Cuckoldress Stories

117 results
Orientation
Length
Source
Infinite Scroll

Born to be a Cuckold

by W_MA_DWM on Sep 11, 2017
Fetish

This story starts off slow, however it does lead into some very explicit sexual scenes. So be patient -- it gets hotter. It all began over twenty years ago when I met Lizabeth, the girl who became my wife. I had no idea what Mother Nature's plan was for me in those early years. I did realize that I was different than the other boys and felt that I neve...

The Cuckold Journal of Jane & Mark Ch. 01

by angieseroticpen on Sep 19, 2017
Loving Wives

Jane: I suppose my starting point was when I googled the word 'Cuckold' that fateful morning. I don't know why I did it and I wasn't sure what it really meant; all I knew was that it was a term used for husbands whose wives were unfaithful to them. I had never been unfaithful to Mark and had never really considered it seriously. Sure, like most women my ag...

The Cuckold Journal of Jane & Mark Ch. 10

by angieseroticpen on Sep 19, 2017
Loving Wives

Due to the circle of Trolls here who make it their pastime to put people off from writing, all Feedback has been turned off. Please don't bother emailing me either - it will all be directed to spam and deleted without viewing. Apologies to those genuine critics/viewers who like to encourage writers. * Jane: It was sad to see Alex go off on Saturday morn...

Sarah's Journey Pt. 03

by georgekaplan on Sep 25, 2018
Mature

Sarah followed Maddie her mind racing about the day, and the fear and thrill of sending her husband David photos of her adultery and enjoyment of pleasures of the flesh today... Maddie had by now lit candles in the room and looked at Sarah with her green eyes "unzip this I need your tongue, now! The latex dress was unzipped, and Maddie let it fall to the fl...

Switching Marie

by LittleSlut1971 on Jul 27, 2020
BDSM

January 2021 Demond had had Little Slut Marie as his sub for a year now. As the world had been in panic over COVID-19, Demond had used the lockdown to spend lots of time training Marie. His girl was now an accomplished squirter, an excellent bottom for all his favorite types of kink play, and finally, for Christmas, he had claimed her ass. During her train...

Counseled to be a Cuckold

by MissToni on Sep 13, 2017
Loving Wives

First of all I am not a sex therapist, psychologist or psychiatrist. But I do deal with couples who are unhappy, mostly wives whose husbands don't cut it in bed. My only advice to couples is what might benefit them the most sexually. I first spoke to John online and after a few days of chatting, convinced him to bring his wife, Tina, to speak to me in person...

Peter's First Cuckold

by stevessv on Jul 3, 2018
Fetish

Peter pressed his knee into the backdoor, then his shoulder, then his hip before the warped jammed door gave way, opening to a musky mildew smell present ever since he'd rented the place nine months after his divorce. He'd come in from a vaporously hot starry August night, from a date, a first date with Celeste, who he'd met on a chat line a week before. As...

A Cuckold's Diary Ch. 34

by Paul Pines on Sep 19, 2017
Loving Wives

"A Cuckold's Blessings" February 2016 FORWARD: This chapter of my Diary is for cuckolds, and maybe for wannabes. I really don't know how much others will get from it, but feel free to read it if you wish. For some Literotica readers, the following caveat is provided: this is a story about CUCKOLDING and a happy, LOVING, long-term marriage. If reading...

A Cuckold's Diary Ch. 16

by Paul Pines on Sep 19, 2017
Loving Wives

Chapter 16 -- October 2008 AS I jerked off outside the closed bedroom door, I heard the sounds of passion and pleasure coming from my wife and her lover. He came, she came, he came again. I was excited as hell, but I did not know why, because I felt ignored, stupid and really, really hurt. I kept masturbating, not allowing myself to cum because I know I ca...

Slut Survey Pt. 05: Neighbours

by Cute_Little_Muffin on Apr 23, 2019
Fetish

I'm Allie, 56-year-old wife & mom. My 25-year-old son likes to bring some of his friends over that are 18-25 and make me act all flirty with them and dress up in stuff like short shorts and miniskirts. In real life I'm a fairly conservative, short bubbly, blonde... a bit like a cute little muffin, see? In my fantasy world I'm a submissive slut for my son's f...