Sissy Wedding Stories

39,844 results
Orientation
Length
Source
Infinite Scroll

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Kinky Bride Confessions Ch. 8

by yano on Sep 16, 2017
Interracial Love

Wedding Day Preparations - Part One My girlfriend Emma continues to describe her first porno wedding and her first day at the Kinky Brides Group. "The morning of my kinky wedding I met Bree at 10am and then went to the appointed meeting place to be collected by Mr. Belston. Bree and I carried an overnight bag, each of us telling our parents that we were st...

The Initiation Ceremony

by DrLuverotica on Oct 21, 2019
Transgender & Crossdressers

FRIDAY A.M "Don't forget I'm out at Carrie's hen party tonight." Jo said, as she was just leaving for work. "Carrie, your secretary?" "That's right, Carrie my very sexy secretary." "Will you kiss a girl and like it?" "You wish!" "A boy can fantasise." "Well let's hope Carrie's got some nice fantasy games lined up. Or a male stripper or two." And with...

The Wedding Ch. 03

by betamale08 on Mar 31, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 3 -- Dildos, Deeds and Dates... Riding back to the Gate-House in the golf cart, we had an extra passenger, my Uncle John... They were staying with us that night and with my slowly getting used to his comments and barbs, saying he was going to make me Patti's cuckold -- but knowing that he would be sleeping with Mom...

Recruiting of a Sissy Maid Ch. 15

by Sissy_Chantel on Dec 22, 2017
Transsexuals & Crossdressers

Chapter Fifteen: Life Changes but Normalizes Monday morning, Carl and Chantel are up and at it, breakfast in the hotel restaurant and then a shopping excursion to an are Jewelry store for Carl to buy Chantel her engagement ring. Dressed sharply but casually Carl in a white button down shirt, Khakis and black walking shoes. Chantel a white turtle neck, black...

A Jamaican Vacation Ch. 03

by sissyashley4bbc on Dec 24, 2019
Transgender & Crossdressers

Picking up right where we left off... After taking Big Daddy in my mouth, I shifted into a more comfortable position so I was on my hands and knees next to him on the couch instead of leaning forward. I wanted to just relax and worship his big black cock. I loved his big black cock so much. After giving him head for a couple minutes, he grabbed me by th...

Ian's New Job Ch. 02

by SatinSlip on Dec 10, 2018
Fetish

Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex, crossdressing, and humiliation. ********** Wendy wore the shortest skirt she owned. A blue, pleated thing that stopped a few inches short of her knees. Underneath she wore red lace panties Ian had bought her for valentines a couple years ago, an...

The Slave Couple Ch. 03

by vvernbull on Dec 25, 2018
Fetish

Chapter 3- Gotcha and now you're mine. Dave Forsyth didn't know what the hell he was getting himself into. The fool practically walked into his own nightmare. He did this by being careless to the wrong person. A mistake that was to cost him very dearly. This is the story about a husband, his loving wife and dominant black man with a taste for sexual depravi...

Cream Puff Ch. 05

by RubixStu on Mar 25, 2019
Loving Wives

I felt self-conscience kneeling behind Larry as he laid face down on his bed with my tongue pushed deep into his asshole. Not because I was rimming my wife's brother, but because I'd come straight from work and didn't have an opportunity to get my sissy girly outfit on. I was discovering how sexually powerful submission could be, especially for a straight...

Did that Really Just Happen?

by AnnaV on Dec 2, 2019
Transgender & Crossdressers

I'd been out with one of my best friends. We'd had a few drinks and ended up in this little bar with some cracking looking women. There was one woman in particular who we both fancied. She was very pretty, but not especially my type as she barely had any tits. Nice enough and eventually she went off with my mate, leaving me alone in the bar. It was too earl...