Jun 1, 2016
Humor & Satire

In this story, somebody comes across a transformation device. This device allows the user to transform themselves or anybody else into anybody and everything. First choice is... What situation does this story start out with?What's next? Sara, a 24-year old student Sexy girl on a sofa! Two naked women(?) in bed Kate and Her Iffy Shapeshifting Chamber You are...

The Green Plague

by ScumDumpster69 on Nov 18, 2019
NonHuman

Author's note: Hey, this is my first time testing the waters of fantasy writing. It's a story about a feminine boy and a large, hulking shemale orc, during an ongoing war between orcs and humans. WARNING: Contains non-con. There is also a gore scene early on in this chapter, but it's not related to sex in any way, and doesn't involve any innocent or undese...

Pinch Hitter Ch. 01

by npanxx on Sep 14, 2017
Anal

This is a work of erotic fiction. All characters in the story are over the age of 18. ~~~~ My fascination with shemales had cost me my first marriage. I guess if I were to be honest with myself I would have to admit that the marriage was doomed to fail anyway. Barbara was as close to being asexual as a person could get, and in addition she was bitchy a...

Sisters of Blood

by dalespeer on Sep 12, 2017
NonHuman

Christina sat underneath his window, watching his chest rise and fall in measured rhythm. She was waiting for the right moment to enter Dale's home and transform his life completely, by not only transforming him into a vampire but also by transforming him... into a voluptuous young woman. Christina Mitchell was 478 years old, transformed when she was 18 by...

Sensations

by beau_thwayz on Sep 16, 2017
Sci-Fi & Fantasy

They had been friends for 20 years, & in all that time he had felt attracted to her. They'd had many long conversations about sex over the years, yet had never acted upon them. When he tried to start something up, she often seemed stand-offish, & sometimes shy or even afraid of him. Figures. He should have never told her so much about his fantasies. Yeah, it...

Open Your Mind to Something New

by Dazman on Nov 4, 2019
Fetish

Open minds create amazing experiences This experience had its genesis in my early twenties when I unexpectedly began exploring my bi-side with my childhood buddy, Lyndon while both of us were studying at university (refer to my story Friends Satisfying Each Other for background context). This story takes place over a weekend, Friday evening to Sunday after...