Cuckold Regret Stories

34,947 results
Orientation
Length
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Infinite Scroll

My Secret Addiction Ch. 07

by nakedfool on May 13, 2020
Interracial Love

I awoke to a rocking sensation, something was pressing hard onto my chest and moving. I slowly opened my eyes and Leah's beautiful face came into focus, her eyes closed and her lips pursed. She was slowly moving back and forth, her hands gripping my shoulders, her cheek resting on my chest. My eyes then looked past her messy brown hair and down her body reve...

Cuckold

by CuckoldGuy on Sep 12, 2017
Reviews & Essays

The true stories that I've posted here on Literotica.com about my cuckolding have generated many emails to me. Some hateful and some asking me to coach or mentor them but most with questions or comments so I thought I would post some of them here. Anyone seeking advise from me, I make it clear that I'm not a psychiatrist or psychologist. I'm an engineer but...

Glory Hole Discovery Pt. 02

by ImACuck on Sep 26, 2017
Loving Wives

This is my follow-up to Part 1. It's taken me a while, but it is worth the wait. Please note that this story contains subject matter related to cuckoldry, cheating wives, wife watching, voyeurism and group sex. If this subject matter offends you, then you have been fairly warned. Finally, all characters in this story are of legal age and beyond. *****...

Male Chastity Device

by CuckoldGuy on Sep 12, 2017
Toys & Masturbation

Janice and Mike (not their real names) are a married couple in their mid forties. Married about twenty years. About ten years ago they started playing with a male chastity device and discovered they were having a lot of fun with it. They have been using it ever since. The device is a stainless steel or plastic tube about three and a half inches long and abo...

Don't Stereotype Cuckolds

by eviltwin52 on Apr 27, 2020
Loving Wives

Let me start by saying that I am a cuckold and a happy one. It was my choice and I found a Woman that would lead me down the path to unbridled satisfaction. Unfortunately too many Lit readers either disregard our lifestyle altogether or deride those of us who are strong enough to give our Women what they want and thereby meeting our own needs. But what are...

In a Far Far Away Place Pt. 03

by codpeace101 on Aug 31, 2017
Exhibitionist & Voyeur

********This story starts after the initial online cyber sexual meeting. It is from the POV of the husband, and the story relies heavily on you understanding what happened in the two previous parts. I don't claim to be a great writer, and it's just for practice and some enjoyment. If you're not interested in the cuckold experience this story might not be for...

My Poor Suffering Cuckold Pt. 01

by boobygirlie on Sep 14, 2020
Fetish

Sunday morning and I'm doing my chores while my lovely boob mistress rests in bed after a good night at the disco with her friends. I bring her the breakfast in bed. "Oh good morning honey, thank you! You are so sweet my cuckold!" "It's a pleasure for me to serve you boob mistress." "I know pet! Oh I had such a wonderful night yesterday! That see throug...

April's Story Ch. 06

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the sixth episode in a series entitled "April's Story". If you have not read the previous five episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I strongly recommend that...

Christmas Surprise

by jrand4 on Sep 12, 2017
Loving Wives

I don't really call myself a writer, but I have to tell someone what my wife Stephanie did last Christmas. First, I'll tell you a little about her. We were college sweet-hearts and got married right after college. Steph is 28, and can still turn any guys head, but never did any modeling as far as I know. She has long curly brown hair, C cup breasts and a r...

Cuckold Heaven Ch. 02

by CallMePeePee on Sep 16, 2017
Fetish

For several days after Colleen first exposed my cuckold desires she was buoyant. It was as if my confession lifted a weight from her chest, as if she could breathe again. I didn't know then that she had been wracked by guilt over her adulterous desires, and my permission to explore those desires freed her from that enormous burden. She positively bubbled wit...