Feminized Husband And Then Cuckolded Stories

369,075 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

FILF (Fathers I'd Like To Fuck) Ch. 03

by Angelscuck on Sep 17, 2017
BDSM

A couple of weeks had passed since our last adventure and I decided it was time to further Sandy and Shelly's sexual education. They had called me several times during the last week and I knew they were anxious to have their next lesson. This time I had planned something very hot. While teaching gymnastics at the alternative high school several years ago...

My Secret Revealed Ch. 06

by jealouscuck on Jun 19, 2018
Transsexuals & Crossdressers

I had crossed a line by myself. Here I was at Sally's apartment, not knowing who was there for sure and transformed completely into a passable woman. I had ventured out and found a crossdresser shop on my own. The sales "person", Tammy had not only helped me with shoes and clothing, she had me come back in for a complete makeover before I was to go to Sally'...

First Time Cuckold Ch. 05

by Angelscuck on Sep 14, 2017
Fetish

Oscar started sucking my well fucked pussy with great zeal, licking up all the cum that Jordi had deposited. Jordi's cock was so big and thick that it had left me quite sore and Oscar's attentions were both soothing and stimulating. After about an hour and four orgasms, I reached the conclusion that I really enjoyed being sucked to being fucked. Oscar looke...

Welcome to the Literotica Universe

by MaryAnderson on Aug 27, 2018
Reviews & Essays

During my years of reading and writing Literotica stories I've noticed ways in which the Literotica Universe differs from ours, finally deciding it would be fun to write them down. I hope you enjoy. If this was a story and had characters, any characters engaged in sexual activities would be eighteen years of age or older. Insofar as it is a story with chara...

A Wife A Little To Understanding

by felicia_rene on Oct 12, 2020
Transgender & Crossdressers

Present day: We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...

The Society Ch. 03

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

Heidi's erect penis was sliding in and out more easily now. When she first mounted me being gentle wasn't her first priority. It was my first match and I had almost beaten her according to the wrestling judge. In fact many in the crowd of 60 or so spectators had disagreed and showed it by booing the decision, it had been that close a contest. This didn't sit...

Black Cuckolding Diaries

by Samuelx on Sep 11, 2017
Interracial Love

Cuckolding and swinging aren't just a white thing, like popular belief and mainstream porn would have you believe. How do I know this? My name is Mariam "Mar" Wahid and I'm a Black Muslim woman of Somali descent in the swinging and cuckolding lifestyles. I was born in the City of Toronto, Ontario, to a Somali immigrant father, Maher Wahid, and a white Canadi...

White Wife Cuckolds Black Husband

by Samuelx on Sep 16, 2017
Interracial Love

Jennifer Colley and James Colley have been married for over thirty years, and like most couples, they've had their ups and downs. When they met as students at the University of Florida in the 1980s, Jennifer was a five-foot-ten, red-haired and green-eyed, alabaster-skinned and delightfully trim newcomer to the Sunshine State by way of metropolitan Amarillo,...

Wife and Bull Conversation

by CuckoldGuy on Apr 10, 2019
Fetish

"Met your husband Saturday. He was getting gas when I pulled up to the pump next to him. I didn't realize it was him until I got out of my car, so I had to say hello." "Oh, what did you guys talk about?" "Just the price of gasoline but let me ask you something? Does he know about us?" "Why do you ask?" "Well, I never liked him. When we were in high schoo...

Randi Michelle's Sissy Subjugation

by Randi_Michelle on Sep 16, 2017
Transsexuals & Crossdressers

To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. For me it started through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. It just took the right dominant man to make it happen for real. I've spen...