Tranny Nun Sex Stories Stories

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Why, She's A "He"!

by libidinal on Sep 14, 2017
Transsexuals & Crossdressers

Tina had mentioned to Dave a bar she’d heard about that catered to certain sorts of sexual adventurers and suggested she and Dave visit one night to check out the scene. A friend had described it to her and said she occasionally liked to go there with her husband. These two were old fashioned ‘swingers’ and Jane had told Tina that this bar catered to those l...

Tranny Tales Ch. 03

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

Maxie: The Tale of the Exploding Penis The use of the word Tranny is not meant to be disrespectful, it is used as it was in the past although not politically correct at this time. ***** Did you ever see the old film, "The Tattooed Man" or maybe it was called" The Illustrated Man?" Was it Rod Steiger who stared in that film, I really can't recall anything...

The Path to Happiness Pt. 06

by brendachaplin2000 on Nov 18, 2019
Transgender & Crossdressers

A few weeks passed since I moved to London, I had a few weeks before university. I had been kept busy with my waitress job, and the escort and stripping job was boosting my cosmetic surgery fund. The escort work, had led to a couple of shags, but for the most part my sex life had trailed right off. One night I was working busting tables at the restaurant, t...

The Evolution of Tranny G

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

My beloved Tranny G was so devastated by the one night stand and had lost her confidence. First she was made fun of while shopping, ending the evening with the "perfect" man, having her first true intimate experience with a man, only to find that his promise to call her was false. I did not see her on my last trip, as she was devastated and in her own lovi...

Tranny G, Gang Bang Queen, 5

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

I apologize - I had no idea I would continue to write about Chris and Tranny G or I would have numbered the stories. These two beloved people are so rooted in my life and there is so much to share. I never imagined I would share these stories with anyone. Since my husband and I became swingers, I had no idea what my interests would be, I just simply plunged...

Fucking Zombie Bitches Ch. 08

by KatPissinger on Oct 5, 2020
Transgender & Crossdressers

We picked up our luggage from the bike on our way out and headed towards the mountain road, following Antonia's directions. The sun was already sinking low as we were driving uphill, along a small winding road through the Alps. I became nervous driving like this, because any obstacle in our way would mean the end of our journey, as there was no way of naviga...

Exotic Escapades Ch. 03

by exroticdistant on Sep 14, 2017
Transsexuals & Crossdressers

The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as she slowly tried to find the kitchen. In the distance, she sa...

A Few Notes from Mindy

by mindyrose on Sep 17, 2017
Non-Erotic

Dear Literotica Readers: Some random thoughts, in no particular order, about my story that don't seem to fit into my narrative but should help you know me better, which should help you understand the themes of my transition stories... Thank you to all of the people that have left me positive comments. I haven't been writing the stories for public approval;...

Camp of Blessing Ch. 11

by KristannaGriefshire on Feb 26, 2019
Fetish

Kristanna opened her eyes, half-awake she could barely feel her body. She looked around and recognized the room, she was definitely in the dungeon at the mines. As her vision slowly cleared she also recognized the tall security guard standing a couple yards away. Kristanna realized she had no clothes on, and her arms were stretched above her head. She tried...

A Sissy's Wish List

by slutty_lucy on Sep 16, 2017
Transsexuals & Crossdressers

Boys, boys, boys. First off, let me tell you that I have a butt plug shoved so deep in my little tranny pussy right now. That might help to explain how depraved I might sound. I really need some cock in my ass right now! I am sitting here stroking my tiny little tranny clit right now thinking of how to best share my desires. I want to be a perfect little slu...