Literotica Sissy Husband Humiliated Stories

352,782 results
Orientation
Length
Source
Infinite Scroll

The Awakening of a Sissy Pt. 08

by sissyjolie4u on Mar 30, 2020
Transgender & Crossdressers

It was only a matter of minutes before Mistress pulled the car into a long driveway. My mind was still processing the idea that I was now on hormones. Once we were parked, Mistress had me grab my bag and follower her on the path to the house. She clearly knew this pace well, as she walked right into the house, with me following closely behind. As soon as we...

Miss Guided Pt. 02

by MissMarianne on Mar 26, 2019
Transgender & Crossdressers

I arrived at Dr. Bill's office and he greeted me and we sat chit-chatting together for about ten minutes. Then, Charles and Emily arrived. Dr. Bill addressed us all. "I have read Dr. Price's diagnosis and report and I concur with her findings and recommendations. It's probably best that Dr. Price tell us about them herself. Dr. Em began saying, "Well, f...

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...

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...

From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

Cruise Ship Cuckold Ch. 08

by Angelscuck on Sep 14, 2017
Novels and Novellas

Story from Angel's point of view: My husband asked me to write this next installment due to the fact that he is a bit tied up at the moment. I am more than happy to tell you our story. As you may or may not remember, my husband and I were in the captain's wife's cabin with him and his nephew Daniel. We were there to pay up on the bet my husband lost to Ev...

Caught Erect in the Greek Shop

by SissyChazzy on May 1, 2018
Fetish

My wife and I took a vacation from Canada to Greece one summer. It was really lovely. Nude beaches and beautiful waters. On one of the Islands, we headed into town to do some shopping. And here's where it happened. I was standing in the Greek souvenir shop, looking at the little figurines, when I came across the naked section. Greek men with hard dicks were...

Butt Fucked

by Angelscuck on Sep 14, 2017
Anal

Brian loved to fuck his wife Sandy in the ass. He much preferred it to vaginal sex. He had always enjoyed anal sex. Giving, not receiving. He remembered even when he was twenty; he use to bully his eighteen and nineteen year old brothers into letting him fuck them in the ass. His wife Sandy preferred vaginal sex but could hardly feel Brian's four inch, penc...

Kinky Dentist Sian And Sissy Rachel

by Sissy Adele Howells on Dec 12, 2018
Fetish

Most people hate going to the dentist, but I get a sexual pleasure every time my appointment comes around. That is because my dentist is the sexiest women, that I have ever set eyes on. Sian Harris is in her late thirties. She is of medium height with short, brown, mousy hair. Sian is very pretty, with a smile to melt any perverts heart. Sian's husband worke...

How I Became Sissy Willow Ch. 02

by willow619 on Sep 12, 2017
Transsexuals & Crossdressers

"Now the preliminaries are over, and it's time for the entertainment part of our evening!" That was what Fern, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Jason. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation. Fer...