Submissive Shemale Stories

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Showing Off For My Wife's Pleasure

by HotJennieh on Sep 19, 2017
Fetish

A first time effort based on real events. * There I was lying on my back, on the floor of a cheap adult bookstore. All I was wearing were 5" heels, black thighhighs, and a nipple chain. In one hand, I was jerking my throbbing shaved shaft while I was using my other hand to fuck my ass with a double headed dong. Cum was glistening on my face and chest and r...

How It All Began

by subboy85 on Sep 12, 2017
Transsexuals & Crossdressers

The room starts spinning slowly as the lights fade out, my mind is in a daze, and my body is all worn out. I welcome the warmth of the soft sheets as I close my eyes and try to sleep because I need my rest. The sweep familiar ache in my muscles causing sweet surges of pain from my very sore and well fucked ass, still dripping Master's cum, even now after all...

Shemale Shopping Spree

by tawnysuede on Sep 19, 2017
Transsexuals & Crossdressers

She-Male Shopping Spree featuring Chelsea and Victoria, two gorgeous chicks with dicks - and an attitude! by Mistress Tawny Suede "Oh god, I feel so incredibly horny!" said Victoria. "Well, sugar, if we hurry back to the apartment, I've got just the cure," said her best friend and roommate, Chelsea. Victoria looked the stunning black girl in the eye a...

Blossoming Shemale Ch. 03

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is inspired by tawnysuede's Reluctant Shemale: http://www.literotica.com/s/reluctant-shemale If you enjoyed it, I hope you'll enjoy this series. A note on political correctness: I have come to learn just a tiny bit about the transgender community, and by that I mean that I've learned that words such as shemale, transsexual and dickgirl are offensive...

Introducing Virginia Holton

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

A warm spring south Florida sun poured through the darkened windows of Marla Holton's corner office, brightening the firm surface of the sky blue carpet and even revealing "fribbles," her description of the tiny bits of whatever that a good vacuuming by the cleaning crew would clear away tonight. Marla Holton had a PowerPoint slide presentation that she need...

What Happens in Vegas

by HerLittlePiggy on Sep 19, 2017
Transsexuals & Crossdressers

Every year I go to Las Vegas for a convention and it is always a good time. I eat like a king, drink like a fish and spend like Rockefeller. I usually meet up with friend while I am there and play a few rounds of golf and go to a few strip clubs too but this year none of my buddies could make it. I was kind of bummed about flying solo but it ended up being t...

Shrunken at home with Futanari Sisters

by starwarsalpha1 on Jan 22, 2021
Transsexual

With the blessing of Mr.z I am transferring his story "Shrunken at home with Shemale Sisters" to this site. First thing you may have noticed is I changed the name slightly. I just like Futanari better than Shemale personally. If you know the original then you know the ages where lower then what this site allows, so I've gone to the liberty of uppin...

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Shemale im Urlaub

by HansmAyer on Jul 28, 2019
Transsexual

Als Hans sich entscheidet alleine in den den Urlaub zufahren, fällt seine Wahl auf Amsterdam. Er hat sich im voraus erkundigt und sich besonders über das Nachtleben und den Rotlichtbezirk informiert. Hans hat schon länger Fantasien mit Transen und ist gespannt was der Urlaub mit sich bringt. In Amsterdam angekommen verbringt er den Tag als klassischer Touris...

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Awakening: A Author's Mindset

by silkstockingslover on Dec 19, 2018
Illustrated

PS: Yes I know it should be 'An' and not 'A' to be grammatically correct, but I need it this way to make them stay in alphabetical order for future parts. Summary: Deleted scenes, photos and reasons from Awakening: 7 Slutty Blackmail Tasks Note 1: This is not a story, but deleted scenes with explanation from the story "An Awakening": 7 Slutty Blackmails Pl...

In My Dad's Panties

by britneyfan on Sep 11, 2017
Transsexuals & Crossdressers

I knew my parents hadn't been getting along at all well recently and I had even begun to fear that they may some day be getting a divorce, but still the discovery that my father could be having an affair came as both a shock and something really quite distressing. It was the first time I had to confront the truth that my parents' split was a very real possib...