Femdom Sissy Cuck Stories

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Sissy Manners Classes Ch. 01

by fridaysissy on Sep 12, 2018
Transsexuals & Crossdressers

It was late night, I am 10 km away from my room waiting for sharing cab or auto service to reach my room at last I joined a sharing auto service with two members including me. The other passengers stop came early, and I remain alone in auto waiting for my stop to come. Driver said he is stopping the service and returning to his home and asked me to get down....

The Cuckold's Babysitter

by yumacd on Sep 26, 2017
Loving Wives

Hi, I haven't written in a while. The set-up for the sex is probably too long. I'm thinking of continuing the story. Hope you enjoy it. YumaCD === My wife, Tami, has been cucking me for a couple of years now. Most of you Literotica readers have heard the story before... - It started when I revealed my fantasy of watching her with another man one night...

The Women in My Life Cuck Me Ch. 02

by Philyssis on Mar 18, 2020
Fetish

Continued from part 1, right in the middle of a sex club... I was relieved when my wife grinned. Then I was a bit concerned as it turned into an evil grin. "Wow Phil" my wife said to me. "I knew you had a dirty mind, but I didn't know you had THIS in you!" Amy, my wife's little sister, leaned over and kissed me on the cheek, then looked at Tara, "I'm s...

Mistress Morgan's Sissy Husband Pt. 03

by corduroysissy on Dec 16, 2017
Transsexuals & Crossdressers

Robin arrived home from work about 5:30 on Thursday, he still felt a little apprehensive about what happened Tuesday night with his sissy friend Patty, and he hoped he might get to talk about it with his wife Morgan. He really enjoyed wearing the corduroy skirt outfit she bought for him, and he loved being a sissy whore for his wife and Patrick, her "boyfrie...

Jezebel's Magic: Becoming Josephina

by twiddershins on Aug 31, 2017
Fetish

Jeff was just a regular dude when he met Jezebel. They had lived together for a few months and at first they seemed satisfied with each other. They got along fine and would have appeared like any normal couple in public, but that was now long ago. Even then, Jeff had felt lucky to have her because of his tiny penis! One Saturday night, Jezebel came home lat...

Training Bi Males

by MistressDelia on Sep 11, 2017
How To

I have written some of my thoughts on training my own bi slave husband in the past and thought that perhaps a primer on bringing new bi slaves into the fold would be helpful. I have been the Domme to my bi submissive slave husband for 15 years. We have been married for 20 years, are in our early 50's, and it was obviously a journey to get where we are and a...

Carol, Candy & the Ex Pt. 02

by corduroysissy on Mar 26, 2019
Transgender & Crossdressers

(Will Candy make a good cuck?) Davie was standing at Carol's front door dressed in a pair of copper brown wide-wale corduroy dress trousers, and a beige polo shirt. Oddly enough, he felt more nervous than he did the night before when he was in full drag, and he attributed it to the ex-factor. Last night Davie as "Debbie" was there to meet Robbie as "Candy"...

Jimmy Cuck Ch. 01

by jimmycuck on Sep 13, 2017
Loving Wives

Note: This is my first submission; I welcome any feedback both good and bad. I'm hoping to do at least a 3 part series if anybody would like to hear more. At this point, this is fantasy but do have a hotwife and this is my fantasy. Any advice on making it more real, hot, etc.-please respond. * Jimmy Cuck As a 32 year old white husband in the south suburb...

Madam Molly Pt. 01

by corduroysissy on Feb 6, 2018
Transsexuals & Crossdressers

It all started in a chat-room, "Closet Sissyboys." Jesse had been spending a lot of time in chat-rooms in the six months following his divorce. He wasn't looking for love, he just liked to drink and have cybersex while jerking off with corduroy. Yes corduroy. Jesse had a corduroy fetish his whole life and now at the age of 36 it was stronger than ever. He...

She Expects That I Obey Her Ch. 03

by wants2bsub on Sep 26, 2017
Loving Wives

My wife Jenny arrives home early on Friday night. I had taken the afternoon off and am in the midst of preparing dinner. I am wearing only a pair of boxer shorts and bending forward to place the crown roast of lamb in the oven when she walks in the door. She drops her keys and purse on the kitchen table for me to put away. She stepped towards me and playfull...