Cuckold Maid Stories

21,035 results
Orientation
Length
Source
Infinite Scroll

Maid to Rule

by KuroshioX on Sep 16, 2017
Transsexuals & Crossdressers

(Futa on male, futa on female, oral, anal, bondage, cuckold) Standing in front of the master bedroom's door, I realize it is times like this that are the sole reason the middle-aged couple hired me. I'm a mediocre cook, only passable at cleaning, barely have the patience to tutor the youngest child and am not pretty enough to be a trophy hire, but there is...

I Learn My Place In Our Marriage

by Quietoldie on Sep 14, 2017
Loving Wives

Jane learns to take the upper hand The sex in our marriage was becoming a bit samey as both me and my wife are not very assertive so I thought I would try to spice it up a bit. My wife, Jane was brought up by her grandparents and she seems to have internalised their rather outdated attitudes towards women's lib so I searched around on the internet and found...

I'm an Asshole

by TheMarlboroMan on Jul 31, 2019
Loving Wives

It doesn't matter! It is only three simple words when you think about in the scheme of things. That is the only the truth. The problem is I'm an asshole. I must be? You see, it mattered to me. Why do you ask? It's an honest question. The simple answer is it's based on what you believe. We are all humans whatever that means. We have the free will to do what...

Kira's New Adventures Ch. 06

by dan57 on Sep 19, 2017
Erotic Couplings

The second couple Kira had selected was quite different from Mr and Mrs Durham. The man didn't want to be present while his wife was fucked by Dan and Kyrhan who had come back to attend the second girl's training session. They had booked a one week stay in the hotel. The poor shy guy was in for a big surprise as Kira had installed a two way video line betw...

Wife And Bull Take Charge

by Cuckyboy3 on Sep 16, 2017
Loving Wives

This is a cuckolding story describing a wife who punishes her cuckold husband. It has elements of humiliation, fetish, chastity belt, BDSM, cross dressing, cuckolding, and tease and denial. It is all in the context of a wife's love for her cuck husband. If this offends you, please skip the story and find something vanilla to read. -------------------------...

Cowboy Steak and Beans

by Goodhusband on Sep 13, 2017
BDSM

This story is a sequel to "Louis Makes a Decision". You may want to read that story before beginning this one, but it's not necessary. This story can be read and enjoyed on it's own. "Cowboy Steak and Beans" is about a dominant hot wife who delights in humiliating her submissive cuckold husband while she freely enjoys the sexual favors of other men. That is...

A Perverse Plan

by Candyboi on Sep 25, 2017
Transsexuals & Crossdressers

It started off with little things, small suggestions, that quickly snowballed into perversion. My wife Carla, who for the first decade of our marriage displayed little interest in kinky sex games became a hot wife virtually overnight with total control over me... Carla is 44, has a very curvaceous ass, 34DD tits, and works as a doctor at the local hospital....

Unexpected Mistress Ch. 03

by Scottt on Nov 16, 2020
Fetish

Paul is pushed to his limits in this installment. Deborah accepts her role as Mistress, and is empowered by it. I hope you all enjoy chapter three...I had a lot of fun writing it. I awoke early, and showered and shaved. Debs white bikini was scattered about in our bedroom, and I put it on. I fixed her breakfast, and at seven o'clock started her massage. Deb...

The Role Players Pt. 03

by hollygurl29 on Jul 30, 2018
Transsexuals & Crossdressers

DISCLAIMER: This is a work of fiction and all characters represented here and in any additional parts of this story are all over the age of 21. This tale involved crossdressing, bdsm & role playing. If these subjects do not interest you then I wish you well and hope you find a story on the site which you will enjoy. The main characters in this tale are as...

Indian Wife Gone Bad Ch. 03

by aurelius1982 on Sep 26, 2017
Loving Wives

I had finished a sales call and reached the office at 6 pm. I usually didn't stay in office that late, but the order had to be entered into the system that day for a discount to apply. I went to my desk, and was entering the order in our complicated system when I heard peals of laughter and clapping sounds coming from the conference room next to my office. A...