Diaries of a Real Cuckold · Volume 1
Becoming a Cuckold
The true story of my journey to becoming a Cuck
It did not start as a fantasy. It started with somebody leaving.
In November 2015 the woman who had been our girlfriend for almost three years walked out of our marriage. Not a fling. A third person in it, who came on vacations with us and had a drawer in our bedroom. It ended badly and it was my fault.
And in the weeks after, my wife said the thing that started all of this: that our girlfriend had been quietly running all three of us, so gracefully that neither of us noticed, and now there was nobody running anything.
I started this journal in January 2016 because I was confused and had nobody to talk to about it. Not my friends, obviously. Not my brother. And not her, because she was not ready. So the notebook got it instead.
For twenty years I had been the man of the house. I ran a technology company. I made the money and most of the decisions, and in bed I set the pace and she let me, and neither of us had ever thought to question it.
By the end of that year I was kneeling to ask permission to touch myself.
This is the journal itself, not a memoir written afterwards with the benefit of knowing how it turned out. The actual entries, written the night it happened and not improved since. Two years of them, from the first awkward conversation on a January evening to the winter that ended with a signed contract on a kitchen table and a key in a dish above the coffee machine.
The man in the early pages lies to his wife about masturbating, sulks when he does not get his way and says several genuinely stupid things out loud. I left all of it in. A journal that only records the flattering parts is not a journal, it is an advertisement.
Nothing in here happened to me. All of it happened with me. Every escalation was discussed first. We signed an actual contract in January 2017 and renewed it every January after. I had a safeword from the first document and I still have it, and on the rare occasion I used it she stopped instantly, without complaint, and never once used it against me. The woman in these pages is not cruel.
I hope you find it useful, especially if you are on a similar journey. I know I would have.
Chastity, orgasm denial, cuckolding, pegging, feminization, corporal punishment and humiliation, all between consenting adults aged eighteen or over.
Excerpt
From the diary
The couple started getting dressed. I came over to kiss her and tell her I loved her, and she hugged me, and this was all normal, and then she put her mouth against my ear.
“Oh my God, that was the best sex I have ever had. I love you and I’ll love you forever. But I’m 48 years old and it should not have taken this long for me to have sex like that. If you want me to ever consider having sex with you again, you’re going to get down there, with everybody watching, and clean up after him. To make up for all the years of not giving me that much pleasure and to show him the appreciation he deserves. Do it now or forget about being inside me ever again. NOW!”
It has been a week and I am still not able to describe what happened in my head in the next few seconds.
I had not considered it. Not once, not as a fantasy, not as a joke. It was not on any list of things I had imagined might one day be asked of me.
I looked at her. She looked back with an expression that was completely serious and said, “If you love me, you’ll show me how much.”
And she took the back of my neck, very gently, and started guiding me down. I turned my head away. She turned it back, just as gently, and said, “I love you, pet. But you need to show your devotion. And make up for the years and your tiny little cock.”
Tripod was watching. He said, “I think she’s right. And nobody here is going to judge you.” And then he put his hand on the back of my head and helped.
His cock was still out and still wet from my wife’s pussy and from his own cum and it was a foot from my face when he took hold of the back of my head. I could smell it from there, him and her together. His hand was not rough about it. It was the hand of a man helping somebody do a thing they had already decided to do.
There were about ten people in that basement.
I knew every one of them. That is the part. Two couples we have had dinner with, a woman I had fucked myself the previous fall, Janice, Linda, the host and his wife. And all ten of them stood there and watched me put my mouth on my wife’s pussy with another man’s cum still running out of it and my own cock hard in my pants.
I did it.
I got down on the basement floor between my wife’s open legs in front of ten people and put my mouth on her pussy and licked another man’s cum out of her and swallowed it. I have been writing around it for a week.