Surprise Shemale Stories

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Shemale Surprise.

by ceb35 on Sep 16, 2017
Sci-Fi & Fantasy

As a single woman I do spend quite a bit of time enjoying porn flicks on my Kindle Fire. But I never imagined that anything I watched would ever happen to me. But it did! My girlfriends and I often go out to one of several bars nearby my home. We go as a group just to hand out and talk and occasionally meet new people. Some are nice and some are just compan...

"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...

Agents of SHIELD (parody)

by Deckard6969 on Mar 2, 2020
Celebrities & Fan Fiction

Starring: Racquel Darrian as herself Lily Cade as Madame Sin Chloe Bennet as Daisy Johnson Ming-Na Wei as Melinda May Wendy as Madame's butch bodyguard Scene 1: Daisy and Melinda are at the SHEILD command center looking at a set of images displayed on several large monitors. Following a brief, awkward discussion, it becomes apparent that a wealthy hei...

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...

Leather Shemale & Leather Wife

by LeatherKev on Sep 19, 2017
Fetish

I have always loved seeing others wear leather. I, too, love to wear leather and have a growing collection. I can't remember when it started but it seems I have always had this fetish for leather. During my first job out of college, I met a lovely young woman named Mikky. She was beautiful. Long dark hair, blue eyes, and long legs. All I could think of was s...

A Shemale Christmas Carol

by ThomX on Sep 16, 2017
Fetish

I got a job working as a mall Santa at the local mall during the Christmas shopping season one year. It had been a real shitty year for me. My wife of almost twenty years left me for a younger man, I lost my other job due to layoffs and, on top of all that, my doctor diagnosed me with high blood pressure (gee, I wonder why?). So believe me when I say the las...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

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...

Sally: His Perfect Shemale Partner Ch. 1

by PunkFan on Sep 16, 2017
Fetish

I am in senior year of school and anyone who has been to school at 18 will know it is not a pleasant time to be working when your friends are all out drinking and enjoying themselves but I needed to go back to school to go the university I wanted to go to. I am a tall fairly muscular straight guy who has had a few sexual experiences before this chapter in my...

Shemale Sisters Ch. 01: Creating a Slut

by hfernandez1983 on Sep 13, 2017
Illustrated

*-*-* *-*-* So, I have been away for a while. Things have been really busy lately, but now I finally have some time to start some writing again. I have tried my hand at writing a straight story on forced sex, a couple of lesbian stories and a couple of transsexual stories. I find that I get quite a few hits on the transsexual stories and that I don't ge...