Shemale Sissygasm Transformation Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

The Secret of the Island Pt. 04

by neoview on Oct 30, 2018
Sci-Fi & Fantasy

You thought the story had died but it was just my lazy ass refusing to continue. Also I was busy with my girlfriend so I couldn't really focus. Yes, I have a girlfriend now. Well "she" prefers to be called a girl even if she isn't. Without her I would finish this story much faster, but... she gave me some interesting ideas which were too good to ignore. ***...

Not So Adverse Reaction Ch. 03

by ElliottEden on Aug 29, 2017
Fetish

Authors note. Chapter three is a continuation of the previous two chapters, just in case you have just started reading. Things are going to get progressively kinkier in Betty and Elliot's life, with that in mind please read the tags associated with this story. I hope you enjoy the ride. "...sex addiction is also progressive. It often starts with a relativel...

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...

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...

Shemale Adventure Ch. 1

by girlboybootsie on Aug 18, 2017
Fetish

You: early 20's, tall boyish good looks with a lean and muscular body. Dressed in tight leather pants, from behind your tight buns are revealed by the shiny black leather, as are your cock and balls from the front. You are wearing black leather boots and a denim shirt that refuses to hide your strong broad shoulders. Me: early 30's, tall, blue eyed, consid...

Shemale Tales: The Christmas Party

by silkstockingslover on Sep 2, 2017
Illustrated

Summary: Young woman discovers the perfect man... a woman with a dick. Note 1: This is a Christmas 2016 Contest Story so please vote. Note 2: Thanks to TexBeethoven, Robert, Dave, and Wayne for editing. Shemale Tales: The Christmas Party I'd been working at the firm for only a couple of weeks and originally wasn't planning on attending the staff Christ...

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...

Shemale submission

by wendals on Jul 18, 2010
Fetish

You wake up with your head throbbing like you've been hit over the head with a bat and you can barely see as you struggle to open your eyes. After a minute or two your vision slightly clears up and you notice that you're in a bedroom, your arms and legs are tied to the bedposts and you're dressed in nothing but a pair of pink panties. You scream out for hel...

Shemale Trouble

by Braids on Mar 11, 2007
Fetish

You were at a bar when it happened. You were just having a drink when a hot girl started hitting on you. You had nothing else better to do and you didn’t want to pass up an easy lay so you offered to take her back to your place for a little fun. She agreed without a question, but as you were walking out of the bar, you felt something hit the back of your hea...

Tentacle Rape

by Shemale_Lover69 on Jan 15, 2009
Fantasy

Before we begin, here's a little background info: You come from a distant planet, searching for live victims to lay your eggs in. On your planet, there are only males, so in order to reproduce you need to lay eggs in humanoids. You appear in the shape of a man, which is a trait your race has so you don't stand out on humanoid worlds. Unlike most humanoids, y...