Sissy Bride Stories

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Orientation
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Getting Married

by hotdaddy9 on Mar 17, 2020
Transgender & Crossdressers

It is such a romantic day. Just right for some me time. I am getting married to myself today. I needed to shower. I had a terrible week at work. My boss was her typical self; bitchy, paranoid and touchy-feely. She actively questioned my manhood, my cock size and whether I had what it took. I would quit but for the fact that I am paid so much. I got home...

Not In A Million Years

by Lee Stam on Sep 17, 2017
Loving Wives

This is one of those fantasies that could never happen, until you least expect it. My wife is the sexiest woman in the world. But even knowing that, she manages to surprise me. It was actually the kind of evening that most guys would dream of anyhow. No kids around and a great dinner with two beautiful women. Lilly and India had become good friends, mostly...

Miss Jennifer Fucks Little Tiffie

by tiffanyfoxe on Sep 12, 2017
Transsexuals & Crossdressers

The Saturday after Miss Jennifer had her boyfriend fuck my pussy/bottom, she called to me while I was doing her laundry and told me to come to her room. As I entered, she told me to come and stand in front of her, where she was lying on her bed. I was, of course, dressed like a proper little housewife, with my pink lace bra stuffed with my big 54DD falsies...

I Get Married

by hotdaddy9 on Mar 7, 2020
Transsexual

It is such a romantic day. Just right for some me time. I am getting married to myself today. I needed to shower. I had a terrible week at work. My boss was her typical self; bitchy, paranoid and touchy-feely. She actively questioned my manhood, my cock size and whether I had what it took. I would quit but for the fact that I am paid so much. I got home and...

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Shango's Hot Time in Philly

by dsoul on Sep 16, 2017
Interracial Love

The taxi deposited me in front of this quaint and simple suburban home. It was a hot Saturday, the sun was out in the sky with no prediction of rain for the next three days. I haven't been in Philadelphia before, but I was there on an assignment. Some bitch-ass white hubby whom I'd been communicating with online finally caught my attention and begged me to c...

My Bestfriend's Girlfriend

by Shauna_Wood on Jul 9, 2019
Transgender & Crossdressers

When I was in my early 20's I used to play a lot of online video games. First person shooters, mostly. The Battlefield series, especially. I had started playing games online with a guy named Chris who had gone to high school with my ex-fiancé. He and I had met through her and had really hit it off. We had remained close even after she and I split. He lived u...

The Indian Slut Chronicles

by Keannalee on Sep 16, 2017
Loving Wives

Disclaimer: This story chronicles the adventures of an Indian bride who joins a club to fulfill all her fantasies and the later events that follows. I hope you will enjoy reading it and all feedback is welcomed. Happy reading. * 1.Prologue: I was lying quietly on the bed waiting for them to come. The camera was in position. The large mirror reflected my a...

The Wedding Ch. 01

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

(Intro) This is the continuation in the life of Dale Horn and the never ending saga of both his pleasure-- and his plight while living in this new world of sexuality and discovery brought about through the hands of his caring, supportive Mother and as well, his long lost love Patti... Where we left off -and with every ones encouragement our Dale saw himself...

The Unsuspecting Candidate Ch. 03

by missvicky53 on Sep 11, 2017
Fetish

I awoke at 6:00 A.M. and set about preparing for my sissy's surprise. I opened the door to see him there on the bed, his ankles and wrists still cuffed to the four corners of the bed. His head was still encased in the bondage hood and he lifted it as I shut the door and approached the bed. "I trust my sissy slept well," I cooed as I began to release him fr...

Siss the Bride

by theonewhowas on Sep 19, 2017
Transsexuals & Crossdressers

I was nervous. I mean, of course I was, how could I not be? Everyone is nervous on their wedding day, it's a big day, a commitment, especially when you're 26. I mean, it's not like I'm afraid of commitment, many of my boyfriends in the past would be able to tell you that; I wasn't exactly the type of person who would be reserved when it came to going all out...