Tranny Stories

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Mature Tranny & The College Boy

by puzziboi on Sep 14, 2017
Transsexuals & Crossdressers

-Sup -Just at home relaxing -Can I come thru -What time? -1 hr -Can you make 30? -Yea Annette sat her glass of Chardonnay on the coffee table and darted upstairs. She was excited about the impending rendezvous with the 21 year old Umar. She recalled how she met the college sophomore who was on a baseball scholarship at a local Christian university thr...

Recruiting of a Sissy Maid Ch. 12

by Sissy_Chantel on Nov 23, 2017
Transsexuals & Crossdressers

Chapter Twelve: Chantel's First Night as a Club Dominatrix [One week after the dinner time encounter with Carl]. Carl in conversation with Barlow revolves around modifying a room in the complex into a Dominatrix play room/dungeon, for Carl's new girl to expand her role as to being a tranny dominatrix. Carl asks, "Barlow how is the Dominatrix room coming a...

How to Love a Strong Black Woman

by Samuelx on Sep 5, 2017
Erotic Couplings

The first time I ran into my cousin Sammy Charles, I didn't recognize her. I was visiting my family members in Orleans, Ontario, but I lived in the town of Nepean at the time. The slim, dark-skinned young Black woman with the braids came to the door and gazed at me curiously. I stood there, big and tall and Black. The name is Thomas Jean. My friends and fami...

Pink Panties

by DrLuverotica on Mar 27, 2019
Transgender & Crossdressers

It all started with a pair of pink panties. It was sometime after midnight when Jo arrived home from being on-call at the local hospital. She'd received a phone call several hours earlier about a bleeder and had to rush in. Recently her workload had become almost unbearable, but we needed the money so she was working her sexy curvaceous ass off. By the ti...

Amber Becomes a Reality

by Trinni69 on Sep 16, 2017
Transsexuals & Crossdressers

Over the years I had fantasized more and more about kinky sex. At first it was just a little kinky but after surfing the Internet I have wanted to try almost anything and everything. The problem was I had been dating Jen. She wonderful and beautiful but she was not kinky at all. I would have loved to experiment but I loved her and was not willing to cheat. T...

Listen to Your Gut

by 36FF_Tiki on Sep 14, 2017
Transsexuals & Crossdressers

This was inspired by a fan, Pantycladlad. He said he liked cross-dresser stories with some rough treatment. So be warned, there is some non-consent action and a little bit of roughess. Like always, I did it all myself, and although I proofread, there may be a few things I missed. There will be some Midwest regionalisms too. I hope none of it stops you from e...

When Desire Boils Over! "SWALLOW"

by 7yearsitched on Sep 14, 2017
Fetish

My experiences accrued between my two marriages. I had watched straight porn through my teenage and early adulthood even though I had girlfriends that I was happily and regularly engaging in sex with. I generally watched straight porn. I enjoyed like most, girl on girl for a couple of reasons, for one they were all pretty hot and there seemed to be a few...

Birth of a Slut Pt. 03

by Njcdslutgina on Oct 6, 2020
Transgender & Crossdressers

As I laid in bed listening to them fight I was torn from being excited about last night and worried about where her panties I wore the night before were. Then I heard the door slam and it became quiet. I was curious yet scared. I decided to get dressed and go downstairs. Eileen was at the table with the panties! But she saw me and hid them. She asked me what...

Tranny Chasers: Shirley and Chrissy

by 1946EW on Sep 12, 2017
Transsexuals & Crossdressers

Shirley looked around as she entered Cavalier d'Eon, hoping to spot Ron and Bernie. She had promised that she would be there, and fully expected them to be waiting for her. Her survey caught the eye of many a hopeful tranny chaser. She had not known of the breed a week earlier, now she could spot them with ease. And there easily were over a dozen or two at t...

G Is for Gemma

by BethanyJ on Sep 14, 2017
Transsexuals & Crossdressers

*** Stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It all really started on a Monday. One bright sunny Monday, early summer, an unusually warm day for June in England. And it really was stupid thing to do. Sun-bathing in a bikini in my back garden, that is. I'd o...