Sissy Tattoo Stories

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Becoming a Sissy Maid & Slut Vol. 03

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Chapter Seven: Another Day in Chantel's New Life. It's 7:30am and the alarm clock goes off. I awake to my first morning in my new sissy slave home and life as a sissy maid and slut. I get out of bed, stretch and strip nude for my enema and shower. My butthole still hurts from last night's gang rape session, but I won't protest, nor do I really wish too. In...

Becoming a Sissy Maid & Slut Vol. 05

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Prefix: A continuation of my sissy maid and slut journey. I hope you all do enjoy my unfolding story here. I am writing further chapters with hopes to give you all a semblance of some of my sissy ideas and thoughts so that these may excite you as the reader. I will try hard to keep each chapter on an exciting flow of what I feel may be life of a full time si...

The Appraiser Ch. 02

by ctlthrmn on Sep 13, 2017
Fetish

I helped Brenda to her room. Before opening the door I gave her a gentle kiss and told her how proud I was of her, and how pretty she now looked. I told her that there was a special surprise waiting in her bedroom and that I would come back and check on her later. I slowly opened the door and let her enter. She didn't know that Mary had watched the whole...

Marabogo: Cuckold Island Ch. 03

by eeric on Jan 21, 2019
Interracial Love

A crowded lobby stood in front of Joshua as he began to drag the suitcases towards the elevators. Luckily two of the cases had small wheels on them, which made it a lot easier. Though the laughter he got from the women he passed made the whole matter a lot more humiliating. Joshua could hardly fathom how this had all happened. Just a few days ago he had go...

The Pantysissy Diaries Ch. 02

by JPantyboyVSL on Jun 5, 2018
Transsexuals & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapter 1 before reading chapter 2. *** The Amtrak train Jaymie was onboard with his new Mistress, Sydney had just pulled into NYC. Jaymie had to get...

My Medical Vacation

by sissymissyct on Jul 10, 2019
First Time

BRENDA'S MEDICAL VACATION by Brenda Finally on the way to the airport. My first trip to Europe. I wish my wife was coming with me but she was just dropping me at the Laguardia international terminal. I certainly hoped we would get to go to Europe together and do the normal sightseeing and partying that most couples enjoy, but this was a special trip for me....

Money Shot Pt. 02

by GavinIsaNuisance on Jul 27, 2020
Transgender & Crossdressers

This story is entirely fictitious. Any similarities to persons or things living or dead is purely coincidental and completely unintentional. All persons depicted in a naked/sexual nature are 18 and up. Tanya introduces a newly sissified Danny into the world of erotic photography which gets them into a hot offer they can't refuse. Author's Note: So, I establ...

The Appraiser

by ctlthrmn on Sep 13, 2017
Transsexuals & Crossdressers

The seminar started at the local Marriot today. I, as the lead appraiser for my office was the main organizer for it. We had brought in one of the best appraisers in the East to share his expertise in appraising and developing a larger client base. The real estate market on Eastern Long Island was hot and I wanted to capture more of the $$$ it was spreading...

High School Dilemma Ch. 02

by LaurenWestley on Sep 15, 2017
Transsexuals & Crossdressers

Authoress's note: of course all disclaimers are still in place regarding characters etc. This particular episode is very XXX with pee scenes etc. I suggest those who don't like this kind of story not to read on. I know I make both grammatical and punctuation mistakes. I promise all of you I will try harder every time to get it right. Hey what else can a subm...

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...