Sissy Bride Stories

17,340 results
Orientation
Length
Source
Infinite Scroll

It's Another Family Tradition

by Canadagander on Sep 13, 2017
Loving Wives

Copyright © 2004. All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. - - -- - - - - Writer’s Note: This piece is a sequel to the previous story of Sam and the Powell women entitled “It’s A Family Tradition.” If you haven’t already read that one, I recommend that...

The Journey Pt. 04

by MissYellowPanties on Sep 26, 2017
Transsexuals & Crossdressers

The Salon We lost Sophie that Friday, her debut performance was a bondage session, knowing Sophie she would have been a very happy girl after her first experience of real sex. I was now senior girl, I had seen three other girls become senior, and then graduate to the salon's stage in my time. I knew the rhythm of the school now and it was merely a matter...

Jenny and the Wedding Dress

by Gemsissy on Sep 13, 2017
Fetish

I parked my car on the side street as I'd done a dozen times now. I was very excited and my cock was hard in my sissy panties as I got out of the car. Grabbing my gym bag, I felt the weight of the breast forms I carried in it, excited to put them on soon. I'd waited several weeks since my last visit to save up a nice amount of mad money. I never got out of a...

Double Wedding

by Tomsparty on Sep 18, 2017
Transsexuals & Crossdressers

I was about to marry my childhood sweetheart Paula Rother. I loved her and she loved me but it hadn't been straightforward. After school she went to Manchester University while I went to work at a local accountants as a lowly paid junior clerk. She said we where inseparable but during the two years she was away she met Graham. I was heart broken and knew I w...

Vegas Sissy Wedding

by Sissytilly on Jul 6, 2020
Transgender & Crossdressers

Story: Abbie looked up at the clock as she continued thrusting her hips back and forth. Half past 3. 'That messes Wolfie's plan touched down half an hour ago' she thought excitedly, 'he'll be her soon.' As she continued her thrusting she thought back to the start of her holiday... —6 hours earlier— Abbie had arrived at the hotel in Las Vegas with her fian...

Sara becomes The Bride

by Sexy_SaraCD on Sep 14, 2017
Transsexuals & Crossdressers

Becoming Sara has been the most amazing experience I have ever had in my life. Between the clothes and living as her all the time, to becoming the thing men fantasize, it has been an amazing transition. While I had some good friends, girls like myself that I met at one of the trans bars in town, I did lack male friends. I was never a sociable person, very...

X.S.X Experiment

by njcaptionlover on Apr 4, 2018
BDSM

All characters are over the age of 18 years old. ***** Hello. My name is Justine, and I'm a 25 year old single male whose fetish curiosity had finally gotten the best of me. My owner granted me permission to recount my story. I started collecting Playboy magazines at an early age. When I had my first computer at the age of 18, the world of porn opened...

Payson's Wedding

by fantaseeboy on Jun 5, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Very early on in our relationship, Becky learned how much I enjoyed anal play. While lying naked across her lap, she was giving me one of her mind-blowing handjobs when she suddenly slipped a finger between my cheeks and touched my wrinkled hole! I obviously wasn't expecting it an...

Wife in Control Ch. 03

by wifetoy on Sep 25, 2017
Fetish

This is the third chapter in the story of my submission to my wife for punishment for failure to control my orgasm. My full offer of punishment for my transgression is fully set out in the first chapter for your reference. Each part of this story is true and is told as it actually occurred. As with the previous chapters, my wife told me to let the readers kn...

Angel Learns My Secret

by Angelscuck on Sep 16, 2017
Loving Wives

My wrists strained at the ropes that bound me to the chair. The vibrator taped to my cock was driving me mad while I watched my leather clad bride mount her lover's huge black cock. Angel smiled at me teasingly, knowing the pleasure and pain I was experiencing.... Suddenly I heard her key in the door I quickly turn off the magic wand, put it in the desk dra...