First Time Matue Cuckold Stories

1,000 results
Orientation
Length
Category
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Infinite Scroll

The Cuckold's Nests Ch. 02

by nortythorts on Jun 11, 2019
Loving Wives

Thanks for the feedback etc on Chapter 1. I admit to exploring new territory with this topic, and it is certainly outside my experience. I've just tried to imagine a couple experimenting with it and the conflicts that one of them had over and against the more willing side of the other. Obviously readers are entitled to like or dislike it according to their p...

My Hometown Honey

by maninconn on Sep 15, 2017
Loving Wives

I recently read a story, and the ending bothered me. It bothered me because it didn't end. It was a cuckold tale. It was an over the top abuse-and-humiliate-a-loving-mate cuckold tale. I am compelled to read them, and even start to write them, but am always waiting and cheering for that moment when the guy grows a pair and stands up for his manhood. Why gu...

Questionable Heroes

by Porridgemcgee on Sep 16, 2017
Novels and Novellas

Oscar is a down on his luck thief who starts dreaming the future. Robyn is a high school science teacher searching for answers after her mother is murdered. Romeo is a dangerous assassin plotting to infiltrate a secretive Columbian drug cartel. Johnny is an ambitious and manipulative nightclub owner looking to move up in the world. Zulse is a geeky unive...

Audition Ch. 05: Nanette

by craigool on Jul 13, 2020
BDSM

"Audition 05: Nanette" by CraigOOL BDSM -- A wanton virgin spy in the house of love [Author's notes: Warning! This is a BDSM sex story. There are strong Dominance and Submission themes in this story. There are some interracial themes in this story. This story has substantial male/female, female/female, MFM, FFM and group sex sexual contact. This hopefully...

Anne's Ambition Ch. 02

by TQM on Sep 26, 2017
Loving Wives

Reading Instructions 1. It would be better if you read Chapter 1 first. You're welcome to start here. But you'll miss certain developments. 2. I realize this is a long story (for here). Those that don't like cheating wives stories shouldn't waste their time here on such a long one. 3. Your comments are appreciated. I do find moralizing comments are prett...

A Perfect Crime

by oldiethevoyeur on Sep 19, 2017
Loving Wives

"A Perfect Crime" is a story of pure fiction. There is no connection in the real world to any persons either living or dead and any similarities to such are absolutely unintentional. Please Note:- NO-ONE IN THE STORY PARTICIPATING IN ANY FORM OF SEXUAL ACTIVITY IS UNDER THE AGE OF 18 ***** A Perfect Crime (Or maybe just a happy ending) Hello! My na...

First Time Cuckold

by 1_happy_hubby on Sep 25, 2017
Loving Wives

It must have been about 7 PM when I walked in the door. My job had kept me a little longer than normal, and the Friday night traffic was imposable. I must have startled her when I called out, "Hi honey, I'm home." She jumped a bit with fright, but when she turned around and saw that it was me, a smile came over her face. She said, "Oh, I didn't hear you ge...

That First Time

by Husbandofabbw on Sep 17, 2017
Loving Wives

NOTE: This story is intended for mature readers. I welcome any constructive feedback, that you may have. I want to thank kitten for help with the editing. It was greatly appreciated. Most stories about wife sharing/cuckolding seem to start out with how classically sexy the woman involved is. Slender, great figure, nice tits and so on. Let me tell you up f...

First Time I Get To Watch

by hanibal on Sep 19, 2017
Loving Wives

The two main characters in most of my stories are based on my wife and myself and tend to be about first time experiences. Events within are also based on our real life experiences, but do not take them too literally. If you read all my stories then we have had many first experiences, so they will often contradict each other, they are more about stories I...

First Cuckolding

by hairybear52 on Sep 17, 2017
Loving Wives

My first cuckolding that thankfully didn't happen So tonight it was really going to happen. This was to be the night that my wife would at last be bedded by her chosen lover whilst I would remain downstairs listening intently to their lovemaking. I had constantly asked my wife to cuckold me for almost a year now and she finally agreed having completely refu...