Sissy Bride Stories

17,340 results
Orientation
Length
Source
Infinite Scroll

New Rules Pt. 02

by skinnysailor on Sep 23, 2019
BDSM

"Shall we start with this?" The tip of her switch lifts my chin. She's an angel fallen to earth. I look into her beautiful blue eyes. Her long curly black hair tumbles to her shoulders. When she hugged me the satin and chiffon of her robe felt so good. She's blessed with a full figure, mature, but not fat. Her voice, like a soft caress tickled my ear. "You'...

Cruise Ship Cuckold Ch. 07

by Angelscuck on Sep 14, 2017
Novels and Novellas

Eve continued to tease and chide me as I watched my sweet bride being groped and felt up by the captain as they danced at the Boathouse Lounge. I could hear other people laugh and make crude remarks, as Angel and Adam publically humiliated me with their show of intimacy. Eve said, "Look how beautifully they move together, I'll bet you wish you could dance...

The Virgin Tranny & the Bride Ch. 07

by yano on Sep 25, 2017
Transsexuals & Crossdressers

Firstly, on behalf of Roberta and myself may I thank you all very much for your very generous votes. We now continue Roberta's story and it is the morning after and tranny Roberta views the video of her big wedding day before a shopping trip and an exciting public photo call. * * * * * Next morning, I was awoken by a very excited John. "Come and see this...

A Night For Romance

by maggie2002 on Sep 14, 2017
Romance

The night was beautiful as only spring nights can be when winter loosens its harsh hold and the soft winds blown and flowers grow. "Damn, I'm a poet and I didn't know it," laughed Sissy Littleton the Editor of the Littlestown News, as she sat at her computer trying to come up with a short story as filler for the Sunday Magazine. She had to be done by tomor...

The Dragon Ring Ch. 07

by Beatnic_jazzman on Sep 25, 2017
Sci-Fi & Fantasy

I saw place names and looked to find mine; it was on the left front. On the right front where I expected to find Sissy's was the coat of arms of the S'snoyme kingdom with the legend of 'Giver of the Bride'. I was horrified. I grabbed the marker and rushed double time to the reception room. I spotted Antic and rudely took his arm. "This is an abomination!"...

The Virgin Tranny & the Bride Ch. 02

by yano on Sep 25, 2017
Transsexuals & Crossdressers

This is part two of a confession related to me by my transvestite friend Roberta, and like the first part, is so sexy without any further elaboration by me. Having seen some of the photographs, I can only say that she strays very little from the truth. Meantime I am trying to convince her to let me publish a few on the Internet. Watch this space. Exactly tw...

Trouble with the Landlord

by Bakeboss on Sep 16, 2017
Fetish

We were married less than four months after we met and during that time, we had a whirlwind romance. I never dreamed of marrying anyone as beautiful as April or as sexy. Certainly no has ever called me movie star handsome and even I know I'm not close to what is known as manly, but April said I was cute and cuddly and just what she wanted in a husband. We r...

Fifi La Femme: A Pansy at Last

by pris69696 on Sep 16, 2017
Transsexuals & Crossdressers

I have written this story "Fifi La Femme-A Pansy at Last" mainly from personal experience as a mature homosexual transvestite who was a gay virgin until my early 40s. I hope that it will appeal both to extreme effeminates and the ultra-masculine men they ache to serve. Now divorced I've been living with my boyfriend Ron for three years as his gay wife and ye...

Discovering Mistress Sarah's World Pt. 03

by oneguy4fun on Sep 12, 2017
BDSM

Chapter 7: A Brief Digression Mistress Sarah sat naked, in a stiff padded chair in front of a large vanity. She waited patiently for her two sex pets to return. It was time for Joe to learn how to properly dress her for a night out and she wanted him in full sissy attire for the event. May had been charged with the task of getting him back into his dress....

My Cuckold Wedding

by CuckinChastity on Sep 16, 2017
Fetish

Note - this is a piece of fiction. The characters are not real. The scenario is purely a fantasy and does not describe any actual relationship. Laurel is not my actual wife. Enjoy! ***** I stood at the altar alone with Rev. Carl, the minister, looking out at the wedding guests. It wasn't a large wedding, still to me it seemed there were a lot of people l...