First Time Cuckold Stories

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Infinite Scroll

Beverly and I Ch. 02

by elia_cdl on Sep 12, 2017
Loving Wives

Sunday, April 9, 2000. All morning I've been trying to hide the fact that I'm torn up inside. Several times I have come close to throwing up. All morning I've had a hard on. How can something feel so bad and so good at the same time. I think back to that guy Bill in the nude bar and I think I know how he must have felt. Knowing my wife was out fucking...

My Life as a Cuckold

by CuckoldGuy on Sep 16, 2017
Reviews & Essays

A True Story After the first year of marriage, my wife began an affair with her manager. He was the first of many men over the years. Some of them I knew about and I may have even encouraged them but most were done behind my back, in secret. Because she has these secrets, not a day goes by that it doesn't play on my mind. One day in my angst, I typed the wo...

My Cuckold Life Ch. 01

by DandJ69 on Sep 10, 2018
Fetish

I'm a thirty-nine year old happily married man with a family. I guess you could say I live a relatively boring life as far a sex goes. But that's only most of the time. My wife Kate and I do it about twice a week on average, sometimes more. But every once in a while, when we get some time to ourselves, things turn kinky. Kate is a hard working mother who...

A Cuckold's Diary Ch. 10

by Paul Pines on Sep 19, 2017
Loving Wives

Chapter 10: Thanking The Cuckold December 2006 INTRODUCTION, AND A FAVOR: My wife, Sally, sees herself as way too much of a Good Girl to get involved in online conversations, especially about sex. But everything I write about is something which she has done with another man. After she read this story, which described a major change in our relationship, sh...

Helen, my Wife and Cuckoldress

by siscuc on Sep 12, 2017
Fetish

She stood before me, eyeing me up and down shaking her head. "So this is what really turns you on, hey?" she said mockingly as she slowly ran her fingernails over my cock through the lacy panties she had told me to wear. "Look at you getting all excited but your dicky is so small it can't even escape from those panties!" She laughed as she turned on her heel...

Sissy Cuckolded by Girlfriend Ch. 01

by SaraRurik on Sep 16, 2017
Transsexuals & Crossdressers

My name is Josh and I'm a 19 year old white guy with a beautiful girlfriend. Her name is Angel and she is the best thing that has ever happened to me. I love her with a passion and intensity that is hard to describe, she is everything a man could ever ask for and more. She is caring, sexy, understanding, kind, intelligent, and totally a bad bitch. We have...

The Ex's New Toy Pt. 02

by Urtoy2be on Sep 15, 2017
Fetish

Dearest Dana, I am writing to talk to you about things that I am unable to say to you face to face. I want to go back to when we were still married and come all the way up to current date. Maybe you will, hopefully, like what I have to say. Maybe we can come to an agreement/arrangement that could be mutually beneficial and satisfying to everyone involved....

Goughster Explains: 'Your Wedding'

by Wank_Gough on Jul 15, 2020
Humor & Satire

The Goughster here, teaching y'all to wake up and smell the spunk! "Oh, hallelujah, all our Christmas's have come at once! Thank you, great sage!" Just what the fuck, little fella! You calling me an 'erb? Let me tell ya, little fella, I'm not an aromatic plant whose greyish-green leaves are used as a culinary herb, native to southern Europe and the Medit...

Black Cuckolding Is Terrific!

by Samuelx on Sep 11, 2017
Interracial Love

Sitting on the couch, Howard University alumnus and international businessman Alan Philemon, a burly and dark-skinned Black man of Jamaican descent watched as his lovely African-American wife, Ebony Hawkins-Philemon, got fucked by their pal Joey Pappano. Grinning, Joey smacked Ebony's big brown ass as he thrust his pale dick into her butt hole. Spreading my...

About Dick Size and Cuckolding

by deborahsue on Sep 12, 2017
Fetish

Since my last essay about How To Have a Successful Cuckold Relationship was such a smashing success, and since most of the men who commented acknowledged that the were 'small' in the dick department, I thought it might be appropriate to talk a little about this subject. So let me first do a little house cleaning. My husband and I practice a cuckold relation...