Submissive Shemale Stories

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Orientation
Length
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Infinite Scroll

T's First Escort

by HORNYWRITERTS on Sep 26, 2017
Transsexuals & Crossdressers

I'd been waiting for about twenty minutes before the doorbell rang. Earlier that evening I decided I would finally take the plunge. I went online to Craigslist and, under the Casual Encounters Section, I found the list for Men Seeking Transsexuals and another list for Transsexuals Seeking Men. Of course, pretty much all of the ads were for escorts. A few ye...

Create a Shemale

by wsauthor on Sep 29, 2018
Science Fiction

*Author’s note: This story is Public, if you have an idea, start writing!* Robots, science and chemistry have all advanced further than the public is aware of. Due to patents and trade secrets, nobody knew it was even possible to create a sex bot. They can have gravity defying shapes and sizes. They can even alter their owner with chemical cocktails. Cockbot...

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The Wish of a Submissive Older Brother

by SubmissiveJosh on Dec 20, 2018
Fetish

Hello people, this is my first story, I am not a native English speaker, so the first chapters might have some mistakes. This was already posted up to chapter 14 in other sites so I am just porting the story over to the Chyoa format. I would like as much feedback as possible. Don't be afraid to lay hard on me what you think and how bad my writing is! I would...

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I Really Don't Know Ch. 02

by SweetFutanari on Sep 16, 2017
Transsexuals & Crossdressers

Not knowing what she has in store for me next, and wanting to get off my knees. I get up and sit down on the bed. As I sit down Sara sits beside me, putting her arm around me, smiling. Me "S, Sara?" She looks over to me. Me "I'm not so sure I'm going to like this whole, being a woman thing." I look up to her but can't seem to look her in the eyes. She's no...

Melissa's Ordinary Day Ch. 03

by Floydman1 on Sep 15, 2017
Transsexuals & Crossdressers

Jessica was excited. She and Melissa had become friends over the past few weeks as Melissa became acclimated to her...new situation. Jessica had been in a similar one the year before. She was a lot further along to her destination, and so as she got her coffee ready, she was aware that while she couldn't possibly stop herself from doing so, she had slid her...

Mistress' Shemale Cock Gift

by MasterHornedGod on Jul 4, 2018
Transsexuals & Crossdressers

Mistress strides into the playroom in her usual seductive way, her curvy hips swinging side to side, very large full breasts jiggling ever so slightly even though squeezed together to form a captivating cleavage by her black latex skin-tight leotard. A see-through chartreuse skirt accentuates her luscious hip curves, revealing the french-cut leotard plunging...

Saving The World Porn Review #1

by vic_elor on Sep 16, 2017
Reviews & Essays

Since I seem to have sufficient free time and a steady access to pornographic material, I have taken it upon myself to save the world from bad porn! How am I going to do that you ask? By watching lots of porn, jerking it a few times to clear my head, and then give it either my thumbs up or thumbs down. My system of review will be fairly simple. I will pro...

Attack of the Chakra Witches Ch. 02

by Nocturnal_Ferret on Sep 16, 2017
Transsexuals & Crossdressers

########## Chapter Two I witness others broken to the chakra ########## I awoke not to the sound of fighting, but fucking. And not the high-pitched squeals and cries of women, but the throatier entreaties of men who were either pleading and begging or moaning out their pleasures nearby. And around me there appeared to be several Altan men, some still...

College Shemale babysitter

by tomf15 on Sep 15, 2017
Transsexuals & Crossdressers

Disclaimer: All characters are 18 and over. Jessica pulled up in front of a large house at the end of the street. She looked down at the text; 1278 Backstreet. "This is the right place," she thought. Jessica was a fairly normal, attractive college girl. She studied hard, partied on weekends, and liked to work out. There was one thing that separated her f...

Crossdresser Crosses Over for Good

by TVTrishCD on Jun 8, 2020
Transgender & Crossdressers

I certainly allowed myself be conned! So, I had a problem with my turn signals on my car back in early January. I was pretty sure it was the turn signal switch, but not sure. There is a site where sex ads are very prevalent. In the CD section it's mostly hispanic, and oh do the latino boys just LOVE us white cd's!! They are very relentless in their pursuit o...